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

Development of solid-state two-component supramolecular fluorescent host system

Research Project

Project/Area Number 20750115
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Functional materials chemistry
Research InstitutionKinki University

Principal Investigator

IMAI Yoshitane  Kinki University, 理工学部, 講師 (80388496)

Project Period (FY) 2008 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2009: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2008: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywords分子認識 / 発光 / 超分子 / ホスト / 蛍光 / 光学活性 / キラル / 固体
Research Abstract

Solid-state organic fluorescence host systems have attracted much attention in recent times because the solid-state optical properties of organic compounds are different from their solution-state properties. In particular, from the viewpoint of synthesis and functionality, supramolecular organic fluorescence host systems composed of two or more organic molecules have become increasingly desirable. The supramolecular organic fluorophore resulting from such a system possesses effective fluorescence properties due to the synergistic effects of the packing style and the optical properties of the component molecules in the supramolecular complex.
In this study, we report a solid-state fluorescent host system composed of two organic molecules that can include a variety of guest molecules.
A novel chiral supramolecular fluorescent host system having chiral channel-like cavities was successfully created by using 2-thiophenecarboxylic acid as the fluorescent mono-carboxylic acid molecule and (1R, … More 2S)-2-amino-1,2-diphenylethanol as the chiral amine molecule. The supramolecular fluorescence host system was formed by the self-assembly of a 1D columnar hydrogen- and ionic-bonded network composed of acid and amine molecules. Channel-like cavities were constructed by self-assembly of this 1D column, and guest molecules were included one-dimensionally along the cavity by tuning the packing of this column.
In addition, a novel racemic or chiral supramolecular fluorescent host system was prepared by combining racemic or chiral (R)-2-naphthylethylamine with 2,6-naphthalenedicarboxylic acid, respectively. The two complexes obtained were found to have similar 2D layered network structures. Guest molecules were included in the channel-like cavities formed from the assembly of the 2D layered network structure.
The supramolecular complexes showed fluorescence in the solid state. This property further extends the applicability of the fluorescent host systems, because they can be used as sensitive fluorescent indicators for molecular recognition/interactions. Moreover, a study of the complexation behavior and optical property of the obtained complexes is expected to provide useful information that can be applied to the design of novel solid-state supramolecular fluorescent host systems. Less

Report

(3 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • Research Products

    (47 results)

All 2010 2009 2008 Other

All Journal Article (28 results) (of which Peer Reviewed: 6 results) Presentation (19 results)

  • [Journal Article] Preparation of Charge-Transfer Host Complex Composed of [9, 9′- Biphenanthryl] -10, 10′-diol Having a Large and Widelyπ-Conjugated Phenanthrene Ring.2010

    • Author(s)
      Ukegawa, T.; Kinuta, T.; Sato, T.; Tajima, N.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      Chem. Lett. 39

      Pages: 257-259

    • Related Report
      2009 Final Research Report
  • [Journal Article] Preparation of Supramolecular Thiophene Host System Showing Solid-state Fluorescence by Using Chiral (1R, 2S)-2-Amino-1, 2-diphenylethanol.2010

    • Author(s)
      Shiota, N.; Kinuta, T.; Sato, T.; Tajima, N.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      Cryst. Growth Des. 10

      Pages: 1341-1345

    • Related Report
      2009 Final Research Report
  • [Journal Article] Two-dimensional Layered Chiral Supramolecular Organic Fluorophore composed of 1-Amino-2-indanol and Carboxylic Acid Derivatives.2010

    • Author(s)
      Imai, Y.; Shiota, N.; Kinuta, T.; Okuno, T.; Nakano, Y.; Harada, T.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Eur. J. Org. Chem. 7

      Pages: 1353-1357

    • Related Report
      2009 Final Research Report
  • [Journal Article] Complexation behavior of CT complex composed of 9, 10-bis(3, 5-dihydroxyphenyl)anthracene and viologen derivatives.2010

    • Author(s)
      Kinuta, T.; Kamon, K.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      Supramol. Chem. 22

      Pages: 221-227

    • Related Report
      2009 Final Research Report
  • [Journal Article] Solid-state fluorescence property and crystal structure of biphenyl derivatives with carboxyl and n-alkyl groups.2010

    • Author(s)
      Imai, Y., Kamon, K.; Tajima, N.; Kinuta, T.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      J. Luminescence 130

      Pages: 954-958

    • Related Report
      2009 Final Research Report
  • [Journal Article] Preparation of Supramolecular Host Complex Composed of 1D Charge-Transfer Column-like Structure Using 6, 6'-Disubstituted-1, 1'-bi-2-naphthol and Methylviologen.2010

    • Author(s)
      Kinuta, T.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      J. Mol. Struc. 964

