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Attempt at purifying chiral single-walled carbon nanotubes using a helical polymer as a dynamic template

Research Project

Project/Area Number 26620034
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionOsaka Prefecture University

Principal Investigator

Ohta Eisuke  大阪府立大学, 工学(系)研究科(研究院), 助教 (20550320)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2016: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywordsポリマー / 高次構造 / らせん形高分子 / 溶媒極性 / キラル誘起 / フォルダマー / らせん形分子 / ホスト-ゲスト化学 / カーボンナノチューブ
Outline of Final Research Achievements

It was found that a novel polymer, which is newly synthesized in this work, forms random coil structure in apolar solvents and forms helical structure in polar solvents. Upon addition of chiral guest compounds into a solution of the polymer, vivid CD signals are observed, suggesting that a helicity of the polymer is induced by chiral guests. Interestingly, it is found that the sign of CD signals of the solution at room temperature and at 70 °C are the opposite. This observation shows that the induced helicity of the polymer is inverted upon temperature change. This kind of phenomenon is unusual and thus there are only two examples so far.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (39 results)

All 2017 2016 2015 2014

All Journal Article (15 results) (of which Int'l Joint Research: 10 results,  Peer Reviewed: 15 results,  Acknowledgement Compliant: 10 results,  Open Access: 1 results) Presentation (24 results) (of which Int'l Joint Research: 7 results,  Invited: 5 results)

  • [Journal Article] Cooperative Effects of o- and m-Methyl Groups on the Intramolecular Charge-Transfer Emission Properties of Dibenzoylmethanatoboron Difluorides2017

    • Author(s)
      Tanaka, M.; Muraoka, S.; Matsui, Y.; Ohta, E.; Ogaki, T.; Mizuno, K.; Ikeda, H.
    • Journal Title

      Photochem. Photobiol. Sci.

      Volume: 印刷中 Issue: 6 Pages: 845-853

    • DOI

      10.1039/c7pp00005g

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Organic Molecular Layer with High Electrochemical Bistability: Synthesis, Structure, and Properties of a Dynamic Redox System with Lipoate Units for Binding to Au(111),2017

    • Author(s)
      E. Ohta, H. Uehara, Y. Han, K. Wada, H. Noguchi, R. Katoono, Y. Ishigaki, H. Ikeda, K. Uosaki, T. Suzuki
    • Journal Title

      ChemPlusChem

      Volume: - Issue: 7 Pages: 1043-1047

    • DOI

      10.1002/cplu.201600649

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Intramolecular Triple Cyclization Strategy for Sila- and Oxa-Analogues of Truxene with Long-Lived Phosphorescence2017

    • Author(s)
      Ogaki, T.; Ohta, E.; Oda, Y.; Sato, H.; Matsui, Y.; Kumeda, M.; Ikeda, H.
    • Journal Title

      Asian J. Org. Chem.

      Volume: 6 Issue: 3 Pages: 290-296

    • DOI

      10.1002/ajoc.201600560

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Remarkable Solvatofluorochromism of a [2.2]Paracyclophane-Containing Organoboron Complex: A Large Stokes Shift Promoted by Excited State Intramolecular Charge Transfer2017

    • Author(s)
      Tanaka, M.; Muraoka, S.; Matsui, Y.; Ohta, E.; Sakai, A.; Ogaki, T.; Yoshimoto, Y.; Mizuno, K.; Ikeda, H.
    • Journal Title

      ChemPhotoChem

      Volume: 印刷中 Issue: 5 Pages: 188-197

    • DOI

      10.1002/cptc.201600028

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Adiabatic Process of Higher Electronically-Excited States: Luminescence from an Excited State Biradical Generated by Irradiation of Benzophenone-Substituted Cyclopropanes2017

    • Author(s)
      Matsui, Y.; Oishi, T.; Ohta, E.; Ikeda, H.
    • Journal Title

      J. Phys. Org. Chem.

      Volume: 30 Issue: 4

    • DOI

      10.1002/poc.3636

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Formation of a Trithia[5]helicene in an Unexpected Photoreaction of a Methyl-substituted Bis(dithienylethenyl)thiophene through a Double Sequence of 6π-Electrocyclization/Aromatization (Dehydrogenation/Demethylation)2016

