GB853886A - Improvements relating to methacrylate polymers - Google Patents

Improvements relating to methacrylate polymers

Info

Publication number
GB853886A
GB853886A GB29971/58A GB2997158A GB853886A GB 853886 A GB853886 A GB 853886A GB 29971/58 A GB29971/58 A GB 29971/58A GB 2997158 A GB2997158 A GB 2997158A GB 853886 A GB853886 A GB 853886A
Authority
GB
United Kingdom
Prior art keywords
methacrylate
toluene
ammonia
monoamine
copolymers
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
GB29971/58A
Inventor
Jules Blake
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 GB29971/58A priority Critical patent/GB853886A/en
Publication of GB853886A publication Critical patent/GB853886A/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
    • C08F8/00Chemical modification by after-treatment
    • C08F8/30Introducing nitrogen atoms or nitrogen-containing groups
    • 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
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F220/36Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (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
    • C08F2800/00Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages

Landscapes

  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Paints Or Removers (AREA)

Abstract

Copolymers of methyl methacrylate are prepared having a relative viscosity of 1,117 to 1,196 and containing in the polymer chain the radical: <FORM:0853886/IV(a)/1> wherein in one R is a hydroxyl group and the other R is an amino residue of ammonia or a monoamine bonded through amino nitrogen, the radical, exclusive of amino residue, constituting 0,2% to 3% by weight of the polymer. The copolymers may be prepared either (1) by copolymerizing methyl methacrylate, glycidyl methacrylate and if desired another ethylenically unsaturated monomer inert towards the above radical, e.g. methyl acrylate, ethyl, propyl and butyl acrylates and methacrylates, lauryl methacrylate, acrylonitrile, vinyl acetate and styrene, and reacting the resulting copolymer with ammonia or a monoamine, or (2) reacting the glycidyl methacrylate with ammonia or a monoamine before the copolymerization and omitting the subsequent amination. The copolymerization and amination take place for a time and under conditions such that a polymer of the desired viscosity is produced, e.g. as described in Specifications 763,158 and 807,895. The examples describe the preparation of copolymers by a solution polymerization process employing benzoyl peroxide or azobisisobutyronitrile as a catalyst. Monoamines specified are dimethylamine, methylethylamine, ethylamine, ethanolamine, diethanolamine, t-butylamine and t-octylamine. The copolymers are used for coating purposes in the form of solutions in solvents such as toluene, toluene-methyl ethyl ketone-butanol, toluene-isopropyl alcohol and toluene-acetone-isopropyl alcohol. Specification 853,885 also is referred to.ALSO:Amino-hydroxypropyl methacrylates are made by reacting ammonia or a monoamine with glycidyl methacrylate, amines specified being ethylamine, t-butylamine, t-octylamine, ethanolamine, diethanolamine, dimethylamine and methylethylamine. In an example (7) 3-t-butylamino-2-hydroxypropyl methacrylate is prepared by adding glycidyl methacrylate to a solution of t-butylamine in water, followed by the removal of water and unreacted amine and distillation and recrystallisation of the ester product. Specifications 763,158, 807,895 and 853,885 are referred to.ALSO:Substrates of steel, tin plate, aluminium or glass are coated with copolymers of methyl, methacrylate having a relative viscosity of 1.117 to 1.196 and containing in the polymer chain the radical: <FORM:0853886/III/1> wherein one R is a hydroxyl group and the other R is an amino residue of ammonia or a monoamine bonded through nitrogen (see Group IV(a)). In examples: (1) the side seams of food cans are coated, shortly after soldering, with a toluene-isopropyl alcohol solution of a methyl methacrylate copolymer in which the amino group in the above radical is derived from ammonia; and (2) steel panels prime coated with a pigmented soya bean oilmodified glycerol phthalate alkyd resin ore coated with a toluene-methyl ethyl ketonebutanol solution of a methyl methacrylate copolymer in which the amino group in the above radical is derived from ethanolamine, followed by baking at 93 DEG C. for 30 minutes. Specifications 763,158, 807,895 and 853,885 are referred to.
GB29971/58A 1958-09-18 1958-09-18 Improvements relating to methacrylate polymers Expired GB853886A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB29971/58A GB853886A (en) 1958-09-18 1958-09-18 Improvements relating to methacrylate polymers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29971/58A GB853886A (en) 1958-09-18 1958-09-18 Improvements relating to methacrylate polymers

Publications (1)

Publication Number Publication Date
GB853886A true GB853886A (en) 1960-11-09

Family

ID=10300168

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29971/58A Expired GB853886A (en) 1958-09-18 1958-09-18 Improvements relating to methacrylate polymers

Country Status (1)

Country Link
GB (1) GB853886A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3114711A (en) * 1961-03-31 1963-12-17 California Research Corp Lubricant composition
WO2015047196A1 (en) * 2013-09-26 2015-04-02 Agency For Science, Technology And Research Polymers for making superhydrophobic surfaces
CN113845616A (en) * 2021-11-04 2021-12-28 佳易容聚合物(上海)有限公司 PMMA copolymerized functional resin and preparation method thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3114711A (en) * 1961-03-31 1963-12-17 California Research Corp Lubricant composition
WO2015047196A1 (en) * 2013-09-26 2015-04-02 Agency For Science, Technology And Research Polymers for making superhydrophobic surfaces
CN113845616A (en) * 2021-11-04 2021-12-28 佳易容聚合物(上海)有限公司 PMMA copolymerized functional resin and preparation method thereof

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