Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent

Chengping Zhang; Feiyao Qing; Hengdao Quan; Akira Sekiya

doi:10.1016/j.jfluchem.2015.10.012

Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent

Chengping Zhang
, Feiyao Qing
, Hengdao Quan^*
, Akira Sekiya

^*此作品的通讯作者

Beijing Institute of Technology
National Institute of Advanced Industrial Science and Technology

科研成果: 期刊稿件 › 文章 › 同行评审

9 引用（Scopus）

摘要

1,1,2,2,3,3,4-Heptafluorocyclopentane is a new generation of green solvent. It was synthesized by the liquid-phase fluorination reactions from hexachlorocyclopentadiene to 1-chloroheptafluoro-cyclopentene in the presence of KF in DMF and by the vapor-phase hydrogenation reaction from 1-chloroheptafluorocyclopentene to 1,1,2,2,3,3,4-heptafluorocyclopentane in the presence of Pd-based hydrogenation catalyst. Quantum chemical calculations for the isomers energies using Gaussian09 were conducted to verify the chemical equilibriums between isomers of trichloropentafluorocyclopentene or dichlorohexafluorocyclopentene in the fluorination reactions. Possible mechanisms for 1,1,2,2,3,3,4-heptafluorocyclopentane synthesis were proposed.

源语言	英语
页（从-至）	11-16
页数	6
期刊	Journal of Fluorine Chemistry
卷	181
DOI	https://doi.org/10.1016/j.jfluchem.2015.10.012
出版状态	已出版 - 1月 2016
已对外发布	是

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@article{302f43650f584c28a05896473e11c41e,

title = "Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent",

abstract = "1,1,2,2,3,3,4-Heptafluorocyclopentane is a new generation of green solvent. It was synthesized by the liquid-phase fluorination reactions from hexachlorocyclopentadiene to 1-chloroheptafluoro-cyclopentene in the presence of KF in DMF and by the vapor-phase hydrogenation reaction from 1-chloroheptafluorocyclopentene to 1,1,2,2,3,3,4-heptafluorocyclopentane in the presence of Pd-based hydrogenation catalyst. Quantum chemical calculations for the isomers energies using Gaussian09 were conducted to verify the chemical equilibriums between isomers of trichloropentafluorocyclopentene or dichlorohexafluorocyclopentene in the fluorination reactions. Possible mechanisms for 1,1,2,2,3,3,4-heptafluorocyclopentane synthesis were proposed.",

keywords = "1,1,2,2,3,3,4,4,5-Heptafluorocyclopentane, 1-Chloroheptafluorocyclopentene, Fluorination, Green solvent, Hydrogenation",

author = "Chengping Zhang and Feiyao Qing and Hengdao Quan and Akira Sekiya",

note = "Publisher Copyright: {\textcopyright} 2015 Published by Elsevier B.V.",

year = "2016",

month = jan,

doi = "10.1016/j.jfluchem.2015.10.012",

language = "English",

volume = "181",

pages = "11--16",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent

AU - Zhang, Chengping

AU - Qing, Feiyao

AU - Quan, Hengdao

AU - Sekiya, Akira

PY - 2016/1

Y1 - 2016/1

N2 - 1,1,2,2,3,3,4-Heptafluorocyclopentane is a new generation of green solvent. It was synthesized by the liquid-phase fluorination reactions from hexachlorocyclopentadiene to 1-chloroheptafluoro-cyclopentene in the presence of KF in DMF and by the vapor-phase hydrogenation reaction from 1-chloroheptafluorocyclopentene to 1,1,2,2,3,3,4-heptafluorocyclopentane in the presence of Pd-based hydrogenation catalyst. Quantum chemical calculations for the isomers energies using Gaussian09 were conducted to verify the chemical equilibriums between isomers of trichloropentafluorocyclopentene or dichlorohexafluorocyclopentene in the fluorination reactions. Possible mechanisms for 1,1,2,2,3,3,4-heptafluorocyclopentane synthesis were proposed.

AB - 1,1,2,2,3,3,4-Heptafluorocyclopentane is a new generation of green solvent. It was synthesized by the liquid-phase fluorination reactions from hexachlorocyclopentadiene to 1-chloroheptafluoro-cyclopentene in the presence of KF in DMF and by the vapor-phase hydrogenation reaction from 1-chloroheptafluorocyclopentene to 1,1,2,2,3,3,4-heptafluorocyclopentane in the presence of Pd-based hydrogenation catalyst. Quantum chemical calculations for the isomers energies using Gaussian09 were conducted to verify the chemical equilibriums between isomers of trichloropentafluorocyclopentene or dichlorohexafluorocyclopentene in the fluorination reactions. Possible mechanisms for 1,1,2,2,3,3,4-heptafluorocyclopentane synthesis were proposed.

KW - 1,1,2,2,3,3,4,4,5-Heptafluorocyclopentane

KW - 1-Chloroheptafluorocyclopentene

KW - Fluorination

KW - Green solvent

KW - Hydrogenation

UR - https://www.scopus.com/pages/publications/84947228652

U2 - 10.1016/j.jfluchem.2015.10.012

DO - 10.1016/j.jfluchem.2015.10.012

M3 - Article

AN - SCOPUS:84947228652

SN - 0022-1139

VL - 181

SP - 11

EP - 16

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

ER -

Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent

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