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Synthesis of asymmetrically edge-functionalized graphene nanoribbons

Research Project

Project/Area Number 16K17893
Research Category

Grant-in-Aid for Young Scientists (B)

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

Principal Investigator

NAKAE Takahiro  京都大学, エネルギー理工学研究所, 助教 (20505995)

Project Period (FY) 2016-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2017: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2016: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywordsグラフェンナノリボン / 多環式芳香族炭化水素 / 表面重合 / キラリティー / 分子ひずみ
Outline of Final Research Achievements

Graphene nanoribbons (GNRs) are expected to show excellent properties, which depends on their molecular width and edge-structures. Bottom-up syntheses of GNRs are indispensable method for fabrication with atomically-precise controlled manner. We established effective GNR synthesis as 2-zone chemical vapor deposition method. In this project, I proposed synthesis of asymmetrically edge-functionalized GNRs. We found molecular torsion on surface plays a critical role on surface reaction. We reported biomimetic surface polymerization and strain-induced skeletal rearrangement. These findings pave the way to create new bottom-up nanocarbon materials.

Report

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

    (43 results)

All 2018 2017 2016 Other

All Journal Article (13 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 13 results,  Open Access: 3 results,  Acknowledgement Compliant: 3 results) Presentation (23 results) (of which Int'l Joint Research: 12 results,  Invited: 3 results) Book (2 results) Remarks (5 results)

  • [Journal Article] Benzene-fused bis(acenaphthoBODIPY)s, stable near-infrared-selective dyes2018

    • Author(s)
      Uno Hidemitsu、Honda Takayuki、Kitatsuka Manami、Hiraoka Shogo、Mori Shigeki、Takase Masayoshi、Okujima Tetsuo、Nakae Takahiro
    • Journal Title

      RSC Advances

      Volume: 8 Issue: 25 Pages: 14072-14083

    • DOI

      10.1039/c8ra01694a

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Chiral Discrimination and Manipulation of Individual Heptahelicene Molecules on Cu(001) by Noncontact Atomic Force Microscopy2018

    • Author(s)
      Shiotari Akitoshi, Tanaka Koichi, Nakae Takahiro, Mori Shigeki, Okujima Tetsuo, Uno Hidemitsu, Sakaguchi Hiroshi, Sugimoto Yoshiaki
    • Journal Title

      The Journal of Physical Chemistry C

      Volume: 122 Issue: 9 Pages: 4997-5003

    • DOI

      10.1021/acs.jpcc.8b00487

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] On-surface synthesis of graphene clusters from a Z-bar-linkage precursor with quaterphenylbranches2018

    • Author(s)
      Z. Xu, T. Kojima, W. Wang, K. Kaushik, A. Saliniemi, T. Nakae, H. Sakaguchi
    • Journal Title

      Materials Chemistry Frontiers

      Volume: 2(4) Issue: 4 Pages: 775-779

    • DOI

      10.1039/c7qm00577f

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Orientation and Electronic Structures of Multilayered Graphene Nanoribbons Produced by Two-Zone Chemical Vapor Deposition2017

    • Author(s)
      T. Kojima, Y. Bao, C. Zhang, S. Liu, H. Xu, T. Nakae, K. P. Loh, H. Sakaguchi
    • Journal Title

      Langmuir

      Volume: 33(40) Issue: 40 Pages: 10439-10445

    • DOI

      10.1021/acs.langmuir.7b01862

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Interchain-linked Graphene Nanoribbons from Dibenzo[g,p]chrysene via Two-zone Chemical Vapor Deposition2017

    • Author(s)
      S. Song, G. Huang, T. Kojima, T. Nakae, H. Uno, H. Sakaguchi
    • Journal Title

      Chemistry Letters

      Volume: 46(10) Issue: 10 Pages: 1525-1527

    • DOI

      10.1246/cl.170614

    • NAID

      130006140003

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Strain-induced skeletal rearrangement of a polycyclic aromatic hydrocarbon on a copper surface2017

    • Author(s)
      Shiotari Akitoshi, Nakae Takahiro, Iwata Kota, Mori Shigeki, Okujima Tetsuo, Uno Hidemitsu, Sakaguchi Hiroshi, Sugimoto Yoshiaki
    • Journal Title

      Nature Communications

      Volume: 8 Issue: 1 Pages: 16089-16089

    • DOI

      10.1038/ncomms16089

    • NAID

      120006329156

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Wide graphene nanoribbons produced by interchain fusion of poly(p-phenylene) via two-zone chemical vapor deposition2017

