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Synthesis and characterization of naphthalene diimide/diethynylbenzene copolymers
T. Sajoto, , H. Li, C. Risko, S. Barlow, Q. Zhang, J.-Y. Cho, J.-L. Brédas, B. Kippelen, S.R. Marder
Published in Elsevier Ltd
Volume: 53
Issue: 5
Pages: 1072 - 1078
A series of conjugated polymers has been synthesized by Sonogashira coupling of N,N′-bis(2-octyldodecyl)-2,6-dibromonaphthalene-1,4,5,8- bis(dicarboximide) and four para-diethynylbenzene derivatives: 1,4-diethynyl-2,5-dihexadecyloxybenzene, 1,4-diethynyl-2,5-bis(2- octyldodecyloxy) benzene, 1,4-bis(2-ethylhexyl)-2,5-diethynylbenzene, 1,4-diethynyl-2,5-bis(trifluoromethyl)benzene. The polymers display absorption maxima at wavelengths ranging from 530 nm to 654 nm with molar absorptivities ranging from ca. 4 to 7 × 104 M-1 cm-1. The peak reduction potentials, determined by differential pulse voltammetry, for polymer films varied from -0.93 to -1.14 V vs. ferrocenium/ferrocene with the trifluoromethyl-substituted derivative being the most readily reduced. All four polymers exhibited electron transport characteristics in bottom-gate/top-contact field-effect transistors, showing average electron mobility values ranging from 1.4 × 10-4 to 3.7 × 10-3 cm2 V-1 s-1. © 2012 Elsevier Ltd. All rights reserved.
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