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GB967051A - Microgels and coating compositions containing same - Google Patents

Microgels and coating compositions containing same

Info

Publication number
GB967051A
GB967051A GB152863A GB152863A GB967051A GB 967051 A GB967051 A GB 967051A GB 152863 A GB152863 A GB 152863A GB 152863 A GB152863 A GB 152863A GB 967051 A GB967051 A GB 967051A
Authority
GB
United Kingdom
Prior art keywords
monomers
cross
water
polymerization
microgel
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
GB152863A
Inventor
Orville Horwitz Bullitt Jr
Seymore Hochberg
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and 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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to GB152863A priority Critical patent/GB967051A/en
Publication of GB967051A publication Critical patent/GB967051A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

A microgel comprising a cross-linked copolymer of from 95.0 to 99.9 mole per cent of mono-ethylenically unsaturated monomer, at least 50% of which is a lower alkyl ester of methacrylic acid, and from 5.0 to 0.1 mole per cent of a cross-linking agent containing at least two ethylenic double bonds, the microgel having a swelling ratio in toluene of from 2 to 6 and being essentially free of substantially uncross-linked polymer having a viscosity average molecular weight greater than 200,000, may be prepared by heating at a temperature of from 40 DEG to 100 DEG C., an aqueous dispersion of the monomers until the swelling ratio in toluene of the resulting microgel is from 2 to 6 and, during the reaction, adding to the dispersion a water immiscible solvent or a chain-transfer agent to inhibit the formation of substantially uncross-linked polymer having a viscosity average molecular weight greater than 200,000. Lists of cross-linking agents and lower alkyl methacrylates and other mono-ethylenically unsaturated monomers are given. In the preferred process, the monoethylenically unsaturated monomer or monomers, the cross-linking agent and known initiators and emulsifiers are dispersed in water and the emulsion is then heated at a temperature of 40 to 110 DEG C. until the polymerization is 80 to 95% complete. Then at least 25%, and preferably 25 to 100% by weight based on the weight of monomers, of water-immiscible solvent for the monomers is added to the reaction mixture and the polymerization is continued until the polymerization is 95 to 100% complete. Alternatively the water-immiscible solvent may be added to the initial charge. Alternatively in the first mentioned preferred method a chain transfer agent may be added instead of the solvent, among those mentioned are thiophenols, carbon tetrabromide, ethylbenzene, pentaphenylethane and ethylthioglycollate.
GB152863A 1963-01-14 1963-01-14 Microgels and coating compositions containing same Expired GB967051A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB152863A GB967051A (en) 1963-01-14 1963-01-14 Microgels and coating compositions containing same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB152863A GB967051A (en) 1963-01-14 1963-01-14 Microgels and coating compositions containing same

Publications (1)

Publication Number Publication Date
GB967051A true GB967051A (en) 1964-08-19

Family

ID=9723553

Family Applications (1)

Application Number Title Priority Date Filing Date
GB152863A Expired GB967051A (en) 1963-01-14 1963-01-14 Microgels and coating compositions containing same

Country Status (1)

Country Link
GB (1) GB967051A (en)

