Patent US4192932A successfully refreshed from Google Patents.
US4192932A
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Alkaline resistant organic coatings for corrosion susceptible substrates IV
Assignee: EIDP Inc
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Filing: 1978-08-31
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Granted: 1980-03-11
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Expires: 1998-08-31
Abstract
Abstract Crosslinking compositions comprising (a) optionally at least partially neutralized reaction product of di- or poly epoxy compound and hydroxy amine and (b) amino resin crosslinker that are formulated into primers providing alkaline resistant coatings even in absence of chromate inhibiting pigments are improved by incorporation of reactive hydroxy phosphate catalyst that lowers cure temperature without increase in moisture sensitivity of cured coating. One reactive catalyst is a reaction product of di- or triol and P 2 O 5 .
Inventors
- 👤 Ray A. Dickie
- 👤 Joseph W. Holubka
- 👤 Mohinder S. Chattha
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 10:30
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/08; C09D5/12
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
236 words
In a crosslinking composition, especially suitable for use in primer compositions that retard corrosion of susceptible substrates and do not require chromate inhibiting pigments and which comprises an intimate mixture of film forming ingredients which consist essentially of: (A) A substantially gel free epoxy and amine reaction product, optionally at least partially neutralized, made by reacting in non-aqueous medium: 1. A non-carboxy-ester linked epoxy reactant that has an average of at least about two epoxy groups per molecule; 2. An amine reactant selected from the group consisting of secondary amines and primary and secondary amines having a total of up to about 20 carbons per amino nitrogen and comprising at least about 75 mole percent hydroxy amine containing one or more primary hydroxy groups removed at least one carbon from any amino nitrogen, in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of the combined weight of (A) and (B), the improvement which comprises (D) About 0.1-5% by weight of the combined weight of (A) and (B) of one or more hydroxy organophosphate esters corresponding to the formula: ##STR4## wherein n is 1 to 2 and R is independently mono- or dihydroxy substituted hydrocarbon having up to about 10 carbons.
Claim 2
Dependent Claim
236 words
In a crosslinking composition, especially suitable for use in primer compositions that retard corrosion of susceptible substrates and do not require chromate inhibiting pigments and which comprises an intimate mixture of film forming ingredients which consist essentially of: (A) A substantially gel free epoxy and amine reaction product, optionally at least partially neutralized, made by reacting in non-aqueous medium: 1. A non-carboxy-ester linked epoxy reactant that has an average of at least about two epoxy groups per molecule; 2. An amine reactant selected from the group consisting of secondary amines and primary and secondary amines having a total of up to about 20 carbons per amino nitrogen and comprising at least about 75 mole percent hydroxy amine containing one or more primary hydroxy groups removed at least one carbon from any amino nitrogen, in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of the combined weight of (A) and (B), the improvement which comprises (D) About 0.1-5% by weight of the combined weight of (A) and (B) of one or more hydroxy organophosphate esters corresponding to the formula: ##STR4## wherein n is 1 to 2 and R is independently mono- or dihydroxy substituted hydrocarbon having up to about 10 carbons.
Claim 3
Dependent Claim
14 words
The composition in accordance with claim 1, wherein R is mono- or di-hydroxy aliphatic.
Claim 4
Dependent Claim
14 words
The composition in accordance with claim 1, wherein (A) 2. is hydroxy aliphatic amine.
Claim 5
Dependent Claim
15 words
The composition in accordance with claim 1, wherein (B) is present and comprises a glycol.
Claim 6
Dependent Claim
29 words
The composition in accordance with claims 1 or 2 or 3 or 4 wherein the amine-aldehyde resin crosslinking agent comprises alkylated melamine resin or alkylated urea resin or both.
Claim 7
Dependent Claim
17 words
The composition in accordance with claim 5, wherein the aliphatic amine reactant (A) 2. comprises dialkanol amine.
Claim 8
Dependent Claim
27 words
The composition in accordance with claim 6, wherein the epoxy reactant A. 1. comprises bis phenolepichlorohydrin reaction product having an average molecular weight of above about 700.
Claim 9
Dependent Claim
23 words
The composition in accordance with claim 7, wherein the dialkanol amine comprises a di-loweralkanolamine having a total of up to about 10 carbons.
Claim 10
Dependent Claim
228 words
In a solvent based primer composition that retards corrosion in substantial absence of chromate corrosion inhibiting pigments and which comprises an intimate mixture of film forming ingredients which consist essentially of: (A) A substantially gel free epoxy and amine reaction product made by reacting in non-aqueous medium: 1. A non-carboxy-ester linked epoxy reactant that contains an average of at least about two terminal epoxy groups per molecule and having a molecular weight above about 700; 2. An aliphatic amine reactant selected from the group consisting of secondary monoamines and primary and secondary monoamines having a total of up to about 20 carbon atoms per amino nitrogen and comprising at least about 90 mole percent secondary that has two or more carbon alkyl groups each bearing a primary hydroxy group in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of (A) and (B), the improvement which comprises: (D) About 0.1-5% by weight of the combined weight of A and B of one or more hydroxy organophosphate esters corresponding to the formula ##STR5## wherein n is 1 to 2 and R is independently mono- or dihydroxy aliphatic having up to about 10 carbon atoms.
