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

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About: Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters Goto Sponge NotDistinct Permalink

An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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. By comparison 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. 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. By comparison 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. (en)
Title	Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters (en)
skos:prefLabel	Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters Synthesis, absorption and fluorescence of hydrazone colorants based on pyrrolinone esters (en)
skos:notation	RIV/62690094:18470/11:43866580!RIV12-MSM-18470___
http://linked.open...avai/riv/aktivita	V Z
http://linked.open...avai/riv/aktivity	V, Z(MSM0021627501)
http://linked.open...iv/cisloPeriodika	2
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Lyčka, Antonín
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Hradec Králové / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	233847
http://linked.open...ai/riv/idVysledku	RIV/62690094:18470/11:43866580
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	isomerization; fluorescence; pyrrolinone ester; tautomerism; hydrazone; Azo (en)
http://linked.open.../riv/klicoveSlovo	fluorescence Azo isomerization pyrrolinone ester tautomerism hydrazone
http://linked.open...odStatuVydavatele	NL - Nizozemsko
http://linked.open...ontrolniKodProRIV	[32971CA57FA2]
http://linked.open...i/riv/nazevZdroje	Dyes and pigments
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	4 (xsd:int)
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	91
http://linked.open...iv/tvurceVysledku	Lyčka, Antonín
http://linked.open...ain/vavai/riv/wos	000292950500010
http://linked.open...n/vavai/riv/zamer	Aimed preparation of special compounds and materials and investigation of their physical and chemical properties and supramolecular structures
issn	0143-7208
number of pages	7 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.dyepig.2011.03.013
http://localhost/t...ganizacniJednotka	18470

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