GB1408250A - Electrocoating process and composition - Google Patents
Electrocoating process and compositionInfo
- Publication number
- GB1408250A GB1408250A GB4026873A GB4026873A GB1408250A GB 1408250 A GB1408250 A GB 1408250A GB 4026873 A GB4026873 A GB 4026873A GB 4026873 A GB4026873 A GB 4026873A GB 1408250 A GB1408250 A GB 1408250A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- methacrylate
- product
- phenol
- compositions
- 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
- 239000000203 mixture Substances 0.000 title abstract 9
- 238000004070 electrodeposition Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 4
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 229920000058 polyacrylate Polymers 0.000 abstract 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 abstract 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Substances OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- XOUAQPDUNFWPEM-UHFFFAOYSA-N 2,3,4-tris(hydroxymethyl)phenol Chemical class OCC1=CC=C(O)C(CO)=C1CO XOUAQPDUNFWPEM-UHFFFAOYSA-N 0.000 abstract 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004135 Bone phosphate Substances 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000831 Steel Inorganic materials 0.000 abstract 1
- 229910010413 TiO 2 Inorganic materials 0.000 abstract 1
- 238000012644 addition polymerization Methods 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 alkylene ether Chemical compound 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- ZCJGPLOQDMFGAR-UHFFFAOYSA-N formaldehyde;1,2-xylene Chemical compound O=C.CC1=CC=CC=C1C ZCJGPLOQDMFGAR-UHFFFAOYSA-N 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 239000003999 initiator Substances 0.000 abstract 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 abstract 1
- 235000020778 linoleic acid Nutrition 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 229920006122 polyamide resin Polymers 0.000 abstract 1
- 238000012643 polycondensation polymerization Methods 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 239000003505 polymerization initiator Substances 0.000 abstract 1
- POSICDHOUBKJKP-UHFFFAOYSA-N prop-2-enoxybenzene Chemical compound C=CCOC1=CC=CC=C1 POSICDHOUBKJKP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 239000010959 steel Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 abstract 1
- 229910000165 zinc phosphate Inorganic materials 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
- C09D161/04—Condensation polymers of aldehydes or ketones with phenols only
- C09D161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
-
- 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
-
- 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
- C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D157/04—Copolymers in which only the monomer in minority is defined
-
- 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
- C09D161/18—Condensation polymers of aldehydes or ketones with aromatic hydrocarbons or their halogen derivatives only
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4488—Cathodic paints
- C09D5/4496—Cathodic paints characterised by the nature of the curing agents
-
- 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
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paints Or Removers (AREA)
Abstract
1408250 Compositions for electrocoating M & T CHEMICALS Inc 24 Aug 1973 [6 Sept 1972] 40268/73 Headings C3R C3B and C3P [Also in Division C7] A cross-linkable aqueous polymer composition suitable for cathodic electrocoating consists of an aqueous dispersion containing as filmforming components: (a) an amine-containing polymer wherein at least some of the amino radicals are present as the ammonium salt of a carboxylic acid, the repeating units containing the amino radicals constituting from 2-50 mole per cent based on the total number of moles of repeating groups in the polymer; and (b) a heat reactive condensation product of formaldehyde with a phenol or a substituted aromatic hydrocarbon, said product containing an average of at least 2 methylol radicals per molecule, the weight ratio of (a) to (b) being from 1 : 9 to 9 : 1 and components (a) and (b) together comprise from 2-25% wt. of the aqueous polymer composition. Component (a) may be prepared by addition polymerization of a mixture of unsaturated monomers containing 2-50 mole per cent of amine groups or by condensation polymerization of di- or tri-basic organic acids with polyfunctional amines