GB703435A - Improvements in or relating to fluorinated acrylates and polymers thereof - Google Patents
Improvements in or relating to fluorinated acrylates and polymers thereofInfo
- Publication number
- GB703435A GB703435A GB11540/51A GB1154051A GB703435A GB 703435 A GB703435 A GB 703435A GB 11540/51 A GB11540/51 A GB 11540/51A GB 1154051 A GB1154051 A GB 1154051A GB 703435 A GB703435 A GB 703435A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- chloride
- acrylates
- polymers
- alcohol
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention comprises polymers of 1, 1-dihydroperfluoroacrylates of formula CH2: CHCOOCH2CnF2n + 1 where n is 3-9. Polymerisation of the monomer may be effected with catalysts such as benzyl peroxides or potassium persulphate the latter being used in aqueous emulsion polymerization. The polymers may be plasticized with alkyl esters of fluorocarbon acids and 1, 1-dihydroperfluoroalkyl alcohols c.f. Specification 703,434, and their esters. Mixtures of the monomers may be polymerized. Heteropolymers are obtained by copolymerizing the above acrylates with polymerizable monomers such as styrene, acrylonitrile, butadiene, isoprene and fluorocarbon vinyl esters. Compounding agents, e.g., carbon black and zinc oxide may be present. In examples (1) 1, 1-dihydroheptafluorobutyl and (2) 1, 1-dihydroundecafluorohexyl acrylates are polymerized in the presence of benzyl peroxide.ALSO:The invention comprises 1, 1-dihydroperfluoroacrylates of formula CH2 : CH COO CH2 Cn F2 n + 1 where n is 3 to 9. The normal acrylates in which n is 3 to 9 are specified. They are preferably made by reacting the acid chloride of acrylic acid with the desired fluorinated alcohol in the presence of barium chloride. In Examples (1) 1, 1-dihydroheptafluorobutyl alcohol and (2) 1, 1-dihydroundecafluorohexyl alcohol are treated with acrylyl chloride in the presence of barium chloride and hydroquinone to yield the corresponding ester. The alcohols used as starting materials may be made by reduction of the corresponding acid or acid chloride with lithium aluminium hydride or by the catalytic hydrogenation of an alkyl ester of the acid using a copper chromium oxide catalyst at elevated temperature and high pressure as in Specification 703,434.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US703435XA | 1950-05-26 | 1950-05-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB703435A true GB703435A (en) | 1954-02-03 |
Family
ID=22094716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11540/51A Expired GB703435A (en) | 1950-05-26 | 1951-05-17 | Improvements in or relating to fluorinated acrylates and polymers thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB703435A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3248260A (en) * | 1961-08-22 | 1966-04-26 | Du Pont | Interpolymers of nu-methylol acrylamides and compositions containing same |
| US3282905A (en) * | 1961-05-03 | 1966-11-01 | Du Pont | Fluorine containing esters and polymers thereof |
| US3954683A (en) * | 1971-10-28 | 1976-05-04 | Ceskoslovenska Akademie Ved | 1,2,2,2-Tetrachlorethyl acrylate and methacrylate polymers and copolymers |
| US4043965A (en) * | 1972-05-01 | 1977-08-23 | Colgate-Palmolive Company | Copolymer of acrylic acid and 1,1-dihydroperfluorooctyl methacrylate useful for applying non-permanent soil release finish |
-
1951
- 1951-05-17 GB GB11540/51A patent/GB703435A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3282905A (en) * | 1961-05-03 | 1966-11-01 | Du Pont | Fluorine containing esters and polymers thereof |
| US3248260A (en) * | 1961-08-22 | 1966-04-26 | Du Pont | Interpolymers of nu-methylol acrylamides and compositions containing same |
| US3954683A (en) * | 1971-10-28 | 1976-05-04 | Ceskoslovenska Akademie Ved | 1,2,2,2-Tetrachlorethyl acrylate and methacrylate polymers and copolymers |
| US4043965A (en) * | 1972-05-01 | 1977-08-23 | Colgate-Palmolive Company | Copolymer of acrylic acid and 1,1-dihydroperfluorooctyl methacrylate useful for applying non-permanent soil release finish |
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