2024/11/29 更新

写真a

ソガワ ヒロミツ
曽川 洋光
SOGAWA,Hiromitsu
所属
化学生命工学部 准教授
職名
准教授
外部リンク

研究キーワード

  • 高分子合成

  • 超分子

  • 酵素重合

  • らせん高分子

  • ロタキサン

  • バイオポリマー

  • 分解性高分子

  • エラストマー

  • クリック重合

研究分野

  • ナノテク・材料 / 機能物性化学

  • ナノテク・材料 / 高分子化学

  • ナノテク・材料 / 高分子材料

経歴

  • 関西大学化学生命工学部   高分子設計創生学研究室   准教授

    2020年4月 - 現在

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    国名:日本国

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  • 理化学研究所環境資源科学研究センター   バイオ高分子研究チーム   研究員

    2018年4月 - 2020年3月

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  • 東京工業大学 物質理工学院   助教

    2016年4月 - 2018年3月

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  • 東京工業大学   有機・高分子物質専攻   助教

    2013年4月 - 2016年3月

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所属学協会

委員歴

  • 日本接着学会   日本接着学会誌編集集員  

    2020年6月   

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  • 高分子学会関西支部   若手幹事会  

    2020年4月 - 現在   

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  • 関東高分子若手研究会   世話人代表  

    2019年1月 - 2019年12月   

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    団体区分:学協会

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  • 超分子若手懇談会   世話人代表  

    2016年 - 2017年   

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    団体区分:学協会

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  • 関東高分子若手研究会   世話人  

    2015年4月 - 2020年3月   

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    団体区分:学協会

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論文

  • Star-Shaped Polymers with Helical Polyacetylene Arms. Comparison of Solution- and Solid-State Properties with Linear Helical Polyacetylenes

    Shota Mino, Kosuke Matsui, Masahide Goto, Akiyuki Ryoki, Takeyuki Suzuki, Kazushi Fujimoto, Hiromitsu Sogawa, Hiroto Kudo, Fumio Sanda

    Macromolecules   2024年11月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/acs.macromol.4c01509

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  • Exploring Catalytic Intermediates in Pd-Catalyzed Aerobic Oxidative Amination of 1,3-Dienes: Multiple Metal Interactions of the Palladium Nanoclusters

    Kazuki Tabaru, Tetsuaki Fujihara, Kazuyuki Torii, Takeyuki Suzuki, Yuan Jing, Takashi Toyao, Zen Maeno, Ken-ichi Shimizu, Takeshi Watanabe, Hiromitsu Sogawa, Fumio Sanda, Jun-ya Hasegawa, Yasushi Obora

    Journal of the American Chemical Society   2024年8月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/jacs.4c02518

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  • Control of Geometric Structure and Catalytic Function of Platinum-Containing Polymers Linked with Bidentate Phosphine Ligands

    Takashi Horiuchi, Kosuke Matsui, Yasushi Obora, Hiromitsu Sogawa, Fumio Sanda

    Macromolecules   2024年6月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/acs.macromol.4c00505

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  • Sintering of Platinum-Containing Conjugated Polymers: Gas Adsorption and Catalysis of the Formed Pt–Carbon Composites 国際誌

    Fumio Sanda, Tomoyuki Otsuki, Kazato Kawai, Miki Ozaki, Taku Morimoto, Mio Hosotani, Taichi Sotani, Hiromitsu Sogawa, Jun’ichi Hayashi

    Inorganic Chemistry   63 ( 22 )   10434 - 10442   2024年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Pt-containing meta- and para-linked poly(phenyleneethynylene)s were synthesized by the dehydrochlorination coupling polymerization of PtCl2(PBu3)2 with m- and p-diethynylbenzenes. The formed polymers were sintered at 900 °C to obtain Pt-graphene hybrids, whose structures were examined by Raman scattering spectroscopy, X-ray photoelectron spectroscopy (XPS), and X-ray diffraction (XRD) measurements. Shapes─facets, terraces, and steps─with average diameters of 2.0-3.4 μm were observed by field emission scanning electron microscopy (FE-SEM). The Pt-graphene hybrids moderately adsorbed CO2 and O2 and slightly adsorbed ethylene and methane. Epoxidation of stilbene was carried out using Pt-graphene hybrids as catalysts to obtain stilbene oxide.

    DOI: 10.1021/acs.inorgchem.4c01595

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  • Alginate-based water-soluble adhesives: effect of incorporated phenolic hydroxy groups on adhesiveness

    Soi Inata, Shogo Nakanishi, Hiromitsu Sogawa, Fumio Sanda

    Chemistry Letters   2024年3月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1093/chemle/upae062

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  • Bipyridine-containing π-conjugated polymers bearing optically active amide groups: mechanistic aspects of formation of chiral higher-order structures

    Taichi Sotani, Mai Otoba, Mio Hosotani, Tomohiro Hayashi, Hiromitsu Sogawa, Fumio Sanda

    Polymer Chemistry   2024年

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1039/D3PY01374J

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  • Synthesis of platinum-containing oligomers utilizing ADMET chemistry and polycondensation of a bisimide with α,ω-dibromoalkanes: examination of triplet–triplet annihilation upconversion

    Taichi Sotani, Naoki Shimada, Toshiko Mizokuro, Hiromitsu Sogawa, Kenneth. B. Wagener, Fumio Sanda

    Polymer Chemistry   2024年

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1039/D3PY01254A

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  • Synthesis of geometry-controlled platinum-containing polymers bearing optically active bidentate phosphine ligands

    Takashi Horiuchi, Soya Makino, Natsuhiro Sano, Hiromitsu Sogawa, Fumio Sanda

    Polymer Chemistry   2024年

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1039/D3PY01074K

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  • Synthesis of colloidal Pd nanoparticles immobilised on poly(N-vinylacetamide): characterisation and application in catalysis

    Kazuki Tabaru, Kanji Okada, Tatsuki Nagata, Takeyuki Suzuki, Hiromitsu Sogawa, Fumio Sanda, Takeshi Watanabe, Yasuhi Obora

    Materials Advances   2024年

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1039/D4MA00674G

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  • Preparation and Catalytic Function of Substituted Polyacetylenes Coordinated to Palladium Nanoclusters 査読

    GOTO,Masahide, NAKAOKA,Marina, NAGATA,Tatsuki, SUZUKI,Takeyuki, KAWASAKI,Hideya, OBORA,Yasushi, SOGAWA,Hiromitsu, SANDA,Fumio

    ネットワークポリマー論文集   2023年11月

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  • Polyurethanes containing platinum in the main chain: synthesis, structure and mechanofluorochromism

    Hiromitsu Sogawa, Momoka Abe, Ryuhei Shintani, Taichi Sotani, Kazuki Tabaru, Takeshi Watanabe, Yasushi Obora, Fumio Sanda

    Polymer Journal   55 ( 11 )   1119 - 1128   2023年8月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Science and Business Media LLC  

    DOI: 10.1038/s41428-023-00822-4

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    その他リンク: https://www.nature.com/articles/s41428-023-00822-4

  • Reactivity of niobium(V) pentaalkoxide complexes: Ring-opening metathesis polymerization of norbornene

    Tatsuki Nagata, Shunsuke Aratani, Moegi Nomura, Maito Fuji, Taichi Sotani, Hiromitsu Sogawa, Fumio Sanda, Tatsuo Yajima, Yasushi Obora

    MOLECULAR CATALYSIS   547   2023年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER  

    The ring-opening metathesis polymerization (ROMP) of cyclic olefins with niobium(V) pentaalkoxide catalysts was studied. In the presence of zinc, benzylidene dichloride, and chlorotrimethylsilane, in situ niobium species was formed and ROMP reaction proceeded. Among niobium pentaalkoxide group, Nb(OEt)5 achieved the smallest dispersity value of the polymer and provided trans selective polynorbornene. In this paper, we discussed the role of additives and expected how the polymer was synthesized with Nb(OEt)5/TMSCl/Zn/PhCHCl2 system. We also elucidated the intermediate using some measurement.

    DOI: 10.1016/j.mcat.2023.113393

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  • Synthesis of homo polymers and block copolymers of chiral/achiral phenylacetylene derivatives. Spectroscopic and molecular modeling study on solvent‐dependent predominance of helical sense

    Masahide Goto, Shota Mino, Hiromitsu Sogawa, Fumio Sanda

    Journal of Polymer Science   2023年7月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1002/pol.20220765

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  • Water-soluble alginate–based adhesive: catechol modification and adhesion properties

    Soi Inata, Hiromitsu Sogawa, Fumio Sanda

    Polymer Journal   2023年7月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1038/s41428-023-00770-z

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  • Amino-Acid Based Chiral Trisubstituted Benzimidazole Supramolecules: Synthesis and Self-Assembling Behavior. 国際誌

    Takato Mizukoshi, Hiromitsu Sogawa, Fumio Sanda

    Chemistry (Weinheim an der Bergstrasse, Germany)   29 ( 32 )   e202203703   2023年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Trisubstituted 1,3,5-tri(benzimidazolyl)benzene derivatives were synthesized from ʟ-alanine, ʟ-valine, ᴅ-valine and glycine, and their self-assembling behavior and stimuli-response in solution and gel states were evaluated. Circular dichroism/UV-vis absorption spectroscopic and dynamic light scattering measurements revealed that the compounds formed H-aggregates via intramolecular hydrogen bonding and π-π stacking interactions in nonpolar solvents such as CHCl3, whereas collapse of the aggregates was confirmed by MeOH addition. Quantum mechanical calculations and molecular dynamics simulations also supported aggregation in CHCl3. Rheological analysis and morphology observation revealed the formation of a fibril like structure by further assembling of aggregates at a high concentration in CHCl3.

    DOI: 10.1002/chem.202203703

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  • Optically active polyaromatic Schiff base adopting stable secondary structures

    Kazuki Tada, Chiaki Ikegaki, Yuki Fuse, Kazuki Tateishi, Hiromitsu Sogawa, Fumio Sanda

    Polymer   268   2023年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    The polycondensation of N-((3,5-diamino)benzoyl)-ʟ-alanine dodecyl ester (1L) with p-phthalaldehyde (2) was carried out to obtain poly(1L-2), a novel optically active polymer containing Schiff base moieties in the main chain. A series of analogous polymers with Schiff base moieties were also synthesized from N-((3,5-diamino)benzoyl)-ᴅ-alanine dodecyl ester (1D) and N-((3,5-diamino)benzoyl)glycine dodecyl ester (1G) with various feed ratios. The polymers exhibited CD signals assignable to exciton coupling-based chirality in CHCl3 depending on the feed molar ratios of 1L/1D and 1L/1G. Poly(1L-2) exhibited lyotropic liquid crystallinity in CHCl3 and THF.

    DOI: 10.1016/j.polymer.2023.125703

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  • Synthesis of a platinacycle: determination of the structure and examination of the photophysical properties based on DFT calculations. 国際誌

    Ken Motohara, Kazuhiro Kado, Taichi Sotani, Dayang Zhou, Takeyuki Suzuki, Hiromitsu Sogawa, Fumio Sanda

    Dalton transactions (Cambridge, England : 2003)   52 ( 14 )   4323 - 4328   2023年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Platinum-containing macrocycles (platinacycles) have gained attention due to their unique photoelectric properties. In the present study, a novel conjugated platinacycle was synthesized by the dehydrochlorination coupling reaction of a bipyridine dichloroplatinum(II) complex and a 3,6-diethynylcarbazol derivative. The structure of the platinacycle was confirmed by 1H/13C, 1H-1H COSY, HMQC, HMBC, DEPT NMR spectroscopies in conjunction with DFT calculations, IR spectroscopy and MALDI-TOF mass spectrometry. The platinacycle exhibited a UV-vis absorption around 540 nm assignable to ligand-ligand charge transfer, and birefringence in DMF, possibly due to alignment of molecules.

