Updated on 2024/05/20

写真a

 
Tsuyoshi SAWADA
 
Organization
Research Field in Cooperation, Integrated Arts and Sciences Area Center for Advanced Science Research and Promotion Research Support Center, Institute for Research Promotion Division of Instrumental Analysis Associate Professor
Research Field in Science, Science and Engineering Area Graduate School of Science and Engineering (Science) Associate Professor
Title
Associate Professor
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Degree

  • Doctor of Engineering ( 1995.5   Kyushu University )

Research Interests

  • 有機化学

  • フォトクロミック材料

  • 芳香族化学

  • 複素環化学

  • 有機合成化学

  • 分析化学

  • 光触媒

  • x線構造解析

  • マイクロリアクター

  • 円偏光

  • 分析化学

  • X-ray crystallographic analysis

  • Organic synthesis

  • Microreactor

  • Aromatic chemistry

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Nanotechnology/Materials / Organic functional materials

  • Nanotechnology/Materials / Nanomaterials

  • Others / Others  / 有機構造科学

  • Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry

  • Nanotechnology/Materials / Analytical chemistry

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Research History

  • Kagoshima University   Center for Advanced Science Research and Promotion, Research Support Unit, Division of Insturmental Analysis   Associate Professor

    2022.4

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    Country:Japan

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  • Kagoshima University   Research Support Center, Division of Instrumental Analysis   Associate Professor

    2017.4 - 2022.3

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    Country:Japan

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  • Kagoshima University   Research Field in Cooperation, Integrated Arts and Sciences Area National Science Center for Research and Education Division of Instrumental Analysis   Associate Professor

    2014.4

  • Kagoshima University   National Science Center for Research and Education Division of Instrumental Analysis   Associate Professor

    2014.4 - 2017.3

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  • Kumamoto University   Graduate School of Science and Technology Graduate School of Science and Technology   Associate Professor

    2007.4 - 2014.3

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  • Kumamoto University   Graduate School of Science and Technology Graduate School of Science and Technology   Associate Professor

    2006.3 - 2007.3

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  • Kumamoto University   Faculty of Engineering Department of Applied Chemistry and Biochemistry   Associate Professor

    2005.4 - 2006.2

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  • Kumamoto University   Faculty of Engineering Department of Applied Chemistry and Biochemistry   Lecturer

    2001.3 - 2005.3

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  • Kyushu University   Institute of Advance Material Science   Assistant Professot

    1992.2 - 2001.2

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    Country:Japan

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  • Kyushu University   Institute of Advanced Material Science   Faculty staff

    1991.4 - 1992.1

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    Country:Japan

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Professional Memberships

  • アメリカ化学会

    2015.10

  • 高分子学会

    2015.10

  • 有機合成化学協会

    2015.10

  • 日本化学会

    2015.10

  • The Society of Polymer Science Japan

    2008.8

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  • The American Chemical Society

    2001.3

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  • The Society of Synthetic Organic Chemistry

    1988.10

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  • The Chemical Society of Japan

    1987.10

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  • アメリカ化学会

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Committee Memberships

  • シンクロトロン光大学間連携会議   シンクロトロン光大学間連携会議委員  

    2018.4   

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    Committee type:Academic society

 

Papers

  • Sawada, Tsuyoshi; Kubo Shingo; Nanamura, Kazuaki .  Photoresponsivity of asymmetrical dihydropyrene under circularly polarized light irradiation .  Tetrahedron Letters100   153880 - 153880   2022Photoresponsivity of asymmetrical dihydropyrene under circularly polarized light irradiationReviewed

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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.tetlet.2022.153880

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  • Tsuyoshi Sawada、Shingo Kubo, Kazuaki Nanamura .  Circular Polarization Properties of Photochromic Dihydropyrene Derivatives .  BIT’s 3rd Annual World Congress of Smart Materials-2017 (WCSM)   2017.3Circular Polarization Properties of Photochromic Dihydropyrene DerivativesInvited

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  • Tsuyoshi Sawada, Yukari Akazawa, Yu Narazaki, Shingo Kubo, and Kazuaki Nanamura .  Synthesis and photochromic circular dichroism of 2,7-di-tert-butyl-pyrazino[2,3-e]-10b,10c-dimethyldihydropyrene .  Canadian Journal of Chemistry93   2015.4Synthesis and photochromic circular dichroism of 2,7-di-tert-butyl-pyrazino[2,3-e]-10b,10c-dimethyldihydropyreneReviewed

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  • T. Sawada, T. Kihara, Y. Fujikawa, Y. Narazaki .  Synthesis and photochromic properties of quinoxalino[e]-annelated dimethyldihydropyrene with planar chirality .  Tetrahedron Letters54 ( 45 ) 5963 - 5966   2013.8Synthesis and photochromic properties of quinoxalino[e]-annelated dimethyldihydropyrene with planar chiralityReviewed

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  • T. Sawada, T. Hongo, N. Matsuo, M. Konishi, T. Kawaguchi, H. Ihara .  Hemisphere-shaped calixarenes and their analogs: synthesis, structure, and chiral recognition ability .  Tetrahedron52 ( 31 ) 4716 - 4722   2011.5Hemisphere-shaped calixarenes and their analogs: synthesis, structure, and chiral recognition abilityReviewed

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  • Tsuyoshi Sawada, Mizue Kuroki, Tomoya Ogawa, Kentaro Shimojo, Kazufumi Chifuku, Hirotaka Ihara .  Dihydropyrene annelated with dihydrothieno[3.4-b]pyrazine: synthesis and photoswitching property .  Tetrahedron LettersVol.51   4033 - 4036   2010.8Reviewed

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    In this study, 9,10-diacetoxyl-2,7-di-tert-butyl-trans-10b,10c-dimethyl-10b,10c-dihydropyrene annelated with a dihydrothieno[3.4-b]pyrazine unit (1a) was prepared, for the first time, from 5,13-di-tert-butyl-8,16-dimethyl-1,2,9,10-tetrahydroxy[2.2]metacyclophane and 3,4-diaminothiophene in two steps. The photoisomerization property of 1 was investigated by UV and1H NMR spectroscopies, and the quantitative isomerization between the more stable dihydropyrene (DHP) form and the less stable metacyclophane-diene (MCPD) form was observed. A thermally induced return reaction from the MCPD to the DHP form was examined at various temperatures, and the reaction rate was 0.0049 min-1at 45 °C, which is slower than that of the parent MCPD. © 2010 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2010.05.092

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  • Kazufumi Chifuku, Tsuyoshi Sawada, Takao Kihara, Kentaro Shimojo, Hidetoshi Sonoda, Yutaka Kuwahara, Hideto Shosenji, Hirotaka Ihara .  Novel synthetic route to dihydropyrenes .  Synlett   3153 - 3156   2008.12Reviewed

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    We developed a new and short synthetic route to 2,7-di-tert-butyl-trans-15, 16-dimethyldihydropyrene (DHP) via tetrahydroxy[2.2]metacyclophane in four reaction steps with a total yield of 37%. 2,7-Di-tert-butyl-trans-15,16- dimethyldihydropyrene functionalized by acetoxy groups at 4-, 5-, 9-, 10-positions was synthesized via 5,13-di-tert-butyl-8,16-dimethyl-1,2,9,10- tetrahydroxy[2.2]MCP in five reaction steps with a yield of 24%, and its DHP structure was determined by 1H NMR spectroscopy and X-ray crystal-structure analysis. © Georg Thieme Verlag Stuttgart.

    DOI: 10.1055/s-0028-1087363

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  • Sawada Tsuyoshi, Morita Minoru, Chifuku Kazufumi, Kuwahara Yutaka, Shosenji Hideto, Takafuji Makoto, Ihara Hirotaka .  [1.1]meta-Stilbenophanes calixarene analogs: preparation, crystal structure, and cis-trans photoisomerization .  TETRAHEDRON LETTERS48 ( 51 ) 9051 - 9055   2007.12Reviewed

  • T Sawada, Y Nishiyama, W Tabuchi, M Ishikawa, E Tsutsumi, Y Kuwahara, H Shosenji .  Novel calixarene hemisphere synthesized via pinacol rearrangement of [2.1.2.1]metacyclophane .  ORGANIC LETTERS8 ( 10 ) 1995 - 1997   2006.5Novel calixarene hemisphere synthesized via pinacol rearrangement of [2.1.2.1]metacyclophaneReviewed

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    Tetramethoxy[2.1.2.1]metacyclophane ([2.1.2.1]MCP) was prepared by the pinacol coupling reaction of diphenylmethane dialdehyde. The treatment of (2.1.2.1]MCP with trimethylsilyl chloride and sodium iodide yielded two unexpected calixarene derivatives, cone (hemisphere) and 1,2-alternate types, instead of octahydroxy[2.1.2.1]MCP. The X-ray structure of the cone-type derivative and its inclusion property with acetonitrile were also discussed.

    DOI: 10.1021/ol060286y

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  • T. Sawada, M. Yamada, T. Thiemann, S. Mataka .  Preparation and structures of novel [2.2.2]metacyclophane tweezers .  Journal of the Chemical Society, Perkin Transactions 1 ( 16 ) 2625 - 2627   2000Preparation and structures of novel [2.2.2]metacyclophane tweezersReviewed

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  • T. Sawada, K. Mimura, T. Thiemann, T. Yamato, S. Mataka, M. Tashiro .  Novel, strained 10b,10c-dihydropyrenes bearing bulky TMSCH2 groups at the internal positions .  Journal of the Chemical Society, Perkin Transactions 11999 ( 4 ) 403 - 408   1999.3Novel, strained 10b,10c-dihydropyrenes bearing bulky TMSCH2 groups at the internal positionsReviewed

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  • T. Sawada, K. Mimura, T. Thiemann, T. Yamato, S. Mataka, M. Tashiro .  Novel, strained 10b,10c-dihydropyrenes bearing bulky TMSCH2 groups at the internal positions. .  Journal of the Chemical Society, Perkin Transactions 1 ( 4 ) 403 - 408   1999Novel, strained 10b,10c-dihydropyrenes bearing bulky TMSCH2 groups at the internal positions.Reviewed

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  • T. Sawada, K. Mimura, T. Thiemann, T. Yamato, S. Mataka, M. Tashiro .  Stable endoperoxide of 4,5,6,8,16-pentamethyl[2.2]metacyclophane; structural analysis and deoxygenation. .  Journal of the Chemical Society, Perkin Transactions 1 ( 8 ) 1369 - 1372   1998Stable endoperoxide of 4,5,6,8,16-pentamethyl[2.2]metacyclophane; structural analysis and deoxygenation.Reviewed

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  • T. Sawada, A. Tsuge, T. Thiemann, S. Mataka, M. Tashiro .  Complexation properties and characterization of four conformers of a [2.1.2.1]metacyclophane. .  Journal of Inclusion Phenomena and Molecular Recognition in Chemistry19 ( 42008 ) 301 - 313   1994.1Complexation properties and characterization of four conformers of a [2.1.2.1]metacyclophane.Reviewed

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  • 西 隆一郎, 川森 晃, 澤田 剛 .  宝島と奄美大島における油類漂着初動調査(2) .  水路193   2 - 8   2020宝島と奄美大島における油類漂着初動調査(2)

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  • 西 隆一郎, 川森 晃, 澤田 剛 .  宝島と奄美大島における油類漂着初動調査(1) .  水路192   5 - 11   2020宝島と奄美大島における油類漂着初動調査(1)

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  • A. K. Mallik, H. Qiu, T. Sawada, M. Takafuji, H. Ihara .  Molecular-shape selective high-performance liquid chromatography: Stabilization effect of polymer main chain by alternating copolymerization .  Journal of Chromatography, A1232   7422 - 7426   2013.5Molecular-shape selective high-performance liquid chromatography: Stabilization effect of polymer main chain by alternating copolymerizationReviewed

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  • A. K. Mallik, H. Qiu, T. Sawada, M. Takafuji, H. Ihara .  Molecular-shape selectivity by molecular gel-forming compounds: bioactive and shape-constrained isomers through the integration and orientation of weak interaction sites. .  Chemical Communications47 ( 37 ) 10341 - 10343   2012.12Molecular-shape selectivity by molecular gel-forming compounds: bioactive and shape-constrained isomers through the integration and orientation of weak interaction sites. Reviewed

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  • Abut K. Mallik, Hongdeng Qiu, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Molecular Shape Recognition through Self-Assembled Molecular Ordering: Evaluation with Determining Architecture and Dynamics .  ANALYTICAL CHEMISTRY84 ( 15 ) 6577 - 6585   2012.8Molecular Shape Recognition through Self-Assembled Molecular Ordering: Evaluation with Determining Architecture and DynamicsReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    The relationship between molecular gel-forming compound-based double-alkylated L-glutamide-derived functional group-integrated organic phase (Sil-FIP) structure and chromatographic performance is investigated and compared with widely used alkyl phases (C-30, polymeric and monomeric C-18) as references. The functional group-integrated molecular gel on silica is chemically designed newly in a way that the weak interaction sites are integrated with high orientation and high selectivity can be realized by multiple interactions with the solutes. Its functions can be emphasized by being immobilizable with a terminal carboxyl group and the fact that five amide bonds including beta-alanine subunit are integrated per molecule. Furthermore, its self-assembling function can be detected by monitoring of the chiroptical property. Temperature-dependent circular dichroism (CD) intensity was determined as an indicator of chirality for the gel forming compounds. C-13 cross-polarization magic angle spinning (CP/MAS) NMR spectra of the Sil-FIP phase indicate that predominance of gauche conformations exists at higher temperature (above 30 degrees C). Si-29 CP/MAS NMR were carried out to investigate the degree of cross-linking of the silane and silane functionality of the modified silica. Temperature-dependent C-13 CP/MAS NMR and suspended-state H-1 NMR measurements of the Sil-FIP phase exhibit the dynamic behavior of the alkyl chains. To correlate the NMR and CD results with temperature-dependent chromatographic studies, standard reference materials (SRM 869b and SRM 1647e), column selectivity test mixture for liquid chromatography was employed. Additional shape selectivity text mixtures were also used to clarify the mechanism of shape selectivity performance of Sil-FIP compared with commercially available columns. The evaluation with the spectroscopic and chromatographic analyses presents very important information on the surface morphology of the new organic phase and the molecular recognition process. Integrated and ordered functional groups were investigated to be the main driving force for very high molecular shape selectivity of the Sil-FIP phase.

    DOI: 10.1021/ac300791x

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  • Abul K. Mallik, Hongdeng Qiu, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Molecular-shape selective high-performance liquid chromatography: Stabilization effect of polymer main chain by alternating copolymerization .  JOURNAL OF CHROMATOGRAPHY A1232   183 - 189   2012.4Molecular-shape selective high-performance liquid chromatography: Stabilization effect of polymer main chain by alternating copolymerizationReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ELSEVIER SCIENCE BV  

    This work aims to clarify that stabilization or increased rigidity of polymer main chains as an organic stationary phase can lead the selectivity enhancement in high-performance liquid chromatography (HPLC). For this purpose, the alternating copolymer of octadecyl acrylate (ODA) with a cyclic monomer (N-octadecylmaleimide. OMI) as a rigid segment was synthesized and compared with the ODA homopolymer. Both of the polymer-grafted silicas (Sil-poly(ODA-alt-OMI) and Sil-poly(ODA), respectively) were prepared by radical polymerization on 3-mercaptopropyltrimethoxysilane-modified silica. The characterizations were carried out by elemental analyses, diffuse reflectance infrared Fourier transform (DRIFT), and solid-state C-13 cross-polarization magic angle spinning nuclear magnetic resonance (CP-MAS-NMR) spectroscopies. Chromatographic behaviors were evaluated by the retention studies of shape-constrained isomers of polycyclic aromatic hydrocarbons (PAHs), isomers of tocopherol and carotenoids. Higher molecular-linearity selectivity toward PAHs was obtained on Sil-poy(ODA-alt-OMI) regardless of temperature changes but at temperature below 40 degrees C,Sil-poly(ODA)showed better planarity selectivity than that of Sil-poy(ODA-alt-OMI). As a result, the higher separation ability toward tocopherols and carotenoids was obtained on Sil-poy(ODA-alt-OMI). These results indicate that the stabilization in the polymer main chain by alternating copolymerization and the stabilization in the side chains by a disordered-to-ordered phase transition were effective to enhance the molecular-shape selectivity. (C) 2011 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.chroma.2011.11.061

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  • Hongdeng Qiu, Abul K. Mallik, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  New surface-confined ionic liquid stationary phases with enhanced chromatographic selectivity and stability by co-immobilization of polymerizable anion and cation pairs .  CHEMICAL COMMUNICATIONS48 ( 9 ) 1299 - 1301   2012New surface-confined ionic liquid stationary phases with enhanced chromatographic selectivity and stability by co-immobilization of polymerizable anion and cation pairsReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    Polymerizable ionic liquid monomer pairs were designed and copolymerized on silica as a new strategy to prepare multifunctional hybrid materials in hydrophobic and hydrophilic interaction chromatographies with enhancements of selectivity and stability.

