Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 223, Issue 2-3, Pages 140-148Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2011.08.011
Keywords
Anthracene and fluorene derivatives; Push-pull arylacetylenes; Synthesis; Spectral/photophysical properties; Intramolecular charge transfer states
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Funding
- MIUR (Ministero dell'Universita e della Ricerca, Rome, Italy)
- University of Perugia
- Fondazione Cassa di Risparmio
- Regione Umbria (Risorse CIPE, Perugia, Italy)
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Two series of soluble and thermally stable asymmetric arylacetylene derivatives bearing a fluorene (Fl-Xs) or an anthracene (An-Xs) core unit and end-substituted with different electronically active groups (X = NO2, CN, CHO and OR) were synthesized and characterized. The spectral and photophysical behaviour of these compounds was studied in two solvents of different polarity to evaluate them as candidates for the role of active materials in optoelectronic devices. The presence of intramolecular charge transfer states, strongly stabilized in the polar solvent, was found mainly in the nitro-anthryl and fluorenyl-derivatives. A complete picture of the excited states nature and their deactivation channels was also achieved by semiempirical quantum-mechanical calculations. (C) 2011 Elsevier B.V. All rights reserved.
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