Creation of Thermally Activated Delayed Fluorophores Based on Intramolecular Charge Transfer

• Project/Area Number: 15K13671
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Functional solid state chemistry
• Research Institution: Kyoto Institute of Technology
• Principal Investigator: Shimizu Masaki 京都工芸繊維大学, 分子化学系, 教授 (10272709)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Project Status: Completed (Fiscal Year 2017)
• Budget Amount: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000); Fiscal Year 2017: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2016: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
• Keywords: 遅延蛍光材料 / 遅延蛍光 / イソフタル酸 / 凝集誘起発光 / 発光材料 / 電荷移動

Outline of Final Research Achievements

We have synthesized and characterized 2,6-diaminobenzophenone derivatives and 2-aminoisophthalic acid diesters, and demonstrated that the new luminophores in the solid state and/or in a PMMA thin film exhibited thermally activated delayed fluorescence. These results indicate that molecular design of 2,6-bis(donor)-1-acceptor-substituted benzenes and 1,6-bis(acceptor)-2-donor-substituted benzenes is valid for attaining thermally activated delayed fluorescence. We confirmed that 2,6-diaminobenzophenone derivatives could act as molecular thermometers.

Research Products

• [Int'l Joint Research] レーゲンスブルク大学(ドイツ)
• [Int'l Joint Research] レーゲンスブルク大学(ドイツ)
• [Journal Article] Blue-to-Green Delayed Fluorescence of 2-Aminoisophthalic Acid Diesters Dispersed in Polymer Film (2017)
  • Author(s): Shimizu Masaki、Nakatani Masaki
  • Journal Title: European Journal of Organic Chemistry Volume: 2017 Issue: 32 Pages: 4695-4702
  • DOI: 10.1002/ejoc.201700695
  • Peer Reviewed
• [Presentation] Design and Applications of Highly Luminescent Organic Solids (2018)
  • Author(s): Masaki Shimizu
  • Organizer: Organic Chemistry Symposium @ IIT Kanpur
  • Int'l Joint Research / Invited
• [Presentation] 2,6ージアミノベンゾフェノン誘導体の長寿命成分を含む固体状態での発光特性 (2017)
  • Author(s): 中谷匡希・清水正毅
  • Organizer: 日本化学会第９７春季年会
  • Place of Presentation: 慶應大学日吉キャンパス
  • Year and Date: 2017-03-16
• [Presentation] 固体状態で高効率発光する蛍光材料とレアメタルフリー燐光材料 (2017)
  • Author(s): 清水正毅
  • Organizer: 第80回白鷺セミナー
  • Invited
• [Presentation] 固体状態で高効率発光する蛍光材料と室温リン光材料 (2016)
  • Author(s): 清水正毅
  • Organizer: 第１０回有機π電子系シンポジウム
  • Place of Presentation: あうる京北
  • Year and Date: 2016-12-16
  • Invited
• [Presentation] 遅延蛍光性発光団の創成 (2016)
  • Author(s): 中谷匡希・清水正毅
  • Organizer: 第６回CSJ化学フェスタ2016
  • Place of Presentation: タワーホール船堀
  • Year and Date: 2016-11-14
• [Presentation] 固体状態で高効率発光する分子の発見、設計と応用 (2016)
  • Author(s): 清水正毅
  • Organizer: 有機合成若手セミナー
  • Place of Presentation: 京都薬科大学
  • Year and Date: 2016-08-09
  • Invited
• [Presentation] ジアリールアミノイソフタル酸ジエステルの遅延蛍光性 (2016)
  • Author(s): 中谷匡希・清水正毅
  • Organizer: JACI/GSCシンポジウム
  • Place of Presentation: ANAクラウンプラザ神戸
  • Year and Date: 2016-06-02
• [Presentation] ジアミノビスアロイルベンゼンの熱活性化遅延蛍光 (2016)
  • Author(s): 木村 彰憲 ・清水 正毅・Alexandar Schinabeck・N.-I. Mataranga-Popa・Hartmut Yersin
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学、京都
  • Year and Date: 2016-03-24
• [Presentation] ジアリールアミノイソフタル酸ジエステルの合成、構造および光物性 (2016)
  • Author(s): 中谷 匡希・清水 正毅
  • Organizer: 日本化学会第９６春季年会
  • Place of Presentation: 同志社大学、京都
  • Year and Date: 2016-03-24