    DOI: 10.1039/c2cc16269e

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  • Koji Miyamoto, Hirokuni Jintoku, Tsuyoshi Sawada, Makoto Takafuji, Takashi Sagawa, Hirotaka Ihara .  Informative secondary chiroptics in binary molecular organogel systems for donor-acceptor energy transfer .  TETRAHEDRON LETTERS52 ( 31 ) 4030 - 4035   2011.8Informative secondary chiroptics in binary molecular organogel systems for donor-acceptor energy transferReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:PERGAMON-ELSEVIER SCIENCE LTD  

    Pyrene-doped L-glutamide-based lipidic derivatives with different alkyl lengths (C(n)-g-Pyr; n = 4, 8 and 12) were newly synthesized. All of the C(n)-g-Pyr dissolved and showed thermotopically and lyotropically-induced excimer formations accompanied by induction of the positive Cotton effect in their CD spectra, indicating chirally ordered stacking. However, when C(4)-g-Pyr and C(12)-g-Pyr were mixed in a certain molar ratio, an unusual CD pattern from positive to negative ones was observed. In this study, energy transfer efficiency was investigated in a binary system of C(n)-g-Pyr with C(12)-g-TPP. The results revealed that simple modification of the alkyl length of C(n)-g-Pyr enables enhancement of the energy transfer efficiency with C(12)-g-TPP. (C) 2011 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2011.05.131

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  • Abul K. Mallik, Hongdeng Qiu, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Molecular-shape selectivity by molecular gel-forming compounds: bioactive and shape-constrained isomers through the integration and orientation of weak interaction sites .  CHEMICAL COMMUNICATIONS47 ( 37 ) 10341 - 10343   2011Reviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    A molecular gel system was assembled on carrier particles and the integrated effect of weak interaction sites enabled highly efficient separation of the bioactive and shape-constrained isomers of tocopherols, beta-carotene, and polycyclic aromatic hydrocarbons (PAHs) by multiple interaction mechanisms.

    DOI: 10.1039/c1cc13397g

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  • Hongdeng Qiu, Hongdeng Qiu, Makoto Takafuji, Tsuyoshi Sawada, Xia Liu, Shengxiang Jiang, Hirotaka Ihara .  New strategy for drastic enhancement of selectivity via chemical modification of counter anions in ionic liquid polymer phase .  Chemical CommunicationsVol.46   8740 - 8742   2010.12Reviewed

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    A new strategy for the design of a new chromatographic stationary phase via simple modifications of the counter anions in poly(ionic liquid)-grafted silica phase based on ionic self-assembly technology is proposed. The phase with methyl orange dye as counter anions exhibits ultra-high selectivity towards shape-constrained isomers. © The Royal Society of Chemistry 2010.

    DOI: 10.1039/c0cc02984j

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  • Y. Kuwahara, D. Mizoguchi, K. Yoshimori, H. Endo, M. Iwanaga, T. Iwanaga, T. Sawada, M. Goto, H. Shosenji, S. Yamada .  Structural control of three-dimensional assemblies of anisotropic gold nanoparticles based on their different shapes .  Chemistry Letters39 ( 11 ) 1171 - 1173   2010.11Structural control of three-dimensional assemblies of anisotropic gold nanoparticles based on their different shapesReviewed

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  • Koji Miyamoto, Tsuyoshi Sawada, Hirokuni Jintoku, Makoto Takafuji, Takashi Sagawa, Hirotaka Ihara .  Controlled emission enhancement and quenching by self-assembly of low molecular weight thiophene derivatives .  TETRAHEDRON LETTERS51 ( 35 ) 4666 - 4669   2010.9Controlled emission enhancement and quenching by self-assembly of low molecular weight thiophene derivativesReviewed

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    Three thiophene-containing compounds were newly synthesized as low molecular weight blocks to construct non-covalent and highly ordered pi-conjugation systems. Typical emission enhancement and quenching based on the J- and H-type orientations, respectively, of the thiophene moiety were realized and controlled by lipid membrane-like phase transition and separation behaviours. (C) 2010 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2010.07.006

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  • Abul K. Mallik, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Preparation of high-selective HPLC packing materials based on alternating copolymer-grafted silica .  JOURNAL OF SEPARATION SCIENCE33 ( 19 ) 2977 - 2989   2010.9Reviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    Three alternating copolymer-grafted silica stationary phases for use in high-selective RP-HPLC were prepared from two vinyl monomers selected from styrene, N-methylmaleimide, N-octadecylmaleimide, and octadecyl acrylate; they were characterized by elemental analyses, thermogravimetric analysis, diffuse reflectance infrared Fourier transform spectroscopy, and C-13 cross-polarization magic-angle spinning NMR spectroscopy. Aspects of molecular-shape selectivity were evaluated for three different columns using Standard Reference Material 869b, Column Selectivity Test Mixture for Liquid Chromatography. The best selectivity for isomer separations was obtained for the stationary phase prepared with a copolymer of octadecyl acrylate and N-octadecylmaleimide, which was able to separate 16 polycyclic aromatic hydrocarbons (Standard Reference Material 1647e) in an isocratic elution. In this paper, the effectiveness of this phase is also demonstrated by separation of tocopherol isomers.

    DOI: 10.1002/jssc.201000293

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  • Yoshiko Kira, Yutaka Okazaki, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Amphiphilic molecular gels from omega-aminoalkylated l-glutamic acid derivatives with unique chiroptical properties .  AMINO ACIDS39 ( 2 ) 587 - 597   2010.7Amphiphilic molecular gels from omega-aminoalkylated l-glutamic acid derivatives with unique chiroptical propertiesReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:SPRINGER  

    Self-assembling amphiphiles with unique chiroptical properties were derived from l-glutamic acid through omega-aminoalkylation and double long-chain alkylation. These amphiphiles can disperse in various solvents ranging from water to n-hexane. TEM and SEM observations indicate that the improvement in dispersity is induced by the formation of tubular and/or fibrillar aggregates with nanosized diameters, which makes these amphiphiles similar to aqueous lipid membrane systems. Spectroscopic observations, such as UV-visible and CD spectroscopies indicate that the aggregates are constructed on the basis of S- and R-chirally ordered structures through interamide interactions in water and organic media, respectively, and that these chiroptical properties can be controlled thermotropically and lyotropically. It is also reported that the chiral assemblies provide specific binding sites for achiral molecules and then induce chirality for the bonded molecules. Further, the applicability of the amphiphiles to template polymerization is discussed.

    DOI: 10.1007/s00726-010-0480-z

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  • Hongdeng Qiu, Tsuyoshi Sawada, Shengxiang Jiang, Hirotaka Ihara .  Synthesis and characterization of poly(ionic liquid)-grafted silica hybrid materials through surface radical chain-transfer polymerization and aqueous anion-exchange .  MATERIALS LETTERS64 ( 14 ) 1653 - 1655   2010.7Synthesis and characterization of poly(ionic liquid)-grafted silica hybrid materials through surface radical chain-transfer polymerization and aqueous anion-exchangeReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ELSEVIER SCIENCE BV  

    Poly(ionic liquid)-grafted silica materials were firstly synthesized by polymerization of 1-vinyl-3-butylimidazolium bromide as a new ionic liquid monomer on mercaptopropylated silica by surface radical chain-transfer polymerization. The bromide counterion was exchanged with three other inorganic anions including tetrafluoroborate, hexafluorophosphate, and trifuoromethanesulfonate through simple aqueous anion-exchange reaction. The obtained poly(ionic liquid)-grafted silica materials were characterized by elemental analysis, infrared spectra, thermogravimetric analysis, and X-ray fluorescence. The wettabilities of the materials with different counterions were verified by static water contact angle measurement. This kind of new materials may have some potential in applied fields such as used as a catalyst, an extractant, a chromatographic stationary phase, etc. (C) 2010 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.matlet.2010.04.020

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  • Abul K. Mallik, Kaori Shingo, Usha Ghimire Gautam, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Complete chromatographic separation of steroids, including 17 alpha and 17 beta-estradiols, using a carbazole-based polymeric organic phase in both reversed and normal-phase HPLC .  ANALYTICAL AND BIOANALYTICAL CHEMISTRY397 ( 2 ) 623 - 629   2010.5Reviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:SPRINGER HEIDELBERG  

    Poly(2-N-carbazolylethyl acrylate) with terminal trimethoxysilyl groups was prepared as an organic phase and immobilized onto silica. The retention behavior of the column packed with this carbazole-based polymer-immobilized silica (Sil-CEA) was investigated by using various estrogenic steroids and corticoids in both reversed-phase and normal-phase liquid chromatography. As a result, complete separation was confirmed for eight kinds of steroids with Sil-CEA. The most specific separation with Sil-CEA can be emphasized by the high separation factor (e.g., alpha=1.39 in methanol-water (7:3, v/v) at 35 degrees C) for 17 alpha and 17 beta-estradiols, one of the most difficult pairs of isomers in chromatographic separation, whereas for two kinds of commercially available polymeric ODS columns as references alpha=1.01, only, under the same conditions. Because the excellent separation and retention order with Sil-CEA was maintained even in a normal-phase mobile phase such as a hexane-2-propanol, it is estimated that the CEA phase has multiple interaction mechanisms through stronger interactions such as dipole-dipole, carbonyl-pi, and hydrogen bonding interactions than the hydrophobic effect expected with ODS.

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  • Abul K. Mallik, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Novel Approach for the Separation of Shape-Constrained Isomers with Alternating Copolymer-Grafted Silica in Reversed-Phase Liquid Chromatography .  ANALYTICAL CHEMISTRY82 ( 8 ) 3320 - 3328   2010.4Reviewed

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    This paper describes a novel packing material for high selective reversed-phase high-performance liquid chromatography (RP-HPLC). The organic phase on silica is chemically designed in a way that the weak interaction sites are integrated with high orientation along the polymer main chain and high selectivity can be realized by multiple interactions with solutes. For the above purpose, we synthesized poly(octadecyl acrylate-alt-N-octadecylmaleimide)-grafted silica (Sil-poly(ODA-alt-OMI)) stationary phase. The alternating copolymerization was carried out from 3-marcaptopropyltrimethoxysilane (MPS)modified silica via surface-initiated radical-chain transfer reaction. Elemental analysis, diffuse reflectance infrared Fourier transform (DRIFT),(1)H NMR, solid-state (13)C cross polarization magic angle spinning (CP/MAS) NMR, and suspended-state (1)H NMR were used to characterize the new organic phase. Aspects of shape selectivity was evaluated with Standard Reference Material (SRM 869b), Column Selectivity Test Mixture for Liquid Chromatography. Enhanced molecular shape selectivity was observed, that lead to the separation of SRM 1647e (16 polycyclic aromatic hydrocarbons, PAHs) in an isocratic elution. The effectiveness of this phase was also demonstrated by the separation of several beta-carotene and tocopherol isomers. The complete baseline separation of the tocopherol isomers was achieved using the Sil-poly(ODA-alt-OMI) phase. Chromatographic study revealed that Sil-poly(ODA-alt-OMI) has extremely high separation ability compared to monomeric and polymeric C(18) columns. Higher shape selectivity of the new RP material can be explained by a pi-pi and dipole dipole interaction mechanism.

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  • Hirokuni Jintoku, Takashi Sagawa, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Versatile chiroptics of peptide-induced assemblies of metalloporphyrins .  ORGANIC & BIOMOLECULAR CHEMISTRY8 ( 6 ) 1344 - 1350   2010.3Versatile chiroptics of peptide-induced assemblies of metalloporphyrinsReviewed

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    Zinc porphyrin functionalized with double long-chain alkylated L-glutamide (GTPP-Zn) was synthesized for the first time, and its self-assembling behaviour was investigated in nonpolar organic solvents. The uniqueness of this functionalized porphyrin is characterized by its drastic colour change from dark green to purple via the formation of chirally stacked structures through selective axial coordination on zinc with pyridine derivatives. In this paper, we report the versatility of the GTPP-Zn assembly process as a stimuli-responsive chiroptical switching system and describe the remarkable ligand-specific induction of secondary chirality accompanied by aggregation morphological change.

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  • Yasuyuki Abe, Tsuyoshi Sawada, Makoto Takafuji, Tsutomu Mashimo, Masao Ono, Hirotaka Ihara .  Ultrastrong Gravity-induced Unusual Reactivity in Radical Addition of Bromotrichloromethane to Ethyl Cinnamate .  CHEMISTRY LETTERS39 ( 3 ) 174 - 175   2010.3Reviewed

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    Radical addition of bromotrichloromethane to ethyl cinnamate was carried out under an ultrastrong gravitational field (>2.5 x 10(5)G), and ethyl 3-chloro-3-phenyl-2-(trichloromethyl)propionate (A), ethyl 3-bromo-3-pheny1-2-(trichloromethyl)propionate (B), and ethyl 2-bromo-3-pheny1-3-(trichloromethyl)propionate (C) were isolated by reversed-phase HPLC. To date, there has been no report of the synthesis of A and C at 1 G, and this would be the first example of a selectivity change induced by ultrastrong gravity.

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  • Y. Kuwahara, M. Morita, H. Endo, K. Yoshimori, T. Nagami, K. Kumamaru, T. Iwanaga, T. Sawada, M. Sasaki, M. Goto .  Synthesis of metal nanoparticles via nanoparticle assemblies .  Materials Research Innovations14   16 - 18   2010.2

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    The synthesis of gold nanoparticles via nanoparticle assemblies was investigated. Constant temperature treatment of gold nanoparticles in limited space like the assemblies led to the formation of nanoplates and other nanoparticle shapes. © 2010 W. S. Maney & Son Ltd.

