Quenching of an Aniline Radical Cation by Dissolved Organic
Matter and Phenols: A Laser Flash Photolysis Study

J 2020

Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study

LERESCHE, Canonica, Lucie LUDVÍKOVÁ, Dominik HEGER, Urs VON GUNTEN, Silvio CANONICA et. al.

Základní údaje

Originální název

Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study

Autoři

LERESCHE, Canonica, Lucie LUDVÍKOVÁ (203 Česká republika, domácí), Dominik HEGER (203 Česká republika, garant, domácí), Urs VON GUNTEN a Silvio CANONICA

Vydání

Environmental Science and Technology, Washington, D.C. American Chemical Society, 2020, 0013-936X

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 9.028

Kód RIV

RIV/00216224:14310/20:00114580

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.1021/acs.est.0c05230

UT WoS

000596728600032

Klíčová slova anglicky

Hydrocarbons; Kinetic parameters; Dissolved organic matter; Aromatic compounds; Quenching

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 21. 1. 2021 16:20, Mgr. Marie Novosadová Šípková, DiS.

Anotace

V originále

Aromatic amines are relevant aquatic organic contaminants whose photochemical transformation is affected by dissolved organic matter (DOM). The goal of this study is to elucidate the underlying mechanism of the inhibitory effect of DOM on such reactions. The selected model aromatic amine, 4-(dimethylamino)benzonitrile (DMABN), was subjected to laser flash photolysis in the presence and absence of various model photosensitizers. The produced radical cation (DMABN(.+)) was observed to react with several phenols and different types of DOM on a time scale of similar to 100 mu s. The determined second-order rate constants for the quenching of DMABN(.+) by phenols were in the range of (1.4-26) X 10(8) M-1 s(-1) and increased with increasing electron donor character of the aromatic ring substituent. For DOM, quenching rate constants increased with the phenolic content of the DOM. These results indicate the reduction of DMABN(.+) to re-form its parent compound as the basic reaction governing the inhibitory effect. In addition, the photosensitized oxidation of the sulfonamide antibiotic sulfadiazine (SDZ) was studied. The observed radical intermediate of SDZ was quenched by 4-methoxyphenol less effectively than DMABN(.+), which was attributed to the lower reduction potential of the SDZ-derived radical compared to DMABN(.+).

Návaznosti

GA19-08239S, projekt VaV

Název: Spektroskopie a mikroskopie chemických látek v ledu pro environmentální a farmaceutické účely

Investor: Grantová agentura ČR, Spektroskopie a mikroskopie chemických látek v ledu pro environmentální a farmaceutické účely

Citovat

LERESCHE, Canonica, Lucie LUDVÍKOVÁ, Dominik HEGER, Urs VON GUNTEN a Silvio CANONICA. Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study. Environmental Science and Technology. Washington, D.C.: American Chemical Society, 2020, roč. 54, č. 23, s. 15057-15065. ISSN 0013-936X. Dostupné z: https://dx.doi.org/10.1021/acs.est.0c05230.

@article{1710716,
   author = {Leresche, Canonica and Ludvíková, Lucie and Heger, Dominik and von Gunten, Urs and Canonica, Silvio},
   article_location = {Washington, D.C.},
   article_number = {23},
   doi = {http://dx.doi.org/10.1021/acs.est.0c05230},
   keywords = {Hydrocarbons; Kinetic parameters; Dissolved organic matter; Aromatic compounds; Quenching},
   language = {eng},
   issn = {0013-936X},
   journal = {Environmental Science and Technology},
   title = {Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study},
   url = {https://doi.org/10.1021/acs.est.0c05230},
   volume = {54},
   year = {2020}
}

TY  - JOUR
ID  - 1710716
AU  - Leresche, Canonica - Ludvíková, Lucie - Heger, Dominik - von Gunten, Urs - Canonica, Silvio
PY  - 2020
TI  - Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study
JF  - Environmental Science and Technology
VL  - 54
IS  - 23
SP  - 15057-15065
EP  - 15057-15065
PB  - American Chemical Society
SN  - 0013936X
KW  - Hydrocarbons
KW  - Kinetic parameters
KW  - Dissolved organic matter
KW  - Aromatic compounds
KW  - Quenching
UR  - https://doi.org/10.1021/acs.est.0c05230
L2  - https://doi.org/10.1021/acs.est.0c05230
N2  - Aromatic amines are relevant aquatic organic contaminants whose photochemical transformation is affected by dissolved organic matter (DOM). The goal of this study is to elucidate the underlying mechanism of the inhibitory effect of DOM on such reactions. The selected model aromatic amine, 4-(dimethylamino)benzonitrile (DMABN), was subjected to laser flash photolysis in the presence and absence of various model photosensitizers. The produced radical cation (DMABN(.+)) was observed to react with several phenols and different types of DOM on a time scale of similar to 100 mu s. The determined second-order rate constants for the quenching of DMABN(.+) by phenols were in the range of (1.4-26) X 10(8) M-1 s(-1) and increased with increasing electron donor character of the aromatic ring substituent. For DOM, quenching rate constants increased with the phenolic content of the DOM. These results indicate the reduction of DMABN(.+) to re-form its parent compound as the basic reaction governing the inhibitory effect. In addition, the photosensitized oxidation of the sulfonamide antibiotic sulfadiazine (SDZ) was studied. The observed radical intermediate of SDZ was quenched by 4-methoxyphenol less effectively than DMABN(.+), which was attributed to the lower reduction potential of the SDZ-derived radical compared to DMABN(.+).
ER  -

LERESCHE, Canonica, Lucie LUDVÍKOVÁ, Dominik HEGER, Urs VON GUNTEN a Silvio CANONICA. Quenching of an Aniline Radical Cation by Dissolved Organic Matter and Phenols: A Laser Flash Photolysis Study. \textit{Environmental Science and Technology}. Washington, D.C.: American Chemical Society, 2020, roč.~54, č.~23, s.~15057-15065. ISSN~0013-936X. Dostupné z: https://dx.doi.org/10.1021/acs.est.0c05230.

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