Single-Component Polycondensation of Bis(alkoxycarbonyldiazomethyl)aromatic Compounds To Afford Poly(arylene vinylene)s with an Alkoxycarbonyl Group on Each Vinylene Carbon Atom
Single-Component Polycondensation of Bis(alkoxycarbonyldiazomethyl)aromatic Compounds To Afford Poly(arylene vinylene)s with an Alkoxycarbonyl Group on Each Vinylene Carbon Atom
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DOI：
10.1021/acsomega.9b03408
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发表时间：
2020-03-17
期刊：
影响因子：
4.1
通讯作者：
Ihara, Eiji
中科院分区：
文献类型：
--
作者：
Shimomoto, Hiroaki;Moriya, Taka-aki;Ihara, Eiji
提出了一种新型聚芳撑乙烯（PAV）的合成策略，即利用双（烷氧羰基重氮甲基）芳香族化合物的C= C键形成偶联反应作为扩链反应。该策略是独特的，因为所得PAV具有烷氧基羰基作为聚合物主链中每个亚乙烯基碳原子上的吸电子取代基。在本研究中考察的过渡金属催化剂中，RuCl（cod）Cp*（cod = 1，5-环辛烷，Cp* =五甲基辛烷）是最有效的，从一系列双（烷氧基羰基重氮甲基）芳族化合物以高达90%的高反式-C = C-形成选择性提供PAV。通过Ru催化剂制备的具有亚芴基框架作为亚芳基部分的PAV样品表现出4 × 10（-6）cm（2）V-1 s（-1）的空穴迁移率。
The original synthetic strategy for a new type of poly(arylene vinylene) (PAV) is presented, where the C=C-bond-forming coupling of bis(alkoxycarbonyldiazomethyl)aromatic compounds is utilized as propagation. The strategy is unique in that the resulting PAVs have an alkoxycarbonyl group as an electron-withdrawing substituent on each vinylene carbon atom in the polymer main chain. Among the transition-metal catalysts examined in this study, RuCl(cod)Cp* (cod = 1,5-cyclooctadiene, Cp* = pentamethylcyclopentadienyl) is the most efficient, affording PAVs from a series of bis(alkoxycarbonyldiazomethyl)aromatic compounds with a high trans-C=C-forming selectivity of up to 90%. A PAV sample with a fluorenylene framework as an arylene moiety prepared by the Ru catalyst exhibited a hole mobility of 4 x 10(-6 )cm(2) V-1 s(-1).