    DOI: 10.1039/d2dt03524c

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  • Chirality induction in platinum-containing polyaryleneethynylenes by exchange from achiral phosphine ligands to P-chiral phosphine ligands

    Ryo Aoki, Takashi Horiuchi, Soya Makino, Natsuhiro Sano, Yoshitane Imai, Hiromitsu Sogawa, Fumio Sanda

    Polymer   265   2023年1月

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    掲載種別:研究論文(学術雑誌)  

    This study deals with chirality induction to the main chain of platinum (Pt)-containing aryleneethynylene polymers by ligand exchange reactions. The optically inactive polymers containing –(–C[tbnd]C–trans-Pt(PPh3)2–C[tbnd]C–)– moieties in the main chain undergo ligand exchange reactions with P-chiral diphosphines, (R,R)-BenzP* and (R,R)-QuinoxP* to give optically active polymers containing –(–C[tbnd]C–cis-Pt(P-chiral diphosphine)–C[tbnd]C–)– moieties. The ligand-exchanged polymers exhibit CD signals based on the conjugated main chain, indicating chirality induction to the main chain by the P-chiral ligands. The QuinoxP*-ligated polymers emit photoluminescence likely based on the transition from the QuinoxP* moieties. Quantum mechanical calculations predict reasonable CD, UV–vis absorption and photoluminescence spectra.

    DOI: 10.1016/j.polymer.2022.125576

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  • End Functionalization of Polynorbornene with Platinum–Acetylide Complexes Utilizing a Cross-Metathesis Reaction

    Shoichiro Uchiyama, Taichi Sotani, Toshiko Mizokuro, Hiromitsu Sogawa, Kenneth B. Wagener, Fumio Sanda

    Macromolecules   56 ( 1 )   281 - 291   2023年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society (ACS)  

    The functionalization of the chain end of a polymer is gathering increasing attention in the field of synthetic polymer chemistry. The present study is the first example to demonstrate the incorporation of a platinum-acetylide complex at the terminal of a polynorbornene derivative. N-Benzyl-5-norbornene-2-exo,3-exo-dicarboxyimide (1) was polymerized with Grubbs 3rd-generation catalyst (G3). The polymerization was quenched with (Z)-1,4-bis(3-((trimethylsilyl)ethynyl)phenoxy)-2-butene (2) to obtain poly(1)′, followed by the cleavage of trimethylsilyl group and dehydroiodination coupling with trans-bis(tributylphosphine)phenylethynyl iodo platinum (3a) to obtain poly(1a), which was functionalized with a platinum complex at the chain end. Poly(1)′ exhibited no remarkable absorption around 330 nm, while poly(1a) exhibited an intense absorption based on ligand-to-metal charge-transfer transition. Poly(1b) functionalized with a naphthylamide ethynyl platinum complex was synthesized in a similar fashion. The photoluminescene color of a poly(1b) solution in CH2Cl2 changed from green to red with Ar bubbling and rapidly returned to green by ceasing Ar bubbling. A poly(1b)-containing polymethyl methacrylate film exhibited a similar trend, as was observed for the polymer in solution. The weight residues of poly(1a) and poly(1b) at 800 °C were higher than that of poly(1).

    DOI: 10.1021/acs.macromol.2c01882

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  • Photoluminescent supramolecular gels derived from phenylenediamine hydrochlorides 国際誌

    Kazuki Tateishi, Tomoya Tada, Taichi Sotani, Takeyuki Suzuki, Hiromitsu Sogawa, Fumio Sanda

    Soft Matter   19 ( 30 )   5684 - 5691   2023年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry (RSC)  

    N-(3,5-Diaminobenzoyl)-l-alanine dodecyl ester dihydrochlorides underwent gelation in tetrahydrofuran and CHCl<sub>3</sub>. The gel emitted blue fluorescence in the sol state and green fluorescence in the gel state.

    DOI: 10.1039/d3sm00299c

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  • Development of chiral functional materials based on natural chiral compounds

    Hiromitsu Sogawa

    Polymer Journal   54 ( 10 )   1161 - 1169   2022年7月

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    掲載種別:研究論文(学術雑誌)  

    Optically active polymers and supramolecules that form well-defined assemblies and architectures are important materials with a wide range of applications. Among the variety of chiral building blocks for the preparation of optically active functional materials, amino acids and sugars stand out because of their versatile structures and functional groups. In these chiral units, intra- and intermolecular noncovalent interactions, such as hydrogen bonding and π-stacking, play significant roles in the generation of smart functions. This review summarizes the fabrication and functions of chiral conjugated polyacetylenes and polyarylene ethynylenes and chiral supramolecules based on these natural chiral compounds.

    DOI: 10.1038/s41428-022-00677-1

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  • Platinum-Mediated Reversible Cross-linking/Decross-linking of Polyacetylenes Substituted with Phosphine Ligands: Catalytic Activity for Hydrosilylation

    Yuto Inoue, Takahiro Ishida, Natsuhiro Sano, Tatsuo Yajima, Hiromitsu Sogawa, Fumio Sanda

    Macromolecules   55 ( 13 )   5711 - 5722   2022年6月

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    掲載種別:研究論文(学術雑誌)  

    Polymeric metal complexes have attracted interest as polymer catalysts. In the present study, borane-2-(diphenylphosphino)-N-(4-ethynylphenyl)benzamide (1o) and borane-4-(diphenylphosphino)-N-(4-ethynylphenyl)benzamide (1p) were synthesized and polymerized using (nbd)Rh(PPh3)[C(Ph) = CPh2] as a catalyst. The BH3groups were removed from the formed polymers to obtain polyacetylenes with -PPh2ligands at the side chains, from which polymeric metal complexes were constructed by intermolecular and intramolecular coordination of platinum (Pt). The Pt-coordinating cross-linked network polymers were decross-linked by the addition of PPh3. The Pt-coordinating polymers catalyzed hydrosilylation of 1-dodecene with diethoxymethylsilane.

    DOI: 10.1021/acs.macromol.2c00748

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  • Synthesis of Platinum-Containing Conjugated Polymers Bearing Chiral Phosphine Ligands. Study of Geometries and Intermolecular Interactions Leading to Aggregation

    Soya Makino, Takashi Horiuchi, Takahiro Ishida, Natsuhiro Sano, Tatsuo Yajima, Hiromitsu Sogawa, Fumio Sanda

    Organometallics   41 ( 13 )   1699 - 1709   2022年6月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    Platinum (Pt)-containing conjugated polymers were synthesized by the dehydrochlorination coupling polymerization of cis- and trans-dichlorobis(N-(p-(diphenylphosphino)benzoyl)-l-valine methyl ester)platinum(II) {cis-PtL2Cl2and trans-PtL2Cl2, L = P(Ph)2-p-C6H4CONHCH[CH(CH3)2]CO2CH3} with 1,4-diethynylbenzene, aiming at obtaining polymers with controlled geometry at the Pt centers. In the polymerization of cis-PtL2Cl2, the geometry at the Pt centers was controlled by the amine used in the polymerization and the reaction temperature. The formed polymer with trans-Pt centers exhibited a circular dichroism signal at the main chain chromophore region in CH2Cl2/MeOH mixed solvent. Based on the crystal packing state and non-covalent interaction analysis of a model compound, the chiroptical activity is attributed to aggregation stabilized by intermolecular π-π, CH-π, and hydrogen-bonding interactions between the phosphine ligands.

    DOI: 10.1021/acs.organomet.2c00173

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  • Control of Higher-Order Structures of Platinum-Containing Conjugated Polymers by Ligand Exchange Reactions: Chirality Transfer from Optically Active Ligands to Optically Inactive Polymers

    Takahiro Ishida, Taichi Sotani, Natsuhiro Sano, Hiromitsu Sogawa, Fumio Sanda

    Macromolecules   2022年1月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    DOI: 10.1021/acs.macromol.1c01773

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  • Ethynylene-linked multifunctional benzoxazines: the effect of the ethynylene group and packing on thermal behavior

    Masanobu Muraoka, Masahide Goto, Masaki Minami, Dayang Zhou, Takeyuki Suzuki, Tatsuo Yajima, Jun'ichi Hayashi, Hiromitsu Sogawa, Fumio Sanda

    Polymer Chemistry   13 ( 39 )   5590 - 5596   2022年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry (RSC)  

    The cured resins of ethynylene-linked mono-, di- and tri-functional benzoxazines were thermally more stable than the resins obtained from the analogous benzoxazines without a triple bond.

    DOI: 10.1039/d2py00840h

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  • Tyrosine-based photoluminescent diketopiperazine supramolecular aggregates. 国際誌

    Noritaka Shimosaraya, Taichi Sotani, Yu Miyagi, Evan Angelo Quimada Mondarte, Kasinan Suthiwanich, Tomohiro Hayashi, Yuuya Nagata, Hiromitsu Sogawa, Fumio Sanda

    Soft matter   18 ( 1 )   137 - 145   2021年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    L-Tyrosine diketopiperazine (DKP) derivative 1 was synthesized, and the aggregation and photoluminescence behaviors were examined. A solution of 1 in tetrahydrofuran (THF) gradually became viscous at room temperature, and turned into the gel state 5 hours after preparation, as confirmed by dynamic viscoelasticity measurement. A solution of 1 in THF exhibited photoluminescence. Fibrous patterns were observed by transmission electron, atomic force and fluorescence microscopies. Dynamic light scattering, semiempirical molecular orbital and density functional theory calculations, as well as molecular dynamics simulations, indicated aggregate formation. This was attributed to intermolecular hydrogen bonding, mainly between the DKP moieties and partly between the urethane moieties, resulting in π-orbital overlap of the terminal phenyl groups leading to photoluminescence.

    DOI: 10.1039/d1sm01206a

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  • Photo-Triggered Chiroptical Switching of Platinum Complexes Bearing Azobenzene Moieties

    Shinichi Iba, Kohei Iwata, Taichi Sotani, Takahiro Ishida, Natsuhiro Sano, Hiromitsu Sogawa, Fumio Sanda

    Organometallics   2021年11月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    DOI: 10.1021/acs.organomet.1c00435

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  • Topology-transformable block copolymers based on a rotaxane structure: change in bulk properties with same composition. 国際誌

    Hiroki Sato, Daisuke Aoki, Hironori Marubayashi, Satoshi Uchida, Hiromitsu Sogawa, Shuichi Nojima, Xiaobin Liang, Ken Nakajima, Teruaki Hayakawa, Toshikazu Takata

    Nature communications   12 ( 1 )   6175 - 6175   2021年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The topology of polymers affects their characteristic features, i.e., their microscopic structure and macroscopic properties. However, the topology of a polymer is usually fixed during the construction of the polymer chain and cannot be transformed after its determination during the synthesis. In this study, topology-transformable block copolymers that are connected via rotaxane linkages are introduced. We will present systems in which the topology transformation of block copolymers changes their 1) microphase-separated structures and 2) macroscopic mechanical properties. The combination of a rotaxane structure at the junction point and block copolymers that spontaneously form microphase-separated structures in the bulk provides access to systems that cannot be attained using conventional covalent bonds.

