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2010 Fiscal Year Final Research Report

Stealth Photochromism based on Electrocyclization

Planned Research

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Project AreaNew Horizons of Photochromism: Customized Molecular Design and Novel Applications
Project/Area Number 19050004
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionYokohama National University

Principal Investigator

YOKOYAMA Yasushi  Yokohama National University, 工学研究院, 教授 (60134897)

Co-Investigator(Kenkyū-buntansha) UBUKATA Takashi  横浜国立大学, 工学研究院, 助教 (00344028)
Project Period (FY) 2007 – 2010
Keywordsフォトクロミズム / 新規分子 / 紫外域フォトクロミズム / 電子環状反応 / ジアステレオ選択性 / 光環化量子収率 / ポリシロキサン / 高速熱戻り反応
Research Abstract

Thermally irreversible stealth photochromic system, which is composed of two colorless states, has been prepared with a short synthetic steps. In addition, a diarylethene which cyclizes photochemically with 100% diastereoselectivity, and a bisthiazolylindenone derivative which cyclizes with high quantum yield, have been synthesized. It has also been showed that the colored form of spirooxazine attached to the cross-linked polysiloxane returns to the stable colorless form with the fast reaction rate as in solution.

  • Research Products

    (61 results)

All 2011 2010 2009 2008 2007 Other

All Journal Article (18 results) (of which Peer Reviewed: 18 results) Presentation (37 results) Book (2 results) Remarks (1 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 1 results)

  • [Journal Article] Photochromic Behavior of a Bisthienylethene Bearing Cu(I)- Phenanthroline Complexes2011

    • Author(s)
      S. Uehara, Y. Hiromoto, S. Minkovska, K. Suzuki, T. Ubukata, Y. Yokoyama
    • Journal Title

      Dyes and Pigments 印刷中

      Pages: DOI:10.1016/j.dyepig.2011.04.003

    • Peer Reviewed
  • [Journal Article] Synthesis of Photochromic 2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)- 1,4- Naphthoquinone Derivatives2011

    • Author(s)
      M. Kose, C. Y. Sekerci, K. Suzuki, Y.Yokoyama
    • Journal Title

      J.Photochem.Photobiol., A, Chem. 219

      Pages: 58-61

    • Peer Reviewed
  • [Journal Article] Alkoxyphenyl-Substituted Symmetric Liquid Crystalline Diamantane Derivatives2011

    • Author(s)
      T. Gushiken, S. Ujiie, T. Ubukata, Y.Yokoyama
    • Journal Title

      Bull.Chem.Soc.Jpn. 84

      Pages: 269-282

    • Peer Reviewed
  • [Journal Article] Highly Diastereoselective Photochromic Ring Closure of Bisbenzothienylethenes Possessing Dual Fluorinated Stereocontrollers2011

    • Author(s)
      Y. Yokoyama, T. Hasegawa, T. Ubukata,
    • Journal Title

      Dyes and Pigments 89

      Pages: 223-229

    • Peer Reviewed
  • [Journal Article] Ultimate diastereoselectivity in the ring closure of photochromic diarylethene possessing facial chirality2010

    • Author(s)
      T. Shiozawa, M. K. Hossain, T. Ubukata, Y. Yokoyama
    • Journal Title

      Chem.Commun. 46

      Pages: 4785-4787

    • Peer Reviewed
  • [Journal Article] Photoinduced Diffusive Mass Transfer in o-Cl-HABI Amorphous Thin Films2010

    • Author(s)
      A. Kikuchi, Y. Harada, M. Yagi, T.Ubukata, Y. Yokoyama, J. Abe
    • Journal Title

      Chem.Commun. 46

      Pages: 2262-2264

    • Peer Reviewed
  • [Journal Article] Fast decoloration of spironaphthooxazine bound to bridged poly(dimethylsiloxane) network2010

    • Author(s)
      T. Gushiken, M. Saito, T. Ubukata, Y.Yokoyama
    • Journal Title

      Photochem.Photobiol.Sci. 9

      Pages: 162-169

    • Peer Reviewed
  • [Journal Article] いかにしてフォトクロミック電子環状反応を立体選択的に行うか2010

    • Author(s)
      横山泰
    • Journal Title

      有機合成化学協会誌 68

      Pages: 52-63

    • Peer Reviewed
  • [Journal Article] Structurally Versatile Novel Photochromic Bisarylindenone and Its Acetal : Achievment of Large Cyclization Quantum Yield2009

    • Author(s)
      K. Morinaka, T. Ubukata, Y. Yokoyama
    • Journal Title

      Org.Lett 11

      Pages: 3890-3893

    • Peer Reviewed
  • [Journal Article] Ultrafast Laser Spectroscopic Study on Photochromic Cycloreversion Dynamics in Fulgide Derivatives : One-photon and Multiphoton-gated Reactions2009

