US3671476A
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US
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Electrodeposition color coating composition and method for electrodeposition color coating of metal therewith
Assignee: Dainichiseika Color and Chemicals Mfg Co Ltd
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Filing: 1970-02-24
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Granted: 1972-06-20
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Expires: 1990-02-24
Abstract
Abstract An electrodeposition-color-coating composition which comprises (A) a water-soluble vinyl copolymer containing as the essential constitutional elements of the copolymer 95 to 70 percent by weight of at least one Alpha , Beta -ethylenically unsaturated monomer and an ammonium or amine salt of 5 to 30 percent by weight of at least one Alpha , Beta -ethylenically unsaturated carboxylic acid, or a mixture of a major amount of said vinyl copolymer and a minor amount of a methylol melamine derivative compatible therewith, and (B) at least one member selected from the group consisting of (1) an ammonium or amine salt of a chromogen-bonded polymer obtained by reacting (a) a chromogen having diazonium group or Alpha , Beta -ethylenically unsaturated group with (b) and Alpha , Beta -ethylenically unsaturated carboxylic acid or a mixture of an Alpha , Beta ethylenically unsaturated carboxylic acid and other Alpha , Beta -ethylenically unsaturated monomer, (2) an ammonium or amine salt of a chromogen-bonded polymer prepared by reacting (a'') a chromogen intermediate having a diazonium group or Alpha , Beta -ethylenically unsaturated group, with the above-mentioned component (b) and subsequently subjecting the reaction product to development and (3) an aqueous dispersion of a pigment prepared by previously dispersing the pigment in water with a nonionic or an anionic surface active agent. Said composition can electrophoretically be coated on conductive metals, such as aluminum and an aluminum alloy in a known manner at a potential of 30 to 150 volts, followed by baking the coated metals at 120* to 230* C., whereby a light-fast, corrosion-resistant, colored and transparent coating having protective performances and beautiful appearance can be obtained.
Inventors
- 👤 Shiro Terai
- 👤 Toshio Suzuki
- 👤 Yoshihumi Hasegawa
- 👤 Shojiro Horiguchi
- 👤 Michiei Nakamura
- 👤 Shizuo Kimata
- 👤 Tadanobu Suzuki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 04:57
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/44; C09D5/4407; C09D5/4411; C08; C08F; C08F4/00; C08F4/04
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
31 words
A composition according to claim 1, wherein the content of the total solid matter in the composition is 10 to 20 percent by weight based on the weight of the composition.
Claim 2
Dependent Claim
28 words
A composition according to claim 1, wherein said composition contains less than 5 parts of an organic pigment per 100 parts by weight of the soluble vinyl copolymer.
Claim 3
Dependent Claim
30 words
A composition according to claim 1, wherein said composition contains less than 50 parts by weight of an inorganic pigment per 100 parts by weight of the soluble vinyl copolymer.
Claim 4
Dependent Claim
32 words
A composition according to claim 1, wherein said composition contains a water-soluble aminoplast resin comprising etherified methylol melamine in which two or more methyl groups are etherified with a lower aliphatic alcohol.
Claim 5
Dependent Claim
30 words
A composition according to claim 5, wherein the content of the etherified methylol melamine is 10 to 30 percent by weight based on the weight of the soluble vinyl copolymer.
Claim 6
Dependent Claim
45 words
A composition according to claim 1, wherein the chromogen (a) is a compound selected from the group consisting of the compounds of phthalocyanine group, anthraquinone group, perinone group, perylene group, indigo group, thioindigo group, dioxazine group, quinacridone group, azo-coupling group, poly-azo group; and aniline black.
Claim 7
Dependent Claim
27 words
A composition according to claim 1, wherein the chromogen intermediate (a'') is a compound selected from the group consisting of phenols, naphthols, hydroxynaphthoic arylamides, phenylpyrazolones, and acetoacetoacrylamides.
Claim 8
Dependent Claim
22 words
A composition according to claim 1, wherein the chromogen-bonded polymer contains 1 to 50 percent by weight of chromogen chemically bonded thereto.
