Journal
DYES AND PIGMENTS
Volume 95, Issue 3, Pages 553-562Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2012.05.016
Keywords
Pyridine-containing diarylethene; Photochromism; Position of nitrogen atom; Acidichromism; Fluorescence; Multi-addressable switching
Funding
- National Natural Science Foundation of China [20962008, 21162011]
- Project of Jiangxi Academic and Technological leader [2009DD00100]
- Project of Jiangxi Advantage Sci-Techn Innovative Team [20113BCB24023]
- Project of Jiangxi Youth Scientist
- Project of the Science Funds Of Jiangxi Education Office [GJJ10241, GJJ1067]
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Three isomeric pyridine-containing diarylethenes were synthesized to study the effects of nitrogen atom position (ortho, para, meta) on their photochromic properties. Among these diarylethenes, the example with the nitrogen atom at the ortho-position of pyridine displayed the largest absorption maximum and molar absorption coefficients. The cyclization quantum yields increased in order of para < meta < ortho, whereas their cycloreversion quantum yields decreased in order of para > meta > ortho. Compared to the diarylethene with terminal phenyl ring, those with a terminal pyridine showed enhanced cyclization quantum yields and emission intensities. Moreover, these pyridine-containing diarylethenes exhibited multi-addressable switching behavior under the stimulation of both proton and light. Addition of trifluoroacetic acid to the solutions of the diarylethenes resulted in notable color change, and their N-protonated forms also possessed excellent photochromism. These results indicated that the nitrogen atom position played a pivotal role in the process of photoisomerization of the diarylethenes. (C) 2012 Elsevier Ltd. All rights reserved.
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