Topochemically photoreacted fluorescent dimers of 2,3-dicyanopyrazines

被引:2
|
作者
Jang, Chun Keun [1 ]
Song, Cheol Jun [1 ]
Jung, Sung Jae [1 ]
Jaung, Jae Yun [1 ]
机构
[1] Hanyang Univ, Dept Organ & Nano Engn, Seoul 133791, South Korea
关键词
2,3-Dicyanopyrazine; Cyclobutane; 2+2] Photocycloaddition; Wittig reaction; Fluorescence; Photo-printing; DONOR-ACCEPTOR SYSTEMS; CHARGE-TRANSFER; CYCLO-ADDITION; SOLID-STATE; DYES; PHOTOPOLYMERIZATION; CYCLOADDITION; DERIVATIVES; SELECTIVITY; CRYSTALS;
D O I
10.1016/j.dyepig.2011.10.015
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Novel fluorescent materials derived from 2,3-dicyanopyrazine were synthesized and subjected to photodimerization reaction. Styryl substituents were attached by Wittig reaction, and the [2+2] photocycloaddition of the 2,3-dicyanopyrazine, either in solution or as a thin film, was studied with irradiation under a high-pressure Hg lamp. The resulting compounds were characterized by H-1 NMR, FT-IR and elemental analysis. Spectral changes of UV-visible absorption intensity and fluorescent intensity were examined at specific exposure intervals. While the cyclobutane ring of dimers induced a discrete pi-conjugation with aryl substituents to show a hypsochromic shift of absorption and emission spectra, the fluorescence intensity was increased and the specific lowest unoccupied molecular orbital (LUMO) levels were formed compared to monomers. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:49 / 54
页数:6
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