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US3870666A Expired / Lapsed US ⏱️ 0.0 years remaining

Curing agent for aqueous epoxide resin dispersions

Assignee: Reichhold Albert Chemie AG
•
Filing: 1973-07-18
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Granted: 1975-03-11
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Expires: 1993-07-18
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Abstract

Abstract Object of the present invention are curing agents for aqueous epoxide resin dispersions, which are association compounds formed of polyamidoamine-epoxide adducts and of a phenol-formaldehydepolyamine condensation product.

Inventors

  • 👤 Wilhelm Becker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 15:35
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/62; C08G59/621; C08G59/623; C08G59/50; C08G59/54; C08L; C08L63/00

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 13 words
CURING AGENT FOR AQUEOUS EPOXIDE RESIN DISPERSIONS, WHICH IS AN ASSOCIATION COMPOUND OF
Claim 2
Dependent Claim 13 words
CURING AGENT FOR AQUEOUS EPOXIDE RESIN DISPERSIONS, WHICH IS AN ASSOCIATION COMPOUND OF
Claim 3
Dependent Claim 89 words
a polyamidoamine-epoxide adduct of a. about 183 parts by weight of polyamidoamine made by reacting (i) sufficient diethylenetriamine with (ii) a copolymer of 2 molar proportions of isomerized soya oil fatty acid methyl ester and one molar proportion of styrene, having a saponification number of about 190, at about 190*C until the resulting polyamidoamine has a viscosity at 25*C of about 1, 950 centipoise, an amine number of about 278 and an amine hydrogen equivalent weight of about 110, and b. about 26.3 parts by weight of trimethylolpropaneglycidyl-ether, and
Claim 4
Dependent Claim 89 words
a polyamidoamine-epoxide adduct of a. about 183 parts by weight of polyamidoamine made by reacting (i) sufficient diethylenetriamine with (ii) a copolymer of 2 molar proportions of isomerized soya oil fatty acid methyl ester and one molar proportion of styrene, having a saponification number of about 190, at about 190*C until the resulting polyamidoamine has a viscosity at 25*C of about 1, 950 centipoise, an amine number of about 278 and an amine hydrogen equivalent weight of about 110, and b. about 26.3 parts by weight of trimethylolpropaneglycidyl-ether, and
Claim 5
Dependent Claim 170 words
a polyamidoamine-epoxide adduct of a stoichiometric excess of a. a polyamidoamine having an amine number of from about 80 to about 450 obtained from i. an alkylene polyamine having from 2 to 6 nitrogen atoms and wherein the alkylene radical has from 2 to 6 carbon atoms, either individually or as mixtures but when mixtures are used the ethylenediamine and propylenediamine contained therein amounts to at least one half of the polyalkylenepolyamines used; and ii. a polymeric fatty acid obtained by polymerization of drying or semi-drying oils containing mono-, di- or trimerized fatty acids containing 8 to 24 carbon atoms in the monomeric form, or the methyl, ethyl, propyl or butyl esters of such fatty acids, or an amide-forming derivative of such fatty acid with an aromatic vinyl compound, in a molar ratio of (i) to (ii) between 1:0.2 and 1:5, and b. from 5 to 35 percent, by weight, relative to the polyamidoamine (a) of an aliphatic epoxide having from three to six terminal epoxide groups per molecule, with
Claim 6
Dependent Claim 170 words
