Synthesis of a versatile pentacyclic building block for organic electronics |
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| Authors: | Brenden McDearmon Eunhee Lim Kathryn O'Hara Hidenori Nakayama Yingdong Luo Michael L Chabinyc Craig J Hawker |
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| Institution: | 1. Materials Department, University of California, Santa Barbara, California;2. Materials Research Laboratory, University of California, Santa Barbara, California;3. Mitsubishi Chemical Group Science and Technology Research Center, Inc, Aoba‐ku, Yokohama, Japan;4. Department of Chemistry and Biochemistry, University of California, Santa Barbara, California |
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| Abstract: | A new pentacyclic building block, benzodibenzofuranquinone (BDBFQ), is synthesized in a single step from the inexpensive and readily available feedstocks chloranil and 3‐bromophenol. This versatile repeat unit is incorporated into a series of conjugated materials as either the redox active quinone form or as an electron‐rich dialkylated benzodibenzofuran (BDBF) unit. To illustrate the performance that can be obtained from these systems, optical and electrochemical properties were studied via UV–vis–NIR spectroscopy and cyclic voltammetry. Thin‐film morphology was characterized via grazing incidence wide‐angle X‐ray scattering with thin‐film field‐effect transistor measurements further demonstrating the utility of this system. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55, 2618–2628 |
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| Keywords: | conjugated polymers copolymers organic electronics polycyclic building blocks redox polymers |
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