Influence of heteroatoms on photovoltaic performance of donor–acceptor copolymers based on 2,6-di(thiophen-2-yl)benzo[1,2-b:4,5-b']difurans and diketopyrrolopyrrole

Kobilka, Brandon M.; Hale, Benjamin J.; Ewan, Monique D.; Dubrovskiy, Anton V.; Nelson, Toby L.; Duzhko, Volodimyr; Jeffries-EL, Malika

doi:10.1039/c3py00138e

Influence of heteroatoms on photovoltaic performance of donor–acceptor copolymers based on 2,6-di(thiophen-2-yl)benzo[1,2-b:4,5-b']difurans and diketopyrrolopyrrole

Journal Article · Tue Jan 01 04:00:00 EST 2013 · Polymer Chemistry

DOI:https://doi.org/10.1039/c3py00138e· OSTI ID:1382474

Kobilka, Brandon M.; Hale, Benjamin J.; Ewan, Monique D.; Dubrovskiy, Anton V.; Nelson, Toby L.; Duzhko, Volodimyr; Jeffries-EL, Malika

Donor–acceptor conjugated polymers based on the novel donor 3,7-didodecyl-2,6-di(thiophen-2-yl)benzo[1,2-b:4,5-b']difuran, and 1,4-diketopyrrolo[3,4-c]pyrrole as the acceptor were synthesized via the Stille cross-coupling reaction. The alkyl chains on the diketopyrrolopyrrole monomers were varied to engineer the solubility and morphology of the materials. Thiophene and furan moieties were used to flank the DPP group and the impact of these heterocycles on the polymers' properties evaluated. All of the polymers have similar optoelectronic properties with optical band-gaps of 1.3–1.4 eV, LUMO levels of -3.7 to -3.8 eV and HOMO levels of -5.5 to -5.6 eV. The furan-containing polymers have better solubility than the all-thiophene polymers, as significantly higher molecular weight materials of the former were readily dissolved. When the polymers were used as donor materials along with PC71BM as the electron-acceptor in bulk-heterojunction photovoltaic cells, power conversion efficiencies of up to 2.9% were obtained, with the furan-containing polymers giving the best results.

Research Organization:: Energy Frontier Research Centers (EFRC) (United States). Polymer-Based Materials for Harvesting Solar Energy (PHaSE)

Sponsoring Organization:: USDOE SC Office of Basic Energy Sciences (SC-22)

DOE Contract Number:: SC0001087

OSTI ID:: 1382474

Journal Information:: Polymer Chemistry, Journal Name: Polymer Chemistry Journal Issue: 20 Vol. 4; ISSN PCOHC2; ISSN 1759-9954

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

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Influence of heteroatoms on photovoltaic performance of donor–acceptor copolymers based on 2,6-di(thiophen-2-yl)benzo[1,2-b:4,5-b']difurans and diketopyrrolopyrrole

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