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Synthesis and 3rd order NLOP roperties of Polycyclic-Dithiines and TTF Derivatives

Research Project

Project/Area Number05805073
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionKyoto Women's University(1994)
Osaka Prefecture University(1993)

Principal Investigator

MATSUOKA Masaru  Kyoto Women's University, Professor, 家政学部, 教授 (30081326)

Project Period (FY) 1993 – 1994
Project Status Completed(Fiscal Year 1994)
Budget Amount *help
¥1,800,000 (Direct Cost : ¥1,800,000)
Fiscal Year 1994 : ¥900,000 (Direct Cost : ¥900,000)
Fiscal Year 1993 : ¥900,000 (Direct Cost : ¥900,000)
Keywordsorganic nonlinear optics / 3rd order NLO material / quinoid dye / dithiine deriva tive / molecular design / molecular orbital method / 有機非線形光学材料 / キノン系色素材料 / 分子間CT錯体 / 分子のスタッキング / 分子間CT相互作用 / 分子シート / 3次元スタッキング / CT発色系
Research Abstract

Molecular design and syntheses of new polycyclic dithiines and quinoid dyes for 3rd order nonlinear optical materials were studied. These dyes have large pi-conjugated systems and intramolecular charge-transfer chromophoric systems. A wide and planar structure of dye molecule with strong intra-and intermolecular hydrogen bonding are very important to produce strong intermolecular pi-pi interactions of dye molecules in crystals or thin film for NLO devices. This system has large photoinduced polarization which is favorable for 3rd order NLO materials.
On the other hand, intermolecular CT complexes composed of polycyclic dithiines with TCNQ were also synthesized and their NLO responses were evaluated.
Some quinoid dyes produce three dimensional molecular stacking in crystals by interlayr pi-pi interactions which play a great role to produce a large CHI^<(3)> value. We found two types of new quinoid dyes, 4,8-dihydroxy-2,6-bis (butylamino) -1,5-naphthoquinone and 1,4-dithioketo-3,6-diphenylpyrrolo [3,4-c] pyrrole, which were one of the candidates for 3rd order NLO materials.

Report

(3results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report

Research Products

(35results)

All Other

All Publications

  • [Publications] M. Matsuoka: "The Structure of the CT Complex between 5, 7, 12, 14-Tetramethoxydibenzo (b, i) -thianthrene with TCNQ" J. Heterocyclic Chem.30. 173-176 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] D. Hou: "Reaction of 2, 3-Dichloro-5, 6-dicyanopyrazine with Ame ines" Dyes & Pigments. 22. 57-68 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] D. Hou: "Reaction of 2, 3-Dichloro-5, 6-dicyanopyrazine with Enamines and Some Tertiary Amines" J. Heterocyclic Chem. 30. 1571-1575 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M. Matsuoka: "Molecular Design of Quinoid Dyes for 3rd Order NLO Materials" Nonlinear Optics. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y. Hattori: "New Organic Nonlinear Optical Material with Large X^<(3)>, 2, 6-Di (n-butylamino) -4, 8-dihydroxy-1, 5-naphthoquinone" Electronics Letters. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y. Hattori: "Third-order Nonlinear Optical Properties of Quinoid Dyes" Proceeding of SPIE. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢: "分子間電荷移動錯体色素の合成と物性" 染料と薬品. 38. 8-17 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢: "情報記録・表示用有機色素材料の最近の進歩" 色材協会誌. 66. 487-493 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢: "低分子有機非線形光学材料" レーザー研究. 21. 1106-1115 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢: "光の波長を変える分子" 化学. 49. 614-616 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢: "最近の機能性色素" 化学と教育. 43(5月号). (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢(分担): "分子機能材料と素子開発" エヌ・ディ・エス, 14 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢(単著): "色素の化学と応用" 大日本図書, 170 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 松岡 賢(分担): "顔料分散技術" 技術情報協会, 12 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M. Matsuoka (part): "Analytical Chemistry of Synthetic Colorants" Blackie Academic & Professional, 21 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Matsuoka, A,Iwamoto, T,Ouchi, H.Yoshioka, and K.Nakatsu: "The Structure of the CT Complex between 5,7,12,14-Tetramethoxydibenzo [b, i] thianthrene with TCNQ" J.Heterocyclic Chem. 30. 173-176 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] D.Hou and M.Matsuoka: "Reaction of 2,3-Dichloro-5,6-dicyanopyrazine with Amines" Dyes Pigments. 22. 57-68 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] D.Hou, A.Oshida, and M.Matsuoka: "Reaction of 2,3-Dichloro-5,6-dicyanopyrazine with Enamines and Some Tertiary Amines" J.Heterocyclic Chem. 30. 1571-1575 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Matsuoka, A.Oshida, A.Mizoguchi, Y.Hattori, and A.Nishimura: "Molecular Design of Quinoid Dyes for 3rd Order NLO Materials" Nonlinear Optics. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Hattori, A.Mizoguchi, M.Kubata, T.Uemiya, G.Tanaka, and M.Matsuoka: "New Organic Nonlinear Optical Material with Large CHI^<(3)>,2,6-di (n-butyl-amino) -4,8-dihydroxy-1,5-naphthoquinone" Electronics Letter. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Hattori, A.Mizoguchi, M.Kubata, T.Uemiya, G.Tanaka, and M.Matsuoka: "Third-order Nonlinear Optical Properties of Quinoid Dyes" Proceedings of SPIE. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Matsuoka: "Near IR Spectroscopy, in Analytical Chemistry of Synthetic Colorants (eds.A.T.Peters and H.S.Freeman)" Elsevier Applied Science. 75-95 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Matsuoka: "Molecular Design of Quinoid Dyes for 3rd Order NLO Materials" Nonlinear Optics. (in press).

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Hattori: "New Organic Nonlinear Optical Material with Large X^<(3)>,2,6-Bis(n-butylamino)-4,8-dihydroxy-1,5-naphthoquinone" Electronics Letters. (in press).

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Hattori: "Third-order Nonlinear Optical Properties of Quinoid DYes" Proceedings of SPIE. (in press).

    • Related Report
      1994 Annual Research Report
  • [Publications] 松岡 賢: "分子機能材料と素子開発(分担)" エヌ・ディ・エス, 759 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 松岡 賢: "色素の化学と応用(単著)" 大日本図書, 170 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Matsuoka: "Analytical Chem:stry of Syuthetic Colorants(分担)" Blackie Academic & Professional, 212(21) (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Masaru Matsuoka: "Dyes for Optical Recording" Mol.Cryst.Liq.Crys.224. 85-94 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Matsuoka,et al: "Photoreduction of Cyanine Borate IR Dyes" J.Chem.Soc.Chem.Commun.299-301 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Matsuoka,et al: "The Structure of the CT Complex Between Tetramethoxy dibenzothianthrene with TCNO" J.Heterocyclic Chem.30. 173-176 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] D.Hou,M.Matsuoka: "Reaction of 2,3-Dichloro-5,6-dicyanopyrazine with Enamine and Some Tertiary Amines" J.Heterocyclic Chem.30. 1571-1575 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] M.Matsuoka,et al: "Photochemistry and Application of Cyanine Borate IR Dyes" Mol.Crys.Liq.Crys.227. 309-315 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 松岡 賢: "低分子有機非線形光学材料(総説)" レーザー研究. 21. 1106-1115 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 松岡 賢(分担): "顔料分散技術" 技術情報協会, 250 (1993)

    • Related Report
      1993 Annual Research Report

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Published : 1993-04-01   Modified : 2016-04-21  

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