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绿色溶剂和微波加热介导的有机磷农药“二嗪农”的高效亲核降解

Efficient Nucleophilic Degradation of an Organophosphorus Pesticide "Diazinon" Mediated by Green Solvents and Microwave Heating.

作者信息

Millán Daniela, Tapia Ricardo A, Pavez Paulina

机构信息

Facultad de Química, Pontificia Universidad Católica de Chile, Santiago, Chile.

Centro Integrativo de Biologia y Quimica Aplicada, Universidad Bernardo O'Higgins, Santiago, Chile.

出版信息

Front Chem. 2019 Jan 14;6:669. doi: 10.3389/fchem.2018.00669. eCollection 2018.

Abstract

An efficient strategy for the degradation of organophosphate pesticide Diazinon was investigated. In this work, ionic liquids, bio-based solvents, and two conventional organic solvents were used as reaction media. Kinetics studies by means of half-life (t,h) were followed by P NMR and the products analyzed by GC-MS, HPLC-MS and NMR techniques. These results have shown that t values in ionic liquids were the lowest and also they were able to activate two electrophilic centers in Diazinon, whilst degradation in bio-based solvents occurred slowly by only an aromatic pathway. In addition, a study to estimate the influence of green activation techniques was carried out by using Ultrasound irradiation and Microwave heating in combination with greener solvents and two conventional organic solvents. Under Microwave heating, faster degradation than under ultrasound irradiation was found. Finally, considering both families of solvent used here and their behavior under green activation techniques, we propose that the more efficient way for degradation of Diazinon with piperidine is by microwave heating using ionic liquids as solvents.

摘要

研究了一种降解有机磷农药二嗪农的有效策略。在这项工作中,离子液体、生物基溶剂和两种传统有机溶剂被用作反应介质。通过半衰期(t,h)进行动力学研究,随后进行磷核磁共振(P NMR),并通过气相色谱 - 质谱联用(GC-MS)、高效液相色谱 - 质谱联用(HPLC-MS)和核磁共振(NMR)技术分析产物。这些结果表明,在离子液体中的半衰期值最低,并且它们能够激活二嗪农中的两个亲电中心,而在生物基溶剂中的降解仅通过芳香族途径缓慢发生。此外,通过将超声辐射和微波加热与更环保的溶剂以及两种传统有机溶剂结合使用,开展了一项评估绿色活化技术影响的研究。发现在微波加热下,降解速度比超声辐射下更快。最后,考虑到这里使用的两类溶剂及其在绿色活化技术下的行为,我们提出用哌啶降解二嗪农的更有效方法是使用离子液体作为溶剂进行微波加热。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/876c/6340133/9c63365bd4f9/fchem-06-00669-g0001.jpg

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