      Pages: 27-30

    • Related Report
      2009 Final Research Report
  • [Journal Article] Solid-state Chiral Supramolecular Organic Fluorophore havingπ-Conjugated Phenylene Ethynylene Unit.2009

    • Author(s)
      Kinuta, T.; Kamon, K.; Harada, T.; Nakano, Y.; Tajima, N.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y.; Imai, Y. Eur.
    • Journal Title

      J. Org. Chem.

      Pages: 5760-5764

    • Related Report
      2009 Final Research Report
  • [Journal Article] Crystal Structure of 9, 10-Dipentafluorophenylanthracene Host System.2009

    • Author(s)
      Imai, Y.; Kamon, K.; Kawaguchi, K.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Letters in Organic Chemistry 6

      Pages: 588-592

    • Related Report
      2009 Final Research Report
  • [Journal Article] Multiple Molecular Recognition Host System using Charge transfer Complex of 3, 3'-Disubstituted-1, 1'-bi-2-naphthol and Methylviologen.2009

    • Author(s)
      Imai, Y.; Kamon, K.; Kinuta, T.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Cryst. Growth Des. 9

      Pages: 4096-4101

    • Related Report
      2009 Final Research Report
  • [Journal Article] Charge-Transfer Host Complex with Channel-like Cavity Using Disubstituted-1, 1′-bi-2-naphthol and Benzylviologen.2009

    • Author(s)
      Kinuta, T.; Kise, Y.; Kamon, K.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      Tetrahedron Lett. 50

      Pages: 5786-5789

    • Related Report
      2009 Final Research Report
  • [Journal Article] Conformational and color polymorphism of achiral 2-methyl-3-(2-naphthalenylthio)-1, 4-naphthalenedione.2009

    • Author(s)
      Imai, Y.; Kinuta, T.; Nagasaki, K.; Harada, T.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      CrystEngComm 11

      Pages: 1223-1226

    • Related Report
      2009 Final Research Report
  • [Journal Article] Solid-state Optical Properties of Chiral Supramolecular Organic Fluorophore Consisting of Fluorescent 1-Pyrenesulfonic Acid and Amine molecules.2009

    • Author(s)
      Imai, Y.; Murata, K.; Nakano, Y.; Harada, T.; Sato, T.; Tajima, N.; Fujiki, M.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Eur. J. Org. Chem.

      Pages: 3244-3248

    • Related Report
      2009 Final Research Report
  • [Journal Article] Colored Supramolecular Host system using a charge-transfer complex composed of 1, 1′-bi-2-naphthol and 2, 5-disubstituted-1, 4-benzoquinone.2009

    • Author(s)
      Imai, Y.; Kamon, K.; Kinuta, T.; Sato, T.; Tajima, N.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Eur. J. Org. Chem.

      Pages: 2519-2525

    • Related Report
      2009 Final Research Report
  • [Journal Article] Complexation behavior of binaphthol/tetrafluoro-1, 4-benzoquinone charge-transfer complex.2009

    • Author(s)
      Imai, Y.; Kinuta, T.; Kamon, K.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Cryst. Growth Des. 9

      Pages: 2393-2397

    • Related Report
      2009 Final Research Report
  • [Journal Article] Charge-transfer host system composed of 9, 10-bis(3, 5-dihydroxyphenyl)anthracene and methylviologen.2009

    • Author(s)
      Imai, Y.; Kinuta, T.; Kamon, K.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Tetrahedron 65

      Pages: 3740-3744

    • Related Report
      2009 Final Research Report
  • [Journal Article] Complexation behavior of a supramolecular organic fluorophore prepared by solid-State co-Grinding crystallization using 2-anthracenecarboxylic acid and (R)-1-(2-naphthyl)ethylamine and its optical properties.2009

    • Author(s)
      Imai, Y.; Murata, K.; Kawaguchi, K.; Harada, T.; Nakano, Y.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Eur. J. Org. Chem.

      Pages: 1335-1339

    • Related Report
      2009 Final Research Report
  • [Journal Article] Formation and crystal structure of the chiral charge-transfer complex with axially chiral 1, 1′-bis-2-naphthol derivatives and tetracyanobenzene.2009

    • Author(s)
      Imai, Y.; Kamon, K.; Kido, S.; Harada, T.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      CrystEngComm 11

      Pages: 620-624

    • Related Report
      2009 Final Research Report
  • [Journal Article] Formation and crystal structure of two-component host system having helical chirality and comprising 9, 10-dihydro-9, 10-ethanoanthracene-11, 12-diamine and 1, 1′-binaphthyl-2, 2′-dicarboxylic acid.2009

