POLYMERIZATION OF 3-ALKYLTHIOPHENES WITH FECL3

被引:144
作者
NIEMI, VM [1 ]
KNUUTTILA, P [1 ]
OSTERHOLM, JE [1 ]
KORVOLA, J [1 ]
机构
[1] UNIV JYVASKYLA,DEPT CHEM,SF-40100 JYVASKYLA,FINLAND
关键词
3-ALKYLTHIOPHENE; POLY(3-ALKYLTHIOPHENE); POLYMERIZATION; FERRIC CHLORIDE; RADICAL; CATION;
D O I
10.1016/0032-3861(92)90138-M
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report on the mechanism of direct oxidation of 3-alkylthiophenes using ferric chloride (FeCl3) as the polymerization oxidant/catalyst to produce high molecular weight poly (3-alkylthiophenes) (P3ATs), conjugated polymers that have potential as electrically and optically active polymers. This study shows that the FeCl3 must exist in the solid state in the reaction mixture to be active as an oxidant in the polymerization of P3AT. A feasible polymerization mechanism for 3-alkylthiophene was developed on the basis of the crystal structure of FeCl3 and quantum chemical computations of thiophene derivatives. The polymerization is hypothesized to proceed through a radical mechanism rather than a radical cation mechanism.
引用
收藏
页码:1559 / 1562
页数:4
相关论文
共 14 条
[2]  
FRISCH MJ, 1988, GAUSSIAN 88
[3]   NOVEL ORGANOSYNTHETIC ROUTES TO POLYTHIOPHENE AND ITS DERIVATIVES [J].
HOTTA, S ;
SOGA, M ;
SONODA, N .
SYNTHETIC METALS, 1988, 26 (03) :267-279
[4]   HIGHLY CONDUCTING, SOLUBLE, AND ENVIRONMENTALLY-STABLE POLY(3-ALKYLTHIOPHENES) [J].
JEN, KY ;
MILLER, GG ;
ELSENBAUMER, RL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (17) :1346-1347
[5]  
KOSSMEHL G, 1981, MAKROMOL CHEM-RAPID, V2, P551
[6]   ELECTRICAL-CONDUCTIVITY OF PARTLY OXIDIZED AROMATIC AND HETEROAROMATIC POLYMERS [J].
KOSSMEHL, G .
MAKROMOLEKULARE CHEMIE-MACROMOLECULAR SYMPOSIA, 1986, 4 :45-64
[7]  
LECLERC M, 1989, MAKROMOL CHEM, V190, P3105
[8]  
MOTHERWELL WOS, 1978, PLUTO 78
[9]  
OSTERHOLM JE, 1989, SYNTHETIC MET, V28, pC435, DOI 10.1016/0379-6779(89)90556-0
[10]  
PEARSON WB, 1971, STRUCTURE REPORTS, V27, P440