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  • Y. Kira, Y. Okazaki, T. Sawada, M. Takafuji, H. Ihara .  Amphiphilic molecular gels from ω -aminoalkylated L-glutamic acid derivatives with unique chiroptical properties .  Amino Acids39 ( 2 ) 587 - 597   2010.1Amphiphilic molecular gels from ω -aminoalkylated L-glutamic acid derivatives with unique chiroptical propertiesReviewed

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  • Makoto Takafuji, Yoshiko Kira, Arata Ishiordori, Hiroshi Hachisako, Tsuyoshi Sawada, Hirotaka Ihara .  Enclosure of Secondary Chirality Based on Highly-Oriented Lipid Aggregates into a Polymer Sheet by Photo-Induced Polymerization of Polymerizable Monomer Gels .  POLYMER NETWORKS: SYNTHESIS, PROPERTIES, THEORY AND APPLICATIONS291-292   330 - +   2010Enclosure of Secondary Chirality Based on Highly-Oriented Lipid Aggregates into a Polymer Sheet by Photo-Induced Polymerization of Polymerizable Monomer Gels

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    The L-glutamide derivative with double long-chain alkyl groups and a pyrenyl head group (Pyr-lipid) worked as organogelator in benzene and cyclohexane. Gelation was brought about through network formation with well-developed fibrous aggregates based on lipid membrane-like highly-oriented structures. Gelation was observed in polymerizable monomers such as methyl methacrylate (MMA) and styrene (St). Extremely intense CD spectra were observed at the absorption band of pyrenyl group in a monomer solution at gel-forming temperature, but the intensity decreased remarkably at the sol-forming temperature. The transparent solid sheet was obtained by photo-irradiation to the MMA gel in a quartz cell. More than 99% of MMA was polymerized even in the gel state and the weight-average molecular weight (M-w) of the resultant polymer was 7.2 x 10(4) g mol(-1). CD spectra indicated that chirally-oriented structures in the gel state were maintained after polymerization of MMA and were stable at the temperature above the original gel-to-sol transition temperature. Fluorescence spectra of Pyr-lipid in the monomer solutions supported that the pyrene excimer was formed in the lipid aggregates and the stabilization of the excimer formation was achieved by polymerization of MMA in the gel state.

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  • Yutaka Kuwahara, Daigou Mizoguchi, Keishiro Yoshimori, Hiroaki Endo, Mio Iwanaga, Tomoki Iwanaga, Tsuyoshi Sawada, Motonobu Goto, Hideto Shosenji, Sunao Yamada .  Structural Control of Three-dimensional Assemblies of Anisotropic Gold Nanoparticles Based on Their Different Shapes .  Chem. Lett.39 ( 11 ) 1171-1173   2010Structural Control of Three-dimensional Assemblies of Anisotropic Gold Nanoparticles Based on Their Different ShapesReviewed

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  • Usha Ghimire Gautam, Tsuyoshi Sawada, Mani Prasad Gautam, Makoto Takafuji, Hirotaka Ihara .  Poly(2-N-carbazolylethyl acrylate)-modified silica as a new polymeric stationary phase for reversed-phase high-performance liquid chromatography .  Journal of Chromatography A1216 ( 44 ) 7422 - 7426   2009.10Poly(2-N-carbazolylethyl acrylate)-modified silica as a new polymeric stationary phase for reversed-phase high-performance liquid chromatographyReviewed

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    DOI: 10.1016/j.chroma.2009.04.039

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  • Usha Ghimire Gautam, Mani Prasad Gautam, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara .  Thermodynamic investigations on shape selective separation behaviors of poly(4-vinylpyridine)-grafted silica for polycyclic aromatic hydrocarbons in both normal-phase and reversed-phase high-performance liquid chromatography .  Journal of Chromatography A1216 ( 16 ) 3571 - 3577   2009.4Thermodynamic investigations on shape selective separation behaviors of poly(4-vinylpyridine)-grafted silica for polycyclic aromatic hydrocarbons in both normal-phase and reversed-phase high-performance liquid chromatographyReviewed

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    DOI: 10.1016/j.chroma.2008.08.084

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  • A. K. Mallik, K. Shingo, U. G. Gautam, T. Sawada, M. Takafuji, H. Ihara .  Complete chromatographic separation of steroids, including 17α and 17β -estradiols, using a carbazole-based polymeric organic phase in both reversed and normal-phase HPLC .  Analytical and Bioanalytical Chemistry397 ( 2 ) 623 - 629   2009.2Complete chromatographic separation of steroids, including 17α and 17β -estradiols, using a carbazole-based polymeric organic phase in both reversed and normal-phase HPLCReviewed

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  • Yutaka Kuwahara, Minoru Morita, Keishiro Yoshimori, Kaoru Kumamaru, Hiroaki Endoh, Tomoki Iwanaga, Tomohito Nagami, Tsuyoshi Sawada, Hideto Shosenji, Mitsuru Sasaki, Motonobu Goto .  Fabrication of nano-patterns composed of metal nanoparticles with photo-nanoimprint .  Japanese Journal of Applied Physics47 ( 6 ) 5171 - 5173   2008.6Reviewed

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    We have investigated the fabrication of nano-patterns composed of isotropic and anisotropic gold nanoparticles via photo-nanoimprint lithography. Citrate-capped spherical gold nanoparticles and hexadecyltrimethylammonium bromide (CTAB)-capped gold nanorods were synthesized as hydrophilic nanoparticles. By photo-nanoimprint lithography, line and space (L/S) nano-patterns composed of photocurable polymer and gold nanoparticles were fabricated. The width of L/S patterns formed by gold nanoparticles was 100nm-3 urn, and the shape of the individual gold nanoparticles was preserved. Nano-patterns of anisotropic nanoparticles are expected to offer highly interesting functions for photonic and electronic devices, catalysts, sensors and so on. © 2008 The Japan Society of Applied Physics.

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  • Hirokuni Jintoku, Takashi Sagawa, Tsuyoshi Sawada, Makoto Takafuji, Hiroshi Hachisako, Hirotaka Ihara .  Molecular organogel-forming porphyrin derivative with hydrophobic L-glutamide .  TETRAHEDRON LETTERS49 ( 25 ) 3987 - 3990   2008.6Molecular organogel-forming porphyrin derivative with hydrophobic L-glutamideReviewed

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    An L-glutamide-functionalized tetraphenylporphyrin derivative has been newly synthesized. This can dissolve in various organic solvents to form nanofibrillar aggregates with both right-handed and left-handed chiral stacking structures among the porphyrin rings. It is also discussed on thermotropic and lyotropic phase transitions between gel and sol states. (C) 2008 Elsevier Ltd. All rights reserved.

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  • U. G. Gautam, M. P. Gautam, T. Sawada, M. Takafuji, H. Hachisako, H. Ihara .  Enhancement of retentivity and selectivity for PAHs in NP-HPLC by high-density immobilization of poly(4-vinylpyridine) as an organic phase on silica .  Analytical Sciences24 ( 5 ) 615 - 621   2008Enhancement of retentivity and selectivity for PAHs in NP-HPLC by high-density immobilization of poly(4-vinylpyridine) as an organic phase on silicaReviewed

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  • Kuwahara Yutaka, Yoshimori Keishiro, Tomita Keisuke, Sakai Masako, Sawada Tsuyoshi, Niidome Yasuro, Yamada Sunao, Shosenji Hideto .  Novel effects of twin-tailed cationic Surfactants on the formation of gold nanorods .  CHEMISTRY LETTERS36 ( 10 ) 1230 - 1231   2007.10Novel effects of twin-tailed cationic Surfactants on the formation of gold nanorodsReviewed

  • Nishiyama Yousuke, Sawada Tsuyoshi, Furuta Akiko, Sato Aiko, Chifuku Kazuhumi, Kuwahara Yutaka, Shosenji Hideto .  Synthesis, structure, and fluorescent properties of [2.1.2.1]metacyclophane containing 2-(9-anthryl)imidazoles .  HETEROCYCLES71 ( 10 ) 2119 - 2130   2007.10Synthesis, structure, and fluorescent properties of [2.1.2.1]metacyclophane containing 2-(9-anthryl)imidazolesReviewed

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    DOI: 10.1016/S0385-5414(07)00055-X

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  • Y. Kuwahara, M. Morita, K. Yoshimori, K. Kumamaru, H. Endoh, T. Iwanaga, T. Nagami, T. Sawada, M. Sasaki, M. Goto, H. Shosenji .  Fabrication of nano-patterns composed by metal nanoparticles with photo-nanoimprint .  MICROPROCESSES AND NANOTECHNOLOGY 2007, DIGEST OF PAPERS   294 - +   2007Reviewed

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    DOI: 10.1109/IMNC.2007.4456220

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  • Yousuke Nishiyama, Tsuyoshi Sawada, Kazufumi Chifuku, Aiko Sato, Yutaka Kuwahara, Hideto Shosenji .  Study of pinacol coupling reaction to synthesize functional macrocyclic molecules .  MOLECULAR CRYSTALS AND LIQUID CRYSTALS470   359 - 368   2007Study of pinacol coupling reaction to synthesize functional macrocyclic moleculesReviewed

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    [2.1.2.1]Metacyclophane ([2.1.2.1]MCP) 3 containing hydroxyl groups at the bridge is obtained by a pinacol coupling reaction using aluminum powder. The Albright-Gordman oxidation of [2.1.2.1]MCP 3 yielded tetracarbonyl derivative 4, and the following condensation reaction of 1,2-phenylenediamine yielded quinoxaline-annulated [2.1.2.1]MCP 5. The UV and fluorescence spectra as well as the influences of an alkali metal ion on the fluorescence spectra of quinoxaline-annulated [2.1.2.1]MCP 5 were reported.

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  • Chifuku Kazufumi, Sawada Tsuyoshi, Kuwahara Yutaka, Shosenji Hideto .  The synthesis and property of dihydropyrene derivatives containing a nitrogen atom .  MOLECULAR CRYSTALS AND LIQUID CRYSTALS470   369 - 381   2007The synthesis and property of dihydropyrene derivatives containing a nitrogen atomReviewed

  • T. Sawada, K. Chifuku, Y. Kuwahara, H. Shosenji, R. H. Mitchell .  Crystal structure of 2,7-di-tert-butyl-10,11-diethoxycarbonyl-trans-9,12-epoxy-12b,12c-dimethyl- dihydrobenzo[e]pyrene .  Analytical Sciences: X-Ray Structure Analysis Online22 ( 7 ) x195 - x196   2006.1Crystal structure of 2,7-di-tert-butyl-10,11-diethoxycarbonyl-trans-9,12-epoxy-12b,12c-dimethyl- dihydrobenzo[e]pyreneReviewed

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  • Study of Pinacol Coupling Raction to Produce Functional Molecules .  Abstruct of ADMD2006   11 - 13   2006Study of Pinacol Coupling Raction to Produce Functional Molecules

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  • Hideto Shosenji, Hironori Mori, Young Ho Choi, Yutaka Kuwahara, Tsuyoshi Sawada, Hyun Hok Cho .  Properties of Cotelomer Type Surfactants as Auxiliaries for Disperse Dyeing. .  Proceedings of the International Fiber Conference 2006   33 - 34   2006Properties of Cotelomer Type Surfactants as Auxiliaries for Disperse Dyeing.

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  • H Shosenji, M Korenori, Y Kuwahara, T Sawada, S Park .  Preparation of chitosan microcapsules by using microreactor .  Proceedings of 2005 International Conference on Advanced Fibers and Polymer Materials (ICAFPM 2005), Vol 1 and 2   920 - 923   2005Preparation of chitosan microcapsules by using microreactor

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    Chirosan microcapsules with particle sizes of about 2.9 mu m were prepared by using microreactors, equipped with a Y-connector or a micromixer. The mean size of microcapsules prepared by batch method was 3.9 mu m. Microcapsules prepared by, micromixer method showed narrow particle size distribution, Microcapsules contained core materials of 19-36 wt% as revealed by TG analyses,

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  • Tsuyoshi Sawada, Misaki Korenori, Katsuki Ito, Yutaka Kuwahara, Hideto Shosenji, Yoko Taketomi, Soomin Park .  Preparation of Melamine Resin Micro/Nanocapsules by using a Microreactor and Telomeric Surfactants .  Macromolecular Materials and Engineering288 ( 12 ) 920 - 924   2003.11Reviewed

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    Abstract

    Melamine resin microcapsules were prepared by the batch method and microreactor method using sodium dodecyl sulfate (SDS) and 1.6R<sub>6</sub>A‐3.5AA as emulsifiers. They contained about 50% toluene as indicated by thermogravimetric (TG) analysis. The mean sizes of the microcapsules obtained by using the microreactor method with SDS and with 1.6R<sub>6</sub>A‐3.5AA were 462 ± 199 and 147 ± 31 nm, respectively. Microcapsules prepared by using a microreactor showed smaller particle diameters and a narrower particle size distribution than those obtained using a batch reactor.

    SEM photograph of a melamine resin microcapsule formed using a microreactor and the telomeric surfactant 1.6R<sub>6</sub>A‐3.5AA after mechanical scratching.

    magnified imageSEM photograph of a melamine resin microcapsule formed using a microreactor and the telomeric surfactant 1.6R<sub>6</sub>A‐3.5AA after mechanical scratching.

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  • LQ Bu, T Sawada, Y Kuwahara, H Shosenji, K Yoshida .  Crystallographic structure and solid-state fluorescence enhancement behavior of a 2-(9-anthryl)phenanthroimidazole-type clathrate host upon inclusion of amine molecules .  DYES AND PIGMENTS59 ( 1 ) 43 - 52   2003.10Crystallographic structure and solid-state fluorescence enhancement behavior of a 2-(9-anthryl)phenanthroimidazole-type clathrate host upon inclusion of amine moleculesReviewed

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    An anthrylphenanthroimidazole-type clathrate host, which exhibits fluorescence enhancement behavior with the blue and red shift of the emission maximum upon formation of clathrates with amines, has been developed. The crystals of the title fluorescent clathrate compound with two fluorophores exhibit very different fluorescence behavior with different amines molecules. The crystal structures of the clathrate compounds have been determined by X-ray analysis. On the basis of the spectral data, the fluorescence lifetime and the crystal structures, the effects of the enclathrated guest on the solid-state photophysical properties of the clathrate compounds are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

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  • LQ Bu, T Sawada, H Shosenji, K Yoshida, S Mataka .  Crystallographic structures and solid fluorescence behaviors of crystals of a 2-(9-anthryl)phenanthroimidazole-type clathrate host .  DYES AND PIGMENTS57 ( 3 ) 181 - 195   2003.6Crystallographic structures and solid fluorescence behaviors of crystals of a 2-(9-anthryl)phenanthroimidazole-type clathrate hostReviewed

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    The title compound formed crystalline clathrates with ethanol in a 2:1 molar ratio and with water, acetic acid and imidazole in 1:1 molar ratios. The fluorescence behavior of the crystals are greatly dependent on the enclathrated molecules; the intensity increases in order of ethanol &lt; water &lt; acetic acid &lt; imidazole, and the wavelength of the fluorescence maximum is in order of ethanol &gt; water &gt; acetic acid &gt; imidazole. The X-ray crystallographic analyses revealed marked effects of the guest molecules on the intermolecular host-to-host contacts and the intramolecular dihedral angles between the anthryl and phenanthroimidazolyl planes. (C) 2003 Elsevier Science Ltd. All rights reserved.

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  • Shin-ichiro Isobe, Kanji Kubo, Thies Thiemann, Tsuyoshi Sawada, Tadashi Yonemitsu, Shuntaro Mataka .  Preparation and Rearrangement of Arylhydroxymethano[3]orthocyclo[5](1,8)naphthalenophanes. .  Bulletin of the Chemical Society of Japan75 ( 4 ) 773 - 779   2002.4Reviewed

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    Abstract

    Arylhydroxymethano[3]orthocyclo[5](1,8)naphthalenophanes 11, which possess a rigid boat-chair conformation, were prepared by the reaction of 9,10-benzo-3,4,5-[1,8]naphthobicyclo[5.4.1]dodecan-3,9-dien-12-one 8c with aryllithium reagents and treated with hydrobromic acid in dioxane. The intermediary cation generated from 11 rearranged either to a benzo[cd]azulene system of type 12 or to a tricyclic system containing a cyclopropane-unit of type 13, depending on the nature of the aryl substituent on the bridging carbon atom.

