• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of pi-extended aromatic compounds based on precursor approach

Research Project

Project/Area Number 20H00379
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Review Section Medium-sized Section 33:Organic chemistry and related fields
Research InstitutionNara Institute of Science and Technology

Principal Investigator

Yamada Hiroko  奈良先端科学技術大学院大学, 先端科学技術研究科, 教授 (20372724)

Co-Investigator(Kenkyū-buntansha) 林 宏暢  奈良先端科学技術大学院大学, 先端科学技術研究科, 助教 (00736936)
松尾 恭平  奈良先端科学技術大学院大学, 先端科学技術研究科, 助教 (00778904)
Project Period (FY) 2020-04-01 – 2023-03-31
Project Status Completed (Fiscal Year 2022)
Budget Amount *help
¥46,020,000 (Direct Cost: ¥35,400,000、Indirect Cost: ¥10,620,000)
Fiscal Year 2022: ¥10,790,000 (Direct Cost: ¥8,300,000、Indirect Cost: ¥2,490,000)
Fiscal Year 2021: ¥11,050,000 (Direct Cost: ¥8,500,000、Indirect Cost: ¥2,550,000)
Fiscal Year 2020: ¥24,180,000 (Direct Cost: ¥18,600,000、Indirect Cost: ¥5,580,000)
Keywords前駆体 / アセン / ポルフィリン / 光反応 / 結晶構造 / FET / 走査型トンネル顕微鏡 / 有機半導体 / シクラセン / 前駆体法 / 薄膜構造制御 / 基板表面支援合成
Outline of Research at the Start

π共役拡張芳香族化合物の合成法の確立と電子構造の解明、結晶構造制御は、ナノカーボン材料から低分子有機半導体まで、幅広い芳香族化合物の基礎学理の深化と有機エレクトロニクスの発展において極めて重要である。我々オリジナルの前駆体法は、難溶または不安定なπ共役拡張芳香族化合物を、溶媒に可溶な前駆体として合成・精製し、最終段階で光・熱などの外部刺激により定量的に目的生成物へと変換する手法である。本研究ではこの前駆体法を最大限に活用し、合成法の開発と結晶構造制御の2つの側面からπ共役拡張芳香族化合物の化学に貢献する。

Outline of Final Research Achievements

The aim of this project was to contribute to the field of organic electronics by promoting the synthesis of π-conjugated extended aromatic compounds, which are difficult to synthesise by conventional methods, the elucidation of their electronic structure and the control of their crystal structure, based on the "precursor method". As a result, knowledge on the reactivity of the precursors on the substrate surface was obtained, and undecacenes and tetraazaundecacenes were successfully synthesised. They also succeeded in developing methods for the synthesis of azacyclacene precursors and acene oligomers, as well as a new porphyrin framework synthesis. Furthermore, thermally stable 5,15-substituted benzoporphyrins were synthesised and the structure of thin films deposited by a simple solution process was analysed, and the correlation between substituent structure and thermal stability was investigated.

Academic Significance and Societal Importance of the Research Achievements

走査型トンネル顕微鏡や原子間力顕微鏡の進歩と時を同じくした、溶媒に難溶で不安定なπ共役拡張芳香族化合物の合成法が確立は、これまで理論的な予測にとどまっていた芳香族化合物の電子構造を明らかにするなど、学術的に極めて重要な意味を持つ。また優れた低分子有機半導体材料はまだ限定的である現状において、新しい骨格を有する材料と簡便な薄膜構造制御プロセスの開発、高い電荷移動度の達成は、これら化合物の有機エレクトロニクス材料としての有用性を著しく高めるものである。

Report

(5 results)
  • 2022 Annual Research Report   Final Research Report ( PDF )
  • 2021 Annual Research Report
  • 2020 Comments on the Screening Results   Annual Research Report
  • Research Products

    (94 results)

All 2023 2022 2021 2020 Other

All Int'l Joint Research (13 results) Journal Article (49 results) (of which Int'l Joint Research: 18 results,  Peer Reviewed: 47 results,  Open Access: 15 results) Presentation (30 results) (of which Int'l Joint Research: 19 results,  Invited: 21 results) Remarks (2 results)

  • [Int'l Joint Research] ETH/EMPA(スイス)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] IMDEA Nanoscience(スペイン)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] Jiangsu University/Zhejiang University(中国)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] University Toulouse III - Paul Sabatier(フランス)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] EMPA(スイス)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] Zhejiang University/Jiangsu University/Beijing Univ. of Chemical Technology(中国)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] IMDEA Nanoscience(スペイン)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] University Toulouse III - Paul Sabatier(フランス)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] UCSB(米国)

