Ortega, E.E.OrtegaMontecinos, R.R.MontecinosCattin, L.L.CattinDíaz, F.R.F.R.Díazdel Valle, M.A.M.A.del ValleBernède, J.C.J.C.Bernède2026-10-192026-10-192017-08Ortega, E.; Montecinos, R.; Cattin, L.; Díaz, F.R.; del Valle, M.A.; Bernède, J.C. (2017-08). Synthesis, characterization and photophysical-theoretical analysis of compounds A-π-D. 1. Effect of alkyl-phenyl substituted amines in photophysical properties. JOURNAL OF MOLECULAR STRUCTURE, 1141, 615-623. https://doi.org/10.1016/j.molstruc.2017.04.0190022-28601872-8014https://hdl.handle.net/20.500.12740/25341The 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.enDyeDipoleQuantum yieldDipolar momentDihedral angle effectArticulohttps://doi.org/10.1016/j.molstruc.2017.04.019