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.
|Original language||English (US)|
|Number of pages||7|
|State||Published - Feb 28 2012|
Bibliographical noteFunding Information:
We would like to acknowledge Benjamin Wunsch, Chun Huang, and Sergio Paniagua for acquiring TGA and DSC data. This work was funded by Solvay S.A., the Office of Naval Research , and the STC Program of the National Science Foundation ( DMR-0120967 ).
- Conjugated polymers
- Electron transport
- Naphthalene diimide polymers
ASJC Scopus subject areas
- Organic Chemistry
- Polymers and Plastics
- Materials Chemistry