Silole‐containing poly(silylenevinylene)s: Synthesis,characterization, aggregation‐enhanced emission,and explosive detection |
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| Authors: | Zujin Zhao Tao Jiang Yanju Guo Liyuan Ding Bairong He Zhengfeng Chang Jacky W Y Lam Jianzhao Liu Carrie Y K Chan Ping Lu Liwen Xu Huayu Qiu Ben Zhong Tang |
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| Institution: | 1. College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China;2. Department of Chemistry and State Key Laboratory of Molecular Neuroscience, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China;3. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130012, China;4. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 310012, China |
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| Abstract: | Hydrosilylation polymerizations of 1,1‐dimethyl‐2,5‐bis(4‐ethynylphenyl)‐3,4‐diphenylsilole with aromatic silylhydrides including 1,4‐bis(dimethylsilyl)benzene, 4,4′‐bis(dimethylsilyl)biphenyl, 2,5‐bis(dimethylsilyl)thiophene, and 2,7‐bis(dimethylsilyl)‐9,9‐dihexylfluorene in the presence of Rh(PPh3)3Cl catalyst in refluxed tetrahydrofuran afford a series of silole‐containing poly(silylenevinylene)s. Under optimum condition, the alkyne polyhydrosilylation reactions progress efficiently and regioselectively, yielding polymers with high molecular weights (Mw up to 95,300) and good stereoregularity (E content close to 99%) in high yields (up to 92%). The polymers are processable and thermally stable, with high decomposition temperatures in the range of 420?449 °C corresponding to 5% weight loss. They are weakly fluorescent in the solution state but become emissive in the aggregate and film states, demonstrating their aggregation‐enhanced emission characteristics. The explosive sensing capabilities of the polymers are examined in both solution and aggregate states. The emissions of the polymers aggregates in aqueous mixture are quenched more efficiently by picric acid in an exponential pattern with high quenching constants (up to 27,949 L mol?1), suggesting that the polymers aggregates are sensitive chemosensors for explosive detection. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012 |
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| Keywords: | aggregation‐enhanced emission explosive detection fluorescence heteroatom‐containing polymers synthesis |
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