GB742083A - Process for producing fluoroalkyl vinyl ethers and compounds resulting therefrom - Google Patents

Process for producing fluoroalkyl vinyl ethers and compounds resulting therefrom

Info

Publication number
GB742083A
GB742083A GB13903/53A GB1390353A GB742083A GB 742083 A GB742083 A GB 742083A GB 13903/53 A GB13903/53 A GB 13903/53A GB 1390353 A GB1390353 A GB 1390353A GB 742083 A GB742083 A GB 742083A
Authority
GB
United Kingdom
Prior art keywords
ether
vinyl ether
give
methyl
fluorine substituted
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
GB13903/53A
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.)
Airco Inc
Original Assignee
Air Reduction Co Inc
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 Air Reduction Co Inc filed Critical Air Reduction Co Inc
Publication of GB742083A publication Critical patent/GB742083A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
    • C07C43/02Ethers
    • C07C43/03Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14Unsaturated ethers
    • C07C43/17Unsaturated ethers containing halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Fluoroalkyl vinyl ethers of the formula <FORM:0742083/IV(a)/1> where R is H or methyl and R1 is a fluorine substituted alkyl radical are polymerized to form resins useful in making coatings and films. Specified monomers are trifluoroisopropyl, 2,2,2-trifluoroethyl, 2,2,3,3,3-pentafluoropropyl and 2,2,3,3,4,4,4 - heptafluorobutyl vinyl ethers.ALSO:The invention comprises fluoroalkyl vinyl ethers of the formula <FORM:0742083/IV(a)/1> in which R represents methyl or H, and R1 represents fluorine substituted methyl, or a fluorine substituted alkyl radical having at least two carbon atoms. These are prepared by reacting a fluoralkanol with acetylene at elevated temperature and under pressure in the presence of a corresponding alkali metal fluoroalkanolate. Preferably the fluoralkanol is treated with an alkali metal in a solvent such as ether, and after removal of the ether, the resulting mixture is vinylated with acetylene. The alkali metal hydroxides may also be used to produce the fluoroalkanolates but the water thus introduced must be removed prior to vinylation. The products find use as inhalant anaesthetics, solvents and intermediates. They may be subjected to bromination to form bromine addition products or may be polymerized. In examples (1) trifluoroisopropanol is added to a suspension of potassium in ether, the mixture is charged into a bomb, after removal of ether, heated to 150 DEG and acetylene is introduced under pressure to give trifluoroisopropyl vinyl ether, on fractional distillation; (2) 2,2,2-trifluoroethanol is reacted as in (1) to give 2,2,2-trifluoroethyl vinyl ether; (3) 2,2,3,3,3-pentafluoro propanol is reacted as in (1) to give 2,2,3,3,3-pentafluoropropyl vinyl ether; (4) 2,2,3,3,4,4,4-heptafluorobutanol is similarly treated to give 2,2,3,3,4,4,4-heptafluorobutyl vinyl ether. Specification 703,434 is referred to.ALSO:An inhalant anaesthetic composition comprises 2, 2, 2 trifluoroethyl vinyl ether in admixture with oxygen. Trifluoroisopropyl vinyl ether and other compounds of the formula <FORM:0742083/VI/1> where R is H or methyl and R1 is a fluorine substituted alkyl radical, may also be used.
GB13903/53A 1952-05-28 1953-05-18 Process for producing fluoroalkyl vinyl ethers and compounds resulting therefrom Expired GB742083A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US742083XA 1952-05-28 1952-05-28

Publications (1)

Publication Number Publication Date
GB742083A true GB742083A (en) 1955-12-21

Family

ID=22118324

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13903/53A Expired GB742083A (en) 1952-05-28 1953-05-18 Process for producing fluoroalkyl vinyl ethers and compounds resulting therefrom

Country Status (1)

Country Link
GB (1) GB742083A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4954588A (en) * 1988-09-10 1990-09-04 Daikin Industries Ltd. Novel fluorine-containing non-crystalline copolymer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4954588A (en) * 1988-09-10 1990-09-04 Daikin Industries Ltd. Novel fluorine-containing non-crystalline copolymer

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