    DOI: 10.1038/s41467-021-26249-0

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  • Main-chain type benzoxazine polymers consisting of polypropylene glycol and phenyleneethynylene units: spacer effect on curing behavior and thermomechanical properties

    Takumi Kobayashi, Masanobu Muraoka, Masahide Goto, Masaki Minami, Hiromitsu Sogawa, Fumio Sanda

    Polymer Journal   54 ( 2 )   133 - 141   2021年10月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Science and Business Media {LLC}  

    Benzoxazine polymers containing phenyleneethynylene and polypropylene glycol (PPG) in the main chain, poly(1)230, poly(1)400 and poly(1)2000, were synthesized by a Mannich reaction of the corresponding ethynylenebisphenol, paraformaldehyde and PPG diamines with Mn = 230–2,000. The curing temperature of poly(1) decreased from 212 to 182 °C as the Mn of the PPG chain decreased from 2,000 to 230. Poly(1)230–2000 was heated at 200–250 °C to obtain the corresponding polymers, and poly(1)′230–2000 was cured by ring-opening polymerization of the benzoxazine moieties. The structures of the polymers were elucidated by 1H-NMR and IR spectroscopies before and after curing. Poly(1)′230–2000 became flexible upon increasing the Mn of the PPG chain. Poly(1)′230 showed Tg as high as 253 °C. Poly(1)′230–2000 was thermally stable at approximately 300 °C, presumably due to the existence of rigid phenyleneethynylene moieties.

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  • Reinvestigation of thermal isomerization of cis-stereoregulated poly(phenylacetylene) by spectroscopic study and DFT calculation 査読

    Masahide Goto, Masaki Minami, Hiromitsu Sogawa, Fumio Sanda

    ELSEVIER SCI LTD   229, 124013   2021年7月

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  • Synthesis, mechanical properties, and ionic conductivity of rotaxane cross-linked polymers

    Hiromitsu Sogawa, Jun Sawada, Hisashi Kokubo, Haruna Mizuno, Yumi Kobayashi, Masayoshi Watanabe, Toshikazu Takata

    POLYMER   227   2021年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Rotaxane cross-linked polymers (RCPs) derived from ionic liquid monomer (ILm) and butyl acrylate were prepared through radical copolymerization in the presence of a vinyl-based rotaxane crosslinker. The developed RCPs exhibited superior mechanical properties compared to analogous network polymers prepared with conventional covalent crosslinkers. In addition, a small amount of ILm toughened the formed RCPs and increased their toughness. Moreover, the developed RCPs showed ionic conductivity in the order of 10(-7) S cm(-1) at 25 degrees C.

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  • Coordinative cross-linking of acrylonitrile–butadiene rubber with a macrocyclic dinuclear palladium complex

    Koji Yamamoto, Hiromitsu Sogawa, Toshikazu Takata

    Polymer Journal   53 ( 4 )   565 - 571   2021年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Science and Business Media {LLC}  

    A dinuclear Pd(II) complex possessing a cyclic ligand was applied as a coordinative cross-linker of acrylonitrile-butadiene rubber (NBR). Tensile tests revealed that the mechanical properties of the coordinatively cross-linked NBRs were improved compared with those of the original NBR. The effects of the loading amount of the complexes and their reusability were also investigated.A dinuclear Pd(II) complex possessing a cyclic ligand was applied as a coordinative cross-linker of acrylonitrile-butadiene rubber (NBR). Tensile tests revealed that the mechanical properties of the coordinatively cross-linked NBRs were improved compared with those of the original NBR. Increasing the loading amount of the complex enhanced Young's modulus, tensile strength, tensile strain, and toughness. The cross-linked NBR could be reused with a simple dissolution and drying process, which featured coordinative cross-linking.

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  • Rotaxane‐Based Difunctional Nitrile N ‐Oxide Crosslinker: Synthesis and Direct Introduction of Movable Crosslinking Points into Ethylene‐Propylene‐Butadiene Monomer (EPDM) Rubber 国際誌

    Hiromitsu Sogawa, Toyokazu Tsutsuba, Naoto Sakiyama, Tatsuhito Ikeda, Toshikazu Takata

    Macromolecular Rapid Communications   42 ( 7 )   2000639 - 2000639   2021年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    Incorporation of rotaxane scaffolds into the crosslinking points of polymer networks significantly affects their rheological and mechanical properties. The present study involves the synthesis of a new rotaxane-type crosslinker containing nitrile N-oxide functional groups on both the axle and wheel components. The prepared crosslinker is highly reactive; however, it can be isolated and applied in the crosslinking reaction of a commercially important polymer, namely ethylene-propylene-butadiene monomer rubber (EPDM), in the absence of additives and catalysts. Tensile tests reveal that compared to a network containing conventional crosslinking points, both breaking strength and strain of the network structure prepared herein are improved due to the incorporation of movable crosslinking points. The synthesized network structure also exhibits five times higher fracture energy. The developed post-crosslinking methodology for the direct introduction of movable crosslinking points into pre-formed polymers will be valuable in the production of rotaxane materials for various applications.

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  • Phototriggered Crosslinking and Surface Modification via Catalyst‐Free Functionalization of a New Orthogonal Agent Containing Nitrile N‐Oxide and o‐Nitrobenzyl Ether Moieties

    Sumitra Cheawchan, Hiromitsu Sogawa, Toshikazu Takata

    Macromolecular Chemistry and Physics   222 ( 6 )   2000459 - 2000459   2021年3月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/macp.202000459

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  • Aliphatic ditopic nitrile N-oxide crosslinker: Synthesis, chemical stability, and catalyst-free crosslinking reactions

    Hiromitsu Sogawa, Chen-Gang Wang, Shunsuke Monjiyama, Yosuke Akae, Toshikazu Takata

    POLYMER   213   2021年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Nitrile N-oxides are useful reagents and crosslinkers for catalyst- and byproduct-free 1,3-dipolar cycloaddition reactions. The stability of nitrile N-oxides can be enhanced by introducing bulky substituents, whereas their reactivity decreases concomitantly. Herein, an isolatable aliphatic ditopic nitrile N-oxide was synthesized and applied to catalyst-free crosslinking of unsaturated bond-containing polymers. By decreasing the steric hindrance around the nitrile N-oxide moiety compared with a related crosslinker previously developed in our group, the operating temperature of the crosslinking reaction could be lowered. Efficient crosslinking of natural rubber (NR) was achieved at 40 degrees C in chloroform to give crosslinked NR without formation of byproducts. Furthermore, polyacrylonitrile and nitrile butadiene rubber can be used as the scaffolds for efficient catalyst- and solvent-free crosslinking reactions.

    DOI: 10.1016/j.polymer.2020.123291

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  • Ruthenium macrocycles bearing pyridine bis(carboxamide): synthesis, structure, and catalytic activity for hydrosilylation

    Hiroki Sato, Tadashi Tsukamoto, Hiromitsu Sogawa, Shigeki Kuwata, Toshikazu Takata

    New Journal of Chemistry   45 ( 39 )   18282 - 18289   2021年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    Ruthenium complexes Ru(MC33)(CO)<sub>n</sub>(L)<sub>2−n</sub> (L = H<sub>2</sub>O, PPh<sub>3</sub>, P(OEt)<sub>3</sub>; n = 1, 2) with a pincer-type macrocyclic ligand MC33 with a cavity were synthesized and characterized.

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  • Highly photoluminescent poly(norbornene)s carrying platinum–acetylide complex moieties in their side chains: evaluation of oxygen sensing and TTA–UC

    Taichi Sotani, Toshiko Mizokuro, Tatsuo Yajima, Hiromitsu Sogawa, Fumio Sanda

    Polymer Chemistry   12 ( 33 )   4829 - 4837   2021年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    Ring-opening metathesis polymerization (ROMP) of norbornene derivatives is useful for preparing thermally stable and transparent polymeric materials with good moldability. This study deals with the ROMP of the norbornene monomer 1 bearing a platinum(Pt)-acetylide complex moiety using the Grubbs thirdgeneration catalyst. The product, poly(norbornene) [poly(1)], was investigated as a sensitizer for triplettriplet annihilation upconversion (TTA-UC), together with the copolymers of 1 and 2-norbornene 2. All the polymers exhibited bright photoluminescence under N-2. The phosphorescence of poly(1) was remarkably quenched, while that of poly(1-co-2)s was hardly quenched in CHCl3 solution. The phosphorescence of cast films of the polymers was highly responsive to oxygen, indicating possible application as oxygen sensing materials. The luminescence colors of the films were tunable between yellow and orange by copolymerization of 2 as a matrix. The polymers served as excellent sensitizers of TTA-UC with 9,10-diphenylanthracene as an emitter.

    DOI: 10.1039/D1PY00665G

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  • Synthesis of Platinum-Containing Conjugated Polymers Bearing Optically Active Amide Groups: A Mechanistic Study of Chiral Aggregation

    Taichi Sotani, Tatsuo Yajima, Hiromitsu Sogawa, Fumio Sanda

    Macromolecules   53 ( 24 )   11077 - 11088   2020年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    Chirally regulated pi-conjugated polymers containing platinum (Pt) complex moieties have great potential as chiroptically functional materials. In this study, novel platinum-containing conjugated polymers, poly(1a-2) and poly( 1b-2), were synthesized by the dehydrochlorination coupling polymerization of dichloro(4,4'-tertbutyl-2,2'-bipyridyl)platinum (1a) and dichloro(4,4'-dinonyl-2,2'bipyridyl)platinum (lb) with N-[ 3,5-bis(4-ethynylphenylethynyl)benzoyl] -L-alanine dodecylamide (2), and their chiral secondary structures in solutions were investigated. Poly(1a-2) exhibited bisignate circular dichroism (CD) signals assignable to the main chain chromophore (300-450 nm) in dimethylformamide (DMF)/MeOH = SO/SO (v/v). The presence of particles of Z-average = 30 nm was confirmed in this solution. These results indicated that poly (1a-2) formed chirally regulated aggregates. Single-crystal X-ray analysis of the model compound and density functional theory (DFT) calculations were carried out to examine the mode of aggregation of the polymers.

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  • Macrocyclic Dinuclear Palladium Complex as a Novel Doubly Threaded [3]Rotaxane Scaffold and Its Application as a Rotaxane Cross‐Linker 査読 国際誌

    Koji Yamamoto, Riku Nameki, Hiromitsu Sogawa, Toshikazu Takata

    Angewandte Chemie International Edition   132 ( 41 )   18179 - 18184   2020年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    A dinuclear PdII complex possessing a cyclic ligand was developed as a novel doubly threaded [3]rotaxane scaffold and applied as a rotaxane cross-linker reagent. The dinuclear complex (PdMC)2 was prepared by one-step macrocyclization followed by the double palladation reaction. 1 H NMR analysis and UV/Vis measurements revealed the formation of a doubly threaded pseudo[3]rotaxane by the complexation of (PdMC)2 with 2 equivalents of 2,6-disubstituted pyridine 3 through double metal coordination. The treatment of (PdMC)2 with 2 equivalents of 4-vinylpyridine (VP) afforded a doubly threaded [3]rotaxane cross-linker (PdMC-VP)2 . Radical co-polymerization of VP and t-butylstyrene in the presence of (PdMC-VP)2 afforded a stable rotaxane cross-linked polymer (RCP). An elastic RCP was also prepared by using n-butyl acrylate as a monomer. The obtained RCPs exhibited higher swelling ability and higher mechanical toughness compared with the corresponding covalent cross-linked polymers.

