GB531956A - Improvements in and relating to synthetic resins and to articles made therefrom - Google Patents

Improvements in and relating to synthetic resins and to articles made therefrom

Info

Publication number
GB531956A
GB531956A GB13664/39A GB1366439A GB531956A GB 531956 A GB531956 A GB 531956A GB 13664/39 A GB13664/39 A GB 13664/39A GB 1366439 A GB1366439 A GB 1366439A GB 531956 A GB531956 A GB 531956A
Authority
GB
United Kingdom
Prior art keywords
vinyl
esters
methyl
acrylic
per cent
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
GB13664/39A
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.)
Norton Grinding Wheel Co Ltd
Original Assignee
Norton Grinding Wheel Co Ltd
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 Norton Grinding Wheel Co Ltd filed Critical Norton Grinding Wheel Co Ltd
Publication of GB531956A publication Critical patent/GB531956A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/14Methyl esters, e.g. methyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00Homopolymers 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
    • C08F20/62Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof

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)

Abstract

531,956. Synthetic resins; esters. NORTON GRINDING WHEEL CO., Ltd. May 8, 1939, No. 13664. Convention date, May 7, 1938.. [Class 2 (iii)] Glass-like, hard, transparent synthetic resin is prepared by polymerizing, by known methods, a mixture comprising wholly or largely monomeric methyl methacrylate and monomeric methacrylic acid. The methacrylic acid preferably amounts to 1-25 per cent. by volume of the monomeric ingredients, the maximum. useful amount being 30 per cent. An additional polymerizable substance or substances may be included in the mixture to modify the refractive index and/or dispersion value, e.g. acrylic or methacrylic acid esters of hydroxyquinolines, nitrophenols, chlorophenols or tripbenylmethyl carbinol ; styrene ; nitroethylene, and o,m, or p-nitrostyrene; reference is also made to a copolymer of vinyl chloride and vinyl acetate. A mixture of 20 per cent. methacrylic acid and 80 per cent. methyl methacrylate, by volume. with or without a catalyst, e.g. benzoyl chloride, held at 45-55‹C. for 1 to 2 days yields a solid, highly transparent product which may be formed into an optical body by casting or moulding, e.g in a polished mould. The product may also be shaped by grinding and polishing. Colour, e.g. for colour filters or protective glasses, may be imparted by employing resins which are naturally coloured or by the use of dyestuffs soluble in the monomer. The optical' properties are approximately proportional to the amount of added substance. Optical bodies made from the polymers may be combined with glass elements, e.g. for correcting chromatic aberration. Spectacle lenses may be secured to nose-pieces and bows of similar compounds. Specification 478,323 is referred to. The Specification as open to inspection under Sect. 91 includes the subject-matter of Specifications 532,022 and 533,497 and also the following matters-(a) copolymers of α-substituted allyl esters of acrylic acid and its homologues, or (b) polyhydric alcohol esters of acrylic acid and its homologues, with (1) derivatives of acrylic acid and α-substituted acrylic acids, (2) vinyl esters, (3) polymerizable substituted ethylenes, (4) mono-vinyl ketones, (5) monovinyl ethers or (6) mono-vinyl aldehydes, the following being specified-(a) α-substituted allyl esters of the formula where X may be hydrogen, methyl, ethyl or other alkyl or aryl groups, or halogen, and R may be alkyl or aryl, e.g. methyl, ethyl, propyl, butyl, alkyl, cyclohexyl, phenyl, tolyl or furyl ; (b) esters of ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, glycerol, pentaglycerol, pentaerythritol, trimethylolpropane and trimethylene glycol ; (1) methyl, ethyl, chlorethyl, isopropyl, ter-butyl, tertiary amyl, phenyl, benzyl, o-cresyl, cyclohexyl and p-cyclohexylphenyl acrylates and methacrylates or cresyl and methacryl amides or chlorides ; (2) vinyl-acetate, mono-, di- and trichloroacetates, propionate or butyrate ; (3) styrene, furyl ethylene, vinyl chloride and nitroethylene; (4) methyl vinyl, phenyl vinyl, isopropenyl methyl, and furyl vinyl ketones; (5) methyl vinyl ether and phenyl vinyl ether; (6) acrolein and α-methyl acrolein. α-substituted allyl esters of acrylic acid and its homologues are prepared by esterifying with the acrylic anhydride, the secondary alcohol obtained by addition of a Grignard reagent to acrolein, esterification being conducted in the presence of a polymerization inhibitor, e.g. pyrogallol or copper methacrylate and in the presence of a base, e.g. pyridine. Specified esters are α - triphenylmethyl-, a - triphenylphenyl- and α - diphenyl allyl methacrylates. This subject-matter does not appear in the Specification as accepted.
GB13664/39A 1938-05-07 1939-05-08 Improvements in and relating to synthetic resins and to articles made therefrom Expired GB531956A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US531956XA 1938-05-07 1938-05-07