Claim 9
Dependent Claim
50 words
A composition according to claim 1, wherein the Alpha , Beta -ethylenically unsaturated carboxylic acid (b) is at least one member selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, acid halides of these acids, and acid anhydrides of these acids.
Claim 10
Dependent Claim
56 words
A composition according to claim 1, wherein the Alpha , Beta -ethylenically unsaturated monomer (b) is at least one monomer selected from the group consisting of N-methylol acrylamide, N-methylol methacrylamide, alkoxymethyl derivatives of these amides, glycidyl methacrylate, acrylamide, methacrylamide, 2-hydroxyethyl methacrylate, hydroxypropyl methacrylate, C1-8-alkyl acrylate, C1-8-alkyl methacrylate, vinyl esters of C1-8-alkylcarboxylic acids, styrene, acrylonitrile, and methacrylonitrile.
Claim 11
Dependent Claim
52 words
A composition according to claim 1, wherein the pigment of the aqueous dispersion (3) is a pigment selected from the group consisting of pigments of the phthalocyanine group, anthraquinone group, perinone group, perylene group, indigo group, thioindigo group, dioxazine group, quinacridone group, azo-coupling group, and poly-azo group; carbon black; and aniline black.
Claim 12
Dependent Claim
50 words
A composition according to claim 1, wherein the pigment of the aqueous dispersion (3) is a pigment selected from the group consisting of titanium dioxide, chrome yellow, molybdate red, red iron oxide, yellow ochre, ultramarine, chromium oxide green, cadmium yellow, cadmium red, cobalt blue, clay, calcium carbonate, and barium sulfate.
Claim 13
Dependent Claim
52 words
A composition according to claim 1, wherein the surface active agent in the component (3) is at least one member selected from the group consisting of alkali metal salts, ammonium salts, and amine salts of aliphalic carboxylic acids, alkyl esters of sulfuric acid, sulfate oils, alkylsulfonic acids, arylsulfonic acids, and alkylarylsulfonic acids.
Claim 14
Dependent Claim
47 words
A composition according to claim 1, wherein the surface active agent in the component (3) is at least one member selected from the group consisting of polyethylene glycol alkyl esters, polyethylene glycol alkyl ethers, polyethylene glycol alkylphenyl ethers, polyethylene glycol alkylamides, and fatty acid esters of sorbitans.
Claim 15
Dependent Claim
51 words
A composition according to claim 1, wherein the Alpha , Beta -ethylenically unsaturated monomer which is one of the constitutional elements of the soluble vinyl copolymer (A) is at least one member selected from the group consisting of ethyl-, n-propyl-, isopropyl-, n-butyl-, isobutyl- acrylates and -methacrylates, methyl methacrylate, styrene, and acrylonitrile.
Claim 16
Dependent Claim
49 words
A composition according to claim 1, wherein the soluble vinyl copolymer (A) contains as one of constitutional elements 5 to 30 percent by weight of at least one monomer selected from the group consisting of hydroxyalkyl acrylates, hydroxyalkyl methacrylates, hydroxyalkyl acrylamides, hydroxyalkyl methacrylamides, alkoxymethyl acrylamides, alkoxymethylmethacrylamides, acrylamide, and methacrylamide.
Claim 17
Dependent Claim
46 words
A composition according to claim 1, wherein the Alpha , Beta -ethylenically unsaturated carboxylic acid which is one of the constitutional elements of the soluble vinyl copolymer (A) is at least one member selected from the group consisting of acrylic acid, methacrylic acid, and maleic acid.
Claim 18
Dependent Claim
54 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting copper phthalocyanine blue-tri-diazonium chloride with ethyl acrylate, maleic anhydride, acrylic acid, and acrylamide; and the aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid.
Claim 19
Dependent Claim
56 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting copper phthalocyanine blue-tri-diazonium chloride with ethyl acrylate, maleic anhydride, acrylic acid, and acrylamide; the aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid; and hexamethoxymethylol melamine.