Cited By (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3948839A (en) * 1973-06-01 1976-04-06 Unifilm Corporation Flatting agents
US3956219A (en) * 1973-02-01 1976-05-11 Eli Lilly And Company Crosslinked polystyrene and substituted polystyrene compositions
US3966667A (en) * 1972-10-11 1976-06-29 Ppg Industries, Inc. Preparation of non-aqueous thermosetting acrylic polymer dispersions
US4025474A (en) * 1975-06-02 1977-05-24 Ppg Industries, Inc. Polyester coating compositions comprising cross-linked polymeric microparticles
US4055607A (en) * 1972-10-11 1977-10-25 Ppg Industries, Inc. Acrylic coating compositions
JPS53133236A (en) * 1977-04-25 1978-11-20 Ici Ltd Method of forming multiicoating layers on substrate surface
US4147688A (en) 1975-03-19 1979-04-03 Ppg Industries, Inc. Method of preparing dispersions of gelled polymeric microparticles and products produced thereby
US4232129A (en) * 1978-09-15 1980-11-04 The Dow Chemical Company Dispersible vinylidene chloride polymer microgel powders as additives for urethane polymer foam
US4255306A (en) * 1978-09-15 1981-03-10 The Dow Chemical Company Vinylidene chloride polymer microgels
US4290932A (en) 1979-11-27 1981-09-22 Cook Paint And Varnish Company Acrylic resin-acrylic microgel compositions
US4299752A (en) 1967-04-20 1981-11-10 E. I. Du Pont De Nemours And Company Metallic polymeric dispersion coating composition
US4324714A (en) * 1978-09-15 1982-04-13 The Dow Chemical Company Vinylidene chloride polymer microgel powder lacquer coating composition and substrates coated therewith
US4369299A (en) 1977-11-11 1983-01-18 Asahi Kasei Kogyo Kabushiki Kaisha Acrylic resin having excellent solvent resistance and moldability
US4377661A (en) 1979-11-27 1983-03-22 Cook Paint And Varnish Company Acrylic resin-acrylic microgel compositions
US4414357A (en) 1979-11-27 1983-11-08 Glasurit America, Inc. Polyester or alkyd resin composition containing acrylic microgels
EP0114478A1 (en) * 1982-12-16 1984-08-01 Celanese Corporation Water-swellable cross-linked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4539348A (en) * 1982-12-16 1985-09-03 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4540740A (en) * 1983-04-04 1985-09-10 Ppg Industries, Inc. Cross-linked polymeric microgel prepared from polymerizing epoxy-containing monomer in the presence of an acid
US4546014A (en) * 1982-12-16 1985-10-08 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4560714A (en) * 1982-12-16 1985-12-24 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4567246A (en) * 1982-12-16 1986-01-28 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4569966A (en) * 1984-04-19 1986-02-11 Ppg Industries, Inc. Polymeric microparticles
US4598111A (en) * 1982-03-18 1986-07-01 Glasurit America, Inc. Coating composition containing cross-linked microparticles
US4639394A (en) * 1985-04-01 1987-01-27 Ppg Industries, Inc. Non-aqueous dispersions prepared with styrene polymer dispersion stabilizers
US4652605A (en) * 1984-12-17 1987-03-24 Ppg Industries, Inc. Preparation of low molecular weight polymers by vinyl addition polymerization under dilute reaction conditions using a polymeric diluent
US4719132A (en) * 1984-09-21 1988-01-12 Ppg Industries, Inc. Process for the preparation of multi-layered coatings and coated articles derived therefrom
US4822685A (en) * 1987-12-10 1989-04-18 Ppg Industries, Inc. Method for preparing multi-layered coated articles and the coated articles prepared by the method
US4849480A (en) * 1985-10-23 1989-07-18 E. I. Du Pont De Nemours And Company Crosslinked polymer microparticle
US5093390A (en) * 1987-08-12 1992-03-03 Nippon Oil And Fats Company, Limited Polymer non-aqueous dispension, process for preparing the same and coating composition formulated therewith
US5380781A (en) * 1992-07-27 1995-01-10 Kansai Paint Co., Ltd. Cationically electrodepositable fine particles derived from alkoxysilane-modified epoxy resins and cationic electrodeposition paint composition comprising the same
US5494954A (en) * 1994-04-04 1996-02-27 Ppg Industries, Inc. Non-aqueous dispersion polymerization and stabilization of polar polymeric microparticles
US5677407A (en) * 1995-06-07 1997-10-14 Amcol International Corporation Process for producing an oil sorbent polymer and the product thereof
US5712358A (en) * 1995-06-07 1998-01-27 Amcol International Corporation Process for producing an oil sorbent copolymer and the product thereof
US5811220A (en) * 1996-10-10 1998-09-22 Polaroid Corporation On-press lithographic development methodology facilitated by the use of a disperse hydrophilic microgel
US5830960A (en) * 1994-10-24 1998-11-03 Amcol International Corporation Precipitation Polymerization process for producing an oil adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5830967A (en) * 1994-10-24 1998-11-03 Amcol International Corporation Process for producing an oil and water adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US6107429A (en) * 1994-10-24 2000-08-22 Amcol International Corporation Process for producing an oil and water adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US7244796B2 (en) 1998-03-12 2007-07-17 Lucite International Uk Limited Polymer composition
US8143348B2 (en) 2009-09-01 2012-03-27 Ppg Industries Ohio, Inc. Waterborne coating compositions, related methods and coated substrates
US8461253B2 (en) 2010-01-15 2013-06-11 Ppg Industries Ohio, Inc. One-component, ambient curable waterborne coating compositions, related methods and coated substrates
US20130317174A1 (en) * 2010-12-22 2013-11-28 Rohm And Haas Company Thermoplastic Composition, Method of Producing the Same, and Articles Made Therefrom
US10711073B2 (en) 2014-03-28 2020-07-14 Synthomer (Uk) Limited Method of making a branched polymer, a branched polymer and uses of such a polymer

