ノン-ペリフェラル位にアルキル基を有する非対称型亜鉛ポルフィラジンの合成と位置異性体の分離  [in Japanese] Synthesis of Zinc Nonperipheral Alkyl substituted Unsymmetrical Porphyrazine and Their Isomers Separation  [in Japanese]

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Author(s)

    • 加藤 拓 KATO Taku
    • 日本大学生産工学部応用分子化学科 Department of Applied Molecular Chemistry, College of Industrial Technology, Nihon University
    • 坂本 恵一 SAKAMOTO Keiichi
    • 日本大学生産工学部応用分子化学科 Department of Applied Molecular Chemistry, College of Industrial Technology, Nihon University

Abstract

非対称型の分子構造をとる金属フタロシアニン誘導体をいくつかの位置異性体の混合物として合成し, これらの位置異性体に関する情報を得るため, それらの分離を検討した。<BR>金属フタロシアニン誘導体として分子中にピリジン環とベンゼン環を導入し, そのノン-ペリフェラル位にデシル基を有する非対称型ビス (ジデシルベンゾ) -3, 4-ジピリドポルフィラジン亜鉛錯体を塩化亜鉛存在下, 相当するフタロニトリルおよびジシアノピリジン誘導体の反応で合成した。<BR>合成した化合物は<I>C<SUB>2h</SUB></I>, <I>D<SUB>2h</SUB></I>, <I>C<SUB>2v</SUB></I>および<I>C<SUB>s</SUB></I>の点群表記で表せる5つの位置異性体の混合物と推定され, これらをいくつかの成分に分離することに成功した。<BR>分離した位置異性体は分子の対称性と分光特性との相関関係を検討した。

Unsymmetrical zinc bis (didecylbenzo) -3, 4-dipyridoporphyrazine having two nonperipheral didecyl-benzenoid rings and two pyridinoido rings was synthesized from a mixture of same amount of 3, 6-didecylphthalonitrile and 3, 4-dicyanopyridine in the presence of zinc chloride. Zinc bis (didecylbenzo) -3, 4-dipyridoporphyrazine was obtained as a mixtures of several position isomers, which was separated into four fractions and the components were characterised with 400 MHz proton nuclear magnetic resonance, visible and fluorescence spectroscopies, and cyclic voltammetry. The visible spectroscopy showed correlation between splitting of Q-band and molecular structure of each position isomer.

Journal

  • Journal of the Japan Society of Colour Material

    Journal of the Japan Society of Colour Material 75(5), 214-220, 2002-05-20

    Japan Society of Colour Material

References:  19

  • <no title>

    MCKEOWN N. B.

    Phthalocyanine Materials, 1998

    Cited by (3)

  • <no title>

    LEZNOFF C. C.

    Can. J. Chem. 71, 131, 1993

    Cited by (1)

  • <no title>

    AOUDIA M.

    J.Am.Chem.Soc. 119, 6029, 1997

    Cited by (2)

  • <no title>

    LINBEN T. G.

    Chem.Ber. 127, 2051, 1994

    Cited by (2)

  • <no title>

    HANACK M.

    J. Chem. Soc., Chem. Commun. 1993, 58

    Cited by (3)

  • <no title>

    KASUGA K.

    Bull. Chem. Soc. Jpn. 70, 185, 1997

    Cited by (1)

  • <no title>

    坂本恵一

    色材 58, 121, 1985

    Cited by (1)

  • <no title>

    KONAMI H.

    Chem. Lett. 1988, 1359

    Cited by (2)

  • <no title>

    MCKEOWN N. B.

    J. Chem. Soc. Perkin Trans. 1 1990, 1167

    Cited by (1)

  • <no title>

    CHAMBRIER I.

    J. Mater. Chem. 3, 841, 1993

    Cited by (2)

  • <no title>

    SHIRAI Y. Eds.

    Phthalocyanine -Chemistry and Function-, 1997

    Cited by (1)

  • <no title>

    COOK M. J.

    J. Mater. Chem. 7, 2327, 1997

    Cited by (3)

  • <no title>

    KOBAYASHI N.

    Phthalocyanines-Properties and Applications-Vol. 4, 343-404, 1996

    Cited by (1)

  • <no title>

    KOBAYASHI N.

    J. Porpkzyrins Phthalocyanines 5, 233, 2001

    Cited by (1)

  • <no title>

    SAKAMOTO K.

    Dyes Pigm. 35, 375, 1997

    Cited by (3)

  • <no title>

    SAKAMOTO K.

    Dyes Pigm. 37, 291, 1998

    Cited by (2)

  • <no title>

    SOMMERAUER M.

    J. Am. Chem. Soc. 118, 10085, 1996

    DOI  Cited by (3)

  • Synthesis of Metal Octakis (alkoxymethyl) phthalocynines and Their Redox Behavior  [in Japanese]

    OHNO-OKUMURA Eiko , SAKAMOTO Keiichi

    Journal of the Japan Society of Colour Material 72(6), 345-354, 1999-06-20

    J-STAGE  References (20) Cited by (1)

  • <no title>

    SCOTT J. E.

    Histochemie 32, 191, 1972

    DOI  Cited by (1)

Codes

  • NII Article ID (NAID)
    10008467701
  • NII NACSIS-CAT ID (NCID)
    AN00354634
  • Text Lang
    JPN
  • Article Type
    ART
  • ISSN
    0010180X
  • NDL Article ID
    6168384
  • NDL Source Classification
    ZP23(科学技術--化学・化学工業--染料・顔料・塗料)
  • NDL Call No.
    Z17-211
  • Data Source
    CJP  NDL  J-STAGE 
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