GB1087623A - Thermosetting coating compositions - Google Patents
Thermosetting coating compositionsInfo
- Publication number
- GB1087623A GB1087623A GB1494166A GB1494166A GB1087623A GB 1087623 A GB1087623 A GB 1087623A GB 1494166 A GB1494166 A GB 1494166A GB 1494166 A GB1494166 A GB 1494166A GB 1087623 A GB1087623 A GB 1087623A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- ester
- pigments
- alkanol
- acids
- 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
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
- C09D131/00—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 an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Coating compositions based on derivatives of such polymers
- C09D131/02—Homopolymers or copolymers of esters of monocarboxylic acids
-
- 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
- C08F18/00—Homopolymers 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 an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F18/02—Esters of monocarboxylic acids
- C08F18/04—Vinyl esters
-
- 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
- C09D133/08—Homopolymers or copolymers of acrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Paints Or Removers (AREA)
Abstract
Thermosetting coating compositions comprise a mixture dissolved in an organic solvent of (A) 55 to 95% by weight of a thermoplastic copolymer obtained by copolymerization of a mixture consisting of (a) 10 to 50% by weight of a versatic acid 911 vinyl ester, (b) 0 to 6% by weight of a copolymerizable a ,b -ethylenically unsaturated mono-, di- and/or poly-carboxylic acid or a partial ester of such a di- or poly-carboxylic acid derived from a C1-C8 alkanol, (c) 20 to 50% by weight of methyl methacrylate, (d) 20 to 50% by weight of an ester of acrylic acid and a C4-C18 alkanol, (e) 5 to 20% by weight of a hydroxyalkyl or hydroxyaralkyl ester of an a ,b -ethylenically unsaturated carboxylic acid; and (B) 5 to 45% by weight of a resin-forming condensate of an aldehyde and urea, N,N1 - ethyleneurea, dicyanodiamide or an aminotriazine, alkylated with cyclohexanol or a C1-C6 alkanol. Specified components (b) are acrylic, methacrylic, ethacrylic, phenylacrylic, maleic, fumaric, itaconic, citraconic and crotonic acids and, where existent, the partial alkyl esters of such acids. Component (e) may be derived from the same acids as used in component (b) and preferably contains at least one primary or secondary hydroxyl group. The aminoplast precondensate is preferably derived from formaldehyde although other aldhydes such as acetaldehyde, crotonaldehyde and acrolein are also suitable. In examples an etherified melamine-formaldehyde product is used. Suitable solvents include aromatic hydrocarbons, aliphatic and cyloaliphatic alcohols and ketones, aliphatic esters and ethers, dioxan, dimethyl formamide, dimethyl acetamide, acetonitrile and nitroalkanes. The composition may also include pigments, extenders and hardening catalysts. Pigments include chrome yellow, Prussian blue, Brunswick green, titanium pigments possibly extended with alkaline earth metal sulphates, titanate salts, zinc compounds, antimony oxide, and organic pigments including calcium and barium lakes and azo dyes. Suitable hardening catalysts include inorganic acids and their ammonium salts and organic acids and their amine salts and certain esters. The copolymers can be prepared by polymerizing the respective monomers in a solvent using a catalyst such as benzoyl peroxide, di-t.-butyl peroxide, t.-butyl hydroperoxide, cumene hydroperoxide or azoisobutyro-nitrile and, if desired, a chain transfer agent, e.g. butyl or lauryl mercaptan or thioglycollic acid.ALSO:Thermosetting compositions suitable for coating vehicle bodies, paper, textiles, leather, wood, synthetic materials, ceramics, bricks, concrete and metals comprise a mixture dissolved in an organic solvent of (A) 55 to 95% of a thermoplastic copolymer of (i) a versatic acid 911 vinyl ester (ii) methyl methacrylate (iii) an ester of acrylic acid with a C4-C18 alkanol (iv) a hydroxyalkyl or hydroxyaralkyl ester of an a , b -ethylenically unsaturated carboxylic acid and, optionally, (v) an a , b -ethylenically unsaturated mono-, di- and/or polycarboxylic acid or a partial ester of such a di- or poly-carboxylic acid with a C1-C8 alkanol; and (B) 5 to 45% by weight of a resin-forming condensate of an aldehyde with urea, N,N\sv-ethyleneurea, dicyanodiamide or an aminotriazine (e.g. melamine), alkylated with cyclohexanol or a C1-C6 alkanol. Suitable solvents include aromatic hydrocarbons, aliphatic and cycloaliphatic alcohols and ketones, aliphatic esters and ethers, dioxan, dimethyl formamide, dimethyl acetamide, acetonitrile and nitroalkanes. The composition may also include pigments, extenders