GB606716A - New polymerisable materials and polymers thereof - Google Patents
New polymerisable materials and polymers thereofInfo
- Publication number
- GB606716A GB606716A GB148/46A GB14846A GB606716A GB 606716 A GB606716 A GB 606716A GB 148/46 A GB148/46 A GB 148/46A GB 14846 A GB14846 A GB 14846A GB 606716 A GB606716 A GB 606716A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mixed
- polymerized
- benzoyl peroxide
- product
- products
- 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
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Polymerizable esters of the formula (CH2 = CX.CO.O.R.O.CO.O)2Z (where Z and R are divalent organic radicals and X is hydrogen, halogen, or methyl, and the embodiments of R and X may differ in the groups substituent to Z) (see Group IV (b)) may be polymerized in presence of a polymerization catalyst, and for this purpose they may be mixed with other unsaturated substances which copolymerize or polymerize simultaneously, e.g. di-(allyl glycollyl) succinate, glycol dimethacrylate, methyl or butyl methacrylate, vinyl chloride, vinyl acetate, styrene, maleic anhydride, or polyesters of maleic or fumaric acid and dihydric alcohols. Dyes, pigments, fillers, reinforcing materials and thermoplastic polymers may also be incorporated when the products are polymerized. The products may be used to bind fibrous materials by polymerization, as in producing laminated products, or they may be polymerized in casting cells, and for these purposes they may be mixed with polymeric substances, e.g. polymethylmethacrylate. Examples describe the reaction of methacryloxy ethyl chloroformate in presence of trichlorethylene and ammonia with (1) ethylene glycol, (2) diethylene glycol, and (3) pentane diol. In further examples, (4) the product of (1) is mixed with butyl methacrylate and benzoyl peroxide and used to bind sheets of canvas; (6) the product of (2) is mixed with benzoyl peroxide and polymerized in a glass cell; (7) the product of example (3) is mixed with benzoyl peroxide and used to bind sheets of kraft paper.ALSO:Polymerizable esters of the formula (CH2 = CX.CO.O.R.O.CO.O)2Z (where Z and R are divalent organic radicals and X is hydrogen, halogen, or methyl, and the embodiments of R and X may differ in the groups substituent to Z) are made by reacting a dihydric alcohol with one or more chloroformates of half esters of dihydric alcohols and acrylic, methacrylic, or alpha-haloacrylic acid. The half-esters referred to are prepared from the acrylic acid or its chloride, anhydride or ester, and a dihydric alcohol, or from a salt and a chlorhydrin, in presence of a polymerisation inhibitor such as hydroquinone disulphonic acid (see Specification 606,685); an equimolecular proportion of acrylic acid or derivative is added portion-wise when the ester is prepared from a dihydric alcohol, the water being removed as formed by azeotropic distillation using, e.g., benzene or trichlorethylene. The chloroformates are made from these half-esters by reaction with phosgene. The final reaction is carried out in presence of a liquid or gaseous base, e.g., ammonia or pyridine, at room temperature; a polymerization inhibitor may be present. The use of a solid base, e.g. sodium carbonate or lime, makes necessary higher temperatures. Solvent is removed by distillation under reduced pressure, and the reaction is preferably carried out in glass or enamel-lined vessels. The products may be polymerized in presence of a polymerization catalyst, and for this purpose they may be mixed with other unsaturated substances which co-polymerize or polymerize simultaneously, e.g. di-(allyl glycollyl)succinate, glycol dimethacrylate, methyl or butyl methacrylate, vinyl chloride, vinyl acetate, styrene, maleic anhydride, or polyesters of maleic or fumaric acid and dihydric alcohols. Dyes, pigments, fillers, reinforcing materials and thermoplastic polymers may also be incorporated when the products are polymerized. The products may be used to bind fibrous materials by polymerization, as in producing laminated products, or they may be polymerised in casting cells, and for these purposes they may be mixed with polymeric substances, e.g. polymethylmethacrylate. Examples describe the reaction of methacryloxy ethyl chloroformate in presence of trichlorethylene and ammonia with (1) ethylene glycol, (2) diethylene glycol, and (3) pentane diol. In further examples: (4) the product of (1) is mixed with benzoyl peroxide and butyl methacrylate and used to bind sheets of glass fibre cloth; (5) the product of (1) is mixed with butyl methacrylate and benzoyl peroxide and used to bind sheets of canvas; (6) the product of (2) is mixed with benzoyl peroxide and polymerized in a glass cell; (7) the product of example (3) is mixed with benzoyl peroxide and used to bind sheets of kraft paper.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB148/46A GB606716A (en) | 1946-01-02 | 1946-01-02 | New polymerisable materials and polymers thereof |
FR937646D FR937646A (en) | 1946-01-02 | 1946-12-26 | New polymerisable and leerisable materials and their polymers |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB148/46A GB606716A (en) | 1946-01-02 | 1946-01-02 | New polymerisable materials and polymers thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB606716A true GB606716A (en) | 1948-08-19 |
Family
ID=9699255
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB148/46A Expired GB606716A (en) | 1946-01-02 | 1946-01-02 | New polymerisable materials and polymers thereof |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR937646A (en) |
GB (1) | GB606716A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3619260A (en) * | 1969-06-02 | 1971-11-09 | Ppg Industries Inc | Polymerization of bis-(acryloxyalkyl) carbonates |
US3716571A (en) * | 1969-07-02 | 1973-02-13 | Inst Khim Fiz An Sssr | Oligocarbonate acrylates and a process for producing the same |
US4144262A (en) | 1977-10-05 | 1979-03-13 | Ppg Industries, Inc. | Triallyl carbonate monomers |
-
1946
- 1946-01-02 GB GB148/46A patent/GB606716A/en not_active Expired
- 1946-12-26 FR FR937646D patent/FR937646A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3619260A (en) * | 1969-06-02 | 1971-11-09 | Ppg Industries Inc | Polymerization of bis-(acryloxyalkyl) carbonates |
US3716571A (en) * | 1969-07-02 | 1973-02-13 | Inst Khim Fiz An Sssr | Oligocarbonate acrylates and a process for producing the same |
US4144262A (en) | 1977-10-05 | 1979-03-13 | Ppg Industries, Inc. | Triallyl carbonate monomers |
Also Published As
Publication number | Publication date |
---|---|
FR937646A (en) | 1948-08-23 |
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