    • Author(s)
      A. Yamamoto, Y. Matsui, E. Ohta, T. Ogaki, H. Sato, T. Furuyama, N. Kobayashi, K. Mizuno, H. Ikeda
    • Journal Title

      J. Photochem. Photobiol. A. Chem.

      Volume: in press Pages: 48-55

    • DOI

      10.1016/j.jphotochem.2015.10.012

    • Related Report
      2016 Annual Research Report 2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Amorphous Solid Simulation and Trial Fabrication of the Organic Field-Effect Transistor of Tetrathienonaphthalenes Prepared by Using Microflow Photochemical Reactions; A Theoretical Calculation-Inspired Investigation2016

    • Author(s)
      Atsushi Yamamoto, Yasunori Matsui, Toshio Asada, Motoki Kumeda, Kenichiro Takagi, Yu Suenaga, Kunihiko Nagae, Eisuke Ohta, Hiroyasu Sato, Shiro Koseki, Hiroyoshi Naito, Hiroshi Ikeda
    • Journal Title

      J. Org. Chem

      Volume: 81 Issue: 8 Pages: 3168-3176

    • DOI

      10.1021/acs.joc.6b00117

    • Related Report
      2016 Annual Research Report 2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Room-Temperature Phosphorescence of Crystalline Metal-Free Organoboron Complex2016

    • Author(s)
      Sakai, A.; Ohta, E.; Matsui, Y.; Tsuzuki, S.; Ikeda, H.
    • Journal Title

      ChemPhysChem.

      Volume: 17 Issue: 24 Pages: 4033-4036

    • DOI

      10.1002/cphc.201600779

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Fluorescence Behavior Associated with a Possible Intercolumnar Charge-transfer Interaction in the Crystalline State of a Dyad Consisting of Mesitylene and 1,4-Dicyano-2-methylnaphthalene Subunits2015

    • Author(s)
      Ohta, E.; Kobayashi, H.; Sakai, A.; Matsui, Y.; Sato, H.; Ikeda, H.
    • Journal Title

      Rapid Communication in Photoscience

      Volume: 4 Issue: 2 Pages: 31-33

    • DOI

      10.5857/rcp.2015.4.2.31

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Novel Fluorescence Domain "Excited Multimer" Formed upon Photoexcitation of Continuously-stacked Diaroylmethanatoboron Difluoride Molecules with Fused π-Orbital in Crystals2015

    • Author(s)
      A. Sakai, E. Ohta, Y. Yoshimoto, M. Tanaka, Y. Matsui, K. Mizuno, H. Ikeda
    • Journal Title

      Chem. Eur. J.

      Volume: 21 Issue: 50 Pages: 18128-18137

    • DOI

      10.1002/chem.201503132

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Bis(10-methylacridinium)s as a Versatile Platform for Redox-Active Functionalized Dyes and Novel Structures2015

    • Author(s)
      Takanori Suzuki, Takashi Takeda, Eisuke Ohta, Kazuhisa Wada, Ryo Katoono, Hidetoshi Kawai, Kenshu Fujiwara
    • Journal Title

      The Chemical Record

      Volume: 15 Issue: 1 Pages: 280-294

    • DOI

      10.1002/tcr.201402073

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Theoretical Study Demonstrating that Silylene Bridging Brings about LUMO Energy Lowering without Increasing the Reorganization Energy for Single Electron Transfer2014

    • Author(s)
      Ohta, E.; Ogaki, T.; Aoki, T.; Ikeda, H.
    • Journal Title

      Chem. Lett.