    • Author(s)
      Y. Ishibashi, T. Katayama, C. Ota, S.Kobatake, M. Irie, Y. Yokoyama, H.Miyasaka
    • Journal Title

      New J.Chem. 33

      Pages: 1409-1419

    • Peer Reviewed
  • [Journal Article] Reversible phototriggered micromanufacturing using amorphous photoresponsive spirooxazine film2009

    • Author(s)
      T. Ubukata, S. Fujii, Y. Yokoyama,
    • Journal Title

      J.Mater.Chem. 19

      Pages: 3373-3377

    • Peer Reviewed
  • [Journal Article] Chiral photochromism based on 6π-electrocyclization2009

    • Author(s)
      Y. Yokoyama,
    • Journal Title

      New.J.Chem. 33

      Pages: 1314-1319

    • Peer Reviewed
  • [Journal Article] A unified strategy for exceptionally high diastereos electivity of photochromism of chiral diarylethenes2009

    • Author(s)
      Y. Yokoyama, T. Shiozawa, Y. Tani, T.Ubukata
    • Journal Title

      Angew.Chem.Int.Ed. 48

      Pages: 4521-4523

    • Peer Reviewed
  • [Journal Article] Diamantane: A thread stitching up photochromism and liquid crystals2008

    • Author(s)
      T. Gushiken, M. Kawasaki, T. Sagisaka, T. Ubukata, Y. Yokoyama
    • Journal Title

      Proc.SPIE 7050

      Pages: 70500B-1-70500B-11

    • Peer Reviewed
  • [Journal Article] Dendrimer diarylethenes : Memory effect of conformation in polymer matrices2008

    • Author(s)
      Y. Fujimoto, T. Ubukata, Y. Yokoyama
    • Journal Title

      Chem.Commun.

      Pages: 5755-5757

    • Peer Reviewed
  • [Journal Article] Photoinduced Sruface Relief Structures Doped with Photochromic Spiropyrans2007

    • Author(s)
      T. Ubukata, K. Takahasi, Y. Yokoyama
    • Journal Title

      J.Phys.Org.Chem. 20

      Pages: 981-984

    • Peer Reviewed
  • [Journal Article] Thermally Reversible Novel Photochromic Dihydroindoles2007

    • Author(s)
      N. Eguchi, T. Ubukata, Y. Yokoyama
    • Journal Title

      J.Phys.Org.Chem. 20

      Pages: 851-856

    • Peer Reviewed
  • [Journal Article] Photoinduced Surface Relief Structures Formed on Polymer Films Mixed with Diarylethenes2007

    • Author(s)
      T. Ubukata, S. Yamaguchi, Y. Yokoyama
    • Journal Title

      Chem.Lett. 36

      Pages: 1224-1225

    • Peer Reviewed
  • [Presentation] ヘキサトリエン系フォトクロミック化合物の新規な分子修飾と高性能化2010

    • Author(s)
      横山泰
    • Organizer
      第7回バイオオプティクス研究会
    • Place of Presentation
      東京農工大小金井キャンパス, 東京
    • Year and Date
      2010-12-04
  • [Presentation] ポリマーの中でどうやって光反応・熱反応を高速化するか"2010

    • Author(s)
      横山泰
    • Organizer
      横浜キー テクノロジー創生フォーラム2010
    • Place of Presentation
      横浜情報文化センター, 神奈川
    • Year and Date
      2010-11-02
  • [Presentation] Phototriggered Mass Transfer Induced by Spatial Photoisomerization2010

    • Author(s)
      T.Ubukata
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Photochromism of Novel Arylbutadienes2010

    • Author(s)
      J.Kochi
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Complexation Behavior of Diarylethene Possessing 1, 10-Phenanthroline Moiety2010

    • Author(s)
      Y.Hiromoto
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Photochromism of Novel 3,4-Bisthiazolylcoumarins2010

    • Author(s)
      K.Suzuki
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Photochromism of Novel Bisarylindenols2010

    • Author(s)
      H.Ogawa
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Highly Diastereoselective Photochromic Ring Closure of Diarylethenes with Two Chiral Side Arms2010

    • Author(s)
      T.Hasegawa
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Complete Regulation of Diastereoselectivity in Photochemical Cyclization of Facially Chiral Bisthienylethene2010

    • Author(s)
      Y. Yokoyama
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Photochromic Performance of Spironaphthooxazine Attached to Three-dimensional Polysiloxane Network2010

    • Author(s)
      T.Gushiken
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Phototriggered Micromanufucturing Using Photoresponsible Amorphous Naphthopyran Film2010

    • Author(s)
      K.Tonozuka
    • Organizer
      3rd Japanese-French Joint Seminar on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Photochemical Ring-Closure of Chiral Diarylethenes : An NMR Conformational Analysis2010