    • Related Report
      2021 Annual Research Report
  • [Int'l Joint Research] EMPA(スイス)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] IMDEA-Nanociencia(スペイン)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] UCSB(米国)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Beijing Univ. of Chemical Technology/Jiangsu University(中国)

    • Related Report
      2020 Annual Research Report
  • [Journal Article] A Series of Soluble Planar Oligorylenes up to Hexarylene2023

    • Author(s)
      Fujita Ryuichi、Yoshida Shoko、Kano Haruka、Matsuo Kyohei、Hayashi Hironobu、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Chinese Journal of Chemistry

      Volume: 41 Issue: 9 Pages: 1023-1027

    • DOI

      10.1002/cjoc.202200692

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Diazazethrene bisimide: a strongly electron-accepting π-system synthesized <i>via</i> the incorporation of both imide substituents and imine-type nitrogen atoms into zethrene2023

    • Author(s)
      Tajima Keita、Matsuo Kyohei、Yamada Hiroko、Fukui Norihito、Shinokubo Hiroshi
    • Journal Title

      Chemical Science

      Volume: 14 Issue: 3 Pages: 635-642

    • DOI

      10.1039/d2sc05992d

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Possibilities and Limitations in Monomer Combinations for Ternary Two-Dimensional Covalent Organic Frameworks2023

    • Author(s)
      Suzuki Mitsuharu、Miura Masashi、Ohkubo Enzo、Karimata Haru、Aizawa Naoya、Yamada Hiroko、Nakayama Ken-ichi
    • Journal Title

      Journal of the American Chemical Society

      Volume: 145 Issue: 5 Pages: 3008-3015

    • DOI

      10.1021/jacs.2c11520

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An Atropisomerism Study of Large Cycloarylenes: [n]Cyclo‐4,10‐Pyrenylenes’ Case2023

    • Author(s)
      Kurosaki Ryo、Morimoto Hirofumi、Matsuo Kyohei、Hayashi Hironobu、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Chemistry - A European Journal

      Volume: - Issue: 24

    • DOI

      10.1002/chem.202203848

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enhanced Four‐Electron Oxygen Reduction Selectivity of Clamp‐Shaped Cobalt(II) Porphyrin(2.1.2.1) Complexes2023

    • Author(s)
      Xue Songlin、Ryan Osterloh W.、Lv Xiaojuan、Liu Ningchao、Gao Yimei、Lei Haitao、Fang Yuanyuan、Sun Zhongti、Mei Peifeng、Kuzuhara Daiki、Aratani Naoki、Yamada Hiroko、Cao Rui、Kadish Karl M.、Qiu Fengxian
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 62 Issue: 17

    • DOI

      10.1002/anie.202218567

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis of polyacene by using a metal-organic framework2023

    • Author(s)
      Takashi Kitao, Takumi Miura, Ryo Nakayama, Yusuke Tsutsui, Yee Seng Chan, Hironobu Hayashi, Hiroko Yamada, Shu Seki, Taro Hitosugi, Takashi Uemura
    • Journal Title

      Nature Synthesis

      Volume: 2023

    • Related Report
      2022 Annual Research Report
  • [Journal Article] Reversible Photoluminescence Control of Azobenzene Crystals by Light and Heat Stimulation2022

    • Author(s)
      Yamauchi Mitsuaki、Okaji Miho、Aratani Naoki、Yamada Hiroko、Masuo Sadahiro
    • Journal Title

      ChemPhotoChem

      Volume: 6 Issue: 5

    • DOI

      10.1002/cptc.202100301

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis, Characterization, and Electrochemistry of Copper Dibenzoporphyrin(2.1.2.1) Complexes2022

    • Author(s)
      Liu Ningchao、Osterloh W. Ryan、Huang Hongliang、Tang Xinyue、Mei Peifeng、Kuzuhara Daiki、Fang Yuanyuan、Pan Jianming、Yamada Hiroko、Qiu Fengxian、Kadish Karl M.、Xue Songlin
    • Journal Title

      Inorganic Chemistry

      Volume: 61 Issue: 8 Pages: 3563-3572

    • DOI

      10.1021/acs.inorgchem.1c03596

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Cross-conjugated Isothianaphthene Quinoids: A Versatile Strategy for Controlling Electronic Structures2022

    • Author(s)
      K. Yamamoto, S. M. Quintero, S. Jinnai, E. Jeong, K. Matsuo, M. Suzuki, H. Yamada, J. Casado, Y. Ie
    • Journal Title

      J. Mater. Chem. C

      Volume: 10 Issue: 11 Pages: 4424-4433

    • DOI

      10.1039/d1tc05794d

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Effect of Aromatic Solvents Residuals on Electron Mobility of Organic Single Crystals2022

