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27 August 2009Design and synthesis of side-chain functionalized regioregular poly(3-hexylthiophene)-based copolymers and application in polymer:fullerene bulk heterojunction solar cells
set of novel regioregular poly(3-hexylthiophene)-based random copolymers containing varying ratios of
ester functionalized alkyl side chains were synthesized using the Rieke method. The percentage of functionalized side
chain varied between 10 and 50 mol% for each copolymer. Using post-polymerization reactions, the ester functions in
the alkyl side chain were hydrolyzed to yield an alcohol or acid group. These groups are available for further
functionalization reactions, so a wide variety of secondary functionalities may be covalently attached to the conjugated
polymer. The copolymers were applied in polymer: fullerene bulk heterojunction solar cells (BHJSCs) with [6,6]-phenyl
-C61-butyric acid methyl ester (PCBM) as electron acceptor. The influence of side-chain functionalities on absorption,
device performance and layer morphology depends on the ratio and nature of the functionalized side chains. For a 9/1
copolymer, containing 10% of functionalized side chains, behaviour and efficiency in BHJSCs comparable to
P3HT:PCBM solar cells were observed.
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B. Campo, W. D. Oosterbaan, J. Gilot, T. J. Cleij, L. Lutsen, R. A. J. Janssen, D. Vanderzande, "Design and synthesis of side-chain functionalized regioregular poly(3-hexylthiophene)-based copolymers and application in polymer:fullerene bulk heterojunction solar cells," Proc. SPIE 7416, Organic Photovoltaics X, 74161G (27 August 2009); https://doi.org/10.1117/12.825881