Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F11%3A39892336" target="_blank" >RIV/00216275:25310/11:39892336 - isvavai.cz</a>
Alternative codes found
RIV/62690094:18470/11:43866580
Result on the web
<a href="http://dx.doi.org/10.1016/j.dyepig.2011.03.013" target="_blank" >http://dx.doi.org/10.1016/j.dyepig.2011.03.013</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.dyepig.2011.03.013" target="_blank" >10.1016/j.dyepig.2011.03.013</a>

Result language
angličtina
Original language name
Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters
Original language description
Ten azo dyes were prepared by diazotization of a series of electronically different para substituted anilines and subsequent azo coupling of these diazonium salts with ethyl 4,5-dihydro-5-oxo-2-aryl(1H) pyrrole-3-carboxylate as a the coupling component.All of the dyes were confirmed as keto-hydrazone tautomers and were found as a mixtures of E- and Z-isomers with respect to the exocyclic C=N bond by 1H-NMR spectroscopy. The absorption spectra are all similar irrespective of substituent and solvent. Bycomparison the fluorescence is strongly dependent on the electronic character of the substituents. All compounds fluoresce in a low temperature solvent glass and in the solid state and only the 4-cyanophenyl and 4-nitrophenyl derivatives show fluorescence in solution at room temperature. The spectroscopic behavior is explained in terms of competition between E/Z isomerization and fluorescence after excitation.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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