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  • H Gorohmaru, T Thiemann, T Sawada, K Takahashi, K Nishi-i, N Ochi, Y Kosugi, S Mataka .  Preparation of 4,7-dihetaryl-1,2,5-oxadiazolo[3,4-c]-pyridines as red fluorescent materials .  HETEROCYCLES56 ( 1-2 ) 421 - 431   2002.1Preparation of 4,7-dihetaryl-1,2,5-oxadiazolo[3,4-c]-pyridines as red fluorescent materialsReviewed

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    A series of 1,2,5-oxadiazolo[3,4-c]pyridines (6, 7, 8 and 10) with thiophene, furan, and benzothiophene rings at the 4 and 7 positions were prepared, in quest of a red fluorescent material useful in OLED devices. Compound (6, 7, 8 and 10) emit fluorescence of orange to red color in solution and in the solid state. 6-Cyano derivatives (6) show a higher quantum yield than the corresponding esters (7), the phenyl derivative (8), and the unsubstituted compound (10). Red EL light at lambda = 680 nm was obtained in an OLED device when 4,7-bis(5-phenylthien-2-yl) ester (7h) was used as a dopant emitter.

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  • Shin-ichiro Isobe, Kanji Kubo, Thies Thiemann, Tsuyoshi Sawada, Tadashi Yonemitsu, Shuntaro Mataka .  Benzo[<i>i</i>]naphtho[<i>c</i>,<i>d</i>]bicyclo[5.4.1]dodecan-12-one .  Acta Crystallographica Section C Crystal Structure Communications56 ( 11 ) 1367 - 1368   2000.11Reviewed

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  • Thies Thiemann, Daisuke Ohira, Kazuya Arima, Tsuyoshi Sawada, Shuntaro Mataka, Frank Marken, Richard G. Compton, Steven D. Bull, Stephen G. Davies .  Photochemical and electrochemical behavior of thiophene-S-oxides .  Journal of Physical Organic Chemistry13 ( 10 ) 648 - 653   2000.10Reviewed

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    DOI: 10.1002/1099-1395(200010)13:10<648::aid-poc290>3.0.co;2-t

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  • T. Sawada, M. Yamada, T. Thiemann, S. Mataka .  Preparation and structures of novel [2.2.2]metacyclophane tweezers. .  Journal of the Chemical Society, Perkin Transactions 12000 ( 17 ) 2968 - 2976   2000.9Preparation and structures of novel [2.2.2]metacyclophane tweezers.Reviewed

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  • T. Thiemann, D. Ohira, Y. Li, T. Sawada, S. Mataka, K. Rauch, M. Noltemeyer, A. de Meijere .  [4 + 2] Cycloaddition of thiophene S-monoxides to activated methylenecyclopropanes. .  Journal of the Chemical Society, Perkin Transactions 1 ( 17 ) 2968 - 2976   2000[4 + 2] Cycloaddition of thiophene S-monoxides to activated methylenecyclopropanes.Reviewed

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  • T. Thiemann, Y. Li, C. Thiemann, T. Sawada, D. Ohira, M. Tashiro, S. Ma .  Oxidative cycloaddition of molecules with multiple thiophene cores .  Heterocycles,52 ( 3 ) 1215 - 1230   2000Oxidative cycloaddition of molecules with multiple thiophene coresReviewed

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  • S. Mataka, H. Goromaru, I. Costa, S. Andesen, T. Thiemann, T. Sawada, K. Takahashi .  Preparation of red fluorescent heterocyclic dyes as light-emitting materials for an organic electroluminescent device. .  Kyushu Daigaku Kino Busshitsu Kagaku Kenkyusho Hokoku14 ( 2 ) 157 - 163   2000Preparation of red fluorescent heterocyclic dyes as light-emitting materials for an organic electroluminescent device.

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  • S. Isobe, T. Thiemann, T. Sawada, T. Yonemitsu, S. Mataka .  Rearrangement of 11-hydroxy-11-(2-naphthyl)-3,4:8,9-dibenzobicyclo[4.4.1]undeca-3,8-diene-2,2, 5,5,7,7,10,10-d8 .  Kyushu Daigaku Kino Busshitsu Kagaku Kenkyusho Hokoku14 ( 1 ) 7 - 10   2000Rearrangement of 11-hydroxy-11-(2-naphthyl)-3,4:8,9-dibenzobicyclo[4.4.1]undeca-3,8-diene-2,2, 5,5,7,7,10,10-d8

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  • Layered [3.3]Orthocyclophanes - Interesting Study Objects in π-π Interaction .  Synlett2000 ( 09 ) 1211 - 1227   2000Reviewed

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    DOI: 10.1055/s-2000-7121

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  • Kawagoe, Shinichiro, Nishi, Kaori, Yamamoto, Norifumi, Sekiya, Hiroshi, Sawada, Tsuyoshi, Mataka, Shuntaro, Tsuji, Takeshi, Nishimura, Yukio .  Hole-burning spectra of 9-hydroxyphenalenone and its OD derivative. Proton/deuteron tunneling in 13C isotopomers .  Japanese Journal of Deuterium Science13 ( 10 ) 648 - 653   2000Hole-burning spectra of 9-hydroxyphenalenone and its OD derivative. Proton/deuteron tunneling in 13C isotopomersReviewed

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  • Masahiko Taniguchi, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Mataka .  Layered [3.3]Orthocyclophane Tricarbonylchromium Complexes .  Zeitschrift für anorganische und allgemeine Chemie625 ( 8 ) 1249 - 1251   1999.8Reviewed

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    DOI: 10.1002/(sici)1521-3749(199908)625:8<1249::aid-zaac1249>3.0.co;2-o

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  • Ken-ichi Tsukamoto, Daniel A. Sahade, Masahiko Taniguchi, Tsuyoshi Sawada, Thies Thiemann, Shuntaro Mataka .  Synthesis of 8,16-dimethyl- and 8,16-dimethoxy-5,13-di-t-butyl[2.2]metacyclophane-1,2,9,10-tetraone .  Tetrahedron Letters40 ( 25 ) 4691 - 4692   1999.6Synthesis of 8,16-dimethyl- and 8,16-dimethoxy-5,13-di-t-butyl[2.2]metacyclophane-1,2,9,10-tetraoneReviewed

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    DOI: 10.1016/s0040-4039(99)00845-x

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  • Daniel A Sahade, Ken-ichi Tsukamoto, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Mataka .  Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes .  Tetrahedron55 ( 9 ) 2573 - 2580   1999.2Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydesReviewed

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    DOI: 10.1016/s0040-4020(99)00055-1

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  • Shuntaro Mataka, Hideki Gorohmaru, Thies Thiemann, Tsuyoshi Sawada, Kazufumi Takahashi, Akiyoshi Tori-i .  10-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and Polymorphism .  HETEROCYCLES50 ( 2 ) 895 - 895   199910-Hydroxy-7-arylindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines and 7-Aryl-10-oxoindeno[1,2-b]-1,2,5-oxadiazolo[3,4-d]pyridines— Synthesis, Spectra, and PolymorphismReviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-98-s(h)88

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  • S. Isobe, M. Taniguchi, T. Sawada, T. Thiemann, T. Yonemitsu, S. Mataka .  Novel rearrangement of conformationally restrained [3.3]orthocyclophanes .  Journal of the Chemical Society, Perkin Transactions 1 ( 15 ) 2101 - 2107   1999Novel rearrangement of conformationally restrained [3.3]orthocyclophanesReviewed

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  • T. Sawada, T. Thiemann, S. Mataka .  Preparation and photo-thermal isomerization of azo[2.2.1]- and azo[2.2.3]metacyclophane tweezers. .  Kyushu Daigaku Kino Busshitsu Kagaku Kenkyusho Hokoku13 ( 1 ) 25 - 30   1999Preparation and photo-thermal isomerization of azo[2.2.1]- and azo[2.2.3]metacyclophane tweezers.

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  • Thies Thiemann, Kuniharu Umeno, Daisuke Ohira, Eiko Inohae, Tsuyoshi Sawada, Shuntaro Mataka .  Suzuki–Kumada coupling of bromoaroylmethylidenephosphoranes .  New Journal of Chemistry23 ( 11 ) 1067 - 1070   1999Reviewed

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    DOI: 10.1039/a907470h

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  • Thies Thiemann, Daisuke Ohira, Yuanquiang Li, Tsuyoshi Sawada, Masahiko Taniguchi, Masashi Tashiro, Shuntaro Mataka .  Thieno[3.3]orthocyclophanes: preparations and structures .  New Journal of Chemistry23 ( 7 ) 675 - 678   1999Reviewed

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    DOI: 10.1039/a903746b

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  • D. A. Sahade, T. Kawaji, T. Sawada, S. Mataka, T. Thiemann, T. Tsukinoki, M. Tashiro .  Aluminum-mediated reductive dimerization of aromatic dialdehydes. .  Journal of Chemical Research, Synopses ( 3 ) 210 - 211   1999Aluminum-mediated reductive dimerization of aromatic dialdehydes.Reviewed

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  • Shuntaro Mataka, Kouichiro Shigaki, Tsuyoshi Sawada, Yoshihara Mitoma, Masahiko Taniguchi, Thies Thiemann, Kazuya Ohga, Naoyoshi Egashira .  Quadruple Decker [3.3][3.3][3.3]Orthocyclophane Acetal—An Orthocyclophane Ladder .  Angewandte Chemie International Edition37 ( 18 ) 2532 - 2534   1998.10Reviewed

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    DOI: 10.1002/(sici)1521-3773(19981002)37:18<2532::aid-anie2532>3.0.co;2-r

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  • YuanQiang Li, Thies Thiemann, Keisuke Mimura, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro .  Oxidative Cycloaddition of Thiophenophanes – [n](2.5)Parathiophenophane (n = 8,10-12,14), [8](2,4)Metathiophenophane and [2.2](2,5)Parametathiophenophane .  European Journal of Organic Chemistry1998 ( 9 ) 1841 - 1850   1998.9Reviewed

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    DOI: 10.1002/(sici)1099-0690(199809)1998:9<1841::aid-ejoc1841>3.0.co;2-p

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  • Shuntaro Mataka, Yoshiharu Mitoma, Tsuyoshi Sawada, Thies Thiemann, Masahiko Taniguchi, Masashi Tashiro .  Benzo[3.3]benzo[3.3]benzo- and naphtho[3.3]benzo[3.3]naphtho-orthocyclophane bis(alcohol)s. Preparations and structures .  Tetrahedron54 ( 20 ) 5171 - 5186   1998.5Benzo[3.3]benzo[3.3]benzo- and naphtho[3.3]benzo[3.3]naphtho-orthocyclophane bis(alcohol)s. Preparations and structuresReviewed

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    DOI: 10.1016/s0040-4020(98)00217-8

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  • Shuntaro Mataka, Kazuchika Isomura, Tsuyoshi Sawada, Takehito Tsukinoki, Masashi Tashiro, Kazufumi Takahashi, Akiyoshi Tori-i .  Alkyl-substituted Benzo[1,2-d:3,4-d' ]diimidazoles. Preparation and Annular Tautomerism .  HETEROCYCLES48 ( 1 ) 113 - 113   1998Alkyl-substituted Benzo[1,2-d:3,4-d' ]diimidazoles. Preparation and Annular TautomerismReviewed

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    DOI: 10.3987/com-97-8020

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  • M. Taniguchi, T. Thiemann, Masahiko T. Sawada, S. Mataka .  Synthesis and conformational analysis of spirocyclopropane- and spirooxirane-annelated dinaphthobicyclo[4.4.1]undecanes .  Kyushu Daigaku Kino Busshitsu Kagaku Kenkyusho Hokoku12 ( 2 ) 131 - 135   1998Synthesis and conformational analysis of spirocyclopropane- and spirooxirane-annelated dinaphthobicyclo[4.4.1]undecanes

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  • Masahiko Taniguchi, Shuntaro Mataka, Thies Thiemann, Tsuyoshi Sawada, Keisuke Mimura, Yoshiharu Mitoma .  The Study of p-p Interaction in Layered [3.3]Orthocyclophanes-Charge-Transfer Complexes of [3.3]Orthocyclophanes with Tetracyanoethylene(共著) .  Bull. Chem. Soc. Jpn.71 ( 11 ) 2661 - 2668   1998The Study of p-p Interaction in Layered [3.3]Orthocyclophanes-Charge-Transfer Complexes of [3.3]Orthocyclophanes with Tetracyanoethylene(共著)Reviewed

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    DOI: 10.1246/bcsj.71.2661

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  • Yuanqiang Li, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro .  Lewis Acid Catalysis in the Oxidative Cycloaddition of Thiophenes<sup>1</sup> .  The Journal of Organic Chemistry62 ( 23 ) 7926 - 7936   1997.11Reviewed

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    DOI: 10.1021/jo961985z

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  • Daniel A Sahade, Shuntaro Mataka, Tsuyoshi Sawada, Takehito Tsukinoki, Masashi Tashiro .  [2.2]Metacyclophanes having hydroxy groups on the bridge .  Tetrahedron Letters38 ( 21 ) 3745 - 3746   1997.5[2.2]Metacyclophanes having hydroxy groups on the bridgeReviewed

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    DOI: 10.1016/s0040-4039(97)00743-0

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  • Shuntaro Mataka, Jiang Ma, Thies Thiemann, Takao Mimura, Tsuyoshi Sawada, Masashi Tashiro .  Substituent effect on the selectivity of [3.3]orthoanthracenophanes in the Diels-Alder reaction with N-(p-substituted phenyl)maleimides .  Tetrahedron53 ( 20 ) 6817 - 6824   1997.5Substituent effect on the selectivity of [3.3]orthoanthracenophanes in the Diels-Alder reaction with N-(p-substituted phenyl)maleimidesReviewed

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    DOI: 10.1016/s0040-4020(97)00323-2

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  • Shuntaro Mataka, Yoshiharu Mitoma, Thies Thiemann, Tsuyoshi Sawada, Masahiko Taniguchi, Masaru Kobuchi, Masashi Tashiro .  Bisacetals of aromatic ring-annelated . [3.3][3.3]Orthocyclophanes with triple-layered benzo/benzo/benzo- and naphtho/benzo/naphtho-system .  Tetrahedron53 ( 9 ) 3015 - 3026   1997.3Bisacetals of aromatic ring-annelated . [3.3][3.3]Orthocyclophanes with triple-layered benzo/benzo/benzo- and naphtho/benzo/naphtho-systemReviewed

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    DOI: 10.1016/s0040-4020(97)00042-2

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  • Shuntaro Mataka, Jiang Ma, Thies Thiemann, Jerzy M. Rudziñski, Hirohisa Tsuzuki, Tsuyoshi Sawada, Masashi Tashiro .  Diels-Alder reaction of anthraceno[3.3]ortho-benzophane and -naphthophane. Control of π-facial diastereoselectivity by underlying π-systems .  Tetrahedron53 ( 3 ) 885 - 902   1997.1Diels-Alder reaction of anthraceno[3.3]ortho-benzophane and -naphthophane. Control of π-facial diastereoselectivity by underlying π-systemsReviewed

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    DOI: 10.1016/s0040-4020(96)01022-8

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  • Shuntaro Mataka, Tsuyoshi Sawada, Masahi Tashiro, Masahiko Taniguchi, Yoshiharu Mitroma .  Conformational Analysis of Spirocyclopropane- and Spirooxirane-annelated Dibenzobicyclo[4.4.1]undecanes by 1H NMR Spectroscopy and X-Ray Crystallography .  Journal of Chemical Research ( 2 ) 48 - 49   1997Reviewed

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    DOI: 10.1039/a604939g

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  • T. Sawada, T. Tsukinoki, M. Tashiro, S. Mataka .  Preparation and conformational behavior of trimethoxy[2.2.3]metacyclophanes .  Kyushu Daigaku Kino Busshitsu Kagaku Kenkyusho Hokoku11 ( 2 ) 131 - 134   1997Preparation and conformational behavior of trimethoxy[2.2.3]metacyclophanes

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  • Shuntaro Mataka, Hideki Moriyama, Tsuyoshi Sawada, Kazufumi Takahashi, Hirofumi Sakashita, Masashi Tashiro .  Conformational Polymorphism of Mechanochromic 5,6-Di(<i>p</i>-chlorobenzoyl)-1,3,4,7-tetraphenylbenzo[<i>c</i>]thiophene .  Chemistry Letters25 ( 5 ) 363 - 364   1996.5Reviewed

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    Abstract

    X-Ray crystallographic analyses show that mechanochromic polymorphs of 5,6-di(p-chlorobenzoyl)-1,3,4,7-tetraphenylbenzo[c]thiophene originate from different syn- and anti-arrangements of two vicinal carbonyl groups.

