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GB793776A - Esters of drying oil acids with certain vinyl polymers - Google Patents

Esters of drying oil acids with certain vinyl polymers

Info

Publication number
GB793776A
GB793776A GB1017454A GB1017454A GB793776A GB 793776 A GB793776 A GB 793776A GB 1017454 A GB1017454 A GB 1017454A GB 1017454 A GB1017454 A GB 1017454A GB 793776 A GB793776 A GB 793776A
Authority
GB
United Kingdom
Prior art keywords
drying oil
methacrylate
oil acid
glycidyl
linseed
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
GB1017454A
Inventor
Richard Michael Ringwald
Norman William Hanson
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1017454A priority Critical patent/GB793776A/en
Publication of GB793776A publication Critical patent/GB793776A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Glycidyl acrylate or methacrylate is esterified with a drying oil acid, such as those derived from linseed, sunflower seed, tobacco seed, soya bean, dehydrated castor, marine animal and tung oils. In an Example (4) glycidyl methacrylate is esterified with linseed oil acids in solution in xylol in the presence of benzyl trimethylammonium hydroxide as a catalyst and a trace of hydroquinone. Specification 767,476, [Group IV (a)], is referred to.ALSO:An ester is formed from a drying oil acid, e.g. one derived from linseed, sunflower seed, tobacco seed, soya bean, dehydrated castor, marine animal and tung oils, and a copolymer of glycidyl acrylate or methacrylate and at least one other polymerizable vinyl or vinylidene compound, e.g. methyl, ethyl, nonyl, lauryl, beta-ethoxyethyl and cyclohexyl acrylates and methacrylates, acrylonitrile, methacrylonitrile, vinyl toluene, vinyl acetate and vinyl chloride. The ester may be formed either by esterifying the glycidyl ester with the drying oil acid and then copolymerizing with the unsaturated monomer, or by esterifying a preformed copolymer with the drying oil acid. The copolymers may be prepared by heating the monomers in solution in xylol in the presence of a catalyst such as benzoyl or ditertiary butyl peroxide, tertiary butyl hydroperoxide, tertiary butyl perbenzoate and diazobutyronitrile; in one exemplified method of copolymerization a mixture of methyl and nonyl methacrylates is added gradually to a refluxing solution of glycidyl methacrylate. The esterification of the copolymer with the drying oil acid is carried out in the presence of esterification catalysts such as benzyl trimethyl ammonium hydroxide, litharge and caustic soda. The products yield films which dry on exposure to air. The Provisional Specification describes also the use of styrene as a monomer which may be copolymerized with the glycidyl acrylate or methacrylate. Specification 767,476 is referred to.
GB1017454A 1954-04-07 1954-04-07 Esters of drying oil acids with certain vinyl polymers Expired GB793776A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1017454A GB793776A (en) 1954-04-07 1954-04-07 Esters of drying oil acids with certain vinyl polymers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1017454A GB793776A (en) 1954-04-07 1954-04-07 Esters of drying oil acids with certain vinyl polymers

Publications (1)

Publication Number Publication Date
GB793776A true GB793776A (en) 1958-04-23

Family

ID=9962917

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1017454A Expired GB793776A (en) 1954-04-07 1954-04-07 Esters of drying oil acids with certain vinyl polymers

Country Status (1)

Country Link
GB (1) GB793776A (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3107226A (en) * 1960-01-15 1963-10-15 Glidden Co Curable and cured resinous products combining epoxy resin esters and acidic acrylate ester copolymers
US4124551A (en) * 1977-09-26 1978-11-07 The Sherwin-Williams Company Aliphatic hydrocarbon solvent reducible acrylic enamel of improved quality
US4129537A (en) * 1976-10-20 1978-12-12 Bayer Aktiengesellschaft Air-drying acrylate lacquer binders
US4146519A (en) * 1977-02-12 1979-03-27 Bayer Aktiengesellschaft Air-drying acrylate lacquer binders
US4267082A (en) * 1978-05-03 1981-05-12 Bayer Aktiengesellschaft Air-cross-linkable polyacrylate lacquer binders containing chemically fixed wood preservatives
US4304695A (en) 1979-08-29 1981-12-08 Bayer Aktiengesellschaft Air-drying, fatty acid-modified lacquer binders, based on fumaric or maleic acid bis-glycidyl ester copolymers
US4400489A (en) * 1980-11-27 1983-08-23 Bayer Aktiengesellschaft Aerially-crosslinking polyacrylate coating agents
US5223582A (en) * 1990-10-16 1993-06-29 Bayer Aktiengesellschaft Polymers capable of oxidative crosslinking
DE19508544A1 (en) * 1995-03-10 1996-09-12 Bollig & Kemper Modified acrylic copolymer
US6509417B1 (en) * 2000-10-31 2003-01-21 Lilly Industries, Inc. Coating of fatty acid-modified glycidyl copolymer, OH polymer and optional anhydride polymer
SG99355A1 (en) * 2000-03-28 2003-10-27 Kansai Paint Co Ltd Ordinary temperature curable coating composition
US7084211B2 (en) 2000-03-14 2006-08-01 Kansai Paint Co., Ltd. Cold setting coating composition
WO2010112285A1 (en) 2009-03-30 2010-10-07 Evonik Röhm Gmbh (meth)acrylate polymer, coating agent, method for producing a coating, and coated object

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3107226A (en) * 1960-01-15 1963-10-15 Glidden Co Curable and cured resinous products combining epoxy resin esters and acidic acrylate ester copolymers
US4129537A (en) * 1976-10-20 1978-12-12 Bayer Aktiengesellschaft Air-drying acrylate lacquer binders
US4146519A (en) * 1977-02-12 1979-03-27 Bayer Aktiengesellschaft Air-drying acrylate lacquer binders
US4124551A (en) * 1977-09-26 1978-11-07 The Sherwin-Williams Company Aliphatic hydrocarbon solvent reducible acrylic enamel of improved quality
US4267082A (en) * 1978-05-03 1981-05-12 Bayer Aktiengesellschaft Air-cross-linkable polyacrylate lacquer binders containing chemically fixed wood preservatives
US4304695A (en) 1979-08-29 1981-12-08 Bayer Aktiengesellschaft Air-drying, fatty acid-modified lacquer binders, based on fumaric or maleic acid bis-glycidyl ester copolymers
US4400489A (en) * 1980-11-27 1983-08-23 Bayer Aktiengesellschaft Aerially-crosslinking polyacrylate coating agents
US5223582A (en) * 1990-10-16 1993-06-29 Bayer Aktiengesellschaft Polymers capable of oxidative crosslinking
DE19508544A1 (en) * 1995-03-10 1996-09-12 Bollig & Kemper Modified acrylic copolymer
US6005056A (en) * 1995-03-10 1999-12-21 Bollig & Kemper Kg Modified acryl copolymer
US7084211B2 (en) 2000-03-14 2006-08-01 Kansai Paint Co., Ltd. Cold setting coating composition
SG99355A1 (en) * 2000-03-28 2003-10-27 Kansai Paint Co Ltd Ordinary temperature curable coating composition
US6509417B1 (en) * 2000-10-31 2003-01-21 Lilly Industries, Inc. Coating of fatty acid-modified glycidyl copolymer, OH polymer and optional anhydride polymer
WO2010112285A1 (en) 2009-03-30 2010-10-07 Evonik Röhm Gmbh (meth)acrylate polymer, coating agent, method for producing a coating, and coated object
DE102009001970A1 (en) 2009-03-30 2010-10-14 Evonik Röhm Gmbh (Meth) acrylate polymer, coating agent, process for producing a coating and coated article

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