Mechanism and kinetics of photochemical transformation of ketoprofen and its degradation intermediates

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F18%3A00498896" target="_blank" >RIV/61388955:_____/18:00498896 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.jhazmat.2018.03.048" target="_blank" >http://dx.doi.org/10.1016/j.jhazmat.2018.03.048</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jhazmat.2018.03.048" target="_blank" >10.1016/j.jhazmat.2018.03.048</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Mechanism and kinetics of photochemical transformation of ketoprofen and its degradation intermediates

Popis výsledku v původním jazyce

Ketoprofen, 2-(3-benzoylphenyl)-propionic acid, a widely used non-steroidal anti-inflammatory drug, is considered as an important water pollutant. Kinetics and mechanism of its photolytic transformation in aqueous solutions was studied experimentally and partial reaction steps were modelled by means of quantum chemistry methods. While the rate of ketoprofen photolysis was not significantly affected by its acid-base equilibrium, a marked influence of pH on the subsequent degradation reactions was observed. At pH 1.3, two oxygenated primary products were identified, that underwent fast photolysis. Deprotonated form of ketoprofen was transformed preferentially to ethylbenzophenone and further degradation proceeded substantially slower. Oxygen participated on photolytic processes both as a reactant and the triplet state quencher. The active involvement of water molecules in the reaction mechanism was investigated by comparative experiments in acetonitrile. The phototransformation mechanism proposed based on the experimental data corresponded well with the theoretical results.

Název v anglickém jazyce

Mechanism and kinetics of photochemical transformation of ketoprofen and its degradation intermediates

Popis výsledku anglicky

Ketoprofen, 2-(3-benzoylphenyl)-propionic acid, a widely used non-steroidal anti-inflammatory drug, is considered as an important water pollutant. Kinetics and mechanism of its photolytic transformation in aqueous solutions was studied experimentally and partial reaction steps were modelled by means of quantum chemistry methods. While the rate of ketoprofen photolysis was not significantly affected by its acid-base equilibrium, a marked influence of pH on the subsequent degradation reactions was observed. At pH 1.3, two oxygenated primary products were identified, that underwent fast photolysis. Deprotonated form of ketoprofen was transformed preferentially to ethylbenzophenone and further degradation proceeded substantially slower. Oxygen participated on photolytic processes both as a reactant and the triplet state quencher. The active involvement of water molecules in the reaction mechanism was investigated by comparative experiments in acetonitrile. The phototransformation mechanism proposed based on the experimental data corresponded well with the theoretical results.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název periodika

Journal of Hazardous Materials

ISSN

0304-3894

e-ISSN

—

Svazek periodika

353

Číslo periodika v rámci svazku

JUL 2018

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

10

Strana od-do

70-79

Kód UT WoS článku

000438002800009

EID výsledku v databázi Scopus

2-s2.0-85055016899