SYNTHESIS OF 4,4'-ISOPROPYLIDENE DIPHENOL (BISPHENOL-A) BASED POLYBENZOXAZOLES VIA AN ACID-CATALYZED SOLUTION CYCLIZATION PROCESS

被引:17
作者
JOSEPH, WD
MERCIER, R
PRASAD, A
MARAND, H
MCGRATH, JE
机构
[1] VIRGINIA POLYTECHN INST & STATE UNIV,DEPT CHEM,BLACKSBURG,VA 24061
[2] VIRGINIA POLYTECHN INST & STATE UNIV,BLACKSBURG,VA 24061
基金
美国国家科学基金会;
关键词
POLYBENZOXAZOLE; BISPHENOL-A; SYNTHESIS; ACID CATALYSIS; SOLUTION PROCESS; SEMICRYSTALLINE POLYMER;
D O I
10.1016/0032-3861(93)90375-K
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Polybenzoxazoles were successfully prepared from bisaminophenols based upon 4,4'-isopropylidene diphenol (bisphenol A) and terephthaloyl chloride and optionally isophthaloyl chloride monomers. The successful 'one-pot' process involves a low-temperature polycondensation followed by an acid-catalysed solution cyclization reaction. The fully cyclized copolymers were isotropic in nature, displayed glass transition temperatures as high as 300-degrees-C, and formed tough films when prepared from m-cresol. Semicrystallinity could be developed in the 100% terephthaloyl chloride polybenzoxazole (PBO) system when annealed 40-degrees-C above its T(g). Characterization of the fully cyclized materials was demonstrated via the aid of spectroscopic and solution characterization techniques. The process is also amenable to higher-performance PBO systems.
引用
收藏
页码:866 / 869
页数:4
相关论文
共 14 条
[1]   SUBSTITUTION REACTIONS OF HEXOESTROL AND ANALOGOUS COMPOUNDS [J].
BUUHOI, NP ;
LAVIT, D ;
XUONG, ND .
JOURNAL OF THE CHEMICAL SOCIETY, 1953, (SEP) :2612-2614
[2]   SYNTHESIS AND SOLUTION PROPERTIES OF EXTENDED CHAIN POLY(2,6-BENZOTHIAZOLE) AND POLY(2,5-BENZOXAZOLE) [J].
CHOW, AW ;
BITLER, SP ;
PENWELL, PE ;
OSBORNE, DJ ;
WOLFE, JF .
MACROMOLECULES, 1989, 22 (09) :3514-3520
[3]   IMIDE-ARYL ETHER BENZOXAZOLE RANDOM COPOLYMERS [J].
HEDRICK, JL ;
RUSSELL, TP ;
LABADIE, JW ;
HILBORN, JG ;
PALMER, TD .
POLYMER, 1990, 31 (12) :2384-2392
[4]   POLY(ARYL ETHER-BENZOXAZOLES) [J].
HILBORN, JG ;
LABADIE, JW ;
HEDRICK, JL .
MACROMOLECULES, 1990, 23 (11) :2854-2861
[5]  
JOSEPH WD, 1992, SCI ADV MAT, V37, P654
[6]  
KAZAKOVA GV, 1985, POLYM SCI USSR, V27, P2915
[7]   NEW HIGH-TEMPERATURE STABLE POSITIVE PHOTORESISTS BASED ON HYDROXY POLYIMIDES AND POLYAMIDES CONTAINING THE HEXAFLUOROISOPROPYLIDENE (6-F) LINKING GROUP [J].
KHANNA, DN ;
MUELLER, WH .
POLYMER ENGINEERING AND SCIENCE, 1989, 29 (14) :954-959
[8]  
KRICHELDORF HR, 1991, J POLYM SCI POL CHEM, V17, P1751
[9]  
KUMAR S, 1989, SAMPE QUART, V20, P3
[10]   SYNTHESIS AND PROPERTIES OF FLUORINE-CONTAINING AROMATIC POLYBENZOXAZOLES FROM BIS(O-AMINOPHENOLS) AND AROMATIC DIACID CHLORIDES BY THE SILYLATION METHOD [J].
MARUYAMA, Y ;
OISHI, Y ;
KAKIMOTO, M ;
IMAI, Y .
MACROMOLECULES, 1988, 21 (08) :2305-2309