Synthesis and optical properties of push-pull type tetrapyrazinoporphyrazines

被引:45
作者
Lee, BH [1 ]
Jaung, JY
Jang, SC
Yi, SC
机构
[1] Texan Medtech Co Ltd, R&D Ctr, Kyonggi Do 429450, South Korea
[2] Hanyang Univ, Dept Fiber & Polymer Engn, Seoul 133791, South Korea
[3] Hanyang Univ, Dept Chem Engn, Seoul 133791, South Korea
关键词
pyrazine; porphyrazine; optical property; push-pull; Horner-Wadsworth-Emmons (HWE) reaction;
D O I
10.1016/j.dyepig.2004.06.022
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The optical properties of push-pull type tetrapyrazinoporphyrazines based on 2,3-dicyanopyrazines were demonstrated. They have alkoxyphenyl substituent as an electron donor group at 5-position, and nitro- or sulfonyl-phenyl substituents as an electron acceptor group at 6-position of 2,3-dicyanopyrazine. The absorption and fluorescence maxima of nitro-substituted compounds were observed at 427-444 and 453-494 nm, respectively. In the case of sulfonyl-substituted compounds, the hypsochromic shift of absorption and fluorescence maxima were 59-104 and 13-79 nm, respectively. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:159 / 167
页数:9
相关论文
共 21 条
  • [1] BARLIN GB, 1982, PYRAZINES, P8
  • [2] π-complexes of phthalocyanines and metallophthalocyanines
    Contakes, SM
    Beatty, ST
    Dailey, KK
    Rauchfuss, TB
    Fenske, D
    [J]. ORGANOMETALLICS, 2000, 19 (23) : 4767 - 4774
  • [3] OCTA-ALKOXY PHTHALOCYANINE AND NAPHTHALOCYANINE DERIVATIVES - DYES WITH Q-BAND ABSORPTION IN THE FAR RED OR NEAR-INFRARED
    COOK, MJ
    DUNN, AJ
    HOWE, SD
    THOMSON, AJ
    HARRISON, KJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08): : 2453 - 2458
  • [4] DONALD DS, 1975, Patent No. 3879394
  • [5] Eberhardt W, 1997, SYNTHESIS-STUTTGART, P95
  • [6] Freeman H.S., 2000, Colorants for non-textile applications, V1st
  • [7] GORDON PF, 1982, ORGANIC CHEM COLOR
  • [8] REACTION OF 2,3-DICHLORO-5,6-DICYANOPYRAZINE WITH ENAMINES AND SOME TERTIARY-AMINES
    HOU, DF
    OSHIDA, A
    MATSUOKA, M
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (06) : 1571 - 1575
  • [9] REACTION OF 2,3-DICHLORO-5,6-DICYANOPYRAZINE WITH AMINES
    HOU, DF
    MATSUOKA, M
    [J]. DYES AND PIGMENTS, 1993, 22 (01) : 57 - 68
  • [10] Stability of copper phthalocyanine dispersions in organic media
    Hughes, DFK
    Robb, ID
    Dowding, PJ
    [J]. LANGMUIR, 1999, 15 (16) : 5227 - 5231