    • Author(s)
      S. Song, T. Kojima, T. Nakae, H. Sakaguchi
    • Journal Title

      Chemical Communications

      Volume: 53 Issue: 52 Pages: 7034-7036

    • DOI

      10.1039/c7cc02849k

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diethyl N,N'-dimethylpyrrol[3,4-f]isoindole-1,7-dicarboxylate as a 14π-electronic aromatic compound with two azomethine-ylide moieties2017

    • Author(s)
      S. Hiraoka, H. Tahara, S. Mori, T Okujima, M. Takase, T. Nakae, and H. Uno
    • Journal Title

      Tetrahedron

      Volume: 73 Issue: 7 Pages: 957-963

    • DOI

      10.1016/j.tet.2017.01.015

    • Related Report
      2017 Annual Research Report 2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Formation of Dibenzopentalane-linking Polymers under the Two-Zone CVD and Wet Conditions2017

    • Author(s)
      M. Saito, Y. Suda, S. Furukawa, T. Nakae, T. Kojima, H. Sakaguchi
    • Journal Title

      Chemistry Letters

      Volume: 46(8) Issue: 8 Pages: 1099-1101

    • DOI

      10.1246/cl.170396

    • NAID

      130005906995

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Properties of Bicyclo[2.2.2]octadiene- and Benzene-fusing Bis(thiaporphyrin)s2017

    • Author(s)
      Uno Hidemitsu、 Tagawa Kazunari、 Mori Shigeki、 Okujima Tetsuo、 Takase Masayoshi、 Nakae Takahiro
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 12 Issue: 12 Pages: 1375-1381

    • DOI

      10.1246/bcsj.20170257

    • NAID

      130006250398

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Homochiral polymerization-driven selective growth of graphene nanoribbons2017

    • Author(s)
      H. Sakaguchi, S. Song, T. Kojima, T. Nakae
    • Journal Title

      Nature Chemistry

      Volume: 9(1) Issue: 1 Pages: 57-63

    • DOI

      10.1038/nchem.2614

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole2016

    • Author(s)
      T. Okujima, C. Ando, S. Agrawal, H. Matsumoto, S. Mori, K. Ohara, I. Hisaki, T. Nakae, M. Takase, H. Uno, and N. Kobayashi
    • Journal Title

      journal of the American Chemical Society

      Volume: 138 Issue: 24 Pages: 7540-7543

    • DOI

      10.1021/jacs.6b04941

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of cyclo[8]pyrrole-polyoxometalate double-decker complex2016

    • Author(s)
      T. Okujima, H. Matsumoto, S. Mori, T. Nakae, M. Takase, and H. Uno
    • Journal Title

      Tetrahedron Lett.

      Volume: 57 Issue: 29 Pages: 3160-3162

    • DOI

      10.1016/j.tetlet.2016.06.021

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Synthesis of functional nanocarbon molecules by surface-induced conformation-controlled mechanism2018

    • Author(s)
      Takahiro Nakae, Hiroshi Sakaguchi
    • Organizer
      International Congress on Pure & Applied Chemistry (ICPAC) 2018
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 1,5-ジアザフルバレン類の合成と物性2018

    • Author(s)
      奥島鉄雄, 松崎悠也, 志田陽一, 森 重樹, 中江隆博, 高瀬雅祥, 宇野英満
    • Organizer
      日本化学会第98春季年会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 生物模倣型金属触媒作用を用いたアセン型GNRの開発2017

    • Author(s)
      小島崇寛, 中江隆博, 宋少堂, 坂口浩司
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス(神奈川県横浜市)
    • Year and Date
      2017-03-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Fabrication of Acene-Type Graphene Nanoribbons on Au(111)2017

    • Author(s)
      S. Song, T. Kojima, T. Nakae H. Sakaguchi
    • Organizer
      Symposium on Surface Science & Nanotechnology -25th Anniversary of SSSJ Kansai
    • Place of Presentation
      Kyoto International Community House (kokoka)(京都府京都市)
    • Year and Date
      2017-01-24
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Conformation-assisted synthesis of acene-type graphene nanoribbons on Au(111)2017

    • Author(s)
      Takahiro Kojima, Takahiro Nakae, Hiroshi Sakaguchi
    • Organizer
      International Symposium on Pure & Applied Chemistry (ISPAC) 2017
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 自己組織化が誘起するグラフェンナノリボンの2次元ネットワーク形成2017

