GB1101049A - Unsaturated fluorocarbon esters and polymers thereof - Google Patents
Unsaturated fluorocarbon esters and polymers thereofInfo
- Publication number
- GB1101049A GB1101049A GB2227466A GB2227466A GB1101049A GB 1101049 A GB1101049 A GB 1101049A GB 2227466 A GB2227466 A GB 2227466A GB 2227466 A GB2227466 A GB 2227466A GB 1101049 A GB1101049 A GB 1101049A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- formula
- compositions
- water
- esters
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/40—Halogenated unsaturated alcohols
- C07C33/42—Halogenated unsaturated alcohols acyclic
- C07C33/423—Halogenated unsaturated alcohols acyclic containing only double bonds as unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/22—Esters containing halogen
- C08F20/24—Esters containing halogen containing perhaloalkyl radicals
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
Abstract
Compounds of the general formula Rt-CH = CH-(CH2)m-O-CO-(CH2)n -CR = CH2 wherein Rt is a C3- 21 perfluoroalkyl group, R i H or CH3, m is 1-10 and n is 0-10, may be homopolymerized, or copolymerized with other ethylenic monomers such as acrylic and methacrylic acids and esters thereof, vinyl esters of aliphatic acids, styrene and substituted styrenes, halogenated vinyl or vinylidene compounds, allyl esters of aliphatic acids, vinyl alkyl ketones, methacrylamide, acrylamide and N-substituted derivatives thereof, dienes and fluorinated unsaturated esters. The polymerisation may be performed by bulk, emulsion, solution or suspension techniques using free-radical catalysts, such as peroxides, hydroperoxides, peroxy esters, per-salts and azo-compounds, ultraviolet rays or ionizing radiations. Emulsion polymerization is preferred using emulsifiers, such as soaps, sulphates, perfluoroalkanoates, sulphonates, quaternary ammonium salts and ethylene oxide condensates, and the aqueous emulsions resulting from such processes may be employed, either as such or after dilution or concentration and/or the addition of stabilizers, pH adjusters or oil or water-repellent compounds, as compositions for use in rendering solid articles oil- and water-repellent. Other compositions for this purpose may comprise the polymers in organic solvent solutions or in self-pressurized sprayable products. The polymers are suitable as water- and oil-repellents.ALSO:Aerosol compositions comprise an organic solvent solution of a homopolymer or copolymer containing units of the formula <FORM:1101049/C4-C5/1> wherein RF is a C3- 21 perfluoroalkyl group, R is H or CH31 m is 1-10 and n is 0-10, plus a propellant, such as CHFCl2, CFCl3 or C2F4Cl2.ALSO:The invention comprises compounds of the general formula <FORM:1101049/C2/1> wherein Rf is a C3- 21 perfluoroalkyl group, R is H or CH3, m is 1-10 and n is 0-10. The compounds may be prepared by dehydrohalogenating a compound of the formula RfCH2CHX(CH2)mOH (2) and esterifying the resultant unsaturated alcohol with a compound of the formula CH2=CR(CH2)nCOY (3) or by esterification of the compounds of Formula 2 with the compounds of Formula 3 followed by dehydrohalogenation of the resul ting ester, X being Br or Cl and Y being halogen, -OH and -OR1 where R1 is C1- 5 alkyl. The following preparations of starting materials and intermediates are described <FORM:1101049/C2/2>ALSO:Woven or knitted fabrics, paper, felt, fibreboard, of cellulose, cotton, wool, polyamides, polyesters, polyacrylonitrile, cellulose acetate, or propionate, leather, glass, and asbestos, are coated with compositions containing homopolymers or copolymers containing units of the formula: <FORM:1101049/B1-B2/1> where in Rt is a C3-21 perfluoralkyl group, R is H or CH3, m is 1-10 and n is 0-10. The compositions may be in the form of aqueous emulsions, organic solvent solutions or self-pressurized sprayable products, may contain stabilisers, pH adjusters and/or other water-or oil-repellent compounds and may be applied by painting, dipping or spraying.ALSO:Solid materials may be rendered water- and oil-repellent by the application thereto of compositions containing homopolymers or copolymers containing units of the formula: <FORM:1101049/D1-D2/1> wherein Rt is a C3-21 perfluoroalkyl group, R is H or CH3, m is 1-10 and n is 0-10. The compositions may be in the form of aqueous emulsions, organic solvent solutions or self-pressurized sprayable products, may contain stabilisers, pH adjusters and/or other water-or oilrepellent compounds and may be applied by painting, dipping or spraying. The materials treated may be leathers, asbestos, or woven fabrics, knitted fabrics, papers, fibreboards or felts made of natural, semi-synthetic or fully synthetic fibres.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2997665 | 1965-05-20 | ||
JP2997565 | 1965-05-20 | ||
JP2997765 | 1965-05-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1101049A true GB1101049A (en) | 1968-01-31 |
Family
ID=27286792
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2227466A Expired GB1101049A (en) | 1965-05-20 | 1966-05-19 | Unsaturated fluorocarbon esters and polymers thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1101049A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0251262A2 (en) * | 1986-07-04 | 1988-01-07 | Hoechst Aktiengesellschaft | Process for the preparation of perfluoroalkenols |
FR2604703A1 (en) * | 1986-10-06 | 1988-04-08 | Central Glass Co Ltd | PROCESS FOR THE PREPARATION OF POLYFLUOROENOLATES |
US20150182896A1 (en) * | 2009-12-22 | 2015-07-02 | Hollingsworth & Vose Company | Filter media and articles including dendrimers and/or other components |
-
1966
- 1966-05-19 GB GB2227466A patent/GB1101049A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0251262A2 (en) * | 1986-07-04 | 1988-01-07 | Hoechst Aktiengesellschaft | Process for the preparation of perfluoroalkenols |
US4754082A (en) * | 1986-07-04 | 1988-06-28 | Hoechst Aktiengesellschaft | Process for the preparation of perfluoroalkylalkenols |
EP0251262A3 (en) * | 1986-07-04 | 1989-08-09 | Hoechst Aktiengesellschaft | Process for the preparation of perfluoroalkenols |
FR2604703A1 (en) * | 1986-10-06 | 1988-04-08 | Central Glass Co Ltd | PROCESS FOR THE PREPARATION OF POLYFLUOROENOLATES |
DE3733792A1 (en) * | 1986-10-06 | 1988-04-14 | Central Glass Co Ltd | METHOD FOR PRODUCING POLYFLUORENOLATES |
US20150182896A1 (en) * | 2009-12-22 | 2015-07-02 | Hollingsworth & Vose Company | Filter media and articles including dendrimers and/or other components |
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