GB1100386A - Production of acrylic coatings - Google Patents

Production of acrylic coatings

Info

Publication number
GB1100386A
GB1100386A GB1891365A GB1891365A GB1100386A GB 1100386 A GB1100386 A GB 1100386A GB 1891365 A GB1891365 A GB 1891365A GB 1891365 A GB1891365 A GB 1891365A GB 1100386 A GB1100386 A GB 1100386A
Authority
GB
United Kingdom
Prior art keywords
weight
vinyl
solution
curing
copolymer
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
GB1891365A
Inventor
Gerd Louis
Bruno Volimert
Erwin Drescher
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.)
BASF SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB1100386A publication Critical patent/GB1100386A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6225Polymers of esters of acrylic or methacrylic acid
    • 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
    • C09D133/08Homopolymers or copolymers of acrylic acid esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04Polyurethanes

Landscapes

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

Abstract

Coated substrates are obtained by applying to the surface of the substrate, e.g. synthetic fabric, metal sheet or wood, a solution comprising an admixture of a polyisocyanate and a copolymer in an inert organic solvent, and curing and/or drying the coating applied; the copolymer used comprising 50-99% by weight of at least one ester of acrylic acid and a C1-C8 alkanol, 1-35% by weight of at least one monomer containing at least one hydroxyl group, at least 50% by weight of this hydroxy-component consisting of at least one bicyclo-[2,2,1]-heptene-(2) derivative having at least one hydroxyl group in the ring or side chains, and 0-25% by weight of at least one further comonomer. The side chains of the bicycloheptene derivative may form another ring system as, for example, in N-b -hydroxyethyl-bicycloheptene - 5,6 - dicarboxylic imide. Suitable hydroxy monomers, additional to the bicycloheptene compounds, include allyl alcohol and diol monoacrylates; optional comonomers include acrylonitrile, styrene and its derivatives, vinyl carbazole, vinyl chloride, vinylidene chloride, vinyl esters, e.g. vinyl acetate, and possibly small amounts of carboxylic acid or amino monomers. Aromatic polyisocyanates are the preferred polyisocyanates. Suitable solvents include ethyl acetate, 2-ethoxyethyl acetate, acetone, tetrahydrofurane, dibutyl ether, toluene and xylene. The coatings may be cured at room or elevated temperature; curing can be accelerated by using tertiary amines, bismuth or lead salts, or tin compounds as catalyst. The coating solution may be pigmented, e.g. with rutile titanium dioxide. Examples illustrate the preparation of the copolymers by solution polymerization in the presence of azodiisobutyronitrile initiator and also, in some cases, diisopropyl xanthic disulphide as chain regulator, part of the reactants being added during the course of polymerization.ALSO:Coated substrates are obtained by applying to the surface of the substrate a solution comprising an admixture of a polyisocyanate and a copolymer in an inert organic solvent, and curing and/or drying the coating applied; the copolymer used comprising 50-99% by weight of at least one ester of acrylic acid and a C1-C8 alkanol, 1-35% by weight of at least one monomer containing at least one hydroxyl group, at least 50% of this hydroxy-component consisting of at least one bicyclo-[2,2,1]-heptene-(2) derivative having at least one hydroxyl group in the ring or side chains (which may form another ring system), and 0-25% by weight of at least one further comonomer. Other hydroxy components of the copolymer include allyl alcohol and diol monoacrylates; further comonomers specified are acrylonitrile, styrene and its derivatives, vinyl carbazole, vinyl chloride, vinylidene chloride, vinyl esters, e.g. vinyl acetate, and small amounts of carboxylic acid or amino monomers. Aromatic polyisocyanates are the preferred polyisocyanates. Suitable solvents include ethyl acetate, thoxy-ethyl acetate, acetone, tetrahydrofurane, dibutyl ether, toluene and xylene. A pigment, e.g. titanium dioxide, may be included in the solution. The solutions may be applied by, e.g. spraying, brushing or knife coating to substrates such as synthetic fibre fabrics, e.g. knitted polyamide fabrics, wood, and sheet metal, e.g. iron. The coatings can be cured at room or elevated temperature; curing can be accelerated by using tertiary amines, bismuth or lead salts, or tin compounds as catalyst.
GB1891365A 1964-05-06 1965-05-05 Production of acrylic coatings Expired GB1100386A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1964B0076662 DE1238142B (en) 1964-05-06 1964-05-06 Process for the production of coatings

Publications (1)

Publication Number Publication Date
GB1100386A true GB1100386A (en) 1968-01-24

Family

ID=6979170

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1891365A Expired GB1100386A (en) 1964-05-06 1965-05-05 Production of acrylic coatings

Country Status (4)

Country Link
AT (1) AT255614B (en)
BE (1) BE663496A (en)
DE (1) DE1238142B (en)
GB (1) GB1100386A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011153296A1 (en) * 2010-06-02 2011-12-08 Lubrizol Advanced Materials, Inc. Ink/dye receptive films, papers, and fabrics

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55167269A (en) * 1979-05-29 1980-12-26 Takeda Chem Ind Ltd Novel triisocyanate compound and its preparation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011153296A1 (en) * 2010-06-02 2011-12-08 Lubrizol Advanced Materials, Inc. Ink/dye receptive films, papers, and fabrics

Also Published As

Publication number Publication date
AT255614B (en) 1967-07-10
DE1238142B (en) 1967-04-06
BE663496A (en) 1965-11-05

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