IP Library Granted Patent US 7,361,713
Granted Patent B2
US 7,361,713 · App. 11/017,483 · Granted Apr 22, 2008

Blush resistant adhesives used in bottle labeling

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Quick Facts
Patent No.
US 7,361,713
App. No.
11/017,483
Granted
Apr 22, 2008
Kind
B2
Abstract

This invention is directed to an improvement in acrylic based adhesives that are particularly suited for use in the application of paper and plastic labels onto glass surfaces, such as in bottle labeling. The base adhesive is comprised of an emulsion polymerized acrylic copolymer having acid functionality, e.g., carboxyl or sulfonic acid functionality; wherein the emulsion polymerization is carried out in the presence of a stabilizer system comprising a polymer containing polymerized units of carboxylic acid. The improvement for enhancing the blush resistance of the adhesive resides in incorporating a long chain crosslinking polyamine or polyamide containing residual amines.

Claims (7)

1. In a clear bottle labeling adhesive comprised of an acrylic polymer formed by the emulsion polymerization of at least one alkyl ester of acrylic acid in the presence of a stabilizer system comprised of a polymer containing polymerized units of a carboxylic acid monomer, the improvement in blush resistance of said adhesive which comprises:

addition of from 0.25 to 5 weight parts of a long chain hydrophobic polyamine or a long chain hydrophobic polyamide containing residual amine per 100 weight parts of the acrylic polymer.

2. The bottle labeling adhesive of claim 1 wherein the stabilizer system is comprised of a polymer comprising polymerized units of styrene and acrylic acid.

3. The bottle labeling adhesive of claim 2 wherein the long chain hydrophobic polyamine is selected from the group consisting of an aliphatic polyamine, a cycloaliphatic polyamine, an aromatic polyamine, a methylene bridged cyclohexane diamine, a hydrogenated derivative of methylenedianiline, and a polyether polyamine, wherein the number of carbons in said long chain hydrophobic polyamine is 6 to 25.

4. The bottle labeling adhesive of claim 3 wherein the long chain hydrophobic polyamine is a cycloaliphatic amine selected from the group consisting of cyclohexane diamine, methylcyclohexane diamine, methylene di(4-cyclohexylamine), cyclohexyl propanediamine, and isophorone diamine.

5. The bottle labeling adhesive of claim 3 wherein the long chain hydrophobic polyamide is formed from a long chain polyethylene polyamine and a C 6-20 carboxylic acid.

6. The bottle labeling adhesive of claim 4 wherein the acrylic polymer has from 1 to 2 weight parts isophorone diamine per 100 weight parts of the acrylic polymer.

Assignments (9)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 8, 2022
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC
To: ARKEMA FRANCE
Reel/Frame 060740/0862 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
SECURITY AGREEMENT Recorded Apr 14, 2010
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024225/0289 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2008
From: AIR PRODUCTS AND CHEMICALS, INC.
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC
Reel/Frame 021194/0812 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2008
From: AIR PRODUCTS POLYMERS, L.P.
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 020609/0331 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 20, 2004
From: HORWAT, DAVID WILLIAM; SZUCHYT, RICHARD PATRICK
To: AIR PRODUCTS POLYMERS, L.P.
Reel/Frame 016122/0038 →