Synthesis and nonlinear optical properties of polyacetylenes containing oxadiazole and thiophene pendant groups with high thermal stability |
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Authors: | Xin Wang Yongxin Yan Tianbao Liu Xinyan Su Liwu Qian Yinglin Song Hongyao Xu |
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Institution: | 1. School of Chemistry & Centre of Chemical Materials and Engineering, Chizhou University, Chizhou 247000, China;2. College of Material Science and Engineering & State Key Laboratory of Chemical Fibers and Polymeric Materials, Donghua University, Shanghai 201620, China;3. Departments of Physics, Suzhou University, Suzhou 215008, China |
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Abstract: | A series of random copolymers poly(3‐ethynylthiophene)‐copoly(2‐(4‐decyloxyphenyl)‐5‐(4‐ethynylphenyl)‐1,3,4‐oxadiazole) with different oxadiazole content ( P2 – P4 ) and homopolymer poly(3‐ethynylthiophene) ( P1 ) as well as poly(2‐(4‐decyloxyphenyl)‐5‐(4‐ethynylphenyl)‐1,3,4‐oxadiazole) ( P5 ) were prepared. The copolymers ( P2 – P4 ) are completely soluble in common organic solvents. The structures and properties of all polymers were characterized and evaluated by FTIR, 1H NMR, 13C NMR, TGA, UV, PL, GPC, and nonlinear optical (NLO) analyses. The incorporation of diaryl‐oxadiazole into polyacetylene‐containing thiophene significantly endows copolymers with higher thermal stability, which may origin from the synergetic effect of the “jacket effect” of diaryl‐oxadiazole units and the effect of retarding or eliminating a few 6π‐electrocycliaztion proceeds of oxadiazole‐containing polyacetylene due to the hindrance of thiophene units. When the copolymer ( P3 ) posses more regular alternating thiophene pendants and oxadiazole pendants arrangement along the polymer backbone, it shows good thermal stability (Td up to 388 °C) and larger third‐order nonlinear optical susceptibility (χ(3) up to 11.0 × 10?11 esu). © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010 |
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Keywords: | nonlinear optical oxadiazole polyacetylenes thermal properties thiophene |
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