Claim 11
Dependent Claim
228 words
In a solvent based primer composition that retards corrosion in substantial absence of chromate corrosion inhibiting pigments and which comprises an intimate mixture of film forming ingredients which consist essentially of: (A) A substantially gel free epoxy and amine reaction product made by reacting in non-aqueous medium: 1. A non-carboxy-ester linked epoxy reactant that contains an average of at least about two terminal epoxy groups per molecule and having a molecular weight above about 700; 2. An aliphatic amine reactant selected from the group consisting of secondary monoamines and primary and secondary monoamines having a total of up to about 20 carbon atoms per amino nitrogen and comprising at least about 90 mole percent secondary that has two or more carbon alkyl groups each bearing a primary hydroxy group in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of (A) and (B), the improvement which comprises: (D) About 0.1-5% by weight of the combined weight of A and B of one or more hydroxy organophosphate esters corresponding to the formula ##STR5## wherein n is 1 to 2 and R is independently mono- or dihydroxy aliphatic having up to about 10 carbon atoms.
Claim 12
Dependent Claim
20 words
The primer in accordance with claim 9, wherein the amine reactant comprises dialkanol amine having up to about 10 carbons.
Claim 13
Dependent Claim
11 words
The primer in accordance with claim 10, wherein R is monohydroxy.
Claim 14
Dependent Claim
25 words
The composition in accordance with claims 9 or 10 or 11, wherein the amine-aldehyde resin crosslinking agent comprises alkylated melamine resin and alkylated urea resin.
Claim 15
Dependent Claim
252 words
In a method of retarding corrosion of corrosion susceptible substrates by application of a primer composition thereto that does not require corrosion inhibiting amounts of chromates in the primary composition, which comprises an intimate mixture of film forming ingredients which consist essentially of: I. applying a crosslinking composition onto the substrate which comprises: (A) A substantially gel free epoxy and amine reaction product, optionally neutralized, by reacting in nonaqueous medium: 1. A non-ester epoxy reactant that has an average of at least about two epoxy groups per molecule; 2. An amine reactant selected from the group consisting of secondary amines and primary and secondary amines having a total of up to about 20 carbons per amino nitrogen and comprising at least about 60 mole percent amino alcohol with one or more primary hydroxy groups remove at least one carbon from the amino nitrogen; in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of the combined weight of A. and B., the improvement wherein the crosslinking composition comprises about 0.1-5% by weight one or more hydroxy organophosphate esters corresponding to the formula: ##STR6## wherein n is 1 to 2 and R is independently mono- or dihydroxy substituted alkyl having up to about 10 carbon atoms; II. curing at up to about 180° C. for about 15-30 minutes.
Claim 16
Dependent Claim
252 words
In a method of retarding corrosion of corrosion susceptible substrates by application of a primer composition thereto that does not require corrosion inhibiting amounts of chromates in the primary composition, which comprises an intimate mixture of film forming ingredients which consist essentially of: I. applying a crosslinking composition onto the substrate which comprises: (A) A substantially gel free epoxy and amine reaction product, optionally neutralized, by reacting in nonaqueous medium: 1. A non-ester epoxy reactant that has an average of at least about two epoxy groups per molecule; 2. An amine reactant selected from the group consisting of secondary amines and primary and secondary amines having a total of up to about 20 carbons per amino nitrogen and comprising at least about 60 mole percent amino alcohol with one or more primary hydroxy groups remove at least one carbon from the amino nitrogen; in an equivalent amount such that the reaction product (A) comprises tertiary amino and primary and secondary hydroxy groups and is substantially free of unreacted epoxy groups; (B) Optionally, a di- or polyhydroxy compound; (C) An amine-aldehyde resin crosslinking agent at about 5-35% by weight of the combined weight of A. and B., the improvement wherein the crosslinking composition comprises about 0.1-5% by weight one or more hydroxy organophosphate esters corresponding to the formula: ##STR6## wherein n is 1 to 2 and R is independently mono- or dihydroxy substituted alkyl having up to about 10 carbon atoms; II. curing at up to about 180° C. for about 15-30 minutes.
Claim 17
Dependent Claim
14 words
The method in accordance with claim 13, wherein the amine reactant comprises dialkanol amine.
Claim 18
Dependent Claim
11 words
The method in accordance with claim 13, wherein (B) is present.
Claim 19
Independent Claim
25 words
The method in accordance with claims 13 or 14 or 15 wherein the amine-aldehyde resin crosslinking agent comprises alkylated melamine resin and alkylated urea resin.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-03-11 | 1983-09-10 | 1984-03-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-03-11 | 1987-09-10 | 1988-03-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-03-11 | 1991-09-10 | 1992-03-11 | $7700.00 | Window Closed / Lapsed |