    • Author(s)
      Xue Guobiao、Peng Boyu、Ye Tao、Wu Jiake、Zhao Yujie、Liu Yujing、Yamada Hiroko、Chen Hongzheng、Li Hanying
    • Journal Title

      Advanced Electronic Materials

      Volume: 8 Issue: 9 Pages: 2200158-2200158

    • DOI

      10.1002/aelm.202200158

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Facile Post-synthesis and Redox Behavior of π-Expanded Ferrocene and ansa-Ferrocene2022

    • Author(s)
      Morimoto Hirofumi、Matsuo Kyohei、Hayashi Hironobu、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Chemistry Letters

      Volume: 51 Issue: 4 Pages: 428-430

    • DOI

      10.1246/cl.220011

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of porphyrin(2.1.2.1) with embedded naphthalene2022

    • Author(s)
      Lv Xiaojuan、Liu Ningchao、Xiao Bentian、Morimoto Hirofumi、Kuzuhara Daiki、Aratani Naoki、Yamada Hiroko、Qiu Fengxian、Xue Songlin
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 26 Issue: 06n07 Pages: 510-516

    • DOI

      10.1142/s1088424622500390

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] A porphyrin(2.1.2.1) bis-boron complex as a deep-red AIE luminophore induced by intermolecular F-π interaction2022

    • Author(s)
      Liu Ningchao、Lv Xiaojuan、Xiao Bentian、Kuzuhara Daiki、Mei Peifeng、Aratani Naoki、Yamada Hiroko、Qiu Fengxian、Pan Jianming、Xue Songlin
    • Journal Title

      Dalton Transactions

      Volume: 51 Issue: 25 Pages: 9606-9610

    • DOI

      10.1039/d2dt01289h

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Exploration of Alkyl Group Effects on the Molecular Packing of 5,15-Disubstituted Tetrabenzoporphyrins toward Efficient Charge-Carrier Transport2022

    • Author(s)
      Jeong Eunjeong、Ito Tatsuya、Takahashi Kohtaro、Koganezawa Tomoyuki、Hayashi Hironobu、Aratani Naoki、Suzuki Mitsuharu、Yamada Hiroko
    • Journal Title

      ACS Applied Materials & Interfaces

      Volume: 14 Issue: 28 Pages: 32319-32329

    • DOI

      10.1021/acsami.2c07313

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Gram‐Scale Diversity‐Oriented Synthesis of Dinaphthothiepine Bisimides as Soluble Precursors for Perylene Bisimides2022

    • Author(s)
      Tanaka Yuki、Matsuo Kyohei、Yamada Hiroko、Fukui Norihito、Shinokubo Hiroshi
    • Journal Title

      European Journal of Organic Chemistry

      Volume: 2022 Issue: 31 Pages: 202200770-202200770

    • DOI

      10.1002/ejoc.202200770

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Planar meso-Aryl Rosarins: A Reversible Antiaromatic/Aromatic Interconversion2022

    • Author(s)
      Liu Ningchao、Morimoto Hirofumi、Wu Fan、Lv Xiaojuan、Xiao Bentian、Kuzuhara Daiki、Pan Jianming、Qiu Fengxian、Aratani Naoki、Shen Zhen、Yamada Hiroko、Xue Songlin
    • Journal Title

      Organic Letters

      Volume: 24 Issue: 20 Pages: 3609-3613

    • DOI

      10.1021/acs.orglett.2c01147

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Polyazaacene and Cyclazaacene Precursors Synthesized by Dehydration Condensation from a Versatile Bis‐ <i>α</i> ‐diketone Unit Having an Anthracene Skeleton2022

    • Author(s)
      Chan Yee Seng、Hayashi Hironobu、Sato Shizuka、Kasahara Shoma、Matsuo Kyohei、Aratani Naoki、Yamada Hiroko
    • Journal Title

      European Journal of Organic Chemistry

      Volume: 2022 Issue: 38

    • DOI

      10.1002/ejoc.202200621

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] On-surface synthesis of hydroxy-functionalized graphene nanoribbons through deprotection of methylenedioxy groups2022

    • Author(s)
      Ohtomo Manabu、Hayashi Hironobu、Shiotari Akitoshi、Kawamura Mayu、Hayashi Ryunosuke、Jippo Hideyuki、Yamaguchi Junichi、Ohfuchi Mari、Aratani Naoki、Sugimoto Yoshiaki、Yamada Hiroko、Sato Shintaro
    • Journal Title