    DOI: 10.1002/anie.202007866

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  • Nitrile N-oxide-terminated poly(γ-benzyl l-glutamate) (PBLG): synthesis and catalyst-free grafting onto polybutadiene (PBD) and natural rubber (NR) 査読

    Hiromitsu Sogawa, Shohei Takamatsu, Toyokazu Tsutsuba, Toshikazu Takata

    Polymer Journal   52 ( 9 )   1165 - 1171   2020年9月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Science and Business Media {LLC}  

    DOI: 10.1038/s41428-020-0370-5

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    その他リンク: http://www.nature.com/articles/s41428-020-0370-5

  • Synthesis and Cross-Linking of a Benzoxazine-Containing Anthracene Moiety: Thermally Stable Photoluminescent Benzoxazine Resin 査読

    Masahide Goto, Tatsuo Yajima, Masaki Minami, Hiromitsu Sogawa, Fumio Sanda

    Macromolecules   53 ( 15 )   6640 - 6648   2020年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    A novel benzoxazine derivative, 9,10-bis(6-ethynyl-3-pheny1-3,4-dihydro-1,3-benzoxazine)anthracene (1a), was synthesized by the Sonogashira-Hagihara coupling reaction of 9,10-dibromoanthracene and 6-ethynyl-3-phenyl-3,4-dihydro-1,3-benzoxazine. A CH2Cl2 solution of 1a luminesced with a high quantum yield (Phi = 81%). Compound 1a afforded solventinsoluble cross-linked polybenzoxazine 1b by the bulk polymerization at 250 degrees C. Solution polymerization of a dilute solution of 1a at 200 degrees C afforded solvent-soluble samples, accompanied by a decrease of photoluminescence intensity. The weight loss values of 1a and 1b were 81 and 87%, respectively, under nitrogen at 500 degrees C. We believe that the present study will lead to thermally stable curing resins whose degree of curing can be estimated with the naked eye by observing the decrease of photoluminescence.

    DOI: 10.1021/acs.macromol.0c00910

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  • Cu-tethered macrocycle catalysts: Synthesis and size-selective CO2-fixation to propargylamines under ambient conditions 査読

    Nam-Kyun Kim, Hiromitsu Sogawa, Toshikazu Takata

    TETRAHEDRON LETTERS   61 ( 23 )   2020年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    A novel air-stable, Cu-tethered macrocycle catalyst possessing a large inner cavity was successfully synthesized, creating a unique supramolecular catalytic system. The catalyst was utilized in the CO2-fixation reaction to propargylamines. The reaction proceeded more efficiently compared to the conventional CuI catalyst under atmospheric CO2 condition. Notably, owing to its topological effect, the Cu-tethered macrocycle catalyst exhibited unique substrate size selectivity. (C) 2020 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2020.151966

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  • Synthesis of polystyrene-supported Pd(II)-containing macrocyclic complex as a reusable catalyst for chemoselective Suzuki-Miyaura coupling reaction 査読 国際誌

    Koji Yamamoto, Riku Nameki, Hiromitsu Sogawa, Toshikazu Takata

    TETRAHEDRON LETTERS   61 ( 21 )   2020年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    A polystyrene-supported Pd complex bearing a cyclic pyridine-2,6-bisiamide ligand was synthesized and its catalytic activity in the Suzuki-Miyaura coupling reaction of 2,6-bromopyridine with 4-methoxyphenylboronic acid in aqueous media was investigated. The solid-supported catalyst exhibited catalytic activity and chemoselectivity that were comparable to those of homogeneous catalyst. The reusability of the solid-supported catalyst was also examined. (C) 2020 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2020.151870

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  • Segmented polyurethanes containing movable rotaxane units on the main chain: Synthesis, structure, and mechanical properties 査読

    Jun Sawada, Hiromitsu Sogawa, Hironori Marubayashi, Shuichi Nojima, Hideyuki Otsuka, Ken Nakajima, Yosuke Akae, Toshikazu Takata

    Polymer   193   2020年4月

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    掲載種別:研究論文(学術雑誌)  

    © 2020 Elsevier Ltd In this study, segmented polyurethanes (SPUs), including those with rotaxane structures, were synthesized in high yields (>83%) using a [2]rotaxane diol that has a hydroxy group in each wheel and axle component. The traditional prepolymer method was applied to introduce rotaxane structures at different locations in the soft segment and at the boundary between soft and hard segments. The mechanical properties of the formed SPUs were evaluated via tensile tests, and we determined that the introduction of an appropriate amount of rotaxane structure improved their extensibility, toughness, and stress-relaxing properties. Differential scanning calorimetry (DSC), attenuated total reflection Fourier transform infrared spectroscopy (ATR-FT-IR), and synchrotron X-ray measurements revealed that the phase-separated structures of the SPUs were almost independent of the amount of rotaxane. The highly movable rotaxane scaffold was even effective for toughening the SPU, which is a physically cross-linked network, without changing their phase-separated structures.

    DOI: 10.1016/j.polymer.2020.122358

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  • Macrocyclic Metal Complexes Bearing Rigid Polyaromatic Ligands: Synthesis and Catalytic Activity 査読 国際誌

    Koji Yamamoto, Kazuki Higuchi, Masahiro Ogawa, Hiromitsu Sogawa, Shigeki Kuwata, Yoshihiro Hayashi, Susumu Kawauchi, Toshikazu Takata

    Chemistry – An Asian Journal   15 ( 3 )   356 - 359   2020年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    We synthesised palladium and platinum complexes possessing cyclic and acyclic pincer-type polyaromatic ligands and investigated their structural effect on the catalysis. The pincer-type bis(6-arylpyridin-2-yl)benzene skeleton was constructed via Kröhnke pyridine synthesis under transition metal-free conditions on gram-scale quantity. Ligand structure significantly influenced catalytic activity toward the platinum-catalysed hydrosilylation of diphenyl acetylenes, despite the ligand-independence of the conformations and electronic properties of these complexes.

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  • Silk/Natural Rubber (NR) and 3,4-Dihydroxyphenylalanine (DOPA)-Modified Silk/NR Composites: Synthesis, Secondary Structure, and Mechanical Properties 査読 国際誌

    Hiromitsu Sogawa, Korawit Treratanakulwongs, Hiroyasu Masunaga, Keiji Numata

    Molecules   25 ( 1 )   235 - 235   2020年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:{MDPI} {AG}  

    Silk composites with natural rubber (NR) were prepared by mixing degummed silk and NR latex solutions. A significant enhancement of the mechanical properties was confirmed for silk/NR composites compared to a NR-only product, indicating that silk can be applied as an effective reinforcement for rubber materials. Attenuated total reflection Fourier transform infrared (ATR-FTIR) and wide-angle X-ray diffraction (WAXD) analysis revealed that a β-sheet structure was formed in the NR matrix by increasing the silk content above 20 wt%. Then, 3,4-dihydroxyphenylalanine (DOPA)-modified silk was also blended with NR to give a DOPA-silk/NR composite, which showed superior mechanical properties to those of the unmodified silk-based composite. Not only the chemical structure but also the dominant secondary structure of silk in the composite was changed after DOPA modification. It was concluded that both the efficient adhesion property of DOPA residue and the secondary structure change improved the compatibility of silk and NR, resulting in the enhanced mechanical properties of the formed composite. The knowledge obtained herein should contribute to the development of the fabrication of novel silk-based elastic materials.

    DOI: 10.3390/molecules25010235

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  • Surface Analysis of Native Spider Draglines by FE-SEM and XPS. 査読 国際誌

    Hiromitsu Sogawa, Kyohei Nakano, Ayaka Tateishi, Keisuke Tajima, Keiji Numata

    Frontiers in bioengineering and biotechnology   8   231 - 231   2020年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:FRONTIERS MEDIA SA  

    Although the physical and biological functions of the skin layer of spider dragline have been studied and partially clarified, the morphology and elemental contents of the skin layer of silk fibers have not been investigated in detail to date. Here, the surface of Nephila clavata spider dragline was evaluated by field emission scanning electron microscopy (FE-SEM) and X-ray photoelectron spectroscopy (XPS) to obtain clear surface morphological and molecular information. The FE-SEM images of the spider dragline indicate that the spider dragline forms a bundle of microfibrils. This hierarchical structure might induce faint fibrilar and network-like patterns on the surface of the dragline. XPS analysis revealed the presence of Na, P, and S, which are reasonably explained by considering the biological components of the major ampullate gland of spiders. The results obtained here are preliminary but will be important to consider the molecular transition of silk proteins to form excellent hierarchical structures during the spider dragline spinning process.

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  • A covalently crosslinked silk fibroin hydrogel using enzymatic oxidation and chemoenzymatically synthesized copolypeptide crosslinkers consisting of a GPG tripeptide motif and tyrosine: control of gelation and resilience 査読

    Hiromitsu Sogawa, Takuya Katashima, Keiji Numata

    Polymer Chemistry   11 ( 18 )   3152 - 3161   2020年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    A covalently crosslinked silk fibroin hydrogel (ChemSF) was successfully formed via an enzymatic crosslinking reaction using chemoenzymatically synthesized copolypeptides [poly(GPG(n)-r-Y-m)], which consist of a glycine-proline-glycine (GPG) tripeptide motif and tyrosine (Y), as linker molecules. The gelation time of ChemSF was effectively shortened to less than 100 seconds without loss of toughness by adding poly(GPG(n)-r-Y-m). In addition, the resilience of ChemSF was improved up to 86% at 66% strain, comparable to that of elastin, due to the flexible conformation of the poly(GPG(n)-r-Y-m) crosslinker. The acceleration of the gelation and the improvement of the resilience of ChemSF were simultaneously achieved by using a multifunctional peptide crosslinker.

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  • Polyester nitrile N-oxides for click reactions synthesized with nitroalkane precursors as the initiator 査読

    Toyokazu Tsutsuba, Hiromitsu Sogawa, Toshikazu Takata

    Polymer Chemistry   2020年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    DOI: 10.1039/D0PY00278J

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  • Visualization of the slide-ring effect: a study on movable cross-linking points using mechanochromism 査読 国際誌

    Yi Lu, Daisuke Aoki, Jun Sawada, Takahiro Kosuge, Hiromitsu Sogawa, Hideyuki Otsuka, Toshikazu Takata

    Chemical Communications   56 ( 23 )   3361 - 3364   2020年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Royal Society of Chemistry ({RSC})  

    To evaluate the 'slide-ring' effect in a rotaxane cross-linked network, we incorporated mechanochromophores into static and rotaxane cross-linking points and compared the mechanochromisms exhibited by the obtained polymers. This novel strategy reveals a molecular-level phenomenon with visible color changes as well as enabling quantitative electron paramagnetic resonance measurements.

    DOI: 10.1039/C9CC09452K

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  • 3,4-Dihydroxyphenylalanine (DOPA)-Containing Silk Fibroin: Its Enzymatic Synthesis and Adhesion Properties 査読 国際誌

    Hiromitsu Sogawa, Nao Ifuku, Keiji Numata

    ACS Biomaterials Science & Engineering   5 ( 11 )   5644 - 5651   2019年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society ({ACS})  

    Silk fibroin (SF) is a fascinating natural biomaterial that exhibits remarkable mechanical properties and biocompatibility. Meanwhile, biological adhesive materials have gathered much attention as biomedical and ecofriendly materials as a result of their characteristic properties. Herein, we report the excellent adhesive function of enzymatically modified SF. The tyrosine residues of SF were successfully converted to the dihydroxy-l-phenylalanine (DOPA) unit using tyrosinase as a biocatalyst. The content of DOPA was evaluated by amino acid composition analysis. Adhesive functions of DOPA-modified SF (DOPA-SF) among several material surfaces including mica, paper, polypropylene, wood, and silk film were elucidated by lap shear tests. Fourier transform infrared measurements demonstrated that the adhesion strength of DOPA-SF was not directly related to the β-sheet formation of silk molecules. This ecofriendly and facile method offers a new perspective for fabricating natural adhesive materials for various application areas.

