GB1117763A - Hydroxylated graft copolymer compositions - Google Patents

Hydroxylated graft copolymer compositions

Info

Publication number
GB1117763A
GB1117763A GB25908/65A GB2590865A GB1117763A GB 1117763 A GB1117763 A GB 1117763A GB 25908/65 A GB25908/65 A GB 25908/65A GB 2590865 A GB2590865 A GB 2590865A GB 1117763 A GB1117763 A GB 1117763A
Authority
GB
United Kingdom
Prior art keywords
interpolymer
acrylonitrile
styrene
copolymer
butadiene
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
GB25908/65A
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 Co
Original Assignee
Monsanto 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 US376589A external-priority patent/US3322853A/en
Priority claimed from US376562A external-priority patent/US3322852A/en
Application filed by Monsanto Co filed Critical Monsanto Co
Publication of GB1117763A publication Critical patent/GB1117763A/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
    • C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/04—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to rubbers
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00—Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10—Coating
    • C03C25/24—Coatings containing organic materials
    • C03C25/26—Macromolecular compounds or prepolymers
    • C03C25/27—Rubber latex
    • 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
    • C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
    • C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
    • 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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/08—Copolymers of styrene
    • C08L25/12—Copolymers of styrene with unsaturated nitriles
    • 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
    • C08L33/18—Homopolymers or copolymers of nitriles
    • C08L33/20—Homopolymers or copolymers of acrylonitrile
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L55/00—Compositions of homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C08L23/00 - C08L53/00
    • C08L55/02—ABS [Acrylonitrile-Butadiene-Styrene] polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C08L57/04—Copolymers in which only the monomer in minority is defined
    • 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
    • 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
    • C09D133/18—Homopolymers or copolymers of nitriles
    • C09D133/20—Homopolymers or copolymers of acrylonitrile
    • 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
    • C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C09D157/04—Copolymers in which only the monomer in minority is defined

Landscapes

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

Abstract

A blend comprises (A) a graft polymer comprising a diene rubber substrate and a hydroxylic superstrate polymer in a proportion of 15 to 200 parts by weight of superstrate per 100 parts of substrate, said substrate being a rubbery polymer of 40 to 100% by weight of butadiene and/or isoprene and 60 to 0% of one or more vinylidene, vinyl or vinylene monomers and said superstrate being a polymer of (a) from 1 to 100% of an ethylenically unsaturated alcohol, (b) from 0 to 50% of an ethylenically unsaturated nitrile and (c) from 0 to 95% of one or more other monomers, and one of the following: (B1) an interpolymer of a monovinyl or monovinylidene aromatic compound and an ethylenically unsaturated nitrile, said interpolymer having a specific viscosity of 0.04 to 0.15 as measured at 25 DEG C. as a solution of 1% by weight of the interpolymer in dimethyl formamide or from 0.05 to 0.1 as measured at 25 DEG C. as a solution of 0.1% of the interpolymer in dimethyl formamide; or (B2) (i) an interpolymer of (a) from 20 to 45 mol per cent of an acid monomer selected from a ,b -ethylenically unsaturated polybasic acids, the anhydrides of such acids and mixtures thereof and (b) 80 to 55 mol per cent of at least one vinyl, vinylene or vinylidene comonomer, said interpolymer having a Parr-Bar softening point of less than 225 DEG C. and an intrinsic viscosity of less than 0.5 as determined in pyridine at 30 DEG C., and (ii) an epoxy compound containing a plurality of epoxy groups in proportion so as to provide an average of from 0.2 to 1.2 epoxy groups per carboxyl group of component (i); or (B3) (i) an interpolymer of (a) from 2 to 30% by weight of at least one acid of formula CH2=CRCO2H where R is hydrogen, halogen or an alkyl group of 1-4 carbon atoms, (b) from 2 to 40% of acrylonitrile, methacrylonitrile or a mixture thereof and (c) at least one vinyl, vinylene or vinylidene comonomer, and (ii) an epoxy compound containing a plurality of epoxy groups in proportion so as to provide an average of at least 0.4 epoxy group per carboxyl group of said component (i). In the examples, aqueous graft polymer latices are prepared using the following diene rubber substrates: polybutadiene, a copolymer of butadiene with styrene, and/or vinyl benzyl alchol or 2-phenylallyl alcohol, a butadiene-acrylonitrile copolymer or an isoprene-styrene copolymer. The hydroxylic graft monomer is 2-phenylallyl alcohol, vinylbenzyl alcohol, 2-hydroxymethyl butadiene, ethyl betahydroxyethyl fumarate, betahydroxyethyl acrylate or bis(betahydroxyethyl)fumarate and the other graft monomers employed in some cases are selected from styrene, acrylonitrile, vinyl chloride, methyl methacrylate, ethyl acrylate, butene-1 and butadiene. The graft polymer latices are blended with B1-a styrene-acrylonitrile copolymer emulsion and a styrenated phenol antioxidant, or (B2) (i) a copolymer of maleic anhydride with styrene or methyl methacrylate or with both styrene and ethyl acrylate, acrylonitrile, butadiene or 2-ethylhexyl acrylate and (B2) (ii) the diglycidyl ether of bisphenol A, or with (B3) (i) a copolymer of acrylic acid with acrylonitrile, or methacrylonitrile, and styrene, methyl methacrylate, vinyl acetate or vinyl chloride, or of methacrylic acid, acrylonitrile and vinyl chloride, or of chloroacrylic acid, acrylonitrile and vinyl acetate and (B3) (ii) the aforementioned diglycidyl ether. The blends containing the (B2) and (B3) ingredients are dissolved in methyl ethyl ketone and used in the preparation of laminates (see Division B5). The preparation in solution of the (B2) (i) and (B3) (i) interpolymers employed is described in Examples V and VIII.ALSO:A coating composition comprising an organic medium containing a blend of A) a graft copolymer with a diene rubber substrate and a hydroxylic superstrate with B2i) an interpolymer of an alpha, beta-ethylenically unsaturated polybasic acid or an anhydride thereof with a vinylidene monomer and B2ii) a polyepoxy compound, or with B3i) an interpolymer of an acid monomer CH2=CR CO2H wherein R is hydrogen, halogen or a C1 to C4-alkyl group with acrylonitrile or methacrylonitrile and B3ii) a polyepoxy compound, is applied by e.g. spraying, brushing, rolling or dipping, to metal surfaces such as primed or unprimed steel, aluminium, chromium, nickel, copper and brass, paper, cardboard, plywood, leather, textiles, glass, porcelain or plastics e.g. polyesters, or methacrylate or styrene polymers. The coatings, which may also contain pigments, are cured.
GB25908/65A 1964-06-19 1965-06-18 Hydroxylated graft copolymer compositions Expired GB1117763A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US37658064A 1964-06-19 1964-06-19
US376589A US3322853A (en) 1964-06-19 1964-06-19 Polyblends containing a graft copolymer of hydroxylated diene rubber, a copolymer containing a polybasic ethylenically unsaturated carboxylic acid with another vinylidene monomer, and a polyepoxide
US376562A US3322852A (en) 1964-06-19 1964-06-19 Polyblends containing a graft copolymer of hydroxylated diene rubber, a copolymer containing a monoethylenically unsaturated carboxylic acid with acrylonitrile, and a polyepoxide