or hydroxyamines. Component (b) is preferably the reaction product of HCHO with phenol, an alkyl or alkylene ether of phenol or an aromatic hydrocarbon containing at least 2 alkyl substituents such as xylene. Component (b) mau be prereacted with a diglycidyl ether of an aromatic or aliphatic dihydroxy compound. Optional components include pigments, stabilizers, fillers, catalysts and organic solvents. In the examples compositions are prepared by mixing (1) an acrylic polymer solution in methylethylketone prepared from methyl methacrylate, t-butylaminoethyl-methacrylate, n-butylacrylate using azo-bis-isobutyronitrile as polymerization initiator with a product obtained by reacting a diglycidyl ether of bisphenol A with the condensate of allylphenyl ether and HCHO using triethylamine as catalyst. then adding toluene and then diluting with the monomethylether of ethylene glycol and 2-ethylhexanol, the product optionally containing TiO 2 and carbon black; (2) an acrylic polymer solution in methylethylketone prepared from ethyl acrylate, methyl methacrylate, hydroxylpropyl methacrylate, styrene and t-butylaminoethyl methacrylate using azobis-isobutyronitrile as initiator with a product obtained by reacting a solid bisphenolepichlorohydrin type epoxy resin with a xyleneformaldehyde condensate; (3) an acrylic polymer solution in the monomethylether of ethylene glycol prepared from methylmethacrylate, t - butylaminoethyl methacrylate and butyl acrylate with a partially polymerized mixture of the allylethers of mono-, di- and tri-methylol phenols; (4) a polyamide resin derived from dimeric linoleic acid and diethylene triamine and the partially polymerized mixture of Example (3). The amine groups are then at least partially neutralized with formic or acetic acid and water is then gradually added to form an emulsion. The compositions thus obtained are used to electrocoat a zinc phosphate coated steel panel which acts as the cathode of a direct current electrical circuit.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US28669972A | 1972-09-06 | 1972-09-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1408250A true GB1408250A (en) | 1975-10-01 |
Family
ID=23099790
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4026873A Expired GB1408250A (en) | 1972-09-06 | 1973-08-24 | Electrocoating process and composition |
Country Status (9)
Country | Link |
---|---|
JP (1) | JPS4994734A (en) |
BE (1) | BE804072A (en) |
CA (1) | CA1021081A (en) |
DE (1) | DE2345044A1 (en) |
ES (1) | ES418484A1 (en) |
GB (1) | GB1408250A (en) |
IT (1) | IT1005141B (en) |
NL (1) | NL7312298A (en) |
ZA (1) | ZA733204B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1314768A2 (en) * | 2001-11-22 | 2003-05-28 | Kansai Paint Co., Ltd. | Cationic coating composition |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2756808C3 (en) * | 1977-02-07 | 1987-12-03 | Vianova Kunstharz Ag, Werndorf | Binders for coating agents for cathodic deposition using the electrocoating process |
DE3240279A1 (en) * | 1981-11-09 | 1983-05-19 | Sandoz-Patent-GmbH, 7850 Lörrach | Novel surface-coating systems, and the use thereof for leather and textile materials |
-
1973
- 1973-07-31 ZA ZA733204A patent/ZA733204B/en unknown
- 1973-08-23 CA CA179,537A patent/CA1021081A/en not_active Expired
- 1973-08-24 GB GB4026873A patent/GB1408250A/en not_active Expired
- 1973-08-27 BE BE134982A patent/BE804072A/en unknown
- 1973-09-05 ES ES418484A patent/ES418484A1/en not_active Expired
- 1973-09-06 IT IT9610/73A patent/IT1005141B/en active
- 1973-09-06 DE DE19732345044 patent/DE2345044A1/en active Pending
- 1973-09-06 JP JP48099794A patent/JPS4994734A/ja active Pending
- 1973-09-06 NL NL7312298A patent/NL7312298A/xx not_active Application Discontinuation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1314768A2 (en) * | 2001-11-22 | 2003-05-28 | Kansai Paint Co., Ltd. | Cationic coating composition |
EP1314768A3 (en) * | 2001-11-22 | 2004-04-14 | Kansai Paint Co., Ltd. | Cationic coating composition |
Also Published As
Publication number | Publication date |
---|---|
ZA733204B (en) | 1974-08-28 |
DE2345044A1 (en) | 1974-03-14 |
ES418484A1 (en) | 1976-04-01 |
CA1021081A (en) | 1977-11-15 |
AU5969773A (en) | 1975-03-06 |
JPS4994734A (en) | 1974-09-09 |
IT1005141B (en) | 1976-08-20 |
BE804072A (en) | 1973-12-17 |
NL7312298A (en) | 1974-03-08 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
PCNP | Patent ceased through non-payment of renewal fee |