    DOI: 10.1021/acsbiomaterials.8b01309

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  • Effective Synthesis and Modification of α-Cyclodextrin-Based [3]Rotaxanes Enabling Versatile Molecular Design

    Yosuke Akae, Hiromitsu Sogawa, Toshikazu Takata

    European Journal of Organic Chemistry   2019 ( 22 )   3605 - 3613   2019年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley-VCH Verlag  

    One-pot synthesis of various α-cyclodextrin-(α-CD-) based [3]rotaxanes in water and their structural modifications are discussed in detail. Pseudo[3]rotaxane was prepared from α-CD and α,ω-diaminododecane in water (above 100 g, quantitative yield in a 1 L flask). Successive urea-forming end-capping reactions with isocyanate in water selectively afforded [3]rotaxane with head-to-head structured α-CDs. The yields were varied by bulkiness and functionality of end-capping agents. Significant modifications of the axle end and wheel OH group of the [3]rotaxanes were performed by the Suzuki coupling with arylboronic acids and by the perfect acylation with acid anhydrides, respectively.

    DOI: 10.1002/ejoc.201900362

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  • A Vinylic Rotaxane Cross-Linker Containing Crown Ether for Hydrophilic and Hard Rotaxane-Networked Polymers 査読

    Jun Sawada, Daisuke Aoki, Hiromitsu Sogawa, Ken Nakajima, Toshikazu Takata

    MACROMOLECULAR SYMPOSIA   385 ( 1 )   2019年6月

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    Rotaxane-cross-linked polymers (RCP), which have rotaxane structures at the cross-link points, show unique physical properties originating from the movable cross-link points. Herein, poly(N,N-dimethylacrylamide) (PDMAAm) and poly(N-isopropylacrylamide) (PNIPAm) which are well known as hydrophilic polymers and whose glass transition temperatures are much higher than room temperature, were applied as matrix polymers for RCPs. These RCPs are easily and successfully synthesized by radical polymerization of vinyl monomers in the presence of small amounts of [2]rotaxane cross-linker (RC) comprising one wheel and one axle component with a methacrylate group on each component. As the result, PDMAAm-based RCP without any solvents and PNIPAm-based RCP swelled with water were much tougher than corresponding covalently cross-linked polymers. It is confirmed that RC endows both of the hard polymer networks and soft hydrogels with toughness.

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  • Evaluation of induced circular dichroism via through-space chirality transfer in ¡-cyclodextrin-based rotaxanes directed toward fine tuning

    Yosuke Akae, Hiromitsu Sogawa, Toshikazu Takata

    Bulletin of the Chemical Society of Japan   92 ( 9 )   1413 - 1418   2019年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Chemical Society of Japan  

    α-Cyclodextrin (CD)-based rotaxanes showed induced circular dichroism (ICD) from the α-CD to the axle component via a through-space chirality transfer. The chirality induction was evaluated in detail to clarify the induction mechanism. The ICD sign and pattern were largely dependent on the coverage of the axle end groups by the rotaxane wheel. The observed ICD sensitively reflected the wheel position on the axle, suggesting the possibility of easy chirality transfer and applications toward various functional materials.

    DOI: 10.1246/bcsj.20190107

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  • Cyclodextrin-Based [3]Rotaxane-Crosslinked Fluorescent Polymer: Synthesis and De-Crosslinking Using Size Complementarity 査読 国際誌

    Yosuke Akae, Hiromitsu Sogawa, Toshikazu Takata

    Angewandte Chemie International Edition   57 ( 45 )   14832 - 14836   2018年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    Vinyl-group-substituted, α-cyclodextrin-based, size-complementary [3]rotaxanes were synthesized as crosslinkers for rotaxane-crosslinked poly(methyl methacrylate) (RCP) by radical polymerization. The size complementarity of the crosslinkers made it possible to de-crosslink the RCP by heating, and the degree of decoupling was monitored by fluorescence intensity, depending on the state of the axle component of the rotaxane crosslink moiety.

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    その他リンク: http://orcid.org/0000-0002-6170-0591

  • Cyclodextrin‐Based [3]Rotaxane‐Crosslinked Fluorescent Polymer: Synthesis and De‐Crosslinking Using Size Complementarity 査読

    Yosuke Akae, Hiromitsu Sogawa, Toshikazu Takata

    Angewandte Chemie   130 ( 45 )   15048 - 15052   2018年11月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/ange.201809171

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  • New synthetic route to OH- functionalized nitrile N- oxide and polyfunctional nitrile N- oxides for click crosslinking and decrosslinking of natural rubber 査読

    Sogawa Hiromitsu, Monjiyama Syunsuke, Wang Chen-Gang, Tsutsuba Toyokazu, Takata Toshikazu

    POLYMER CHEMISTRY   9 ( 34 )   4382 - 4385   2018年9月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.1039/c8py00904j

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  • Synthesis of a Structure-Definite α-Cyclodextrin-Based Macromolecular [3]Rotaxane Using a Size-Complementary Method 査読

    Yosuke Akae, Hiromitsu Sogawa, Toshikazu Takata

    Angewandte Chemie   130 ( 36 )   11916 - 11920   2018年9月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/ange.201807261

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  • DBU-mediated Highly Efficient CO2-fixation to Propargylamines and Polypropargylamine 査読

    Nam-Kyun Kim, Hiromitsu Sogawa, Koji Yamamoto, Yoshihiro Hayashi, Susumu Kawauchi, Toshikazu Takata

    Chemistry Letters   47 ( 8 )   1063 - 1066   2018年8月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:The Chemical Society of Japan  

    DOI: 10.1246/cl.180477

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  • Chemoselective Suzuki Coupling of Bromoarenes Catalysed by Palladium(II)-Complexing Macrocycles in Aqueous Media 査読

    Masahiro Ogawa, Hiromitsu Sogawa, Shunya Mizuno, Daisuke Aoki, Toshikazu Takata

    ChemistrySelect   3 ( 2 )   446 - 450   2018年1月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/slct.201703073

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  • CHAPTER 4: Catalyst-free Click Polymerization Using Nitrile N -Oxides Applicable to Various Dipolarophiles 査読

    Takata, T., Koyama, Y., Sogawa, H.

    RSC Polymer Chemistry Series   2018-January ( 30 )   122 - 166   2018年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:RSC Polymer Chemistry Series  

    DOI: 10.1039/9781788010108-00122

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    その他リンク: http://orcid.org/0000-0002-6985-4499

  • Synthesis of a Structure-Definite α-Cyclodextrin-Based Macromolecular [3]Rotaxane Using a Size-Complementary Method 査読 国際誌

    Akae, Y., Sogawa, H., Takata, T.

    Angewandte Chemie - International Edition   57 ( 36 )   11742 - 11746   2018年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    The challenging synthesis of an α-cyclodextrin (CD)-based macromolecular rotaxane with definite structure was fulfilled using a size-complementary method. A new peracetylated (PAc) α-CD-based size-complementary [3]rotaxane was prepared and its thermal dissociation kinetics studied. The de-slippage mechanism was found to be different from that of the native α-CD-based system. PAcα-CD-based size-complementary [3]rotaxanes were employed as initiators for a ring-opening polymerization of ϵ-caprolactone to obtain the macromolecular [3]rotaxanes. Detailed investigation of component dissociation showed the highly movable character of the wheel on the polymer main chain. A general method for controlling the movement of wheels in rotaxane frameworks, even in polymer systems, was established. This will enable the development of new supramolecular architectures and molecular machines.

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  • DBU-catalyzed CO<inf>2</inf>fixation in polypropargylamines under solvent-free conditions 査読

    Kim, N.-K., Sogawa, H., Felicia, M.D., Takata, T.

    Polymer Journal   51 ( 3 )   351 - 357   2018年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Nature  

    DOI: 10.1038/s41428-018-0125-8

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  • Kinetically Stabilized Aliphatic Nitrile N-Oxides as Click Agents: Synthesis, Structure, and Reactivity 査読

    Toyokazu Tsutsuba, Hiromitsu Sogawa, Shigeki Kuwata, Toshikazu Takata

    CHEMISTRY LETTERS   46 ( 3 )   315 - 318   2017年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Mono-, di-, and trifunctional kinetically stabilized aliphatic nitrile N-oxides were synthesized via a two-step process comprising an initial nucleophilic addition of a heteroatomtethering and a carbon-centered nucleophile to a nitroethene and subsequent dehydration of the resultant nitroalkane. We further present the first X-ray crystal structure investigation of an aliphatic nitrile N-oxide. The kinetics of the products' click reactions and DFT calculations confirmed that the obtained nitrile N-oxides had high reactivities.

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  • Preparation of a highly reactive polymer click reagent, PEG nitrile N-oxide, and its application in block and star polymer synthesis 査読

    Toyokazu Tsutsuba, Hiromitsu Sogawa, Toshikazu Takata

    POLYMER CHEMISTRY   8 ( 9 )   1445 - 1448   2017年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ROYAL SOC CHEMISTRY  

    The polymer nitrile N-oxide containing poly(ethylene glycol) (PEG) skeleton PEG-CNO was synthesized via a stepwise reaction. The catalyst-free click reaction of PEG-CNO with terminal CvC bond-tethering compounds afforded the corresponding diblock and multi-arm star polymers in high yields. The click reactions under solvent-free conditions resulted in significant rate acceleration and high yields of the polymers.

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  • Structural Analysis and Inclusion Mechanism of Native and Permethylated -Cyclodextrin-Based Rotaxanes Containing Alkylene Axles 査読 国際誌

    Yosuke Akae, Yasuhito Koyama, Hiromitsu Sogawa, Yoshihiro Hayashi, Susumu Kawauchi, Shigeki Kuwata, Toshikazu Takata

    CHEMISTRY-A EUROPEAN JOURNAL   22 ( 15 )   5335 - 5341   2016年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    Native -cyclodextrin- (-CD) and permethylated -CD (PMeCD)-based rotaxanes with various short alkylene chains as axles can be synthesized through a urea end-capping method. Native -CD tends to form [3]- or [5]pseudorotaxanes and not [2]- or [4]pseudorotaxanes, which indicates that the coupled CDs act as a single fragment. End-capping reactions of the pseudorotaxanes with C18 and C24 axle lengths do not occur because the axle termini are covered by the densely stacked CDs. The number of PMeCDs on the pseudorotaxane is flexible and mainly depends on the axle length. Peracetylated -CD (PAcCD)-based rotaxanes are synthesized through O-acetylation of the -CD-based rotaxanes without any decomposition of the rotaxanated structures. The structures of PMeCD-based [3]- and [4]rotaxanes, and the molecular dynamics calculations on [3]pseudorotaxanes, indicate that the tail face of PMeCDs is regularly directed toward the axle termini. On the basis of the results obtained, it can be concluded that the directions and numbers of CDs in rotaxanes containing short alkylene chains depend on 1)the interactions between CDs, 2)the length of the alkylene axle, and 3)the interactions between the axle end and tail face of the CD.

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  • Thermotriggered Catalyst-Free Modification of a Glass Surface with an Orthogonal Agent Possessing Nitrile N-Oxide and Masked Ketene Functions 査読 国際誌

    Sumitra Cheawchan, Satoshi Uchida, Hiromitsu Sogawa, Yasuhito Koyama, Toshikazu Takata

    LANGMUIR   32 ( 1 )   309 - 315   2016年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    The thermotriggered modification of surfaces was performed under catalyst-free conditions using an orthogonal agent possessing both nitrile N-oxide and Meldrum's acid moieties. The nitrile N-oxide moiety of the orthogonal agent successfully underwent catalyst-free 1,3-dipolar cycloaddition to unsaturated bonds of glass surfaces to produce Meldrum's acid-functionalized surfaces. The subsequent thermal decomposition of Meldrum's acid moiety in the presence of nucleophiles afforded versatile nucleophile-modified surfaces (e.g., wet, waterproof, and photoactive surfaces). Surface characteristics were investigated with the water contact angle, time-of-flight secondary ion mass spectrometry (TOF-SIMS), and X-ray photoelectron spectroscopy (XPS). In addition, the surface modification of silica nanoparticles using the orthogonal agent was also achieved to evaluate the density of the functional group concentration on the surface.

