Topochemically photoreacted fluorescent dimers of 2,3-dicyanopyrazines
- Authors
- Jang, Chun Keun; Song, Cheol Jun; Jung, Sung Jae; Jaung, Jae Yun
- Issue Date
- Jul-2012
- Publisher
- ELSEVIER SCI LTD
- Keywords
- 2,3-Dicyanopyrazine; Cyclobutane; [2+2] Photocycloaddition; Wittig reaction; Fluorescence; Photo-printing
- Citation
- DYES AND PIGMENTS, v.94, no.1, pp.49 - 54
- Indexed
- SCIE
SCOPUS
- Journal Title
- DYES AND PIGMENTS
- Volume
- 94
- Number
- 1
- Start Page
- 49
- End Page
- 54
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/165134
- DOI
- 10.1016/j.dyepig.2011.10.015
- ISSN
- 0143-7208
- Abstract
- 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.
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