Nickel-Catalyzed Suzuki Polycondensation for Controlled Synthesis of Ester-Functionalized Conjugated Polymers

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• 作者：Yunyan Qiu ; Joshua C. Worch ; Andria Fortney ; Chakicherla Gayathri ; Roberto R. Gil ; Kevin J. T. Noonan
• 刊名：Macromolecules
• 出版年：2016
• 出版时间：July 12, 2016
• 年：2016
• 卷：49
• 期：13
• 页码：4757-4762
• 全文大小：320K
• 年卷期：0
• ISSN：1520-5835

文摘

Controlled synthesis of conjugated polymers with functional side chains is of great importance, affording well-defined optoelectronic materials possessing enhanced stability and tunability as compared to their alkyl-substituted counterparts. Herein, a chain-growth Suzuki polycondensation of an ester-functionalized thiophene is described using commercially available nickel precatalysts. Model compound studies were used to identify suitable catalysts, and these experiments provided guidance for the polymerization of the ester-substituted monomer. This is the first report of nickel-catalyzed Suzuki cross-coupling for catalyst-transfer polycondensation, and to further illustrate the versatility of this method, block and alternating copolymers with 3-hexylthiophene were synthesized. The presented protocol should serve as an entry point into the synthesis of other electron-deficient polymers and donor–acceptor copolymers with controlled molecular weights and low dispersity.