      Nanoscale Advances

      Volume: 4 Issue: 22 Pages: 4871-4879

    • DOI

      10.1039/d2na00031h

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis and properties of 10,20-bis(triisopropylsilylethynyl)-tetrabenzo-5,15-diazaporphine2022

    • Author(s)
      Sugano Yuki、Matsuo Kyohei、Hayashi Hironobu、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: - Issue: 01n04 Pages: 136-144

    • DOI

      10.1142/s1088424622500766

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Phosphaacene as a structural analogue of thienoacenes for organic semiconductors2022

    • Author(s)
      Matsuo Kyohei、Okumura Rina、Hayashi Hironobu、Aratani Naoki、Jinnai Seihou、Ie Yutaka、Saeki Akinori、Yamada Hiroko
    • Journal Title

      Chemical Communications

      Volume: 58 Issue: 98 Pages: 13576-13579

    • DOI

      10.1039/d2cc05122b

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Nonpolymer Organic Solar Cells: Microscopic Phonon Control to Suppress Nonradiative Voltage Loss via Charge-Separated State2022

    • Author(s)
      Nagatomo Takaaki、Vats Ajendra K.、Matsuo Kyohei、Oyama Shinya、Okamoto Naoya、Suzuki Mitsuharu、Koganezawa Tomoyuki、Fuki Masaaki、Masuo Sadahiro、Ohta Kaoru、Yamada Hiroko、Kobori Yasuhiro
    • Journal Title

      ACS Physical Chemistry Au

      Volume: 3 Issue: 2 Pages: 207-221

    • DOI

      10.1021/acsphyschemau.2c00049

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of oligoacenes using precursors for evaluation of their electronic structures2022

    • Author(s)
      Yamada Hiroko、Hayashi Hironobu
    • Journal Title

      Photochemical & Photobiological Sciences

      Volume: 21 Issue: 8 Pages: 1511-1532

    • DOI

      10.1007/s43630-022-00235-x

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Microscopic Structures, Dynamics, and Spin Configuration of the Charge Carriers in Organic Photovoltaic Solar Cells Studied by Advanced Time-Resolved Spectroscopic Methods2022

    • Author(s)
      Ohta Kaoru、Tominaga Keisuke、Ikoma Tadaaki、Kobori Yasuhiro、Yamada Hiroko
    • Journal Title

      Langmuir

      Volume: 38 Issue: 24 Pages: 7365-7382

    • DOI

      10.1021/acs.langmuir.2c00290

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] On-surface synthesis and characterization of nitrogen-substituted undecacenes2022

    • Author(s)
      Eimre Kristjan、Urgel Jose I.、Hayashi Hironobu、Di Giovannantonio Marco、Ruffieux Pascal、Sato Shizuka、Otomo Satoru、Chan Yee Seng、Aratani Naoki、Passerone Daniele、Groning Oliver、Yamada Hiroko、Fasel Roman、Pignedoli Carlo A.
    • Journal Title

      Nature Communications

      Volume: 13 Issue: 1 Pages: 511-511

    • DOI

      10.1038/s41467-022-27961-1

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Single crystal field-effect transistor of tetrabenzoporphyrin with a one-dimensionally extended columnar packing motif exhibiting efficient charge transport properties2022

    • Author(s)
      Zhu Juanjuan、Hayashi Hironobu、Chen Meng、Xiao Chengyi、Matsuo Kyohei、Aratani Naoki、Zhang Lei、Yamada Hiroko
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 10 Issue: 7 Pages: 2527-2531

    • DOI

      10.1039/d1tc03547a

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Porphyrin(2.1.2.1) as a novel binucleating ligand: synthesis and molecular structures of mono- and di-rhodium(<scp>i</scp>) complexes2021

    • Author(s)
      Xue Songlin、Liu Ningchao、Mei Peifeng、Kuzuhara Daiki、Zhou Mingbo、Pan Jianming、Yamada Hiroko、Qiu Fengxian
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 95 Pages: 12808-12811

    • DOI

      10.1039/d1cc05641g

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Binuclear Rhodium(I) Complex of a Dimethylvinylene-Bridged Distorted Hexaphyrin(2.1.2.1.2.1)2021

    • Author(s)
      Xue Songlin、Liu Ningchao、Mei Peifeng、Kuzuhara Daiki、Aratani Naoki、Qiu Fengxian、Yamada Hiroko
    • Journal Title

      Inorganic Chemistry

      Volume: 60 Issue: 21 Pages: 16070-16073

    • DOI

      10.1021/acs.inorgchem.1c02609

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Mirror‐Image Cofacial Coronene Dimers Characterized by CD and CPL Spectroscopy: A Twisted Bilayer Nanographene2021

