SYNTHESIS OF LINEAR, HIGH-MOLECULAR-WEIGHT AROMATIC POLYAMIDES BY THE PALLADIUM-CATALYZED CARBONYLATION AND CONDENSATION OF AROMATIC DIIODIDES, DIAMINES, AND CARBON-MONOXIDE

被引:54
作者
PERRY, RJ [1 ]
TURNER, SR [1 ]
BLEVINS, RW [1 ]
机构
[1] EASTMAN KODAK CO,MFG RES & ENGN,ROCHESTER,NY 14650
关键词
D O I
10.1021/ma00059a005
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
High molecular weight aromatic polyamides can be synthesized by the palladium-catalyzed carbonylation and condensation of diiodoaromatics and aromatic diamines. This process is tolerant of a variety of functionality and, in one optimized system, was found to work best with a slight excess of the diamine monomer. At elevated CO pressures, a dramatic difference in reactivity between the m-diiodobenzene monomer and the corresponding bromo analogue was observed. In the former case, high molecular weight aromatic polyamide was formed in 1 h, and in the latter, only oligomers were isolated after 24 h. Even at 1 atm of CO, the ultimate molecular weight of the diiodo-derived material was higher than that from the brominated monomer.
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页码:1509 / 1513
页数:5
相关论文
共 49 条
[1]  
CHAPIN JT, 1980, J POLYM PREPR, V21, P130
[2]  
COLLMAN JP, 1987, PRINCIPLES APPL ORGA, P633
[3]   ADDITION OF ARYL HALIDES TO TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM(0) [J].
FITTON, P ;
RICK, EA .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1971, 28 (02) :287-&
[4]  
GROSSMAN SJ, 1982, 28TH P IUPAC MACR S
[5]   CARBOXYMETHYLATION OF ORGANIC HALIDES BY PALLADIUM COMPLEXES UNDER MILD CONDITIONS [J].
HIDAI, M ;
HIKITA, T ;
WADA, Y ;
FUJIKURA, Y ;
UCHIDA, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (07) :2075-2077
[6]   PREPARATION OF AROMATIC POLYESTERS BY THE DIRECT POLYCONDENSATION REACTION WITH DIPHENYL CHLOROPHOSPHATE IN PYRIDINE [J].
HIGASHI, F ;
HOSHIO, A ;
KIYOSHIGE, J .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1983, 21 (11) :3241-3247
[7]  
HIGASHI F, 1983, MAKROMOL CHEM-RAPID, V4, P371
[8]   SYNTHESIS OF HIGH-MOLECULAR-WEIGHT POLY(AMIDE-ESTER)S BY DIRECT POLYCONDENSATION WITH DIPHENYL CHLOROPHOSPHATE [J].
HIGASHI, F ;
HOSHIO, A ;
OHTANI, H .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1984, 22 (12) :3983-3988
[9]   PREPARATION OF POLYAMIDE-IMIDES VIA THE PHOSPHORYLATION REACTION .2. SYNTHESIS OF WHOLLY AROMATIC POLYAMIDE-IMIDES FROM N-[P-(OR M-)CARBOXYPHENYL]TRIMELLITIMIDES AND VARIOUS AROMATIC DIAMINES [J].
HSIAO, SH ;
YANG, CP .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1990, 28 (05) :1149-1159
[10]   SYNTHESIS AND PROPERTIES OF MULTI-BLOCK COPOLYMERS BASED ON POLY(OXYETHYLENE)S AND AROMATIC POLYAMIDES [J].
IMAI, Y ;
KAJIYAMA, M ;
OGATA, S ;
KAKIMOTO, M .
POLYMER JOURNAL, 1984, 16 (03) :267-272