GB1114650A - Improvements in or relating to surface-coating compositions - Google Patents
Improvements in or relating to surface-coating compositionsInfo
- Publication number
- GB1114650A GB1114650A GB5455666A GB5455666A GB1114650A GB 1114650 A GB1114650 A GB 1114650A GB 5455666 A GB5455666 A GB 5455666A GB 5455666 A GB5455666 A GB 5455666A GB 1114650 A GB1114650 A GB 1114650A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solution
- xylene
- resin
- butanol
- copolymer
- 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
- 239000008199 coating composition Substances 0.000 title abstract 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 20
- 229920001577 copolymer Polymers 0.000 abstract 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 7
- 239000008096 xylene Substances 0.000 abstract 7
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- -1 alkyl compound Chemical class 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 238000001035 drying Methods 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 150000004665 fatty acids Chemical class 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract 3
- NKFIBMOQAPEKNZ-UHFFFAOYSA-N 5-amino-1h-indole-2-carboxylic acid Chemical compound NC1=CC=C2NC(C(O)=O)=CC2=C1 NKFIBMOQAPEKNZ-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229920000180 alkyd Polymers 0.000 abstract 3
- 239000004927 clay Substances 0.000 abstract 3
- 229920001568 phenolic resin Polymers 0.000 abstract 3
- 229920002545 silicone oil Polymers 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 239000004408 titanium dioxide Substances 0.000 abstract 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 abstract 2
- 239000004593 Epoxy Substances 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 229920000877 Melamine resin Polymers 0.000 abstract 2
- 239000004640 Melamine resin Substances 0.000 abstract 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229920003180 amino resin Polymers 0.000 abstract 2
- 239000004359 castor oil Substances 0.000 abstract 2
- 235000019438 castor oil Nutrition 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 abstract 2
- 150000002009 diols Chemical class 0.000 abstract 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 abstract 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 235000021388 linseed oil Nutrition 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 235000019198 oils Nutrition 0.000 abstract 2
- 239000005011 phenolic resin Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 abstract 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 abstract 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052570 clay Inorganic materials 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- CCNCFYINOYWDOK-UHFFFAOYSA-N oxiran-2-ylmethyl octanoate Chemical group CCCCCCCC(=O)OCC1CO1 CCNCFYINOYWDOK-UHFFFAOYSA-N 0.000 abstract 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 abstract 1
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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/14—Esterification
-
- 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
- C09D125/00—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 aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09D161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A surface-coating composition comprises a mixture of a curable aminoplast or phenolic resin and a modified copolymer prepared by reaction of a free carboxyl group containing copolymer of a vinyl, vinylidene or alkyl compound and an ethylenically unsaturated fatty acid derived from a drying or semi-drying oil or an alkyl or aralkyl ester of said acid with an epoxy compound and/or a diol in such a manner that the resultant modified copolymer contains less than 5% of free carboxyl groups and at least 1.7% of free hydroxyl groups. The composition may additionally contain an alkyd resin. In examples: (1) linseed oil fatty acid, acrylic acid, styrene, ethyl methacrylate are polymerized in the presence of benzoyl peroxide and reacted with n-butoxy-2,3-epoxypropane, and the modified copolymer is dissolved in xylene together with titanium dioxide, calcium naphthenate, clay, silicone oil solution, a butanol solution of a melamine resin which is partially etherified with butyl alcohol, solvent naphtha and ethyl glycol. (2) The same modified copolymer is dissolved in xylene, a butanol solution of a partially butanoletherified urea resin, ethyl glycol and isopropanol and hydrochloric acid solution in isopropanol is added. (3) An alkyd resin dissolved in xylene, the alkyd resin consisting of castor oil fatty acid, glycerine and phthalic anhydride, is combined with the modified copolymer of Example 1 which was dissolved in xylene, titanium dioxide, clay, calcium naphthenate and silicone oil solution being added, followed by a butanol solution of benzoguanamine resin and ethyl glycol. (4) A copolymer of castor oil fatty acid, methyl ester, methacrylic acid, methyl acrylate and vinyl toluene is formed and modified with glycidyl caprylate. This is then dissolved in toluene, n-butanol, ethyl glycol monoethyl ether and a butanol solution of benzoguanamine resin is added. (5) A butanol/ xylene solution of a phenol-formaldehyde resin is mixed with a solution of the modified copolymer of Example 1, in xylene and diluted with ethyl glycol, decalin, solvent naphtha and butanol.ALSO:Substrates are coated with a surface-coating composition comprising a mixture of a curable amino plast or phenolic resin and a modified copolymer prepared by reaction of a free carboxyl group containing copolymer of a vinyl, vinylidene or alkyl compound and an ethylenically unsaturated fatty acid derived from a drying or semi-drying oil or an alkyl or aralkyl ester of said acid with an epoxy compound and/or a diol in such a manner that the resultant modified copolymer contains less than 5% of free carboxyl groups and at least 1.7% of free hydroxyl groups. In Example 1 sheet-metal plates are coated with a composition comprising a copolymer of linseed oil fatty acid, acrylic acid, styrene and ethyl methacrylate, modified with n-butoxy-2, 3-epoxy propane, xylene, titanium dioxide, calcium naphthenate, clay, silicone oil solution, a butanol solution of a melamine resin which is partially etherified with butyl alcohol, solvent naphtha and ethyl glycol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEJ0029540 | 1965-12-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1114650A true GB1114650A (en) | 1968-05-22 |
Family
ID=7203635
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5455666A Expired GB1114650A (en) | 1965-12-07 | 1966-12-06 | Improvements in or relating to surface-coating compositions |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE690772A (en) |
| FR (1) | FR1503328A (en) |
| GB (1) | GB1114650A (en) |
| NL (1) | NL153265B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4500606A (en) * | 1983-11-16 | 1985-02-19 | Ashland Oil, Inc. | Sealer for polyester and method of use to obtain laminates |
| DE3687577T2 (en) * | 1986-04-09 | 1993-06-24 | Harry P Gregor | POST-CROSSLINKED POLYMERISATE GELS. |
-
1966
- 1966-11-30 NL NL6616885A patent/NL153265B/en not_active IP Right Cessation
- 1966-12-06 FR FR86357A patent/FR1503328A/en not_active Expired
- 1966-12-06 BE BE690772D patent/BE690772A/xx unknown
- 1966-12-06 GB GB5455666A patent/GB1114650A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6616885A (en) | 1967-06-08 |
| FR1503328A (en) | 1967-11-24 |
| DE1494472A1 (en) | 1969-12-11 |
| DE1494472B2 (en) | 1973-09-20 |
| BE690772A (en) | 1967-05-16 |
| NL153265B (en) | 1977-05-16 |
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