Chain-growth polymerization for poly(3-hexylthiophene) with a defined molecular weight and a low polydispersity

被引:570
作者
Yokoyama, A [1 ]
Miyakoshi, R [1 ]
Yokozawa, T [1 ]
机构
[1] Kanagawa Univ, Dept Appl Chem, Kanagawa Ku, Yokohama, Kanagawa 2218686, Japan
关键词
D O I
10.1021/ma035396o
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The chain-growth polymerization for poly(3-hexylthiophene) (P3AT) with low polydispersity and defined molecular weight is studied. The Ni-catalyzed polymerizations of 3-alkyl-2-bromo-5-metalothiophene derivatives for HT-P3AT proceed via oxidative addition of the carbon-halogen linkage of polymer or monomer propagating end to the Ni catalyst. Two possible mechanisms accounting for the chain-growth nature of this polymerization were proposed. One is based on the difference in substituent effects between polymer and monomer propagating end while other is explained by the behavior of the active Ni catalyst.
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页码:1169 / 1171
页数:3
相关论文
共 28 条
[1]   REGIOCHEMISTRY AND CONFORMATION OF POLY(3-HEXYLTHIOPHENE) VIA THE SYNTHESIS AND THE SPECTROSCOPIC CHARACTERIZATION OF THE MODEL CONFIGURATIONAL TRIADS [J].
BARBARELLA, G ;
BONGINI, A ;
ZAMBIANCHI, M .
MACROMOLECULES, 1994, 27 (11) :3039-3045
[2]   Improved electroluminescence performance of poly(3-alkylthiophenes) having a high head-to-tail (HT) ratio [J].
Chen, F ;
Mehta, PG ;
Takiff, L ;
McCullough, RD .
JOURNAL OF MATERIALS CHEMISTRY, 1996, 6 (11) :1763-1766
[3]   THE 1ST REGIOREGULAR HEAD-TO-TAIL POLY(3-HEXYLTHIOPHENE-2,5-DIYL) AND A REGIORANDOM ISOPOLYMER - NI VS PD CATALYSIS OF 2(5)-BROMO-5(2)-(BROMOZINCIO)-3-HEXYLTHIOPHENE POLYMERIZATION [J].
CHEN, TA ;
RIEKE, RD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (25) :10087-10088
[4]   USE OF HIGHLY REACTIVE ZINC LEADS TO A NEW, FACILE SYNTHESIS FOR POLYARYLENES [J].
CHEN, TA ;
OBRIEN, RA ;
RIEKE, RD .
MACROMOLECULES, 1993, 26 (13) :3462-3463
[5]   REGIOCONTROLLED SYNTHESIS OF POLY(3-ALKYLTHIOPHENES) MEDIATED BY RIEKE ZINC - THEIR CHARACTERIZATION AND SOLID-STATE PROPERTIES [J].
CHEN, TA ;
WU, XM ;
RIEKE, RD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (01) :233-244
[6]   End group modification of regioregular polythiophene through postpolymerization functionalization [J].
Liu, JS ;
McCullough, RD .
MACROMOLECULES, 2002, 35 (27) :9882-9889
[7]  
Liu JS, 2002, ANGEW CHEM INT EDIT, V41, P329, DOI 10.1002/1521-3773(20020118)41:2<329::AID-ANIE329>3.0.CO
[8]  
2-M
[9]   Employing MALDI-MS on poly(alkylthiophenes): Analysis of molecular weights, molecular weight distributions, end-group structures, and end-group modifications [J].
Liu, JS ;
Loewe, RS ;
McCullough, RD .
MACROMOLECULES, 1999, 32 (18) :5777-5785
[10]   Regioregular, head-to-tail coupled poly(3-alkylthiophenes) made easy by the GRIM method: Investigation of the reaction and the origin of regioselectivity [J].
Loewe, RS ;
Ewbank, PC ;
Liu, JS ;
Zhai, L ;
McCullough, RD .
MACROMOLECULES, 2001, 34 (13) :4324-4333