GB958856A - Copolymers - Google Patents

Copolymers

Info

Publication number
GB958856A
GB958856A GB2151462A GB2151462A GB958856A GB 958856 A GB958856 A GB 958856A GB 2151462 A GB2151462 A GB 2151462A GB 2151462 A GB2151462 A GB 2151462A GB 958856 A GB958856 A GB 958856A
Authority
GB
Grant status
Application
Patent type
Prior art keywords
acid
acrylic
methacrylic acid
weight
vinyl acetate
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
GB2151462A
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 GmbH
Original Assignee
Rohm and Haas GmbH
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

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00Homopolymers and 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
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/52Amides or imides
    • C08F20/54Amides
    • C08F20/58Amides containing oxygen in addition to the carbonamido oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F28/00Homopolymers and 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 a bond to sulfur or by a heterocyclic ring containing sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F30/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F30/02Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus

Abstract

Copolymers suitable for use as coating compositions are prepared by polymerizing a mixture comprising (1) one or more esters of acrylic and/or methacrylic acid having 1 to 20 carbon atoms in the alcohol moiety, (2) 1 to 30% by weight, based on the total monomer mixture, of a methylol compound and/or an alkyl ether thereof of acrylic and/or methacrylic acid amide, the alkyl residue of the said ether containing not more than 10 carbon atoms, (3) 0.1 to 10% by weight, based on the total monomer mixture, of a mixed ester of a diol or a monothiodiol esterified with acrylic or methacrylic acid and a di- or polybasic organic or inorganic acid having a pk value of less than 4, and (4) if desired, up to 20% by weight of the total monomer mixture, of one or more monomers copolymerizable with said monomers (1) to (3). Preferably emulsion polymerization in an aqueous phase or solution polymerization in a suitable medium e.g. a ketone, an ester or an aromatic or aliphatic hydrocarbon solvent, is used, and a catalyst such as azodiisobutyric acid nitrile may be used. Lists of glycols and thioglycols from which the mixed esters may be prepared are given and the di- or poly-basic organic and inorganic acids mentioned are orthophosphoric, phosphorous, sulphuric oxalic and phosphinic acids. The polybasic acids may be further esterified e.g. with alkyl or aryl groups. Examples of monomers (4) are acrylic and methacrylic acid, acrylo- and methacrylonitrile, styrene, dibutyl maleate, vinyl acetate and unsaturated polyesters. In the examples copolymers are formed from (1) ethyl acrylate, N-methylolmethacrylamide isobutyl ether, 2-methacryloxy -2- methyl-ethyl-phosphorous acid and vinyl acetate; (2) methylmethacrylate, vinyl acetate, ethyl acrylate, N-methylolmethacrylamide-isobutyl ether and 2-methacryloxy -2-chloromethyl-ethyl phosphorous acid; (3) ethyl acrylate, N-methylol methacrylamide-isobutyl ether, 2-methacryloxyethyl-phosphoric acid monomethyl ester and vinyl acetate; and (4) ethyl acrylate, N-methylolmethacrylamide-isobutyl ether, methacryloxyethyl-phenyl-phosphinic acid and vinyl acetate.ALSO:Coating compositions which may be applied for example to textiles, wood, paper, leather or metals are prepared by polymerizing a mixture comprising (1) one or more esters of acrylic and/or methacrylic acid having 1-20 carbon atoms in the alcohol moiety, (2) 1-30% by weight, based on the total monomer mixture, of a methylol compound and/or an alkyl ether thereof of acrylic and/or methacrylic acid amide, the alkyl residue of the said ether containing not more than 10 carbon atoms, (3) 0,1-10% by weight, based on the total monomer mixture, of a mixed ester of a diol or a monothiodiol esterified with acrylic or methacrylic acid and a di- or polybasic organic or inorganic acid having a pK value of less than 4, and (4) if desired, up to 20% by weight of the total monomer mixture, of one or more monomers copolymerizable with said monomers (1) to (3). Lists of glycols and thioglycols from which the mixed esters may be prepared are given and the di- or polybasic organic and inorganic acids mentioned are orthophosphoric, phosphorous, sulphuric, oxalic and phosphinic acids; the polybasic acids may be further esterified. Lists of monomers (4) are given. In one example nylon fabrics are coated with a copolymer derived from ethyl acrylate, a 45% solution of N-methylol methacrylamide isobutyl ether is iso-butanol, 2-methacryloxy-2-methyl-ethyl-phosphorous acid and vinyl acetate.
GB2151462A 1961-06-03 1962-06-04 Copolymers Expired GB958856A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1961R0030460 DE1229219B (en) 1961-06-03 1961-06-03 Adherent, water-, wash- and loesungsmittelbestaendige, at a low temperature curing coatings obtained by crosslinking resulting coating agents

