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Synthesis and characterization of poly(ε-caprolactone)-containing amino acid-based poly(ether ester amide)s

机译:含聚ε-己内酯的氨基酸基聚醚酯酰胺的合成与表征

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摘要

A new family of biodegradable amino acid-based poly(ether ester amide)s (AA-PEEAs) consisting of three building blocks [poly(ε-caprolactone) (PCL), L-phenylalanine (Phe), and aliphatic acid dichloride] were synthesized by a solution polycondensation. Using DMA as the solvent, these PCL-containing Phe-PEEA polymers were obtained with fair to very good yields with weight average molecular weight (M _w) ranging from 6.9 kg/mol to 31.0 kg/mol, depending on the original molecular weight of PCL. The chemical structures of the PCL-containing Phe-PEEA polymers were confirmed by IR and NMR spectra. These PCL-containing Phe-PEEAs had lower T _g than most of the oligoethylene glycol (OEG) based AA-PEEAs due to the more molecular flexibility of the PCL block in the backbones, but had higher T _g than non-amino acid based PEEA. The solubility of the PCL-containing Phe-PEEA polymers in a wide range of common organic solvents, such as THF and chloroform, was significantly improved when comparing with aliphatic diol based poly(ester amide)s and OEG based AA-PEEAs.
机译:一个新的可生物降解的基于氨基酸的聚醚醚酰胺(AA-PEEA)家族由三个组成部分[聚(ε-己内酯)(PCL),L-苯丙氨酸(Phe)和脂族二氯化物]组成。通过溶液缩聚合成。使用DMA作为溶剂,这些含PCL的Phe-PEEA聚合物的收率中等至非常好,重均分子量(M_w)在6.9 kg / mol至31.0 kg / mol范围内,具体取决于PCL。通过IR和NMR光谱证实了含PCL的Phe-PEEA聚合物的化学结构。这些含PCL的Phe-PEEA具有比大多数基于低聚乙二醇(OEG)的AA-PEEA更低的T _g,这是由于主链中PCL嵌段具有更大的分子柔性,但与基于非氨基酸的PEEA相比具有更高的T _g 。与基于脂肪族二醇的聚(酯酰胺)和基于OEG的AA-PEEA相比,含PCL的Phe-PEEA聚合物在各种常见有机溶剂(如THF和氯仿)中的溶解度得到了显着提高。

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