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US4171308A Expired / Lapsed US ⏱️ 0.0 years remaining

Water-soluble coating composition

Assignee: Eneos Corp
•
Filing: 1977-10-25
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Granted: 1979-10-16
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Expires: 1997-10-25
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Abstract

Abstract There is disclosed a water-soluble coating composition having excellent properties including corrosion resistance, adhesion, impact resistance and so on. The coating composition comprises an adduct of a butadiene lower polymer or copolymer and alpha , beta -ethylenically unsaturated dicarboxylic acid compound resulting from the special addition reaction, a hydrophilic solvent and a neutralizer.

Inventors

  • 👤 Atsushi Kaiya
  • 👤 Yutaka Otsuki
  • 👤 Hideo Horii

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 15:51
CPC Classifications
C; C09; C09D; C09D113/00; C09D113/02; C08; C08C; C08C19/00; C08C19/28; C09D5/00; C09D5/44; C09D5/4403

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 125 words
A water-soluble coating composition comprising an adduct ( 1) of a butadiene lower polymer or lower copolymer (A) which has a number average molecular weight in a range of 200-10,000 and is liquid or semi-solid at room temperature and α,β-ethylenically unsaturated dicarboxylic acid compound (B) resulting from the reaction of said (A) and (B) at a temperature in the range of 120° to 250° C. in the presence of at least one N-nitrosamine derivative (C) in an amount of 0.005 to 5 percent by weight of said (A); a hydrophilic solvent (2) in an amount of less than 100 parts by weight to 100 parts by weight of said (A); and a neutralizer (3) in a range of 0.2 to 2.0 equivalents to said (A).
Claim 2
Dependent Claim 125 words
A water-soluble coating composition comprising an adduct ( 1) of a butadiene lower polymer or lower copolymer (A) which has a number average molecular weight in a range of 200-10,000 and is liquid or semi-solid at room temperature and α,β-ethylenically unsaturated dicarboxylic acid compound (B) resulting from the reaction of said (A) and (B) at a temperature in the range of 120° to 250° C. in the presence of at least one N-nitrosamine derivative (C) in an amount of 0.005 to 5 percent by weight of said (A); a hydrophilic solvent (2) in an amount of less than 100 parts by weight to 100 parts by weight of said (A); and a neutralizer (3) in a range of 0.2 to 2.0 equivalents to said (A).
Claim 3
Dependent Claim 32 words
The water soluble coating composition as claimed in claim 1, in which said N-nitrosamines derivative (c) is N-nitroso-dimethylamine, N-nitroso-diethylamine, N-nitroso-di-n-propylamine, N-nitroso-di-n-butylamine, N-nitroso-di-n-pentylamine, N-nitroso-di-n-hexylamine, N-nitroso-dicyclohexylamine, N-nitroso-diphenylamine, N-nitroso-dicumenylamine, N-nitroso-ditolylamine, N-nitroso-dixylylamine, N-nitroso-methylphenylamine, N-nitroso-ethylphenylamine or N-nitroso-dinaphtylamine.
Claim 4
Dependent Claim 39 words
The water soluble coating composition as claimed in claim 1, in which said α,β-ethylenically unsaturated dicarboxylic acid compound (B) is maleic anhydride, citraconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester or maleic acid diethyl ester.
Claim 5
Dependent Claim 26 words
The water soluble coating composition as claimed in claim 1, in which said amount of (C) is 0.1 to 2.0 percent by weight to said (A).
Claim 6
Dependent Claim 26 words
The water soluble coating composition as claimed in claim 1, in which the reaction mixture of said addition reaction is heated to 150° to 220° C.
Claim 7
Dependent Claim 42 words
The water-soluble coating composition as claimed in claim 1, in which said hydrophilic solvent (2) is methanol, ethanol, buthanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, tetrahydrofuran, dioxane, diacetone alcohol, acetone, methyl ethyl ketone or methyl acetate.
Claim 8
Dependent Claim 31 words
The water-soluble coating composition as claimed in claim 1, in which said neutralizer (3) is sodium hydroxide, potassium hydroxide, ammonia water, diethylamine, triethylamine, N-morpholine, ethylenediamine, diethylenetriamine, monoethanolamine, diethanolamine, triethanolamine or cyclohexylamine.
Claim 9
Dependent Claim 13 words
The water-soluble coating composition as claimed in claim 1, which further comprises siccatives.
Claim 10
Dependent Claim 13 words
The water-soluble coating composition as claimed in claim 1 which further comprises pigments.
Claim 11
Dependent Claim 22 words
The water-soluble coating composition as claimed in claim 2, in which said (C) consists of one or more of said N-nitrosamines derivatives.
Claim 12
Dependent Claim 232 words
A water-soluble coating composition comprising an adduct (1) of a butadiene lower polymer or lower copolymer with a co-monomer (A) selected from the group consisting of isoprene, 2,3-dimethyl butadiene, piperylene, α-methyl styrene, vinyltoluene and divinylbenzene, said polymer or copolymer having a number average molecular weight in the range of 200-10,000 and being liquid or semi-solid at room temperature and α,β-ethylenically unsaturated dicarboxylic acid compound (B) selected from the group consisting of maleic anhydride, citraconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester and maleic acid diethyl ester resulting from the reaction of said (A) and (B) at a temperature in the range of 120° to 250° C. in the presence of at least one N-nitrosamine derivative (C) in an amount of 0.005 to 5 percent by weight of said A; a hydrophilic solvent (2) in an amount of less than 100 parts by weight to 100 parts by weight of said (A), said hydrophilic solvent (2) being selected from the group consisting of methanol, ethanol, butanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, tetrahydrofuran, dioxane, diacetone alcohol, acetone, methyl ethyl ketone and methyl acetate; and a neutralizer (3) in a range of 0.2 to 2.0 equivalents to said (A), said neutralizer being selected from the group consisting of sodium hydroxide, potassium hydroxide, ammonia water, diethylamine, triethylamine, N-morpholine, ethylenediamine, diethylenetriamine, monoethanolamine, diethanolamine, triethanolamine and cyclohexylamine.
