GB926283A - Copolymers and aqueous compositions thereof - Google Patents

Copolymers and aqueous compositions thereof

Info

Publication number
GB926283A
GB926283A GB22803/59A GB2280359A GB926283A GB 926283 A GB926283 A GB 926283A GB 22803/59 A GB22803/59 A GB 22803/59A GB 2280359 A GB2280359 A GB 2280359A GB 926283 A GB926283 A GB 926283A
Authority
GB
United Kingdom
Prior art keywords
weight per
per cent
chloro
acrylate
pigments
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
GB22803/59A
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 GB926283A publication Critical patent/GB926283A/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
    • 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
    • C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
    • 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
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
    • 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
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • 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
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders

Landscapes

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

Abstract

Stone, cement, concrete, bricks, cinder blocks, asbestos cement shingles and metals may be coated with compositions comprising aqueous dispersions of water-insoluble linear addition copolymers of a mixture of (A) 2 to 20 weight per cent of 3-chloro-2-hydroxypropyl acrylate or methacrylate, (B) 25 to 54 weight per cent of methyl and/or ethyl acrylate and (C) 40 to 73 weight per cent of at least one ester of acrylic acid with an aliphatic alcohol containing 3 to 8 carbon atoms, optionally with (D) up to 10 weight per cent of a neutral, monoethylenically unsaturated copolymerizable compound. The compositions may also comprise pigments, dyes and fillers, e.g. azo pigments and lakes, phthalo-cyanine pigments, vat dyestuffs, carbon black, iron oxides, chrome yellows, titanium dioxide, lithopone, powdered or flaked metals such as aluminium, bronze, brass, chromium or gold; thickeners, e.g. gum tragacanth, cellulose ethers, polyvinyl alcohol, partially saponified polyvinyl acetate or sodium alginate; mild alkali, e.g. sodium acetate, sodium carbonate, chalk, morpholine or ammonia; water-soluble or self-dispersible ureaformaldehyde, ethylene urea-formaldehyde or aminotriazine-formaldehyde condensates, e.g. pentamethylol melamine, hexamethylol melamine or the methyl ethers thereof; and acid or latent acid catalysts, e.g. ammonium and amine salts. The compositions may be applied by spraying, brushing, roller-coating, dipping or knife-coating, and the coatings air-dried or dried and cured by hot air, infra red lamps or electrical induction devices. Example 1 describes the spraying of asbestos cement shingles with aqueous dispersions of a copolymer of 3-chloro-2-hydroxy-propyl methacrylate, ethyl acrylate and n-butyl acrylate.ALSO:Water-insoluble linear addition copolymers of a mixture of (A) 2 to 20 weight per cent of 3-chloro-2-hydroxypropyl acrylate and/or methacrylate, (B) 25 to 54 weight per cent of methyl and/or ethyl acrylate and (C) 40 to 73 weight per cent of at least one ester of acrylic acid with an aliphatic alcohol containing 3 to 8 carbon atoms, optionally with (D) up to 10 weight per cent of a neutral, monoethylenically unsaturated copolymerizable compound, may be prepared by emulsion polymerization in the presence of a free radical polymerization initiator. Polymerization may be effected in the presence of an emulsifier, e.g. t-octyl phenolethylene oxide condensate; and specified catalysts are alkali metal and ammonium persulphates and perborates, hydrogen peroxide, t-butyl hydroperoxide, cumene hydroperoxide and t-butyl perbenzoate, preferably together with reducing agents such as water-soluble bisulphites, thiosulphates, hydrosulphites and salts of cobalt, iron, nickel and copper. The aqueous dispersions so obtained may be used as coating compositions, which may also comprise pigments, dyes and fillers, e.g. azo pigments and lakes, phthalocyanine pigments, vat dyestuffs, carbon black, iron oxides, chrome yellows, titanium dioxide, lithopone, powdered or flaked aluminium, bronze, brass, chromium or gold; thickeners, e.g. gum tragacanth, cellulose ethers, polyvinyl alcohol or partially saponified polyvinyl acetate; mild alkali, e.g. sodium acetate, sodium carbonate, chalk, morpholine or ammonia; water-soluble or self dispersible urea-formaldehyde, ethylene urea-formaldehyde or aminotriazine-formaldehyde condensates, e.g. pentamethylol melamine, hexamethylol melamine or the methyl ethers thereof; and acid or latent acid curing catalysts, e.g. ammonium and amine salts. The compositions may be used for coating paper, leather, textiles, metals, stone, cement, concrete, bricks, asbestos cement shingles and cinder blocks, and for printing and dyeing textile fabrics. Examples describe (1) the preparation of an aqueous dispersion of a copolymer of 3-chloro-2-hydroxypropyl methacrylate, ethyl acrylate and n-butyl acrylate; and aqueous compositions comprising copper phthalocyanine, ammonia, an ethylene oxide-t-octyl phenol condensate, sodium alginate, the hydrochloride of 2-methyl-2-aminopropanol-1 and (2) a copolymer of 3-chloro-2-hydroxypropyl methacrylate, ethyl acrylate and n-butyl acrylate, (3) a copolymer of 3-chloro-2-hydroxypropyl and ethyl acrylates and 2-ethylhexyl acrylate, and (4) a copolymer of 3-chloro-2-hydroxypropyl, ethyl and n-butyl acrylates and acrylonitrile.ALSO:Aqueous compositions for pigment dyeing textile fabrics comprise dispersions of waterinsoluble linear addition copolymers of a mixture of (A) 2 to 20 weight per cent of 3-chloro-2-hydroxypropyl acrylate and/or methacrylate, (B) 25 to 54 weight per cent of methyl and/or ethyl acrylate and (C) 40 to 73 weight per cent of at least one ester of acrylic acid with an aliphatic alcohol containing 3 to 8 carbon atoms, optionally with (D) up to 10 weight per cent of a neutral, monoethylenically unsaturated copolymerizable compound. The dispersions may also contain pigments, and fillers, e.g. azo pigments and lakes, phthalocyanine pigments, vat dyestuffs, carbon black, iron oxides, chrome yellows, titanium dioxide, lithopone, powdered of flaked aluminium, bronze, brass, chromium or gold; thickeners, e.g. gum tragacanth, cellulose ethers, polyvinyl alcohol or partially saponified polyvinyl acetate; mild alkali, e.g. sodium acetate, sodium carbonate, chalk, morpholine or ammonia; watersoluble or self-dispersible urea-formaldehyde, ethylene urea-formaldehyde or aminotriazineformaldehyde condensates, e.g. pentamethylol melamine and hexamethylol melamine or methyl ethers thereof; and acid or latent acid curing catalysts, e.g. ammonium or amine salts. Examples describe the treatment of cotton sheeting with aqueous dispersions.
GB22803/59A 1958-07-03 1959-07-02 Copolymers and aqueous compositions thereof Expired GB926283A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US74632058A 1958-07-03 1958-07-03