    • Author(s)
      Imai, Y.; Murata, K.; Kamon, K.; Kinuta, T.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Cryst. Growth Des. 9

      Pages: 602-605

    • Related Report
      2009 Final Research Report
  • [Journal Article] Solid-state Chiral Supramolecular Organic Fluorophore having π-Conjugated Phenylene Ethynylene Unit2009

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Eur.J.Org.Chem. 33

      Pages: 5760-5764

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solid-state Optical Properties of Chiral Supramolecular Organic Fluorophore consisting of Fluorescent 1-Pyrenesulfonic Acid and Amine molecules2009

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Eur.J.Org.Chem. 19

      Pages: 3244-3248

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Colored Supramolecular Host System using a Charge-transfer Complex composed of 1, 1'-Bi-2-naphthol and 2,5-Disubstituted-1,4-benzoquinone2009

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Eur.J.Org.Chem. 15

      Pages: 2519-2525

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formation and crystal structure of two-component host system having helical chirality and comprising 9,10-dihydro-9,10-ethanoanthracene-11,12-diamine and 1,1'-binaphthy1-2,2'-dicarboxylic acid2009

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Cryst. Growth Des 9

      Pages: 602-605

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 2D Layered supramolecular host system derived from a 21-helical column, composed of 1, 2-diphenylethylenediamine and N-phenyliminodiacetic acid.2008

    • Author(s)
      Imai, Y.; Murata, K.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Org Lett. 10

      Pages: 3821-3824

    • Related Report
      2009 Final Research Report
  • [Journal Article] Preparation and crystal structure of guest-dependent charge-transfer host system using 1, 1'-bi-2-naphthol and 2-chloro-5-methyl-benzoquinone.2008

    • Author(s)
      Imai, Y.; Kamon, K.; Kinuta, T.; Tajima, N.; Sato, T.; Kuroda, R.; Matsubara, Y.
    • Journal Title

      Cryst. Growth Des. 8

      Pages: 3493-3496

    • Related Report
      2009 Final Research Report
  • [Journal Article] 2D Layered supramolecular host system derived from a 2_1-helical column, compo sed of 1,2-diphenylethylenediamine and N-phenyliminodiacetic acid2008

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Org Lett 10

      Pages: 3821-3824

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation and crystal structure of guest-dependent charge-transfer host system using 1,1'-bi-2-naphthol and 2-chloro-5-methyl-benzoquinone2008

    • Author(s)
      Yoshitane Imai
    • Journal Title

      Cryst. Growth Des 8

      Pages: 3471-3475

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Control of solid-state chiral optical properties of chiral supramolecular organic fluorophore consisting of 1-pyrenesulfonic acid and chiral amine molecules.

    • Author(s)
      Imai, Y.; Murata, K.; Nakano, Y.; Harada, T.; Kinuta, T.; Tajima, N.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y
    • Journal Title

      CrystEngComm

    • Related Report
      2009 Final Research Report
  • [Journal Article] Development of novel thioether compound for spontaneous chiral crystallization.

    • Author(s)
      Kinuta, T.; Yokoyama, E.; Sato, T.; Tajima, N.; Kuroda, R.; Matsubara, Y.; Imai, Y.
    • Journal Title

      CrystEngComm

    • Related Report
      2009 Final Research Report
  • [Presentation] π-共役拡張カルボン酸誘導体とアミン分子による光学活性超分子有機発光体の創製2010

    • Author(s)
      西口範昭・絹田貴史・原田拓典・中野陽子・田島暢夫・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪(近畿大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] ピレンスルホン酸-アミン系光学活性超分子有機発光体のキラル光学特性制御2010

    • Author(s)
      絹田貴史・村田勝三・中野陽子・原田拓典・田島暢夫・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪(近畿大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] チャンネル型空孔を有するジカルボン酸-アミン系発光性ホスト錯体の創製2010

    • Author(s)
      汐田直貴、奥野峻大、絹田貴史、佐藤友宏、黒田玲子、松原凱男、今井喜胤
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪(近畿大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] 光学活性2次元層状型超分子有機発光体の創製2010

    • Author(s)
      奥野峻大・汐田直貴・絹田貴史・中野陽子・原田拓典・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      大阪(近畿大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] チャンネル型空孔を有するジカルボン酸-アミン系発光性ホスト錯体の創製2009

    • Author(s)
      汐田直貴
    • Organizer
      第18回有機結晶シンポジウム
    • Place of Presentation
      東京大学生産技術研究所
    • Year and Date
      2009-11-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] スルホン酸/アミン系光学活性有機超分子発光体の円偏光発光特性2009

    • Author(s)
      村田勝三、今井喜胤、中野陽子、原田拓典、佐藤友宏、藤木道也、黒田玲子、松原凱男
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      東京(日本大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] ピレンスルホン酸/アミン系光学活性有機超分子発光体の円偏光発光特性2009