      Volume: 43 Issue: 6 Pages: 755-757

    • DOI

      10.1246/cl.140023

    • NAID

      130004868152

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] One-pot Photochemical Synthesis of Novel Thienobis[1]benzothiophene with an Angularly-fused Structure that Promotes Unique Intermolecular S---S Contacts in the Crystalline State2014

    • Author(s)
      Ogaki, T.; Ohta, E.; Yamamoto, A.; Sato, H.; Mizuno, K.; Ikeda, H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 55 Issue: 30 Pages: 4269-4273

    • DOI

      10.1016/j.tetlet.2014.05.096

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Unexpected Formation of a Phenonium Ion-Containing Salt by Single Electron-Transfer Oxidation of a Cage Compound Possessing Triphenylamine Moieties2014

    • Author(s)
      Kuramoto, Y.; Matsui, Y.; Ohta, E.; Sato, H.; Ikeda, H.
    • Journal Title

      Tetrahedron Lett.

      Volume: 55 Issue: 31 Pages: 4366-4369

    • DOI

      10.1016/j.tetlet.2014.05.103

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] The "Excited State C-C Bond Cleavage-Luminescence" Phenomenon of a Biphenyl-substituted Methylenecyclopropane Triggered by Intermolecular Energy Transfer from Triplet Benzophenone2014

    • Author(s)
      Matsui, Y.; Kido, T.; Ohta, E.; Ikeda, H.
    • Journal Title

      Chem. Commun.

      Volume: 50 Issue: 90 Pages: 13963-13966

    • DOI

      10.1039/c4cc06847e

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] ジチエニルケトンとベンゼンからなる新規らせんフォルダマーの合成と不斉誘起2017

    • Author(s)
      古賀蒼一朗,谷 周一,大垣拓也,松井康哲,太田英輔,池田 浩
    • Organizer
      日本化学会第97春季年会(2017)
    • Place of Presentation
      横浜
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] ジチエニルケトンとベンゼンからなる新規フォルダマーの合成と不斉誘起2016

    • Author(s)
      谷 周一,大垣拓也,太田英輔,松井康哲,池田 浩
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      横浜
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] 溶媒極性に応答してコンホメーションが変化する新規ジチエニルケトン-ベンゼン共重合体2016

    • Author(s)
      谷 周一,大垣拓也,太田英輔,松井康哲,池田 浩
    • Organizer
      第27回基礎有機化学討論会
    • Place of Presentation
      広島
    • Year and Date
      2016-09-01
    • Related Report
      2016 Annual Research Report
  • [Presentation] Novel Fluorescence Domain “Excited Multimer” Appearing in the Crystal of Organic Boron Complexes2016

    • Author(s)
      Ohta, E.; Sakai, A.; Matsui, Y.; Ikeda. H.
    • Organizer
      高次複合光応答分子システムの開拓と学理の構築 平成28年度第1回国際会議・第4回公開シンポジウム・第4回若手セミナー
    • Place of Presentation
      Osaka
    • Year and Date
      2016-06-02
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Structure and Photophysical Properties of Novel Trisila- and Trioxatruxenes2016

    • Author(s)
      Ohta, E.; Ogaki T.; Oda. Y.; Matsui, Y.; Ikeda. H.
    • Organizer
      The 12th International Symposium on Organic Reactions and The 6th German-Japanese Symposium on Electrosynthesis (ISOR-12 and GJSE-6)
    • Place of Presentation
      Kyoto
    • Year and Date
      2016-04-22
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Metal-Free Room-Temperature Phosphorescent Crystals of Bis(4-iodobenzoyl)methanatoboron Difluoride: Enhancement of Intersystem Crossing Originating from Specific Packing Structure2016

    • Author(s)
      Ohta, E.; Sakai, A.; Tsuzuki, S.; Matsui, Y.; Ikeda. H.
    • Organizer
      The 26th IUPAC International Symposium on Photochemistry
    • Place of Presentation
      Osaka
    • Year and Date
      2016-04-03
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ジチエニルケトンーベンゼン交互共重合体:外部刺激により不斉が誘起される新規フォルダマー2016

    • Author(s)
      谷 周一,大垣拓也,太田英輔,松井康哲,池田 浩
    • Organizer
      日本エネルギー学会関西支部第61回研究発表会 石油学会関西支部第25回研究発表会
    • Place of Presentation
      大阪
    • Related Report
      2016 Annual Research Report
  • [Presentation] Theoretical Calculation and Synthetic Study on Si-Bridged π-Conjugated Systems2015

