Synthesis and Properties of Poly(p-phenylene terephthalamide) Bearing Both Polar and Unsaturated Substituents Introduced via Claisen Rearrangement Reaction
Synthesis and Properties of Poly(p-phenylene terephthalamide) Bearing Both Polar and Unsaturated Substituents Introduced via Claisen Rearrangement Reaction
复制标题
克莱森重排反应引入极性和不饱和取代基的聚对苯二甲酰对苯二胺的合成及性能
DOI：
10.1002/pola.28072
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发表时间：
2016-07-01
影响因子：
--
通讯作者：
Wan, Xinhua
中科院分区：
文献类型：
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作者：
Wang, Wenbin;Qi, Xiang;Wan, Xinhua
通过对苯二胺、对苯二酰氯和2,5-二（烯丙氧基）对苯二胺的低温溶液共聚，制备了一系列新型全芳香族共聚物，聚（对苯2,5-二（烯丙氧基）对苯二胺）-反聚[对苯2,5-二（烯丙氧基）对苯二胺]（APPTA-x, x（=0、5、25、50、60、75、90和100）表示含烯丙氧基的摩尔分数）。通过核磁共振、红外光谱、凝胶渗透色谱和差示扫描量热等综合分析，将它们转化为目标共聚物聚（对苯对苯二甲酸）-对聚[对苯2,5-二烯丙基-3,6-二羟基对苯二甲酸]（CRPPTA-x）。虽然APPTA-x在普通有机溶剂中的溶解度较差，但共基含量高的重排产物，即CRPPTA-60、75、90和100，在间甲酚、DMF、DMAc、DMSO和NMP中很容易溶解。通过接触角法、x射线光电子能谱（XPS）、扫描电子显微镜（SEM）和微键测试，研究了这四种聚合物作为施胶剂对凯夫拉纤维与环氧树脂界面粘附的影响。与裸纤维相比，浆料纤维的表面能和粗糙度都有所提高。在NMP中加入0.5 wt %的CRPPTA-60溶液后，纤维的界面剪切强度最大提高了19%。(C) 2016 Wiley期刊公司
A series of novel wholly aromatic copolyamides, poly(p-phenylene terephthalamide)-ran-poly[p-phenylene 2,5-bis(allyloxy) terephthalamide] (APPTA-x, x (=0, 5, 25, 50, 60, 75, 90, and 100) represents the molar fraction of allyloxy containing structure unit), were prepared via low temperature solution copolycondensation of p-phenylenediamine, terephthaloyl chloride, and 2,5-bis(allyloxy) terephthaloyl chloride. They were converted to the target copolymers, poly(p-phenylene terephthalamide)-ran-poly[p-phenylene 2,5-diallyl-3,6-dihydroxyterephthalamide] (CRPPTA-x), through Claisen rearrangement reaction, as characterized by a comprehensive analyses of NMR, FT-IR, gel permeation chromatography, and differential scanning calorimetry. Although APPTA-x had a poor solubility in common organic solvents, the rearranged products with high co-unit contents, that is, CRPPTA-60, 75, 90, and 100, were readily dissolved in m-cresol, DMF, DMAc, DMSO, and NMP. The effect of these four polymers, used as sizing agents, on the interfacial adhesion between Kevlar fiber and epoxy resin was investigated by the contact angle method, X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and microbond tests. Compared with the naked fibers, the sized fibers displayed enhanced surface energy and roughness. The fibers sized with 0.5 wt % CRPPTA-60 solution in NMP exhibited a maximum increase of 19% in interfacial shear strength. (C) 2016 Wiley Periodicals, Inc.