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2,3,4,5-Tetraphenylsilole-Based Conjugated Polymers: Synthesis, Optical Properties, and as Sensors for Explosive Compounds

Authors

  • Li-Hong Zhang,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Tao Jiang,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Dr. Lian-Bin Wu,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Dr. Jun-Hua Wan,

    Corresponding author
    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
    • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081

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  • Dr. Chih-Hsien Chen,

    1. Department of Chemistry, National Taiwan University, Taipei, Taiwan, 106 (Taiwan)
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  • Dr. Yong-Bing Pei,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Dr. Hua Lu,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Yuan Deng,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Gao-Feng Bian,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Prof. Hua-Yu Qiu,

    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
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  • Prof. Guo-Qiao Lai

    Corresponding author
    1. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081
    • Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, 222 Wenyi Road, Hangzhou, 310012 (P. R. China), Fax: (+86) 571-2886-8081

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Abstract

A series of linear 2,5-tetraphenylsilole-vinylene-type polymers were successfully synthesized for the first time. The tetraphenylsilole moieties were linked at their 2,5-positions through a vinylene bridge with p-dialkoxybenzenes to obtain polymer and with 3,6-carbazole to obtain polymer . For comparison, 2,5-tetraphenylsilole-ethyne-type polymer was also synthesized, in which the vinylene bridge of was replaced with an ethyne bridge. Very interestingly, the bridging group (vinylene or ethyne) had a significant effect on the photophysical properties of the corresponding polymers. The fluorescence peak of at 504 nm in solution originated from the emission of its silole moieties, whereas and emitted yellow light and no blueish–green emission from the silole moieties was observed, thus demonstrating that the emissions of and were due to their polymer backbones. More importantly, the 2,5-tetraphenylsilole-ethyne polymer exhibited a pronounced aggregation-enhanced emission (AEE) effect but the 2,5-tetraphenylsilole-vinylene polymer was AEE-inactive. Moreover, both AEE-active 2,5-tetraphenylsilole-ethyne polymer and AEE-inactive 2,5-tetraphenylsilole-vinylene polymers were successfully applied as fluorescent chemosensors for the detection of explosive compounds.

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