    DOI: 10.1246/cl.1996.363

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  • Yuanqiang Li, Michio Matsuda, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Matake, Masashi Tashiro .  Lewis Acid-Catalysed Oxidative Cycloaddition of Thiophenes1 .  Synlett1996 ( 05 ) 461 - 464   1996.5Reviewed

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    DOI: 10.1055/s-1996-5446

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  • Tsutomu Ishi‐I, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro, Thies Thiemann .  A Study on Electronic Interaction Between two [2.2]Metacyclophane Systems Connected with a CC Bond: Preparation, Structure and Complexation of (<i>E</i>)‐ and (<i>Z</i>)‐8,8′‐(Ethene‐1,2‐diyl)bis(5‐<i>tert</i>‐butyl[2.2]metacyclophane) .  Chemische Berichte129 ( 3 ) 289 - 296   1996.3Reviewed

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    Abstract

    (E)‐8,8′‐(Ethene‐1,2‐diyl)bis(5‐tert‐butyl[2.2]metacyclo‐phane) (2) was obtained from a McMurry reaction of 5‐tert‐butyl‐8‐formyl[2.2]metacyclophane (1). Irradiation of 2 with a high‐pressure mercury lamp gave the corresponding (Z) isomer 3. X‐ray crystallographic analyses of 2 and 3 show a certain degree of twisting of the bond connecting the meta‐cyclophane unit and the central π system due to steric crowding. UV spectra of 2 and 3 and of the charge‐transfer complexes [2/TCNE] and [3/TCNE] allow for a discussion of π‐π interaction between the central stilbene subunit and the outer benzene rings of the metacyclophane units. Bis[2.2]meta‐cyclophanes 2 and 3 reacted regioselectively with hexacar‐bonylchromium on the outer benzene rings giving 1:1 and 1:2 complexes 9–14 with tricarbonylchromium. No 1:3 and 1:4 complexes formed due to steric restrictions. Analysis of UV spectral data of the complexed [2.2]metacyclophanes was performed for an indication of π‐π interactions in the complexes.

    DOI: 10.1002/cber.19961290308

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  • Tsutomu Ishi-i,, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro .  Reaction of [2.2]Metacyclophanes Having an Internal CC Bond with Brominating Agents .  The Journal of Organic Chemistry61 ( 15 ) 5103 - 5108   1996.1Reviewed

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    DOI: 10.1021/jo9602433

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  • Shuntaro Mataka, Yoshiharu Mitoma, Tsuyoshi Sawada, Masashi Tashiro .  Triple-layered orthonaphtho[3.3]orthobenzeno[3.3]orthonaphthophane .  Tetrahedron Letters37 ( 1 ) 65 - 68   1996.1Triple-layered orthonaphtho[3.3]orthobenzeno[3.3]orthonaphthophaneReviewed

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    DOI: 10.1016/0040-4039(95)02103-5

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  • T. Ishi-i, T. Sawada, S. Mataka, M. Tashiro .  Intramolecular O-H... hydrogen bond found in [2.2]metacyclophane systems: spectral properties and x-ray crystallographic analysis of 8-hydroxymethyl[2.2]metacyclophanes .  Journal of the Chemical Society, Perkin Transactions 1 ( 15 ) 1887 - 1891   1996Intramolecular O-H... hydrogen bond found in [2.2]metacyclophane systems: spectral properties and x-ray crystallographic analysis of 8-hydroxymethyl[2.2]metacyclophanesReviewed

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  • I. Hasumoto, K. Takatoshi, F. D. Badea, T. Sawada, S. Mataka, M. Tashiro .  Regioselectivity of Friedel-Crafts acylation of aromatic compounds with several cyclic anhydrides .  Research on Chemical Intermediates22 ( 9 ) 855 - 869   1996Regioselectivity of Friedel-Crafts acylation of aromatic compounds with several cyclic anhydridesReviewed

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  • Hiroshi Sekiya, Naohiko Nakano, Kaori Nishi, Hidenori Hamabe, Tsuyoshi Sawada, Masashi Tashiro, Yukio Nishimura .  Electronic Spectrum of Jet-Cooled 9-Hydroxyphenalenone-d. Vibrational Mode Specific Proton Tunneling in the S0 State .  Chemistry Letters24 ( 10 ) 893 - 894   1995.10Reviewed

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    Abstract

    The fluorescence excitation and dispersed fluorescence spectra of jet-cooled 9-hydroxyphenalenone-d have been measured to investigate vibrational mode specific proton tunneling in the S0 state. Tunneling splittings of a few vibrationally excited states have been determined.

    DOI: 10.1246/cl.1995.893

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  • Shuntaro Mataka, Jiang Ma, Thies Thiemann, Jerzy M Rudziñski, Tsuyoshi Sawada, Masashi Tashiro .  Aromatic ring-system controls π-facial selectivity in Diels-Alder reactions of [3.3]orthoanthracenophanes .  Tetrahedron Letters36 ( 34 ) 6105 - 6108   1995.8Aromatic ring-system controls π-facial selectivity in Diels-Alder reactions of [3.3]orthoanthracenophanesReviewed

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    DOI: 10.1016/0040-4039(95)01230-f

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  • Mataka, Shuntaro, Suzuki, Hiroshi, Sawada, Tsuyoshi, Tsukinoki, Takehito, Tori-I, Akiyoshi, Tashiro, Masashi .  Formation of 2-aryl-4-benzoyl-2-methyl-5-phenyl-2H-imidazole .  Sogo Rikogaku Kenkyuka Hokoku (Kyushu Daigaku Daigakuin)17 ( 1 ) 9 - 17   1995Formation of 2-aryl-4-benzoyl-2-methyl-5-phenyl-2H-imidazole

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  • S. Mataka, G. Liu, T. Sawada, A. Tori-I. M. Tashiro .  Preparation of 1,3-benzenedicarbaldehydes .  Journal of Chemical Research, Synopses ( 10 ) 410 - 411   1995Preparation of 1,3-benzenedicarbaldehydesReviewed

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  • T. Sawada, S. Nagayama, S. Mataka, M. Tashiro .  The host-guest properties of [2.2.2.2]- and [2.3.2.3]metacyclophanes .  Kyushu Daigaku Chuo Bunseki Senta Hokoku13   60 - 69   1995The host-guest properties of [2.2.2.2]- and [2.3.2.3]metacyclophanes

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  • Shuntaro Mataka, Guo-Bin Liu, Tsuyoshi Sawada, Masayoshi Kurisu, Masashi Tashiro .  Photothermal Side-Chain Bromination of Methyl-, Dimethyl-, and Trimethylbenzenes with <i>N</i>-Bromosuccinimide .  Bulletin of the Chemical Society of Japan67 ( 4 ) 1113 - 1119   1994.4Reviewed

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    Abstract

    Tri- and dibromination of methyl-, dimethyl-, and trimethylbenzenes with N-bromosuccinimide were accomplished by photothermal reaction with a tungsten lamp in carbon tetrachloride or benzene. (Dibromomethyl)arenes and (tribromomethyl) derivatives were produced depending upon a solvent used and a substituent on the benzene ring. In the bromination of methylbenzenes without a substituent on the ortho-position, (tribromomethyl)benzenes were formed. On the other hand, ortho-substituted methylbenzenes gave (dibromomethyl)benzenes. α,β-Dibromo-1,2-diarylstilbenes were formed via the debrominative carbon–carbon coupling reaction of (tribromomethyl) benzenes upon irradiation with a tungsten lamp.

    DOI: 10.1246/bcsj.67.1113

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  • Akihiko Tsuge, Tsutomu Ishii, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro .  Synthesis of Benzothiazolyl [2,2]metacydophanes and Their Structural and Spectral Properties(共著) .  Chemistry Letters ( 8 ) 1529 - 1532   1994Synthesis of Benzothiazolyl [2,2]metacydophanes and Their Structural and Spectral Properties(共著)Reviewed

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    DOI: 10.1246/cl.1994.1529

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  • Y. Li, T. Thiemann, T. Sawada, S. Mataka, M. Tashiro .  Novel crown ethers by oxidative cycloaddition of thiopheno crown ethers .  Journal of the Chemical Society, Perkin Transactions 1 ( 16 ) 2323 - 2329   1994Novel crown ethers by oxidative cycloaddition of thiopheno crown ethersReviewed

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  • C. Thiemann, T. Thiemann, Y. Li, T. Sawada, Y. Nagano, M. Tashiro .  SO-photoextrusion of 7-thiabicyclo[2.2.1]hept-2-ene 7-oxides .  Bulletin of the Chemical Society of Japan67 ( 7 ) 1886 - 1889   1994SO-photoextrusion of 7-thiabicyclo[2.2.1]hept-2-ene 7-oxidesReviewed

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  • Shuntaro Mataka, Hiroshi Suzuki, Tsuyoshi Sawada, Masashi Tashiro .  Beckmann Reaction of Oximes of 3a-Aryl-5,6a-diphenyl-3a, 6a-dihydro-2H-furo[3,2-b]pyrrole-2,6(3H)-dione and Its Derivatives(共著) .  Bulletin of the Chemical Society of Japan66 ( 4 ) 1301 - 1304   1993Beckmann Reaction of Oximes of 3a-Aryl-5,6a-diphenyl-3a, 6a-dihydro-2H-furo[3,2-b]pyrrole-2,6(3H)-dione and Its Derivatives(共著)Reviewed

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    DOI: 10.1246/bcsj.66.1301

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  • Akihiko Tsuge, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro .  Conformational Properties of [n.2.2]- and [n.3.3]Metacyclophanes .  Chemistry Letters21 ( 3 ) 345 - 348   1992.3Reviewed

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    Abstract

    Metacyclophanes having three aromatic rings in their skeleton were prepared. Their conformational properties were estimated by the 1H NMR spectra and the X-ray analysis. It was proved that they assume a “folded inwards” or an “alternate” conformation depending on a slight difference in the structure of the internal substituent.

    DOI: 10.1246/cl.1992.345

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  • A. Tsuge, T. Sawada, S. Mataka, N. Nishiyama, H. Sakashita, M. Tashiro .  Preparation and structural properties of hydroxy- and alkoxy[2.2.1]metacyclophanes .  Journal of the Chemical Society, Perkin Transactions 1 ( 12 ) 1489 - 1494   1992Preparation and structural properties of hydroxy- and alkoxy[2.2.1]metacyclophanesReviewed

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  • Masashi Tashiro, Akihiko Tsuge, Tsuyoshi Sawada, Toshihiro Makishima, Seiji Horie, Takashi Arimura, Shuntaro Mataka, Takehiko Yamato .  Metacyclophanes and related compounds. 26. Tetrahydroxy[2.n.2.n]metacyclophanes. Preparation, reactions, and spectra .  The Journal of Organic Chemistry55 ( 8 ) 2404 - 2409   1990.4Reviewed

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    DOI: 10.1021/jo00295a031

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  • A. Tsuge, T. Sawada, N. Nishiyama, H. Sakashita, S. Mataka, M. Tashiro .  Metacyclophanes and related compounds. 27. Isolation, characterization, and demethylation by boron tribromide of two conformers of 8,15,23-trimethoxy[2.2.1]metacyclophane. .  Journal of the Chemical Society, Chemical Communications,1990 ( 3 ) 1066 - 1068   1990.3Metacyclophanes and related compounds. 27. Isolation, characterization, and demethylation by boron tribromide of two conformers of 8,15,23-trimethoxy[2.2.1]metacyclophane.Reviewed

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    Language:English   Publishing type:Research paper (scientific journal)  

  • Akihiko Tsuge, Tsuyoshi Sawada, Shuntaro Mataka, Nobuaki Nishiyama, Hirofumi Sakashita, Masashi Tashiro .  Isolation, characterization, and demethylation by BBr3 of two conformers of 8,15,23-trimethoxy[2,2.1]metacyclophane .  Journal of the Chemical Society, Chemical Communications ( 15 ) 1066 - 1066   1990Reviewed

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry (RSC)  

    DOI: 10.1039/c39900001066

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  • Masashi Tashiro, Tetsuya Watanabe, Akihiko Tsuge, Tsuyoshi Sawada, Shuntaro Mataka .  Metacyclophanes and related compounds. 24. Preparation and reaction of trimethyl[2.2.2]- and tetramethyl[2.2.2.2]metacyclophane .  The Journal of Organic Chemistry54 ( 11 ) 2632 - 2638   1989.5Reviewed

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    Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/jo00272a034

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Books

  • Chirality from Molecular Electronic States, Chirality and Circular Polarized Properties of Photochromic Polyaromatic Molecules

    Tsuyoshi SAWADA, Shingo KUBO, Kazuaki NANAMURA( Role: Contributor)

    IntechOpen  2019.4 

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    Total pages:116   Responsible for pages:99-116   Language:English Book type:Scholarly book

  • Calixarenes 50th anniversary : commemorative issue

    Vicens, J., Asfari, Z. (Zouhair), Harrowfield, J. M. (Jack McB.)( Role: Joint author ,  Complexation properties and characterization of four conformers of a [2.1.2.1]metacyclophane. pp. 301~315)

    Kluwer Academic  1995.3  ( ISBN:0792333934

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    Total pages:424   Language:English

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Presentations

  • 澤田 剛、久保臣悟、七村和彰   不斉ピラジノジヒドロピレン類のレーザー円偏光応答性評価  

    第16回有機π電子系シンポジウム  2023.12  有機π電子系学会

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    Event date: 2023.12

    Language:Japanese   Presentation type:Poster presentation  

    Venue:兵庫   Country:Japan  

  • 七村和彰、澤田 剛   光応答性分子のNMRによる異性化解析  

    第60回化学関連支部合同九州大会  2023.7  日本化学会九州山口地区

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    Event date: 2023.7

    Language:Japanese   Presentation type:Poster presentation  

    Venue:北九州   Country:Japan  

  • 澤田 剛, 久保臣悟, 七村和彰   円偏光応答性を有する不斉ジヒドロピレン類の合成と評価  

    第15回有機π電子系シンポジウム  2022.12 

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    Event date: 2022.12

    Language:Japanese   Presentation type:Poster presentation  

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  • Circular Polarized Light Responsibility of Chiral Pyrazino-dihydropyrenes   International conference

    25nd IUPAC International Conference on Physical Organic Chemistry  2022.7 

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    Event date: 2022.7

    Language:English   Presentation type:Poster presentation  

    Venue:Hiroshima   Country:Japan  

  • 澤田 剛、久保臣悟、七村和彰   不斉ピラジノジヒドロピレン類の円偏光応答性   International conference

    第59回化学関連支部合同九州大会  2022.7  日本化学会九州山口支部

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    Event date: 2022.7

    Language:Japanese   Presentation type:Poster presentation  

    Venue:北九州   Country:Japan  

  • 澤田 剛, 久保臣悟, 七村和彰   非対称ピラジノ-ジヒドロピレン誘導体の円偏光光応答性評価  

    第58回化学関連支部合同九州大会  2022.7 

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    Event date: 2022.7

    Presentation type:Poster presentation  

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  • Tsuyoshi Sawada, Shingo Kubo, Kazuaki Nanamura   Circular Polarized Light Responsibility of Chiral Pyrazino-dihydropyrenes  

