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Creation and function of extremely small photoswitch having axial chirality

Research Project

Project/Area Number 16K13976
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Functional solid state chemistry
Research InstitutionYokohama National University

Principal Investigator

Ubukata Takashi  横浜国立大学, 大学院工学研究院, 准教授 (00344028)

Project Period (FY) 2016-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2017: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2016: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Keywordsフォトクロミズム / 電子環状反応 / 軸不斉 / 光物性 / キラリティ / コレステリック液晶
Outline of Final Research Achievements

We have designed and synthesized a series of novel chiral photoswitch having a hexatriene structure in which an ethenyl group is introduced into the axially asymmetric binaphthyl skeleton. These compounds showed thermally reversible photochromism between hexatriene and cyclohexadiene. The original helix of the hexatriene structure was maintained in the process of ring-closing reaction by ultraviolet light and subsequent ring-opening reaction by heat, while helix-inverted hexatriene was generated at a certain ratio in ring-opening reaction by visible light. Different chiral selectivity was admitted between the photoreaction and thermal reaction.

Report

(3 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • Research Products

    (34 results)

All 2018 2017 2016 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Acknowledgement Compliant: 1 results) Presentation (26 results) (of which Int'l Joint Research: 9 results,  Invited: 3 results) Book (1 results) Remarks (2 results)

  • [Journal Article] Chirality and stereoselectivity in photochromic reactions2018

    • Author(s)
      Nakagawa Tetsuya、Ubukata Takashi、Yokoyama Yasushi
    • Journal Title

      J. Photochem. Photobiol., C: Photochem. Rev.

      Volume: 34 Pages: 152-191

    • DOI

      10.1016/j.jphotochemrev.2017.12.004

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Rapid decoloration of photochromic 3H-naphthopyran attached to three-dimensional poly(dimethylsiloxane) network2018

    • Author(s)
      T. Ubukata, Y. Ozawa, M. Saito, K. Hiwatari, Y. Yokoyama
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 91 Issue: 4 Pages: 563-570

    • DOI

      10.1246/bcsj.20170396

    • NAID

      130006707607

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 126Photochromism and Fluorescent Properties of Bisbenzothienylethene and S,S,S’,S’-Tetraoxide Derivatives with Dual Conjugated Fluorescent Groups on Their Side Chains2018

    • Author(s)
      Katsuhiro Watanabe, Takashi ubukata, Yasushi Yokoyama
    • Journal Title

      Photochem. Photobiol. Sci.

      Volume: 17 Issue: 6 Pages: 711-717

    • DOI

      10.1039/c8pp00050f

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Indolylbenzothiadiazoles with Varying Substituents on the Indole Ring: A Systematic Study on the Selfrecovering Mechanochromic Luminescence2017

    • Author(s)
      Suguru Ito, Tomohiro Taguchi, Takeshi Yamada, Takashi Ubukata, Yoshitaka Yamaguchi, Masatoshi Asami
    • Journal Title

      RSC Adv.

      Volume: 7 Issue: 28 Pages: 16953-16962

    • DOI

      10.1039/c7ra01006k

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Highly Sensitive Formation of Stable Surface Relief Structures in Bisanthracene Films with Spatially Patterned Photopolymerization2016

    • Author(s)
      Takashi Ubukata, Megumi Nakayama, Taishi Sonoda, Yasushi Yokoyama, Hideyuki Kihara
    • Journal Title

      ACS Appl. Mater. Interfaces

      Volume: 8 Issue: 34 Pages: 21974-21978

    • DOI

      10.1021/acsami.6b07943

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Novel photochromic chiral dopant having bisanthracene units2017

    • Author(s)
      Rino Yokokura, Takashi Ubukata
    • Organizer
      28th International Symposium on Photochemistry (ICP2017)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Novel Photochromic Compounds Incorporated with a Binaphthyl Unit for Chiral Control2017