    DOI: 10.1021/acs.langmuir.5b03881

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  • Synthesis and characterization of supramolecular cross-linkers containing cyclodextrin dimer and trimer 査読

    Keisuke Iijima, Daisuke Aoki, Hiromitsu Sogawa, Shigeo Asai, Toshikazu Takata

    POLYMER CHEMISTRY   7 ( 21 )   3492 - 3495   2016年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ROYAL SOC CHEMISTRY  

    Vinylic supramolecular cross-linkers (VSCs) were prepared by mixing an alpha-cyclodextrin dimer or a trimer and a polyethylene glycol-type macromonomer. DOSY NMR study exhibited the size of VSC and its dependency on the concentration and the structure of the components. Polymerization of a vinyl monomer with VSC afforded rotaxane cross-linked polymers.

    DOI: 10.1039/c6py00367b

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  • Synthesis of rotaxane cross-linked polymers derived from vinyl monomers using a metal-containing supramolecular cross-linker 査読

    Masahiro Ogawa, Hiromitsu Sogawa, Yasuhito Koyama, Toshikazu Takata

    POLYMER JOURNAL   47 ( 8 )   580 - 584   2015年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:NATURE PUBLISHING GROUP  

    DOI: 10.1038/pj.2015.34

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  • Inside Cover: Photoinduced Formation of an Azobenzene‐Based CD‐Active Supramolecular Cyclic Dimer (Chem. Eur. J. 18/2015)

    Hiromitsu Sogawa, Kayo Terada, Yu Miyagi, Masashi Shiotsuki, Yoshihito Inai, Toshio Masuda, Fumio Sanda

    Chemistry – A European Journal   21 ( 18 )   6634 - 6634   2015年4月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/chem.201590073

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  • Reversible Transformation of a One-Handed Helical Foldamer Utilizing a Planarity-Switchable Spacer and C-2-Chiral Spirobifluorene Units 査読 国際誌

    Hitoshi Okuda, Yasuhito Koyama, Satoshi Uchida, Tsuyoshi Michinobu, Hiromitsu Sogawa, Toshikazu Takata

    ACS Macro Letters   4 ( 4 )   462 - 466   2015年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Polymeric quaterthiophenes containing optically active C-2-chiral spirobifluorene skeletons were synthesized as a new type of helical foldamers, and their higher-order structures were investigated. Oxidization of quaterthiophene moieties caused the spacer units to be in planar structure, leading the conformation of the polymer to be a coil-shaped, rigid helix. This transformation was reversibly performed.

    DOI: 10.1021/acsmacrolett.5b00176

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  • Photoinduced Formation of an Azobenzene-Based CD-Active Supramolecular Cyclic Dimer 査読 国際誌

    Hiromitsu Sogawa, Kayo Terada, Yu Miyagi, Masashi Shiotsuki, Yoshihito Inai, Toshio Masuda, Fumio Sanda

    CHEMISTRY-A EUROPEAN JOURNAL   21 ( 18 )   6747 - 6755   2015年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    A series of new photo-responsive amino acid-derived azobenzenedicarboxylic acid derivatives (S)-1a-e were synthesized. Compound (S)-1a in the trans form exhibited no circular dichroism (CD) signal in DMF under ambient conditions, whereas intense Cotton effects were observed upon UV irradiation, indicating the formation of a chiral supra-molecular structure in the cis form. The CD signals disappeared when trifluoroacetic acid (TFA) was added to the solution. The ester counterpart [(S)-1a'] showed no CD signal. Hydrogen bonding between the carboxy groups seemed necessary for constructing the supramolecular structure. The kinetic studies of cis to trans isomerization of (S)-1a demonstrated that the formation of a chiral supramolecule enhances the stability of the cis-azobenzene structure. The ESI mass spectrum of stilbenedicarboxylic acid (S)-4, an analogue of (S)-1b, confirmed the formation of a dimer. A theoretical CD study revealed that (S)-1a in the cis form should be present as a cyclic chiral dimer.

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  • Synthesis and Cavity Size Effect of Pd-Containing Macrocycle Catalyst for Efficient Intramolecular Hydroamination of Allylurethane 査読 国際誌

    Masahiro Ogawa, Masaki Nagashima, Hiromitsu Sogawa, Shigeki Kuwata, Toshikazu Takata

    ORGANIC LETTERS   17 ( 7 )   1664 - 1667   2015年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Palladium-containing macrocycle catalysts (PdMCs) with different ring sizes ranging from 24 to 30 members were synthesized. The intramolecular hydroamination of an allylurethane (AU) catalyzed by PdMCs proceeded efficiently to afford the corresponding oxazolidinone (OZ) in 95% isolated yield. The dependence of the hydroamination of AU to OZ on the cavity size indicated that the reaction rate was clearly controlled by both substrate uptake and product release steps.

    DOI: 10.1021/acs.orglett.5b00378

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  • Exact helical polymer synthesis by a two-point-covalent-linking protocol between C-2-chiral spirobifluorene and C-2- or C-s-symmetric anthraquinone monomers 査読 国際誌

    Zhaozhong Yi, Hitoshi Okuda, Yasuhito Koyama, Ryota Seto, Satoshi Uchida, Hiromitsu Sogawa, Shigeki Kuwata, Toshikazu Takata

    CHEMICAL COMMUNICATIONS   51 ( 52 )   10423 - 10426   2015年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ROYAL SOC CHEMISTRY  

    Two types of one-handed exact helical polymers, coil- and screw-shaped polymers, were synthesized by the two-point-covalent-linking protocol using C-2-chiral spirobifluorene (SBF) and C-2- or C-s-symmetric anthraquinone spacers. Central to this protocol is a new aromatic ring-forming reaction based on the stepwise reductive cyclization of bis(aryloxy group)-substituted anthraquinone derivatives. The helical structures of the polymers annulated by aromatic skeletons exhibited high thermal stability attributed to the rigid C-2-chiral SBF units and the covalently two-point-connected structure.

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  • Synthesis and Properties of Poly(phenyleneethynylene)s Bearing Perylene Moieties at the Side Chains 査読

    Akinobu Hashimoto, Yu Miyagi, Hiromitsu Sogawa, Shunsuke Yamamoto, Fumio Sanda

    CHEMISTRY LETTERS   43 ( 10 )   1622 - 1624   2014年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    The Sonogashira-Hagihara coupling polymerization of D-hydroxyphenylglycine-based diiodo monomers 1 and 2 with p-diethynylbenzene gave novel optically active poly(phenyleneethynylene)s 3 and 4 bearing perylene moieties with number-average molecular weights (M-n's) of 4800 and 3700 in 39% and 57% yields. The CD and UV-vis spectroscopic analysis revealed that polymer 3 formed folded helical structures in various solvents, while polymer 4 did not. UV-vis and fluorescence spectroscopic analysis indicated the presence of energy transfer from the phenyleneethynylene main chain to perylene side chains.

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  • Synthesis of Optically Active Conjugated Polymers Bearing m-Terphenylene Moieties by Acetylenic Coupling Polymerization: Chiral Aggregation and Optical Properties of the Product Polymers 査読

    Yu Miyagi, Hiromitsu Sogawa, Masashi Shiotsuki, Fumio Sanda

    MACROMOLECULES   47 ( 5 )   1594 - 1603   2014年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    The acetylenic coupling polymerization of D-hydroxyphenylglycine-derived m-terphenylene diynes 1-5 using Pd/Cu catalyst gave the corresponding polymers [poly(1)-poly(5)] with M-n = 12 000-60 000 in 53-89% yields. The polymers were soluble in THF and DMF. CD and UV-vis spectroscopic analysis revealed that p,p'-phenyleneethynylene-linked poly(1), poly(3), and poly(5) formed chiral higher-order structures in THF/H2O mixtures, while m,m'-phenyleneethynylene-linked poly(2) and poly(4) did not. The sign of CD signal of poly(1) was reasonably predicted by time-dependent density functional calculations of the model system. The polymers emitted fluorescence with quantum yields ranging from 0.2-14.8%.

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  • Synthesis of novel optically active poly(phenyleneethynylene- aryleneethynylene)s bearing hydroxy groups. Examination of the chiroptical properties and conjugation length 査読

    Hiromitsu Sogawa, Yu Miyagi, Masashi Shiotsuki, Fumio Sanda

    Macromolecules   46 ( 22 )   8896 - 8904   2013年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Novel optically active poly(phenyleneethynylene-aryleneethynylene)s bearing hydroxy groups with various arylene units [poly(1-2), poly(1-3a), poly(1-3b), poly(1-4)] were synthesized by the Sonogashira-Hagihara coupling polymerization of (S)-3,5-diiodo-4-hydroxy-C6H4CONHCH(CH 3)COOC12H25 (1) with HCî -C-Ar-Cî -CH [2 (Ar = 1,4-phenylene), 3a (Ar = 2,7-naphthylene), 3b (Ar = 1,4-naphthylene) and 4 (Ar = 1,6-pyrenylene), and the optical properties were compared. Polymers with number-average molecular weights (Mn) of 5,300-11,300 were obtained in 88-94% yields. CD and UV-vis spectroscopic analysis revealed that all the polymers formed predominantly one-handed helical structures in THF. The order of absorption maxima (λmax) of the polymers was poly(1-3a) < poly(1-2) < poly(1-3b) < poly(1-4). Poly(1-2), poly(1-3a), poly(1-3b), and poly(1-4) emitted blue, purplish blue, green and yellow fluorescence, respectively. © 2013 American Chemical Society.

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  • Synthesis of Optically Active Poly(m-phenyleneethynylene- aryleneethynylene)s Bearing Hydroxy Groups and Examination of the Higher Order Structures 査読

    Hiromitsu Sogawa, Masashi Shiotsuki, Takehiro Hirao, Takeharu Haino, Fumio Sanda

    MACROMOLECULES   46 ( 20 )   8161 - 8170   2013年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Novel optically active poly(m-phenyleneethynylene-aryleneethynylene)s bearing hydroxy groups with various arylene units {poly[(S)-/(R)-1-3a]-poly[(R)-1-3e] and poly[(S)-2-3a]} were synthesized by the Sonogashira-Hagihara coupling polymerization of 3,5-diiodo-4-hydroxy-C6H4CONHCH(CH3)COXC12H25 [(S)-/(R)-1 (X = O), (S)-2 (X = NH)] with HC C Ar-C CH [3a (Ar = 1,4-C6H4), 3b (Ar = 1,4-C6H4-1,4-C6H4-), 3c (Ar = 1,4-C6H4-1,4-C6H4-1,4-C6H4-), 3d (Ar = 2,5-dihexyl-1,4-C6H2), 3e (Ar = 2,5-didodecyl-1,4-C6H2)]. The yields and number-average molecular weights of the polymers were in the ranges 60-94% and 7,000-29,500 with no correlation between the yield and the M-n. Circular dichroism (CD), UV-vis, and fluorescence spectroscopic analyses indicated that poly[(S)-1-3a] poly[(S)-1-3c] and poly[(S)-2-3a] formed predominantly one-handed helical structures in THF, while poly[(S)-1-3d] and poly[(S)-1-3e] showed no evidence for forming chirally ordered structures. All polymers emitted blue fluorescence. The solution state IR measurement revealed the presence of intramolecular hydrogen bonding between the amide groups at the side chains of poly[(S)-1-2a]. The helical structures and helix-forming abilities of the polymers were analyzed by the molecular mechanics (MM), semiempirical molecular orbital (MO) and density functional theory (DFT) methods. Tube-like structures, presumably formed by perpendicular aggregation of the helical polymers, were observed by atomic force microscopy (AFM).

