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Matrix dependence of light emission from TCNQ adducts.

Bloor, D. and Kagawa, Y. and Szablewski, Marek and Ravi, M. and Clark, S. J. and Cross, G. H. and Pålsson, L. O. and Beeby, A. and Parmer, C. and Rumbles, G. (2001) 'Matrix dependence of light emission from TCNQ adducts.', Journal of materials chemistry., 11 (12). pp. 3053-3062.


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.

Item Type:Article
Additional Information:ISI:000172664200038
Keywords:Intramolecular charge-transfer, Pull quinonoid compounds, Excited-state, Solvent polarity, Polymers, Dyes, Solvatochromism, Photophysics, Alignment, Viscosity.
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Record Created:19 Dec 2006
Last Modified:15 Dec 2014 16:50

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