High temperature, flame-retardant, and transparent epoxy thermosets prepared from an acetovanillone-based hydroxyl poly(ether sulfone) and commercial epoxy resins
High temperature, flame-retardant, and transparent epoxy thermosets prepared from an acetovanillone-based hydroxyl poly(ether sulfone) and commercial epoxy resins
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DOI：
10.1016/j.polymer.2016.05.035
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发表时间：
2016-08-05
期刊：
影响因子：
4.6
通讯作者：
Wang, Meng Wei
中科院分区：
文献类型：
--
作者：
Lin, Ching Hsuan;Chou, Yu Chun;Wang, Meng Wei
以可持续利用的苯酚乙酰香草酮为原料，合成了一种膦化双酚6-（1-（4-羟基-3-甲氧基苯基）-1-（4-羟基苯基）乙基）-6H-二苯并[c，e] [1，2]氧杂膦-6-氧化物（1）。在碳酸钾存在下，（1）与二氟二苯砜发生亲核取代反应，合成了甲氧基取代聚醚砜（METHO-PES-1）。从另一种可持续的苯酚香草醛制备另一种膦化双酚6-（（4-羟基-3-甲氧基苯基）（4-羟基苯基）甲基）-6H-二苯并[c，e] [1，2]氧杂膦6-氧化物（2）。然而，由于双酚（2）在碱性条件下不稳定，基于双酚（2）的甲氧基取代的聚醚砜的制备不成功。甲氧基聚醚砜-1经脱甲基后，得到酚羟基聚醚砜（hydroxyl-PES-1）。羟基-PES-1的酚羟基键用作环氧树脂的反应位点。通过用市售环氧树脂固化羟基-PES-1，可以获得高性能、可弯曲、阻燃和出乎意料地透明的固化环氧树脂膜。(C)2016爱思唯尔有限公司版权所有。
A phosphinated biphenol, 6-(1-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl) ethyl)-6H-dibenzo [c,e] [1,2] oxaphosphinine 6-oxide (1), was synthesized from a sustainable phenol, acetovanillone. A methoxy-substituted poly(ether sulfone), methoxy-PES-1, was successfully prepared by the nucleophilic substitution of (1) and difluorodiphenyl sulfone in the presence of potassium carbonate. Another phosphinated biphenol, 6-((4-hydroxy-3-methoxyphenyl)(4-hydroxyphenyl) methyl)-6H-dibenzo[c, e] [1,2] oxaphosphinine 6-oxide (2), was prepared from another sustainable phenol, vanillin. However, the preparation of the methoxy-substituted poly(ether sulfone) based on biphenol (2) is not successful due to the biphenol (2) being unstable in an alkaline condition. After demethylation of the methoxy-PES-1, a phenolic hydroxyl poly(ether sulfone), hydroxyl-PES-1, was obtained. The phenolic hydroxyl linkages of the hydroxyl-PES-1 act as reacting sites for the epoxy resins. High-performance, bendable, flame retardant, and unexpectedly transparent cured epoxy film can be achieved through the curing of hydroxyl-PES-1 with commercially-available epoxy resins. (C) 2016 Elsevier Ltd. All rights reserved.