GB1037782A - Thermosetting coating compositions - Google Patents

Thermosetting coating compositions

Info

Publication number
GB1037782A
GB1037782A GB11388/62A GB1138862A GB1037782A GB 1037782 A GB1037782 A GB 1037782A GB 11388/62 A GB11388/62 A GB 11388/62A GB 1138862 A GB1138862 A GB 1138862A GB 1037782 A GB1037782 A GB 1037782A
Authority
GB
United Kingdom
Prior art keywords
copolymer
condensate
formaldehyde
maleic anhydride
polyhydric alcohol
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
GB11388/62A
Inventor
David Vernon Hudson Jones
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.)
Coates Brothers and Co Ltd
Original Assignee
Coates Brothers and 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 Coates Brothers and Co Ltd filed Critical Coates Brothers and Co Ltd
Priority to GB11388/62A priority Critical patent/GB1037782A/en
Priority to FR927101A priority patent/FR1361938A/en
Priority to SE2551/63A priority patent/SE318962B/xx
Priority to DE19631495287 priority patent/DE1495287B2/en
Priority to AT05578/65A priority patent/AT284992B/en
Priority to AT238263A priority patent/AT267166B/en
Publication of GB1037782A publication Critical patent/GB1037782A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D135/00—Coating 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 a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C08G59/4246—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof polymers with carboxylic terminal groups
    • C08G59/4261—Macromolecular compounds obtained by reactions involving only unsaturated carbon-to-carbon bindings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D133/00—Coating 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
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062—Copolymers with monomers not covered by C09D133/06
    • C09D133/064—Copolymers with monomers not covered by C09D133/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/24—Homopolymers or copolymers of amides or imides
    • C08L33/26—Homopolymers or copolymers of acrylamide or methacrylamide
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/06—Unsaturated polyesters

Landscapes

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

Abstract

A thermosetting acrylic copolymer is prepared by esterifying with a polyhydric alcohol, a copolymer of maleic anhydride with a comonomer selected from acrylic and vinyl compounds, said comonomer material including at least 25% by weight of an alkyl acrylate or methacrylate, the alkyl group of which contains 4 or less carbon atoms, the amount of polyhydric alcohol used being at least 1 molar equivalent per anhydride group in the copolymer. The polyhydric alcohol may be a polyhydroxy alkane such as glycerol or trimethylol propane, a glycerol partial fatty ester produced for example by reacting a polyhydric alcohol with a triglyceride vegetable oil, an alkyd resin with residual hydroxyl groups or a condensate of a polynuclear phenol with epichlorohydrin. The copolymers may be employed in coating copositions with one or more of the following: amino resins optionally alkylated, epoxy resins, polyepoxy compounds, epoxidized vegetable oils, maleic anhydride copolymers, phenol formaldehyde condensates and formaldehyde modified acrylamide and substituted acrylamide copolymers. Salts of the copolymers with volatile bases such as ammonia or an amine may also be used in coating compositions with water-dilutable amino-resins, aqueous dispersions of epoxy resins and water-dilutable phenol-formaldehyde condensates. Curing of these compositions is achieved by stoving at 120 DEG to 200 DEG C. In the Examples: (1) a maleic anhydride/ethyl acrylate copolymer is esterified with (a) glycerol, (b) an oil-modified alkyd resin, (c) a diphenylol-propane/epichlorohydrin condensate or (d) alkali refined soya bean oil and glycerol. The copolymer half ester which may be in the form of an amine salt, is then mixed with (a) recrystallized hexa (methoxy methyl) melamine, (b) butylated melamine-formaldehyde condensate, (c) diphenylol propane epichlorohydrin condensate or (d) bisphenol epichlorohydrin condensate; TiO2 may be added and the mixture thinned to produce a paint; (2) a styrene/butyl acrylate/maleic anhydride copolymer is esterified with trimethylol propane and the product mixed with (a) butylated melamine-formaldehyde condensate and diphenylol propane epichlorohydrin condensate, (b) a styrene acrylamide copolymer modified with formaldehyde and then butylated, or (c) soya bean oil modified alkyd resin, and then thinned to produce a paint.ALSO:Tin plate and steel panels are spray coated and then stored with a paint composition having as an essential component a maleic anhydride copolymer which has been esterified with a polyhydric alcohol the amount of polyhydric alcohol used being at least 1 molar equivalent per anhydride group in the copolymer, the comonomer material being selected from copolymerizable compounds having an acrylic group and vinyl compounds, the comonomer material including at least 25% by weight of an alkyl acrylate or methacrylate, the alkyl group of which contains no more than 4 carbon atoms. The other resinous component of the paint composition is an addition or condensation polymer. Salts of the copolymers with volatile bases may be used. In the examples (1). An esterified maleic anhydride/ethyl acrylate copolymer, which may be in the form of an amine salt, is mixed with (a) recrystallized hexa (methoxy methyl) melamine, (b) butylated melamine formaldehyde condensate, (c) diphenylol propane epichlorohydrin condensate or (d) bisphenol epichlorohydrin condensate, titanium dioxide pigment optionally being present, and the composition thinned to produce a paint and (2). An esterified styrene/butyl acrylate/maleic anhydride copolymer is mixed with (a) butylated melamine formaldehyde condensate and diphenylol propane epichlorohydrin condensate, (b) a styrene/acrylamide copolymer modified with formaldehyde and then butylated or (c) a soya bean oil modified alkyd resin, and then thinned to produce a paint.
GB11388/62A 1962-03-26 1962-03-26 Thermosetting coating compositions Expired GB1037782A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB11388/62A GB1037782A (en) 1962-03-26 1962-03-26 Thermosetting coating compositions
FR927101A FR1361938A (en) 1962-03-26 1963-03-07 New acrylic resin based thermosetting coating compositions
SE2551/63A SE318962B (en) 1962-03-26 1963-03-08
DE19631495287 DE1495287B2 (en) 1962-03-26 1963-03-13 PROCESS FOR THE PREPARATION OF MODIFIED MALEIC ACID ANHYDRIDE MIXED POLYMERIZES OR THEIR SALTS
AT05578/65A AT284992B (en) 1962-03-26 1963-03-26 COATING MIXTURE
AT238263A AT267166B (en) 1962-03-26 1963-03-26 Process for the preparation of an esterified acrylic-maleic anhydride copolymer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB11388/62A GB1037782A (en) 1962-03-26 1962-03-26 Thermosetting coating compositions

Publications (1)

Publication Number Publication Date
GB1037782A true GB1037782A (en) 1966-08-03

Family

ID=9985311

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11388/62A Expired GB1037782A (en) 1962-03-26 1962-03-26 Thermosetting coating compositions

Country Status (5)

Country Link
AT (2) AT284992B (en)
DE (1) DE1495287B2 (en)
FR (1) FR1361938A (en)
GB (1) GB1037782A (en)
SE (1) SE318962B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4264766A (en) * 1877-09-19 1981-04-28 Hoffmann-La Roche Inc. Immunological diagnostic reagents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4264766A (en) * 1877-09-19 1981-04-28 Hoffmann-La Roche Inc. Immunological diagnostic reagents

Also Published As

Publication number Publication date
DE1495287A1 (en) 1969-08-07
DE1495287B2 (en) 1972-02-24
AT284992B (en) 1970-10-12
AT267166B (en) 1968-12-10
FR1361938A (en) 1964-05-29
SE318962B (en) 1969-12-22

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