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  • Synthesis and photoresponse of helically folded poly(phenyleneethynylene)s bearing azobenzene moieties in the main chains 査読

    Hiromitsu Sogawa, Masashi Shiotsuki, Fumio Sanda

    Macromolecules   46 ( 11 )   4378 - 4387   2013年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Novel optically active poly(phenyleneethynylene)s bearing azobenzene moieties in the main chains [poly(1-2m), poly(1-2p)] were synthesized by the Sonogashira-Hagihara coupling polymerization of 3′,5′-diiodo- 4′-hydroxy-N-α-tert-butoxycarbonyl-d-phenylglycine hexylamide (1) with 3,3′-diethynylazobenzene (2m) and 4,4′-diethynylazobenzene (2p). The corresponding polymers [poly(1-2m), poly(1-2p)], with number-average molecular weights of 10700 and 9400, were obtained in 70% and 86% yields, respectively. CD and UV-vis spectroscopic analyses revealed that poly(1-2m) and poly(1-2p) formed predominantly one-handed helically folded structures in CHCl3/THF mixtures. Poly(1-2m) underwent a reversible conformational change between folded and unfolded structures upon UV and visible irradiation, as a result of trans-cis isomerization of the azobenzene moieties. On the other hand, poly(1-2p) showed very little conformational transformation or azobenzene isomerization. The formation of helical structures was supported by conformational analysis based on the molecular mechanics (MM), semiempirical molecular orbital (MO), and density functional theory (DFT) methods. © 2013 American Chemical Society.

    DOI: 10.1021/ma4002947

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  • Stabilization of higher-order structure of poly(phenyleneethynylene)s by metathesis polymerization at the side chains 査読

    Akinobu Hashimoto, Hiromitsu Sogawa, Masashi Shiotsuki, Fumio Sanda

    POLYMER   53 ( 13 )   2559 - 2566   2012年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Novel poly(m-phenyleneethynlene-p-phenyleneethynylene)s bearing polymerizable diene or norbornene groups were synthesized by the Sonogashira-Hagihara coupling polymerization of the corresponding D-hydroxyphenylglycine-derived diiodo monomers with p-diethynylbenzene. These polymers exhibited strong Cotton effects derived from a predominantly one-handed helical conformation in CHCl3 and tetrahydrofuran, but exhibited weak or no Cotton effects in N,N-dimethylformamide. The metathesis polymerization of the diene and norbornene moieties was performed at the side chains of the polymers under diluted conditions in the presence of a chain-transfer agent, if necessary. The reaction took place intramolecularly, which was confirmed by size exclusion chromatography (SEC) measurements. The polymers exhibited stronger Cotton effects even in polar media after the intramolecular crosslinking, which indicated stabilization of the predominantly one-handed helical structures. (c) 2012 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2012.04.028

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  • a-Propargyl amino acid-derived optically active novel substituted polyacetylenes: Synthesis, secondary structures, and responsiveness to ions 査読

    Hiromitsu Sogawa, Masashi Shiotsuki, Fumio Sanda

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY   50 ( 10 )   2008 - 2018   2012年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY  

    Novel optically active substituted acetylenes HC? CCH2CR1(CO2CH3)NHR2 [(S)-/(R)-1: R1 = H, R2 = Boc, (S)-2: R1 = CH3, R2 = Boc, (S)-3: R1 = H, R2 = Fmoc, (S)-4: R1 = CH3, R2 = Fmoc (Boc = tert-butoxycarbonyl, Fmoc = 9-fluorenylmethoxycarbonyl)] were synthesized from a-propargylglycine and a-propargylalanine, and polymerized with a rhodium catalyst to provide the polymers with number-average molecular weights of 240038,900 in good yields. Polarimetric, circular dichroism (CD), and UVvis spectroscopic analyses indicated that poly[(S)-1], poly[(R)-1], and poly[(S)-4] formed predominantly one-handed helical structures both in polar and nonpolar solvents. Poly[(S)-1a] carrying unprotected carboxy groups was obtained by alkaline hydrolysis of poly[(S)-1], and poly[(S)-4b] carrying unprotected amino groups was obtained by removal of Fmoc groups of poly[(S)-4] using piperidine. Poly[(S)-1a] and poly[(S)-4b] also exhibited clear CD signals, which were different from those of the precursors, poly[(S)-1] and poly[(S)-4]. The solution-state IR measurement revealed the presence of intramolecular hydrogen bonding between the carbamate groups of poly[(S)-1] and poly[(S)-1a]. The plus CD signal of poly[(S)-1a] turned into minus one on addition of alkali hydroxides and tetrabutylammonium fluoride, accompanying the red-shift of ?max. The degree of ?max shift became large as the size of cation of the additive. (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

    DOI: 10.1002/pola.25975

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  • Synthesis, Chiroptical Properties, and Photoresponsiveness of Optically Active Poly(m-phenyleneethynylene)s Containing Azobenzene Moieties 査読

    Hiromitsu Sogawa, Masashi Shiotsuki, Hideki Matsuoka, Fumio Sanda

    MACROMOLECULES   44 ( 9 )   3338 - 3345   2011年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    The Sonogashira-Hagihara coupling polymerization of 3',5'-diiodo-4'-hydroxy-N-alpha-tert-butoxycarbonyl-D-phenylglycine ethyl-, hexyl-, and laurylamides 1a-c with p-nonsubstituted, cyano, hexyl, and methoxy 3,5-diethynylazobenzenes 2a-d was carried out to obtain optically active novel poly(m-phenyleneethynylene) with M-w values in the range from 6900 to 15 400 in 62-84% yields. CD and UV-vis spectroscopic data indicated that the polymers adopted thermally stable helical conformations in CH2Cl2 and N,N-dimethylformamide. Poly-(1b-2a) further formed a chirally aggregated structure. The azobenzene moieties of the polymers underwent reversible photoisomerization upon UV- and visible-light irradiation, accompanying the changes of the higher-order structures.

    DOI: 10.1021/ma200281e

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  • Tyrosine-based poly(m-phenyleneethynylene-p-phenyleneethynylene)s. Helix folding and responsiveness to a base 査読

    Ruiyuan Liu, Hiromitsu Sogawa, Masashi Shiotsuki, Toshio Masuda, Fumio Sanda

    POLYMER   51 ( 11 )   2255 - 2263   2010年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    The Sonogashira-Hagihara polymerization of 3',5'-diiodo-N-alpha-tert-butoxycarbonyl-L-tyrosine methyl ester (1) and 3',5'-diiodo-N-alpha-tert-butoxycarbonyl-O-methyl-L-tyrosine methyl ester (2) with para-diethynylbenzene (3) was carried out to obtain optically active poly(m-phenyleneethynylene-p-phenyleneethynylene)s [poly(1) and poly(2)] with M-n's ranging from 9900 to 15,000 in 80-87% yields. Poly (1) exhibited intense CD signals in DMSO and THF, but did not in CH2Cl2, indicating that it took a predominantly one-handed helical conformation in the former two solvents. On the other hand, there was no evidence for poly(2) to take a helical structure in these solvents. Poly(1) turned the CD sign at 390 nm from plus to minus in DMSO/H2O = 9/1 (v/v) by the addition of NaOH. Alkaline hydrolysis of ester moieties of poly(1) and poly(2) gave the corresponding polymers having carboxy groups [poly(1a) and poly(2a)]. Poly(1a) and poly(2a) increased the CD intensity by the addition of NaOH. (C) 2010 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2010.03.048

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  • Synthesis and Properties of Conjugated Polymers Containing 3,9-Carbazolylene and Silylenevinylene Moieties in the Main Chain 査読

    Tatsuya Sasan, Hiromitsu Sogawa, Kosaku Tamura, Masashi Shiotsuki, Toshio Masuda, Fumio Sanda

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY   48 ( 8 )   1815 - 1821   2010年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY  

    Novel conjugated polymers containing 3,9-carbazolylene and silylenevinylene moieties were synthesized by the hydrosilylation polymerization of 1,4-bis(3-ethynyl-9-carbazolyl)benzene (1) with various bis(hydrosilane)s or dihydrosilanes using a rhodium catalyst. Polymers with weight-average molecular weights ranging from 5400 to 20,000 were obtained in 55-97% yields by the polyaddition with a rhodium catalyst in toluene at 25 degrees C for 24 h. All the polymers were soluble in CHCl3 and THF, and had predominantly trans-structures. The polymers exhibited lambda(max) at a longer wavelength region than 1, and emitted fluorescence in 14-50% quantumn yields. The polymers were oxidized and reduced in the region of 0.4-1.6 V, and thermally stable up to 200 C under air. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1815-1821, 2010

    DOI: 10.1002/pola.23950

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  • Synthesis and properties of amino acid-derived optically active photo-responsive polymers 査読

    Hiromitsu Sogawa, Kayo Terada, Toshio Masuda, Fumio Sanda

    POLYMER BULLETIN   63 ( 6 )   803 - 813   2009年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER  

    Optically active azobenzenedicarboxylic acids were synthesized from l-alanine, and the polycondensation of the diacids with o-, m-, p-xylylenediols, 5-norbornene-2,3-endo,endo- and exo,exo-dimethanols, m-, p-xylylenediamines, and trans-1,4-cyclohexanediamine was carried in N,N-dimethylformamide. Polymers with weight-average molecular weights of 3,300-33,700 were obtained in 63%-quantitative yields. All the polymers reversibly isomerized the azobenzene units from trans to cis and vice versa upon UV- and visible-light irradiations. The polymers exhibited no evidence for the formation of a chiral secondary structure.

    DOI: 10.1007/s00289-009-0121-4

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▼全件表示

書籍等出版物

  • Click Polymerization

    高田 十志和, 小山 靖人, 曽川 洋光( 担当: 共著 範囲: Metal-Free Click Polymerisation of Nitrile N-Oxide Available for Various Dipolarophiles)

    RSC publishing  2018年8月 

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  • Conjugated objects : developments, synthesis, and applications

    曽川 洋光, 中薗 和子, 高田 十志和( 担当: 共著 範囲: Synthesis, Structures and Functions of Helical pi-Conjugated Polymers)

    Pan Stanford Publishing  2017年  ( ISBN:9789814774031

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    記述言語:英語  

    CiNii Books

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  • Encyclopedia of polymeric nanomaterials : set

    高田 十志和, 曽川 洋光( 担当: 共著 範囲: Crown Ether-based Supramolecular Polymers)

    Springer  2015年  ( ISBN:9783642296475

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    記述言語:英語  

    CiNii Books

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  • ゲルテクノロジーハンドブック―機能設計・評価・シミュレーションから製造プロセス・製品化まで

    高田 十志和, 曽川 洋光, 中野 義夫( 担当: 共著 範囲: 架橋点可動型ゲルの合成と特性)

    エヌティーエス  2014年10月  ( ISBN:486469074X

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    総ページ数:835  

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MISC

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    樋口和輝, 山本浩司, 曽川洋光, 高田十志和

    高分子学会予稿集(CD-ROM)   67 ( 1 )   2018年5月

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  • 二官能性安定脂肪族ニトリルN‐オキシドを用いる無触媒架橋

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    2018年5月

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    2018年5月

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    行木陸, 山本浩司, 曽川洋光, 高田十志和

    2018年5月

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  • ロタキサン架橋ビニルポリマーの強靭化および機能化

    澤田隼, 青木大輔, 曽川洋光, 高田十志和

    2018年5月

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  • 不飽和ポリエステルと環状パラジウム錯体からなる高分子[2]ロタキサンの合成

