GB956799A - Copolymers and coating compositions thereof - Google Patents

Copolymers and coating compositions thereof

Info

Publication number
GB956799A
GB956799A GB1382060A GB1382060A GB956799A GB 956799 A GB956799 A GB 956799A GB 1382060 A GB1382060 A GB 1382060A GB 1382060 A GB1382060 A GB 1382060A GB 956799 A GB956799 A GB 956799A
Authority
GB
United Kingdom
Prior art keywords
ethyl acrylate
vinyl toluene
methyl
copolymers
methacrylamide
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
GB1382060A
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of GB956799A publication Critical patent/GB956799A/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
    • C09D125/00—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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/04—Homopolymers or copolymers of styrene
    • C09D125/08—Copolymers of styrene
    • C09D125/14—Copolymers of styrene with unsaturated esters
    • 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
    • C08F220/00—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
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • 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
    • C09D125/00—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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/16—Homopolymers or copolymers of alkyl-substituted styrenes
    • 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
    • C08F212/00—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 an aromatic carbocyclic ring
    • C08F212/02—Monomers containing only one unsaturated aliphatic radical
    • C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F212/06—Hydrocarbons
    • C08F212/12—Monomers containing a branched unsaturated aliphatic radical or a ring substituted by an alkyl radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides

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)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Copolymers are made which comprise at least 50% by weight of units derived from methyl or ethyl acrylate and at least 3% by weight of units derived from ar-methyl or ar-isopropyl styrene. Also present in the copolymers may be units derived from other monomers, e.g. C1-C18 alcohol esters of methacrylic acid, C3-C18 alcohol esters of acrylic acid, acrylonitrile, methacrylonitrile, vinyl acetate, styrene, vinyl chloride, vinylidene chloride, acrylic, methacrylic and itaconic acids, acrylamide and methacrylamide and their N-methylol and N-methoxymethyl derivatives, beta-ureidoethyl, beta-dimethylaminoethyl and beta-hydroxyethyl acrylates and methacrylates, beta-ureidoisobutyl vinyl ether, beta-amionethyl vinyl ether and sulphide, vinyl pyridines and and beta-methacryloxy-acetamidoethyl-N,N1-ethyleneurea. Copolymers containing acid or amine groups may have such groups partly or wholly neutralized. Polymerization may be carried out in bulk solution, emulsion, or suspension with the aid of peroxy, azo and redox catalysts and, if desired, in the presence of a mercaptan regulator. In emulsion copolymerization there may be used anionic, cationic or non-ionic emulsifiers. The resulting copolymers may be used in coating and pigmenting applications, either as such or in the form of solutions in organic solvents or aqueous emulsions. Mixtures of aqueous emulsions of two different copolymers may be used. Such coating compositions may contain pigments, e.g. carbon black, iron oxides, chrome yellows, titanium dioxide, lithopone, and powdered aluminium, bronze, brass, chromium or gold; thickeners, e.g. tragacanth, methyl cellulose polyvinyl acetate and a maleic anhydride/diisobutylene copolymer; thermosetting aminoplast condensates, e.g. condensation products of formaldehyde with urea, N, N1-ethyleneurea and melamine, and alkylated derivatives thereof; polyisocyanates, e.g. hexamethylene, toluene and p-phenylene diisocyanates; polyepoxides, e.g. those having the formulae: <FORM:0956799/C3/1> where x has an average value of 1 to 3, <FORM:0956799/C3/2> where y has an average value of 2 to 4, <FORM:0956799/C3/3> where m is an integer having a value of 2 to 4 and z has an average value of 1 to 5, glycol-bis-exodihydrodicyclopentadienyl ethers and ethoxyline resins; and plasticizers, e.g. diethyl phthalate. The compositions containing aminoplasts, polyisocyanates and polyepoxides may be thermoset by heating. The examples describe the emulsion copolymerization of: (1) vinyl toluene, ethyl acrylate and itaconic acid, with neutralization of the resulting copolymer; (2) vinyl toluene, ethyl acrylate, methacrylamide and methylol methacrylamide; (3) vinyl toluene ethyl acrylate and methacrylamide; (7) vinyl toluene or isopropyl styrene, ethyl acrylate, ethyl hexyl acrylate and itaconic acid; (9) vinyl toluene, methyl acrylate and itaconic acid; and (10) vinyl toluene, ethyl acrylate, methyl methacrylate and beta-methacry-loxyacetamidoethyl-N,N1-ethyleneurea. Specifications 518,057 and 579,698 are referred to.ALSO:Surfaces of paper, leather, fabrics, wood, masonry and asbestos cement are coated with aqueous dispersions of copolymers derived from at least 50% of methyl or ethyl acrylate, at least 3% of ar-methyl or ar-isopropyl styrene and, if desired, other monomers. The coating compositions may additionally contain pigments, aminoplasts, polyepoxides and thickeners and may be applied by roller-coating, spraying or dipping. In the examples: (1) (a) leather is coated with an aqueous dispersion of a neutralized copolymer of vinyl toluene, ethyl acrylate and itaconic acid, and (b) leather which has been based coated with a polyacrylic ester is coated with an aqueous dispersion of the same copolymer containing, in addition, dimethoxymethylpolymethylol melamine; (3) chipboard, kraft paper and wallpaper are coated with mixed aqueous dispersions of copolymers of vinyl toluene, ethyl acrylate and methacrylamide, and vinyl toluene, ethyl acrylate, methacrylamide and methylol acrylamide; (4) asbestos cement sheets are coated with (a) an aqueous dispersion of a copolymer of vinyl toluene ethyl acrylate and methacrylamide containing, additionally a resin-forming methoxymethylpolymethylolmelamine condensate, diethyl phthalate and triethylamine, and (b) mixed aqueous dispersions of two different copolymers of vinyl toluene, ethyl acrylate and methacrylamide; (8) a pile fabric having base fabric of cotton and a pile of viscose rayon and cellulose acetate is back-coated with an aqueous dispersion of a neutralized copolymer of vinyl toluene, ethyl acrylate and itaconic acid; (9) the process of (1) is repeated, except that in (a) the ethyl acrylate is replaced by methyl acrylate, and in (b) the melamine condensate is replaced by a polyepoxide; and (10) an aqueous dispersion containing a copolymer of vinyl toluene ethyl acrylate, methyl methacrylate and betamethacryloxyacetamidoethyl-N,N1-ethyleneurea, titanium dioxide, zinc oxide, diethylene glycol and dispersing agents is applied to wood surfaces, especially those primed with alkyd resin paint, and also to masonry surfaces. After application the coatings are dried and, when the composition is one which is curable, cured by heating. Specifications 518,057 and 579,698 are referred to.ALSO:Textiles are dyed or agglutinated by means of aqueous dispersions of copolymers derived from at least 50% of methyl or ethyl acrylate, at least 3% of ar-methyl or ar-isopropyl styrene, and, if desired, other monomers. In examples: (5) cotton percale is dyed by padding with an aqueous dispersion of a neutralized copolymer of vinyl toluene, ethyl acrylate and itaconic acid containing copper phthalocyanine blue pigment, followed by drying and heating; (6) three superposed layers composed of non-woven cotton textile fabric are sprayed with an aqueous dispersion of a neutralized copolymer of vinyl toluene, ethyl acrylate and itaconic acid, and then heated at 140 DEG C. to bind the fibres in the fabric; and (7) cotton sheeting is dyed by applying thereto an aqueous dispersion of a neutralized copolymer of vinyl toluene, ethyl acrylate, 2-ethylhexyl acrylate and itaconic acid containing copper phthalocyanine blue pigment, followed by drying and heating. Specifications 518,057 and 579,698 are referred to.
GB1382060A 1959-04-21 1960-04-20 Copolymers and coating compositions thereof Expired GB956799A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US80776259A 1959-04-21 1959-04-21