    The 25th IUPAC International Conference on Physical Organic Chemistry (ICPOC25)  2022.6 

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  • Preparation and properties of photo responsible circular polarized materials  

    2020.3 

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    Event date: 2020.3

    Presentation type:Poster presentation  

    Country:Japan  

  • 澤田 剛   非対称光応答性材料の合成と円偏光特性評価   Invited

    令和元年度 最先端有機化学講演会  2019.11 

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    Language:Japanese   Presentation type:Oral presentation (invited, special)  

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  • 澤田 剛   光応答性を示す円偏光制御材料の開発   Invited

    PHOENICSシンポジウム 特別講演会  2019.9 

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    Event date: 2019.9

    Language:Japanese   Presentation type:Oral presentation (invited, special)  

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  • 澤田 剛, 久保臣悟, 七村和彰   トリ-s-トリアジン系複素環化合物の合成と物性  

    第56回化学関連支部合同九州大会  2019.7 

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    Language:Japanese   Presentation type:Poster presentation  

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  • 澤田 剛, 久保臣悟, 七村和彰   トリ-s-トリアジン誘導体の合成と構造解析  

    第55回化学関連支部合同九州大会  2018.6 

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    Language:Japanese   Presentation type:Poster presentation  

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  • 澤田 剛, 久保 臣悟, 七村 和彰   トリ-s-トリアジン系誘導体の合成と光機能性評価  

    第11回有機π電子系シンポジウム  2017.12 

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    Language:Japanese   Presentation type:Poster presentation  

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  • 澤田 剛, 久保 臣悟, 七村 和彰   トリ-s-トリアジン系化合物の分子修飾と光機能性評価  

    第28回基礎有機化学討論会  2017.9 

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    Language:Japanese   Presentation type:Poster presentation  

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  • Tsuyoshi SAWADA, Shingo Kubo, and Kazuaki Nanamura   Circular Polarization Properties of Photochromic Dihydropyrene Derivatives   Invited International conference

    BIT’s 3rd Annual World Congress of Smart Materials-2017 

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    Event date: 2017.3

    Language:English   Presentation type:Oral presentation (invited, special)  

    Venue:Bangkok, Thailand  

  • Tsuyoshi Sawada, Shingo Kubo, Kazuaki Nanamura   Chirality and fluorescent properties of photochromic pirazino-annelated dihydropyrene   International conference

    International Chemical Congress of Pacific Basin Sosieties 2015 (Pacifichem 2015) 

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    Event date: 2015.12

    Language:English   Presentation type:Poster presentation  

    Venue:Honolulu, USA  

  • Sawada, Tsuyoshi, Kubo, Shingo, Nanamura Kazuaki   Chirality and fluorescent properties of photochromic pirazino-annelated dihydropyrene  

    PACIFICHEM 2015  2015.12 

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    Language:English   Presentation type:Poster presentation  

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  • 澤田 剛、久保 臣悟、七村和彰   面不斉ピラジノジヒドロピレンの光学分割と光応答性評価  

    第9回有機π電子系シンポシウム 

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    Event date: 2015.11

    Language:English   Presentation type:Poster presentation  

    Venue:レイクサイド入鹿、愛知  

  • 澤田 剛   円偏光発光材料のための面不斉ピラジノジヒドロピレン類の合成  

    第8回有機π電子系シンポジウム  第8回有機π電子系シンポジウム

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    Event date: 2014.11

    Language:Japanese  

    Venue:佐賀  

    国内学会

  • Sawada, Tsuyoshi, Kubo, Shingo, Nanamura Kazuaki   Photo-switchable properties of asymmetric pyridine[2,3-e]dihydropyrenes  

    22nd IUPAC International Conference on Physical Organic Chemistry (CPOC 22)  2014.8 

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    Language:English   Presentation type:Oral presentation (general)  

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  • 澤田剛・赤澤裕香利・木原崇雄・楢崎優・中島聖矢・伊原博隆   面性キラリティを有するフォトクロミック材料の開発  

    第7回有機π電子系シンポジウム  第7回有機π電子系シンポジウム

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    Event date: 2013.12

    Language:Japanese  

    Venue:群馬  

    国内学会

  • 澤田 剛   光応答性を有する不斉機能性色素の開発  

    有機合成化学協会九州山口支部 平成25年度 第2回有機化学講演会  有機合成化学協会九州山口支部 平成25年度 第2回有機化学講演会

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    Event date: 2013.11

    Language:Japanese  

    Venue:熊本  

    国内学会

  • Tsuyoshi Sawada, Takao, Kihara , Yukari Akazawa, Yu Narasaki, Yuya Fujikawa, Hirotaka Ihara   Photo-switchable functional dyes of quinoxalino[e]annelated dihydropyrene and its analogs   International conference

    15th International Symposium on Novel Aromatic Compounds  15th International Symposium on Novel Aromatic Compounds

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    Event date: 2013.7

    Language:English  

    Venue:台湾, 台北  

    国際学会

  • 澤田剛、赤澤裕香利、藤川裕哉、楢崎優、伊原博隆   ジヒドロピレンを基本骨格とする機能性色素の合成と評価  

    日本化学会西日本大会  日本化学会西日本大会

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    Event date: 2012.11

    Language:Japanese  

    Venue:佐賀  

    国内学会

  • Miyamoto Koji, Jintoku Hirokuni, Sagawa Takashi, Sawada Tsuyoshi, Takafuji Makoto, Ihara Hirotaka   Design of high-conjugate nanostructure from self-assembled molecular gel with L-glutamide-functionalized thiophene-derivatives  

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2010.3 

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  • Hirokuni Jintoku, Takashi Sagawa, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara   Peptide-functionalized zinc porphyrin assembly with multi-responsiveness based on selective axial coordination  

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2010.3  AMER CHEMICAL SOC

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    Event date: 2010.3

    Language:English  

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  • Jintoku, Hirokuni, Sagawa, Takashi, Miyamoto, Koji, Shimoda, Shunji, Ushijima, Chihiro, Watanabe, Naomi, Sawada, Tsuyoshi, Takafuji, Makoto, Ihara, Hirotaka   Formation of novel porphyrin-fullerene assemblies assisted by functionality with peptide-lipid  

    Abstracts of Papers, 239th ACS National Meeting,  2010 

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  • Mallik, Abul Khayer, Sawada, Tsuyoshi, Takafuji, Makoto, Ihara, Hirotaka   Molecular-shape selective HPLC through copolymer-based organic phase with controlled polymer main chain  

    Abstracts of Papers, 239th ACS National Meeting  2010 

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    Event date: 2010

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  • 神徳啓邦, 佐川尚, 澤田剛, 高藤誠, 伊原博隆   ポルフィリン-フラーレン非共有複合系による高効率可逆的電子移動系の構築  

    第59回高分子学会年次大会,パシフィコ横浜,2010.5.26-28  2010 

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    Event date: 2010

    Language:Japanese  

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  • Kuroki Mizue, Sawada Tsuyoshi, Shimojo Kentaro, Ogawa Tomoya, Kihara Takao, Chifuku Kazufumi, Ihara Hirotaka   Synthesis of Dihydropyrenes for Optical-Switchable Conducting Materials  

    Abstracts of Symposium on Physical Organic Chemistry  2009  The Society of Physical Organic Chemistry, Japan

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    Event date: 2009

    Language:Japanese  

    We have prepared the 2,7-di-tert-butyl-trans-15,16-dimethyldihydropyrene (DHP) annulated with dihydrothiophenopyrazine unit via [2.2]metacyclophane (MCP) and 3,4-diaminothiophene in two reaction steps with a total yield of 21 %. The photo-isomerization property of the DHP was investigated by UV and <SUP>1</SUP>H-NMR spectroscopy, and the quantitative isomerization from close to open type was observed. The thermal-isomerization propery was also examined in various temperature, and the activation energy of thermo-isomerization from open to close type was determined as 23.3 Kcal/mol.

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  • 岩永友樹, 桑原穣, 澤田剛, 佐々木満, 後藤元信   ロッド状金ナノ粒子の組織化  

    日本化学会西日本大会講演要旨集  2008.11 

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    Event date: 2008.11

    Language:Japanese  

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  • 桑原穣, 吉森圭士郎, 遠藤宏昭, 岩永友樹, 澤田剛, 佐々木満, 後藤元信   ナノ粒子の組織化と組織体の光特性評価  

    日本化学会西日本大会講演要旨集  2008.11 

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    Language:Japanese  

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  • 桑原穣, 吉森圭士郎, 遠藤宏昭, 熊丸薫, 岩永友樹, 澤田剛, 佐々木満, 後藤元信   粒子状ナノ物質の組織化と光特性変化  

    コロイドおよび界面化学討論会講演要旨集  2008.8 

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    Language:Japanese  

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  • 岩永友樹, 桑原穣, 熊丸薫, 片山謙吾, 遠藤宏昭, 吉森圭士郎, 澤田剛, 佐々木満, 後藤元信   ロッド状金ナノ粒子の組織化とその特性  

    コロイドおよび界面化学討論会講演要旨集  2008.8 

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    Language:Japanese  

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  • Usha Ghimire Gautam, Mani Prasad Gautam, Tsuyoshi Sawada, Makoto Takafuji, Hirotaka Ihara   Poly(4-vinylpyridine)-grafted silica as a versatile packing material for both normal-phase and reversed-phase HPLC  

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY  2008.8  AMER CHEMICAL SOC

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    Language:English  

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  • 熊丸薫, 桑原穣, 遠藤宏昭, 岩永友樹, 澤田剛, 佐々木満, 後藤元信   金属微粒子を保護剤として用いるラマン分光分析法の開発  

    化学関連支部合同九州大会・外国人研究者交流国際シンポジウム講演予稿集  2008.7 

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    Event date: 2008.7

    Language:Japanese  

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  • 森田稔, 桑原穣, 長見知史, 岩永友樹, 熊丸薫, 澤田剛, 佐々木満, 後藤元信   導電性フィラーを含有する導電性フィルムの作製と物性評価  

    化学関連支部合同九州大会・外国人研究者交流国際シンポジウム講演予稿集  2008.7 

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  • 岩永友樹, 桑原穣, 遠藤宏昭, 吉森圭士郎, 熊丸薫, 澤田剛, 佐々木満, 後藤元信   異種ナノ粒子を用いたナノ粒子凝集体作製  

    化学関連支部合同九州大会・外国人研究者交流国際シンポジウム講演予稿集  2008.7 

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  • 桑原穣, 遠藤宏昭, 長見知史, 吉森圭士郎, 澤田剛, 佐々木満, 後藤元信   粒子集合体内金ナノ粒子の安定性  

    化学関連支部合同九州大会・外国人研究者交流国際シンポジウム講演予稿集  2008.7 

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  • 桑原穣, 遠藤宏昭, 吉森圭士郎, 岩永友樹, 澤田剛, 佐々木満, 後藤元信, 正泉寺秀人, 山田淳   微粒子の集合化による光特性変化  

    高分子学会予稿集(CD-ROM)  2008.5 

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    Language:Japanese  

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  • 岩永友樹, 桑原穣, 遠藤宏昭, 吉森圭士郎, 熊丸薫, 長見知史, 澤田剛, 山田淳, 正泉寺秀人, 佐々木満, 後藤元信   異種ナノ粒子を用いた集合体の形成  

    日本化学会講演予稿集  2008.3 

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    Language:Japanese  

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  • 桑原穣, 吉森圭士郎, 遠藤宏昭, 岩永友樹, 熊丸薫, 長見知史, 澤田剛, 山田淳, 正泉寺秀人, 佐々木満, 後藤元信   四級アンモニウム塩型界面活性剤を用いた異方性ナノ粒子の形成と組織化  

    日本化学会講演予稿集  2008.3 

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    Language:Japanese  

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  • 松尾 奈美, 立花 耕平, 軣 友博, 澤田 剛, 桑原 穣, 伊原 博隆, 高藤 誠   半球型カリックスアレンへの官能基導入と機能化  

    日本化学会第88回春季年会講演予稿集 ((社)日本化学会)  2008 

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  • 吉森圭士郎, 桑原穣, 熊丸薫, 岩永未央, 遠藤宏昭, 澤田剛, 佐々木満, 山田淳, 正泉寺秀人, 後藤元信   金ナノロッド形成に及ぼす四級アンモニウム塩型界面活性剤分子構造の影響  

    日本化学会西日本大会講演要旨集  2007.11 

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    Language:Japanese  

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  • 桑原穣, 遠藤宏昭, 吉森圭士郎, 岩永友樹, 熊丸薫, 岩永未央, 澤田剛, 正泉寺秀人, 佐々木満, 後藤元信, 山田淳   金属微粒子集合体の形成と光特性  

    光化学討論会講演要旨集  2007.9 

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    Language:Japanese  

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  • 桑原穣, 遠藤宏昭, 吉森圭士郎, 岩永未央, 岩永友樹, 熊丸薫, 長見知史, 澤田剛, 佐々木満, 後藤元信, 正泉寺秀人, 山田淳   金属微粒子集合体の形成と物性評価  

    高分子学会予稿集(CD-ROM)  2007.9 

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    Language:Japanese  

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  • 桑原穣, 吉森圭士郎, 熊丸薫, 森田稔, 遠藤宏昭, 岩永友樹, 長見知史, 澤田剛, 佐々木満, 後藤元信   金属微粒子および光ナノインプリントを用いた金属微細構造形成  

    応用物理学会学術講演会講演予稿集  2007.9 

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  • 遠藤宏昭, 桑原穣, 吉森圭士郎, 岩永友樹, 熊丸薫, 長見知史, 澤田剛, 佐々木満, 後藤元信, 山田淳, 正泉寺秀人   金属微粒子集合体の形成条件の検討と物性評価  

    コロイドおよび界面化学討論会講演要旨集  2007.9 

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  • 桑原穣, 遠藤宏昭, 吉森圭士郎, 岩永未央, 岩永友樹, 熊丸薫, 長見知史, 澤田剛, 佐々木満, 後藤元信, 山田淳, 正泉寺秀人   ナノ粒子を利用した粒子集合体の形成  

    コロイドおよび界面化学討論会講演要旨集  2007.9 

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  • 吉森圭士郎, 桑原穣, 遠藤宏昭, 岩永未央, 熊丸薫, 岩永友樹, 澤田剛, 佐々木満, 後藤元信, 山田淳, 正泉寺秀人   微粒子形状に依存した金微粒子集合体の物性  

    コロイドおよび界面化学討論会講演要旨集  2007.9 

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    Language:Japanese  

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  • 桑原穣, 吉森圭士郎, 遠藤宏昭, 熊丸薫, 岩永友樹, 澤田剛, 佐々木満, 後藤元信, 山田淳, 正泉寺秀人   異方性ナノ粒子を利用した三次元粒子集合体の形成  

    コロイドおよび界面化学討論会講演要旨集  2007.9 

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    Event date: 2007.9

    Language:Japanese  

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  • Morf Hironori, Young Ho Choi, Kuwahara Yutaka, Sawada Tsuyoshi, Ihara Hirotaka, Shosenji Hideto, Hyun Hok Choi   Properties of cotelomer type nonionic surfactants as auxiliaries for disperse dyeing  

    Proceedings of 2007 International Conference on Advanced Fibers and Polymer Materials, ICAFPM 2007  2007.1 

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    Event date: 2007.1

    Nonionic surfactants of a cotelomer type (xRnMA-yVA) were used as auxiliaries for the dyeing of 1, 4-diaminoanthraquinone (DAA) and Disperse Blue 14 (DB14) on cellulose acetate, nylon-6 and polyester fibers. xR nMA-yVA with alkyl chain length (n) of 6 gave the highest dispersion of the dyes in aqueous solution and gave high dye uptake at the concentration of 0.2 g/L. The cotelomers with monomer unit ratio (x/y) of 0.35 showed the highest dye uptake for each fiber and the highest dispersion of DB14. These results imply that the dispersibility of dye plays an important role in properties of surfactants as auxiliaries for disperse dyeing.