a polyamidoamine-epoxide adduct of a stoichiometric excess of a. a polyamidoamine having an amine number of from about 80 to about 450 obtained from i. an alkylene polyamine having from 2 to 6 nitrogen atoms and wherein the alkylene radical has from 2 to 6 carbon atoms, either individually or as mixtures but when mixtures are used the ethylenediamine and propylenediamine contained therein amounts to at least one half of the polyalkylenepolyamines used; and ii. a polymeric fatty acid obtained by polymerization of drying or semi-drying oils containing mono-, di- or trimerized fatty acids containing 8 to 24 carbon atoms in the monomeric form, or the methyl, ethyl, propyl or butyl esters of such fatty acids, or an amide-forming derivative of such fatty acid with an aromatic vinyl compound, in a molar ratio of (i) to (ii) between 1:0.2 and 1:5, and b. from 5 to 35 percent, by weight, relative to the polyamidoamine (a) of an aliphatic epoxide having from three to six terminal epoxide groups per molecule, with
Claim 7
Dependent Claim 170 words
a polyamidoamine-epoxide adduct of a stoichiometric excess of a. a polyamidoamine having an amine number of from about 80 to about 450 obtained from i. an alkylene polyamine having from 2 to 6 nitrogen atoms and wherein each alkylene radical has from 2 to 6 carbon atoms, either individually or as mixtures but when mixtures are used the ethylenediamine and propylenediamine contained therein amounts to at least one half of the polyalkylenepolyamines used; and ii. a polymeric fatty acid obtained by polymerization of drying or semi-drying oils containing mono-, di- or trimerized fatty acids containing 8 to 24 carbon atoms in the monomeric form, or the methyl, ethyl, propyl or butyl esters of such fatty acids, or an amide-forming derivative of such fatty acid with an aromatic vinyl compound, in a molar ratio of (i) to (ii) between 1:0.2 and 1:5, and b. from 5 to 35 percent, by weight, relative to the polyamidoamine (a) of an aliphatic epoxide having from three to six terminal epoxide groups per molecule, and
Claim 8
Dependent Claim 170 words
a polyamidoamine-epoxide adduct of a stoichiometric excess of a. a polyamidoamine having an amine number of from about 80 to about 450 obtained from i. an alkylene polyamine having from 2 to 6 nitrogen atoms and wherein each alkylene radical has from 2 to 6 carbon atoms, either individually or as mixtures but when mixtures are used the ethylenediamine and propylenediamine contained therein amounts to at least one half of the polyalkylenepolyamines used; and ii. a polymeric fatty acid obtained by polymerization of drying or semi-drying oils containing mono-, di- or trimerized fatty acids containing 8 to 24 carbon atoms in the monomeric form, or the methyl, ethyl, propyl or butyl esters of such fatty acids, or an amide-forming derivative of such fatty acid with an aromatic vinyl compound, in a molar ratio of (i) to (ii) between 1:0.2 and 1:5, and b. from 5 to 35 percent, by weight, relative to the polyamidoamine (a) of an aliphatic epoxide having from three to six terminal epoxide groups per molecule, and
Claim 9
Dependent Claim 13 words
Curing agent for aqueous epoxide resin dispersions, which is an association compound of
Claim 10
Dependent Claim 13 words
Curing agent for aqueous epoxide resin dispersions, which is an association compound of
Claim 11
Dependent Claim 74 words
A POLYAMIDOAMINE-EPOXIDE ADDUCT OF A STOICHIOMETRIC EXCESS OF A. A POLYAMIDOAMINE HAVING AN AMINE NUMBER OF FROM ABOUT 80 TO ABOUT 450 OBTAINED FROM I. AN ALKYLENE POLYAMINE HAVING FROM 2 TO 6 NITROGEN ATOMS AND WHEREIN EACH ALKYLENE RADICAL HAS FROM 2 TO 6 CARBON ATOMS, EITHER INDIVIDUALLY OR AS MIXTURES BUT WHEN MIXTURES ARE USED THE ETHYLENEDIAMINE AND PROPYLENEDIAMINE CONTAINED THEREIN AMOUNTS TO AT LEAST ONE HALF OF THE POLYALKYLENEPOLYAMINES USED; AND
Claim 12
Dependent Claim 74 words
A POLYAMIDOAMINE-EPOXIDE ADDUCT OF A STOICHIOMETRIC EXCESS OF A. A POLYAMIDOAMINE HAVING AN AMINE NUMBER OF FROM ABOUT 80 TO ABOUT 450 OBTAINED FROM I. AN ALKYLENE POLYAMINE HAVING FROM 2 TO 6 NITROGEN ATOMS AND WHEREIN EACH ALKYLENE RADICAL HAS FROM 2 TO 6 CARBON ATOMS, EITHER INDIVIDUALLY OR AS MIXTURES BUT WHEN MIXTURES ARE USED THE ETHYLENEDIAMINE AND PROPYLENEDIAMINE CONTAINED THEREIN AMOUNTS TO AT LEAST ONE HALF OF THE POLYALKYLENEPOLYAMINES USED; AND
