Oligothiophene-Linked Bisnaphthopyrans: Sequential and Temperature-Dependent Photochromism

Photochromic bisnaphthopyrans linked with oligothiophenes were synthesized and their photochromic behavior studied. Sequential and temperature‐dependent photochromism was observed in the oligothiophene linked bisnaphthopyrans. The kinetics of photo and thermal processes in bisnaphthopyrans in compar...

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Bibliographic Details
Published in:Chemistry : a European journal 2007-01, Vol.13 (9), p.2671-2685
Main Authors: Zhao, Weili, Carreira, Erick M.
Format: Article
Language:English
Subjects:
dyes/pigments
heterocycles
oligothiphene
photochromism
sensors
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Summary:Photochromic bisnaphthopyrans linked with oligothiophenes were synthesized and their photochromic behavior studied. Sequential and temperature‐dependent photochromism was observed in the oligothiophene linked bisnaphthopyrans. The kinetics of photo and thermal processes in bisnaphthopyrans in comparison with naphthopyrans were studied. Substituent and linking effects on the photochromic properties are discussed. We demonstrate that the cross‐talk between the two photochromophores is dependent on the length of the oligothiophene linker. The presence of the bithiophene linker led to high colorability and high quantum yield of coloration. Photochromic bisnaphthopyrans linked through oligothiophenes such as depicted display sequential and temperature‐dependent photochromism. The observations made along with the in‐depth mechanistic studies should open up new avenues for the design of smart, novel photochromic compounds.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200600958