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可生物降解的无异氰酸酯聚氨酯薄膜：一种非催化途径——以易改性聚己内酯三醇和生物基二胺为前体

Biodegradable isocyanate-free polyurethane films a noncatalytic route: facile modified polycaprolactone triol and biobased diamine as precursors.

作者信息

Chelike Dinesh Kumar, Gurusamy Thangavelu Senthil A

机构信息

Department of Chemistry, SRM Institute of Science and Technology Kattankulathur Chennai 603 203 Tamil Nadu India

出版信息

RSC Adv. 2022 Dec 20;13(1):309-319. doi: 10.1039/d2ra05710g. eCollection 2022 Dec 19.

DOI:10.1039/d2ra05710g
PMID:36605652
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9766200/
Abstract

A facile synthesis of isocyanate free polyurethanes (PU) was executed by the reaction of biodegradable cyclic carbonate and sustainable diamines generated chemical modification. The biodegradable polyol polycaprolactone triol (PCL) was transformed into a new glycerol carbonate derivative, PCL-(COOGC), and subjected to polyaddition with the diamines linalool diamine (LLDA), isosorbide diamine (ISODA) and hexamethylene diamine (HDA). Polyaddition of PCL-(COOGC) with the above diamine precursors was conducted a one-pot reaction under catalyst-free reaction conditions prior to film casting. The above precursors were characterized by Fourier-transform infrared (FTIR) and H and C nuclear magnetic resonance spectroscopies, high-resolution mass spectrometry and electrospray ionization matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, whereas the PU films were studied by attenuated total reflectance-FTIR spectroscopy, solid state C NMR, scanning electron microscopy, energy-dispersive X-ray spectroscopy, Raman spectroscopy, X-ray diffractometry, differential scanning calorimetry and thermogravimetric analysis. High onset degradation temperature ( ) values were observed for the PU films PU-1 (345.8 °C), PU-2 (309.6 °C) and PU-3 (344.6 °C), and further studies, including cross-link density, water contact angle, swelling behaviour and biodegradation (phosphate-buffered saline medium, pH = 7.2 at 45 °C) measurements, were conducted.

摘要

通过可生物降解的环状碳酸酯与可持续二胺的反应进行化学改性，实现了无异氰酸酯聚氨酯（PU）的简便合成。将可生物降解的多元醇聚己内酯三醇（PCL）转化为一种新的碳酸甘油酯衍生物PCL-(COOGC)，并使其与芳樟醇二胺（LLDA）、异山梨醇二胺（ISODA）和六亚甲基二胺（HDA）进行加聚反应。在浇铸薄膜之前，在无催化剂的反应条件下，将PCL-(COOGC)与上述二胺前体进行一锅法加聚反应。通过傅里叶变换红外光谱（FTIR）、氢和碳核磁共振光谱、高分辨率质谱以及电喷雾电离基质辅助激光解吸/电离飞行时间质谱对上述前体进行了表征，而通过衰减全反射傅里叶变换红外光谱、固态碳核磁共振、扫描电子显微镜、能量色散X射线光谱、拉曼光谱、X射线衍射、差示扫描量热法和热重分析对PU薄膜进行了研究。观察到PU薄膜PU-1（345.8℃）、PU-2（309.6℃）和PU-3（344.6℃）具有较高的起始降解温度（）值，并进行了进一步的研究，包括交联密度、水接触角、溶胀行为和生物降解（在45℃、pH = 7.2的磷酸盐缓冲盐溶液介质中）测量。

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