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

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/62690094:18470/11:43866580

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

—

Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2011

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Dyes and Pigments

ISSN

0143-7208

e-ISSN

—

Svazek periodika

91

Číslo periodika v rámci svazku

—

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

7

Strana od-do

170-176

Kód UT WoS článku

000292950500010

EID výsledku v databázi Scopus

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