Synthesis of Well-defined Poly(tetrahydrofuran)-<italic style="font-style: italic">b</italic>-Poly(<italic style="font-style: italic">α</italic>-amino acid)s <italic style="font-style: italic">via</italic> Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of <italic style="font-style: italic">N</italic>-thiocarboxyanhydrides

Peng Zhou; Xuan-Geng Dai; Jie Kong; Jun Ling

doi:10.1007/s10118-021-2539-6

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Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides

ARTICLE | Updated：2021-01-05

- Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides
- Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides
- Chinese Journal of Polymer Science 2021年39卷第6期页码：702-708
- Affiliations：
  
  a.Ministry of Education Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China
  b.Shaanxi Key Laboratory of Macromolecular Science and Technology, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an 710072, China
- Author bio：
  
  kongjie@nwpu.edu.cn (J.K.)
  lingjun@zju.edu.cn (J.L.)
- Funds：
  
  This work was financially supported by Joint Foundation of Shaanxi Province Natural Science Basic Research Program and Shaanxi Coal Chemical Group Co., Ltd. (No. 2019JLM-46) and the National Natural Science Foundation of China (No. 21674091).
- DOI：10.1007/s10118-021-2539-6
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Peng Zhou, Xuan-Geng Dai, Jie Kong, 等. Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides[J]. Chinese Journal of Polymer Science, 2021,39(6):702-708.

Peng Zhou, Xuan-Geng Dai, Jie Kong, et al. Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides[J]. Chinese Journal of Polymer Science, 2021,39(6):702-708.
Peng Zhou, Xuan-Geng Dai, Jie Kong, 等. Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides[J]. Chinese Journal of Polymer Science, 2021,39(6):702-708. DOI： 10.1007/s10118-021-2539-6.

Peng Zhou, Xuan-Geng Dai, Jie Kong, et al. Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides[J]. Chinese Journal of Polymer Science, 2021,39(6):702-708. DOI： 10.1007/s10118-021-2539-6.

摘要

Abstract

The synthesis of block copolymers of poly(tetrahydrofuran)-,b,-poly(,α,-amino acid) (PTHF-,b,-PAA) is challenging since it is difficult to combine the two blocks produced ,via, different/conflicting ring-opening polymerization (ROP) mechanisms. In this contribution, the cationic ROP of THF is catalyzed by rare-earth triflate [RE(OTf),3,] and terminated by 2-(,t,-butyloxycarbonyl-amino) ethanol (BAE). After the deprotection of ,t,-butyloxycarbonyl (Boc) group, the chain end of PTHF is quantitatively changed to amino group which thereafter initiates the nucleophilic ROP of ,α,-amino acid ,N,-thiocarboxyanhydrides (NTAs). Both polymerizations are well controlled, generating PTHF and PAA segments with designable molecular weights (MWs). PTHF-,b,-polylysine (PTHF-,b,-PLys) and PTHF-,b,-polysarcosine (PTHF-,b,-PSar) are obtained with MWs between 8.6 and 28.7 kg/mol. The above amphiphilic diblock copolymers form micelles in water. PTHF,40,-,b,-PSar,32, acts as a surfactant to stabilize oil-in-water emulsions. Both segments of PTHF-,b,-PAA are biocompatible and promising in the biomedical application.

关键词

Keywords

Poly(tetrahydrofuran)Poly(α-amino acid)End group transformationQuantitationCopolymer

references

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Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides

Synthesis of Well-defined Poly(tetrahydrofuran)-b-Poly(α-amino acid)s via Cationic Ring-opening Polymerization (ROP) of Tetrahydrofuran and Nucleophilic ROP of N-thiocarboxyanhydrides

DOI：10.1007/s10118-021-2539-6

摘要

Abstract

关键词

Keywords

references