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Base-driven dehydrohalogenation coupled with catalytic hydrodehalogenation as a novel strategy for rapid dehalogenation of halogenated organic compounds containing aliphatic C-X bonds

文献类型：期刊论文

作者Qin, Shuting1; Wu, Chen1; Ma, Xuanxuan1; Liu, Sujing1; Liu, Ying1; Li, Qing3; Yan, Bingfei2; Xia, Chuanhai1
刊名JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
出版日期2024-12-01
卷号12期号:6页码:11
关键词Halogenated organic compounds (HOCs) Base Hydrodehalogenation (HDH) Dehydrohalogenation (HDX) Pd/C (DDT) 1 1-trichloro-2 2-bis(4-chlorophenyl)ethane
ISSN号2213-2929
DOI10.1016/j.jece.2024.114983
通讯作者Ma, Xuanxuan(ytumaxuan@163.com) ; Xia, Chuanhai(chxia_ldu@163.com)
英文摘要The type of C-X bonds had a considerable effect on catalytic dehalogenation of halogenated organic compounds (HOCs). DDT and its metabolites (DDD and DDE) contain aliphatic C-Cl bonds, aromatic C-Cl bonds, and vinylic C-Cl bonds in their molecules, and thus catalytic dehalogenation of DDT, DDD, and DDE over Pd/C was investigated in this study. It was found that the halogen atom removal rates of DDT and DDD over Pd/C were significantly lower than that of DDE. Moreover, the hydrodehalogenation (HDH) of aromatic C-Cl bonds and vinylic C-Cl bonds were found to be more favorable compared with that of aliphatic C-Cl bonds. The mechanism of this phenomenon was studied with the aid of the hybrid B3LYP/6-311 + +G* * method. Theoretical calculations indicated that the Egap between LUMO and HOMO was the major cause for the sluggish HDH of DDT and DDD over Pd/C. Furthermore, alkali metal hydroxides with stronger basicity had more advantageous in converting aliphatic C-Cl bonds in DDT into vinylic C-Cl bonds in DDE via the dehydrohalogenation (DHX) reaction in n-butanol. Based on these studies, base-driven DHX coupled with Pd/C-catalyzed HDH was developed for the rapid dehalogenation of DDT and DDD. Firstly, DDT and DDD in n-butanol were converted into DDE and DDMU via the NaOH-driven DHX reaction within 20 min and 40 min. Subsequently, DDE and DDMU in n-butanol-water (1:1, V/V) were completely hydrodehalogenated into DPE catalyzed by Pd/C (25 mg) within 30 min and 25 min. This provided vital guidance for efficient dehalogenation of HOCs containing aliphatic C-X bonds.
WOS关键词LIQUID-PHASE HYDRODECHLORINATION ; DDT ; DECHLORINATION ; SYSTEM ; WATER ; PD/C
WOS研究方向Engineering
语种英语
WOS记录号WOS:001371743800001
资助机构Youth Innovation Team Project for Universities of Shandong Province ; National Natural Science Foundation of China
源URL[http://ir.yic.ac.cn/handle/133337/38154]  
专题海岸带生物学与生物资源利用重点实验室
海岸带生物资源高效利用研究与发展中心
通讯作者Ma, Xuanxuan; Xia, Chuanhai
作者单位1.Ludong Univ, Sch Resources & Environm Engn, Yantai 264025, Peoples R China
2.Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China
3.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China
推荐引用方式
GB/T 7714		 Qin, Shuting,Wu, Chen,Ma, Xuanxuan,et al. Base-driven dehydrohalogenation coupled with catalytic hydrodehalogenation as a novel strategy for rapid dehalogenation of halogenated organic compounds containing aliphatic C-X bonds[J]. JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING,2024,12(6):11.
APA Qin, Shuting.,Wu, Chen.,Ma, Xuanxuan.,Liu, Sujing.,Liu, Ying.,...&Xia, Chuanhai.(2024).Base-driven dehydrohalogenation coupled with catalytic hydrodehalogenation as a novel strategy for rapid dehalogenation of halogenated organic compounds containing aliphatic C-X bonds.JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING,12(6),11.
MLA Qin, Shuting,et al."Base-driven dehydrohalogenation coupled with catalytic hydrodehalogenation as a novel strategy for rapid dehalogenation of halogenated organic compounds containing aliphatic C-X bonds".JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING 12.6(2024):11.

入库方式： OAI收割

来源：烟台海岸带研究所

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