Effect of donor-pi-acceptor structure on photochromism of dithienylethene-based dyes
- Authors
- Park, Jong Min; Jung, Chang Young; Jang, Woo-Dong; Jaung, Jae Yun
- Issue Date
- Jun-2020
- Publisher
- ELSEVIER SCI LTD
- Keywords
- Photochromic dye; Dithienylethene; Donor-pi-acceptor structure; Vertical & horizontal structure; Photo-induced cyclization
- Citation
- DYES AND PIGMENTS, v.177, pp.1 - 12
- Indexed
- SCIE
SCOPUS
- Journal Title
- DYES AND PIGMENTS
- Volume
- 177
- Start Page
- 1
- End Page
- 12
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/2582
- DOI
- 10.1016/j.dyepig.2020.108315
- ISSN
- 0143-7208
- Abstract
- Dithienylethene-based donor-pi-acceptor photochromic dyes were synthesized to investigate the effect of the structure on photo-switching properties. Specifically, 3,5-dimethoxyphenyl and 4,4'-tert-butyltriphenylamino groups (donors) and benzoic and cyanoacetic acid groups (acceptors) were attached to an oxazole-based dithienylethene core in a horizontal or vertical fashion. The photochmmic properties of these dyes were probed by UV-visible absorption spectroscopy upon exposure to UV (365 nm) and visible (>400 nm) light. The dye bearing 3,5-dimethoxyphenyl and carboxylic acid groups showed the best photochromic behavior in terms of quantum yield, and response time, which confirmed that strong electron-withdrawing substituents can hinder photo-induced cyclization by decreasing electron density at thiophene ring carbons 2 and 2'. Moreover, the introduction of an electron-withdrawing group onto the cycloethene moiety of vertical-type dyes led to a lower photochmmic quantum yield than the introduction of an electron-withdrawing group at thiophene ring positions 5 and 5'.
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