IP Library Patent Application 13828471
Patent Application
App. No. 13/828,471

HIGH TACK REPOSITIONABLE ADHESIVES AND SUBSTRATES AND METHODS FOR THEIR MANUFACTURE

Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US None
App. No.
13/828,471
Abstract

High tack repositionable adhesive obtained by combining an acrylic copolymer permanent pressure sensitive adhesive with a hydrophobically modified ethoxylate urethane (HEUR) thickener. The adhesive provides repositionable substrates, such as thermal paper, with high tack. Methods for preparing the high tack repositionable adhesive are provided.

Claims (37)

1 . A high tack repositionable pressure-sensitive adhesive comprising a mixture which comprises:

A. 99.9-95 wt % of a permanent acrylic copolymer pressure sensitive adhesive having a glass transition temperature of less than −10° C. comprising about 70% to 99.5% of a C 1 -C 14 alkyl acrylate ester monomers and/or C 1 -C 14 alkyl(meth)acrylate ester monomers and from 30% to 0.5% of oil-insoluble/water soluble ionic monomers or polar monomers or maleic anhydride, and

B. 0.1-5.0 wt % of a hydrophobically modified ethoxylate urethane thickener comprising urethane polymers chains with hydrophobic groups at the terminal ends which contain a total of at least 20 carbon atoms and are linked through hydrophilic polyethylene oxide segments with a molecular weight of at least about 1500.

2 . A high tack repositionable pressure-sensitive adhesive as in claim 1 wherein the acrylic copolymer has a glass transition temperature of less than −25° C. and comprises 70% to 99.5% C 4 -C 14 alkyl acrylate ester monomers and/or C 4 -C 14 alkyl(meth)acrylate ester monomers and 30% to 0.5% polar monomers.

3 . A high tack repositionable pressure-sensitive adhesive as in claim 2 wherein the acrylic copolymer has a glass transition temperature of less than −50° C. and comprises alkyl acrylate ester monomers and/or C 4 -C 14 alkyl(meth)acrylate ester monomers selected from the group consisting of sec-butyl acrylate, n-butyl acrylate, 2-methylbutyl acrylate, isoamyl acrylate, 4-methyl-2-pentyl acrylate, isobornyl acrylate, 2-ethylhexyl acrylate, isooctyl acrylate, isononyl acrylate, isodecyl acrylate 2-ethoxyethyl acrylate, and combinations thereof and the polar monomers comprise organic carboxylic acids and derivatives thereof comprising 3 to about 12 carbon atoms and 1 to about 4 carboxylic acid moieties.

4 . A high tack repositionable pressure-sensitive adhesive as in claim 1 wherein the acrylic copolymer has a glass transition temperature of less than −70° C. and the polar monomer is selected from acrylic acids, methacrylic acids, itaconic acids, fumaric acid, crotonic acid, maleic acid, beta.-carboxyethylacrylates, acrylamide, methacrylamide, N-vinyl pyrrolidone, N-vinyl caprolactam, and 2-hydroxyethyl acrylate.

5 . A high tack repositionable pressure-sensitive adhesive as in claim 1 wherein the ionic monomers are selected from sodium methacrylate, ammonium acrylate, sodium acrylate, trimethylamine p-vinyl benzimide, 4,4,9-trimethyl-4-azonia-7-oxo-8-oxa-dec-9-ene-1-sulphonate, and N,N-dimethyl-N-(.beta.-methacryloxyethyl)ammonium propionate betaine.

6 . A high tack repositionable pressure-sensitive adhesive as in claim 1 wherein the amount hydrophobically modified ethoxylate urethane thickener therein is 2-3 wt %, based on the weight of the total solids therein.

7 . A high tack repositionable pressure-sensitive adhesive comprising a mixture which comprises:

A. 99.9-95 wt. % of a permanent acrylic copolymer pressure sensitive adhesive having a glass transition temperature of less than −50° C. comprising about 70% to 99.5% alkyl acrylate ester monomers selected from the group consisting of isooctyl acrylate and 2-methyl butyl acrylate and from 30% to 0.5% of oil-insoluble/water soluble ionic monomers or polar monomers or maleic anhydride, and

B. 0.1-5.0 wt. % of a hydrophobically modified ethoxylate urethane thickener comprising urethane polymers chains with hydrophobic groups at the terminal ends which contain a total of at least 20 carbon atoms and are linked through hydrophilic polyethylene oxide segments with a molecular weight of at least about 1500,

in a weight ratio of 100:1-4 of component A to component B.

8 . A high tack repositionable pressure-sensitive adhesive as in claim 1 wherein the permanent acrylic copolymer is derived from an emulsion stabilized with a surfactant.

