GB1312098A - Production of a copolymer and coating composition derived therefro - Google Patents

Production of a copolymer and coating composition derived therefro

Info

Publication number
GB1312098A
GB1312098A GB5617070A GB5617070A GB1312098A GB 1312098 A GB1312098 A GB 1312098A GB 5617070 A GB5617070 A GB 5617070A GB 5617070 A GB5617070 A GB 5617070A GB 1312098 A GB1312098 A GB 1312098A
Authority
GB
United Kingdom
Prior art keywords
weight
monomer
copolymer
optionally
peroxide
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
GB5617070A
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.)
Mitsui Toatsu Chemicals Inc
Original Assignee
Mitsui Toatsu Chemicals Inc
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 JP9464269A external-priority patent/JPS4837748B1/ja
Priority claimed from JP1148270A external-priority patent/JPS4838618B1/ja
Application filed by Mitsui Toatsu Chemicals Inc filed Critical Mitsui Toatsu Chemicals Inc
Publication of GB1312098A publication Critical patent/GB1312098A/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
    • 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
    • C09D133/068—Copolymers with monomers not covered by C09D133/06 containing glycidyl 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
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
    • C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
    • 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
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/064—Copolymers with monomers not covered by C08L33/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Epoxy Resins (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

1312098 Polymerization process; coating compositions MITSUI TOATSU CHEMICALS Inc 25 Nov 1970 [27 Nov 1969 29 Dec 1969 12 Feb 1970] 56170/70 Headings C3B and C3P Copolymers having a glass transition temperature of from 5-60‹ C. and an average molecular weight of from 1500 to 30,000 are prepared by copolymerizing a mixture of (A) at least 30% by weight of at least one monomer of the formula wherein R 1 is H or CH 3 and R 2 is C 1 -C 14 alkyl, (B) 3-20% by weight of (i) at least α,#- ethylenically unsaturated carboxylic acid or anhydride thereof and/or 3-40% by weight of (ii) glycidyl acrylate or glycidyl methacrylate, and optionally (c) up to 67% by weight of a copolymerizable monomer, said mixture being first bulk polymerized, optionally in the presence of a polymerization initiator, until monomer conversion is from 10-80% by weight, and then polymerized to complete monomer conversion in aqueous suspension in the presence of a polymerization initiator. Suitable examples of monomer B (i) are acrylic, methacrylic, itaconic, crotonic or fumaric acid, and maleic anhydride. Monomer (C) may be, for example, styrene, α- methyl styrene, vinyl toluene, vinyl chloride, vinylidene chloride, acrylonitrile, methacrylonitrile, vinyl acetate or vinyl propionate. Suitable polymerization initiators include benzoyl peroxide, lauroyl peroxide, cumene hydroperoxide, p-chlorobenzoyl peroxide, methyl ethyl ketone peroxide, t-butyl perbenzoate and azobisisobutyronitrile. A chain transfer agent, e.g. a mercaptan, disulphide, diazothioether or halide, may be present in either of the polymerization steps. Conventional dispersing agents may be employed in the second step, e.g. natural or synthetic macromolecular compounds, inorganic alkaline earth salts, siliceous materials, metals and metal oxides, alkali metal salts, and surfactants. Solid thermosetting coating compositions are obtained by melting a mixture of a copolymer as above and a cross-linking component which is either an epoxy resin having at least 2 epoxy groups (when component B(i) is present in the copolymer) or a compound having at least two carboxylic acid radicals, or the anhydride thereof, or at least two -NH- groups (when component B (ii) is present in the copolymer) at 120-200‹ C., and then cooling and solidifying the melt, which can optionally be crushed to powder form. Where the epoxy resin is used, a curing accelerator, e.g. one of the formula R 3 -NR 4 R 5 is also included in the melt, where each of R 3 , R 4 and R 5 is an optionally substituted C 1 -C 8 -alkyl or phenyl radical; quaternary ammonium salts are also useful curing accelerators. The compositions may also include fillers, pigments, cellulose derivatives, plasticizers, silicones or wax. The compositions can be applied to a material such as a metal and baked for 5-60 minutes at 160-220‹ C.
GB5617070A 1969-11-27 1970-11-25 Production of a copolymer and coating composition derived therefro Expired GB1312098A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP9464269A JPS4837748B1 (en) 1969-11-27 1969-11-27
JP98870 1969-12-29
JP1148270A JPS4838618B1 (en) 1970-02-12 1970-02-12

Publications (1)

Publication Number Publication Date
GB1312098A true GB1312098A (en) 1973-04-04

Family

ID=27274706

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5617070A Expired GB1312098A (en) 1969-11-27 1970-11-25 Production of a copolymer and coating composition derived therefro

Country Status (5)