    • Author(s)
      Takashi Ubukata, Ryuji Kato, Yuichi Iiyoshi, Yasushi Yokoyama
    • Organizer
      12th Phenics International Network Symposium
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ビナフチル部位を持つ6π共役系のキラルフォトクロミズム2017

    • Author(s)
      飯吉 優一・加藤 竜二・生方 俊
    • Organizer
      2017年光化学討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ビナフチル化合物6π電子環状反応におけるキラリティの維持と反転2017

    • Author(s)
      飯吉 優一・加藤 竜二・生方 俊
    • Organizer
      第7回CSJ化学フェスタ2017
    • Related Report
      2017 Annual Research Report
  • [Presentation] ビナフチル誘導体の光・熱反応におけるキラリティの維持と反転2017

    • Author(s)
      古谷正樹・飯吉優一・加藤竜二・生方俊
    • Organizer
      第13回ナノテク交流シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] ビスアントラセンに基づいたステルスフォトクロミズム2017

    • Author(s)
      小林 真緒・横倉 梨乃・生方 俊
    • Organizer
      日本化学会 第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ビナフチル誘導体のジアステレオ選択的フォトクロミズム2017

    • Author(s)
      飯吉優一、加藤竜二、生方 俊
    • Organizer
      第12回ナノテク交流シンポジウム
    • Place of Presentation
      横浜市立大学八景島キャンパス
    • Related Report
      2016 Research-status Report
  • [Presentation] ビスロフィン誘導体の特性評価および表面レリーフ形成2017

    • Author(s)
      畑瀬真幸、豊田雅人、生方 俊
    • Organizer
      第12回ナノテク交流シンポジウム
    • Place of Presentation
      横浜市立大学八景島キャンパス
    • Related Report
      2016 Research-status Report
  • [Presentation] 二つのアントリル基を有する化合物の薄膜中での光反応2017

    • Author(s)
      丸本康太、園田泰史、生方 俊
    • Organizer
      第12回ナノテク交流シンポジウム
    • Place of Presentation
      横浜市立大学八景島キャンパス
    • Related Report
      2016 Research-status Report
  • [Presentation] フォトクロミズム-メカニカル機能への展開2017

    • Author(s)
      生方 俊
    • Organizer
      色材セミナー2017「機能性色素の最新開発動向と応用事例」
    • Place of Presentation
      名古屋市工業研究所
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] フォトクロミック化合物を用いた表面レリーフ形成2017

    • Author(s)
      生方 俊
    • Organizer
      東京理科大学 平成28年度界面科学研究部門シンポジウム
    • Place of Presentation
      東京理科大学神楽坂キャンパス
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] Photofomation of Surface Relief Gratings on Diacetylene Derivative Film2016

    • Author(s)
      Youta Iwamoto, Takashi Ubukata
    • Organizer
      The 11th SPSJ International Polymer Conference (IPC2016)
    • Place of Presentation
      Fukuoka International Congress Center
    • Year and Date
      2016-12-13
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Photoformation of Surface Relief in Diacetylene Derivative Films2016

    • Author(s)
      Youta Iwamoto, Takashi Ubukata
    • Organizer
      2nd International Conference on Photoalignment & Photopatterning in Soft Materials (PhoSM)
    • Place of Presentation
      Nagoya University
    • Year and Date
      2016-11-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Photoformation of Surface Relief Grating Using Photopolymerizable Compounds Having Multi-Anthracene Units2016

    • Author(s)
      Taishi Sonoda, Sachiko Imura, Megumi Nakayama, Takashi Ubukata
    • Organizer
      2nd International Conference on Photoalignment & Photopatterning in Soft Materials (PhoSM)
    • Place of Presentation
      Nagoya University
    • Year and Date
      2016-11-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Mechanochromic Luminescence of N-Boc-2,3-Disubstituted Indole Derivatives2016

    • Author(s)
      Suguru Ito, Takeshi Yamada, Tomohiro Taguchi, Takashi Ubukata, Yoshitaka Yamaguchi, Masatoshi Asami
    • Organizer
      12th IUPAC International Conference on Novel Materials and their Synthesis (NMS-XII)
    • Place of Presentation
      Hunan Agricultural University
    • Year and Date
      2016-10-14
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Photoformation of Surface Relief Using Photopolymerizable Bisanthracene2016

