GB861271A - Improvements in the preparation of perfluoro-olefines - Google Patents

Improvements in the preparation of perfluoro-olefines

Info

Publication number
GB861271A
GB861271A GB15806/59A GB1580659A GB861271A GB 861271 A GB861271 A GB 861271A GB 15806/59 A GB15806/59 A GB 15806/59A GB 1580659 A GB1580659 A GB 1580659A GB 861271 A GB861271 A GB 861271A
Authority
GB
United Kingdom
Prior art keywords
acid
yields
pressure
perfluoroolefin
hot zone
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB15806/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB861271A publication Critical patent/GB861271A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
    • C07C17/363—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms by elimination of carboxyl groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A perfluorolefine is obtained by passing through a hot zone maintained at a temperature of 400 DEG C. to 650 DEG C. an aliphatic perfluoromono- or di-carboxylic acid or an aliphatic omega hydroperfluorocarboxylic acid, said acid containing at least 3 carbon atoms in the molecule, in vaporized form, in the presence of an excess by volume of an inert gaseous diluent and recovering the perfluorinated olefin. The perfluorocarboxylic acid is preferably one having the general formula F-CnF2nCOOH, n being an integer from 2 to 11 the resultant perfluoroolefin being of the formula F-Cn-2F2(n-2) CF=CF2. Specified gaseous diluents are nitrogen and carbon dioxide. In a preferred method of operation, a substantially anhydrous mixture of the acid and diluent is passed through a tube heated to the reaction temperature, preferably at hot zone contact times not exceeding five seconds, the reaction products are condensed in a cold trap and the perfluoroolefin separated by distillation. The tube may be made of stainless steel or steel lined with silver, platinum or other corrosion resistant metal and may, if desired, be filled with a refractory oxide. Atmospheric pressure or a higher or lower pressure may be used, but the pressure should not exceed the critical pressure of the acid at reaction temperature. Examples are given for the production of tetrafluoroethylene from perfluoropropionic acid, perfluoropropylene from perfluorobutyric acid, and perfluoroheptene-1 from perfluorooctanoic acid. Other perfluoroacids specified are perfluoro-isobutyric, -pentanoic, -heptanoic and -decanoic acids, perfluorosebacic acid which yields perfluorooctadiene 1,7,4-hydrohexafluorobutanoic acid which yields 3-hydropentafluoro propene-1 and 7-hydrododecafluoroheptanoic acid which yields 6-hydroundecafluorohexene-1. The products can be used to form perfluorinated polymers.
GB15806/59A 1958-05-12 1959-05-08 Improvements in the preparation of perfluoro-olefines Expired GB861271A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US734439A US2926203A (en) 1958-05-12 1958-05-12 Method for the preparation of perfluoroolefins

Publications (1)

Publication Number Publication Date
GB861271A true GB861271A (en) 1961-02-15

Family

ID=24951708

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15806/59A Expired GB861271A (en) 1958-05-12 1959-05-08 Improvements in the preparation of perfluoro-olefines

Country Status (4)

Country Link
US (1) US2926203A (en)
DE (1) DE1095811B (en)
FR (1) FR1223200A (en)
GB (1) GB861271A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108101735A (en) * 2017-10-19 2018-06-01 中南民族大学 A kind of method for being catalyzed perfluorocarboxylic acid degradation and preparing short-chain fluorine-containing alkene simultaneously

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5077447A (en) * 1990-09-28 1991-12-31 Henkel Research Corporation Process for making olefins

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2601536A (en) * 1950-05-08 1952-06-24 Minnesota Minning & Mfg Compan Production of tetrafluoroethylene from a salt of trifluoroacetic acid
US2668864A (en) * 1951-11-26 1954-02-09 Minnesota Mining & Mfg Process of making perfluoro olefins

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108101735A (en) * 2017-10-19 2018-06-01 中南民族大学 A kind of method for being catalyzed perfluorocarboxylic acid degradation and preparing short-chain fluorine-containing alkene simultaneously
CN108101735B (en) * 2017-10-19 2020-09-11 中南民族大学 Method for catalyzing degradation of perfluorocarboxylic acid compound and simultaneously preparing short-chain fluorine-containing olefin

Also Published As

Publication number Publication date
US2926203A (en) 1960-02-23
DE1095811B (en) 1960-12-29
FR1223200A (en) 1960-06-15

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