Facile Synthesis of Functional Poly(<italic style="font-style: italic">ε</italic>-caprolactone) <italic style="font-style: italic">via</italic> Janus Polymerization

Huan Qiu; Zhe-Ning Yang; Jun Ling

doi:10.1007/s10118-019-2242-z

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Facile Synthesis of Functional Poly(ε-caprolactone) via Janus Polymerization

ARTICLE | Updated：2021-02-18

- Facile Synthesis of Functional Poly(ε-caprolactone) via Janus Polymerization
- Chinese Journal of Polymer Science Vol. 37, Issue 9, Pages: 858-865(2019)
- Affiliations：
  
  Ministry of Education Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China
- Author bio：
  
  lingjun@zju.edu.cn
- Funds：
- DOI：10.1007/s10118-019-2242-z
  CLC：
- Received：29 December 2018，
  
  Revised：2019-2-17，
  
  Accepted：21 February 2019，
  
  Online First：26 March 2019，
  
  Published：2019-09
- Accepted：
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Citation: Qiu, H.; Yang, Z. N.; Ling, J. Facile synthesis of functional poly(ε-caprolactone) via Janus polymerization. Chinese J. Polym. Sci. 2019, 37, 858–865

Huan Qiu, Zhe-Ning Yang, Jun Ling. Facile Synthesis of Functional Poly(ε-caprolactone) via Janus Polymerization[J]. Chinese Journal of Polymer Science, 2019, 37(9): 858-865. DOI: 10.1007/s10118-019-2242-z.
Citation: Qiu, H.; Yang, Z. N.; Ling, J. Facile synthesis of functional poly(ε-caprolactone) via Janus polymerization. Chinese J. Polym. Sci. 2019, 37, 858–865 DOI： 10.1007/s10118-019-2242-z.

Huan Qiu, Zhe-Ning Yang, Jun Ling. Facile Synthesis of Functional Poly(ε-caprolactone) via Janus Polymerization[J]. Chinese Journal of Polymer Science, 2019, 37(9): 858-865. DOI: 10.1007/s10118-019-2242-z. DOI：

摘要

Abstract

Functionalized aliphatic polyesters attract increasing attentions as biocompatible and biodegradable polymers with broad applications in biological science. In this contribution

we propose a facile and controllable synthetic technique for functional poly(

-caprolactone) (PCL)

via

Janus polymerization

which comprises cationic ring-opening copolymerization (ROP) of

-caprolactone (CL) with 3

3-bis(chloromethyl)oxacyclobutane (CO) and (coordinated) anionic ROP of CL at a single propagating chain by rare earth metal triflates (RE(OTf)

) and propylene oxide

thus generating block copolymers in one step. The compositions of the copolymers of poly(CL-

-(CL-

-CO)) can be modulated by various RE(OTf)

. Scandium triflate catalyzes Janus polymerization to yield the copolymers containing the highest CO contents among all the RE(OTf)

catalysts used with complete conversion of CL. The chlorine in CO repeating units is ready to be transferred into azide group which affords the modification sites to react with 9-ethynyl-9-fluorenol and mPEG-alkyne

respectively

via

copper(I)-catalyzed azide-alkyne cycloaddition reaction with quantitative conversions of azides

as confirmed by FTIR analyses. According to NMR and SEC analyses

copolymers (PCC-

-PEG) bearing a homo-PCL block and a PEG-grafted block of poly(CO-

-CL) demonstrate well-defined chemical structures. The investigations on thermal properties reveal the strong phase separation between PCL and PEG blocks. The amphiphilic PCC-

-PEG is able to self-assemble into micelles in aqueous solution while cylindrical and lamellar morphologies are observed in bulk. We provide an efficient protocol to synthesize functional PCL combining one-step Janus polymerization and precise post-polymerization click reaction.

关键词

Keywords

references

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Facile Synthesis of Functional Poly(ε-caprolactone) via Janus Polymerization

DOI：10.1007/s10118-019-2242-z

摘要

Abstract

关键词

Keywords

references