Synthesis and Arrangement Control of Heteroacenes for High-performance Charge-transporting Materials

• Project/Area Number: 20750100
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Functional materials chemistry
• Research Institution: The University of Tokyo
• Principal Investigator: NAKANO Koji The University of Tokyo, 大学院・工学系研究科, 助教 (70345099)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2009: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000); Fiscal Year 2008: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
• Keywords: 有機半導体 / 光物性 / 自己組織化 / π共役系 / ヘテロール / アセン / 半導体物性 / 有機導体

Research Abstract

Synthesis and arrangement control of heteroacenes were investigated in order to develop high-performance charge-transporting materials. A variety of heteroacenes composed of benzene/furan rings and benzene/furan/phosphole rings were successfully synthesized. In addition, molecular arrangement in the solid state was controlled by introducing appropriate substituents. Furthermore, heteroacenes with liquid-crystal nature were developed. Molecular arrangement via liquid-crystalline state was found to be effective for higher charge-carrier mobility.

Research Products

• [Journal Article] Synthesis of π-conjugated copolymer with dibenzo[d,d']benzo[1,2-b:4,5-b']difuran unit in the main chain (2009)
  • Author(s): Koji Nakano, Motonobu Takahashi, Keiko Kawaguchi, Kyoko Nozaki
  • Journal Title: Synthetic Metals 159 Pages: 939-942
  • Peer Reviewed
• [Journal Article] Synthesis of π-conjugated copolymer with dibenzo[d, d']benzo[1, 2-b : 4, 5b']difuran unit in the main chain (2009)
  • Author(s): Koji Nakano
  • Journal Title: Synthetic Metals (In press)(印刷中)(掲載碓定)
  • Peer Reviewed
• [Presentation] アルキル基置換ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフランの合成と有機半導体特性 (2011)
  • Author(s): チョンミンアン
  • Organizer: 日本化学会第91春季年会
  • Place of Presentation: 神奈川大学横浜キャンパス(神奈川)(震災のため中止.予稿集発行により発表は成立)
  • Year and Date: 2011-03-26
• [Presentation] ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフランをコアとする新材料設計 (2010)
  • Author(s): 中野幸司
  • Organizer: 第59回高分子討論会
  • Place of Presentation: 北海道大学高等教育機能開発総合センター(札幌)
  • Year and Date: 2010-09-17
• [Presentation] ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフランをコアとする新材料設計 (2010)
  • Author(s): 中野幸司
  • Organizer: 第59回高分子討論会
  • Place of Presentation: 北海道大学高等教育機能開発総合センター(北海道)
  • Year and Date: 2010-09-17
• [Presentation] ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフランの合成と物性 (2010)
  • Author(s): 中野幸司
  • Organizer: 第21回基礎有機化学討論会
  • Place of Presentation: 名古屋大学東山キャンパス(愛知)
  • Year and Date: 2010-09-09
• [Presentation] Synthesis and Properties of Dibenzo[d,d']benzo[1,2-b:4,5-b']difuran Derivatives (2010)
  • Author(s): Koji Nakano
  • Organizer: International Conference on Science and Technology of Synthetic Metals 2010
  • Place of Presentation: 京都国際会議場(京都)
  • Year and Date: 2010-07-06
• [Presentation] Synthesis and Properties of Fused-aromatic Compounds with Phosphole and Furan Rings (2010)
  • Author(s): 高橋基延
  • Organizer: International Conference on Science and Technology of Synthetic Metals 2010
  • Place of Presentation: 京都国際会議場(京都)
  • Year and Date: 2010-07-06
• [Presentation] Synthesis of Dibenzo[d,d']benzo[1,2-b:4,5-b'] difurans and Their Application to Organic Semiconducotrs (2010)
  • Author(s): Koji Nakano
  • Organizer: The 9th International Symposium on Functional π-Electron Systems
  • Place of Presentation: アトランタ(アメリカ合衆国)
  • Year and Date: 2010-05-25
• [Presentation] Synthesis of Dibenzo[d,d']benzo[1,2-b:4,5-b']difurans and Their Application to Organic Semiconductors (2010)
  • Author(s): 中野幸司
  • Organizer: The 9th International Symposium on Functional π-Electron Systems
  • Place of Presentation: アトランタ(アメリカ合衆国)
  • Year and Date: 2010-05-25
• [Presentation] Synthesis and Properties of Benzophosphoro[3,2-b]benzofuran and Its Derivatives (2010)
  • Author(s): 高橋基延
  • Organizer: The 9th International Symposium on Functional π-Electron Systems
  • Place of Presentation: アトランタ(アメリカ合衆国)