Claim 13
Dependent Claim 72 words
from 5 to 30 percent, by weight, relative to the polyamidoamine (a) of a phenol/formaldehyde/polyamine condensation product wherein the polyamine has from 2 to 8 amino hydrogens inclusive, and the remainder of the polyamine is an aliphatic, araliphatic, cycloaliphatic or heterocyclic moiety, at a temperature of 50* to 180*C for from 1 to 3 hours, or at a temperature below 50*C until a viscosity increase of 10 to 50 percent is obtained.
Claim 14
Dependent Claim 72 words
from 5 to 30 percent, by weight, relative to the polyamidoamine (a) of a phenol/formaldehyde/polyamine condensation product wherein the polyamine has from 2 to 8 amino hydrogens inclusive, and the remainder of the polyamine is an aliphatic, araliphatic, cycloaliphatic or heterocyclic moiety, at a temperature of 50* to 180*C for from 1 to 3 hours, or at a temperature below 50*C until a viscosity increase of 10 to 50 percent is obtained.
Claim 15
Dependent Claim 42 words
FROM 5 TO 30 PERCENT, BY WEIGHT, RELATIVE TO THE POLYAMIDOAMINE (A) OF A PHENOL/FORMALDEHYDE/POLYAMINE CONDENSATION PRODUCT WHEREIN THE POLYAMINE HAS FROM 2 TO 8 AMINO HYDROGENS INCLUSIVE, AND THE REMAINDER OF THE POLYAMINE IS AN ALIPHATLIC, ARALIPHATIC, CYCLOALIPHATIC OR HETEROCYCLIC MOIETY.
Claim 16
Dependent Claim 42 words
FROM 5 TO 30 PERCENT, BY WEIGHT, RELATIVE TO THE POLYAMIDOAMINE (A) OF A PHENOL/FORMALDEHYDE/POLYAMINE CONDENSATION PRODUCT WHEREIN THE POLYAMINE HAS FROM 2 TO 8 AMINO HYDROGENS INCLUSIVE, AND THE REMAINDER OF THE POLYAMINE IS AN ALIPHATLIC, ARALIPHATIC, CYCLOALIPHATIC OR HETEROCYCLIC MOIETY.
Claim 17
Dependent Claim 17 words
Method for the production of an association compound of claim 1 which comprises reacting a mixture of
Claim 18
Dependent Claim 42 words
from 5 to 30 percent, by weight, relative to the polyamidoamine (a) of a phenol/formaldehyde/polyamine condensation product wherein the polyamine has from 2 to 8 amino hydrogens inclusive, and the remainder of the polyamine is an aliphatic, araliphatic, cycloaliphatic or heterocyclic moiety.
Claim 19
Dependent Claim 42 words
from 5 to 30 percent, by weight, relative to the polyamidoamine (a) of a phenol/formaldehyde/polyamine condensation product wherein the polyamine has from 2 to 8 amino hydrogens inclusive, and the remainder of the polyamine is an aliphatic, araliphatic, cycloaliphatic or heterocyclic moiety.
Claim 20
Dependent Claim 39 words
about 26.5 parts by weight of a phenol/formaldehyde/polyamine condensation product of about 188 parts by weight of phenol, about 96 parts by weight of 44 percent by weight aqueous formaldehyde solution, and about 272 parts by weight of xylylenediamine.
Claim 21
Dependent Claim 39 words
about 26.5 parts by weight of a phenol/formaldehyde/polyamine condensation product of about 188 parts by weight of phenol, about 96 parts by weight of 44 percent by weight aqueous formaldehyde solution, and about 272 parts by weight of xylylenediamine.
Claim 22
Dependent Claim 22 words
Curing agent according to claim 1, characterized in that component 1a consists of a polyamidoamine of amine number between 80 and 450.
Claim 23
Dependent Claim 16 words
Curing agent according to claim 3 characterized in that the polyamidoamine 1a contains imidazolinE groups additionally.
Claim 24
Dependent Claim 39 words
Curing agent according to claim 1, characterized in that component 1a is such a polyamidoamine which consists of a condensation product in which 0.5 to 1.5 mols alkylenepolyamine per equivalent of polymeric fatty acid is present in condensed form.
Claim 25
Dependent Claim 57 words
