文献类型：期刊文献

中文题名：Dechlorination of Crude Oil by Phase Transfer Catalyst via Nucleophilic Substitution Reaction

英文题名：Dechlorination of Crude Oil by Phase Transfer Catalyst via Nucleophilic Substitution Reaction

作者：Gu Jin[1];Han Xin[1];Liu Jichang[1,2];Huang Zihao[1];Xing Biao[1]

机构：[1]East China Univ Sci & Technol, Sch Chem Engn, State Key Lab Chem Engn, Shanghai 200237, Peoples R China;[2]Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832003, Peoples R China

年份：2021

卷号：23

期号：4

起止页码：18

中文期刊名：China Petroleum Processing & Petrochemical Technology

外文期刊名：CHINA PETROLEUM PROCESSING & PETROCHEMICAL TECHNOLOGY

收录：;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000742622500003)】；

基金：We acknowledge the financial support from the Joint Fund by the National Natural Science Foundation of China and PetroChina (Project U1862204).

语种：英文

中文关键词：model;compounds;phase;transfer;nucleophilic;substitution;dechlorination;Iranian;crude;oil

外文关键词：model compounds; phase transfer; nucleophilic substitution; dechlorination; Iranian crude oil

摘要：Dechlorination of crude oil is an effective way to alleviate corrosion in refinery units,and the critical process is the removal of organochlorine which can be efficiently removed through nucleophilic substitution reaction catalyzed by phase transfer.Herein,seven typical chlorinated alkanes were selected as model compounds to study the mechanism of dechlorination of crude oil by phase transfer catalyst in the nucleophilic substitution method,and a new dechlorination reagent using hexamethyl quaternary ammonium hydroxide(HMQAH)with two quaternary ammonium groups as phase transfer catalyst,ethylenediamine as nucleophile and ethanol as solvent was developed.The results show that the dechlorinating performance of the dechlorination reagent on the model compounds decreases in the following order:epichlorohydrin>1,2-dichlorobutane>1,2-dichloroethane>1,3-dichloropropane>2-chloropropane>1-chlorobutane>chloroisobutane.Meanwhile the results of the reaction kinetics show that epichlorohydrin with epoxy structure has the lowest activation energy in the process of nucleophilic substitution reaction by the phase transfer catalyst which makes it easier to be removed by the dechlorination reagent.The removal rate of epichlorohydrin can reach up to 99.4%.The optimal dechlorination reagent used ethylenediamine as nucleophile,ethanol as solvent and HMQAH as phase transfer catalyst.The dechlorinating rate of the Iranian crude oil reached 71.6%under conditions covering a reaction temperature of 95℃,a reaction time of 90 minutes,a dechlorination reagent dosage of 1000μg/g,and a phase transfer reagent/nucleophile molar ratio of 6:1.In addition,the mechanism of phase transfer in nucleophilic substitution reaction of chloroalkanes was investigated in the paper.
Dechlorination of crude oil is an effective way to alleviate corrosion in refinery units, and the critical process is the removal of organochlorine which can be efficiently removed through nucleophilic substitution reaction catalyzed by phase transfer. Herein, seven typical chlorinated alkanes were selected as model compounds to study the mechanism of dechlorination of crude oil by phase transfer catalyst in the nucleophilic substitution method, and a new dechlorination reagent using hexamethyl quaternary ammonium hydroxide (HMQAH) with two quaternary ammonium groups as phase transfer catalyst, ethylenediamine as nucleophile and ethanol as solvent was developed. The results show that the dechlorinating performance of the dechlorination reagent on the model compounds decreases in the following order: epichlorohydrin > 1,2-dichlorobutane > 1,2-dichloroethane > 1,3-dichloropropane > 2-chloropropane > 1-chlorobutane > chloroisobutane. Meanwhile the results of the reaction kinetics show that epichlorohydrin with epoxy structure has the lowest activation energy in the process of nucleophilic substitution reaction by the phase transfer catalyst which makes it easier to be removed by the dechlorination reagent. The removal rate of epichlorohydrin can reach up to 99.4%. The optimal dechlorination reagent used ethylenediamine as nucleophile, ethanol as solvent and HMQAH as phase transfer catalyst. The dechlorinating rate of the Iranian cnide oil reached 71.6% under conditions covering a reaction temperature of 95 degrees C, a reaction time of 90 minutes, a dechlorination reagent dosage of 1000 mu g/g, and a phase transfer reagent/nucleophile molar ratio of 6:1. In addition, the mechanism of phase transfer in nucleophilic substitution reaction of chloroallcanes was investigated in the paper.