Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices 英文参考文献.docVIP

Molecules 2012, 17, 3259-3276; doi:10.3390/moleculeOPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices Jana Donovalová 1,*, Marek Cigáň 1, Henrieta Stankovi?ová 1, Jan Ga?par 1, Martin Danko 2, Anton Gáplovsky 1 and Pavol Hrdlovi? 1,2 1 Faculty of Natural Sciences, Institute of Chemistry, Comenius University, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovak Republic; E-Mails: cigan@fns.uniba.sk (M.C.); stankovh@fns.uniba.sk (H.S.); gaspar@fns.uniba.sk (J.G.); gaplovsky@fns.uniba.sk (A.G.); upolhrdl@savba.sk (P.H.) 2 Polymer Institute, Slovak Academy of Sciences, 845 41 Bratislava, Dúbravská cesta 9, Slovak Republic; E-Mail: upoldan@savba.sk * Author to whom correspondence should be addressed; E-Mail: donovalova@fns.uniba.sk; Tel.: +421-2-6029-6306; Fax: +421-2-6029-6337. Received: 23 January 2012; in revised form: 7 March 2012 / Accepted: 8 March 2012 / Published: 14 March 2012 Abstract: The absorption and fluorescence spectra of substituted coumarins (2-oxo-2H- chromenes) were investigated in solvents and in polymer matrices. The substitutions involved were: (1) by groups with varying electron donating ability such as CH3, OCH3 and N(CH3)2, mainly, but not exclusively, in positions 7 and (2), by either CHO or 4-PhNHCONHN=CH- in position 3. While the spectra of non-substituted coumarin-3- carbaldehyde has absorptions at approximately 305 and 350 nm, substitution at position 7 leads to remarkable changes in the shape of the absorption spectrum and shifts the absorption to a longer wavelength. Similarly, the replacement of the formyl group with a semicarbazide group substantially influences the shape of the absorption spectrum, and coumarins which have only N(CH3)2 in position 7 experience small changes. These changes are associated with the increasing intramolecular charg