GB778750A - Improvements in and relating to fluoro-olefines and their preparation - Google Patents

Improvements in and relating to fluoro-olefines and their preparation

Info

Publication number
GB778750A
GB778750A GB29426/55A GB2942655A GB778750A GB 778750 A GB778750 A GB 778750A GB 29426/55 A GB29426/55 A GB 29426/55A GB 2942655 A GB2942655 A GB 2942655A GB 778750 A GB778750 A GB 778750A
Authority
GB
United Kingdom
Prior art keywords
difluoro
difluoroallene
difluorostyrene
propene
cyano
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
GB29426/55A
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 GB778750A publication Critical patent/GB778750A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/19Halogenated dienes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/361Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms

Landscapes

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

Abstract

The invention comprises 1,1-difluoroallene and a process of preparing a difluoro-olefine which comprises pyrolysing, within the temperature range 600-100 DEG C., a tetrafluorocyclobutane containing from 4 to 17 carbon atoms and having the formula: <FORM:0778750/IV(b)/1> wherein R and R1 represent hydrogen or monovalent hydrocarbon radicals containing up to 8 carbon atoms and free from non-aromatic unsaturation or, when taken together, a divalent hydrocarbon radical whose two free valencies stem from the same carbon atom. The preferred temperature range for the reaction is 750-900 DEG C. Examples describe the production of b ,b - difluorostyrene (with some 1,2- and 2,3 - difluoronaphthalene), vinylidene fluoride and 1,1-difluoropropylene (with some tetrafluoroethylene), 1,1 - difluoroisobutylene, 2 - methyl - 3 - chloro - 3,3 - difluoro - propene - 1, 1,1 - difluoroallene, 1,2,3 - tribromo - 3,3 - difluoro - 1 - propene and 1,1 - difluoro-octene - 1. b ,b - Difluorostyrene can be reacted with potassium cyanide to form b -cyano-b -fluorostyrene. 1,1-Difluoroallene can be reacted with acrylonitrile to form 1-methylene-3-cyano-4,4-difluorocyclobutene. The 1,1-difluoro-olefines may be hydrogenated to form the corresponding saturated difluoro compounds.
GB29426/55A 1954-10-29 1955-10-14 Improvements in and relating to fluoro-olefines and their preparation Expired GB778750A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US778750XA 1954-10-29 1954-10-29

Publications (1)

Publication Number Publication Date
GB778750A true GB778750A (en) 1957-07-10

Family

ID=22140556

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29426/55A Expired GB778750A (en) 1954-10-29 1955-10-14 Improvements in and relating to fluoro-olefines and their preparation

Country Status (4)

Country Link
US (1) US2733278A (en)
DE (1) DE1071692B (en)
FR (1) FR1140390A (en)
GB (1) GB778750A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19522167B4 (en) * 1994-06-20 2007-05-10 Merck Patent Gmbh 1,2-Difluoronaphthalene derivatives and their use in liquid crystalline mixtures

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2874166A (en) * 1953-08-14 1959-02-17 Du Pont Fluoro-olefins and process for preparing them
US2956988A (en) * 1955-12-15 1960-10-18 Du Pont Copolymers of 1, 1-difluoroisobutylene
US2945896A (en) * 1956-02-29 1960-07-19 Research Corp Fluoroisoprenes
US2925432A (en) * 1956-10-12 1960-02-16 Du Pont 4, 4-difluoro-3-buten-1-yne and metal salts thereof
US2964507A (en) * 1956-12-17 1960-12-13 Du Pont 1, 1-difluoro-2-methylene-3-difluoromethylene cyclobutane and polymers thereof
US3185736A (en) * 1960-05-31 1965-05-25 Du Pont 1, 1-diaryl-2, 2, 3, 3-tetrafluoro-4, 4-dihalocyclobutanes
NL295802A (en) * 1962-08-24
US3513206A (en) * 1963-08-12 1970-05-19 Us Navy Synthesis of alpha-hydroheptafluorostyrene and improved synthesis of octafluorostyrene
US3345420A (en) * 1963-12-13 1967-10-03 Union Carbide Corp 1, 1, 3, 3-tetrahalo-2, 2, 4, 4-tetramethylcyclobutanes
US3996301A (en) * 1972-09-22 1976-12-07 Phillips Petroleum Company Producing vinylidene fluoride substantially free from tetrafluoroethylene
US4818513A (en) * 1987-12-21 1989-04-04 Ppg Industries, Inc. Separation of hydrogen fluoride from 1,1-difluoroethene
US4967022A (en) * 1989-11-29 1990-10-30 E. I. Du Pont De Nemours And Company Process for fluorinated allenes

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2617836A (en) * 1951-04-18 1952-11-11 Minnesota Mining & Mfg Production of olefinic c4f8

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19522167B4 (en) * 1994-06-20 2007-05-10 Merck Patent Gmbh 1,2-Difluoronaphthalene derivatives and their use in liquid crystalline mixtures

Also Published As

Publication number Publication date
FR1140390A (en) 1957-07-19
US2733278A (en) 1956-01-31
DE1071692B (en) 1959-12-24

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