Publications (1)

Publication Number Publication Date
GB926283A true GB926283A (en) 1963-05-15

Family

ID=25000326

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22803/59A Expired GB926283A (en) 1958-07-03 1959-07-02 Copolymers and aqueous compositions thereof

Country Status (4)

Country Link
BE (1) BE580072A (en)
DE (1) DE1209685B (en)
FR (1) FR1233190A (en)
GB (1) GB926283A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2437460A1 (en) * 1978-09-28 1980-04-25 Daikin Ind Ltd WATER-RESISTANT AND WATER-REPELLENT AGENT HAVING HIGH RESISTANCE TO LAUNDRY AND DRY CLEANING
US4457980A (en) * 1981-08-20 1984-07-03 Springs Industries, Inc. Textile fabrics with opaque pigment printing and method of producing same
US4507350A (en) * 1984-03-08 1985-03-26 Springs Industries, Inc. Method of producing opaque printed textile fabrics with curing by free radical initiation and resulting printed fabrics
US4562107A (en) * 1982-09-30 1985-12-31 Springs Industries, Inc. Textile fabrics with opaque pigment printing and method of producing same
WO2006037072A3 (en) * 2004-09-27 2006-07-27 Hewlett Packard Development Co Latex particulates with epoxide functional groups
WO2009152616A1 (en) * 2008-06-20 2009-12-23 Vidabode Group Inc. A system and process for producing expanded polystyrene (eps) beads coated with a coating composition and a composition used therefor

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1469611A1 (en) * 1964-10-23 1968-12-19 Basf Ag Process for the production of pigment coloring and printing on fiber material

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1105357A (en) * 1953-07-23 1955-11-30 Du Pont Acrylic interpolymers, their preparation process and coating compositions based on these interpolymers
DE1011548B (en) * 1955-01-24 1957-07-04 Bayer Ag Coating agent

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2437460A1 (en) * 1978-09-28 1980-04-25 Daikin Ind Ltd WATER-RESISTANT AND WATER-REPELLENT AGENT HAVING HIGH RESISTANCE TO LAUNDRY AND DRY CLEANING
US4296224A (en) * 1978-09-28 1981-10-20 Daikin Kogyo Co., Ltd. Perfluoroalkyl-acr[methacr]ylate, hydroxy-chloropropyl-acrylate polymer
US4457980A (en) * 1981-08-20 1984-07-03 Springs Industries, Inc. Textile fabrics with opaque pigment printing and method of producing same
US4562107A (en) * 1982-09-30 1985-12-31 Springs Industries, Inc. Textile fabrics with opaque pigment printing and method of producing same
US4507350A (en) * 1984-03-08 1985-03-26 Springs Industries, Inc. Method of producing opaque printed textile fabrics with curing by free radical initiation and resulting printed fabrics
WO2006037072A3 (en) * 2004-09-27 2006-07-27 Hewlett Packard Development Co Latex particulates with epoxide functional groups
US7465765B2 (en) 2004-09-27 2008-12-16 Hewlett-Packard Development Company, L.P. Latex particulates with epoxide functional groups
WO2009152616A1 (en) * 2008-06-20 2009-12-23 Vidabode Group Inc. A system and process for producing expanded polystyrene (eps) beads coated with a coating composition and a composition used therefor

Also Published As

Publication number Publication date
BE580072A (en)
FR1233190A (en) 1960-10-12
DE1209685B (en) 1966-01-27

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