    • Author(s)
      中江隆博, 小島 崇寛, 坂口浩司
    • Organizer
      第8回分子アーキテクトニクス研究会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Fabrication of Acene-Type Graphene Nanoribbons on Au(111)2017

    • Author(s)
      S. Song, T. Kojima, T. Nakae, H. Sakaguchi
    • Organizer
      Symposium on Surface Science & Nanotechnology -25th Anniversary of SSSJ Kansai-(SSSN-Kansai)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 2Z-CVD法を用いるポリ(p-フェニレン)の鎖間反応による幅広グラフェンナノリボンの合成2017

    • Author(s)
      Zamin Hasnat, 中江隆博,小島嵩寛,坂口浩司
    • Organizer
      第8回分子アーキテクトニクス研究会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ジベンゾ[g,p]クリセンを用いる分子鎖間架橋を持つグラフェンナノリボンの2Z-CVD合成2017

    • Author(s)
      Huan Yang,中江隆博,小島嵩寛,宇野英満,坂口浩司
    • Organizer
      第8回分子アーキテクトニクス研究会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 生体模倣型配座制御反応機構による新規アセン型GNRの表面合成2017

    • Author(s)
      Zhen Xu, 中江 隆博,小島 崇寛,坂口浩司
    • Organizer
      第8回分子アーキテクトニクス研究会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 2ゾーン化学気相成長法を用いるアセン型GNRの表面合成2017

    • Author(s)
      Zhen Xu, 小島 崇寛, 中江 隆博, 坂口 浩司
    • Organizer
      π造形科学第4回公開シンポジウム
    • Related Report
      2017 Annual Research Report
  • [Presentation] AFM/STM observation of strain-induced skeletal rearrangement of a polycyclic aromatic hydrocarbon on Cu(001)2017

    • Author(s)
      Akitoshi Shiotari, Takahiro Nakae, Kota Iwata, Shigeki Mori, Tetsuo Okujima, Hidemitsu Uno, Hiroshi Sakaguchi, Yoshiaki Sugimoto
    • Organizer
      The 8th International Symposium on Surface Science (ISSS-8)
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] オキソカーボン酸を内包するシクロ[n]ピロール類の合成2016

    • Author(s)
      奥島鉄雄, 松本宏樹, 安藤千恵, 森 重樹, 中江隆博, 高瀬雅祥, 宇野英満
    • Organizer
      第10回有機π電子系シンポジウム
    • Place of Presentation
      あうる京北・京都府立ゼミナールハウス(京都府京都市)
    • Year and Date
      2016-12-16
    • Related Report
      2016 Research-status Report
  • [Presentation] Observation of azulene-to-fulvalene rearrangement by AFM2016

    • Author(s)
      A. Shiotari, K. Iwata, T. Nakae, Y. Shinagawa, S. Mori, T. Okujima, H. Uno, H. Sakaguchi, Y. Sugimoto
    • Organizer
      24th International Colloquium on Scanning Probe Microscopy
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      2016-12-14
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 生体模倣型触媒作用による新規アセン型GNRの表面合成2016

    • Author(s)
      中江隆博, 小島 崇寛, 宋 少堂, 坂口浩司
    • Organizer
      第7回分子アーキテクトニクス研究会
    • Place of Presentation
      九州大学筑紫キャンパス(福岡県春日市)
    • Year and Date
      2016-10-20
    • Related Report
      2016 Research-status Report
  • [Presentation] 原子間力顕微鏡によるアズレン-フルバレン転位反応の高分解能測定2016

    • Author(s)
      塩足亮隼, 岩田孝太, 中江隆博, 品川友志, 森重樹, 奥島鉄雄 ,宇野英満, 坂口浩司, 杉本宜昭
    • Organizer
      第7回分子アーキテクトニクス研究会
    • Place of Presentation
      九州大学筑紫キャンパス(福岡県春日市)
    • Year and Date
      2016-10-20
    • Related Report
      2016 Research-status Report
  • [Presentation] 生物模倣型金属触媒作用を用いたアセン型GNRの開発2016

    • Author(s)
      小島 崇寛, 宋 少堂, 中江 隆博, 坂口 浩司
    • Organizer
      π造形科学第3回公開シンポジウム
    • Place of Presentation
      東北大学片平キャンパス(宮城県仙台市)
    • Year and Date
      2016-10-20
    • Related Report
      2016 Research-status Report
  • [Presentation] Surface Synthesis of graphene nanoribbons by conformation-controlled mechanism2016