    • Author(s)
      Uehara Keiji、Kano Haruka、Matsuo Kyohei、Hayashi Hironobu、Fujiki Michiya、Yamada Hiroko、Aratani Naoki
    • Journal Title

      ChemPhotoChem

      Volume: 5 Issue: 11 Pages: 974-978

    • DOI

      10.1002/cptc.202100166

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of 10,20-substituted tetrabenzo-5,15-diazaporphyrin copper complexes from soluble precursors2021

    • Author(s)
      Sugano Yuki、Matsuo Kyohei、Hayashi Hironobu、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 25 Issue: 10n12 Pages: 1186-1192

    • DOI

      10.1142/s1088424621501194

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Nature of Local Charge Carrier Motions in Porphyrin-based Bulk Heterojunction Films Revealed by Time-resolved Optical Pump-terahertz Probe Spectroscopy2021

    • Author(s)
      Ohta Kaoru、Hiramatsu Yuichi、Suzuki Mitsuharu、Yamada Hiroko、Tominaga Keisuke
    • Journal Title

      Chemistry Letters

      Volume: 50 Issue: 11 Pages: 1859-1862

    • DOI

      10.1246/cl.210438

    • NAID

      130008113719

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Efficient photogeneration of long acenes on nanostructured graphene2021

    • Author(s)
      Cosme G. Ayani, Michele Pisarra, Jos_ I. Urgel, Juan Jes_s Navarro, Cristina D_az, Hironobu Hayashi, Hiroko Yamada, Fabian Calleja, Rodolfo Miranda, Roman Fasel, Fernando Mart_n*, Amadeo L. V_zquez de Parga*
    • Journal Title

      Nanoscale Horizons

      Volume: 6 Issue: 9 Pages: 744-750

    • DOI

      10.1039/d1nh00184a

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Deep-red circularly polarised luminescent C70 derivatives2021

    • Author(s)
      Kano Haruka、Hayashi Hironobu、Matsuo Kyohei、Fujiki Michiya、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Scientific Reports

      Volume: 11 Issue: 1 Pages: 12072-12072

    • DOI

      10.1038/s41598-021-91451-5

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis and Properties of the Doubly Oxonium-Embedded Picenes as Electron-Deficient Polycyclic Aromatic Hydrocarbons2021

    • Author(s)
      Matsuo Kyohei、Toda Natsuki、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Organic Letters

      Volume: 23 Issue: 10 Pages: 3986-3990

    • DOI

      10.1021/acs.orglett.1c01188

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Buckyball as an Electron Donor in a Dyad of C60 and Xanthene Dye2021

    • Author(s)
      Haruka Kano, Kyohei Matsuo, Hironobu Hayashi, Kosaku Kato, Akira Yamakata, Hiroko Yamada, Naoki Aratani
    • Journal Title

      European Journal of Organic Chemistry

      Volume: - Issue: 23 Pages: 3377-3381

    • DOI

      10.1002/ejoc.202100276

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Acridino[2,1,9,8‐ <i>klmna</i> ]acridine Bisimides: An Electron‐Deficient π‐System for Robust Radical Anions and n‐Type Organic Semiconductors2021

    • Author(s)
      Tajima Keita、Matsuo Kyohei、Yamada Hiroko、Seki Shu、Fukui Norihito、Shinokubo Hiroshi
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 60 Issue: 25 Pages: 14060-14067

    • DOI

      10.1002/anie.202102708

    • NAID

      120007175388

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Evaluation of Charge Transport Property of Ethynylene‐Bridged Anthracene Oligomers2021

    • Author(s)
      Zhu Juanjuan、Hayashi Hironobu、Chen Meng、Xiao Chengyi、Matsuo Kyohei、Aratani Naoki、Zhang Lei、Yamada Hiroko
    • Journal Title

      Macromolecular Chemistry and Physics

      Volume: - Issue: 11 Pages: 2100024-2100024

    • DOI

      10.1002/macp.202100024

    • Related Report
      2021 Annual Research Report 2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Molecular organized isoindigo based small molecules with terminal thermally cleavable protecting group2021

    • Author(s)
      Shaker Mohamed、Hayashi Hironobu、Yamada Hiroko
    • Journal Title

      Dyes and Pigments

      Volume: 184 Pages: 108806-108806

    • DOI

      10.1016/j.dyepig.2020.108806

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Robust Unipolar Electron Conduction Using an Ambipolar Polymer Semiconductor with Solution-Processable Blends2020

    • Author(s)
      Ford Michael J.、Suzuki Mitsuharu、Bridges Colin R.、Bustillo Karen C.、Seifrid Martin、Wang Ming、Yamada Hiroko、Nguyen Thuc-Quyen、Bazan Guillermo C.
    • Journal Title