Publications (1)

Publication Number Publication Date
GB1117763A true GB1117763A (en) 1968-06-26

Family

ID=27409308

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25908/65A Expired GB1117763A (en) 1964-06-19 1965-06-18 Hydroxylated graft copolymer compositions

Country Status (1)

Country Link
GB (1) GB1117763A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016102666A1 (en) * 2014-12-24 2016-06-30 Arkema France Composition comprising a multistage polymer, it method of preparation and its use

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016102666A1 (en) * 2014-12-24 2016-06-30 Arkema France Composition comprising a multistage polymer, it method of preparation and its use
FR3031108A1 (en) * 2014-12-24 2016-07-01 Arkema France
JP2018500441A (en) * 2014-12-24 2018-01-11 アルケマ フランス Composition comprising multi-stage polymer, process for its preparation and use thereof
RU2703621C2 (en) * 2014-12-24 2019-10-21 Аркема Франс Composition containing polymer obtained by multi-step method, method for production thereof and use thereof
US10513603B2 (en) 2014-12-24 2019-12-24 Arkema France Composition comprising a multistage polymer, its method of preparation and its use

Similar Documents

Publication Publication Date Title
US2870117A (en) Coating composition comprising an epoxy resin and an aldehyde-reacted polymer of acrylamide and metallic surface coated therewith
US3617458A (en) Cationic electrodeposition system
US3136736A (en) Compositions comprising polyepoxides and maleic anhydride copolymers
US3207718A (en) Epoxy modified vinyl copolymers of alpha, beta-unsaturated dicarboxylic acid partialesters
US3008914A (en) Composition comprising an acrylic acid polymer and a polyglycidyl ether and products thereof
US4075135A (en) Method and resinous vehicles for electrodeposition
US3322853A (en) Polyblends containing a graft copolymer of hydroxylated diene rubber, a copolymer containing a polybasic ethylenically unsaturated carboxylic acid with another vinylidene monomer, and a polyepoxide
US4260700A (en) Underwater curing of epoxy resin and amine-terminated liquid polymer and product thereof
US3008848A (en) Adhesive resin primer composition, method of bonding a synthetic resin to a base therewith and article produced thereby
US3399109A (en) Epoxy modified vinyl copolymers of alpha, beta-unsaturated dicarboxylic acid partial esters
US3583932A (en) Water based coatings
US3331886A (en) Thermosettable coating comprising (1) an organic polycarboxylic polymeric material and (2) a resinous polyepoxide-alkanol amine adduct
US3917573A (en) Process for the preparation of water emulsifiable anionic resins and the resins thus produced
US3454516A (en) Dyadic polymeric products
US4510204A (en) Film-forming compositions of nitrile polymer latex blends
KR870007232A (en) Process for preparing stabilizers of aqueous polymer dispersions
GB1117763A (en) Hydroxylated graft copolymer compositions
US5656685A (en) Aqueous coating compositions
JPS62502694A (en) Curable compositions and coatings
US2992132A (en) Coating compositions and coated metal surfaces
ES384443A1 (en) Polymer blends
US4379875A (en) Coalescing aid for high nitrile copolymer latex coatings
US3035939A (en) Primer composition and metal base coated therewith
CA1113631A (en) Cationic binders for water dilutable heat hardenable coating compositions
CN109553735A (en) A kind of polyarylsulfone (PAS) modified acroleic acid resin aqueous emulsion