    • Author(s)
      Takahiro Nakae, Hiroshi Sakaguchi
    • Organizer
      International Symposium on Pure & Applied Chemistry 2016
    • Place of Presentation
      Kuching, Sarawak, Malaysian
    • Year and Date
      2016-08-15
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] AFM/STM observation of azulene-to-fulvalene rearrangement in a small molecule2016

    • Author(s)
      Akitoshi Shiotari, Kota Iwata, Takahiro Nakae, Yuji Shinagawa, Mori Shigeki, Tetsuo Okujima, Hidemitsu Uno, Hiroshi Sakaguchi, Yoshiaki Sugimoto
    • Organizer
      19th International Conference on Non-Contact Atomic Force Microscopy
    • Place of Presentation
      Nottingham, UK
    • Year and Date
      2016-07-25
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Novel Nanographene Material Synthesized via Chemical Vapor Deposition2016

    • Author(s)
      Shaotang Song, Guanbo Huang, Takahiro Nakae, Takahiro Kojima, Hiroshi Sakaguchi
    • Organizer
      The 2nd International Symposium on Synhtetic Two-Dimensional Polymers
    • Place of Presentation
      Todaiji Temple Cultural Center (奈良県奈良市)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] CVD Synthesis of Acene-type Graphene Nanoribbons by Surface-Conformation-Driven Mechanism2016

    • Author(s)
      Takahiro Nakae, Song Shaotang, Takahiro Kojima, Hiroshi Sakaguchi
    • Organizer
      The 2nd International Symposium on Synhtetic Two-Dimensional Polymers
    • Place of Presentation
      Todaiji Temple Cultural Center (奈良県奈良市)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Bottom-up Synthesis of Graphene Nanoribbon with Precise Chiral Edge2016

    • Author(s)
      Guanbo Huang, Takahiro Nakae, Takahiro Kojima, Hiroshi Sakaguchi
    • Organizer
      The 2nd International Symposium on Synhtetic Two-Dimensional Polymers
    • Place of Presentation
      Todaiji Temple Cultural Center (奈良県奈良市)
    • Year and Date
      2016-06-02
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] Bottom-up Growth Mechanism of Graphene Nanoribbon on Au(111) Surface2016

    • Author(s)
      Shaotang Song, Takahiro Nakae, Takahiro Kojima, Hiroshi Sakaguchi
    • Organizer
      The 2nd International Symposium on π-System Figuration
    • Place of Presentation
      Community Center Urawa(埼玉県さいたま市)
    • Year and Date
      2016-04-14
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Book] Bottom-up synthesis of molecular wire assembled materials, In: Ogawa T. (eds) Molecular Architectonics. Advances in Atom and Single Molecule Machines2017

    • Author(s)
      Takahiro Nakae, Hiroshi Sakaguchi
    • Publisher
      Springer
    • ISBN
      9783319570969
    • Related Report
      2017 Annual Research Report
  • [Book] Synthesis of rigid π organic molecular architectures and applications for a single molecular measurement, In: Ogawa T. (eds) Molecular Architectonics. Advances in Atom and Single Molecule Machines.2017

    • Author(s)
      Hidemitsu Uno, Takahiro Nakae, Tetsuo Okujima, Shigeki Mori
    • Publisher
      Springer
    • ISBN
      9783319570969
    • Related Report
      2017 Annual Research Report
  • [Remarks] 京都大学エネルギー理工学研究所 坂口研究室

    • URL

      http://molecule.iae.kyoto-u.ac.jp/

    • Related Report
      2017 Annual Research Report
  • [Remarks] 京都大学エネルギー理工学研究所

    • URL

      http://www.iae.kyoto-u.ac.jp/

    • Related Report
      2017 Annual Research Report
  • [Remarks] 生物を模倣した新触媒反応を用い機能性炭素細線の開発に成功

    • URL

      http://www.iae.kyoto-u.ac.jp/new-iae/NewsRelease/JP/2016/09/27-132221.html

    • Related Report
      2017 Annual Research Report
  • [Remarks] 金属表面で分子を曲げて骨格を変える新・有機合成法を開発

    • URL

      http://www.iae.kyoto-u.ac.jp/new-iae/NewsRelease/JP/2017/07/25-082221.html

    • Related Report
      2017 Annual Research Report
  • [Remarks] 垂直に配向したグラフェンナノリボンの新奇構造

    • URL

      http://www.iae.kyoto-u.ac.jp/new-iae/NewsRelease/JP/2017/09/29-145346.html

    • Related Report
      2017 Annual Research Report

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

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