Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams

Jian-Qun Wang; Xian-Hong Wang; You-Hua Tao

doi:10.1007/s10118-022-2871-5

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Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams

RESEARCH ARTICLE | Updated：2023-04-21

- Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams
- Chinese Journal of Polymer Science Vol. 41, Issue 5, Pages: 728-734(2023)
- Affiliations：
  
  a.Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  b.University of Science and Technology of China, Hefei 230026, China
- Author bio：
  
  youhua.tao@ciac.ac.cn
- Funds：
- DOI：10.1007/s10118-022-2871-5
  CLC：
- Received：11 August 2022，
  
  Revised：2022-9-8，
  
  Accepted：14 September 2022，
  
  Online First：18 November 2022，
  
  Published：01 May 2023
- Accepted：
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Wang, J. Q.; Wang, X. H.; Tao, Y. H. Sustainable polyamides enabled by controlled ring-opening polymerization of 4-hydroxyproline-derived lactams.Chinese J. Polym. Sci.2023,41, 728–734

Jian-Qun Wang, Xian-Hong Wang, You-Hua Tao. Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams[J]. Chinese Journal of Polymer Science, 2023, 41(5): 728-734.
Wang, J. Q.; Wang, X. H.; Tao, Y. H. Sustainable polyamides enabled by controlled ring-opening polymerization of 4-hydroxyproline-derived lactams.Chinese J. Polym. Sci.2023,41, 728–734 DOI： 10.1007/s10118-022-2871-5.

Jian-Qun Wang, Xian-Hong Wang, You-Hua Tao. Sustainable Polyamides Enabled by Controlled Ring-opening Polymerization of 4-Hydroxyproline-derived Lactams[J]. Chinese Journal of Polymer Science, 2023, 41(5): 728-734. DOI： 10.1007/s10118-022-2871-5.

摘要

The facile preparation of 4-hydroxyproline-derived bridged bicyclic lactams bearing pendant Boc-protected group

and oligo-ethylene glycol group is reported. Lithium hexamethyldisilazide (LiHMDS)-mediated polymerization of the resulting monomers exhibited a controlled feature

affording sustainable aliphatic polyamides with

up to 73 kg/mol and a low

1.28.

Abstract

Aliphatic polyamides have been considered as eco-friendly materials

useful for a wide range of applications. However

it still presents obstacle to produce sustainable aliphatic polyamides from abundant renewable sources. Herein

we describe that 4-hydroxyproline (4-HYP)

a renewable resource

was readily converted to its corresponding bicyclic bridged lactam monomers bearing pendant Boc-protected secondary amino group

and oligo-ethylene glycol group. Lithium hexamethyldisilazide (LiHMDS)-mediated polymerization of the resulting monomers exhibited a controlled feature

affording sustainable aliphatic polyamides with number-average molecular weight up to 73 kg/mol and a low molecular weight distribution

1.28. Overall

this work can lead to a novel kind of functional and sustainable polyamides with potential applications

including degradable plastics

and drug delivery.

关键词

Keywords

references

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