Claim 20
Dependent Claim
55 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris-(4''-(diazonium-dodecylbenzene sulfonate) anthraquinonylamino(-1''))-s-triazine with ethyl acrylate, acrylic acid, and maleic anhydride; an aqueous solution of amine salt of the copolymer of isobutyl acrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid; and pentamethoxy-monobutoxy methylol melamine.
Claim 21
Dependent Claim
60 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris(4''-(diazonium-dodecylbenzenesulfonate)anthraquinonylamino(-1''))-s-triazine with ethyl acrylate, acrylic acid, and maleic anhydride; and an aqueous solution of ammonium salt of the copolymer prepared by polymerizing ethyl acrylate, acrylonitrile, 2-hydroxypropyl acrylate, acrylic acid, and methacrylic acid in the presence of trimethylated methylol melamine.
Claim 22
Dependent Claim
51 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris(4''-(p-(diazonium chloride)benzoylamino)-anthraquinonyl(-1''))-s-triazine with maleic anhydride and ethyl acrylate; an aqueous solution of amine salt of the copolymer of isobutyl acrylate, styrene, 2-hydroxyethyl methacrylate, and acrylic acid; and pentamethoxymonobutoxy methylol melamine.
Claim 23
Dependent Claim
65 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by coupling the polymer-bonded coupler obtained by reacting 2-hydroxy-3-naphthoic anilide-3''-diazonium zinc chloride double salt with ethyl acrylate, acrylamide, and maleic anhydride, with diazotized 3-amino-4-methoxybenzanilide; an aqueous solution of amine salt of the copolymer of isobutyl acrylate, styrene, 2-hydroxyethyl methacrylate, and acrylic acid; and pentamethoxy-monobutoxy methylol melamine.
Claim 24
Dependent Claim
45 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 4-(methacrylamido)-2,6-dichlorobenzene-azo-1-phenyl-3-methyl-5-pyrazolone; an aqueous solution of amine salt of the copolymer of isobutyl acrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid; and pentamethoxy-monobutoxy methylol melamine.
Claim 25
Dependent Claim
60 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by coupling the polymer-bonded coupler obtained by reacting 2-hydroxy-3-naphthoic-(3''-methacrylamido)anilide with ethyl acrylate, maleic anhydride, and methacrylic acid with diazotized 1-amino-anthraquinone; an aqueous solution of amine salt of the copolymer of isobutyl acrylate, styrene, 2-hydroxyethyl methacrylate, and acrylic acid; and pentamethoxy-monobutoxymethylol melamine.
Claim 26
Dependent Claim
45 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing copper phthalocyanine blue in water containing polyoxyethylene nonylphenyl ether.
Claim 27
Dependent Claim
45 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing tetrachloro-copper phthalocyanine blue in water containing polyoxy-ethylene nonylphenyl ether.
Claim 28
Dependent Claim
45 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, and the aqueous dispersion of pigment prepared by dispErsing copper phthalocyanine green in water containing polyoxyethylene nonylphenyl ether.
Claim 29
Dependent Claim
41 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, the aqueous dispersion of pigment obtained by dispersing N, N''-bis(3'',5''-dimethylphenyl) perylene-3,4,9,10-dicarboimide and hexamethoxymethylol melamine.
Claim 30
Dependent Claim
46 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, the aqueous dispersion of pigment prepared by dispersing bis(2''''-(methoxycarbonyl)-phenylazo-2''-hydroxy-3''-naphthoic acid)-benzidide in water containing polyoxyethylene nonylphenyl ether and hexamethoxymethylol melamine.
Claim 31
Dependent Claim
46 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing 2,9-dimethylquinacridone in water containing polyoxyethylene nonylphenyl ether and hexamethoxymethylol melamine.
Claim 32
Dependent Claim
47 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of isobutyl acrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing bis(4''-(2''''-methyl-5''''-chlorophenyl-azo-acetoacetamide)-3''-chlorobenzoyl) -2,5-dimethylphenylene-1,4-diamide in water containing polyoxy-ethylene nonylphenyl ether, and pentamethoxy-monobutoxy-methylol melamine.
