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用于生物医学应用的聚(丁烯二酸甘油酯)-PGB-不饱和聚酯的合成

Synthesis of Poly(glycerol butenedioate)-PGB-Unsaturated Polyester toward Biomedical Applications.

作者信息

Wrzecionek Michał, Kolankowski Krzysztof, Gadomska-Gajadhur Agnieszka

机构信息

Faculty of Chemistry, Warsaw University of Technology, 3 Noakowskiego Street, Warsaw 00-664, Poland.

出版信息

ACS Omega. 2022 Jul 15;7(29):25171-25178. doi: 10.1021/acsomega.2c01934. eCollection 2022 Jul 26.

DOI:10.1021/acsomega.2c01934
PMID:35910158
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9330079/
Abstract

A new polyester poly(glycerol butenedioate) (PGB) was obtained in the bulk polycondensation of glycerin and maleic anhydride. Glycerol polyesters are new biomaterials commonly used in tissue engineering. PGB, containing the α,β-unsaturated moiety, could be very interesting due to potential modifications such as additions or oxidation. Such modifications are not possible on the heretofore known glycerol polyesters due to their structure without α,β-unsaturated moieties. In this work, the developed process was optimized by applying the design of experiments. The optimization criterium was the minimization of the E/Z isomer ratio. Applying the two-stage process, the / isomer ratio was reduced from 5.5 to 0.5 compared to the one-stage process. The degree of branching was also reduced from 17 to 9%, as well as the degree of esterification from 0.89 to 0.72. The obtained structure can be used in modifying or cross-linking via Michael additions.

摘要

通过甘油与马来酸酐的本体缩聚反应制得了一种新型聚酯聚(甘油丁烯二酸酯)(PGB)。甘油聚酯是常用于组织工程的新型生物材料。含有α,β - 不饱和部分的PGB,由于可能进行诸如加成或氧化等潜在改性,可能会非常有趣。由于迄今为止已知的甘油聚酯结构中没有α,β - 不饱和部分,所以无法进行此类改性。在这项工作中,通过应用实验设计对所开发的工艺进行了优化。优化标准是使E/Z异构体比例最小化。采用两步法工艺,与一步法工艺相比,E/Z异构体比例从5.5降至0.5。支化度也从17%降至9%,酯化度从0.89降至0.72。所得到的结构可用于通过迈克尔加成反应进行改性或交联。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/e93ce81b8a9b/ao2c01934_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/002c80899241/ao2c01934_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/450ce0940a2c/ao2c01934_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/f6c061d55898/ao2c01934_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/5068b2455168/ao2c01934_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/e93ce81b8a9b/ao2c01934_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/002c80899241/ao2c01934_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/450ce0940a2c/ao2c01934_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/f6c061d55898/ao2c01934_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/5068b2455168/ao2c01934_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe03/9330079/e93ce81b8a9b/ao2c01934_0005.jpg

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