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  • Synthesis of Thia[3n]metacyclophanes by using the Capillary-tube Microreactor  

    Abstruct of The 5th International Workshop on Micro Chemical Plants  2007 

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    Event date: 2007

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  • Preparation of Polyurethane Microcapsules Using Microreactor  

    Abstruct of The 5th International Workshop on Micro Chemical Plants  2007 

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    Event date: 2007

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  • Sawada Tsuyoshi, Morita Minoru, Chifuku Kazuhumi, Kuwahara Yutaka, Shosenji Hideto, Takafuji Makoto, Ihara Hirotaka   Preparation, crystal structure, and photoisomerization properties of [1.1]meta-stilbenophane derivatives  

    Abstracts of Symposium on Physical Organic Chemistry  2007  The Society of Physical Organic Chemistry, Japan

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    Event date: 2007

    Language:Japanese  

    Tetramethyl[1.1]meta-stilbenophanes 2 were synthesized by the McMurry reaction of diarymethane dialdehyde 1 and their crystal structures and photochemical properties were investigated. X-ray crystallographic analyse of an isomer revealed that it was assigned to a trans-trans (t-t) form with a 1,3-alternate conformation. A 1H-NMR study indicated that a t-t isomer could be completely transformed into a c-c isomers by photoirradiation at 254 nm.

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  • 9,10-ビス(フェナントロイミダゾリル)アントラセン色素の包接錯体形成と固体発光性  

    第43回化学関連支部合同九州大会講演予稿集  2006 

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  • The synthesis and property of dihydropyrene derivatives containing a nitrogen atom  

    Abstruct of ADMD2006  2006 

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  • テトラヒドロキシ[2.2]メタシクロファン及びその類縁体の反応性と機能化  

    第21回シクロファン研究会講演予稿集  2006 

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  • トリプトファン発色羊毛布の光退色  

    平成18年繊維学会年次大会予稿集  2006 

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  • ポリアルキルポリアンモニウム塩型界面活性剤を用いた金微粒子集合体の形状と物性評価  

    第43回化学関連支部合同九州大会講演予稿集  2006 

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  • マイクロリアクタを用いたマイクロカプセル調製における乳化助剤の効果  

    平成18年度物理化学インターカレッジセミナー兼日本油化学会界面科学部会九州地区講演会講演予稿集  2006 

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  • 二鎖四級アンモニウム塩型界面活性剤を保護剤とした非球状金属微粒子の合成  

    平成18年度物理化学インターカレッジセミナー兼日本油化学会界面科学部会九州地区講演会講演予稿集  2006 

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  • 二鎖四級アンモニウム塩型界面活性剤を利用したロッド状金ナノ粒子の合成  

    第24回九州コロイドコロキウム講演予稿集  2006 

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  • 二鎖四級アンモニウム塩型界面活性剤を用いたロッド状金ナノ粒子の合成  

    平成18年繊維学会秋季研究発表会予稿集  2006 

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  • 二鎖四級アンモニウム塩型界面活性剤を用いたロッド状金ナノ粒子の合成Seed法による検討  

    第43回化学関連支部合同九州大会講演予稿集  2006 

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  • 二鎖四級アンモニウム塩型界面活性剤を用いた金ナノロッドの合成-Seed法による検討  

    第59回コロイドおよび界面化学討論会予稿集  2006 

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  • 四級アンモニウム塩型界面活性剤を用いた金微粒子集合体の合成と物性評価  

    第24回九州コロイドコロキウム講演予稿集  2006 

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  • 四級アンモニウム塩型界面活性剤を用いた金微粒子集合体の形成と物性評価  

    第59回コロイドおよび界面化学討論会予稿集  2006 

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  • 多鎖四級アンモニウム塩型界面活性剤を利用した金微粒子凝集体形成と評価  

    平成18年繊維学会年次大会予稿集  2006 

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  • [2.2]メタシクロファンテトラオール類の合成と機能化  

    第21回シクロファン研究会講演予稿集  2006 

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  • [2.1.2.1]メタシクロファンの2-アリールイミダゾール誘導体およびその類縁体の合成  

    第21回シクロファン研究会講演予稿集  2006 

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  • 9,10-ビスフェナントロイミダゾリル系色素の包接錯体形成と固体発色性  

    2006光化学討論会予稿集  2006 

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  • 澤田 剛, 久保臣悟, 七村和彰   トリ-s-トリアジン系複素環化合物の合成と物性  

    第53回化学関連支部合同九州大会  2016.7 

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Works

  • HPLCインハウスセミナー

    ジーエルサイエンス株式会社青山 千顕

    2016.10

  • ICP質量分析装置デモンストレーション

    ジェイサイエンス川上健次

    2016.5

  • 第2回核磁気共鳴装置 安全講習会

    橋本 雅仁(鹿児島大学)

    2016.5

  • 第1回核磁気共鳴装置 安全講習会

    橋本 雅仁(鹿児島大学)

    2016.4

  • 金ナノテクノロジー・ルネサンス鹿児島大学学長裁量経費プロジェクト「鹿児島の金資源2015」講演会

    春田正毅(首都大学)

    2016.2

  • ナノ粒子径・分子量測定に用いられる動的・静的光散乱の基礎セミナー

    ベックマンコールタージャパン 中崎智文

    2015.6

  • 分子間力相互作用解析装置BiacoreT100講演会

    GEヘルスケアジャパン 鯉沼正美

    2015.3

  • ガスクロマト質量分析システム講習会

    アジエントテクノロジー 野町亜弓

    2015.3

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Awards

  • 平成12年度有機合成化学協会中国山口支部奨励賞

    2000  

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    Country:Japan

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Research Projects

  • 高速X線回折装置、電子線マイクロプローブアナライザの整備事業

    2024.4 - 2025.3

    大学連携研究設備ネットワーク協議会  大学連携研究設備NW 2024年度加速事業 

    澤田 剛

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    Authorship:Principal investigator 

    Grant amount:\686000

  • Development of Circularly Polarized Light Sensing Materials by Asymmetric Photochromic Supramolecular Gels

    Grant number:23K04420  2023.4 - 2026.3

    JSPS  Japan Society for the Promotion of Science 

    Tsuyoshi Sawada

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\4680000 ( Direct Cost: \3600000 、 Indirect Cost:\1080000 )

  • X線光電子分光装置の整備事業

    2023.4 - 2024.3

    大学連携研究設備ネットワーク協議会  大学連携研究設備NW 2023年度加速事業  

    澤田 剛

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1830000

  • 共用研究設備における外部接続ポンプ類の更新事業

    2021.4 - 2022.3

    大学連携研究設備ネットワーク  大学連携研究設備NW 2021年度加速事業 

    澤田 剛

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    Grant type:Competitive

    Grant amount:\1264000

  • Magnetic classification of radioactive Cs-polluted soil using formation of magnetite

    Grant number:20H04365  2020.4 - 2023.3

    Japan Society for the Promotion of Sciencea  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

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    Authorship:Coinvestigator(s)  Grant type:Competitive

    Grant amount:\17680000 ( Direct Cost: \13600000 、 Indirect Cost:\4080000 )

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  • Development of circularly polarized sensing technology applied with asymmetric photochromic molecules

    Grant number:19K05546  2019.4 - 2022.3

    JSPS  Japan Society for the Promotion of Science  Grant-in-Aid for Scientific Research (C)

    Tsuyoshi SAWADA

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\4420000 ( Direct Cost: \3400000 、 Indirect Cost:\1020000 )

    In this research project, three asymmetric PZ-DHPs were synthesized as circularly polarized light (CPL) sensing materials with promising applications in biochemical analysis and information transfer technology. Optical resolution of these compounds was performed, and their absolute structures were estimated by DFT calculations. The potential of these compounds as CPL sensing materials was confirmed by the confirmed by the observation of the difference in the rate of photo-isomerization of the [S]- and [R]-enantiomers under irradiation of visible light (550 nm) with left- and right- CPL.
    We also evaluated photocatalytic materials to be applied to these compounds.
    These results were reported in 7 national conferences (2 invited lectures) and a scientific book from 2019 to 2021, and will be presented in 1 international conference, 1 national conference, and 1 scientific paper in 2022.

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  • 走査型電子顕微鏡の修理・整備による相互利用加速事業

    2019.4 - 2020.3

    大学連携研究設備ネットワーク  大学連携研究設備NW 2019年度 加速事業 

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    Grant type:Competitive

    Grant amount:\1621000

  • 液体クロマトグラフ質量分析計の定性分析における相互利用加速事業

    2018.4 - 2019.3

    大学連携研究設備ネットワーク  大学連携研究設備NW 平成30年度加速事業 

    澤田 剛

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1804000

  • Developments of anisotropic circularly polarized light emitting materials by using high gravity field

    Grant number:15K05612  2015.4 - 2018.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

    SAWADA Tsuyoshi

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    Authorship:Principal investigator 

    Grant amount:\4940000 ( Direct Cost: \3800000 、 Indirect Cost:\1140000 )

    Pyrazinodihydropyrene (PZ-DHP) having plane asymmetry was synthesized as circularly polarized light emitting materials that can be applied for organic EL devices. By applying high gravity, we developed new anisotropic circularly polarized light emitting materials with high efficiency and long life. Studies on the circular polarization properties of PZ-DHP have revealed that the OPEN type shows stronger luminescence and circular polarization emission than the CLOSED type. Preparation of base materials, formation and evaluation of its thin films were investigated.However, we attempted to form anisotropic structure by high gravity by using ultra high-speed centrifuge, but no structural anisotropy of PZ-DHP was observed. As the result of the above research, I submitted 2 international papers, 3 presentations of international conferences, 7 presentations of domestic conferences and 1 patent.

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  • 光触媒としての応用を拡大する、カーボンナイトライドの高効率で均質なマイクロカプセル化技術の開発

    2014 - 2015

    科学技術振興機構  研究成果展開事業 研究成果最適展開支援プログラムA-STEP  フィージビリティスタディステージ 探索タイプ

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  • Development of Photochromic circular polarized luminescent dyes using asymmetric pirazino-dihydropyrenes

    Grant number:24550120  2012.4 - 2015.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

    SAWADA Tsuyoshi

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    Authorship:Principal investigator 

    Grant amount:\4576000 ( Direct Cost: \3520000 、 Indirect Cost:\1056000 )

    Circular polarized light (CPL) has attracted considerable research attention due to its application in fields such as 3D displays, bioimaging, and optical communication systems.
    Here we have prepared 2,8-di-tert-butyl-10b,10c-trans-dimetyl- piradino[2,3-e]DHP (PZ-DHP) and its analogs as asymmetric photochromic molecules. The open form of molecules were separated into its constituent enantiomers by chiral HPLC. The absolute structures of the enantiomers were determined by using spectra predicted with time-dependent density functional theory. It shows the photoswitchable circular dichroism properties. These results were reported by two Journals and 7 presentations in intra- and international symposiums.

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  • 円偏光性を有する光発光材料の開発

    2012 - 2013

    科学技術振興機構  研究成果展開事業 研究成果最適展開支援プログラムA-STEP  フィージビリティスタディステージ 探索タイプ

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  • Preparation of unique organic phases for high molecular recognitive HPLC

    Grant number:23245018  2011.4 - 2015.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (A)

    IHARA Hirotaka, TAKAFUJI Makoto, NAGAOKA Shoji, GANAPATHY Hullathy, SAWADA Tsuyoshi, TOMINAGA Masoto

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    Authorship:Coinvestigator(s) 

    Grant amount:\49010000 ( Direct Cost: \37700000 、 Indirect Cost:\11310000 )

    In this research project, we have targeted to create a new class of molecular recognitive materials for high performance liquid chromatography. For this purpose, we did not use any biomaterial and supramolecular cyclic compound as a molecular recognitive moiety, but rather selected a linear polymer because we considered for controlling the selectivity through molecular design. In concrete terms, we have designed unique organic phases based on integration of weak interaction groups such as a carbonyl group and a pi-electron-rich moiety on a polymer chain. As a result, we have developed various organic phases indicating high selectivities for isomers having chemically similar properties, and then these main results have been published as 28 international journal papers.

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  • 有機π電子系超薄膜を利用したビタミンE類の精密高速分離法の開発

    2011 - 2012

    科学技術振興機構  研究成果展開事業 研究成果最適展開支援プログラムA-STEP  フィージビリティスタディステージ 探索タイプ

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  • 超薄膜アニソトロピーの実現による超高感度・高選択的HPLCの開発

    Grant number:10F00343  2010 - 2012

    日本学術振興会  科学研究費助成事業  特別研究員奨励費

    澤田 剛, MALIK A.K., MALLIK A.K.

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    Authorship:Collaborating Investigator(s) (not designated on Grant-in-Aid) 

    Grant amount:\2300000 ( Direct Cost: \2300000 )

    環境科学、食品科学、臨床医学などの分野で重要な物質の幾何異性体を、高速液体クロマトグラフィによって分離、分析することは、分析化学の分野で重要な課題である。本研究では、高選択的な逆相高速液体クロマトグラフィー(RP-HPLC)に利用可能な、新奇な交互共重合ポリマーシリカハイブリッド型充填剤を開発することを目的としている。
    平成24年度は、分子ゲルを形成するL-グルタミド脂質を末端に導入し、アミド基を高密度で配向制御した超薄膜シリカ微粒子(si1-FIP)を合成し、RP-HPLC充填剤としての可能性を検討するとともに、これまでの研究成果をまとめて、図書の1章として発表した。
    Si1-FIPは、L-グルタミド脂質を合成してアミド基を置換後、アミノイソプロピルトリメトキシシラン(APS)修飾シリカ表面に導入して合成した。Si1-FIPを充填剤としてRP-HPLCを行った結果、多環芳香族類、特に、o-,p-ターフェニルの分離において高い形状選択性を示した(α_p<-/o-Terpheny1>=24.9)。
    また、これまでの研究成果を総括した結果、電荷移動相互作用を利用したN-マレイミド-オクタデシルアクリル酸エステルの交互共重合体や分子ゲル構造を利用した超薄膜を形成することで、アミド基やカルボニル基を高密度で配向制御した超薄膜が形成できることを見いだした。超薄膜シリカ微粒子をRP-HPLCの充填剤に利用することで、トコフェノール類やステロイド類、多環芳香族類をそれぞれ高い形状選択性を示した。特にトコフェノール異性体では、25min以内で完全分離が可能となった。これはL-グルタミド脂質部位とアミド基による水素結合、カルボニルπ相互作用等の弱い相互作用の多点集積化により、形状認識能が向上したためと考えられる。

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  • Formation of graded structures at nano-level by using ultra-strong gravity

    Grant number:21651044  2009 - 2011

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Challenging Exploratory Research

    IHARA Hirotaka, TAKAFUJI Makoto, SAWADA Tusyoshi

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    Authorship:Coinvestigator(s) 

    Grant amount:\3300000 ( Direct Cost: \3000000 、 Indirect Cost:\300000 )

    In this study, we have attempted to utilize the ultra-strong gravity (10^6 G level) as an unprecedented extreme circumstance for various organic reactions as well as selective sedimentation systems, with expecting creation of novel functional materials and discovery of new reaction systems.
    This report summarizes the following three topics, and some of them have been already reported in journals:
    1. Creation of functionally graded structures on alkali metal ions in polyelectrolyte polymers.
    2. Realization of graded structures on p-n organic semiconductor composites.
    3. Discovery of novel reaction system in radical addition reaction.

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  • Synthesis and properties of rotaxane-type molecular gels which have a damping effect on their shuttle movement.

