GB898345A - Improved aminoplast-alkyd coating compositions and substituted melamine-formaldehyde condensates for use therein - Google Patents

Improved aminoplast-alkyd coating compositions and substituted melamine-formaldehyde condensates for use therein

Info

Publication number
GB898345A
GB898345A GB3910258A GB3910258A GB898345A GB 898345 A GB898345 A GB 898345A GB 3910258 A GB3910258 A GB 3910258A GB 3910258 A GB3910258 A GB 3910258A GB 898345 A GB898345 A GB 898345A
Authority
GB
United Kingdom
Prior art keywords
melamine
etherified
oil
butanol
acid
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
GB3910258A
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.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical 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
Priority claimed from US700535A external-priority patent/US2957836A/en
Priority claimed from US700534A external-priority patent/US2996463A/en
Priority claimed from US700536A external-priority patent/US2980636A/en
Priority claimed from US700538A external-priority patent/US2959558A/en
Application filed by Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB898345A publication Critical patent/GB898345A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/08Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40Chemically modified polycondensates
    • C08G12/42Chemically modified polycondensates by etherifying
    • C08G12/424Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds
    • C08G12/425Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds based on triazines
    • 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
    • C09D161/00Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09D161/32Modified amine-aldehyde condensates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

A coating composition comprises a solution in an organic solvent of (1) an oil modified alkyd resin and (2) either (a) an etherified condensation product of N,N1-dicyclohexyl-and/or N,N1,N11-tricyclohexyl-melamine and formaldehyde or (b) N,N1-dicyclohexyl- and/or N, N1,N11-tricyclohexyl-melamine or a methylol derivative thereof used in conjunction with an etherified melamine-formaldehyde condensation product, said condensation products having been etherified with an alkanol having not more than six carbon atoms. The alkyds used in the coating compositions are the reaction products of polyhydric alcohols such as glycols, glycerol, sorbitol and pentaerythritol with polybasic acids or their anhydrides such as phthalic acid or its anhydride, isophthalic acid, maleic acid or its anhydride, fumaric acid, adipic acid and azelaic acid, modified with drying, semi-drying and non-drying oils such as coconut oil, castor oil, dehydrated castor oil, soya-bean oil, linseed oil, tung oil or with the acids or partial glycerides derived therefrom. Suitable p solvents are hydrocarbons, e.g. xylol and petroleum aliphatic hydrocarbons; alcohols, e.g. butanol; ethers; ketones; esters; and mixtures thereof, e.g. xylol-butanol and aliphatic hydrocarbon-butanol mixtures. Pigments, e.g. titanium droxide and lampblack, and driers, e.g. cobalt naphtherate may also be present. The aminoplast constituent of the composition may be subject to various modifications. The compositions may be applied to wooden, paper or metal, e.g. steel, surfaces by brushing, spraying, roller coating or dipping, and the films may be cured by heating for short periods at 180 DEG -400 DEG F. Examples 16-23 illustrate the compositions.ALSO:Methylol melamine or etherified methylol melamine condensation products having N,N1-dicyclohexyl melamine and/or N,N1,N11-tricyclohexyl melamine units in the molecule are prepared by heating N,N1-dicyclohexylmelamine and/or N,N1,N11-tricyclohexylmelamine, mine and/or N,N1,N11-tricyclohexylmelamine, alone or together with urea or with a melamine free from such N-substituents or both, and formaldehyde, or a substance which acts as a source of formaldehyde, under aqueous alkaline conditions, and if required etherifying, under acid conditions, with an alkanol having 1-6 carbon atoms. Examples 1-15 describe the preparation of condensation products of this type, in each case etherification with n-butanol or iso-butanol being effected. The above substituted melamine condensation products may be used in conjunction with oil-modified alkyds and organic solvents in coating compositions; alternatively, the aminoplast constituent of the composition may be a mixture of one or more substances which act as a source of N,N1-dicyclohexylmelamine or N,N1,N11-tricyclohexylmelamine units together with an etherified melamine-formaldehyde condensation product which does not contain such units and which has been etherified with an alkanol having not more than six carbon atoms. In the alternative procedure, the source of the units may be N,N1-dicyclohexylmelamine itself, N,N1,N11-tricyclohexylmelamine itself, a mixture thereof or a methylol derivative thereof. The alkyds used in the coating compositions are the reaction products of polyhydric alcohols such as glycols, glycerol, sorbitol and pentaerythritol with polybasic acids or their anhydrides such as phthalic acid or its anhydride, isophthalic acid, maleic acid or its anhydride, fumaric acid, adipic acid and azelaic acid, modified with drying, semi-drying and non-drying oils such as coconut oil, castor oil, dehydrated castor oil, soyabean oil, linseed oil, tung oil or with the acids or partial glycerides derived therefrom. Suitable solvents are hydrocarbons, e.g. xylol and petroleum aliphatic hydrocarbons; alcohols, e.g. butanol; ethers; ketones; esters; and mixtures thereof, e.g. xylol-butanol and aliphatic hydrocarbon-butanol mixtures. Pigments, e.g. titanium dioxide and lampblack and driers, e.g. cobalt naphthenate may also be present. The aminoplast constituent of the coating composition may be subject to various modifications, e.g. (1) an etherified unsubstituted melamine-formaldehyde condensate or an etherified methylol urea condensate may be used in addition to the etherified condensate containing the cyclohexyl units and (2) an aryl sulphonamide may be included with the melamine in making the additional film-former as in (1) or in making the etherified melamine formaldehyde condensate for the alternative procedure. Exemplified coating compositions are to be found in Examples 16-23.
GB3910258A 1957-12-04 1958-12-04 Improved aminoplast-alkyd coating compositions and substituted melamine-formaldehyde condensates for use therein Expired GB898345A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US700535A US2957836A (en) 1957-12-04 1957-12-04 Modified melamine coating resins and coating compositions containing same
US700534A US2996463A (en) 1957-12-04 1957-12-04 Etherified aminoplast resins and coating compositions containing same
US700536A US2980636A (en) 1957-12-04 1957-12-04 Coating compositions comprising an oilmodified alkyd resin and an etherified melamine-formaldehyde resin
US700538A US2959558A (en) 1957-12-04 1957-12-04 Modified urea resins and coating compositions containing same

Publications (1)

Publication Number Publication Date
GB898345A true GB898345A (en) 1962-06-06

Family

ID=27505481

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3910258A Expired GB898345A (en) 1957-12-04 1958-12-04 Improved aminoplast-alkyd coating compositions and substituted melamine-formaldehyde condensates for use therein

Country Status (1)

Country Link
GB (1) GB898345A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1038594A1 (en) * 1999-03-23 2000-09-27 Peter Damgaard Nielsen Method of surface treatment of an object by spraying with a treatment liquid
CN115417961A (en) * 2022-08-24 2022-12-02 中科检测技术服务(广州)股份有限公司 Hydrophobic and high-transparency thermosetting melamine resin, preparation method and coating

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1038594A1 (en) * 1999-03-23 2000-09-27 Peter Damgaard Nielsen Method of surface treatment of an object by spraying with a treatment liquid
CN115417961A (en) * 2022-08-24 2022-12-02 中科检测技术服务(广州)股份有限公司 Hydrophobic and high-transparency thermosetting melamine resin, preparation method and coating

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