Diamines, CS<sub>2</sub> and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide

Jie Zhang; Fan Ye; Jin-Lei Huo; Jian-Wen Peng; Rong-Rong Hu; Ben Zhong Tang

doi:10.1007/s10118-023-3019-y

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

RESEARCH ARTICLE | Updated：2023-09-21

- Diamines, CS₂ and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide
- Diamines, CS₂ and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide
- 高分子科学（英文版） 2023年41卷第10期页码：1563-1576
- Affiliations：
  
  a.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
  b.Shenzhen Institute of Aggregate Science and Technology, School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen 518172, China
  c.AIE Institute, Guangzhou 510530, China
- Author bio：
  
  msrrhu@scut.edu.cn
- Funds：
  
  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.;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-023-3019-y.
- DOI：10.1007/s10118-023-3019-y
  中图分类号：
- 收稿：2023-05-07，
  
  修回：2023-6-4，
  
  录用：2023-6-5，
  
  网络首发：2023-07-26，
  
  纸质出版：2023-10-01
- Accepted：
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Zhang, J.; Ye, F.; Huo, J. L.; Peng, J. W.; Hu, R. R.; Tang, B. Z. Diamines, CS₂ and monoisocyanide-participated polymerizations for large-scale synthesis of polythioureas and thioformamide. Chinese J. Polym. Sci. 2023, 41, 1563–1576 DOI: 10.1007/s10118-023-3019-y.

Jie Zhang, Fan Ye, Jin-Lei Huo, et al. Diamines, CS₂ and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide[J]. Chinese Journal of Polymer Science, 2023, 41(10): 1563-1576. DOI: 10.1007/s10118-023-3019-y.
Zhang, J.; Ye, F.; Huo, J. L.; Peng, J. W.; Hu, R. R.; Tang, B. Z. Diamines, CS₂ and monoisocyanide-participated polymerizations for large-scale synthesis of polythioureas and thioformamide. Chinese J. Polym. Sci. 2023, 41, 1563–1576 DOI: 10.1007/s10118-023-3019-y. DOI：

Jie Zhang, Fan Ye, Jin-Lei Huo, et al. Diamines, CS₂ and Monoisocyanide-participated Polymerizations for Large-scale Synthesis of Polythioureas and Thioformamide[J]. Chinese Journal of Polymer Science, 2023, 41(10): 1563-1576. DOI: 10.1007/s10118-023-3019-y. DOI：

摘要

This work designed a new type of multicomponent reactions

namely 3-component 2-product (3C2P) reactions

and further developed the corresponding polymerizations

which could simultaneously generate polythioureas and thioformamide in equal equivalent. Furthermore

the cheap scale-up synthesis of sequence-controlled polythioureas was achieved and the obtained functional polythiourea materials possessed tunable properties.

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

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

s of up to 4.75×10

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.

关键词

Keywords

references

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

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

DOI：10.1007/s10118-023-3019-y

摘要

Abstract

关键词

Keywords

references

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

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