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Heteroanalogues of PCBM: N-Bridged Imino-PCBMs for Organic Field-Effect Transistors

Authors

  • Changduk Yang Dr.,

    1. Mitsubishi Chemical Center for Advanced Materials, Department of Chemistry and Biochemistry and Center for Polymers and Organic Solids, University of California, Santa Barbara, CA 93106 (USA), Fax: (+1) 805-893-4120
    2. Current address: School of Energy Engineering, Ulsan National Institute of Science and Technology, Ulsan 689-805 (Korea)
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  • Shinuk Cho Dr.,

    1. Center for Polymers and Organic Solids, University of California, Santa Barbara, CA 93106 (USA)
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  • Alan J. Heeger Prof.,

    1. Center for Polymers and Organic Solids, University of California, Santa Barbara, CA 93106 (USA)
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  • Fred Wudl Prof.

    1. Mitsubishi Chemical Center for Advanced Materials, Department of Chemistry and Biochemistry and Center for Polymers and Organic Solids, University of California, Santa Barbara, CA 93106 (USA), Fax: (+1) 805-893-4120
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  • Synthesis and characterization was supported by MC-CAM. PCBM=[6, 6]-phenyl-C61-butyric acid methyl ester.

Abstract

Crossing the bridge: Two isomeric iminofullerenes, [5,6]-open azafulleroid 1 and [6,6]-closed aziridinofullerene 2, were prepared by cycloaddition of an organic azide to C60. These “azalogues” enable the study of the effects of the bridging atom in a fullerene cage, that is, C60-like (5,6-open) versus PCBM-like (6,6-closed), as a function of their π systems (PCBM=[6,6]-phenyl-C61-butyric acid methyl ester).

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