GB470397A - Esters of methacrylic acid and their manufacture - Google Patents
Esters of methacrylic acid and their manufactureInfo
- Publication number
- GB470397A GB470397A GB92236A GB92236A GB470397A GB 470397 A GB470397 A GB 470397A GB 92236 A GB92236 A GB 92236A GB 92236 A GB92236 A GB 92236A GB 470397 A GB470397 A GB 470397A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methacrylate
- heated
- resorcinyl
- phenol
- cyclohexylphenyl
- 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
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Methacrylic acid esters of phenols, e.g. phenyl, o-cresyl, resorcinyl, p-cyclohexylphenyl, a - and b -naphthyl and hydroquinyl methacrylates and homologous methacrylates, the mono- and polymethacrylates of the mono-and polyhydric phenols such as resorcinol, catechol, pyrogallol, phloroglucinol, the di- or polyhydroxynaphthols and naphthalenes, thymol, diphenylolpropane and diphenylolnaphthane, are manufactured by reacting a lower ester of methacrylic acid with a phenol in the presence of an ester-interchange catalyst, or by reacting a phenol with a methacrylyl halide. In examples: (1) methacrylyl chloride is heated with o-cresol to produce o-cresyl methacrylate; (2) phenol similarly yields phenyl methacrylate; (3) p-cyclohexylphenol similarly yields p - cyclohexylphenyl methacrylate; (4) resorcinol similarly yields resorcinyl dimethacrylate. Polymerization products are manufactured by polymerizing the esters described above by the processes described in Specifications 465,789 and 467,900, if desired with the addition of the modifying agents ennumerated therein. The polymers, interpolymers, mixed polymers and syrupy partial polymerization products may be employed for the purposes set out in the said Specifications. In examples: (5) phenyl methacrylate is heated in acetone solution with benzoyl peroxide, and the polymer is precipitated by addition of gasoline or other non-solvent for the polymer; the product is moulded to a disc; (6) p-cyclohexylphenyl methacrylate is heated in methanol solution with benzoyl peroxide, and the product is moulded to a disc; (7) resorcinyl dimethacrylate is heated alone to 100 DEG C. Specification 15271/14, [Class 2 (iii)], also is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB92236A GB470397A (en) | 1936-01-10 | 1936-01-10 | Esters of methacrylic acid and their manufacture |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB92236A GB470397A (en) | 1936-01-10 | 1936-01-10 | Esters of methacrylic acid and their manufacture |
Publications (1)
Publication Number | Publication Date |
---|---|
GB470397A true GB470397A (en) | 1937-08-10 |
Family
ID=9712866
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB92236A Expired GB470397A (en) | 1936-01-10 | 1936-01-10 | Esters of methacrylic acid and their manufacture |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB470397A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3157709A (en) * | 1959-05-08 | 1964-11-17 | Hooker Chemical Corp | Composition comprising a polyester and a monoester of a dihydroxy-substituted benzophenone |
FR3041633A1 (en) * | 2015-09-25 | 2017-03-31 | Michelin & Cie | ESTERIFIED COMPOUND TO PREVENT EARLY RETICULATION OF A PHENOL ALDEHYDE RESIN |
US10590225B2 (en) | 2015-09-25 | 2020-03-17 | Compagnie Generale Des Etablissements Michelin | Use of a silylated aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition |
US10711132B2 (en) | 2015-09-25 | 2020-07-14 | Compagnie Generale Des Etablissements Michelin | Use of an esterified aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition |
US10711131B2 (en) | 2015-09-25 | 2020-07-14 | Compagnie Generale Des Etablissements Michelin | High-strength rubber composition comprising an aromatic polyphenol derivative |
-
1936
- 1936-01-10 GB GB92236A patent/GB470397A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3157709A (en) * | 1959-05-08 | 1964-11-17 | Hooker Chemical Corp | Composition comprising a polyester and a monoester of a dihydroxy-substituted benzophenone |
FR3041633A1 (en) * | 2015-09-25 | 2017-03-31 | Michelin & Cie | ESTERIFIED COMPOUND TO PREVENT EARLY RETICULATION OF A PHENOL ALDEHYDE RESIN |
US10590225B2 (en) | 2015-09-25 | 2020-03-17 | Compagnie Generale Des Etablissements Michelin | Use of a silylated aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition |
US10711132B2 (en) | 2015-09-25 | 2020-07-14 | Compagnie Generale Des Etablissements Michelin | Use of an esterified aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition |
US10711131B2 (en) | 2015-09-25 | 2020-07-14 | Compagnie Generale Des Etablissements Michelin | High-strength rubber composition comprising an aromatic polyphenol derivative |
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