IP Library Granted Patent US 9,422,465
Granted Patent B2
US 9,422,465 · App. 12/447,478 · Granted Aug 23, 2016

Emulsion adhesive for washable film

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Quick Facts
Patent No.
US 9,422,465
App. No.
12/447,478
Granted
Aug 23, 2016
Kind
B2
Abstract

This invention relates to removable pressure sensitive adhesive compositions and constructions that contain an emulsion acrylic pressure sensitive adhesive copolymer of a plurality of acrylic monomers and at least one polymerizable acid. The invention further relates to labels, particularly removable polymeric labels for use on reusable containers.

Claims (16)

1. An acrylic emulsion based pressure sensitive adhesive composition comprising;

a pressure sensitive adhesive copolymer of copolymerizable monomers including

(a) at least one alkyl acrylate having from about 4 to about 12 carbon atoms in the alkyl group;

(b) at least one acid monomer;

(c) at least one hard monomer, wherein a homopolymer of the hard monomer is not inherently tacky at ambient temperatures and has a Tg greater than −25° C.; and

(d) optionally, at least one multifunctional crosslinking monomer;

wherein the copolymer is neutralized to a pH of greater than 4.5 with a neutralizer, the neutralizer including at least one of 2-[bis-(2-hydroxyethyl)-amino]-2-hydroxymethyl propane-1,3-diol, 2-amino-2-(hydroxymethyl)-1,3-propanediol, N-methyl-D-glucamine, N,N,N′,N′-tetrakis-(2-hydroxyethyl)-ethylenediamine, and N,N,N′,N′-tetrakis-(2-hydroxypropyl)-ethylenediamine; and

wherein the composition is washed off upon exposure to an aqueous caustic solution at a temperature of at least 50° C.;

wherein the at least one alkyl acrylate is selected from butyl acrylate, hexyl acrylate, heptyl acrylate, n-octyl acrylate, iso-octyl acrylate, isobutyl acrylate, 2-ethylhexyl acrylate, and nonyl acrylate, and combinations of two or more thereof;

wherein the at least one acid monomer is selected from acrylic acid, methacrylic acid, itaconic acid, beta-carboxyethyl-acrylate, and combinations of two or more thereof;

wherein the at least one hard monomer is selected from methyl and ethyl acrylate, methyl and ethyl methacrylate, vinyl acetate, styrene, and combinations of two or more thereof; and

wherein the multifunctional crosslinking monomer is selected from diallyl maleate, ethylene glycol dimethacrylate, tripropylene glycol diacrylate, allyl methacrylate, divinyl benzene, N,N′-methylene-bis-acrylamide, triallylcyanurate, and combinations of two or more thereof.

2. The composition of claim 1 , wherein the copolymer comprises (a) about 75% to about 90% by weight of the at least one alkyl acrylate having from about 4 to about 12 carbon atoms in the alkyl group; (b) about 0.25% to about 5% by weight of the at least one acid monomer; (c) about 10% to about 20% by weight of the at least one hard monomer; (d) 0 to about 1% by weight of the at least one multifunctional crosslinking monomer, wherein the weight is based on the total weight of the monomers.

3. The composition of claim 1 wherein the neutralizer comprises 2-[bis-(2-hydroxyethyl)-amino]-2-hydroxymethyl propane-1,3-diol.

4. The composition of claim 1 further comprising an external crosslinking agent, wherein the external crosslinking agent is selected from chromium acetate, zirconium ammonium carbonate, aluminum acetate, polyaziridines, carbodiimides and combinations thereof.

5. The composition of claim 1 further comprising an organic acid neutralized by the neutralizer, wherein the organic acid is selected from acetic add, p-toluene sulfonic acid, citric acid, gluconic acid, maleic acid, dodecylbenzene sulfonic acid and combinations thereof.

Assignments (4)
CHANGE OF CORPORATE ADDRESS Recorded Feb 9, 2024
From: AVERY DENNISON CORPORATION
To: AVERY DENNISON CORPORATION
Reel/Frame 066614/0887 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE ADDRESS FROM 8080 NORTON PARKWAY, MENTOR, OHIO 44060 TO 207 GOODE AVENUE, GLENDALE, CALIFORNIA 91203 PREVIOUSLY RECORDED AT REEL: 059822 FRAME: 0817. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jul 21, 2022
From: AVERY DENNISON CORPORATION
To: AVERY DENNISON CORPORATION
Reel/Frame 060799/0698 →
CHANGE OF CORPORATE ADDRESS Recorded Apr 29, 2022
From: AVERY DENNISON CORPORATION
To: AVERY DENNISON CORPORATION
Reel/Frame 059822/0817 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2009
From: MUELLER, ALFREDO; VAN NOORT, JOS; YEADON, GRAHAM
To: AVERY DENNISON CORPORATION
Reel/Frame 023027/0633 →