    • Author(s)
      Ohta, E; Ogaki, T.; Aoki, T.; Oda, Y.; Matsui, Y.; Ikeda, H
    • Organizer
      Pacifichem 2015
    • Place of Presentation
      ハワイ(アメリカ)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Theoretical Calculation and Synthetic Study on Si-Bridged π-Conjugated Systems2015

    • Author(s)
      Ohta, E; Ogaki, T.; Aoki, T.; Oda, Y.; Matsui, Y.; Ikeda, H
    • Organizer
      The 2nd FZU-OPU Joint International Symposium on Photocatalysis, Photo-Functional Materials and Nano-Science & Technology
    • Place of Presentation
      福州(中国)
    • Year and Date
      2015-11-05
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Theoretical Investigation on Structure and Electronic Properties of Si-bridged π-Systems2015

    • Author(s)
      Ohta, E; Ogaki, T.; Aoki, T.; Oda, Y.; Matsui, Y.; Ikeda, H
    • Organizer
      International CUTE Mini Symposium on Computational Science
    • Place of Presentation
      三重大学(津)
    • Year and Date
      2015-10-06
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Theoretical Calculation and Synthetic Study on Si-Bridged π-Conjugated Skeletons2015

    • Author(s)
      Ohta, E; Ogaki, T.; Aoki, T.; Oda, Y.; Matsui, Y.; Ikeda, H
    • Organizer
      7th East Asia Symposium on Functional Dyes and Advanced Materials (EAS7)
    • Place of Presentation
      大阪府立大学(堺)
    • Year and Date
      2015-09-02
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] シリレン架橋型シクロオリゴチエニレンの理論化学的計算および合成研究2015

    • Author(s)
      太田英輔・大垣拓也・ 青木 徹・小田容己子・松井康哲・池田 浩
    • Organizer
      日本化学会第95春季年会(2015)
    • Place of Presentation
      日本大学船橋キャンパス(千葉県・船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] ナフト縮環48π共役系シクロドデカチエニレンの分子構造,電子構造および合成の検討2015

    • Author(s)
      太田英輔・大和田琢磨・松井康哲・池田 浩
    • Organizer
      日本化学会第95春季年会(2015)
    • Place of Presentation
      日本大学船橋キャンパス(千葉県・船橋市)
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Theoretical Investigation on Structure and Electronic Properties of Si-Bridged π-Conjugated Systems2015

    • Author(s)
      E. Ohta, T. Ogaki, T. Aoki, Y. Oda, Y. Matsui, and H. Ikeda
    • Organizer
      11th International Conference of Computational Methods in Science and Engineering
    • Place of Presentation
      ギリシャ(アテネ)
    • Year and Date
      2015-03-20 – 2015-03-23
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Theoretical Study on Structure and Electronic Properties of Si-Bridged p-Conjugated Systems2014

    • Author(s)
      E. Ohta, T. Ogaki, T. Aoki, Y. Oda, Y. Matsui, and H. Ikeda
    • Organizer
      感応性化学種第2回若手国際シンポジウム
    • Place of Presentation
      大阪大学基礎工学国際棟(大阪府・豊中市)
    • Year and Date
      2014-12-09 – 2014-12-10
    • Related Report
      2014 Research-status Report
  • [Presentation] 電子輸送に有利なアクセプターを指向したケイ素架橋型π共役系の理論的検討と合成研究2014

    • Author(s)
      太田英輔・大垣拓也・ 青木 徹・小田容己子・松井康哲・池田 浩
    • Organizer
      第41回有機典型元素化学討論会
    • Place of Presentation
      宇部市文化会館文化ホール(山口県・宇部市)
    • Year and Date
      2014-11-27 – 2014-11-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Theoretical Calculation for Electronic Properties and Synthetic Study of Si-Bridged π-Conjugated Systems2014