Cited By (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4299752A (en) 1967-04-20 1981-11-10 E. I. Du Pont De Nemours And Company Metallic polymeric dispersion coating composition
US3966667A (en) * 1972-10-11 1976-06-29 Ppg Industries, Inc. Preparation of non-aqueous thermosetting acrylic polymer dispersions
US4055607A (en) * 1972-10-11 1977-10-25 Ppg Industries, Inc. Acrylic coating compositions
US3956219A (en) * 1973-02-01 1976-05-11 Eli Lilly And Company Crosslinked polystyrene and substituted polystyrene compositions
US3948839A (en) * 1973-06-01 1976-04-06 Unifilm Corporation Flatting agents
US4147688A (en) 1975-03-19 1979-04-03 Ppg Industries, Inc. Method of preparing dispersions of gelled polymeric microparticles and products produced thereby
US4025474A (en) * 1975-06-02 1977-05-24 Ppg Industries, Inc. Polyester coating compositions comprising cross-linked polymeric microparticles
JPS53133236A (en) * 1977-04-25 1978-11-20 Ici Ltd Method of forming multiicoating layers on substrate surface
US4369299A (en) 1977-11-11 1983-01-18 Asahi Kasei Kogyo Kabushiki Kaisha Acrylic resin having excellent solvent resistance and moldability
US4324714A (en) * 1978-09-15 1982-04-13 The Dow Chemical Company Vinylidene chloride polymer microgel powder lacquer coating composition and substrates coated therewith
US4255306A (en) * 1978-09-15 1981-03-10 The Dow Chemical Company Vinylidene chloride polymer microgels
US4232129A (en) * 1978-09-15 1980-11-04 The Dow Chemical Company Dispersible vinylidene chloride polymer microgel powders as additives for urethane polymer foam
EP0029637A3 (en) * 1979-11-27 1981-12-23 Cook Paint & Varnish Company Acrylic resin composition and method of making it
US4377661A (en) 1979-11-27 1983-03-22 Cook Paint And Varnish Company Acrylic resin-acrylic microgel compositions
US4414357A (en) 1979-11-27 1983-11-08 Glasurit America, Inc. Polyester or alkyd resin composition containing acrylic microgels
US4290932A (en) 1979-11-27 1981-09-22 Cook Paint And Varnish Company Acrylic resin-acrylic microgel compositions
US4598111A (en) * 1982-03-18 1986-07-01 Glasurit America, Inc. Coating composition containing cross-linked microparticles
EP0114478A1 (en) * 1982-12-16 1984-08-01 Celanese Corporation Water-swellable cross-linked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4546014A (en) * 1982-12-16 1985-10-08 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4560714A (en) * 1982-12-16 1985-12-24 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4567246A (en) * 1982-12-16 1986-01-28 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4539348A (en) * 1982-12-16 1985-09-03 Celanese Corporation Water-swellable crosslinked polymeric microgel particles and aqueous dispersions of organic film-forming resins containing the same
US4540740A (en) * 1983-04-04 1985-09-10 Ppg Industries, Inc. Cross-linked polymeric microgel prepared from polymerizing epoxy-containing monomer in the presence of an acid
US4569966A (en) * 1984-04-19 1986-02-11 Ppg Industries, Inc. Polymeric microparticles
US4719132A (en) * 1984-09-21 1988-01-12 Ppg Industries, Inc. Process for the preparation of multi-layered coatings and coated articles derived therefrom
US4652605A (en) * 1984-12-17 1987-03-24 Ppg Industries, Inc. Preparation of low molecular weight polymers by vinyl addition polymerization under dilute reaction conditions using a polymeric diluent
US4639394A (en) * 1985-04-01 1987-01-27 Ppg Industries, Inc. Non-aqueous dispersions prepared with styrene polymer dispersion stabilizers
US4849480A (en) * 1985-10-23 1989-07-18 E. I. Du Pont De Nemours And Company Crosslinked polymer microparticle