Publications (1)

Publication Number Publication Date
GB531956A true GB531956A (en) 1941-01-15

Family

ID=21982545

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13664/39A Expired GB531956A (en) 1938-05-07 1939-05-08 Improvements in and relating to synthetic resins and to articles made therefrom

Country Status (2)

Country Link
FR (1) FR854414A (en)
GB (1) GB531956A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10150830B2 (en) 2014-02-10 2018-12-11 Ineos Styrolution Group Gmbh Methyl methacrylate vinylaromate copolymers
WO2019025709A1 (en) 2017-07-31 2019-02-07 Arkema France Composition comprising a copolymer comprising methyl methacrylate, (meth)acrylic acid and styrene monomers
WO2021198528A1 (en) 2020-04-02 2021-10-07 Ineos Styrolution Group Gmbh High darkness and high gloss dimensionally stable thermoplastic smma molding composition
WO2022112590A1 (en) 2020-11-30 2022-06-02 Ineos Styrolution Group Gmbh Uv resistant smma copolymers with low haze and high clarity
WO2023041510A1 (en) 2021-09-14 2023-03-23 Ineos Styrolution Group Gmbh Asa-copolymer compositions with increased transmittance and process for the preparation thereof
WO2023041512A1 (en) 2021-09-14 2023-03-23 Ineos Styrolution Group Gmbh High clarity and low haze uv stabilized styrene and methyl methacrylate copolymers
CN118290637A (en) * 2024-06-06 2024-07-05 丹阳奥尔帝光学眼镜有限公司 Method for manufacturing reinforced resin lens
WO2024184294A1 (en) 2023-03-06 2024-09-12 Ineos Styrolution Group Gmbh Terpolymer of methyl methacrylate, styrene and alpha-methyl styrene

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE874371C (en) * 1950-01-04 1953-04-23 Roehm & Haas G M B H Organic glass

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10150830B2 (en) 2014-02-10 2018-12-11 Ineos Styrolution Group Gmbh Methyl methacrylate vinylaromate copolymers
WO2019025709A1 (en) 2017-07-31 2019-02-07 Arkema France Composition comprising a copolymer comprising methyl methacrylate, (meth)acrylic acid and styrene monomers
US11634572B2 (en) 2017-07-31 2023-04-25 Trinseo Europe Gmbh Composition comprising a copolymer comprising methyl methacrylate, (meth)acrylic acid and styrene monomers
WO2021198528A1 (en) 2020-04-02 2021-10-07 Ineos Styrolution Group Gmbh High darkness and high gloss dimensionally stable thermoplastic smma molding composition
WO2022112590A1 (en) 2020-11-30 2022-06-02 Ineos Styrolution Group Gmbh Uv resistant smma copolymers with low haze and high clarity
WO2023041510A1 (en) 2021-09-14 2023-03-23 Ineos Styrolution Group Gmbh Asa-copolymer compositions with increased transmittance and process for the preparation thereof
WO2023041512A1 (en) 2021-09-14 2023-03-23 Ineos Styrolution Group Gmbh High clarity and low haze uv stabilized styrene and methyl methacrylate copolymers
WO2024184294A1 (en) 2023-03-06 2024-09-12 Ineos Styrolution Group Gmbh Terpolymer of methyl methacrylate, styrene and alpha-methyl styrene
CN118290637A (en) * 2024-06-06 2024-07-05 丹阳奥尔帝光学眼镜有限公司 Method for manufacturing reinforced resin lens

Also Published As

Publication number Publication date
FR854414A (en) 1940-04-15

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