9 . A high tack repositionable pressure-sensitive adhesive as in claim 1 which additionally comprises tackifiers, plasticizers, cross-linking agents, or chain transfer agents.

10 . A high tack repositionable pressure-sensitive adhesive as in claim 1 having a viscosity value which is 2-25 times that of the permanent acrylic copolymer pressure sensitive adhesive.

11 . A repositionable substrate which comprises a high tack repositionable pressure-sensitive adhesive of claim 1 .

12 . A repositionable substrate as in claim 11 , wherein the substrate is selected from the group consisting of

A. papers, including papers for printing (thermal paper, papers for ink jet printing, offset printing, lithographic printing, flexographic printing, and laser printing);

B. plastic films (vinyl, plasticized polyvinylchloride, polyesters, polyolefins, polyacrylates, polyurethanes, ethylene vinyl acetates, perfluoropolymers, and polycarbonates);

C. silicone coated papers;

D. cellulose acetate and ethyl cellulose sheets;

E. foils;

F. woven and nonwoven synthetic and/or natural sheets and fabrics;

G. metals;

H. metallized polymeric film (retro-reflective sheeting); and

I. ceramic sheet materials.

13 . A repositionable substrate of claim 11 with values for adhesive strength/tack twice that of the acrylic copolymer without added hydrophobically modified ethoxylate urethane thickener.

14 . A repositionable substrate of claim 11 which is selected from paper products, repositionable tape and tape flags, easel sheets, and repositionable glue stick.

15 . A repositionable pressure-sensitive adhesive according to claim 1 wherein said acrylic copolymer comprises isooctyl acrylate and acrylic acid as the polar monomer.

16 . A process for preparing a repositionable pressure-sensitive adhesive comprising:

A. stirring or agitating the following to obtain a uniform mixture,

a. 99.9-95 wt. % of a permanent acrylic copolymer pressure sensitive adhesive having a glass transition temperature of less than −10° C. comprising about 70% to 99.5% of a C 1 -C 14 alkyl acrylate ester monomers and/or C 1 -C 14 alkyl(meth)acrylate ester monomers and from 30% to 0.5% of oil-insoluble/water soluble ionic monomers or polar monomers or maleic anhydride, and

b. 0.1-5.0 wt % of a hydrophobically modified ethoxylate urethane thickener comprising urethane polymers chains with hydrophobic groups at the terminal ends which contain a total of at least 20 carbon atoms and are linked through hydrophilic polyethylene oxide segments with a molecular weight of at least about 1500;

B. terminating step A. and letting the mixture stand until the viscosity builds to at least double in magnitude.

17 . A process for preparing a repositionable pressure-sensitive adhesive as in claim 16 wherein the mixture stands until the viscosity builds to 2-25 times the viscosity of the permanent acrylic copolymer prior to forming the mixture of step A.

18 . A process for preparing a repositionable pressure-sensitive adhesive as in claim 16 wherein the mixture stands until values for adhesive strength/tack, as measured by peel strength, at least double.

19 . A process for preparing a repositionable pressure-sensitive adhesive as in claim 16 which comprises the additional step of applying the mixture to a substrate following step B.

Assignments (9)
TERMINATION AND RELEASE OF PATENT SECURITY AGREEMENT Recorded Apr 19, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: ICONEX LLC
Reel/Frame 048949/0001 →
SECURITY INTEREST Recorded Nov 20, 2016
From: ICONEX LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 040652/0524 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME: 032034/0010 Recorded Nov 3, 2016
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: ICONEX LLC (AS SUCCESSOR IN INTEREST TO NCR CORPORATION)
Reel/Frame 040552/0324 →
RELEASE OF SECURITY INTEREST AT REEL/FRAME: 038646/0001 Recorded Nov 3, 2016
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: ICONEX LLC (AS SUCCESSOR IN INTEREST TO NCR CORPORATION AND NCR INTERNATIONAL, INC.)
Reel/Frame 040554/0164 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2016
From: NCR CORPORATION
To: ICONEX, LLC
Reel/Frame 038952/0579 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2016
From: NCR CORPORATION
To: ICONEX LLC
Reel/Frame 038914/0688 →
SECURITY AGREEMENT Recorded Apr 18, 2016
From: NCR CORPORATION; NCR INTERNATIONAL, INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 038646/0001 →
SECURITY AGREEMENT Recorded Jan 15, 2014
From: NCR CORPORATION; NCR INTERNATIONAL, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 032034/0010 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 14, 2013
From: WILD, MARTHA PATRICIA; ZHOU, ZHENGZHI
To: NCR CORPORATION
Reel/Frame 030003/0907 →