Publications (1)

Publication Number Publication Date
GB958856A true true GB958856A (en) 1964-05-27

Family

ID=7403304

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2151462A Expired GB958856A (en) 1961-06-03 1962-06-04 Copolymers

Country Status (3)

Country Link
BE (1) BE617606A (en)
DE (1) DE1229219B (en)
GB (1) GB958856A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4487859A (en) * 1983-11-21 1984-12-11 Scm Corporation Self-curing water dispersed polymers
US5191029A (en) * 1988-12-29 1993-03-02 Deldonno Theodore A Phosphorus-containing polymer compositions containing water-soluble polyvalent metal compounds
US5663224A (en) * 1991-12-03 1997-09-02 Rohm And Haas Company Process for preparing an aqueous dispersion
US6080802A (en) * 1991-12-03 2000-06-27 Rohm And Haas Company Process for preparing an aqueous dispersion of composite particles including polymeric latex adsorbed to titanium dioxide
US6485786B2 (en) 2000-04-26 2002-11-26 Rohm And Haas Company Aqueous stain-blocking coating composition
US6756459B2 (en) 2000-09-28 2004-06-29 Rohm And Haas Company Binder compositions for direct-to-metal coatings
US6818697B2 (en) 2001-10-01 2004-11-16 Rohm And Haas Company Coating composition
WO2010074806A1 (en) * 2008-12-23 2010-07-01 E. I. Du Pont De Nemours And Company (meth)acrylic esters of poly(trimethylene ether) glycol and uses thereof
US9006365B2 (en) 2010-12-31 2015-04-14 Rohm And Haas Company Method of making polymeric bead from phosphorous acid containing monomers
US9493585B2 (en) 2010-12-31 2016-11-15 Rohm Ad Haas Company Polymeric bead composition comprising polymerized phosphorous-containing acid monomer

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2638545B2 (en) * 1975-10-24 1978-01-26 Use of polymerizable phosphoric and / or phosphonic acid compounds for improving adhesion to metal substrates of ueberzugsmitteln

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE539963A (en) * 1954-07-23
BE590585A (en) * 1959-05-08 1960-11-07 Canadian Ind Coating compositions

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4487859A (en) * 1983-11-21 1984-12-11 Scm Corporation Self-curing water dispersed polymers
US5191029A (en) * 1988-12-29 1993-03-02 Deldonno Theodore A Phosphorus-containing polymer compositions containing water-soluble polyvalent metal compounds
US5663224A (en) * 1991-12-03 1997-09-02 Rohm And Haas Company Process for preparing an aqueous dispersion
US6080802A (en) * 1991-12-03 2000-06-27 Rohm And Haas Company Process for preparing an aqueous dispersion of composite particles including polymeric latex adsorbed to titanium dioxide
US6485786B2 (en) 2000-04-26 2002-11-26 Rohm And Haas Company Aqueous stain-blocking coating composition
US6756459B2 (en) 2000-09-28 2004-06-29 Rohm And Haas Company Binder compositions for direct-to-metal coatings
US6818697B2 (en) 2001-10-01 2004-11-16 Rohm And Haas Company Coating composition
WO2010074806A1 (en) * 2008-12-23 2010-07-01 E. I. Du Pont De Nemours And Company (meth)acrylic esters of poly(trimethylene ether) glycol and uses thereof
US8198360B2 (en) 2008-12-23 2012-06-12 E I Du Pont De Nemours And Company (Meth)acrylic esters of poly(trimethylene ether) glycol and uses thereof
US9006365B2 (en) 2010-12-31 2015-04-14 Rohm And Haas Company Method of making polymeric bead from phosphorous acid containing monomers
US9493585B2 (en) 2010-12-31 2016-11-15 Rohm Ad Haas Company Polymeric bead composition comprising polymerized phosphorous-containing acid monomer

Also Published As

Publication number Publication date Type
BE617606A (en) grant
DE1229219B (en) 1966-11-24 application

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