Gas phase Diels-Alder reactions for production of GNRs

• Project/Area Number: 26620101
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Polymer chemistry
• Research Institution: Kyoto University
• Principal Investigator: SAKAGUCHI Hiroshi 京都大学, エネルギー理工学研究所, 教授 (30211931)
• Project Period (FY): 2014-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000); Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2014: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
• Keywords: ナノ材料 / 表面合成 / 炭素高分子

Outline of Final Research Achievements

This research aims at the production of graphene nanoribbons having a long chain length of sub micrometer based on a new gas phase reaction using Diels-Alder reactions. As a result, the armchair-edged GNRs having a length over 50 nm were observed by STM measurements.

Research Products

• [Journal Article] Room Temperature Phosphorescence of Crystalline 1,4-Bis(aroyl)-2,5-dibromobenzenes (2016)
  • Author(s): M. Shimizu, A. Kimura, H.Sakaguchi
  • Journal Title: European Journal of Organic Chemistry Volume: 3 Issue: 3 Pages: 467-473
  • DOI: 10.1002/ejoc.201501382
  • Peer Reviewed
• [Journal Article] Low-temperature synthesis of titanium oxide/gold nanoparticle composite powders using a combination of the sol-gel process and ultraviolet light irradiation (2016)
  • Author(s): T. Matsumoto, T. Akiyama, S. Banya, D. Izumoto, H. Sakaguchi, T. Oku
  • Journal Title: Journal of Sol-Gel Science and Technology Volume: 78(3) Issue: 3 Pages: 692-697
  • DOI: 10.1007/s10971-016-3990-7
  • Peer Reviewed
• [Journal Article] Effect of Gold and Silver Nanoparticle in Poly(3,4-Ethylenedioxythiophene)-Poly(Styrene Sulfonate) layer on Inverted-Type Organic Thin-Film Solar Cells (2015)
  • Author(s): Y. Yagi, T. Akiyama, T. Matsumoto, H. Sakaguchi, T. Oku
  • Journal Title: Transactions of the Materials Research Society of Japan Volume: 40 Issue: 4 Pages: 331-334
  • DOI: 10.14723/tmrsj.40.331
  • NAID: 130005113356
  • ISSN: 1382-3469, 2188-1650
  • Peer Reviewed
• [Journal Article] Width-Controlled Sub-Nanometer Graphene Nanoribbon Films Synthesized by Radical-Polymerized Chemical Vapor Deposition (2014)
  • Author(s): Hiroshi Sakaguchi, Yoshiyasu Kawagoe, Yoshitaka Hirano, Taku Iruka, Maki Yano, and Takahiro Nakae
  • Journal Title: Advanced Materials Volume: 26 Issue: 24 Pages: 3134-3138
  • DOI: 10.1002/adma.201305034
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Effect of gold nanoparticle in hole- transport layer on inverted organic thin-film solar cell performance (2014)
  • Author(s): T. Akiyama, T. Nishida, T. Matsumoto, H. Sakaguchi, A. Suzuki, T. Oku
  • Journal Title: Physica Status Solidi A Volume: (in press) Issue: 7 Pages: 1645-1650
  • DOI: 10.1002/pssa.201330674
  • Peer Reviewed
• [Journal Article] C60-ethylenediamine adduct thin film as a buffer layer for inverted-type organic solar cells (2014)
  • Author(s): Y. Ono, T. Akiyama, S. Banya, D. Izumoto, J. Saito, K. Fujita, H. Sakaguchi, A. Suzuki, T. Oku
  • Journal Title: RSC Advances Volume: 4(66) Issue: 66 Pages: 34950-34954
  • DOI: 10.1039/c4ra03965c
  • Peer Reviewed
• [Presentation] Synthesis of Acene-Type Graphene Nanoribbon by Surface-Induced Homochiral Polymerization (2016)
