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通过溴代烷催化转移氯化对卤代有机污染物进行再利用。

Repurposing of halogenated organic pollutants via alkyl bromide-catalysed transfer chlorination.

作者信息

Liu Heng, Ji Ding-Wei, Mei Yong-Kang, Liu Yan, Liu Chang-Hui, Wang Xiao-Yu, Chen Qing-An

机构信息

Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China.

University of Chinese Academy of Sciences, Beijing, China.

出版信息

Nat Chem. 2024 Sep;16(9):1505-1514. doi: 10.1038/s41557-024-01551-8. Epub 2024 Jun 6.

Abstract

Halogenated organic pollutants (HOPs) are causing a significant environmental and human health crisis due to their high levels of toxicity, persistence and bioaccumulation. Urgent action is required to develop effective approaches for the reduction and reuse of HOPs. Whereas current strategies focus primarily on the degradation of HOPs, repurposing them is an alternative approach, albeit a challenging task. Here we discover that alkyl bromide can act as a catalyst for the transfer of chlorine using alkyl chloride as the chlorine source. We demonstrate that this approach has a wide substrate scope, and we successfully apply it to reuse HOPs that include dichlorodiphenyltrichloroethane, hexabromocyclododecane, chlorinated paraffins, chloromethyl polystyrene and poly(vinyl chloride) (PVC). Moreover, we show that the synthesis of essential non-steroidal anti-inflammatory drugs can be achieved using PVC and hexabromocyclododecane, and we demonstrate that PVC waste can be used directly as a chlorinating agent. Overall, this methodology offers a promising strategy for repurposing HOPs.

摘要

卤代有机污染物(HOPs)因其高毒性、持久性和生物累积性,正引发严重的环境和人类健康危机。需要采取紧急行动来开发减少和再利用HOPs的有效方法。尽管目前的策略主要集中在HOPs的降解上,但将其重新利用是一种替代方法,尽管这是一项具有挑战性的任务。在此,我们发现溴代烷可以以氯代烷作为氯源,作为氯转移的催化剂。我们证明了这种方法具有广泛的底物范围,并成功地将其应用于包括滴滴涕、六溴环十二烷、氯化石蜡、氯甲基聚苯乙烯和聚氯乙烯(PVC)在内的HOPs的再利用。此外,我们表明使用PVC和六溴环十二烷可以实现必需的非甾体抗炎药的合成,并且我们证明了PVC废料可以直接用作氯化剂。总体而言,这种方法为HOPs的重新利用提供了一种有前景的策略。

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