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新型七元环状碳酸酯的β-苄氧基取代共聚物:与L-丙交酯、ε-己内酯和三亚甲基碳酸酯的开环聚合反应

Novel β-Benzyloxy-Substituted Copolymers of Seven-Membered Cyclic Carbonate: Ring-Opening Polymerization with L-Lactide, ε-Caprolactone and Trimethylenecarbonate.

作者信息

Serova Valeriia A, Mankaev Badma N, Agaeva Milana U, Chernikova Elena V, Berkovich Anna K, Alekseyev Roman S, Khvostov Aleksei V, Timofeev Sergey V, Karlov Sergey S

机构信息

Chemistry Department, Lomonosov Moscow State University, Leninskye Gory 1, 119991 Moscow, Russia.

A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia.

出版信息

Polymers (Basel). 2024 Nov 29;16(23):3364. doi: 10.3390/polym16233364.

DOI:10.3390/polym16233364
PMID:39684108
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11644486/
Abstract

To prepare novel biodegradable copolymers with functional substituents that are distributed statistically or randomly over the macromolecule chain and have improved characteristics compared to homopolymers, we conducted a series of synthetic experiments with a novel cyclic monomer, 5-(benzyloxy)-1,3-dioxepan-2-one (). This compound was synthesized, and its homopolymer, as well as its copolymers with L-lactide, ε-caprolactone and trimethylene carbonate, were prepared in a polymerization solution with stannous octoate as the initiator. The formation of the copolymers was confirmed using NMR spectroscopy and DSC data. The distribution of the monomeric units of the substituted 7CC in the copolymers with L-lactide and ε-caprolactone is random, as it is close to a statistical distribution. The copolymer with TMC is a gradient copolymer due to the different rates of monomer polymerization. The copolymer with a composition of 10(ε-CL):1(carbonate ) can be considered a promising polymer after the deprotection of the hydroxy group for the inoculation of the functional substituents due to its convenience of preparation and properties similar to those of poly(ε-caprolactone).

摘要

为了制备具有功能性取代基的新型可生物降解共聚物,这些取代基在大分子链上呈统计或随机分布,且与均聚物相比具有改进的特性,我们使用新型环状单体5-(苄氧基)-1,3-二氧六环-2-酮()进行了一系列合成实验。合成了该化合物,并以辛酸亚锡为引发剂,在聚合溶液中制备了其均聚物以及与L-丙交酯、ε-己内酯和碳酸三亚甲基酯的共聚物。使用核磁共振光谱和差示扫描量热法数据确认了共聚物的形成。在与L-丙交酯和ε-己内酯的共聚物中取代的7CC单体单元的分布是随机的,因为它接近统计分布。由于单体聚合速率不同,与碳酸三亚甲基酯的共聚物是梯度共聚物。由于其制备方便且性质与聚(ε-己内酯)相似,在羟基脱保护以引入功能性取代基后,组成为10(ε-CL):1(碳酸酯)的共聚物可被认为是一种有前途的聚合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/1c64743b9c74/polymers-16-03364-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/4d01f865ac44/polymers-16-03364-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/dc12544df137/polymers-16-03364-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/f3ff9971c713/polymers-16-03364-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/312bf9bff7c0/polymers-16-03364-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/1c64743b9c74/polymers-16-03364-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/4d01f865ac44/polymers-16-03364-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/dc12544df137/polymers-16-03364-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/f3ff9971c713/polymers-16-03364-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/312bf9bff7c0/polymers-16-03364-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b111/11644486/1c64743b9c74/polymers-16-03364-g003.jpg

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