Efficient Synthesis and Performance Investigation of Poly(lactide) Derivatives

Jin-bo Hu; Wen-bo Wang; Ye-qi Du; Hao Zhang; Yan-long Liu; Xin-chao Bian; Hai Sun; Xue-si Chen

doi:10.11777/j.issn1000-3304.2024.24164

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Efficient Synthesis and Performance Investigation of Poly(lactide) Derivatives

Research Article | 更新时间：2025-01-26

- Efficient Synthesis and Performance Investigation of Poly(lactide) Derivatives
- Acta Polymerica Sinica Vol. 56, Issue 1, Pages: 26-35(2025)
- 作者机构：
  
  1.中国科学院长春应用化学研究所中科院生态环境高分子材料重点实验室长春 130022
  2.中国科学技术大学应用化学与工程学院合肥 230026
- 作者简介：
  
  Xin-chao Bian, E-mail: xcbian@ciac.ac.cn
  Hai Sun, E-mail: sunhai@ciac.ac.cn
  Xue-si Chen, E-mail: xschen@ciac.ac.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2024.24164
  CLC：
- CSTR：32057.14.GFZXB.2024.7277
- Published：20 January 2025，
  
  Published Online：27 September 2024，
  
  Received：13 June 2024，
  
  Accepted：2024-07-12
- 稿件说明：
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胡锦博, 王文博, 杜晔奇, 张昊, 刘焱龙, 边新超, 孙海, 陈学思. 聚乳酸衍生物的高效合成及其性能研究. 高分子学报, 2025, 56(1), 26-35

Hu, J. B.; Wang, W. B.; Du, Y. Q; Zhang, H.; Liu, Y. L.; Bian, X. C.; Sun, H.; Chen, X. S. Efficient synthesis and performance investigation of poly(lactide) derivatives. Acta Polymerica Sinica, 2025, 56(1), 26-35
胡锦博, 王文博, 杜晔奇, 张昊, 刘焱龙, 边新超, 孙海, 陈学思. 聚乳酸衍生物的高效合成及其性能研究. 高分子学报, 2025, 56(1), 26-35 DOI： 10.11777/j.issn1000-3304.2024.24164. CSTR： 32057.14.GFZXB.2024.7277.

Hu, J. B.; Wang, W. B.; Du, Y. Q; Zhang, H.; Liu, Y. L.; Bian, X. C.; Sun, H.; Chen, X. S. Efficient synthesis and performance investigation of poly(lactide) derivatives. Acta Polymerica Sinica, 2025, 56(1), 26-35 DOI： 10.11777/j.issn1000-3304.2024.24164. CSTR： 32057.14.GFZXB.2024.7277.

摘要

发展可再生、可降解的脂肪族聚酯材料有望部分替代目前广泛使用的聚烯烃类材料，对于解决塑料污染问题具有重要意义. 本文工作以商业化

-氨基酸作为初始原料，设计合成了一类结构上类似于丙交酯(LA)的取代乙交酯单体(substituted-glycolide，sGA)，研究了单体的开环聚合(ROP)反应过程以及侧链结构对聚合物热性能、力学性能以及回收性能的影响. 结果表明，使用辛酸亚锡(Sn(Oct)

)/苯甲醇(BnOH)催化体系可以实现sGAs单体的高效可控ROP，并且所得聚合物保持高的立构规整度. 通过对聚合反应条件的控制，所有的单体都可以聚合得到高分子量聚合物. 此外，含有较长碳链的聚合物具有最低的玻璃化转变温度(

)，同时，这些聚合物热稳定性与聚乳酸(PLA)相似. 力学性能方面，侧链为乙基的聚合物链可以通过折叠排列形成规整的晶体结构，表现出兼具柔韧性与强度的特性. 最后，这些聚合物都可以在Sn(Oct)

催化下解聚回收为单体而不影响再次聚合.

Abstract

The development of renewable and biodegradable aliphatic polyester materials was promising for partially replacing the widely used polyolefin materials

which was of significant importance for addressing plastic pollution issues. This study employed commercial

-amino acids as starting materials to design and synthesize a class of substituted glycolide monomers (sGAs) structurally resembling lactide (LA). The ring-opening polymerization (ROP) process of the monomers and the influence of side chain structure on the thermal

mechanical

and recyclable properties of the polymers. The results demonstrated that efficient and controlled ROP of sGAs could be achieved using a catalytic system comprising tin octoate (Sn(Oct)

) and benzyl alcohol (BnOH)

yielding polymers with high stereo-regularity. By controlling the polymerization conditions

all monomers could be polymerized into high molecular weight polymers. Furthermore

polymers with longer carbon chains exhibited the lowest glass transition temperatures (

)

and their thermal stability was comparable to that of poly(lactide) (PLA). Regarding mechanical properties

polymers with ethyl side chains could form regular crystalline structures through folding arrangements

exhibiting characteristics of both flexibility and strength. Lastly

these polymers could be depolymerized and recycled back to monomers under Sn(Oct)

catalysis without affecting subsequent polymerization.

关键词

取代乙交酯开环聚合聚乳酸衍生物解聚回收

Keywords

Substituted glycolideRing opening polymerizationPoly(lactide) derivativesDepolymerization recycling

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Related Institution

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Key Laboratory of Biobased Polymer Materials, Shandong Provincial Education Department, College of Polymer Science and Engineering, Qingdao University of Science and Technology

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Laboratory of Polymer Physics and Chemistry, Institute of Chemistry, Chinese Academy of Sciences

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