Claim 33
Dependent Claim
47 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of isobutyl acrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing Flavanthrone Yellow in water containing polyoxyethylene nonylphenyl ether, and pentamethoxy-monobutoxymethylol melamine.
Claim 34
Dependent Claim
47 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of isobutyl acrylate, methyl methacrylate, 2-hydroxyethyl methacrylate, and acrylic acid, and the aqueous dispersion of pigment prepared by dispersing 3,3''-dichlorodiphenyl-4,4''-bisazo (acetoaceto(2,5-dimethoxy-4-chloro)anilide) in water containing polyoxyethylene nonylphenyl ether, and pentamethoxy-monobutoxymethylol melamine.
Claim 35
Dependent Claim
63 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of a copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid, an aqueous dispersion of pigment prepared by dispersing N,N''-bis(3'', 5''-dimethyl-phenyl)perylene-3,4,9,10-dicarboimide in water containing polyoxyethylene nonylphenyl ether, and an aqueous dispersion of pigment prepared by dispersing carbon black in water containing polyoxyethylene nonylphenyl ether, and hexamethoxymethylol melamine.
Claim 36
Dependent Claim
76 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide, and acrylic acid; an aqueous dispersion of pigment prepared by dispersing copper phthalocyanine blue in water containing polyoxyethylene nonylphenyl ether; an aqueous dispersion of pigment prepared by dispersing N,N''-bis(3'',5''-dimethylphenyl)-perylene-3,4,9,10-dicarboimide in water containing polyoxy-ethylene nonylphenyl ether; and an aqueous dispersion of pigment prepared by dispersing carbon black in water containing polyoxyethylene nonylphenyl ether.
Claim 37
Dependent Claim
52 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-Methylol acrylamide, and acrylic acid, and an aqueous dispersion of pigment prepared by dispersing chrome yellow in water containing a condensation product of sodium naphthalenesulfonate and formalin, and hexamethoxymethylol melamine.
Claim 38
Dependent Claim
71 words
A composition according to claim 1, which comprises an aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting copper phthalocyanine blue tri-diazonium chloride with ethyl acrylate, maleic anhydride, acrylic acid and acrylamide; an aqueous dispersion of pigment prepared by dispersing copper phthalocyanine blue in water containing polyoxyethylene nonylphenyl ether and an aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylolacrylamide and acrylic acid.
Claim 39
Dependent Claim
69 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting copper phthalocyanine blue tri-diazonium chloride with ethylacrylate, maleic anhydride, acrylic acid and acrylamide; an aqueous dispersion of pigment prepared by dispersing tetrachloro copper phthalocyanine in water containing polyoxyethylene nonylphenyl ether; and the aqueous solution of amine salt of the copolymer of butyl acrylate, methylmethacrylate, N-methylolacrylamide and acrylic acid.
Claim 40
Dependent Claim
70 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting copper phthalocyanine blue tri-diazonium chloride with ethyl acrylate, maleic anhydride, acrylic acid and acrylamide; an aqueous dispersion of pigment prepared by dispersing copper phthalocyanine green in water containing polyoxyethylene nonylphenyl ether; and the aqueous solution of amine salt of the copolymer of butylacrylate, methylmethacrylate, N-methylol acrylamide and acrylic acid.
Claim 41
Dependent Claim
68 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris(4''-(p-(diazonium chloride)benzoyl amino)-anthraquinonylamino(-1''))-s-triazine with maleic anhydride and ethyl acrylate; an aqueous dispersion of pigment prepared by dispersing N,N''-bis(3'',5''-dimethyl phenyl) perylene-3,4,9,10-dicarboimide in water containing polyoxyethylene nonylphenyl ether; the aqueous solution of amine salt of the copolymer of isobutyl acrylate, styrene, 2-hydroxyethyl methacrylate and acrylic acid; and pentamethoxy-monobutoxy methylol-melamine.