Curing agent according to one of the claim 1 characterized in that the component 1a consists of a polyamidoamine made of isomerized, mainly dimerized soya oil fatty acid, styrene and diethylenetriamine or triethylenetetramine, wherein the isomerized, mainly dimerized soya oil fatty acid and styrene are present in an acid to styrenee molar ratio of 2 : 1.
Claim 26
Dependent Claim 34 words
Curing agent according to claim 1, characterized in that the component 1a consists of a polyamidoamine made of dimerized fatty acids, which are isolated from isomerized and polymerized tall oil fatty acids, and diethylenetriamine.
Claim 27
Dependent Claim 32 words
Curing agent according to one of the claim 1, characterized in that component 1b consists of trimethylolpropaneglycidylether, glycerineglycidylether, pentaerythritolglycidylether, glycidylether of an oxypropylated pentaerythritol, sorbitolglycidylether or a glycidylether of an oxpropylated sorbitol.
Claim 28
Dependent Claim 221 words
Method for manufacturing of a curable film-forming dispersion which can be diluted with water which comprises A. preparing a mixture comprising (i) about 88 percent by weight of an epoxide resin based on Bisphenol A and epichlorohydrin, having an epoxide equivalent of about 186 and a viscosity of about 9000 centipoise, measured at 25*C and (ii) about 12 percent by weight of 2-ethyl hexyl-glycidyl-ether, B. mixing about 66 parts by weight of the step (A) mixture with about 6 parts by weight of an emulsifier mixture comprising about 2.67 parts by weight of an addition product of 25 to 30 mols of ethylene oxide and 1 mole of abietic acid, 1 part by weight of an addition product of 30 mols of ethylene oxide to 1 mol of p-nonylphenol, about 1 part by weight of an addition product of 10 mols of ethylene oxide to 1 mol of p-nonylphenol and about 1.33 part by weight of n-dodecyl alcohol, C. grinding the mixture from step (B) with about 105 parts by weight of titanium dioxide of the rutile type and about 4 parts by weight of highly dispersed silica, and then D. adding to the mixture from step (C) about 66 parts by weight of the curing agent described in claim 10 and about 200 parts by weight of water, while stirring.
Claim 29
Dependent Claim 95 words
A POLYMERIC FATTY ACID OBTAINED BY POLYMERIZATION OF DRYING OR SEMI-DRYING OILS CONTAINING MONO-, DI- OR TRIMERIZED FATTY ACIDS CONTAINING 8 TO 24 CARBON ATOMS IN THE MONOMERIC FORM, OR THE METHYL, ETHYL, PROPYL OR BUTYL ESTERS OF SUCH FATTY ACIDS, OR AN AMIDE-FORMIG DERIVATIVE OF SUCH FATTY ACID WITH AN AROMATIC VINYL COMPOUND, IN A COLAR RATIO OF (1) TO (11) BETWEEN 1:0.2 AND 1:5, AND B. FROM 5 TO 35 PERCENT, BY WEIGHT, RELATIVE TO THE POLYAMIDOAMINE (A) OF AN ALIPHATIC EPOXIDE HAVING FROM THREE TO SIX TERMINAL EPOXIDE GROUPS PER MOLECULE, AND
Claim 30
Dependent Claim 95 words
A POLYMERIC FATTY ACID OBTAINED BY POLYMERIZATION OF DRYING OR SEMI-DRYING OILS CONTAINING MONO-, DI- OR TRIMERIZED FATTY ACIDS CONTAINING 8 TO 24 CARBON ATOMS IN THE MONOMERIC FORM, OR THE METHYL, ETHYL, PROPYL OR BUTYL ESTERS OF SUCH FATTY ACIDS, OR AN AMIDE-FORMIG DERIVATIVE OF SUCH FATTY ACID WITH AN AROMATIC VINYL COMPOUND, IN A COLAR RATIO OF (1) TO (11) BETWEEN 1:0.2 AND 1:5, AND B. FROM 5 TO 35 PERCENT, BY WEIGHT, RELATIVE TO THE POLYAMIDOAMINE (A) OF AN ALIPHATIC EPOXIDE HAVING FROM THREE TO SIX TERMINAL EPOXIDE GROUPS PER MOLECULE, AND

References Cited (Backward Citations)

US3186969A Cited
US3382261A Cited
US3474056A Cited
US3383347A Cited
US3449278A Cited
US3647728A Cited
US3607803A Cited
US3649575A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-10 1978-09-09 1979-03-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-10 1982-09-09 1983-03-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-10 1986-09-09 1987-03-11 $7700.00 Window Closed / Lapsed

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