Thieno[3,4-b]thiophene Acceptors with Alkyl, Aryl, Perfluoroalkyl, and Perfluorophenyl Pendants for Donor鈥揂cceptor Low Bandgap Polymers

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• 作者：Patrick D. Homyak ; Jonathan Tinkham ; Paul M. Lahti ; E. Bryan Coughlin
• 刊名：Macromolecules
• 出版年：2013
• 出版时间：November 26, 2013
• 年：2013
• 卷：46
• 期：22
• 页码：8873-8881
• 全文大小：487K
• 年卷期：v.46,no.22(November 26, 2013)
• ISSN：1520-5835

文摘

We report the design, synthesis, and characterization of a series of thieno[3,4-b]thiophene acceptor blocks with octyl (T8), phenyl (TP), perfluorooctyl (TF8), and perfluorophenyl (TFP) side groups. Their subsequent copolymerization with dithienylbenzodithiophene by direct arylation polymerization afforded novel low bandgap poly(thienothiophene-alt-dithienylbenzodithiophene) (PTB) polymers. The strongly electron withdrawing TF8 and TFP groups were shown to significantly lower both E_HOMO and E_LUMO levels and gave computed copolymer ground-to-excited state dipole changes (螖渭_ge) that were relatively higher than for the nonfluorinated analogues. These materials show favorably aligned energy levels relative to conventional fullerene-type acceptors, which should allow them to perform well in organic photovoltaics.