  • Author(s): 宋 少堂, 中江隆博, 小島崇寛, 坂口浩司
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 同志社大学京田辺キャンパス（京都府京田辺市）
  • Year and Date: 2016-03-26
• [Presentation] 新規アセン型グラフェンナノリボンを与える表面変型分子の設計と重合・脱水素縮環機 (2016)
  • Author(s): 中江隆博, 宋 少堂, 小島崇寛, 坂口浩司
  • Organizer: 日本化学会第96春季年会
  • Place of Presentation: 同志社大学京田辺キャンパス（京都府京田辺市）
  • Year and Date: 2016-03-25
• [Presentation] 新規アセン型グラフェンナノリボンを与える表面変型分子の設計と重合・脱水素縮環機 (2016)
  • Author(s): 中江隆博, 宋 少堂, 小島崇寛, 坂口浩司
  • Organizer: 日本化学会第96春季年会(ATPポスター）
  • Place of Presentation: 同志社大学京田辺キャンパス（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] Direct Observation of Homochiral Polymerization-Leading Growth of Graphene Nanoribbon on Au(111) Surface (2016)
  • Author(s): S. Song, T. Nakae, T. Kojima, H. Sakaguchi
  • Organizer: Institute for Chemical Research International Symposium 2016 (ICRIS'16)
  • Place of Presentation: Uji campus, Kyoto university（京都府宇治市）
  • Year and Date: 2016-03-07
  • Int'l Joint Research
• [Presentation] Surface Synthesis of Acene-type Graphene Nanoribbon (2016)
  • Author(s): T. Nakae, S. Song, T. Kojima, H. Sakaguchi
  • Organizer: 第50回 フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Place of Presentation: 東京大学（東京都文京区）
  • Year and Date: 2016-02-21
• [Presentation] Graphene Nanoribbons Produced by 2-Zoned Chemical Vapor Deposition (2015)
  • Author(s): H. Sakaguchi
  • Organizer: The 2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2015)
  • Place of Presentation: Honolulu(USA)
  • Year and Date: 2015-12-20
  • Int'l Joint Research / Invited
• [Presentation] Electronic properties of bottom-up synthesized graphene nanoribbons (2015)
  • Author(s): T. Nakae, H. Sakaguchi
  • Organizer: The 2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2015)
  • Place of Presentation: Honolulu(USA)
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Edge structure controlled synthesis of graphene nanoribbons (2015)
  • Author(s): S. Song, T. Nakae, T. Kojima, H. Sakaguchi
  • Organizer: The 2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2015)
  • Place of Presentation: Honolulu(USA)
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] Synthesis of polycyclic aromatic hydrocarbons by AuCl catalyzed multicyclization: candidates for a rigid π organic molecular junction (2015)
  • Author(s): T. Nakae, S. Sato, M. Takase, S. Mori, T. Okujima, H. Uno, H. Sakaguchi
  • Organizer: The 2015 International Chemical Congress of Pacific Basin Societies (PACIFICHEM 2015)
  • Place of Presentation: Honolulu(USA)
  • Year and Date: 2015-12-15
  • Int'l Joint Research
• [Presentation] 新規アセン型GNR のボトムアップ表面合成 (2015)
  • Author(s): 小島崇寛・中江隆博・宋少堂・矢野真葵・坂口浩司
  • Organizer: 第26回基礎有機化学討論会
  • Place of Presentation: 愛媛大学城北ｷｬﾝﾊﾟｽ（愛媛県松山市）
  • Year and Date: 2015-09-24
• [Presentation] Bottom-Up Surface Synthesis of sub-1 nm Graphene Nanoribbons by Radical-polymerized-Chemical Vapor Deposition (2015)
  • Author(s): T. Nakae, H. Sakaguchi
  • Organizer: International Workshop on Molecular Architectonics（ IWMA 2015）
  • Place of Presentation: 知床グランドホテル 北こぶし （北海道斜里郡）
  • Year and Date: 2015-08-05
  • Int'l Joint Research
• [Presentation] Twisted π conjugated molecule measured by atomic force microscopy (2015)
