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Issue 2, 2015
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A bridged low band gap A–D–A quaterthiophene as efficient donor for organic solar cells

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Abstract

α,ω-Bis(dicyanovinyl)quaterthiophene 1 with a median 4,4-diethyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene has been synthesized. UV-Vis absorption data show that the covalent bridging of the inner 2,2′-bithiophene leads to a significant reduction of the HOMO–LUMO gap essentially due to an increase of the HOMO level as confirmed by electrochemical and theoretical results. X-ray diffraction analysis of a single crystal of 1 shows that except for the out-of-plane ethyl groups, the conjugated system displays a quasi-planar geometry while the molecular packing exhibits strong π-stacking interactions and multiple short intermolecular contacts. Quaterthiophene 1 has been used as active donor material in organic solar cells of various architectures including bi-layer planar hetero-junctions and hybrid co-evaporated bulk hetero-junctions with C60 as electron acceptor material. A maximum conversion efficiency of 4.30% is obtained with a hybrid co-evaporated device. These results are discussed in terms of structure–properties relationships with reference to the open-chain parent α,ω-bis(dicyanovinyl)quaterthiophene 2.

Graphical abstract: A bridged low band gap A–D–A quaterthiophene as efficient donor for organic solar cells

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Publication details

The article was received on 01 Oct 2014, accepted on 07 Nov 2014 and first published on 12 Nov 2014


Article type: Paper
DOI: 10.1039/C4TC02212B
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Citation: J. Mater. Chem. C, 2015,3, 390-398
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    A bridged low band gap A–D–A quaterthiophene as efficient donor for organic solar cells

    F. Baert, C. Cabanetos, A. Leliège, E. Kirchner, O. Segut, O. Alévêque, M. Allain, G. Seo, S. Jung, D. Tondelier, B. Geffroy, J. Roncali, P. Leriche and P. Blanchard, J. Mater. Chem. C, 2015, 3, 390
    DOI: 10.1039/C4TC02212B

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