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Synthesis, characterization, and photochromic behaviors of polythiophene derivatives in the solid state

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Abstract

Novel polythiophene derivatives with azobenzene chromophore side chains, poly[3-(6-((4-phenylazo)phenoxyl)hexyl)thienylacetate] (PATh-6), and the copolymers of 3-(6-((4-phenylazo)phenoxyl)hexyl)thienylacetate with 3-alkylthiophenes including 3-hexylthiophene and 3-dodecylthiophene (COP-66 and COP-612) were synthesized. The structure and the thermal property of these polythiophene derivatives were characterized by NMR, FT-IR, UV–vis, XRD, GPC, MDSC, and TGA. The differences in photochromic features and thermochromic behaviors between homopolymer and copolymers have been comparatively studied. The photochemical control of photoluminescence property was achieved with homopolymer PATh-6 both in solution and in the solid state. However, this photo-induced effect becomes less prominent for copolymers COP-66 and COP-612 due to the lower content of azobenzene chromophore in the side chain of copolymers. The photo-induced photochromic feature of homopolymer PATh-6 might be promising for the development of novel field-responsive materials.

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Acknowledgments

The project was sponsored by the Scientific Research Key Foundation for Returned Overseas Chinese Scholars, Ministry of Personnel of the People’s Republic of China. This project was also supported by the Natural Science Foundation of Hebei Province (B2007000613), and by the Research Fund of Hebei University of Science and Technology.

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Correspondence to Xiong-yan Zhao.

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Zhang, Bz., Zhao, Xy. Synthesis, characterization, and photochromic behaviors of polythiophene derivatives in the solid state. J Mater Sci 44, 2765–2773 (2009). https://doi.org/10.1007/s10853-009-3361-7

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