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Synthesis of Alkyne-functionalized Polymers via Living Anionic Polymerization and Investigation of Features during the Post-“thiol-yne” Click Reaction

  • Lin-Can Yang
  • Li Han
  • Hong-Wei MaEmail author
  • Pi-Bo Liu
  • He-Yu Shen
  • Chao Li
  • Song-Bo Zhang
  • Yang Li
Article
  • 12 Downloads

Abstract

“Thiol-yne” click reaction has already been widely applied in synthesis and modification of new polymer structures or novel materials due to its specific features. However, in most studies, only chain-end strategy was employed when using the di-addition feature of thiol-yne reaction, thus the in-chain di-addition strategy could endow us with a broader space to develop the synthesis of advanced polymers. Therefore, in this paper, the features of in-chain mono- and di-addition were investigated when modifying the alkyne-functionalized polymers to prepare grafted polymers via thiol-yne click reaction. The results showed that it is almost impossible to obtain the in-chain di-adducts even under excess feeding of chain-end thiol-functionalized grafts, while only the in-chain mono-adducts could be obtained efficiently. Further researches investigated that the controlled grafting could be encountered when carrying out the thiol-yne click reaction between chain-end alkyne-functionalized polystyrenes and chain-end thiol-functionalized polystyrenes under proper feedings. Therefore, the effect of steric-hindrance might be the primary reason for the alternative grafting via thiol-yne click reaction between in-chain and chain-end alkyne-functionalized polymers.

Keywords

Alkyne-functionalized polymers In-chain di-addition Thiol-yne click reaction Living anionic polymerization 

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Notes

Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (Nos. 21871037, 21674017, and U1508204).

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Copyright information

© Chinese Chemical Society, Institute of Chemistry (CAS) and Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Lin-Can Yang
    • 1
  • Li Han
    • 1
  • Hong-Wei Ma
    • 1
    Email author
  • Pi-Bo Liu
    • 1
  • He-Yu Shen
    • 1
  • Chao Li
    • 1
  • Song-Bo Zhang
    • 1
  • Yang Li
    • 1
  1. 1.Department of Polymer Science and Engineering, School of Chemical EngineeringDalian University of TechnologyDalianChina

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