GB944241A - Coating compositions - Google Patents

Coating compositions

Info

Publication number
GB944241A
GB944241A GB1510160A GB1510160A GB944241A GB 944241 A GB944241 A GB 944241A GB 1510160 A GB1510160 A GB 1510160A GB 1510160 A GB1510160 A GB 1510160A GB 944241 A GB944241 A GB 944241A
Authority
GB
United Kingdom
Prior art keywords
weight
monomers
mixture
methyl
butanol
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
GB1510160A
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.)
PPG Architectural Coatings Canada Inc
Original Assignee
Canadian Industries 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 Canadian Industries Ltd filed Critical Canadian Industries Ltd
Publication of GB944241A publication Critical patent/GB944241A/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
    • 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
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/52Amides or imides
    • C08F20/54Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10Homopolymers or copolymers of methacrylic acid esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/06Unsaturated polyesters
    • C08L67/07Unsaturated polyesters having terminal carbon-to-carbon unsaturated bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)

Abstract

Coating compositions contain a catalytic amount of an acidic material, 5 to 67 parts by weight of a butanol-soluble condensation product of formaldehyde with an amino compound, e.g. urea, melamine or benzoguanamine, and 100 parts by weight of an amide-containing copolymeric material which includes 3 to 15% by weight of acrylamide, or methacrylamide or the N-methylol derivatives thereof, or mixtures of any of these with one another, "b"% by weight of a C1-C10 aliphatic acrylate, and "c"% by weight of methyl, ethyl or butyl methacrylate, or vinyl toluene, or mixtures of any of these with one another or with styrene, the value of "b" being from 0 to 87 and the value of "c", when representing a single monomer, being: (1) 35 to 97 for methyl methacrylate (2) 40 to 97 for ethyl methacrylate (3) 65 to 97 for butyl methacrylate (4) 10 to 35 for vinyl toluene, and, when representing a mixture of two monomers, conforming to the equation "C"=nq+ p(1-n), where n is a number ranging from 0 to 1, nq and p(1-n) represent weight percentages of different monomers and p and q have values for the different monomers which are the same as those given above, with the additional value of 15 to 40 for styrene, and when the copolymeric material comprises more than one copolymer, each copolymer contains from 3 to 15% of said unsaturated amide or amides. Also present in the copolymers may be minor proportions of other monomers, e.g. hexyl and lauryl methacrylates, alpha-methylstyrene, isopropyl styrene, acrylonitrile and dibutyl maleate. Acidic materials specified are p-toluene sulphonic acid, aluminium chloride, boron trifluoride, phosphoric acid, perchloric acid, maleic acid, n-butyl sulphamic acid, methane sulphonic acid, tetrachlorophthalic acid and its monobutyl ester, monobutyl dichloromaleate, and amine salts of sulphonic acids. The compositions are dissolved in solvents such as xylene-butanol, butanol, methyl, butyl and amyl acetates, acetone, methyl ethyl and methyl isobutyl ketones, cyclohexanone, toluene, xylene and mineral spirits. Also present in the compositions may be an alkyl resin or a pigment, e.g. titanium dioxide. After application the composition is cured by heating to 120 to 150 DEG C. The Specification describes also the preparation of copolymers of the above mentioned type by heating to reflux a mixture of monomers in xylene-butanol and thereafter gradually adding thereto a second mixture consisting of xylene, monomers, benzoyl peroxide and tert.-butyl hydroperoxide, the whole amount of the amide monomer being present in the first mixture.ALSO:Steel panels are coated with compositions which comprise a solution in an organic solvent of a mixture of a catalytic amount of an acidic material, e.g. p-toluene sulphonic acid, 5 to 67 parts by weight of a butanol-soluble condensation product of formaldehyde with an aminocompound, e.g. urea, melamine or benzoguanamine, and 100 parts by weight of an amidecontaining copolymeric material which includes 3 to 15% by weight of acrylamide, or methacrylamide or the N-methylol derivatives thereof, or mixtures of any of these with one another, 0 to 87% by weight of a C1-C10 aliphatic acrylate, and "C"% by weight of methyl, ethyl or butyl methacrylate, vinyl toluene or mixtures of these with one another or with styrene, the value of "C", when representing a single monomer, being 1) 35 to 97 for methyl methacrylate 2) 40 to 97 for ethyl methacrylate 3) 65 to 97 for butyl methacrylate 4) 10 to 35 for vinyl toluene, and, when representing a mixture of two monomers, conforming to the equation "C" = nq+p(1-n) where n is a number ranging from 0 to 1, nq and p(1-n) represent weight percentages of different monomers and p and q have values for the different monomers which are the same as those given above, with the additional value of 15 to 40 for styrene, and when the copolymeric material comprises more than one copolymer, each copolymer contains from 3 to 15% of said unsaturated amide or amides. Also present in the copolymers may be minor proportions of other monomers, e.g. hexyl and lauryl methacrylates, alphamethylstyrene, isopropylstyrene, acrylonitrile and di butyl maleate. The preferred acidic material is p-toluene sulphonic acid and the preferred organic solvent is a xylene-butanol mixture. Also present in the compositions may be a pigment, e.g titanium dioxide. After application the composition is cured by heating to 120-150 DEG C.
GB1510160A 1959-05-08 1960-04-29 Coating compositions Expired GB944241A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA774217 1959-05-08

Publications (1)

Publication Number Publication Date
GB944241A true GB944241A (en) 1963-12-11

Family

ID=4141108

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1510160A Expired GB944241A (en) 1959-05-08 1960-04-29 Coating compositions

Country Status (2)

Country Link
GB (1) GB944241A (en)
NL (1) NL251338A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2218613A1 (en) * 1971-04-15 1972-11-16 Imperal Chemical Industries Limited, London Paints

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2218613A1 (en) * 1971-04-15 1972-11-16 Imperal Chemical Industries Limited, London Paints

Also Published As

Publication number Publication date
NL251338A (en)

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