Shibuya Yushin, Mori Atsunori
Department of Chemical Science and Engineering, Kobe University, 1-1 Rokkodai Nada, Kobe, 657-8501, Japan.
Research Center for Membrane and Film Technology, Kobe University, 1-1 Rokkodai Nada, Kobe, 657-8501, Japan.
Chemistry. 2020 Jun 2;26(31):6976-6987. doi: 10.1002/chem.201905653. Epub 2020 Mar 31.
Due to a wide range of applications in electronic materials, polythiophenes attract considerable attention in organic and polymer syntheses as well as in materials science. For the purpose of developing the practical synthetic protocol, this review focuses on the deprotonative pathway in the preparation of thiophene organometallic monomer, which was shown to be effective employing 2-halo-3-substituted thiophene as a monomer precursor. The thus metallated thiophene monomer was shown to undergo polymerization by nickel(II) complex catalysis, with which highly regioregular head-to-tail (HT)-type polythiophenes were obtained with controlled molecular weight and molecular weight distribution. Several polythiophene derivatives with modified thiophene-ring and side-chain structures were shown to be designed in order to achieve the designed functionality as materials.
由于在电子材料中的广泛应用，聚噻吩在有机合成、聚合物合成以及材料科学领域引起了广泛关注。为了开发实用的合成方案，本综述聚焦于噻吩有机金属单体制备中的去质子化途径，该途径已证明以2-卤代-3-取代噻吩作为单体前体是有效的。由此得到的金属化噻吩单体在镍（II）配合物催化下可发生聚合反应，借此可获得具有可控分子量和分子量分布的高度区域规整的头-尾（HT）型聚噻吩。为了实现作为材料的设计功能，已证明可以设计几种具有修饰噻吩环和侧链结构的聚噻吩衍生物。
