Synthesis and properties of new soluble aromatic polybenzoxazoles from 4,4′-diamino-3,3′-dihydroxytriphenylamines and aromatic dicarboxylic acids

Synthesis and properties of new soluble aromatic polybenzoxazoles from 4,4′-diamino-3,3′-dihydroxytriphenylamines and aromatic dicarboxylic acids
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DOI:
10.1002/(sici)1099-0518(19980915)36:12
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发表时间:
1998-09
期刊:
Journal of Polymer Science Part A
影响因子:
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通讯作者:
K. Park;M. Kakimoto;Y. Imai
K. Park;M. Kakimoto;Y. Imai
中科院分区:
其他
文献类型:
--
作者:
K. Park;M. Kakimoto;Y. Imai

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采用氟化铯催化2-(苄氧基)-4-氟硝基苯与苯胺衍生物缩合反应,同时进行脱保护和还原,成功合成了两个新的三苯胺基双(邻氨基酚)单体4,4′-二氨基-3,3′-二羟基三苯胺。采用双氨基酚与各种芳香族二羧酸氯化物进行低温溶液缩聚,然后对所得聚羟基酰胺进行热环脱水,得到了固有粘度为0.58 ~ 1.05 dL/g的芳香族聚苯并恶唑。聚苯并恶唑均为无定形,大部分可溶于间甲酚、邻氯酚等有机溶剂。以芳香族聚羟酰胺的DMAc溶液为原料,经热循环脱水,可制备出柔性和韧性较好的聚苯并恶唑薄膜。氮作用下,聚苯并恶唑的玻璃化转变温度为262 ~ 327℃,10%失重温度为610 ~ 640℃。©1998 John Wiley & Sons, Inc[J]高分子材料科学与工程学报(英文版),1998
Two new triphenylamine-based bis (o-aminophenol) monomers, 4,4′-diamino-3,3′-dihydroxytriphenylamines, were successfully synthesized by the cesium fluoride-mediated condensation of 2-(benzyloxy)-4-fluoronitrobenzene with aniline derivatives, followed by simultaneous deprotection and reduction. Aromatic polybenzoxazoles having inherent viscosities of 0.58–1.05 dL/g were obtained by the low-temperature solution polycondensation of the bis(aminophenol)s with various aromatic dicarboxylic acid chlorides and the subsequent thermal cyclodehydration of the resultant poly(hydroxyamide)s. All the polybenzoxazoles were amorphous, and most of them were soluble in organic solvents such as m-cresol and o-chlorophenol. Flexible and tough films of polybenzoxazoles could be cast from the DMAc solutions of some aromatic poly(hydroxyamide)s, followed by thermal cyclodehydration. The glass transition temperatures and 10% weight loss temperatures of the polybenzoxazoles under nitrogen were in the range of 262–327 and 610–640°C, respectively. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 1987–1994, 1998