US5093390A (en) * 1987-08-12 1992-03-03 Nippon Oil And Fats Company, Limited Polymer non-aqueous dispension, process for preparing the same and coating composition formulated therewith
US4822685A (en) * 1987-12-10 1989-04-18 Ppg Industries, Inc. Method for preparing multi-layered coated articles and the coated articles prepared by the method
US5380781A (en) * 1992-07-27 1995-01-10 Kansai Paint Co., Ltd. Cationically electrodepositable fine particles derived from alkoxysilane-modified epoxy resins and cationic electrodeposition paint composition comprising the same
US5494954A (en) * 1994-04-04 1996-02-27 Ppg Industries, Inc. Non-aqueous dispersion polymerization and stabilization of polar polymeric microparticles
US6387995B1 (en) 1994-10-24 2002-05-14 Amcol International Corporation Precipitation polymerization process for producing an oil adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US6248849B1 (en) 1994-10-24 2001-06-19 Amcol Corporation Precipitation polymerization process for producing an oil adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US6107429A (en) * 1994-10-24 2000-08-22 Amcol International Corporation Process for producing an oil and water adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5955552A (en) * 1994-10-24 1999-09-21 Amcol International Corporation Process for producing an oil and water adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5830960A (en) * 1994-10-24 1998-11-03 Amcol International Corporation Precipitation Polymerization process for producing an oil adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5830967A (en) * 1994-10-24 1998-11-03 Amcol International Corporation Process for producing an oil and water adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5837790A (en) * 1994-10-24 1998-11-17 Amcol International Corporation Precipitation polymerization process for producing an oil adsorbent polymer capable of entrapping solid particles and liquids and the product thereof
US5834577A (en) * 1995-06-07 1998-11-10 Amcol International Corporation Process for producing an oil sorbent copolymer and the product thereof
US5777054A (en) * 1995-06-07 1998-07-07 Amcol International Corporation Process for producing an oil sorbent polymer and the product thereof
US5712358A (en) * 1995-06-07 1998-01-27 Amcol International Corporation Process for producing an oil sorbent copolymer and the product thereof
US5677407A (en) * 1995-06-07 1997-10-14 Amcol International Corporation Process for producing an oil sorbent polymer and the product thereof
US5811220A (en) * 1996-10-10 1998-09-22 Polaroid Corporation On-press lithographic development methodology facilitated by the use of a disperse hydrophilic microgel
US7244796B2 (en) 1998-03-12 2007-07-17 Lucite International Uk Limited Polymer composition
US8143348B2 (en) 2009-09-01 2012-03-27 Ppg Industries Ohio, Inc. Waterborne coating compositions, related methods and coated substrates
US8461253B2 (en) 2010-01-15 2013-06-11 Ppg Industries Ohio, Inc. One-component, ambient curable waterborne coating compositions, related methods and coated substrates
US20130317174A1 (en) * 2010-12-22 2013-11-28 Rohm And Haas Company Thermoplastic Composition, Method of Producing the Same, and Articles Made Therefrom
US9376562B2 (en) * 2010-12-22 2016-06-28 Rohm And Haas Company Thermoplastic composition, method of producing the same, and articles made therefrom
US10711073B2 (en) 2014-03-28 2020-07-14 Synthomer (Uk) Limited Method of making a branched polymer, a branched polymer and uses of such a polymer

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