IP Library Granted Patent US 10,017,863
Granted Patent B2
US 10,017,863 · App. 11/766,642 · Granted Jul 10, 2018

Corrosion protection of bronzes

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Quick Facts
Patent No.
US 10,017,863
App. No.
11/766,642
Granted
Jul 10, 2018
Kind
B2
Abstract

A method and composition for enhancing corrosion resistance, wear resistance, and contact resistance of a substrate comprising a copper or copper alloy surface. The composition comprises a phosphorus oxide compound selected from the group consisting of a phosphonic acid, a phosphonate salt, a phosphonate ester, a phosphoric acid, a phosphate salt, a phosphate ester, and mixtures thereof; a nitrogen-containing organic compound selected from the group consisting of primary amine, secondary amine, tertiary amine, and aromatic heterocycle comprising nitrogen; and an alcohol.

Claims (29)

1. A method for enhancing corrosion resistance, wear resistance, and contact resistance of a metal substrate comprising a copper or copper alloy layer on top of a surface of a metal base comprising a metal selected from the group consisting of iron, nickel, tin, zinc, chromium, titanium and precious metals, the method comprising:

exposing the copper or copper alloy layer to a composition comprising

a phosphorus oxide compound;

a nitrogen-containing organic compound selected from the group consisting of primary amine, secondary amine, tertiary amine, and combinations thereof; and

an alcohol having a boiling point of at least about 110° C.;

wherein the phosphorus oxide compound has the structure (I):

wherein R 1 is a hydrocarbyl having between one carbon atom and 24 carbon atoms; and

R 2 and R 3 are each independently or together hydrogen, a charge balancing cation, or a hydrocarbyl having between one carbon atom and four carbon atoms; and

wherein the nitrogen-containing organic compound has the following structure (III):

wherein R 1 , R 2 , and R 3 are each independently hydrogen or a hydrocarbyl having between one carbon atom and about 24 carbon atoms; and

at least one of R 1 , R 2 , and R 3 is a hydrocarbyl having between one carbon atom and about 24 carbon atoms.

2. The method of claim 1 wherein the phosphorus oxide compound is selected from the group consisting of ethylphosphonic acid, n-propylphosphonic acid, isopropylphosphonic acid, n-butylphosphonic acid, tert-butylphosphonic acid, pentylphosphonic acids, hexylphosphonic acids, heptylphosphonic acids, n-octylphosphonic acid, n-decyl phosphonic acid, n-dodecyl phosphonic acid, n-tetradecyl phosphonic acid, n-hexadecyl phosphonic acid, n-octadecyl phosphonic acid, their salts, their esters, and combinations thereof.

3. The method of claim 1 wherein the phosphorus oxide compound is selected from the group consisting of vinylphosphonic acid, allylphosphonic acid, phenyl phosphonic acid, benzyl phosphonic acid, (ortho-tolyl)phosphonic acid, (meta-tolyl)phosphonic acid, (para-tolyl)phosphonic acid, (4-ethylphenyl)phosphonic acid, (2,4-xylyl)phosphonic acid, (3,4-xylyl)phosphonic acid, (2,5-xylyl)phosphonic acid, (3,5-xylyl)phosphonic acid, their salts, their esters, and combinations thereof.

4. The method of claim 1 , wherein the nitrogen-containing organic compound is the primary amine selected from the group consisting of aminoethane, 1-aminopropane, 2-aminopropane, 1-aminobutane, 2-aminobutane, 1-amino-2-methylpropane, 2-amino-2-methylpropane, 1-aminopentane, 2-aminopentane, 3-aminopentane, neo-pentylamine, 1-aminohexane, 2-aminohexane, 1-aminoheptane, 2-aminoheptane, 1-aminooctane, 2-aminooctane, 1-aminononane, 1-aminodecane, 1-aminododecane, 1-aminotridecane, 1-aminotetradecane, 1-aminopentadecane, 1-aminohexadecane, 1-aminoheptadecane, 1-aminooctadecane, 1-aminoeicosane, and combinations thereof.

5. The method of claim 1 wherein a concentration of the phosphorus oxide compound is between about 0.1% by weight and about 5% by weight and a concentration of the nitrogen-containing organic compound is between about 0.1% by weight and about 1.0% by weight.

6. A method as set forth in claim 1 wherein at least one of R 2 and R 3 is hydrogen or the balancing cation.

7. A method for enhancing corrosion resistance, wear resistance, and contact resistance of a metal substrate comprising a copper or copper alloy layer on top of a surface of a metal base comprising a metal selected from the group consisting of iron, nickel, tin, zinc, chromium, titanium and precious metals, the method comprising:

exposing the copper or copper alloy layer to a composition comprising

a phosphorus oxide compound;

a nitrogen-containing organic compound selected from the group consisting of primary amine, secondary amine, tertiary amine, and combinations thereof; and

an alcohol having a boiling point of at least about 110° C.;

wherein said phosphorus oxide compound comprises a phosphonic acid compound comprising a carboxylic acid moiety, and

wherein the nitrogen-containing organic compound has the following structure (III):

wherein R 1 , R 2 , and R 3 are each independently hydrogen or a hydrocarbyl having between one carbon atom and about 24 carbon atoms; and

at least one of R 1 , R 2 , and R 3 is a hydrocarbyl having between one carbon atom and about 24 carbon atoms.

8. A method as set forth in claim 7 wherein said phosphorus oxide compound comprises a compound selected from the group consisting phosphonoacetic acid, phosphonopropionic acid, esters thereof, salts thereof, and combinations of said acids and/or their esters and salts.

9. A method as set forth in claim 1 wherein said copper or copper alloy layer is porous and phosphorus oxide of said composition penetrates into said pores to block subsequent access of corrosive materials through the pores to the base metal layer below the copper top coat layer.

10. A method as set forth in claim 1 wherein said composition comprises an alcohol having a boiling point of at least 150° C.

11. A method as set forth in claim 1 wherein said alcohol comprise 2-ethoxyethanol.

Assignments (6)
ASSIGNMENT OF SECURITY INTEREST IN PATENT COLLATERAL Recorded Nov 17, 2022
From: BARCLAYS BANK PLC
To: CITIBANK, N.A.
Reel/Frame 061956/0643 →
SECURITY INTEREST Recorded Feb 5, 2019
From: MACDERMID ENTHONE INC. (F/K/A ENTHONE INC.)
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 048261/0110 →
RELEASE OF SECURITY INTEREST Recorded Feb 4, 2019
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: MACDERMID ENTHONE INC. (F/K/A ENTHONE INC.)
Reel/Frame 048233/0141 →
CHANGE OF NAME Recorded Jun 7, 2018
From: ENTHONE INC.
To: MACDERMID ENTHONE INC.
Reel/Frame 046313/0610 →
PATENT SECURITY AGREEMENT Recorded Apr 15, 2016
From: ENTHONE INC.
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 038439/0777 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2007
From: ABYS, JOSEPH A.; SUN, SHENLIANG; KUDRAK, EDWARD J., JR.; ZSCHINTZSCH, KATRIN; ANTONELLIS, THEODORE
To: ENTHONE INC.
Reel/Frame 020070/0508 →