  • Year and Date: 2010-05-24
• [Presentation] ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフラン誘導体の合成と有機半導体材料としての応用 (2010)
  • Author(s): 茶山奈津子
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学本部キャンパス(大阪)
  • Year and Date: 2010-03-28
• [Presentation] ホスホロ[3,2-b]フラン骨格が縮環した縮合多環芳香族化合物の合成と物性 (2010)
  • Author(s): 中野幸司
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学本部キャンパス(東大阪)
  • Year and Date: 2010-03-26
• [Presentation] ホスホロ[3,2-b]フラン骨格が縮環した縮合多環芳香族化合物の合成と物性 (2010)
  • Author(s): 高橋基延
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学本部キャンパス(大阪)
  • Year and Date: 2010-03-26
• [Presentation] Synthesis of Dibenzo[d,d']benzo[1,2-b:4,5-b']difuran derivatives and their applications to OFET (2009)
  • Author(s): 茶山奈津子
  • Organizer: The 11th International Kyoto Conference on New Aspects of Organic Chemistry
  • Place of Presentation: リーガロイヤルホテル京都(京都)
  • Year and Date: 2009-11-10
• [Presentation] Synthesis of π-Conjugated Polymers with Dibenzo[d,d']benzo[1,2-b:4,5-b']difuran Unit in the Main Chains (2009)
  • Author(s): 高橋基延
  • Organizer: The 1st FAPS Polymer Congress
  • Place of Presentation: 名古屋国際会議場(愛知)
  • Year and Date: 2009-10-21
• [Presentation] 酸素及びリン原子で架橋されたスチルベン誘導体の合成とその物性 (2009)
  • Author(s): 高橋基延
  • Organizer: 第20回基礎有機化学討論会
  • Place of Presentation: 群馬大学桐生キャンパス(群馬)
  • Year and Date: 2009-09-29
• [Presentation] ヘテロアセン骨格を主鎖に有するπ共役高分子の合成 (2009)
  • Author(s): 中野幸司
  • Organizer: 第58回高分子討論会
  • Place of Presentation: 熊本大学黒髪キャンパス(熊本)
  • Year and Date: 2009-09-17
• [Presentation] Synthesis of π-Conjugated Polymers with Dibenzo[d,d']benzo[1,2-b:4,5-b']difuran Unit in the Main Chains (2009)
  • Author(s): 高橋基延
  • Organizer: 第26回有機合成化学セミナー
  • Place of Presentation: 前橋市中央公民館(群馬)
  • Year and Date: 2009-09-16
• [Presentation] Synthesis of Dibenzo[d,d']benzo[1,2-b:4,5-b']difurans and π-Conjugated Polymers with the Heteroacene Framework (2009)
  • Author(s): Koji Nakano
  • Organizer: 13th International Symposium on Novel Aromatic Compounds
  • Place of Presentation: ルクセンブルグ(ルクセンブルグ大公国)
  • Year and Date: 2009-07-21
• [Presentation] ジベンゾ[d,d']ベンゾ[1,2-b:4,5-b']ジフラン誘導体の合成と物性 (2009)
  • Author(s): 中野幸司
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学船橋キャンパス(船橋)
  • Year and Date: 2009-03-29
• [Presentation] ジベンゾ[4, 4']ベンゾ[1, 2-b : 4, 5-b']ジフラン誘導体の合成と物性 (2009)
  • Author(s): 中野幸司
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学船橋キャンパス(船橋)
  • Year and Date: 2009-03-29
• [Presentation] Synthesis and Properties of Heteroacenes Containing Furan Rings (2008)
  • Author(s): Koji Nakano
  • Organizer: 18^<th> Iketani Conference
  • Place of Presentation: 淡路夢舞台国際会議場(淡路)
  • Year and Date: 2008-10-21
• [Presentation] Synthesis and Properties of Heteroacenes Containing Furan Rings (2008)
  • Author(s): Koji Nakano
  • Organizer: 18th Iketani Conference
  • Place of Presentation: 淡路夢舞台国際会議場
  • Year and Date: 2008-10-21
• [Presentation] Synthesis of Dibenzo[d,d']benzo[1,2-b:4,5-b']difurans and Their Application to Organic FET (2008)
  • Author(s): Koji Nakano
  • Organizer: The 8th International Symposium on Functional π-Electron Systems
  • Place of Presentation: グラーツ(オーストリア)
  • Year and Date: 2008-07-22
• [Presentation] Synthesis of Dibenzo[d, d']benzo[1, 2b : 4, 5b']difurans and Their Application to Organic FET (2008)
  • Author(s): Koji Nakano
  • Organizer: The 8th International Symposium on FunctionalElectron Systems
  • Place of Presentation: グラーツ(オーストリア)
  • Year and Date: 2008-07-22
• [Book] 次世代共役ポリマーの超階層制御と革新機能(分担執筆:第11章縮合多環芳香族ユニットを主鎖にもつ新規π共役系高分子の創製) (2009)
  • Author(s): 中野幸司, 野崎京子
  • Publisher: シーエムシー出版
• [Book] 低分子有機半導体の高性能化(分担執筆:第2章第1節「低分子有機半導体の合成」) (2009)
  • Author(s): 中野幸司, 野崎京子
  • Publisher: サイエンス&テクノロジー
• [Book] 低分子有機半導体の高性能化(第2章第1節「低分子有機半導体の合成」) (2009)
  • Author(s): 中野幸司
  • Publisher: サイエンス&テクノロジー
• [Book] 次世代共役ポリマーの超階層制御と革新機能(第11章縮合多環芳香族ユニットを主鎖にもつ新規π共役系高分子の創製) (2009)
  • Author(s): 中野幸司
  • Total Pages: 5
  • Publisher: シーエムシー出版
• [Remarks]
  • URL: http://park.itc.u-tokyo.ac.jp/nozakilab/