Synthesis and characterization of UV-curable castor oil-based polyfunctional polyurethane acrylate via photo-click chemistry and isocyanate polyurethane reaction

Synthesis and characterization of UV-curable castor oil-based polyfunctional polyurethane acrylate via photo-click chemistry and isocyanate polyurethane reaction
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通过光点击化学和异氰酸酯聚氨酯反应合成和表征紫外光固化蓖麻油基多官能聚氨酯丙烯酸酯

DOI:
10.1016/j.porgcoat.2015.12.015
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发表时间:
2016-04-01
影响因子:
6.6
通讯作者:
Yang, Jianwen
Yang, Jianwen
中科院分区:
材料科学1区
文献类型:
--
作者:
Chen, Guangxue;Guan, Xiaoyuan;Yang, Jianwen

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本文通过光点击化学和异氰酸酯聚氨酯反应合成了紫外光固化的蓖麻油基多官能聚氨酯丙烯酸酯(COME-PUA)。蓖麻油(CO)的简便且高效的侧链官能化首先通过巯基-烯光点击化学与β-巯基乙醇(ME)实现。1H-1 NMR结果表明,在10 min内观察到几乎100%的CO双键转化率,并且所得多元醇COME的平均羟基官能度为约6。以丙烯酸羟丙酯(HPA)、异佛尔酮二异氰酸酯(IPDI)和聚乙二醇(PEG-200)为扩链剂,对COME进行异氰酸酯聚氨酯化改性,制备COME-PUA树脂。1H-1 NMR和FTIR的结果表明,目标COME和COME-PUA成功合成。此外,通过实时红外光谱研究了COME-PUA的紫外光固化动力学,结果表明COME-PUA的紫外光固化速率高于普通CO-PUA。最后对固化膜的物理性能进行了研究。(C)2016爱思唯尔B. V.保留所有权利。
In this paper, UV-curable castor oil-based polyfunctional polyurethane acrylate (COME-PUA) was synthesized via photo-click chemistry and isocyanate polyurethane reaction. Facile and highly efficient side-chain functionalization of castor oil (CO) was first achieved via thiol-ene photo-click chemistry with beta-mercaptoethanol (ME). H-1 NMR result indicated that almost 100% conversion of double-bond in CO was observed within 10 min, and the average hydroxyl functionality of the obtained polyol COME was about 6. Next, COME was modified by isocyanate polyurethane reaction with hydroxypropyl acrylate (HPA), isophorone diisocyanate (IPDI) and PEG-200 as the chain extender in order to prepare the resin COME-PUA. Results of both H-1 NMR and FTIR revealed that the targeted COME and COME-PUA were successfully synthesized. Furthermore, UV-curing kinetic of COME-PUA was revealed by real-time FTIR, showing a higher UV-curing rate than the common CO-PUA. Finally, some physical properties of curing films were studied. (C) 2016 Elsevier B.V. All rights reserved.