Claim 42
Dependent Claim
67 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris(4''-(p-(diazonium chloride)benzoylamino)anthraquinonylamino (-1''))-s-triazine with maleic anhydride and ethyl acrylate; an aqueous dispersion of pigment prepared by dispersing bis(2''''-(methoxycarbonyl)phenyl-azo-2''-hydroxy-3''-naphthoic acid)-benzidide in water containing polyoxyethylene nonylphenyl ether; the aqueous solution of amine salt of the copolymer of isobutyl acrylate, styrene, 2-hydroxyethyl methacrylate and acrylic acid; and pentamethoxy-monobutoxymethylol melamine.
Claim 43
Dependent Claim
69 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris(4''-(p-(diazonium chloride) benzoyl amino)anthraquinonyl (-1''))-s-triazine with maleic anhydride and ethyl acrylate; an aqueous dispersion of pigment prepared by dispersing 2,9-dimethyl quinacridone in water containing polyoxyethylene nonyl phenyl ether; the aqueous solution of amine salt of the copolymer of isobutylacrylate, styrene, 2-hydroxyethyl methacrylate and acrylic acid; and pentamethoxy-monobutoxy-methylol melamine.
Claim 44
Dependent Claim
70 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tRis-(4''-(diazonium dodecyl benzene sulfonate) anthraquinonylamino (-1''))-s-triazine with ethylacrylate, acrylic acid and maleic anhydride; an aqueous dispersion of pigment prepared by dispersing bis-(4''-(2''''-methyl-5''''-chloro-phenyl-azo-acetoacetamido)-3''-chlorobenzoyl) -2,5-dimethylphenylene-1,4-diamide in water containing polyoxyethylene nonyl phenyl ether; and the aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol-acrylamide and acrylic acid.
Claim 45
Dependent Claim
72 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris-(4''-(diazonium dodecyl benzene sulfonate) anthraquinonylamino (-1''))-s-triazine with ethyl acrylate, acrylic acid and maleic anhydride; an aqueous dispersion of pigment prepared by dispersing Flavanthrone Yellow in water containing polyoxyethylene nonyl phenyl ether; and the aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylol acrylamide and acrylic acid.
Claim 46
Dependent Claim
72 words
A composition according to claim 1, which comprises the aqueous solution of amine salt of the chromogen-bonded polymer prepared by reacting 2,4,6-tris-(4''-(diazonium dodecyl benzene sulfonate) anthraquinonyl amino (-1''))-s-triazine with ethyl acrylate, acrylic acid and maleic anhydride; an aqueous dispersion of pigment prepared by dispersing 3,3''-dichlorodiphenyl-4,4''-bis-(acetoaceto-(2,5-dimethoxy-4-chloro) anilide) in water containing polyoxyethylene nonyl phenyl ether; and the aqueous solution of amine salt of the copolymer of butyl acrylate, methyl methacrylate, N-methylolacrylamide and acrylic acid.
Claim 47
Dependent Claim
89 words
A composition according to claim 1, which comprises the aqueous dispersion of pigment prepared by dispersing chrome yellow in water with a condensation product of sodium naphthalene sulfonate and formalin; and an aqueous solution of ammonium salt of the copolymer obtained by copolymerizing ethyl acrylate, acrylonitrile, 2-hydroxypropyl acrylate, acrylic acid and methacrylic acid in the presence of tri-(methylated methylol) melamine and the aqueous solution of amine salt of the chromogen-bonded polymer which is prepared by reacting 2,4,6-tris(4''-(diazonium dodecyl benzene sulfonate)-anthraquinonylamino (-1'' ))-s-triazine with ethylacrylate, acrylic acid and maleic anhydride.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-20 | 1975-12-20 | 1976-06-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-20 | 1979-12-20 | 1980-06-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-20 | 1983-12-20 | 1984-06-20 | $7700.00 | Window Closed / Lapsed |