    Grant number:20550100  2008 - 2010

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

    SAWADA Tsuyoshi, IHARA Hirotaka

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    Authorship:Principal investigator 

    Grant amount:\4940000 ( Direct Cost: \3800000 、 Indirect Cost:\1140000 )

    In this project, we were investigating about the development of rotaxane-type molecular gels which have a damping effect on their shuttle movement by photoiraadiation. The research was divided as a shuttle ring moiety, a photo-switchable moiety and a polymer moiety. The preparation and structure analyses of the shuttle ring moieties were studied and their photoisomerization and chiral recognition properties were examined. The photochromism of dihydropyrene was investigated as the photo-switching moiety. The grafting polymers were prepared on the silica surface by using "grafting from" and "grafting to" method.

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  • Development of novel organic phases for high selective and sensitive HPLC by controlled surface modification

    Grant number:19205011  2007 - 2010

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (A)

    IHARA Hirotaka, TAKAFUJI Makoto, SAWADA Tsuyoshi, NAGAOKA Shoji

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    Authorship:Coinvestigator(s) 

    Grant amount:\48750000 ( Direct Cost: \37500000 、 Indirect Cost:\11250000 )

    This research project aims to develop a new class of HPLC packing materials with high selectivity. To accomplish this purpose, we proposed two goals :(1) Physical control of surface morphology and (2) chemical modification by graft polymerization on supporting materials and HPLC applications.
    1. We established a new method for creation of core-shell particles with silica particles-layer shells. This method has several advantages that can be emphasized as follows :(a) the core-shell particles can be readily prepared by one-pot suspension polymerization.(b) The resultant shell is stably immobilized by covalent bonding.(c) By proper choosing the diameter and combination of silica particles, the shell structures can be adjusted from single-to multi-layers.(d) By using porous silica particles and removal of silica particles, the dimple structural surface can be created.
    2. For chemical functionalization of silica surface, a polymer-grafting method has been investigated. Vinyl monomers with heterocyclic structures such as carbazole and oxazole were used. The resultant hybrids showed excellent separation ability in HPLC especially for polyaromatic hydrocarbons. It has also been established that the selectivity can be tuned by not only choosing a monomer but also polymerization method. The most successful results were observed in the base-line separation of tocopheroles containing β- and γisomers.

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  • Functionalization of Organic Nanomesh Materials Templated by Molecular Gel Network

    Grant number:19350113  2007 - 2009

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    TAKAFUJI Makoto, IHARA Hirotaka, SAWADA Tsuyoshi

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    Authorship:Coinvestigator(s) 

    Grant amount:\18330000 ( Direct Cost: \14100000 、 Indirect Cost:\4230000 )

    Self-assembled molecular gels have been recognized as promising materials for bottom-up nanofabrication tools in various fields. The glutamide-derived lipids formed molecular gel in both of aqueous and organic solutions. Their chiroptical properties and morphological features can be controlled by the chemical modifications of the lipid molecules. The lipid molecules with various functional groups such as ionic and chromic groups were newly synthesized and the molecular gels from those lipids were characterized by spectroscopic measurements and microscopic observations. To increase the physical property of molecular gels, polymerization method and polymer composite method were applied. Furthermore, their morphological features and highly-oriented structures were used as templates to create functional materials and devices for various applications such as molecular sensor, optical device and solar cell.

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  • 垂直方向へ拡張したパイ電子系-4及び5層積層オルトシクロファン

    Grant number:11133246  1999

    日本学術振興会  科学研究費助成事業  特定領域研究(A)

    又賀 駿太郎, 澤田 剛

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    Authorship:Coinvestigator(s) 

    Grant amount:\2000000 ( Direct Cost: \2000000 )

    1)5個のベンゼン環が積層した[3.3]オルトシクロファンの前駆体を合成した。5層堆積型[3.3]オルトシクロファンテトラケトンには、カルボニル基の向きが異なった6種類の異性体が考えられる。HPLCにより、現在までに3種類の異性体を単離した。
    2)2層積層型[3.3]オルトシクロファンRu(II)錯体を合成し、それらの酸化還元挙動をCV測定により明らかにした。Ru(II)モノ錯体のCVを室温で測定した場合、可逆的な酸化還元波が観測されたが、生成したRu(0)は不安定で、Ipc/Ipaの値は小さかった。-35度で測定したところ、還元種は安定となり、IpcとIpaはほぼ等しくなった。ビス錯体の場合、2つの還元波が観測されたが、低温でも非可逆であった。これは、還元により生成した化学種が不安定であるためと考えられる。
    3)芳香環にニトロ基などの電子吸引性置換基基やクロムトリカルボニル基を有する[3.3]オルトシクロファンのX線結晶構造解析を行った。電子吸引性基が置換した積層型[3.3]オルトシクロファンでは芳香環同士の静電反発が減少して芳香環間の距離と二面角が減少した。この現象は、クロムトリカルボニル錯体においてはより顕著であり、ビスクロムトリカルボニル錯体はこれまでに合成されたシクロファンの中で最も短い距離と二面角を持つことを明らかにした。

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  • 発色団を有するピンセット型分子素子の開発に関する研究

    Grant number:10750613  1998 - 1999

    日本学術振興会  科学研究費助成事業  奨励研究(A)

    澤田 剛

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    Authorship:Principal investigator 

    Grant amount:\2100000 ( Direct Cost: \2100000 )

    [2.2.2]メタシクロファンを反転した芳香環で発色団を挟んで結合することにより、スペーサー部位に発色団を有する、新規なピンセット型分子素子の創製を計画した。本年度は合成した発色団のスペクトル特性とピンセット型分子素子の構造、熱力学的特性、ホストゲスト作用について検討した。
    1)還元的カップリング法で合成した[2.2]メタシクロファンを酸化することで黄色の[2.2]メタシクロファンーテトラオンを合成し、そのX線構造解析、ならびにスペクトル特性を検討した。その結果、架橋鎖にカルボニル基を導入したためにジヒドロピレンに近い平面性の高い構造を有していることを見いだした。
    2)芳香環を3個持つ[2.2.n]メタシクロファン類、(n=1,2,3)から、アゾ基を発色団とする分子ピンセット類を合成した。これらは紫外光の照射によりTrans体からCis体へと異性化し、可視光によってCis体からTrans体へと異性化した。またCis体からTrans体へと熱異性化し、その活性化自由エネルギーがおよそ70KJ/molであることを見いだした。
    3)直接、芳香環を結合した[2.2.2]メタシクロファンピンセットを合成し、そのX線構造解析を行った。その結果、固体状態で、アンチ型のコンホメーションを有しており、その角度がおよそ66.7度であることを見いだした。またこのときクロロホルム4分子を結晶中に含んでいることを見いだした。
    4)アゾ[2.2.2]メタシクロファンピンセットの銀イオンに対する錯形成挙動を検討したところ、THF溶媒中で、過塩素酸銀を用いたところ、分子ピンセットと1:1の錯体をおよそ70L/molの錯安定度常数で形成することを見いだした。この値は対応する対照化合物のおよそ8倍であり、シクロファン構造が錯体の安定化に役立っていることを示唆した。

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  • 垂直方向へ拡張したパイ電子系-4及び5層積層オルトシクロファン

    Grant number:10146238  1998

    日本学術振興会  科学研究費助成事業  特定領域研究(A)

    又賀 駿太郎, 澤田 剛

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    Authorship:Coinvestigator(s) 

    Grant amount:\1800000 ( Direct Cost: \1800000 )

    スルースペース相互作用が可能な位置にベンゼン環を積層したパラシクロファン、メタシクロファンは垂直方向にパイ電子系を拡張した系であるが、これらのシクロファンでは、ベンゼン環は平面性を保持出来ずボート型に歪んでいる。著者らは、ベンゼン、ナフタレン環が平面性を保持したまま接近して積層した3層、4層[3.3]オルトシクロファンを合成し構造を明らかにした。以下に結果を示す。
    1) 弱塩基を用いてアセトンジカルボン酸ジエステル5とビス(プロモメチル)ナフタレンあるいはビス(プロモメチル)ベンゼンを反応させ、ナフトシクロヘプテンを合成し、次いで、テトラキス(プロモメチルベンゼン)を弱塩基を用いて反応させて、4個の芳香環をを持つトリスケトンテトラエステルを合成した。これを加水分解、加熱脱炭酸してトリスケトン体を得、ケトン基をアセタール化して4層積層オルトシクロファンを合成した。ベンゾ/ベンゾ/ベンゾ-、ナフト/ベンゾ/ナフト-3層オルトシクロファン、ベンゾ/ベンゾ/ベンゾ/ベンゾ-4積層オルトシクロファンも同様な方法により合成した。
    2) 多層積層ファンの1H NMRでは、上下の芳香環で挟まれたベンゼン環のプロトンは高磁場シフトした。また、3層、4層ベンゾファンのUVスペクトルでは、積層構造に基く吸収帯の長波長シフトが見られた。
    3) 3層ナフト/ベンゾ/ナフト- 及びベンゾ/ベンゾ/ベンゾ-オルトシクロファンのX線結晶構造解析を行った。いずれのファンにおいても、積層したベンゼン環は平面性を保持したままスペース相互作用が可能な位置に近接し、積層した環の面間角は、2層ファンからから3層ファンへ積層数が増加するにつれて狭まっている。

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  • 光酸化反応を利用するメタシクロファン類の機能化に関する研究

    Grant number:08750987  1996

    日本学術振興会  科学研究費助成事業  奨励研究(A)

    澤田 剛

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    Authorship:Principal investigator 

    Grant amount:\1000000 ( Direct Cost: \1000000 )

    光照射によって生じる一重項酸素は強い酸化作用を有することから、様々な分野で注目されている。そこで、我々は、種々のメタシクロファン類に対する一重項酸素の反応性を調べることにより、一重項酸素の環状付加をスイッチとする分子素子へと発展させることを計画した。本研究ではその基質となる種々のメタシクロファン類の合成とその化学的特性について研究し、それらの光照射による一重項酸素との反応について検討した。以下に研究実績を箇条書きにする。
    1.一重項酸素と反応する基質であるメタシクロファン類の合成を、tert-ブチル基を保護基として用いる硫黄法により検討し、種々の置換【2.2】メタシクロファン類を合成した。
    2.内部位にヒドロキシ基を有する【2.2】メタシクロファン類のOH-π相互作用について赤外吸収スペクトル、X線構造解析によりその存在を確認した。また内部位に二重結合を有する【2.2】メタシクロファン類についてその構造をX線構造解析により明らかにし、内部位二重結合への臭素化反応について検討した。
    3.ポリメチル【2.2】メタシクロファン類の光酸化反応について検討した結果、ペンタメチル【2.2】メタシクロファンが一重項酸素の付加したエンドパーオキサイドを形成し、酸素吸蔵機能を有することを見いだした。この構造をX線構造解析により明らかにし、また酸素の脱離速度を調べることにより、このエンドパーオキサイドが非常に安定であることを見いだした。

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  • Molecular design of macrocyclic cyclophanes having molecular recognition like cyclodextrins

    Grant number:05453130  1993 - 1994

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for General Scientific Research (B)

    TASHIRO Masashi, SAWADA Tsuyoshi, MATAKA Shuntaro

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    Authorship:Coinvestigator(s) 

    Grant amount:\7300000 ( Direct Cost: \7300000 )

    Macrocyclic cyclophanes are able to change the size of their cavities, depending upon the length of the carbon bridges and numbers of aromatic rings.
    Therefore, preparations of various types of host molecules, which recognize and interact with a given guest molecule, have been intensively investigated.
    In 1995 fiscal year, the proposed study by the authors have been forcused on preparations, chemical modifications, and their molecular recognition behaviors of aromatic macrocyclic compounds. Also, preparations and reactions of [2.2] metacyclophane derivatives have been carried out.
    The follwoings are the summaries of the studies in 1994.4-1995.3
    1) Oxidative cycloaddition reaction of thiopenes with m-chloroperbenzoic acid was developed. This reaction was found useful in the preparation of various types of macrocyclic cyclophanes. Macrocyclic polyethers prepared by the above method were found to include metal ions with a high selectivity.
    2) Calix [4] arene having two crbohydrate subunits was prepared for the first time.
    3) [2.2] Metacyclophane having a 18-crown-6 was found to form a stable diazonium salt. A series of [2.2] naphtophanes were prepared and their conformational behaviors were clarified.
    4) A convenient one step preparation of macrocyclic metacyclophanes having 6 or 8 diphenylmethane-substructures was newly developed.

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  • Positional Selective Preparation of Deuteriated Compounds Having Bioactivities and Functions.

    Grant number:02555176  1990 - 1992

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Developmental Scientific Research (B)

    TASHIRO Masashi, SAWADA Tsuyoshi

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    Authorship:Coinvestigator(s) 

    Grant amount:\16700000 ( Direct Cost: \16700000 )

    Some deuteriated aromatic compounds such as phenols, benzoic acids, anilines and naphthalenes were prepared in high isotopic purity by treating of the corresponding halo aromatic compounds with Raney alloys i n a deuterium oxide solution in the presence of alkaline. Deuteriated aliphatic acids were obtained from unsaturated aliphatic acids and haloaliphatic acids by reduction with Raney alloys in deuterium oxide solution. Kolbe electrolysis o f the deuteriated aliphatic acids affords the corresponding deuteriated alkanes in good yield. It was also found that the cross Kolbe electrolysis gave longer chain acids than the acids used. ^1H-,^2H- and ^<13>C NMRspectrum of the deuteriated compounds prepared in this investigation were measured. Some biological activities of the deuteriated compounds are being investigated.

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  • Study of Dihydropyrene

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    Grant type:Competitive

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  • 大環状芳香族化合物の合成と機能化

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    Grant type:Competitive

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  • 光応答性を有する芳香族化合物の合成と物性

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    Grant type:Competitive

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  • マイクロリアクターを利用した有機合成反応

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    Grant type:Competitive

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  • Study of organic syntheses applied microreactor

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    Grant type:Competitive

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  • Study of Macrocyclic compounds

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    Grant type:Competitive

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Teaching Experience

  • 世界を変えた有機分子

    2018.10
    Institution:鹿児島大学

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    Level:Undergraduate (liberal arts)  Country:Japan

  • 生命科学

    2018.10
    Institution:鹿児島大学

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    Level:Undergraduate (liberal arts) 

  • 世界を変えた有機分子

    2018.10
    Institution:鹿児島大学

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  • 生命科学(先端機器分析化学)

    2018
    -
    2020
    Institution:鹿児島大学

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  • ナノサイエンス特別講義B

    2011
    Institution:福岡大学

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  • 総合基礎化学

    2009
    -
    2013
    Institution:熊本大学

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  • 有機化学第二

    2008
    -
    2014
    Institution:熊本大学

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  • 化学と安全

    2008
    Institution:熊本大学

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  • 有機分子構造化学特論

    2006
    -
    2013
    Institution:熊本大学

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  • 先端科学特別講義

    2006
    -
    2013
    Institution:熊本大学

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  • 有機分子構造化学

    2006
    -
    2007
    Institution:熊本大学

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  • バイオミメティックス

    2004
    -
    2005
    Institution:熊本大学

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  • 化学プレゼンテーション

    2003
    -
    2005
    Institution:熊本大学

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  • 創造化学演習

    2003
    -
    2005
    Institution:熊本大学

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  • 物質生命化学特別演習

    2001
    -
    2013
    Institution:熊本大学

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  • 有機化学実験

    2001
    -
    2013
    Institution:熊本大学

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  • 機能分子合成化学

    2001
    -
    2013
    Institution:熊本大学

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  • 構造有機化学

    2001
    -
    2005
    Institution:熊本大学

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  • 有機工業化学特論第二

    2001
    -
    2005
    Institution:熊本大学

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Media Coverage

  • 判明!?謎の物質の正体 TV or radio program

    MBC南日本放送  てゲてゲ  竜涎香?の依頼分析  2023.10

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