Claim 13
Dependent Claim 232 words
A water-soluble coating composition comprising an adduct (1) of a butadiene lower polymer or lower copolymer with a co-monomer (A) selected from the group consisting of isoprene, 2,3-dimethyl butadiene, piperylene, α-methyl styrene, vinyltoluene and divinylbenzene, said polymer or copolymer having a number average molecular weight in the range of 200-10,000 and being liquid or semi-solid at room temperature and α,β-ethylenically unsaturated dicarboxylic acid compound (B) selected from the group consisting of maleic anhydride, citraconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester and maleic acid diethyl ester resulting from the reaction of said (A) and (B) at a temperature in the range of 120° to 250° C. in the presence of at least one N-nitrosamine derivative (C) in an amount of 0.005 to 5 percent by weight of said A; a hydrophilic solvent (2) in an amount of less than 100 parts by weight to 100 parts by weight of said (A), said hydrophilic solvent (2) being selected from the group consisting of methanol, ethanol, butanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, tetrahydrofuran, dioxane, diacetone alcohol, acetone, methyl ethyl ketone and methyl acetate; and a neutralizer (3) in a range of 0.2 to 2.0 equivalents to said (A), said neutralizer being selected from the group consisting of sodium hydroxide, potassium hydroxide, ammonia water, diethylamine, triethylamine, N-morpholine, ethylenediamine, diethylenetriamine, monoethanolamine, diethanolamine, triethanolamine and cyclohexylamine.
Claim 14
Dependent Claim 207 words
A water-soluble coating composition comprising an adduct (1) of a butadiene lower polymer or lower copolymer with a co-monomer (A) selected from the group consisting of isoprene, 2,3-dimethyl butadiene, piperylene, α-methyl styrene, vinyltoluene and divinylbenzene and 3-50 percent by weight of an α,β-ethylenically unsaturated dicarboxylic acid compound (B) selected from the group consisting of maleic anhydride, cirtaconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester and maleic acid diethyl ester resulting from the reaction of said (A) and (B) at a temperature of 120°-250° C. in the presence of from 0.005-5 percent by weight to the amount of said (A) of at least one N-nitrosamine derivative (C); a hydrophilic solvent (2) selected from the group consisting of methanol, ethanol, butanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, tetrahydrofuran, dioxane, diacetone alcohol, acetone, methyl ethyl ketone and methyl acetate in an amount of less than 100 parts by weight to 100 parts by weight of the amount of said (A); and a neutralizer (3) selected from the group consisting of sodium hydroxide, potassium hydroxide, ammonia water, diethylamine, triethylamine, N-morpholine, ethylenediamine, diethylenetriamine, monoethanolamine, diethanolamine, triethanolamine and cyclohexylamine in the amount of 0.2 to 2.0 equivalents to the amount of said (A).
Claim 15
Dependent Claim 207 words
A water-soluble coating composition comprising an adduct (1) of a butadiene lower polymer or lower copolymer with a co-monomer (A) selected from the group consisting of isoprene, 2,3-dimethyl butadiene, piperylene, α-methyl styrene, vinyltoluene and divinylbenzene and 3-50 percent by weight of an α,β-ethylenically unsaturated dicarboxylic acid compound (B) selected from the group consisting of maleic anhydride, cirtaconic anhydride, 1,2-diethylmaleic anhydride, maleic acid monomethyl ester, maleic acid dimethyl ester and maleic acid diethyl ester resulting from the reaction of said (A) and (B) at a temperature of 120°-250° C. in the presence of from 0.005-5 percent by weight to the amount of said (A) of at least one N-nitrosamine derivative (C); a hydrophilic solvent (2) selected from the group consisting of methanol, ethanol, butanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, tetrahydrofuran, dioxane, diacetone alcohol, acetone, methyl ethyl ketone and methyl acetate in an amount of less than 100 parts by weight to 100 parts by weight of the amount of said (A); and a neutralizer (3) selected from the group consisting of sodium hydroxide, potassium hydroxide, ammonia water, diethylamine, triethylamine, N-morpholine, ethylenediamine, diethylenetriamine, monoethanolamine, diethanolamine, triethanolamine and cyclohexylamine in the amount of 0.2 to 2.0 equivalents to the amount of said (A).

References Cited (Backward Citations)

US2931785A Cited
US3546184A Cited
US3681276A Cited
US3689446A Cited
US3705866A Cited
US3789046A Cited
US3814709A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-10-15 1983-04-16 1983-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-10-15 1987-04-16 1987-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-10-15 1991-04-16 1991-10-16 $7700.00 Window Closed / Lapsed

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