Patent EP0057595A1 successfully refreshed from Google Patents.
← Back to Patent Explorer
EP0057595A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Glass container coating compositions

Assignee: Celanese Corp
•
Filing: 1982-01-29
•
Granted: —
•
Expires: 2002-01-29
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The present invention is directed to a thermosetting coating composition for improving the scratch resistance, blush resistance and lubricity of glass surfaces (e.g., glass bottles), and in certain instances also improving the label adhesion of coatings derived thereform which comprises as functional ingredients a polyamine terminated polyepoxide adduct salt, an epoxy crosslinker, a reactive silane, a surfactant and a natural or synthetic wax. The coating composition is carried in a vehicle which comprises water and a suitable co-solvent. The combination of the adduct salt and co-solvent permits the microemulsification of the epoxy crosslinker. The wax is also present in the emulsified state.

Inventors

  • 👤 Donald R. Roberts
  • 👤 Gina R. Kritchevsky
  • 👤 Martin J. Hannon

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 22:00
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/182; C08G59/184; C03; C03C; C03C17/00; C03C17/28; C09; C09D; C09D163/00; Y; Y10; Y10S; Y10S215/00; Y10S215/06; Y10T; Y10T428/00; Y10T428/13; Y10T428/131; Y10T428/1317; Y10T428/1321; Y10T428/31504; Y10T428/31511; Y10T428/31525

