GB630632A - New polymerisable compositions and polymers thereof - Google Patents
New polymerisable compositions and polymers thereofInfo
- Publication number
- GB630632A GB630632A GB13636/47A GB1363647A GB630632A GB 630632 A GB630632 A GB 630632A GB 13636/47 A GB13636/47 A GB 13636/47A GB 1363647 A GB1363647 A GB 1363647A GB 630632 A GB630632 A GB 630632A
- Authority
- GB
- United Kingdom
- Prior art keywords
- esters
- mixture
- methacrylic
- glycols
- acid
- 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
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C13/00—Details of vessels or of the filling or discharging of vessels
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- 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
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/10—Esters
- C08F22/1006—Esters of polyhydric alcohols or polyhydric phenols, e.g. ethylene glycol dimethacrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Copolymers are prepared by the polymerization of the methacrylic di-esters of a mixture of glycols having the general formula HO-(CH2-CH2-O)nH, where n is an integer generally from 1 to 20, said mixture of glycols having an average molecular weight between 185 and 275 and preferably between 185 and 215. The comonomeric compositions are prepared by esterification of an appropriate mixture of the glycols with the acid (see Group IV (b)) or by mixing the performed esters. Polymerization may be effected by the action of heat, light, ozone, peroxy compounds and the like and in bulk, aqueous dispersion or emulsion or in a suitable solvent. Prior to polymerization, there may be added to the mixture other monomers or their polymers or copolymers such as acrylic and alkacrylic esters, for example methylacrylate, methyl-, ethyl- and butyl-methacrylate and methyl ethacrylate, and their derivatives; vinyl esters, for example vinyl acetate; vinyl halides, for example vinyl chloride and vinyl ester-halides; and cellulose derivatives, for example cellulose nitrate and acetate; also pigments, dyes, fillers, polymerization inhibitors and activators and solvents. The comonomer compositions may be cast into shaped articles possessing high heat distortion temperatures; they may be used in the construction of shoe stiffeners and to form scratch-resistant surface coatings on optical pieces; also they yield laminating and bonding compositions for bonding plywood and fibrous materials, e.g. glass fibres. In examples: (1) methacrylic di-esters of a mixture of polyethylene glycols (average M.W. 200) are heated with benzoyl peroxide to form a hard transparent copolymer; (2) a 50 : 50 mixture of the methacrylic di-esters of diethylene glycol and of a mixture of polyethylene glycols (average M.W. 400) is polymerized in a glass cell by means of heat in the presence of benzoyl peroxide. The properties of the resulting sheet are compared with those of sheets obtained similarly from the methacrylic di-esters of diethylene glycol and of mixtures of polyethylene glycols having average molecular weights of 180, 281, 324 and 400 respectively. Specification 423,790 is referred to.ALSO:Methacrylic di-esters are prepared by reacting a mixture of glycols having the formula HO-(CH2-CH2-O)nH, wherein n is an integer generally from 1 to 20, said mixture of glycols having an average molecular weight between 185 and 270, with methacrylic acid using the proportions to yield di-esters. The reaction may be carried out in a hydrocarbon solution using for example, benzene, hexane, heptane, toluene or methyl cyclohexane, in the presence of an acid catalyst such as sulphuric acid or p-toluene sulphonic acid and a polymerization inhibitor, for example hydroquinone, resorcinol or pyrogallol. If desired, the solution may be treated with activated carbon and a filter aid to remove resinous material and improve the colour. The mixture of esters, which may also be made by mixing preformed esters, may be polymerized to a co-polymer (see Group IV (a)). In an example, a mixture of polyethylene glycols of average molar weight 200\sB15 is heated with methacrylic acid in benzene solution in presence of sulphuric acid and hydroquinone in a flask equipped for removal of the water of esterification and return of the benzene carrier and the reaction product is worked up by aqueous sodium hydroxide and water washing and distillation to remove solvent so yielding a comonomeric mixture of methacrylic di-esters of the glycols. Specification 423,790 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US630632XA | 1946-05-21 | 1946-05-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB630632A true GB630632A (en) | 1949-10-18 |
Family
ID=22046670
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13636/47A Expired GB630632A (en) | 1946-05-21 | 1947-05-21 | New polymerisable compositions and polymers thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB630632A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4295762A (en) * | 1979-02-21 | 1981-10-20 | Nalco Chemical Company | Grouting-soil conditioning systems using polyoxyethylene diacrylates |
EP0331845A2 (en) * | 1988-03-07 | 1989-09-13 | Hoechst Celanese Corporation | Accelerated preparation of acrylate esters |
-
1947
- 1947-05-21 GB GB13636/47A patent/GB630632A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4295762A (en) * | 1979-02-21 | 1981-10-20 | Nalco Chemical Company | Grouting-soil conditioning systems using polyoxyethylene diacrylates |
EP0331845A2 (en) * | 1988-03-07 | 1989-09-13 | Hoechst Celanese Corporation | Accelerated preparation of acrylate esters |
EP0331845A3 (en) * | 1988-03-07 | 1991-06-05 | Hoechst Celanese Corporation | Accelerated preparation of acrylate esters |
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