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Creation of novel distorted phthalocyanines towards highly symmetric molecular arrangement

Research Project

Project/Area Number 25620019
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionTohoku University

Principal Investigator

KOBAYASHI Nagao  東北大学, 理学(系)研究科(研究院), 教授 (60124575)

Co-Investigator(Kenkyū-buntansha) SHIMIZU Soji  九州大学, 大学院工学研究院, 准教授 (70431492)
Project Period (FY) 2013-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywordsフタロシアニン / π共役 / フラーレン / ナノ材料 / 複合材料・物性
Outline of Final Research Achievements

In order to improve a device performance in organic photovoltaics and organic semiconductors, it is important to control an alignment of donor and acceptor molecules on the molecular level. In this research introduction of functional units, which can provide hydrogen bonding and metal coordination, to the periphery of the highly deformed phthalocyanine exhibiting structural affinity to fullerene with the aim of achieving molecular alignment of fullerene and phthalocyanine as a potential donor-acceptor pair. Although some of the novel deformed phthalocyanines were successfully synthesized, construction of molecular assembly of fullerene and phthalocyanine has not been successful. However, based on the obtained knowledge, the research on the control of molecular alignment of fullerene using the highly deformed phthalocyanine and their intermolecular interactions will be continued.

Report

(3 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • Research Products

    (17 results)

All 2015 2014 2013 Other

All Journal Article (11 results) (of which Peer Reviewed: 11 results,  Acknowledgement Compliant: 2 results,  Open Access: 3 results) Presentation (5 results) (of which Invited: 3 results) Book (1 results)

  • [Journal Article] Cyclophanes Containing Bowl-Shaped Aromatic Chromophores: Three Isomers of anti-[2.2](1,4)Subphthalocyaninophane2015

    • Author(s)
      Q. Liu, S. Shimizu, N. Kobayashi
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 54 Issue: 17 Pages: 5187-5191

    • DOI

      10.1002/anie.201411510

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Structural Changes in Non-Planar Octaaryl Substituted Phthalocyanine Phosphorus Complexes2015

    • Author(s)
      Furuyama, T.; Harako, R.; Kobayashi, N.
    • Journal Title

      J. Porphyrin Phthalocyanines

      Volume: 19 Issue: 01-03 Pages: 500-509

    • DOI

      10.1142/s1088424615500364

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Unexpected formation of a triphyrin in the reaction of dibromodipyrromethene and N,N-dimethylaminoethanol2014

    • Author(s)
      S. Shimizu, S. Hirokawa, N. Kobayashi
    • Journal Title

      Journal of Porphyrins and Phthalocyanines

      Volume: 18 Issue: 08n09 Pages: 727-734

    • DOI

      10.1142/s1088424614500527

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Control of Practical Chromophore Symmetry by Positional Isomerism of the Peripheral Substituents2014

    • Author(s)
      S. Shimizu, Y. Haseba, M. Yamazaki, G. Kumazawa, N. Kobayashi
    • Journal Title

      Chemistry A European Journal

      Volume: 20 Issue: 16 Pages: 4822-4828

    • DOI

      10.1002/chem.201304043

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Carbon Nanotube-Enhanced Photoelectrochemical Properties of Metallo-Octacarboxyphthalocyanines2014

    • Author(s)
      N. E. Maphahlele, L. L. Roux, L. Cele, C. J. Jafta, M. K. Mathe, T. Nyokong, N. Kobayashi, and K. I. Ozoemena
    • Journal Title

      Journal of Material Science

      Volume: 49 Issue: 1 Pages: 340-346

    • DOI

      10.1007/s10853-013-7710-1

    • Related Report
      2014 Annual Research Report 2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] A Core-Expanded Subphthalocyanine Analogue with Significantly-Distorted Conjugated Surface and Concomitant Unprecedented Properties2014

    • Author(s)
      S. Shimizu, S. Nakano, A. Kojima, N. Kobayashi
    • Journal Title

      Angew. Chem. Int. Ed

      Volume: Vol. 53 Issue: 9 Pages: 2408-2412

    • DOI

      10.1002/anie.201310028

    • Related Report
      2013 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Absorption and Electrochemical Properties of Cobalt and Iron Phthalocyanines and Their Quaternized Derivatives: Aggregation Equilibrium and Oxygen Reduction Electrocatalysis2013

    • Author(s)
      Tasso, T. T.; Furuyama, T.; Kobayashi, N.
    • Journal Title

      Inorg. Chem.

