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GB470397A - Esters of methacrylic acid and their manufacture - Google Patents

Esters of methacrylic acid and their manufacture

Info

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
Application number
GB92236A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to GB92236A priority Critical patent/GB470397A/en
Publication of GB470397A publication Critical patent/GB470397A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54Acrylic 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.
GB92236A 1936-01-10 1936-01-10 Esters of methacrylic acid and their manufacture Expired GB470397A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (5)

* Cited by examiner, † Cited by third party
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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