    • Author(s)
      E. Ohta, T. Ogaki, T. Aoki, Y. Oda, Y. Matsui, and H. Ikeda
    • Organizer
      International Symposium on Integrated Synthesis-9
    • Place of Presentation
      淡路夢舞台国際会議場(兵庫県・淡路市)
    • Year and Date
      2014-11-14 – 2014-11-15
    • Related Report
      2014 Research-status Report
  • [Presentation] 有機薄膜太陽電池の高効率化を目指した革新的ケイ素架橋型アクセプターの創成2014

    • Author(s)
      太田英輔
    • Organizer
      和歌山大学・大阪府立大学「工学研究シーズ合同発表会」
    • Place of Presentation
      浪切ホール(大阪府・岸和田市)
    • Year and Date
      2014-11-10
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Theoretical Investigation on Electronic Properties and Synthetic Study of Si-Bridged π-Conjugated Systems2014

    • Author(s)
      E. Ohta, T. Ogaki, T. Aoki, Y. Oda, and H. Ikeda
    • Organizer
      International Symposium on the Synthesis and Application of Curved Organic p-Molecules and Materials
    • Place of Presentation
      京都大学黄檗プラザ(京都府・宇治市)
    • Year and Date
      2014-10-19 – 2014-10-21
    • Related Report
      2014 Research-status Report
  • [Presentation] Efficient One-pot Synthesis of a Thiophene-fused Aromatic Compound by Using Two-stage Cyclization-Dehydrogenation Photoreaction and Its MCD Property2014

    • Author(s)
      E. Ohta, A. Yamamoto, N. Kishigami, N. Tsukahara, H. Sato, Y. Matsui, K. Mizuno, T. Furuyama, N. Kobayashi, and H. Ikeda
    • Organizer
      Michinoku International Symposium on Porphyrins, Phthalocyanines and Functional π Molecules
    • Place of Presentation
      宮城蔵王ロイヤルホテル(宮城県・蔵王市)
    • Year and Date
      2014-10-13 – 2014-10-16
    • Related Report
      2014 Research-status Report
  • [Presentation] Theoretical Investigation on Electronic Properties and Synthetic Study of Si-Bridged π-Conjugated Compounds2014

    • Author(s)
      E. Ohta, T. Ogaki, T. Aoki, Y. Oda, Y. Matsui, and H. Ikeda
    • Organizer
      第61回有機金属化学討論会
    • Place of Presentation
      九州大学医学部百年講堂(福岡県・福岡市)
    • Year and Date
      2014-09-23 – 2014-09-25
    • Related Report
      2014 Research-status Report
  • [Presentation] Theoretical Study on One-Electron σ Bond Appearing in the Radical Anion of 2,2'-Bis(diarylboryl)biphenyl2014

    • Author(s)
      E. Ohta, K. Nishimura, R. Yokoyama, A. Wakamiya, Y. Murata, and H. Ikeda
    • Organizer
      XXXI International Conference on Organometallic Chemistry
    • Place of Presentation
      ロイトン札幌(北海道・札幌市)
    • Year and Date
      2014-07-13 – 2014-07-18
    • Related Report
      2014 Research-status Report
  • [Presentation] 光誘起電子環状反応-脱水素化反応によるテトラチエノナフタレンの合成と性質2014

    • Author(s)
      太田英輔・山本惇司・岸上奈央・塚原典宏・冨依勇佑・佐藤寛泰・狩野佑介・松井康哲・水野一彦・池田 浩
    • Organizer
      第38回有機電子移動化学討論会
    • Place of Presentation
      長良川国際会議場(岐阜県・岐阜市)
    • Year and Date
      2014-06-26 – 2014-06-27
    • Related Report
      2014 Research-status Report
  • [Presentation] Theoretical Study on the Formation of One-Electron σ Bond Associated with Dynamic Structural Changes upon Reduction of Bis(diarylboryl)biphenyl2014

    • Author(s)
      E. Ohta, K. Nishimura, R. Yokoyama, A. Wakamiya, Y. Murata, and H. Ikeda
    • Organizer
      The International Symposium on Reactive Intermediates and Unusual Molecules
    • Place of Presentation
      アステールプラザ(広島県・広島市)
    • Year and Date
      2014-04-01 – 2014-04-06
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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