Laser flash photolysis study of the photoinduced oxidation of 4-(dimethylamino)benzonitrile (DMABN)

化学 苯甲腈 光化学 闪光光解 反应速率常数 激发态 电子转移 猝灭(荧光) 自由基离子 溶剂化电子 马库斯理论 光激发 激进的 放射分析 动力学 离子 荧光 有机化学 原子物理学 物理 量子力学
作者
Frank Leresche,Lucie Ludvíková,Dominik Heger,Petr Klán,Urs von Gunten,Silvio Canonica
出处
期刊:Photochemical and Photobiological Sciences [Springer Nature]
卷期号:18 (2): 534-545 被引量:14
标识
DOI:10.1039/c8pp00519b
摘要

Aromatic amines are aquatic contaminants for which phototransformation in surface waters can be induced by excited triplet states of dissolved organic matter (3DOM*). The first reaction step is assumed to consist of a one-electron oxidation process of the amine to produce its radical cation. In this paper, we present laser flash photolysis investigations aimed at characterizing the photoinduced, aqueous phase one-electron oxidation of 4-(dimethylamino)benzonitrile (DMABN) as a representative of this contaminant class. The production of the radical cation of DMABN (DMABN•+) after direct photoexcitation of DMABN at 266 nm was confirmed in accord with previous experimental results. Moreover, DMABN•+ was shown to be produced from the reactions of several excited triplet photosensitizers (carbonyl compounds) with DMABN. Second-order rate constants for the quenching of the excited triplet states by DMABN were determined to fall in the range of 3 × 107–5 × 109 M−1 s−1, and their variation was interpreted in terms of electron transfer theory using a Rehm–Weller relationship. The decay kinetics of DMABN•+ in the presence of oxygen was dominated by a second-order component attributed to its reaction with the superoxide radical anion (O2•−). The first-order rate constant for the transformation of DMABN•+ leading to photodegradation of DMABN was estimated not to exceed ≈5 × 103 s−1

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