Publications (1)

Publication Number Publication Date
GB956799A true GB956799A (en) 1964-04-29

Family

ID=25197122

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1382060A Expired GB956799A (en) 1959-04-21 1960-04-20 Copolymers and coating compositions thereof

Country Status (4)

Country Link
BE (1) BE589974A (en)
DE (1) DE1219227B (en)
GB (1) GB956799A (en)
NL (1) NL250735A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2100602A1 (en) * 1969-11-20 1972-03-24 Halliburton Co
US4190687A (en) 1972-05-09 1980-02-26 Sumitomo Chemical Company, Limited Method for treating leather
EP0778296A1 (en) * 1995-12-07 1997-06-11 Rohm And Haas Company Soil resistant polymers
WO1998006764A1 (en) * 1996-08-09 1998-02-19 Basf Aktiengesellschaft Pressure sensitive materials based on multistep constituted of polymerizates
WO1998006763A1 (en) * 1996-08-09 1998-02-19 Basf Aktiengesellschaft Pressure sensitive materials with small amounts of styrene
US9718737B2 (en) 2015-04-21 2017-08-01 Behr Process Corporation Decorative coating compositions
CN112574735A (en) * 2020-12-14 2021-03-30 西南石油大学 Preparation method of thickening agent for temperature-resistant fracturing fluid with double-network structure

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2851448A (en) * 1953-12-07 1958-09-09 Monsanto Chemicals Terpolymers and method of making same
GB773427A (en) * 1954-04-07 1957-04-24 Monsanto Chemicals Interpolymers and method for the production thereof

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2100602A1 (en) * 1969-11-20 1972-03-24 Halliburton Co
US4190687A (en) 1972-05-09 1980-02-26 Sumitomo Chemical Company, Limited Method for treating leather
EP0778296A1 (en) * 1995-12-07 1997-06-11 Rohm And Haas Company Soil resistant polymers
WO1998006764A1 (en) * 1996-08-09 1998-02-19 Basf Aktiengesellschaft Pressure sensitive materials based on multistep constituted of polymerizates
WO1998006763A1 (en) * 1996-08-09 1998-02-19 Basf Aktiengesellschaft Pressure sensitive materials with small amounts of styrene
US6214925B1 (en) * 1996-08-09 2001-04-10 Basf Aktiengesellschaft Pressure-sensitive materials with small amounts of styrene
US9718737B2 (en) 2015-04-21 2017-08-01 Behr Process Corporation Decorative coating compositions
US10118864B2 (en) 2015-04-21 2018-11-06 Behr Process Corporation Decorative coating compositions
CN112574735A (en) * 2020-12-14 2021-03-30 西南石油大学 Preparation method of thickening agent for temperature-resistant fracturing fluid with double-network structure

Also Published As

Publication number Publication date
NL250735A (en)
BE589974A (en)
DE1219227B (en) 1966-06-16

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