Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene

Chengping Zhang; Xiaoqing Jia; Hengdao Quan

doi:10.1016/j.jfluchem.2016.09.012

Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene

Chengping Zhang, Xiaoqing Jia, Hengdao Quan^*

^*此作品的通讯作者

科研成果: 期刊稿件 › 文章 › 同行评审

13 引用（Scopus）

摘要

A novel synthetic route of Z-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzz)was developed. It contains three-step reactions as follows: (1) The vapor-phase catalytic fluorination from hexachlorobutadiene to (E/Z)-2,3-dichlorohexafluoro-2-butenepromoted by Cr-based catalyst; (2) The liquid-phase dechlorination reaction from (E/Z)-2,3-dichlorohexafluoro-2-butene to 1,1,1,4,4,4-hexafluoro-2-butyne with Zn in DMF; (3) The gas-phase hydrogenation reaction from 1,1,1,4,4,4-hexafluoro-2-butyne to Z-HFO-1336mzz promoted by Pd + Bi/PAF (porous aluminium fluoride) catalyst. It provided a potential method for industrial production of Z-HFO-1336mzz.

源语言	英语
页（从-至）	77-83
页数	7
期刊	Journal of Fluorine Chemistry
卷	191
DOI	https://doi.org/10.1016/j.jfluchem.2016.09.012
出版状态	已出版 - 1 11月 2016
已对外发布	是

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10.1016/j.jfluchem.2016.09.012

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Zhang, C., Jia, X., & Quan, H. (2016). Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene. Journal of Fluorine Chemistry, 191, 77-83. https://doi.org/10.1016/j.jfluchem.2016.09.012

@article{5c8aefef49b047d3b46cc89db0698217,

title = "Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene",

abstract = "A novel synthetic route of Z-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzz)was developed. It contains three-step reactions as follows: (1) The vapor-phase catalytic fluorination from hexachlorobutadiene to (E/Z)-2,3-dichlorohexafluoro-2-butenepromoted by Cr-based catalyst; (2) The liquid-phase dechlorination reaction from (E/Z)-2,3-dichlorohexafluoro-2-butene to 1,1,1,4,4,4-hexafluoro-2-butyne with Zn in DMF; (3) The gas-phase hydrogenation reaction from 1,1,1,4,4,4-hexafluoro-2-butyne to Z-HFO-1336mzz promoted by Pd + Bi/PAF (porous aluminium fluoride) catalyst. It provided a potential method for industrial production of Z-HFO-1336mzz.",

keywords = "Chlorofluorination, Dechlorination, Hexachlorobutadiene, Hydrogenation, Z-1,1,1,4,4,4-hexafluoro-2-butene",

author = "Chengping Zhang and Xiaoqing Jia and Hengdao Quan",

note = "Publisher Copyright: {\textcopyright} 2016 Elsevier B.V.",

year = "2016",

month = nov,

day = "1",

doi = "10.1016/j.jfluchem.2016.09.012",

language = "English",

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T1 - Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene

AU - Zhang, Chengping

AU - Jia, Xiaoqing

AU - Quan, Hengdao

PY - 2016/11/1

Y1 - 2016/11/1

N2 - A novel synthetic route of Z-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzz)was developed. It contains three-step reactions as follows: (1) The vapor-phase catalytic fluorination from hexachlorobutadiene to (E/Z)-2,3-dichlorohexafluoro-2-butenepromoted by Cr-based catalyst; (2) The liquid-phase dechlorination reaction from (E/Z)-2,3-dichlorohexafluoro-2-butene to 1,1,1,4,4,4-hexafluoro-2-butyne with Zn in DMF; (3) The gas-phase hydrogenation reaction from 1,1,1,4,4,4-hexafluoro-2-butyne to Z-HFO-1336mzz promoted by Pd + Bi/PAF (porous aluminium fluoride) catalyst. It provided a potential method for industrial production of Z-HFO-1336mzz.

AB - A novel synthetic route of Z-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzz)was developed. It contains three-step reactions as follows: (1) The vapor-phase catalytic fluorination from hexachlorobutadiene to (E/Z)-2,3-dichlorohexafluoro-2-butenepromoted by Cr-based catalyst; (2) The liquid-phase dechlorination reaction from (E/Z)-2,3-dichlorohexafluoro-2-butene to 1,1,1,4,4,4-hexafluoro-2-butyne with Zn in DMF; (3) The gas-phase hydrogenation reaction from 1,1,1,4,4,4-hexafluoro-2-butyne to Z-HFO-1336mzz promoted by Pd + Bi/PAF (porous aluminium fluoride) catalyst. It provided a potential method for industrial production of Z-HFO-1336mzz.

KW - Chlorofluorination

KW - Dechlorination

KW - Hexachlorobutadiene

KW - Hydrogenation

KW - Z-1,1,1,4,4,4-hexafluoro-2-butene

UR - http://www.scopus.com/inward/record.url?scp=84989298227&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2016.09.012

DO - 10.1016/j.jfluchem.2016.09.012

M3 - Article

AN - SCOPUS:84989298227

SN - 0022-1139

VL - 191

SP - 77

EP - 83

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

ER -

Synthesis of Z-1,1,1,4,4,4-hexafluoro-2-butene from hexachlorobutadiene

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