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  • 1.
    Iqbal, Javed
    et al.
    Umeå University, Faculty of Science and Technology, Department of Chemistry. Department of Chemistry, University of Agriculture, Faisalabad 38040, Pakistan.
    Enevold, Jenny
    Umeå University, Faculty of Science and Technology, Department of Physics.
    Larsen, Christian
    Umeå University, Faculty of Science and Technology, Department of Physics.
    Wang, Jia
    Umeå University, Faculty of Science and Technology, Department of Physics.
    Revoju, Srikanth
    Umeå University, Faculty of Science and Technology, Department of Chemistry.
    Barzegar, Hamid Reza
    Umeå University, Faculty of Science and Technology, Department of Physics.
    Wågberg, Thomas
    Umeå University, Faculty of Science and Technology, Department of Physics.
    Eliasson, Bertil
    Umeå University, Faculty of Science and Technology, Department of Chemistry.
    Edman, Ludvig
    Umeå University, Faculty of Science and Technology, Department of Physics.
    An arylene-vinylene based donor-acceptor-donor small molecule for the donor compound in high-voltage organic solar cells2016In: Solar Energy Materials and Solar Cells, ISSN 0927-0248, E-ISSN 1879-3398, Vol. 155, p. 348-355Article in journal (Refereed)
    Abstract [en]

    A donor-acceptor-donor (D-A-D) molecule has been designed and synthesized for use as the electron donating material in solution-processed small-molecule organic solar cells (OSCs). The D-A-D molecule comprises a central electron-accepting (2Z,2'Z)-2,2'-(2,5-bis(octyloxy)-1,4-phenylene)bis(3-(thiophen-2-yl)acry lonitrile) (ZOPTAN) core, which is chemically connected to two peripheral and electron-donating triphenylamine (TPA) units. The ZOPTAN-TPA molecule features a low HOMO level of -5.2 eV and an optical energy gap of 2.1 eV. Champion OSCs based on a solution-processed and non-annealed active material blend of [6,6]-phenyl-C-61-butyric acid methyl ester (PCBM) and ZOPTAN-TPA in a mass ratio of 2:1 exhibits a power conversion efficiency of 1.9% and a high open-circuit voltage of 1.0 V. 

  • 2.
    Javed, Iqbal
    et al.
    Umeå University, Faculty of Science and Technology, Department of Chemistry. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, China and Department of Chemistry & Biochemistry, University of Agriculture, Faisalabad, Pakistan.
    Khurshid, Ayub
    Arshad, Muhammad Nadeem
    Wang, Yue
    Photophysical and electrochemical properties and temperature dependent geometrical isomerism in alkyl quinacridonediimines2014In: New Journal of Chemistry, ISSN 1144-0546, E-ISSN 1369-9261, Vol. 38, no 2, p. 752-761Article in journal (Refereed)
    Abstract [en]

    Quinacridone diimines 1-10 were synthesized by the condensation of anilines with alkyl substituted quinacridones (QA). Photophysical and electrochemical properties of the compounds were investigated. Unconventional behavior of absorption spectra suggested a decrease in pi(-)conjugation within the QA skeleton as well as lack of extended pi(-)conjugation between the QA skeleton and the N-phenyl rings. A computational study of compounds 1-10, a variable temperature H-1 NMR study of compounds 2, 7 and 10 (for instance), and single crystal X-ray analysis of 2, 3, 6, 7, 8 and 10 indicated that the anomalous behavior is due to the buckled, non-planar structure of the quinacridones. Moreover the molecules existed in two interconvertible geometric isomeric forms at different temperatures. Molecular orbital calculations were performed at B3LYP/6-31+G(d), B3PW91/6-31G(d) and PBEPBE/6-31G(d) levels of theory at B3PW91/6-31G(d) optimized structures for both isomers of all compounds (1-10); the results obtained are in close agreement with the experimentally determined values.

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