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Durham University

Department of Chemistry

Publication details for Dr Lars-Olof Pålsson

Bloor, D., Kagawa, Y., Szablewski, M., Ravi, M., Clark, S. J., Cross, G. H., Palsson, L-O., Beeby, A., Parmer, C. & Rumbles, G. (2001). Matrix dependence of light emission from TCNQ adducts. Journal of Materials Chemistry 11(12): 3053-3062.

Author(s) from Durham


The reactions of primary and secondary amines with 7,7,8,8-tetracyano-p-quinodimethane(TCNQ) lead to mono- and di-substituted adducts. Fluorescence emission has been observed for several of these compounds. The luminescence property of the TCNQ adducts, 2-{4-[(2,6-dimethylmorpholin-4-yl)(4-methylpiperidin-1-yl)methylene]cyclohexa-2,5-dien-1-ylidene}malononitrile (MORPIP) and 2-{4-[cyclohex-1-yltetrahydropyrimidin-2(1H)-ylidene]cyclohexa-2,5-dien-1-ylidene}malononitrile (AMINO) were investigated in a variety of environments. These included alcohol solutions and crystals at room temperature and glass forming solvents and polymer films as a function of temperature. The fluorescence quantum yields and Stokes' shifts were found to be very sensitive to the matrix. Crystal structure data show that the molecules are non-planar in the ground state. The matrix effect is discussed in terms of the conformational change during photo-excitation and the constraint imposed on this by the matrix.


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