Steric Stabilization Effects in Nickel-Catalyzed Regioregular Poly(3-hexylthiophene) Synthesis

被引:64
作者
Boyd, Shane D. [1 ]
Jen, Alex K. -Y. [1 ]
Luscombe, Christine K. [1 ]
机构
[1] Univ Washington, Dept Mat Sci & Engn, Seattle, WA 98195 USA
基金
美国国家科学基金会;
关键词
CHAIN-GROWTH POLYMERIZATION; CONTROLLED MOLECULAR-WEIGHT; GRIGNARD METATHESIS METHOD; TRANSFER POLYCONDENSATION; CONJUGATED POLYMERS; POLY(3-ALKYLTHIOPHENES); POLY(P-PHENYLENE); MECHANISM; BRUSHES; GRIM;
D O I
10.1021/ma902190p
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A study was conducted to demonstrate the steric stabilization effects in nickel-catalyzed regioregular poly(3-hexylthiophene) (P3HT) synthesis. The - and 5-substituted halogen moieties were reversed in the synthesis of the new thiophene monomer the it was used ton initiate investigations to demonstrate the regioregular P3HT by the Ni(dppp)Cl2 catalyst. The reversed thiophene monomer was synthesized by initiation with 1.1 equivalent of n-butyllithium and N,N,N,N'-tetramethyl-1,2-ethylenediamine (TMEDA) in diethyl ether. Iodination was accomplished through a standard iodination procedure with iodine and iodobenzene diacetate in dichloromethane. Iodination was performed after distillation of the 2-bromo-3-hexylthiophene isomer and 2,5-dibromothiophene side-product for the desired product.
引用
收藏
页码:9387 / 9389
页数:3
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