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首页> 外文期刊>Environmental Science & Technology >Transformation of an Amine Moiety of Atenolol during Water Treatment with Chlorine/UV: Reaction Kinetics, Products, and Mechanisms
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Transformation of an Amine Moiety of Atenolol during Water Treatment with Chlorine/UV: Reaction Kinetics, Products, and Mechanisms

机译：氯/紫外线水处理过程中阿替洛尔胺部分的转化：反应动力学，产物和机理

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摘要

Transformation of atenolol (ATN), a micro-pollutant containing a secondary (2 degrees) amine moiety, can be significantly enhanced in water treatment with sequential and combined use of chlorine and UV (chlorine/UV) through photolysis of the N-Cl bond. This study investigated the transformation kinetics, products, and mechanisms of the amine moiety of ATN in chlorine/UV (254 nm). The fluence-based, photolysis rate constant for N-Cl ATN was 2.0 x 10(-3) cm(2)/mJ. Transformation products (TPs) with primary (1 degrees) amines were mainly produced, but TPs with 2 degrees and 3 degrees amines were also formed, on the basis of liquid chromatography (LC)/quadrupole-time-of-flight/mass spectrometry and LC/UV analyses. The amine-containing TPs could be further transformed in chlorine/UV (with residual chlorine in post UV) via formation and photolysis of new N-Cl bonds. Photolysis of N-Cl 1 degrees amine TPs produced ammonia as a major product. These data could be explained by a reaction mechanism in which the N-Cl bond was cleaved by UV, forming aminyl radicals that were transformed via 1,2-hydrogen shift, beta-scission, intramolecular addition, and 1,2-alkyl shift. Among these, the 1,2-alkyl shift is newly discovered in this study. Despite enhanced transformation, only partial mineralization of the ATN's amine moiety was expected, even under chlorine/UV advanced oxidation process conditions. Overall, the kinetic and mechanistic information from this study can be useful for predicting the transformation of amine moieties by chlorine/UV water treatment.
机译：在水处理中，通过顺序分解和结合使用氯和紫外线（氯/紫外线），通过N-Cl键的光解，可以显着增强阿替洛尔（ATN）（一种含有仲（2度）胺部分）的微污染物的转化。这项研究调查了ATN的胺部分在氯/紫外线（254 nm）中的转化动力学，产物和机理。 N-Cl ATN的基于注量的光解速率常数为2.0 x 10（-3）cm（2）/ mJ。在液相色谱（LC）/四极杆飞行时间/质谱和质谱法的基础上，主要生产具有伯（1度）胺的转化产物（TPs），但也生成具有2度和3度胺的TPs。 LC / UV分析。含胺的TPs可以通过新N-Cl键的形成和光解在氯/ UV中进一步转化（后UV中有残留氯）。 N-Cl 1度胺TP的光解产生氨作为主要产物。这些数据可以通过反应机理来解释，其中N-Cl键被UV裂解，形成氨基自由基，这些自由基通过1,2-氢转移，β-断裂，分子内加成和1,2-烷基转移而转化。其中，在这项研究中新发现了1,2-烷基转移。尽管提高了转化率，但即使在氯/紫外线高级氧化工艺条件下，也仅预期ATN胺部分被部分矿化。总体而言，这项研究的动力学和机理信息可用于预测氯/紫外线水处理中胺部分的转化。

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  • 来源
    《Environmental Science & Technology》 |2019年第13期|7653-7662|共10页
  • 作者

    Ra Jiwoon; Yoom Hoonsik; Son Heejong; Hwang Tae-Mun; Lee Yunho;

  • 作者单位

    Gwangju Inst Sci & Technol GIST, Sch Earth Sci & Environm Engn, Gwangju 61005, South Korea;

    Busan Water Qual Inst, Gimhae 621813, Gyeongsangnam, South Korea;

    Busan Water Qual Inst, Gimhae 621813, Gyeongsangnam, South Korea;

    Korea Inst Construct Technol, Water Resources & Environm Res Div, Goyang 411712, Gyeonggi, South Korea;

    Gwangju Inst Sci & Technol GIST, Sch Earth Sci & Environm Engn, Gwangju 61005, South Korea;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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