Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides

Mu-Ning Lang; Wei-Wen Chi; Ting Han; Qing-Zhen Zhao; Hong-Kun Li; Ben Zhong Tang; Yong-Fang Li

doi:10.1007/s10118-020-2421-y

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Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides

ARTICLE | Updated：2020-05-25

- Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides
- Chinese Journal of Polymer Science Vol. 38, Issue 11, Pages: 1171-1177(2020)
- Affiliations：
  
  a.State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Laboratory of Advanced Optoelectronic Materials, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
  b.State Key Laboratory of Luminescent Materials and Devices, Key Laboratory of Luminescence from Molecular Aggregates of Guangdong Province, Center for Aggregation-Induced Emission, South China University of Technology, Guangzhou 510640, China
  c.Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong, China
- Author bio：
  
  hkli@suda.edu.cn
- Funds：
- DOI：10.1007/s10118-020-2421-y
  CLC：
- Received：24 February 2020，
  
  Revised：2020-3-10，
  
  Accepted：11 March 2020，
  
  Online First：25 May 2020，
  
  Published：14 August 2020
- Accepted：
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Lang, M. N.; Chi, W. W.; Han, T.; Zhao, Q. Z.; Li, H. K.; Tang, B. Z.; Li, Y. F. Synthesis of functional hyperbranched poly(methyltriazolylcarboxylate)s by catalyst-free click polymerization of butynoates and azides. Chinese J. Polym. Sci. 2020, 38, 1171–1177

Mu-Ning Lang, Wei-Wen Chi, Ting Han, et al. Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides[J]. Chinese Journal of Polymer Science, 2020, 38(11): 1171-1177.
Lang, M. N.; Chi, W. W.; Han, T.; Zhao, Q. Z.; Li, H. K.; Tang, B. Z.; Li, Y. F. Synthesis of functional hyperbranched poly(methyltriazolylcarboxylate)s by catalyst-free click polymerization of butynoates and azides. Chinese J. Polym. Sci. 2020, 38, 1171–1177 DOI： 10.1007/s10118-020-2421-y.

Mu-Ning Lang, Wei-Wen Chi, Ting Han, et al. Synthesis of Functional Hyperbranched Poly(methyltriazolylcarboxylate)s by Catalyst-free Click Polymerization of Butynoates and Azides[J]. Chinese Journal of Polymer Science, 2020, 38(11): 1171-1177. DOI： 10.1007/s10118-020-2421-y.

摘要

Abstract

Azide-alkyne click polymerization has become a powerful tool for polymer synthesis. However

the click polymerization between internal alkynes and azides is rarely utilized to prepare functional polymers. In this work

the polymerization reactions of activated internal alkyne monomers of tris(2-butynoate)s (

) with tetraphenylethene-containing diazides (

) were performed in dimethylformamide (DMF) under simple heating

affording four hyperbranched poly(methyltriazolylcarboxylate)s (

-PMTCs) with high molecular weights (

up to 2.4 × 10

) and regioregularities (up to 83.9%) in good yields. The

-PMTCs are soluble in common organic solvents

and thermally stable with 5% weight loss temperatures up to 400 °C. They are non-emissive in dilute solution

but become highly emissive in aggregated state

exhibiting aggregation-induced emission characteristics. The polymers can generate fluorescent photopatterns with high resolution

and can work as fluorescent sensors to detect nitroaromatic explosive with high sensitivity.

关键词

Keywords

references

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