      Volume: 52 Issue: 16 Pages: 9206-9215

    • DOI

      10.1021/ic4002048

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] A μ-Oxo Hetero Dimer of Silicon Phthalocyanine and Naphthalocyanine2013

    • Author(s)
      K. Oniwa, S. Shimizu, T. Fukuda, N. Kobayashi
    • Journal Title

      Chem. Commun

      Volume: Vol. 49 Issue: 75 Pages: 8341-8343

    • DOI

      10.1039/c3cc44490b

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Highly Deformed Phthalocyanine as a Suitable Scafold for Pristine Fullerenes2013

    • Author(s)
      S. Shimizu, A. Miura, and N. Kobayashi
    • Journal Title

      CrystEngComm.

      Volume: 15 Issue: 19 Pages: 3759-3762

    • DOI

      10.1039/c2ce26618k

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Fluorescence Detected Induced Circular Dichroism Observed for Optically Active Binaphthyl-Linked Metal-Free and Zinc Phthalocyanines2013

    • Author(s)
      N. Kobayashi
    • Journal Title

      Macroheterocycles

      Volume: 6 Issue: 2 Pages: 134-136

    • DOI

      10.6060/mhc130538k

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Tetrathiafulvalene-Annulated Subphthalocyanines2013

    • Author(s)
      S. Shimizu, Y. Yamazaki, N. Kobayashi
    • Journal Title

      Chem. Eur. J

      Volume: Vol. 19 Issue: 23 Pages: 7324-7327

    • DOI

      10.1002/chem.201300709

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] A Casual Encounter with Phthalocyanines and the 40-Year Relationship which Followed2014

    • Author(s)
      N. Kobayashi
    • Organizer
      The 8th International Conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      Istanbul, Turkey
    • Year and Date
      2014-06-22 – 2014-06-27
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] Synthesis of Highly Deformed α-Octaaryl Phthalocyanine Phosphorous(V) Complexes2014

    • Author(s)
      R. Harako, T. Furuyama, and N. Kobayashi
    • Organizer
      The 8th International Conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      Istanbul, Turkey
    • Year and Date
      2014-06-22 – 2014-06-27
    • Related Report
      2014 Annual Research Report
  • [Presentation] Synthesis and properties of superazaporphyrins and chiral and/or low-symmetry subphthalocyanines

    • Author(s)
      Nagao Kobayashi
    • Organizer
      4th Georgian Bay International Conference on Bioinorganic Chemistry
    • Place of Presentation
      Toronto, Canada
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Synthesis and Properties of Superazaporphyrins and Chiral and/or Low-Symmetry Subphthalocyanines

    • Author(s)
      Nagao Kobayashi
    • Organizer
      15th International Symposium on Novel Aromatic Compounds (ISNA-15)
    • Place of Presentation
      Taipei, Taiwan
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Control of Alignment of Fullerene Molecules Using Highly Deformed Phthalocyanines

    • Author(s)
      Akito Miura, Soji Shimizu, Nagao Kobayashi
    • Organizer
      International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
    • Place of Presentation
      Sendai, Japan
    • Related Report
      2013 Research-status Report
  • [Book] Chemical Science of π-Electron Systems2015

    • Author(s)
      Recent advances in the chemistry of phthalocyanine as functional chromophores
    • Publisher
      Springer
    • Related Report
      2014 Annual Research Report

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Published: 2014-07-25   Modified: 2019-07-29  

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