    • Author(s)
      S.Delbaere
    • Organizer
      6th International Symposium on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-21
  • [Presentation] Phototriggered Microfabrication of Amorphous Spirooxazine Films2010

    • Author(s)
      T.Ubukata
    • Organizer
      6th International Symposium on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-20
  • [Presentation] Laser-induced Multiphoton Photochromic Reaction Dynamics of Diarylethene and Fulgide Derivatives2010

    • Author(s)
      Y.Ishibashi
    • Organizer
      6th International Symposium on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-20
  • [Presentation] Multiphoton Photochromic Reaction of Diarylethene and Fulgide Derivatives : Correlation of Reaction Yields2010

    • Author(s)
      K.Okuno
    • Organizer
      6th International Symposium on Organic Photochromism
    • Place of Presentation
      日石横浜ホール, 神奈川
    • Year and Date
      2010-10-18
  • [Presentation] 完全なジアステレオ選択的フォトクロミック環化反応を示す面不斉ジアリールエテン2010

    • Author(s)
      横山泰
    • Organizer
      2010年光化学討論会
    • Place of Presentation
      千葉大学, 千葉
    • Year and Date
      2010-09-08
  • [Presentation] フォトクロミック化合物の高性能化-分子構造と分子環境-2010

    • Author(s)
      横山泰
    • Organizer
      第5回分子情報ダイナミクス研究会
    • Place of Presentation
      大阪大学吹田キャンパス銀杏会館, 吹田市
    • Year and Date
      2010-03-30
  • [Presentation] 高性能フォトクロミック化合物の創製2010

    • Author(s)
      横山泰
    • Organizer
      日本化学会第90春季年会第二次先端ウオッチングイブニングセッション
    • Place of Presentation
      近畿大学本部キャンパス, 東大阪市
    • Year and Date
      2010-03-27
  • [Presentation] 電子環状反応におけるステルスフォトクロミズム2010

    • Author(s)
      横山泰
    • Organizer
      科研費特定領域研究「フォトクロミズムの攻究とメカニカル 機能の創出」 第5回公開シンポジウム
    • Place of Presentation
      青山学院大学, 東京
    • Year and Date
      2010-01-22
  • [Presentation] 6π電子環状反応に基づく高性能フォトクロミック系2009

    • Author(s)
      横山泰
    • Organizer
      第8回機能性分子シンポジウム
    • Place of Presentation
      筑波大学学際物質科学研究センター, つくば市
    • Year and Date
      2009-12-19
  • [Presentation] 高立体選択的6π電子系フォトクロミック反応2009

    • Author(s)
      横山泰
    • Organizer
      第5回バイオオプティクス研究会
    • Place of Presentation
      光産業創成大学院大学, 浜松
    • Year and Date
      2009-12-19
  • [Presentation] 超高性能フォトクロミックシステム-高立体選択性と高反応性-2009

    • Author(s)
      横山泰
    • Organizer
      第6回バイオオプティクス研究会
    • Place of Presentation
      北海道大学, 札幌市
    • Year and Date
      2009-12-04
  • [Presentation] Synthesis and Photochromism of Diarylethenes with Exceptionally High Diastereoselectivity2009

    • Author(s)
      Y. Yokoyama
    • Organizer
      The Eleventh International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Rihga Royal Hotel Kyoto, 京都市
    • Year and Date
      2009-11-10
  • [Presentation] Novel High-performance Photochromic Compounds Based on 6π-Electrocyclization Reactions2009

    • Author(s)
      Y. Yokoyama
    • Organizer
      The 6th Korea-Japan Symposium on Frontier Photoscience
    • Place of Presentation
      Chungnam, Korea
    • Year and Date
      2009-11-03
  • [Presentation] High Performance Photochromic Systems Based on 6π-Electrocyclization2009

    • Author(s)
      Y. Yokoyama
    • Organizer
      International Workshop on Organic Photoswitchable Multifunctional Materials
    • Place of Presentation
      Shanghai, China
    • Year and Date
      2009-10-26
  • [Presentation] 電子環状反応に基づくステ ルスフォトクロミズム2009

    • Author(s)
      横山泰
    • Organizer
      特定領域研究「フォトクロミズム」第4回公開シンポジウム
    • Place of Presentation
      北海道大学学術交流会館, 札幌市
    • Year and Date
      2009-09-01
  • [Presentation] A Unified Strategy to Achieve Ultimately High Diastereoselectivity of Photochromism of Diarylethenes2009

    • Author(s)
      Y. Yokoyama
    • Organizer
      XXIVth International Conference on Photochemistry
    • Place of Presentation
      Toledo, Spain
    • Year and Date
      2009-07-21
  • [Presentation] 新規・高性能フォトクロミックシステム2009