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 376 words
1 . A glass container coated on its external surface with a cured composition which renders the glass surface scratch resistant and lubricious, said cured composition consisting essentially of the reaction product of: (1) an acid salt of a polyamine terminated polyepoxide adduct which is the reaction product of (a) a polyepoxide resin represented by the structural formula: wherein R is a divalent hydrocarbon radical of a dihydric phenol and the average value of n is from 2 to 35 and (b) a polyamine having at least two amine nitrogen atoms per molecule, at least three reactive amine hydrogen atoms per molecule and no other groups reactive with epoxide groups, wherein approximately 1 mol of (b) is reacted with each epoxide equivalent of (a), said adduct having an active amine hydrogen equivalent weight of 140 to 1700 and an amine nitrogen equivalent weight of 140 to 2600; (2) at least one polyepoxide crosslinker which is the glycidyl polyether of a polyhydric phenol having an epoxide equivalent weight of from 150 to 1000; and (3) at least one silane represented by the structural formula: wherein R 1 is an alkyl group of from 1 to 4 carbons; R 2 is an argano functional radical selected from amino, glycidyl, epoxy cycloaliphatic (wherein the cycloaliphatic group contains from 5 to 7 carbons), mercapto, ureido and amino alkylimino (wherein the alkyl group contains from 1 to 6 carbons) and x is an integer from 2 to 5; and, intimately admixed with said reaction product of (1), (2) and (3), the following: (a) at least one surface active agent selected from the group consisting of anionic, non-ionic and cationic surface active agents and (b) at least one natural or synthetic wax; the amounts of said epoxy crosslinker and said adduct salt being sufficient to provide an epoxy crosslinker to reactive adduct amine hydrogen equivalent weight ratio of from 0.25:1.0 to 1.5:1.0; the amount of said silane being from 0.5 to 10% by weight, based on the weight of said coating; the amount of said surface active agent being from 1 to 10% by weight, based on the weight of said coating and the amount of said wax being from 1 to 50% by weight, based on the weight of said coating.
Claim 2
Dependent Claim 376 words
1 . A glass container coated on its external surface with a cured composition which renders the glass surface scratch resistant and lubricious, said cured composition consisting essentially of the reaction product of: (1) an acid salt of a polyamine terminated polyepoxide adduct which is the reaction product of (a) a polyepoxide resin represented by the structural formula: wherein R is a divalent hydrocarbon radical of a dihydric phenol and the average value of n is from 2 to 35 and (b) a polyamine having at least two amine nitrogen atoms per molecule, at least three reactive amine hydrogen atoms per molecule and no other groups reactive with epoxide groups, wherein approximately 1 mol of (b) is reacted with each epoxide equivalent of (a), said adduct having an active amine hydrogen equivalent weight of 140 to 1700 and an amine nitrogen equivalent weight of 140 to 2600; (2) at least one polyepoxide crosslinker which is the glycidyl polyether of a polyhydric phenol having an epoxide equivalent weight of from 150 to 1000; and (3) at least one silane represented by the structural formula: wherein R 1 is an alkyl group of from 1 to 4 carbons; R 2 is an argano functional radical selected from amino, glycidyl, epoxy cycloaliphatic (wherein the cycloaliphatic group contains from 5 to 7 carbons), mercapto, ureido and amino alkylimino (wherein the alkyl group contains from 1 to 6 carbons) and x is an integer from 2 to 5; and, intimately admixed with said reaction product of (1), (2) and (3), the following: (a) at least one surface active agent selected from the group consisting of anionic, non-ionic and cationic surface active agents and (b) at least one natural or synthetic wax; the amounts of said epoxy crosslinker and said adduct salt being sufficient to provide an epoxy crosslinker to reactive adduct amine hydrogen equivalent weight ratio of from 0.25:1.0 to 1.5:1.0; the amount of said silane being from 0.5 to 10% by weight, based on the weight of said coating; the amount of said surface active agent being from 1 to 10% by weight, based on the weight of said coating and the amount of said wax being from 1 to 50% by weight, based on the weight of said coating.
Claim 3
Dependent Claim 152 words
A container according to claim 1 having a coating wherein the polyepoxide resin is such that in the structural formula R is a divalent radical derived from p,p'-dihydroxydiphenyl propane; the polyamine is an alkylene polyamine having the formula: wherein n is an integer from 0 to 4 and R 3 is an alkylene group containing 2 to 4 carbon atoms; the polyepoxide resin crosslinker is derived from the reaction product of epichlorohydrin and p,p'-dihydroxydiphenyl propane; the silane is beta-(3,4-epoxycyclohexyl)-ethyltrimethoxysilane, gamma-glycidoxypropyltrimethoxy silane, gamma-mercaptopropyltrimethoxysilane, n-beta-(amino-ethyl) gamma-iminopropyltri- ethoxy silane, gamma-ureido propyltrimethoxysilane or beta- mercaptoethyltrimethoxy silane; the' surface active agent is a polyethoxylated alkyl phenol; and the wax is beeswax, spermaceti wax,, carnauba wax, Japan-wax, palm wax, hydrogenated castor oil, a high molecular weight acid or alcohol containing at least 11 carbon: atoms, an ester of polyhydric alcohol, a paraffin wax, partially oxidised polyethylene having a molecular weight between 1000 and 20,000 or a mixture thereof.
Claim 4
Dependent Claim 107 words
A container according to claim 2 having a coating wherein the polyepoxide resin is such that in the structural forrrula n has an average value of from 4.5 to 6.5; the alkylene polyamine is an ethylene polyamine; the degree of salting of the adduct is from 50 to 200%, the active hydrogen amine equivalent weight of the adduct is from 200 to 500; the amine nitrogen equivalent weight of the adduct is from 250 to 850; the amount of the polyepoxide crosslinker is sufficient to achieve an epoxy to reactive adduct amine hydrogen equivalent weight ratio of from 0.8:1.0 to 1.2:1.0 and the silane is gamma-glycidoxypropyltrimethoxy silane.
Claim 5
Dependent Claim 44 words
A container according to any of claims 1-3 having a coating wherein the wax is partially oxidised polyethylene having a number average molecular weight of from 6,000 to 10,000, an acid number of from 14 to 18 and a density greater than 0.95 gm/cc.
Claim 6
Dependent Claim 29 words