      Chemistry of Materials

      Volume: 32 Issue: 16 Pages: 6831-6837

    • DOI

      10.1021/acs.chemmater.0c00234

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Small bandgap in atomically precise 17-atom-wide armchair-edged graphene nanoribbons2020

    • Author(s)
      Yamaguchi Junichi、Hayashi Hironobu、Jippo Hideyuki、Shiotari Akitoshi、Ohtomo Manabu、Sakakura Mitsuhiro、Hieda Nao、Aratani Naoki、Ohfuchi Mari、Sugimoto Yoshiaki、Yamada Hiroko、Sato Shintaro
    • Journal Title

      Communications Materials

      Volume: 1 Issue: 1 Pages: 36-36

    • DOI

      10.1038/s43246-020-0039-9

    • NAID

      120006875538

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Visible‐Light‐Induced Heptacene Generation under Ambient Conditions: Utilization of Single‐crystal Interior as an Isolated Reaction Site2020

    • Author(s)
      Hayashi Hironobu、Hieda Nao、Yamauchi Mitsuaki、Chan Yee Seng、Aratani Naoki、Masuo Sadahiro、Yamada Hiroko
    • Journal Title

      Chemistry - A European Journal

      Volume: 26 Issue: 66 Pages: 15079-15083

    • DOI

      10.1002/chem.202002155

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Directly-linked Cyclic Pyrene Tetramer as a Back-to-back Receptor for Two Fullerenes2020

    • Author(s)
      Kurosaki Ryo、Matsuo Kyohei、Hayashi Hironobu、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Chemistry Letters

      Volume: 49 Issue: 8 Pages: 892-895

    • DOI

      10.1246/cl.200233

    • NAID

      130007884706

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] A Windmill-Shaped Molecule with Anthryl Blades to Form Smooth Hole-Transport Layers via a Photoprecursor Approach2020

    • Author(s)
      Maeda Akihiro、Nakauchi Aki、Shimizu Yusuke、Terai Kengo、Sugii Shuhei、Hayashi Hironobu、Aratani Naoki、Suzuki Mitsuharu、Yamada Hiroko
    • Journal Title

      Materials

      Volume: 13 Issue: 10 Pages: 2316-2316

    • DOI

      10.3390/ma13102316

    • NAID

      120006877035

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Dinaphthothiepine Bisimide and Its Sulfoxide: Soluble Precursors for Perylene Bisimide2020

    • Author(s)
      Hayakawa Sakiho、Matsuo Kyohei、Yamada Hiroko、Fukui Norihito、Shinokubo Hiroshi
    • Journal Title

      Journal of the American Chemical Society

      Volume: 142 Issue: 27 Pages: 11663-11668

    • DOI

      10.1021/jacs.0c04096

    • NAID

      120006941029

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Morphological Control of Organic Semiconducting Materials Using the Precursor Approach2020

    • Author(s)
      Yamada Hiroko、Kuzuhara Daiki、Suzuki Mitsuharu、Hayashi Hironobu、Aratani Naoki
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 93 Issue: 10 Pages: 1234-1267

    • DOI

      10.1246/bcsj.20200130

    • NAID

      130007926162

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Facilitated Interfacial Electronic Processes by the π-π Stacked Edge-on Tetrabenzoporphyrin/Graphene Layer Enables Broadband Ultrasensitive Photodetecting with Prompt Response2020

    • Author(s)
      Shao Ming-Yue、Yu Miao、Suzuki Mitsuharu、Yamada Hiroko、Wang Yan-Ping、Chen Yu、Lu Cheng、Wang Dong、Yang Zhi-Yong
    • Journal Title

      ACS Applied Electronic Materials

      Volume: 2 Issue: 10 Pages: 3459-3467

    • DOI

      10.1021/acsaelm.0c00772

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Vinylene-Bridged Cyclic Dipyrrin and BODIPY Trimers2020

    • Author(s)
      Songlin Xue, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada
    • Journal Title

      International Journal of Molecular Sciences

      Volume: 21 Issue: 21 Pages: 8041-8041

    • DOI

      10.3390/ijms21218041

    • NAID

      120007181846

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Porphyrinoids with Vinylene Bridges2020

    • Author(s)
      Kuzuhara Daiki、Yamada Hiroko
    • Journal Title

      Synlett

      Volume: - Issue: 11 Pages: 1072-1084

    • DOI

      10.1055/s-0040-1705979

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] One-Pot Synthesis of a Cyclic Pyrene Octamer from Two Bifunctionalized Pyrene Monomers2020

