All-Polymer Photovoltaic Devices of Poly(3-(4- n -octyl)-phenylthiophene) from Grignard Metathesis (GRIM) Polymerization


Holcombe, Thomas W.
Woo, Claire H.
Kavulak, David F.J.
Thompson, Barry C.
Fréchet, Jean M. J.

KAUST Grant Number


(Graph Presented) The synthesis of poly[3-(4-n-octyl)-phenylthiophene] (POPT) from Grignard Metathesis (GRIM) is reported. GRIM POPT is found to have favorable electronic, optical, and processing properties for organic photovoltaics (OPVs). Space-charge limited current and field effect transistor measurements for POPT yielded hole mobilities of 1 × 10-4 cm2/(V s) and 0.05 cm2/(V s), respectively. Spincasting GRIM POPT from chlorobenzene yields a thin film with a 1.8 eV band gap, and PC61BM:POPT bulk heterojection devices provide a peak performance of 3.1%. Additionally, an efficiency of 2.0% is achieved in an all-polymer, bilayer OPV using poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-(1-cyanovinylene) phenylene] (CNPPV) as an acceptor. This state-of-the-art all-polymer device is analyzed in comparison to the analogous poly(3-hexylthiophene) (P3HT)/CNPPV device. Counter to expectations based on more favorable energy level alignment, greater active layer light absorption, and similar hole mobility, P3HT/CNPPV devices perform less well than POPT/CNPPV devices with a peak efficiency of 0.93%. © 2009 American Chemical Society.

Holcombe TW, Woo CH, Kavulak DFJ, Thompson BC, Fréchet JMJ (2009) All-Polymer Photovoltaic Devices of Poly(3-(4- n -octyl)-phenylthiophene) from Grignard Metathesis (GRIM) Polymerization . Journal of the American Chemical Society 131: 14160–14161. Available:

This work was supported by the U.S. Department of Energy under Contract No. DE-AC02-05CH11231 and in part by the King Abdullah University of Science and Technology (KAUST) Center for Advanced Molecular Photovoltaics (Award No. KUS-C1-015-21). T.W.H. and C.H.W. thank the NSF for graduate research fellowships. We also thank Jill E. Millstone and Alejandro L. Briseno for helpful discussions.

American Chemical Society (ACS)

Journal of the American Chemical Society


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