Country Link
BE (1) BE765077A (en)
DE (2) DE2057577A1 (en)
FR (1) FR2072508A5 (en)
GB (1) GB1312098A (en)
NL (1) NL156740B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3857905A (en) * 1973-02-02 1974-12-31 Minnesota Mining & Mfg Powdered coating composition of unsaturated aycidyl polymer containing a sulfur terminating group, dicarboxylic acid, polester and polyacrylate
US5270391A (en) * 1991-11-27 1993-12-14 Mitsui Toatsu Chemicals, Inc. Composition for thermosetting powder coating
EP2322570A1 (en) * 2009-11-16 2011-05-18 DSM IP Assets B.V. Acrylic Polymer
WO2011058163A1 (en) * 2009-11-16 2011-05-19 Dsm Ip Assets B.V. Acrylic polymer
WO2014044469A1 (en) * 2012-09-18 2014-03-27 Dsm Ip Assets B.V. Novel process

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1381262A (en) * 1970-12-23 1975-01-22 Unilever Ltd Coating composition
JPS5011928B1 (en) * 1971-07-13 1975-05-08
DE2240312C3 (en) * 1971-08-16 1985-06-27 Ford-Werke AG, 5000 Köln Powder coating agent
DE2540921C2 (en) 1975-09-13 1981-11-26 Hoechst Ag, 6000 Frankfurt Thermosetting, powdery coating agent from a mixture of copolymers containing glycidyl groups and hardening agents. Process for its production and its use
US4102942A (en) * 1976-07-29 1978-07-25 Union Carbide Corporation Compositions of high solids content comprising carboxylic polymer and aliphatic diepoxide
DE2942327A1 (en) * 1979-10-19 1981-05-14 Hoechst Ag, 6000 Frankfurt METHOD FOR PRODUCING COPOLYMERISATES CONTAINING OH GROUPS
DE3130545C2 (en) * 1981-08-01 1986-05-07 Basf Farben + Fasern Ag, 2000 Hamburg Self-crosslinking synthetic resin
CA1230198A (en) * 1982-07-26 1987-12-08 Joseph V. Koleske High solids primer-guidecoats based on t-butyl acrylate and styrene
CA1230199A (en) * 1982-08-05 1987-12-08 Joseph V. Koleske Highly weatherable coatings
US4503174A (en) * 1983-09-06 1985-03-05 E. I. Du Pont De Nemours And Company Low temperature curing coating composition
US5621059A (en) * 1995-02-06 1997-04-15 Monsanto Company Polymeric flow modifiers

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE588068A (en) * 1959-02-26
NL261568A (en) * 1960-02-24
GB928251A (en) * 1960-08-29
FR1364581A (en) * 1961-12-21 1964-06-26 Monsanto Chemicals Improvements to Olefin Polymer Latex Coating Compositions
BE642380A (en) * 1963-01-11 1964-07-10
FR1462302A (en) * 1964-10-06 1966-04-15 Ici Ltd Cold-curable liquid coating composition based on copolymers of unsaturated compounds
FR1531224A (en) * 1964-11-13 1968-06-28 Nippon Paint Co Ltd Coating composition based on a methyl methacrylate copolymer

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3857905A (en) * 1973-02-02 1974-12-31 Minnesota Mining & Mfg Powdered coating composition of unsaturated aycidyl polymer containing a sulfur terminating group, dicarboxylic acid, polester and polyacrylate
US5270391A (en) * 1991-11-27 1993-12-14 Mitsui Toatsu Chemicals, Inc. Composition for thermosetting powder coating
KR20130026526A (en) * 2009-11-16 2013-03-13 디에스엠 아이피 어셋츠 비.브이. Acrylic polymer
WO2011058163A1 (en) * 2009-11-16 2011-05-19 Dsm Ip Assets B.V. Acrylic polymer
WO2011057882A1 (en) * 2009-11-16 2011-05-19 Dsm Ip Assets B.V. Acrylic polymer
CN102666614A (en) * 2009-11-16 2012-09-12 帝斯曼知识产权资产管理有限公司 Acrylic polymer
EP2322570A1 (en) * 2009-11-16 2011-05-18 DSM IP Assets B.V. Acrylic Polymer
US8741274B2 (en) 2009-11-16 2014-06-03 Dsm Ip Assets B.V. Acrylic polymer
CN102666614B (en) * 2009-11-16 2015-04-29 帝斯曼知识产权资产管理有限公司 Acrylic polymer
US9249247B2 (en) 2009-11-16 2016-02-02 Dsm Ip Assets B.V. Acrylic polymer
KR101726903B1 (en) 2009-11-16 2017-04-13 디에스엠 아이피 어셋츠 비.브이. Acrylic polymer
WO2014044469A1 (en) * 2012-09-18 2014-03-27 Dsm Ip Assets B.V. Novel process
US20150232594A1 (en) * 2012-09-18 2015-08-20 Dam Ip Assets B.V. Novel process
US9403929B2 (en) 2012-09-18 2016-08-02 Dsm Ip Assets B.V. Process for preparing acrylic polymer beads
CN104619305B (en) * 2012-09-18 2018-02-23 帝斯曼知识产权资产管理有限公司 The method for preparing acrylic polymer bead

Also Published As

Publication number Publication date
BE765077A (en) 1971-08-16
DE2057577A1 (en) 1971-06-09
DE2064916A1 (en) 1971-08-19
NL156740B (en) 1978-05-16
NL7017399A (en) 1971-06-01
DE2064916B2 (en) 1979-06-07
FR2072508A5 (en) 1971-09-24

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years