Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition

Wei-Wen Chi; Rong-Yuan Zhang; Ting Han; Jian Du; Hong-Kun Li; Wei-Jie Zhang; Yong-Fang Li; Ben Zhong Tang

doi:10.1007/s10118-019-2316-y

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Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition

ARTICLE | Updated：2019-09-03

- Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition
- Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition
- Chinese Journal of Polymer Science 2020年38卷第1期页码：17-23
- 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.Department of Urology, The First Affiliated Hospital of Soochow University, Suzhou 215006, 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 (H.K.L.)
  wj539@163.com (W.J.Z.)
  tangbenz@ust.hk (B.Z.T.)
- Funds：
  
  This work was partially supported by the National Natural Science Foundation of China (Nos. 21875152 and 21404077), the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 17KJB150034), and the Priority Academic Program Development of Jiangsu High Education Institutions (PAPD). H. K. Li acknowledges the financial supports from Jiangsu Planned Projects for Postdoctoral Research Funds (No. 1501023B) and China Postdoctoral Science Foundation (No. 2016M591906).
- DOI：10.1007/s10118-019-2316-y
  中图分类号：
- 收稿：2019-04-17，
  
  修回：2019-6-6，
  
  录用：2019-6-13，
  
  网络首发：2019-09-03，
  
  纸质出版：2020-01
- Accepted：
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Citation: Chi, W. W.; Zhang, R. Y.; Han, T.; Du, J.; Li, H. K.; Zhang, W. J.; Li, Y. F.; Tang, B. Z. Facile synthesis of functional poly(methyltriazolylcarboxylate)s by solvent- and catalyst-free butynoate-azide polycycloaddition. Chinese J. Polym. Sci. 2020, 38, 17–23

Wei-Wen Chi, Rong-Yuan Zhang, Ting Han, et al. Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition[J]. Chinese Journal of Polymer Science, 2020, 38(1): 17-23.
Citation: Chi, W. W.; Zhang, R. Y.; Han, T.; Du, J.; Li, H. K.; Zhang, W. J.; Li, Y. F.; Tang, B. Z. Facile synthesis of functional poly(methyltriazolylcarboxylate)s by solvent- and catalyst-free butynoate-azide polycycloaddition. Chinese J. Polym. Sci. 2020, 38, 17–23 DOI： 10.1007/s10118-019-2316-y.

Wei-Wen Chi, Rong-Yuan Zhang, Ting Han, et al. Facile Synthesis of Functional Poly(methyltriazolylcarboxylate)s by Solvent- and Catalyst-free Butynoate-Azide Polycycloaddition[J]. Chinese Journal of Polymer Science, 2020, 38(1): 17-23. DOI： 10.1007/s10118-019-2316-y.

摘要

Abstract

The copper-catalyzed and metal-free azide-alkyne click polymerizations have become efficient tools for polymer synthesis. However

the 1

3-dipolar polycycloadditions between internal alkynes and azides are rarely employed to construct functional polymers. Herein

the polycycloadditions of dibutynoate (

) and tetraphenylethene-containing diazides (

) were carried out at 100 °C for 12 h under solvent- and catalyst-free conditions

producing soluble poly(methyltriazolylcarboxylate)s (PMTCs) with high molecular weights in high yields. The resultant polymers were thermally stable with 5% weight loss temperatures up to 377 °C. The PMTCs showed aggregation-induced emission (AIE) properties. They could work as fluorescent sensors for detecting explosive with high sensitivity

and generate two-dimensional fluorescent photopatterns with high resolution. Furthermore

their triazolium salts could be utilized for cell-imaging applications.

关键词

Keywords

references

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