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含氨基酸的自修复丙烯酰胺/丙烯酸丁酯共聚物——多重非共价键。

Self-healing amino acid-bearing acrylamides/-butyl acrylate copolymers multiple noncovalent bonds.

作者信息

Kudo Ryo, Samitsu Sadaki, Mori Hideharu

机构信息

Department of Organic Material Science, Graduate School of Organic Materials Science, Yamagata University 4-3-16, Jonan Yonezawa City Yamagata Prefecture 992-8510 Japan

National Institute for Materials Science 1-2-1, Sengen Tsukuba 305-0047 Japan.

出版信息

RSC Adv. 2024 Mar 6;14(11):7850-7857. doi: 10.1039/d4ra00800f. eCollection 2024 Feb 29.

Abstract

Four amino acid-bearing acrylamides, -acryloyl-l-threonine (AThrOH), -acryloyl-l-glutamic acid (AGluOH), -acryloyl-l-phenylalanine (APheOH), and -acryloyl-l, l-diphenylalanine (APhePheOH), were selected for copolymerization with -butyl acrylate (BA) to develop amino acid-based self-healable copolymers. A series of copolymers comprising amino acid-bearing acrylamides and BA with tunable comonomer compositions and molecular weights were synthesized by free radical and reversible addition-fragmentation chain-transfer copolymerization. Self-healing and mechanical properties originated from the noncovalent bonds between the carboxyl, hydroxyl, and amide groups, and π-π stacking interactions among the amino acid residues in the side chains were evaluated. Among these copolymers, P(BA--AGluOH) with suitable comonomer compositions and molecular weights (BA : AGluOH = 82 : 18, = 18 300, / = 2.58) exhibited good mechanical properties (modulus of toughness = 17.3 MJ m) and self-healing under ambient conditions. The multiple noncovalent bonds of P(BA--AGluOH)s were also efficient in improving the optical properties with an enhanced refractive index and good transparency.

摘要

选择了四种含氨基酸的丙烯酰胺,即丙烯酰基-L-苏氨酸(AThrOH)、丙烯酰基-L-谷氨酸(AGluOH)、丙烯酰基-L-苯丙氨酸(APheOH)和丙烯酰基-L,L-二苯丙氨酸(APhePheOH),与丙烯酸丁酯(BA)共聚以开发基于氨基酸的可自愈共聚物。通过自由基和可逆加成-断裂链转移共聚合成了一系列由含氨基酸的丙烯酰胺和BA组成的共聚物,其共聚单体组成和分子量可调。评估了源自羧基、羟基和酰胺基团之间的非共价键以及侧链中氨基酸残基之间的π-π堆积相互作用的自愈性能和机械性能。在这些共聚物中,具有合适共聚单体组成和分子量(BA∶AGluOH = 82∶18,= 18 300,/ = 2.58)的P(BA-AGluOH)表现出良好的机械性能(韧性模量 = 17.3 MJ m)并在环境条件下可自愈。P(BA-AGluOH)的多个非共价键在提高光学性能方面也很有效,具有提高的折射率和良好的透明度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afee/10915467/a1c471b82be8/d4ra00800f-f1.jpg

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