    • Author(s)
      Yamada Hiroko、Aratani Naoki、Mei Peifeng、Kurosaki Ryo、Matsumoto Akinobu
    • Journal Title

      Synthesis

      Volume: 53 Issue: 02 Pages: 344-347

    • DOI

      10.1055/s-0040-1705950

    • NAID

      120007169564

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] どこまで伸びる?ーベンゼン環の連結競争2020

    • Author(s)
      林 宏暢、山田容子
    • Journal Title

      化学 4月号

      Volume: 75 Pages: 68-69

    • Related Report
      2020 Annual Research Report
  • [Presentation] ベンゼン環はどこまで伸ばせるか? 光反応による高次アセン合成への挑戦2023

    • Author(s)
      山田容子
    • Organizer
      “光”機到来!Qコロキウム@唐津
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] Metalation Effect on Diketopyrrolopyrrole-tetrabenzoporphyrin Conjugate as p-Type Material in BHJ Organic Photovoltaics2022

    • Author(s)
      Ajendra Kumar Vats, Kyohei Matsuo, Hiroko Yamada
    • Organizer
      241st ECS Meeting
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] On-surface Synthesis of Higher Acenes using Precursors2022

    • Author(s)
      Hiroko Yamada and Hironobu Hayashi
    • Organizer
      241st ECS Meeting
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis of 10,20-substituted-tetrabenzo-5,15-diazaporphyrins and evaluation of their application to organic semiconductors2022

    • Author(s)
      Hiroko Yamada, Yuki Sugano, Kyohei Matsuo
    • Organizer
      The 12th international conference on porphyrins and phthalocyanines (ICPP-12)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Small bandgap in atomically precise 17-atom-wide armchair-edged graphene nanoribbons.2022

    • Author(s)
      Hiroko Yamada, Hironobu Hayashi, Junichi Yamaguchi, Hideyuki Jippo, Akitoshi Shiotari, Manabu Ohtomo, Mitsuaki Sakakura, Nao Hieda, Naoki Aratani, Mari Ohfuchi, Yoshiaki Sugimoto, Shintaro Sato
    • Organizer
      International Workshop On-Surface Synthesis (OSS22)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] On-surface Synthesis of Higher Acenes using Precursors2022

    • Author(s)
      Hiroko Yamada
    • Organizer
      Kyoto-Bordeaux Symposium on Organic Chemistry and Photochemistry
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Polyazaacene and cyclazaacene precursor synthesis2022

    • Author(s)
      H. Hayashi, and H. Yamada
    • Organizer
      11th singapore international chemical conference
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 基板上合成による高次アセンの合成と グラフェンナノリボンへの展開2022

    • Author(s)
      山田容子
    • Organizer
      第33回万有仙台シンポジウム
    • Related Report
      2022 Annual Research Report
    • Invited
  • [Presentation] Substituent effect on structures of hexaphyrins(2.1.2.1.2.1) and their metal complexes2021

    • Author(s)
      Songlin Xue, Daiki Kuzuhara, Naoki Aratani, Hiroko Yamada
    • Organizer
      239st ECS Meeting
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Side-chain engineering of small-molecular organic semiconductors for organic electronic devices2021

    • Author(s)
      Mitsuharu Suzuki and Hiroko Yamada
    • Organizer
      239st ECS Meeting
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Orbital-Energy Modulation of Tetrabenzoporphyrin for Application as Non-Fullerene Acceptor in Organic Solar Cells2021

    • Author(s)
      Eunjeong Jeong, Mitsuharu Suzuki, Naoki Aratani, Hiroko Yamada
    • Organizer
      11th International Conference of Porphyrins and Phthalocyanines
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Photoprecursor approach: an innovative method for large acene synthesis2021

    • Author(s)
      Hiroko Yamada
    • Organizer
      Intenational Conference of Photochemistry 2021
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Alkyl Substituent Engineering for Efficient Photoconversion Efficiency in Small Molecular Organic Photovoltaics2021

    • Author(s)
      Mitsuharu Suzuki and Hiroko Yamada
    • Organizer
      Optical Devices and Materials for Solar Energy and Solid-State Lighting (PVLED2021)
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] On-surface synthesis of small bandgap graphene nanoribbons2021

    • Author(s)
      Hiroko Yamada and Hironobu Hayashi
    • Organizer
      American Association for Advances in Functional Materials (AAAFM-UCLA Conference, 2021)
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Alkyl Substituent Engineering for Efficient Photoconversion Efficiency in Small Molecular Organic Photovoltaics2021

    • Author(s)
      Mitsuharu Suzuki and Hiroko Yamada
    • Organizer
      The 11th International Conference on Flexible and Printed Electronics (2021ICFPE )
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] On-surface Synthesis of Acenes by “Photoprecursor Approach”2021