    • Author(s)
      Takashi Ubukata
    • Organizer
      12th IUPAC International Conference on Novel Materials and their Synthesis (NMS-XII)
    • Place of Presentation
      Hunan Agricultural University
    • Year and Date
      2016-10-14
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] ジアセチレン誘導体薄膜を用いた表面レリーフの光形成2016

    • Author(s)
      岩本陽太、生方 俊
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      神奈川大学 横浜キャンパス
    • Year and Date
      2016-09-14
    • Related Report
      2016 Research-status Report
  • [Presentation] アントラセン薄膜による光高分子量化反応を利用した表面レリーフ形成2016

    • Author(s)
      井村紗知子、園田泰史、中山 恵、生方 俊
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      神奈川大学 横浜キャンパス
    • Year and Date
      2016-09-14
    • Related Report
      2016 Research-status Report
  • [Presentation] インドリルベンゾチアジアゾール誘導体のメカノクロミック発光2016

    • Author(s)
      伊藤 傑、山田武士、田口智啓、宮崎大輝、生方 俊、山口佳隆、淺見真年
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学 駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] スピロオキサジン結晶薄膜の光によるマイクロパターン形成2016

    • Author(s)
      伊藤茉莉子、生方 俊
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学 駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] 光連結性アントラセン薄膜による表面レリーフの光形成2016

    • Author(s)
      井村紗知子、園田泰史、中山 恵、生方 俊
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学 駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] ジアセチレン薄膜における表面レリーフ形成2016

    • Author(s)
      岩本陽太、生方 俊
    • Organizer
      2016年光化学討論会
    • Place of Presentation
      東京大学 駒場第一キャンパス
    • Year and Date
      2016-09-06
    • Related Report
      2016 Research-status Report
  • [Presentation] 光連結性アントラセン薄膜の光反応誘起表面レリーフ形成2016

    • Author(s)
      生方 俊、園田泰史、井村紗知子、中山 恵
    • Organizer
      第65回高分子年次大会
    • Place of Presentation
      神戸国際会議場・展示場
    • Year and Date
      2016-05-25
    • Related Report
      2016 Research-status Report
  • [Presentation] Photoformation of Surface Relief Grating in Photoresponsive Organic Films2016

    • Author(s)
      Takashi Ubukata
    • Organizer
      Symposium Toward an International Laboratory between France & Japan on Photochemistry
    • Place of Presentation
      フランス大使館
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] N-置換-3-メチルインドリルベンゾチアジアゾール誘導体の合成とそのメカノクロミック発光2016

    • Author(s)
      伊藤 傑、山田武士、田口智啓、生方 俊、山口佳隆、淺見真年
    • Organizer
      第71回有機合成化学協会関東支部シンポジウム
    • Place of Presentation
      東京農工大学
    • Related Report
      2016 Research-status Report
  • [Presentation] 有機フォトクロミズム-フォトメカニカル機能を中心とした最近の研究動向2016

    • Author(s)
      生方 俊
    • Organizer
      第10回次世代先端光科学研究会
    • Place of Presentation
      金沢工業大学 扇が丘キャンパス
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Book] Stimuli-Responsive Interfaces - Fabrication and Application2017

    • Author(s)
      Takashi Ubukata
    • Total Pages
      313
    • Publisher
      Springer Singapore
    • Related Report
      2016 Research-status Report
  • [Remarks]

    • URL

      http://er-web.jmk.ynu.ac.jp/html/UBUKATA_Takashi/ja.html

    • Related Report
      2017 Annual Research Report
  • [Remarks]

    • URL

      http://er-web.jmk.ynu.ac.jp/html/UBUKATA_Takashi/ja.html

    • Related Report
      2016 Research-status Report

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Published: 2016-04-21   Modified: 2019-03-29  

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