  • Author(s): K. Iwata, A. Shiotari, T. Nakae, Y. Shinagawa, S. Mori, T. Okujima, H. Uno, H. Sakaguchi, Y. Sugimoto
  • Organizer: International Workshop on Molecular Architectonics（ IWMA 2015）
  • Place of Presentation: 知床グランドホテル 北こぶし （北海道斜里郡）
  • Year and Date: 2015-08-04
  • Int'l Joint Research
• [Presentation] Structure-controlled surface synthesis of molecular-width graphene nanoribbons by radical polymerization-chemical vapor deposition (2015)
  • Author(s): 宋小堂, 藤田翔一郎, 中江隆博, 坂口浩司
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 日本大学理工学部船橋キャンパス(千葉県船橋市）
  • Year and Date: 2015-03-29
• [Presentation] 2ゾーンCVD法による新規極細グラフェンナノリボンの構造制御合成 (2015)
  • Author(s): 中江隆博, 射鹿拓, 藤田翔一郎, 宋小堂, 坂口浩司
  • Organizer: 日本化学会第95春季年会
  • Place of Presentation: 日本大学理工学部船橋キャンパス(千葉県船橋市）
  • Year and Date: 2015-03-26
• [Presentation] ボトムアップ表面合成したアームチェア型グラフェンナノリボンの薄膜物性 (2015)
  • Author(s): 小島崇寛, 中江隆博, 矢野真葵, 坂口浩司
  • Organizer: 電気化学会第82回大会
  • Place of Presentation: 横浜国立大学(神奈川県横浜市）
  • Year and Date: 2015-03-15
• [Presentation] アームチェアー型Sub-1 nmグラフェンナノリボンの精密合成 (2014)
  • Author(s): 矢野真葵, 射鹿拓, 中江隆博, 小島崇寛, 坂口浩司
  • Organizer: 第8回物性科学領域横断研究会 凝縮系科学の最前線
  • Place of Presentation: 大阪大学豊中キャンパス(大阪府豊中市）
  • Year and Date: 2014-11-21
• [Presentation] Bottom-Up Synthesis of sub-1 nm Graphene Nanoribbons by Surface Polymerization (2014)
  • Author(s): T. Nakae, T. Iruka, S. Fujita, M. Yano, T. Kojima, H. Sakaguchi
  • Organizer: International Symposium on Integrated Molecular/Materials Science and Engineering (IMSE2014)
  • Place of Presentation: Nanjing（China）
  • Year and Date: 2014-11-02
  • Invited
• [Presentation] Synthesis of T-shape acene-fused biazulene molecules (2014)
  • Author(s): T. Nakae, T. Kikuchi, S. Mori, T. Okujima, H. Sakaguchi, T. Murafuji, H. Uno
  • Organizer: International Symposium on the Synthesis and Application of Curved Organic π-Molecules and Materials (CURO-π)
  • Place of Presentation: Obaku Plaza, Kyoto University(京都府宇治市)
  • Year and Date: 2014-10-19
• [Presentation] Synthesis of width-controlled sub-1nm graphene nanoribbons by radical polymerization-chemical vapor deposition (2014)
  • Author(s): T. Nakae, M. Yano, T. Kojima, H. Sakaguchi
  • Organizer: International Symposium on the Synthesis and Application of Curved Organic π-Molecules and Materials (CURO-π)
  • Place of Presentation: Obaku Plaza, Kyoto University(京都府宇治市)
  • Year and Date: 2014-10-19
• [Presentation] ラジカル重合型化学気相成長法によるアームチェア端をもつsub-1nm グラフェンナノリボンの表面合成 (2014)
  • Author(s): 中江隆博, 矢野真葵, 小島崇寛, 坂口浩司
  • Organizer: 第47回フラーレン・ナノチューブ・グラフェン総合シンポジウム
  • Place of Presentation: 名古屋大学IB電子情報館(愛知県名古屋市）
  • Year and Date: 2014-09-05
• [Presentation] Highly Efficient Multi-Benzocyclization of 2-Iodoethynyl Groups by Using AuCl Catalyst (2014)
  • Author(s): T. Nakae, Y. Kitahata, S. Sato, S. Mori, T. Okujima, H. Uno, H. Sakaguchi
  • Organizer: XXVI International Conference on Organometallic Chemistry (ICOMC 2014)
  • Place of Presentation: Royton Sapporo (北海道札幌市）
  • Year and Date: 2014-07-17
• [Presentation] 新規化学気相成長法によるsub-1 nmグラフェンナノリボンの表面合成 (2014)
  • Author(s): 矢野真葵，平野善崇，小島崇寛，中江隆博，坂口浩司
  • Organizer: 第63回高分子学会年次大会
  • Place of Presentation: 名古屋国際会議場(愛知県名古屋市）
  • Year and Date: 2014-05-28