    廣飯美耶, 曽川洋光, 高田十志和

    2018年3月

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  • 環状パラジウム触媒を用いたジフェニルアセチレン類のブロモアリル化反応

    行木陸, 山本浩司, 曽川洋光, 高田十志和

    2018年3月

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  • 配位サイトを内孔に有するピンサー型環状ルテニウム錯体の合成と構造

    佐藤弘樹, 曽川洋光, 塚本匡, 高田十志和

    2018年3月

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  • 安定ニトリルN‐オキシドの反応性に及ぼす置換基効果

    石井歩, 筒場豊和, 曽川洋光, 高田十志和

    2018年3月

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  • NCNピンサー型配位子を有する環状プラチナ錯体の合成,構造及び触媒活性

    樋口和輝, 山本浩司, 曽川洋光, 高田十志和

    2018年3月

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  • シクロデキストリン含有ロタキサン架橋高分子のセルロースナノファイバーを用いた強靭化

    飯島圭祐, 青木大輔, 曽川洋光, 高田十志和

    2017年11月

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  • ニトリル‐N‐オキシド反応剤を用いるエラストマーの無触媒架橋

    池田立人, 筒場豊和, 曽川洋光, 高田十志和

    2017年11月

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    2017年11月

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  • ロタキサン型超分子架橋剤を用いた架橋点可動型エラストマーの高効率合成

    曽川洋光, 澤田隼, 谷美紗子, 高田十志和

    2017年11月

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  • 新規クリック反応剤:安定ニトリルN‐オキシドの合成,構造及び無触媒分子連結

    筒場豊和, 曽川洋光, 高田十志和

    2017年9月

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    2017年9月

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  • 環状遷移金属錯体を用いた高効率高分子変換

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    2017年9月

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    2017年9月

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  • ニトリル‐N‐オキシド含有ロタキサン型反応剤を用いたロタキサン架橋エラストマーの簡便合成

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    2017年5月

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  • 環状パラジウム触媒を用いる選択的クロスカップリング重縮合

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    2017年5月

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  • 二官能性脂肪族ニトリルN‐オキシドによる無触媒クリック重合

    筒場豊和, 曽川洋光, 高田十志和

    2017年5月

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  • ビニルポリマーを軸成分とする環状パラジウム錯体型高分子[2]ロタキサンの合成

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    2017年5月

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  • 高分子担持型環状パラジウム触媒の合成と触媒能

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    2017年5月

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  • Pd含有マクロサイクル触媒を用いるプロパルギルウレタンの分子内ヒドロアミノ化反応

    廣瀬拓真, 山本浩司, 曽川洋光, 高田十志和

    2017年3月

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  • ニトリル‐N‐オキシド基含有ロタキサン型反応剤の合成と無触媒架橋

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    2017年3月

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  • 高分子担持型環状パラジウム触媒の合成

    行木陸, 山本浩司, 曽川洋光, 高田十志和

    2017年3月

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  • 環状パラジウム触媒を用いるクロスカップリング反応:環状構造の効果

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    日本化学会春季年会講演予稿集(CD-ROM)   97th   2017年3月

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    2017年3月

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    曽川洋光, 筒場豊和, 谷美紗子, 高田十志和

    2016年10月

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  • 新規クリック反応剤:ニトリルN‐オキシドの構造と反応性

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    2016年9月

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  • 新規クリック反応剤ニトリル‐N‐オキシドの反応性に及ぼす構造効果

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    2016年9月

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    2016年8月

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  • 環状パラジウム錯体含有高分子[2]ロタキサンの合成とその結晶化挙動

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    2016年8月

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    水野舜也, 小川真広, 青木大輔, 曽川洋光

    2016年8月

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    2016年8月

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  • ニトリル‐N‐オキシド基含有ロタキサン反応剤の合成とエラストマーの無触媒改質

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    2016年5月

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    曽川洋光, 高松将平, 高田十志和

    2016年5月

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  • 光開裂性基含有安定ニトリル‐N‐オキシド反応剤の合成とエラストマーの無触媒修飾

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    2016年5月

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  • ラジカル重合による高分子ニトリルN‐オキシドの合成とクリック反応

    筒場豊和, 曽川洋光, 高田十志和

    2016年5月

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  • アミノ酸含有ニトリル‐N‐オキシドの合成とクリック反応

    曽川洋光, 高松将平, 筒場豊和, 高田十志和

    2016年5月

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  • 環状パラジウム錯体含有高分子[2]ロタキサンの合成と輪成分の運動性評価

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    2016年5月

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  • ニトリルN‐オキシド基含有ロタキサン反応剤の合成とclick反応への応用

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    2016年5月

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  • 高分子ニトリル‐N‐オキシドの合成と効率的無触媒高分子連結への応用

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    2016年3月

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  • ニトリル‐N‐オキシド基含有ロタキサン型連結剤の合成とクリック反応

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    2016年3月

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受賞

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  • 2020年度高分子研究奨励賞

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    配分額:4290000円 ( 直接経費:3300000円 、 間接経費:990000円 )

    エラスチンやレジリンに代表される弾性タンパク質は、合成ゴムと同程度の弾性率を示しながらもそれを凌ぐ高い復元力を示す。本申請研究では化学酵素反応を利活用することで、弾性タンパク質中に頻出する鍵アミノ酸配列を模倣したポリペプチドを合成する。今年度は先述の鍵アミノ酸配列とし、グリシン-プロリン-グリシンのトリペプチド骨格を採用し、これとチロシンとの酵素共重合を検討した。プロテアーゼの一種であるパパインを触媒に用い、トリペプチドとチロシンのエチルエステル誘導体を、仕込み比を変えながら、リン酸緩衝溶液中、40℃の条件で反応させたところ、対応するポリペプチドが析出物として得られた。NMR、MALDI-TOF MS分析の結果、得られたポリペプチドは概ね仕込み比と一致した組成比からなる共重合体であることが分かった。次いで、得られたポリペプチドを蚕由来シルクの化学ゲル合成の架橋剤に応用し、ゲル化速度、力学特性を引張試験、動的粘弾性試験により評価した。その結果、(i) 架橋剤中のチロシン残基の割合が増加するに従いゲル化速度が速くなる、(ii) トリペプチド構造の割合が増加するに従いレジリエンスが向上することが明らかとなった。このことから、架橋剤中のアミノ酸配列を適切にチューニングすることで、得られるシルクゲルの異なるパラメータを同時に調節可能であることがわかった。加えて、得られたシルクゲルはポリペプチド架橋剤を添加した場合も、添加前とほぼ同程度の細胞毒性を示すことが分かった。

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  • 可動型架橋点構造を有するロタキサン型ポリウレタンの開発と特性評価

    2018年4月 - 2019年3月

    一般財団法人ポリウレタン国際技術振興財団  第3回研究助成 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • Pd含有高分子[2]ロタキサンの構成成分の運動性

    2017年12月

    矢崎科学技術振興記念財団  2017年度国際交流援助 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • 高反応性超分子架橋剤を用いたロタキサン架橋高分子の高効率合成と機能創出

    2016年4月 - 2019年3月

    科学研究費補助金  若手研究(B) 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • 高反応性超分子架橋剤を用いたロタキサン架橋高分子の高効率合成と機能創出

    研究課題/領域番号:16K17955  2016年4月 - 2019年3月

    日本学術振興会  科学研究費助成事業 若手研究(B)  若手研究(B)

    曽川 洋光, 高田 十志和

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    配分額:4160000円 ( 直接経費:3200000円 、 間接経費:960000円 )

    本研究では汎用高分子に可動型架橋点構造を簡便且つ効率的に組み込むこと手法を確立し、既存高分子に強靱性・伸張性を付与した新素材を創出することを目指した。高反応性官能基としてビニル基やニトリル-N-オキシド基を組み込んだロタキサン型架橋剤を設計し、これを共重合および後架橋反応に用いることで、強靱性が増した汎用高分子を効率的に得た。また物理架橋点を形成するセグメント化ポリウレタン中においても、高い可動性を有するロタキサン構造を導入することで強靱化が達成できることを明らかとした。

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  • イオン性ニトリル-N-オキシド反応剤の開発とイオン性高分子材料の高効率合成

    2016年4月 - 2017年3月

    一般財団法人イオン工学振興財団  平成28年度研究助成 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • 高反応性ニトリルオキシド含有ロタキサン架橋剤の合成と汎用エラストマーへの展開

    2015年4月 - 2016年3月

    公益財団法人江野科学振興財団  第27回(平成27年度)研究助成 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • 空間結合で連結されたキラル架橋体の合成とキラル分割剤への応用展開

    2014年10月 - 2015年9月

    泉科学技術財団  平成26年度研究助成 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • ロタキサン構造の動的特性を活用した共役高分子の光学特性制御

    2014年4月 - 2016年3月

    みずほ学術振興財団  第57回工学研究助成 

    曽川 洋光

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    担当区分:研究代表者  資金種別:競争的資金

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  • 高次構造の制御された新規光学活性高分子および超分子の合成と機能評価

    研究課題/領域番号:12J05760  2012年

    日本学術振興会  科学研究費助成事業 特別研究員奨励費  特別研究員奨励費

    曽川 洋光

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    配分額:900000円 ( 直接経費:900000円 )

    本研究では,アミノ酸より得られる、親水性内部空間を有するらせん構造を形成するポリマーを合成し、生成ポリマーの光学特性,刺激応答性,液晶性,分子認識性などの新規機能性高分子としての機能評価を目的としている。今年度は具体的に以下のような内容について検討を行った。まず、主鎖にアゾベンゼン部位を有する新規光応答性ポリフェニレンエチニレン、種々の共役ユニットからなる異なる共役持続長を有するポリフェニレンエチニレンおよび側鎖に重合性部位を有するポリフェニレンエチニレンの合成を行った。今回新たに合成したポリマーはいずれも非極性溶媒中で、親水性内部空間を有するらせん構造を形成することを種々の測定により明らかにした。アゾベンゼンを有するポリマーは光照射に応答して、その高次構造を大きく変化することを見出した。種々の共役長を有するポリマーはその共役ユニットの違いにより、それぞれ異なる内孔の大きさのらせん構造を形成することを見出し、その共役長により異なる蛍光色を示すことを明らかとした。さらに、側鎖に重合性部位を有するポリマーではらせん構造を側鎖間の反応によって、固定化できることを見出した。さらに、α-プロパルギルアミノ酸より合成した新規置換ポリアセチレン誘導体が、イオン応答性を示し、また二次構造の変化に伴うソルバトクロミズムを示すことも明らかとした。これらの結果は親水性内部空間を有するらせん高分子の設計指針およびその構造の応用に関して多くの知見を得るものであり、研究の進展に非常に有益なものであったと考えられる。

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  • 微小管状高分子を基盤とする動的超分子マテリアルの創成と制御

    研究課題/領域番号:23245031  2011年4月 - 2015年3月

    日本学術振興会  科学研究費助成事業 基盤研究(A)  基盤研究(A)

    高田 十志和, 小山 靖人, 打田 聖, 曽川 洋光

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    配分額:49790000円 ( 直接経費:38300000円 、 間接経費:11490000円 )

    生体系にみられる「分子を一方向に移動・回転する分子モーター」を人工系で可能にすることを目指し、本研究では微小管状高分子やロタキサンといった運動モードの異なる分子素子を組み合わせてマクロな運動系の構築を行った。具体的には1) 剛直なキラルユニットの連結による微小管状高分子の構築と内孔の応用、2) ロタキサン素子の構築と複合化、3) 分子モーターの創成、4) 分子モーターと有機・無機材料との複合化による運動マテリアルの創成 を行った。

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