Synthesis,properties, and solvatochromism of 1,3‐dimethyl‐5‐{(thien‐2‐yl)‐[4‐(1‐piperidyl) phenyl]methylidene}‐(1H,3H)‐pyrimidine‐2,4,6‐trione |
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| Authors: | Mohamed El‐Sayed Stefan Spange |
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| Institution: | 1. General Organization of Export and Import Control (GOEIC), Food Testing Laboratories, Customs Gate No 20, Port‐Said, EgyptGeneral Organization of Export and Import Control (GOEIC), Food Testing Laboratories, Customs Gate No 20, Port‐Said, Egypt.===;2. Department of Polymer Chemistry, Institute of Chemistry, Chemnitz University of Technology, Strasse der Nationen 62, D‐09111 Chemnitz, Germany |
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| Abstract: | A new merocyanine dye, 1,3‐Dimethyl‐5‐{(thien‐2‐yl)‐4‐(1‐piperidyl)phenyl]methylidene}‐ (1H, 3H)‐pyrimidine‐2,4,6‐trione 3 , has been synthesized by condensation of 2‐4‐(piperidyl)benzoyl]thiophene 1 with N,N′‐dimethyl barbituric acid 2 . The solvatochromic response of 3 dissolved in 26 solvents of different polarity has been measured. The solvent‐dependent long‐wavelength UV/Vis spectroscopic absorption maxima, vmax, are analyzed using the empirical Kamlet–Taft solvent parameters π* (dipolarity/polarizability), α (hydrogen‐bond donating capacity), and β (hydrogen‐bond accepting ability) in terms of the well‐established linear solvation energy relationship (LSER): ![equation image]( "equation image") (1) The solvent independent coefficients s , a , and b and (vmax)0 have been determined. The McRae equation and the empirical solvent polarity index, ET(30) have been also used to study the solvatochromism of 3 . Copyright © 2007 John Wiley & Sons, Ltd. |
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| Keywords: | LSER correlations solvent polarity solvatochromism barbituric acid derivatives push‐pull system merocyanine dyes |
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