Studies on polyimides: 2. Formation of high molecular weight poly(N-(hydroxyphenyl) maleimides)

Studies on polyimides: 2. Formation of high molecular weight poly(N-(hydroxyphenyl) maleimides)
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DOI:
10.1016/s0032-3861(98)00258-4
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发表时间:
1999-03-01
期刊:
影响因子:
4.6
通讯作者:
Solomon, DH
Solomon, DH
中科院分区:
化学2区
文献类型:
--
作者:
Caulfield, MJ;Solomon, DH

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合成了一系列N-(取代苯基)马来酰亚胺,并研究了它们的自由基链聚合反应。N-(羟基苯基)马来酰亚胺在DMF中的聚合通常得到非常低分子量的聚合物。用乙酰氧基掩蔽酚官能团得到略微更高的分子量。使用四氢吡喃基(THP)取代基的保护产生了与乙酰氧基类似的聚合模式。然而,THP保护的单体在非极性溶剂如苯中具有增加的溶解度,并且当在该溶剂中聚合时得到非常高分子量的聚合物。还发现马来酰亚胺单体的反应性取决于苯环的取代模式,邻位的取代基倾向于降低所形成的聚合物的分子量。THP取代基很容易被除去,得到聚(N-(羟基苯基)马来酰亚胺)。发现聚合物表现出优异的热稳定性。(C)1998爱思唯尔科技有限公司版权所有。
A series of N-(substituted phenyl) maleimides was synthesized and their free radical chain polymerization examined. Polymerization of the N-(hydroxyphenyl) maleimides in DMF gave typically very low molecular weight polymers. Masking the phenolic functionality with an acetoxy group gave marginally higher molecular weights. Protection using a tetrahydropyranyl (THP) substituent gave a similar polymerization pattern to acetoxy. However, the THP protected monomers had increased solubility in non-polar solvents such as benzene, and when polymerized in this solvent gave very much higher molecular weight polymers. The reactivity of the maleimide monomers was also found to be dependent on the substitution pattern of the phenyl ring, with substituents in the ortho position tending to lower the molecular weight of the polymer formed. The THP substituent was readily removed to yield poly(N-(hydroxyphenyl) maleimides). The polymers were found to exhibit excellent thermal stability. (C) 1998 Elsevier Science Ltd. All rights reserved.