    • Author(s)
      横山泰
    • Organizer
      特定領域研究「フォトクロミズム」第3回公開シンポジウム
    • Place of Presentation
      京都テルサ, 京都
    • Year and Date
      2009-01-24
  • [Presentation] Ultimate Diastereoselectivity in Photochromic Diarylethenes2008

    • Author(s)
      Y. Yokoyama
    • Organizer
      Japanese-French Joint Symposium "New horizons of photochromism"
    • Place of Presentation
      Arras, France
    • Year and Date
      2008-10-13
  • [Presentation] The Ultimate Diastereoselectivity of Photochromic Diarylethenes2008

    • Author(s)
      Y. Yokoyama
    • Organizer
      The 2008 Korea-Japan Symposium on Frontier Photosciences
    • Place of Presentation
      Jeju, Korea
    • Year and Date
      2008-09-26
  • [Presentation] 電子環状反応に基づくステルスフォトクロミズム2008

    • Author(s)
      横山泰
    • Organizer
      特定領域研究「フトクロミズム」第2回公開シンポジウム
    • Place of Presentation
      東京大学本郷, 東京
    • Year and Date
      2008-09-22
  • [Presentation] Diamantane : A Thread Stitching up Photochromism and Liquid Crystals2008

    • Author(s)
      Y. Yokoyama
    • Organizer
      SPIE Liquid Crystals XII
    • Place of Presentation
      San Diego, CA, USA
    • Year and Date
      2008-08-11
  • [Presentation] Photochromism of Diarylethenes with Exceptionally High Diastereoselectivity2008

    • Author(s)
      Y. Yokoyama
    • Organizer
      XXIInd IUPAC Symposium on Photochemistry
    • Place of Presentation
      Gothenburg, Sweden
    • Year and Date
      2008-07-31
  • [Presentation] フォトクロミズムにおける不斉2007

    • Author(s)
      横山泰
    • Organizer
      日本学術振興会第174委員会第23研究会
    • Place of Presentation
      主婦会館プラザエフ, 東京
    • Year and Date
      2007-12-12
  • [Presentation] デンドリマージアリールエ テンのフォトクロミズム2007

    • Author(s)
      横山泰
    • Organizer
      第1回有機フォトクロミズムシンポジウム
    • Place of Presentation
      東京大学本郷, 東京
    • Year and Date
      2007-11-16
  • [Presentation] Methods to Enhance the Reactivity of Diarylethenes in Polymer Matrices2007

    • Author(s)
      Y. Yokoyama
    • Organizer
      International Symposium on Photochromism 2007
    • Place of Presentation
      Vancouver, Canada
    • Year and Date
      2007-10-09
  • [Presentation] キラルな芳香族リンカーを持つジアリールエテンオリゴマーのフォトクロミズム2007

    • Author(s)
      横山泰
    • Organizer
      2007年光化学討論会
    • Place of Presentation
      信州大学, 松本
    • Year and Date
      2007-09-27
  • [Book] 演習で学ぶ有機化合物のスペクトル解析2010

    • Author(s)
      横山泰(監修)・廣田洋・石原晋次
    • Total Pages
      186
    • Publisher
      東京化学同人
  • [Book] 機能性色素の合成と応用技術 第1編合成編第10章「フォトクロミック色素の合成」担当(松居正樹監修)2007

    • Author(s)
      横山泰・具志堅剛史
    • Total Pages
      338(141-156)
    • Publisher
      シーエムシー出版
  • [Remarks] ホームページ

    • URL

      http://www.yokoyama-lab.ynu.ac.jp/index.html

  • [Patent(Industrial Property Rights)] Novel Diamantane Compounds, Liquid Crystalline Compounds, and Liquid Crystalline Compositions2010

    • Inventor(s)
      横山泰, T.Gushiken, T. Ubukata
    • Industrial Property Rights Holder
      横浜国立大学・JX日鉱日石エネルギー
    • Industrial Property Number
      New U.S.National Phase Application,12/922,285
    • Filing Date
      2010-09-13
    • Overseas
  • [Patent(Industrial Property Rights)] フォトクロミックオルガノポリシロキサン組成物2010

    • Inventor(s)
      横山泰・斎藤雅子
    • Industrial Property Rights Holder
      横浜国立大学・(株)ADEKA
    • Industrial Property Number
      特願,2010-052591
    • Filing Date
      2010-03-10
  • [Patent(Industrial Property Rights)] フォトクロミックオルガノポリシロキサン組成物2009

    • Inventor(s)
      横山泰・斎藤雅子
    • Industrial Property Rights Holder
      横浜国立大学・(株)ADEKA
    • Industrial Property Number
      特願,2009-059992
    • Filing Date
      2009-03-12

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Published: 2012-02-13   Modified: 2016-04-21  

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