and hardening catalysts. Pigments include chrome yellow, Prussian blue, Brunswick green, titanium pigments possibly extended with alkaline earth metal sulphates, titanate salts, zinc compounds, antimony oxide, and organic pigments including calcium and barium lakes and azo dyes. Suitable hardening catalysts include inorganic acids and their ammonium salts, and organic acids and their amine salts and certain esters. The compositions may be applied in various ways, e.g. by coating, spraying, dipping or roller-coating. The coatings can be dried at room temperature or up to 100 DEG C, and hardened at 80-230 DEG C. In Examples the coatings are applied to iron sheets, deep-drawn metal sheets and phosphated metal sheets.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DER0041011 | 1965-07-03 | ||
DE1965R0041010 DE1289936B (en) | 1965-07-03 | 1965-07-03 | Heat-curable coating agents based on organic solvents, thermoplastic copolymers containing hydroxyl groups and amino resins |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1087623A true GB1087623A (en) | 1967-10-18 |
Family
ID=25991906
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1212266A Expired GB1145564A (en) | 1965-07-03 | 1966-03-18 | A process for the production of thermoplastic copolymers |
GB1494166A Expired GB1087623A (en) | 1965-07-03 | 1966-04-04 | Thermosetting coating compositions |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1212266A Expired GB1145564A (en) | 1965-07-03 | 1966-03-18 | A process for the production of thermoplastic copolymers |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH493611A (en) |
DE (2) | DE1289936B (en) |
GB (2) | GB1145564A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3669942A (en) * | 1969-07-03 | 1972-06-13 | Shell Oil Co | Copolymers of vinyl esters of branched acids |
US4164488A (en) | 1974-03-29 | 1979-08-14 | E. I. Du Pont De Nemours And Company | Aqueous thermosetting acrylic enamel |
US6228941B1 (en) * | 1997-12-24 | 2001-05-08 | Shell Oil Company | Powder coating of glycidyl-functional copolymer, dicarboxylic acid and acid-functional polyester |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8924983D0 (en) * | 1989-11-06 | 1989-12-28 | Shell Int Research | Interpolymer latices from esters of(meth)acrylic acid and vinyl esters of branched chain carboxylic acids |
GB9013722D0 (en) * | 1990-06-20 | 1990-08-08 | Shell Int Research | Interpolymer dispersions from vinyl esters of branched chain carboxylic acids and ethylenically unsaturated acids and/or their esters |
EP0546640B1 (en) * | 1991-12-13 | 1997-03-05 | Shell Internationale Researchmaatschappij B.V. | Interpolymer-based binders |
US5641829A (en) * | 1991-12-30 | 1997-06-24 | Ppg Industries, Inc. | Coating compositions prepared from base neutralized, stable aqueous dispersion of hydroxyl functional acrylic polymers |
US5464897A (en) * | 1991-12-30 | 1995-11-07 | Ppg Industries, Inc. | Aqueous fluoropolymer dispersions |
US5342878A (en) * | 1991-12-30 | 1994-08-30 | Ppg Industries, Inc. | Base neutralized, stable, aqueous dispersion of a hydroxyl functional acrylic polymer and coating compositions prepared therefrom |
DE4218663A1 (en) * | 1992-06-05 | 1993-12-09 | Wacker Chemie Gmbh | Coating agent for coating aluminum |
US5288828A (en) * | 1993-03-08 | 1994-02-22 | The Sherwin-Williams Company | Dispersant polymers |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2681897A (en) * | 1950-10-06 | 1954-06-22 | American Cyanamid Co | Surface coating compositions comprising aminoplast resins and a thermoplastic copolymer containing a polymerized hydroxy alkyl ester of an alpha, beta ethylenically unsaturated carboxylic acid |
-
1965
- 1965-07-03 DE DE1965R0041010 patent/DE1289936B/en active Pending
- 1965-07-03 DE DE19651595243 patent/DE1595243C3/en not_active Expired
- 1965-12-31 CH CH1814565A patent/CH493611A/en not_active IP Right Cessation
-
1966
- 1966-03-18 GB GB1212266A patent/GB1145564A/en not_active Expired
- 1966-04-04 GB GB1494166A patent/GB1087623A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3669942A (en) * | 1969-07-03 | 1972-06-13 | Shell Oil Co | Copolymers of vinyl esters of branched acids |
US4164488A (en) | 1974-03-29 | 1979-08-14 | E. I. Du Pont De Nemours And Company | Aqueous thermosetting acrylic enamel |
US6228941B1 (en) * | 1997-12-24 | 2001-05-08 | Shell Oil Company | Powder coating of glycidyl-functional copolymer, dicarboxylic acid and acid-functional polyester |
Also Published As
Publication number | Publication date |
---|---|
CH493611A (en) | 1970-07-15 |
DE1595243A1 (en) | 1970-01-02 |
DE1595243B2 (en) | 1973-06-28 |
GB1145564A (en) | 1969-03-19 |
DE1289936B (en) | 1969-02-27 |
DE1595243C3 (en) | 1974-01-31 |
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