SYNTHESIS AND PROPERTIES OF FLUORINATED POLYIMIDES FROM NOVEL 2,2'-BIS(FLUOROALKOXY)BENZIDINES

SYNTHESIS AND PROPERTIES OF FLUORINATED POLYIMIDES FROM NOVEL 2,2'-BIS(FLUOROALKOXY)BENZIDINES
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DOI:
10.1021/ma00063a022
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发表时间:
1993-05-24
期刊:
影响因子:
5.5
通讯作者:
WONCHOBA, ER
WONCHOBA, ER
中科院分区:
化学1区
文献类型:
--
作者:
FEIRING, AE;AUMAN, BC;WONCHOBA, ER

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以2,2 ′-二(氟烷氧基)联苯胺和几种二酐为原料合成了新型聚酰亚胺。以3-(氟烷氧基)硝基苯为原料,经还原得到偶氮衍生物,再经联苯胺重排,得到了含氟烷氧基的新二胺OCF 3、OCF 2CF 2 H和OCF 2CFHOC 3F 7。已通过标准程序从这些二胺制备了高质量的聚酰亚胺膜,并将其热、机械和电性能与已知的聚酰亚胺(包括衍生自2,2 '-双(三氟甲基)联苯胺的那些)进行了比较。具有OCF 3取代基的二胺聚合物显示出低介电常数、吸湿性和热膨胀系数(CTE)以及高热稳定性的特别有利的组合,这表明有望成为电子应用的下一代材料。来自具有最大氟烷氧基取代基的二胺的聚合物具有非常低的吸湿性,但令人惊讶地具有高CTE。
New polyimides have been prepared from 2,2'-bis(fluoroalkoxy)benzidines and several dianhydrides. The new diamines, with fluoroalkoxy groups OCF3, OCF2CF2H, and OCF2CFHOC3F7, were obtained from the corresponding 3-(fluoroalkoxy)nitrobenzenes by reduction to hydrazo derivatives, followed by benzidine rearrangements. High-quality polyimide films from these diamines have been prepared by standard procedures and their thermal, mechanical, and electrical properties compared to known polyimides, including those derived from 2,2'-bis(trifluoromethyl)benzidine. Polymers from the diamine with OCF3 substituents show an especially favorable combination of low dielectric constant, moisture absorption, and coefficient of thermal expansion (CTE) and high thermal stability, suggesting promise as a next-generation material for electronics applications. Polymers from diamines with the largest fluoroalkoxy substitutents have very low moisture absorption, but surprisingly high CTE.