A container according to any of claims 1-4 having a coating wherein the adduct is a salt derived from reaction with a mixture of formic acid and propionic acid.
Claim 7
Dependent Claim 18 words
A glass container according to any of claims 1 - 5 in the form of a glass bottle.
Claim 8
Dependent Claim 310 words
A process for improving the scratch resistance and lubricity of a glass container which consists essentially of: (A) applying blush resistant coating composition to the external surface of the glass container, said coating composition comprising: (1) an acid salt of a polyamine terminated polyepoxide adduct as defined in any of claims 1-3 or 5, (2) at least one polyepoxide crosslinker as defined in claim 1 or 2, (3) at least one silane as defined in any of ' claims 1 -- 3, (4) at least one surface active agent as defined in claim 1 or 2, (5) at least one wax as defined in claim 1, 2 or 4, (6) at least one organic aliphatic hydroxyl containing co-solvent having a solubility parameter polar component of from 2.6 to 3.9 (cal/cm 3 ) 1/2 present in an amount of from 0.5 to 6% by weight, based on the weight of the composition; and (7) water in an amount sufficient to bring the solids content of said composition to not greater than 5% by weight thereof; and said coating composition comprising amounts of said epoxy crosslinker and said adduct salt sufficient to provide an epoxy crosslinker to reactive adduct amine hydrogen equivalent weight ratio of from 0.25:1.0 to 1.5:1.0; an amount of said silane of from 0.5 to 10% by weight, based on the weight of said solids; an amount of said surface active agent of from 1 to 10% by weight, based on the weight of said solids and an amount of said wax of from 1 to 50% by weight, based on the weight of said solids and said crosslinker being present in said composition in the microemulsified state and said wax being present in said composition as emulsified particles; and (B) curing the applied coating by subjecting the same to a temperature not greater than 250 0 F. (121°C.).
Claim 9
Dependent Claim 15 words
A process according to claim 7 wherein the co-solvent is an alcohol or glycol ether.
Claim 10
Dependent Claim 35 words
A process according to claim 8 wherein the co-solvent is at least one of the following: t-butanol, n-propanol, n-butanol, ethylene glycol monopylether, diethylene glycol monobutylether, ethylene glycol monobutylether, propylene glycol monopropylether and propylene glycol monobutylether.
Claim 11
Dependent Claim 264 words
A thermosetting curable coating composition for rendering glass surfaces scratch resistant, blush resistant and lubricious when applied as a coating on said glass sur- fates which comprises in admixture: (1) an acid salt of a polyamine terminated polyepoxide adduct as defined in any of claims 1-3 or 5, (2) at least one polyepoxide crosslinker as defined in claim 1 or 2, (3) at least one silane as defined in any of claims 1-3, (4) at least one anionic, non-ionic or cationic surface active agent compatible with the remainder of the ingredients of the composition; (5) at least one natural or synthetic wax compatible with the remainder of the ingredients of the composition; (6) at least one organic ali'phatic hydroxyl containing co-solvent as defined in any of claims 7-9, present in an amount of from 0.5 to 6% by weight, based on the weight of the composition and (7) water in an amount sufficient to bring the solids content of said composition to not greater than 5% by weight thereof, the amounts of the epoxy crosslinker, adduct salt, silane, surface active agent and wax being such that the cross- linker to adduct amine hydrogen equivalent weight ratio is from 0.25:1.0 to 1.5:1.0, the silane forms 0.5 to 10% by weight of the solids, the surface active agent is present in an amount of 1 to 10% by weight of the solids and the wax is present in an amount of 1 to 50% by weight of the solids and the crosslinker being present in the microemulsified state and the wax being present as emulsified particles.
Claim 12
Dependent Claim 428 words
A multi-component curing system which, when the components are mixed, forms a the rmosetting curable composition capable of rendering glass surfaces scratch resistant, blush resistant and lubricious when applied as a coating on said - glass surfaces which comprises: (A) as a first component, the solution of: (1) an acid salt of a polyamine terminated polyepoxide adduct as defined in any of claims 1-3 or 5, (2) at least one organic aliphatic hydroxyl containing co-solvent as defined in any of claims 7-9 present in an amount of 5 to 45% by weight based on the weight of the polyepoxide-amine adduct and co-solvent and (3) water in an amount sufficient to bring the solids content of the mixture to below 40% by weight, based on the weight of adduct, co-solvent and water; (B) as a second component, the mixture of: (1) at least one polyepoxide crosslinker as defined in claim 1 or 2, (2) at least one silane as defined in any of claims 1-3, (3) at least one anionic, non-ionic or cationic surface active agent compatible with the mixed components of the system and (4) optionally at least one co-solvent of the type defined for the first component in an amount of from 0 to 90% by weight, based on the weight.of co-solvent and crosslinker and (C) as a third component; an aqueous emulsion of at least one system compatible natural or synthetic wax emulsified in water with at least one system compatible surface active agent of the type defined for the second component, the surface active agent and water being present in the third component in an amount at least sufficient to emulsify the wax and wherein the amounts of the polyepoxide crosslinker and silane present in the second component, the amount of the wax present in the third component and the total amount of surface active agent present in the second and third components are such that if the three components of the system are mixed the solids content of this mixture thereof contains (i) the polyepoxide crosslinker in an amount sufficient to achieve an epoxy crosslinker to reactive adduct amine hydrogen equivalent weight ratio of from 0.25:1.0 to 1.5:1.0; (ii) the silane in an amount of from 0.5 to 10% by weight, based on the weight of said solids content; (iii) the wax in an amount of from 1 'to 50% by weight, based on the weight of said solids content and (iv) the surface active agent in an amount of from 1 to 10% by weight, based on the weight of said solids content.

References Cited (Backward Citations)

US3607349A Cited
US4115599A Cited
FR2434192A1 Cited
EP0024915A1 Cited

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag