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Diamines, CS2 and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide

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Abstract

Multicomponent polymerizations (MCPs) are powerful tools to synthesize functional polymers with great structural diversity, low cost and high efficiency, which usually generate single polymer product. Herein, a robust one-pot diamines, CS2 and monoisocyanide-participated catalyst-free polymerization was developed at room temperature to produce polythiourea and thioformamide simultaneously in equal equivalent, which was featured with cheap monomers, simple operation and mild condition, affording various polythioureas with high Mws of up to 47500 g/mol in high yields of up to 98%. Polythioureas with varied chain composition and sequence-controlled structure could be synthesized in 62 g-scale from copolymerization or multicomponent tandem polymerization, enabling facile tuning of thermal property, crystallinity, mechanical property, and fluorescence. The abundant irregular hydrogen bonds endowed the polythioureas excellent glassy state self-healing property at room temperature or below 0 °C. This polymerization provided an efficient and economic approach to access functional polythioureas.

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Nos. 52173005, 21788102 and 21822102), the Ministry of Science and Technology of China (No. 2021YFA1501600), the Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates (No. 2019B030301003) and the Fundamental Research Funds for the Central Universities.

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  1. State Key Laboratory of Luminescent Materials and Devices, Guangdong Provincial Key Laboratory of Luminescence from Molecular Aggregates, South China University of Technology, Guangzhou, 510640, China

    Jie Zhang, Fan Ye, Jin-Lei Huo, Jian-Wen Peng & Rong-Rong Hu

  2. Shenzhen Institute of Aggregate Science and Technology, School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, Guangdong, 518172, China

    Ben Zhong Tang

  3. AIE Institute, Guangzhou, 510530, China

    Ben Zhong Tang

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  1. Jie Zhang
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  2. Fan Ye
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  3. Jin-Lei Huo
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Correspondence to Ben Zhong Tang.

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Diamines, CS2 and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide

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Zhang, J., Ye, F., Huo, JL. et al. Diamines, CS2 and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide. Chin J Polym Sci 41, 1563–1576 (2023). https://doi.org/10.1007/s10118-023-3019-y

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