    • Author(s)
      村田勝三・絹田貴史・今井喜胤・中野陽子・原田拓典・佐藤友宏・藤木道也・黒田玲子・松原凱男
    • Organizer
      シンポジウムオンモレキュラーキラリティー2009
    • Place of Presentation
      大阪(大阪大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] 光学活性2次元層状型超分子有機発光体の創成2009

    • Author(s)
      絹田貴史・奥野峻大・西口範昭・今井喜胤・原田拓典・中野陽子・佐藤友宏・藤木道也・黒田玲子・松原凱男
    • Organizer
      第20回基礎有機化学連合討論会
    • Place of Presentation
      群馬(群馬大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] チャンネル型空孔を有するジカルボン酸-アミン系超分子ホスト錯体の創成2009

    • Author(s)
      汐田直貴・絹田貴史・今井喜胤・佐藤友宏・黒田玲子・松原凱男
    • Organizer
      第20回基礎有機化学連合討論会
    • Place of Presentation
      群馬(群馬大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] 2次元層状構造を有する光学活性超分子有機発光体の創成2009

    • Author(s)
      奥野峻大・汐田直貴・絹田貴史・中野陽子・原田拓典・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      第18回有機結晶シンポジウム
    • Place of Presentation
      東京(東京大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] 円偏光発光(CPL)特性を有するアミノインダノール/カルボン酸系光学活性超分子有機発光体の創成2009

    • Author(s)
      汐田直貴・絹田貴史・奥野峻大・中野陽子・原田拓典・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      第18回有機結晶シンポジウム
    • Place of Presentation
      東京(東京大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] チャンネル型空孔を有するジカルボン酸-アミン系超分子ホスト錯体の創成2009

    • Author(s)
      汐田直貴・奥野峻大・絹田貴史・佐藤友宏・黒田玲子・松原凱男・今井喜胤
    • Organizer
      第18回有機結晶シンポジウム
    • Place of Presentation
      東京(東京大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] π-共役拡張カルボン酸誘導体とアミン分子による超分子錯体形成挙動2009

    • Author(s)
      絹田貴史・西口範昭・原田拓典・中野陽子・佐藤友宏・藤木道也・黒田玲子・松原凱男・今井喜胤
    • Organizer
      第18回有機結晶シンポジウム
    • Place of Presentation
      東京(東京大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] π共役拡張型光学活性2_1-helical columnar有機発光体の創製2008

    • Author(s)
      掃部顕作
    • Organizer
      第19回基礎有機化学連合討論会
    • Place of Presentation
      大阪大学コンベンションセンター
    • Year and Date
      2008-10-04
    • Related Report
      2008 Annual Research Report
  • [Presentation] 自然分晶を利用したアントラセン型光学活性21- helical columnar有機発光体の生成2008

    • Author(s)
      掃部顕作、今井喜胤、原田拓典、中野陽子、佐藤友宏、藤木道也、黒田玲子、松原凱男
    • Organizer
      光化学討論会
    • Place of Presentation
      大阪(大阪府立大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] ビフェニル骨格を発光ユニットとする光学活性helical columnar超分子発光体の創成2008

    • Author(s)
      掃部顕作、今井喜胤、原田拓典、中野陽子、佐藤友宏、藤木道也、黒田玲子、松原凱男
    • Organizer
      第19回基礎有機化学連合討論会
    • Place of Presentation
      大阪(大阪大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] 固体混合結晶化法を用いるナフチルエチルアミン系光学活性超分子発光体の生成2008

    • Author(s)
      村田勝三、掃部顕作、今井喜胤、原田拓典、中野陽子、佐藤友宏、黒田玲子、松原凱男
    • Organizer
      第19回基礎有機化学連合討論会
    • Place of Presentation
      大阪(大阪大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] π共役拡張型光学活性21-helical columnar有機発光体の創成2008

    • Author(s)
      掃部顕作、菅崎寛、村田勝三、今井喜胤、佐藤友宏、黒田玲子、松原凱男
    • Organizer
      第19回基礎有機化学連合討論会
    • Place of Presentation
      大阪(大阪大学)
    • Related Report
      2009 Final Research Report
  • [Presentation] フェニル骨格を発光ユニットとする光学活性超分子発光体の創成2008

    • Author(s)
      掃部顕作、今井喜胤、原田拓典、中野陽子、佐藤友宏、藤木道也、黒田玲子、松原凱男
    • Organizer
      日本化学会西日本大会
    • Place of Presentation
      長崎(長崎大学)
    • Related Report
      2009 Final Research Report

URL: 

Published: 2008-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi