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Ortega, E., Montecinos, R., Cattin, L., Diaz, F. R., del Valle, M. A. & Bernede, J. C. (2017) Synthesis, characterization and photophysical-theoretical analysis of compounds A-pi-D. 1. Effect of alkyl-phenyl substituted amines in photophysical properties. Journal of Molecular Structure, 1141 615–623.
Added by: Richard Baschera (2017-07-07 15:08:42) Last edited by: Richard Baschera (2017-07-07 15:09:46) |
| Type de référence: Article DOI: 10.1016/j.molstruc.2017.04.019 Numéro d'identification (ISBN etc.): 0022-2860 Clé BibTeX: Ortega2017 Voir tous les détails bibliographiques  |
Catégories: INTERNATIONAL, MIOPS Créateurs: Bernede, Cattin, Diaz, Montecinos, Ortega, del Valle Collection: Journal of Molecular Structure |
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| Résumé |
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The study of new dipolar A-pi-D molecules, which have an acceptor (A) and donor (D) charge joined by a conjugate bridge, have been an attention focus in the recent years due their different properties. In the current work, a molecular system has been modified in order to compare the effect on properties, such as quantum yield. Thus, two series were generated (alkyl- and alkoxy-substituted) to determine if molecules with tertiary asymmetric amines change their optical properties and whether quantum yield is affected. The different products have been characterized by several techniques such as UV-Vis spectrophotometry, elemental analysis, NMR, FT-IR, mass spectroscopy and fluorescence spectroscopy. Furthermore, their behavior in eight organic solvents, dichloromethane, tetrahydrofuran, ethyl acetate, 1,4-dioxane, acetone, acetonitrile, dimethylformamide and dimethylsulfoxide were experimentally and theoretically studied. The quantum yields were higher for the alkyl-substituted series. Theoretically, the dihedral angles formed between the tertiary amine and carbonyl group moieties have a correlation with quantum yield values, helping to explain why they are higher in non-polar solvents. Consequently, the maximum quantum yield was obtained with (E)-2-cyano-3-(5-((E)-2-(9,9-diethyl-7-(methyl(phenyl) amino)-9H-fluoren-2-yl) vinyl)thiophen-2-yl)acrylic acid (M8-1) in 1,4-dioxane, reaching 98.8%. (C) 2017 Elsevier B.V. All rights reserved.
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