    • Author(s)
      Hironobu Hayashi and Hiroko Yamada
    • Organizer
      11th Asian Photochemistry Conference(APC2021 )
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Ultrafast Charge Carrier Dynamics in Tetrabenzoporphyrin Derivatives Studied by Time-Resolved Terahertz Spectroscopy2021

    • Author(s)
      Kaoru Ohta, Hiroko Yamada, Keisuke Tominaga
    • Organizer
      11th Asian Photochemistry Conference(APC2021 )
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Relationship between substituent structure and ionization energy of small-molecule2021

    • Author(s)
      Mitsuharu Suzuk, Kengo Terai, Takuya Okabe, Naoki Aratani, Hiroko Yamada
    • Organizer
      Pacifichem 2021
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Liquid crystalline composites toward a novel tuning technique of semiconducting properties2021

    • Author(s)
      Koki Kawano, Akihiko Fujii, Hiroko Yamada, Tsuyoshi Kawai, Masanori Ozaki, Yo Shimizu
    • Organizer
      Pacifichem 2021
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] On-surface Synthesis of Acene compoiunds by “precursor Approach”2021

    • Author(s)
      Hiroko Yamada, Hironobu Hayashi
    • Organizer
      Pacifichem 2021
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 光を利用した基板上合成への挑戦2021

    • Author(s)
      山田容子
    • Organizer
      光化学若手の会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] ベンゾポルフィリン-ジケトピロロピロールをドナーとするバルクへテロ接合界面の電荷移動と電荷解離:時間分解EPRによる解析2021

    • Author(s)
      長友隆晃、婦木正明、増尾貞弘、山田容子、小堀康博
    • Organizer
      光化学討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 前駆体法を利用した低分子有機半導体の開発2021

    • Author(s)
      山田容子
    • Organizer
      光化学討論会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 近赤外固体系三重項-三重項消滅光アップコンバージョンにおけるルブレン誘導体の置換基効果とそ のメカニズム2021

    • Author(s)
      澤 あか音 、トリバティニィーティ、ヘック クラ イレ、溝黒 登志子、橘 浩昭、玉井 尚登、葛原 大 軌、山田 容子、鎌田 賢司
    • Organizer
      光化学討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 光前駆体法による芳香族有機材料の開発2021

    • Author(s)
      山田容子
    • Organizer
      近畿化学協会機能性色素部会第104回例会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] 炭素原子17 個分の幅を有するアームチェア型グラフェンナノリボンの基板上合成2021

    • Author(s)
      林 宏暢, 山口 淳一, 實宝 秀幸, 塩足 亮隼, 大伴 真名歩, 荒谷 直樹, 大淵 真里, 杉本 宜昭, 佐藤 信太郎, 山田 容子
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 近赤外三重項-三重項消滅光アップコンバージョン固体系におけるルブレン誘導体から増感剤への逆エネルギー移動消光の研究2021

    • Author(s)
      澤 あか音、ニィーティ トリパティ、クレア ヘック、玉井 尚登、葛原 大軌、山田 容子、鎌田 賢司
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] アクリジノアクリジンビスイミドの合成と物性2021

    • Author(s)
      田島 慶太、松尾 恭平、山田 容子、関 修平、福井 識人、忍久保 洋
    • Organizer
      日本化学会第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Electronic properties of bottom-up synthesized 17- and 13-atom-wide graphene nanoribbons2020

    • Author(s)
      Junichi Yamaguchi, Hironobu Hayashi, Hideyuki Jippo, Akitoshi Shiotari, Manabu Ohtomo, Mitsuhiro Sakakura, Nao Hieda, Naoki Aratani, Mari Ohfuchi, Yoshiaki Sugimoto, Hiroko Yamada, and Shintaro Sato
    • Organizer
      MRS Fall meeting
    • Related Report
      2020 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 前駆体法を用いた高次アセン合成と機能性材料創出への展開2020

    • Author(s)
      林 宏暢
    • Organizer
      ACE Meeting Online II
    • Related Report
      2020 Annual Research Report
  • [Remarks] 奈良先端科学技術大学院大学機能有機化学研究室

    • URL

      https://mswebs.naist.jp/LABs/env_photo_greenmat/index3.html

    • Related Report
      2022 Annual Research Report
  • [Remarks] 奈良先端科学技術大学院大学機能有機化学研究室

    • URL

      https://mswebs.naist.jp/LABs/env_photo_greenmat/publication.html

    • Related Report
      2021 Annual Research Report 2020 Annual Research Report

URL: 

Published: 2020-04-28   Modified: 2024-01-30  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi