IP Library Granted Patent US 12,435,171
Granted Patent B2
US 12,435,171 · App. 16/500,178 · Granted Oct 7, 2025

Curable compositions and low tack, self-adherent adhesives prepared therefrom

Inventors: Brendan T. Mcgrail (Phoenixville, PA); Michael A. Bailey (Aston, PA); Mahendra Christopher Orilall (Downingtown, PA)
Assignee: Arkema France
C08F283/008B65D33/18C09J151/08
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Quick Facts
Patent No.
US 12,435,171
App. No.
16/500,178
Granted
Oct 7, 2025
Kind
B2
Abstract

A low tack, self-adherent adhesive is obtained by curing a composition containing at least one acrylate-functionalized urethane oligomer, at least one poly(meth)acrylate-functionalized monomer and, optionally, at least one free radical initiator such as a photoinitiator or peroxide, but little or no hydrocarbon tackifying resin. Such adhesives are useful for producing reclosable packaging, wherein strips of adhesive are arranged in an opposed manner such that a package may be repeatedly opened and then resealed.

Claims (34)

1. A curable composition, comprising:

a) at least one acrylate-functionalized urethane oligomer which, in homopolymerized form, has a glass transition temperature less than 0° C.;

b) at least one polymethacrylate-functionalized monomer comprising ethoxylated bisphenol A dimethacrylate which, in homopolymerized form, has a glass transition temperature of at least 20° C.;

c) optionally, at least one free radical initiator;

wherein the acrylate-functionalized urethane oligomer a) and the polymethacrylate-functionalized monomer b) are present in the curable composition in amounts effective to provide a weight ratio of acrylate-functionalized urethane oligomer a): polymethacrylate-functionalized monomer b) of from about 4:1 to about 7:1, and, if any hydrocarbon tackifier is present, the curable composition comprises not more than 5 weight % hydrocarbon tackifier, based on the total weight of the curable composition and when cured provides a low tack, self-adherent adhesive.

2. The curable composition of claim 1 , wherein the curable composition comprises less than 3 weight % hydrocarbon tackifier resin, based on the total weight of the curable composition.

3. The curable composition of claim 1 , wherein the at least one acrylate-functionalized urethane oligomer a) has an acrylate functionality greater than 1.

4. The curable composition of claim 1 , wherein the at least one acrylate-functionalized urethane oligomer a) has a number average molecular weight of from about 1500 g/mole to about 16,000 g/mole.

5. The curable composition of claim 1 , wherein the at least one acrylate-functionalized urethane oligomer a) is a siliconized acrylate-functionalized urethane oligomer.

6. The curable composition of claim 1 , wherein the at least one acrylate-functionalized urethane oligomer a) is an aliphatic acrylate-functionalized urethane oligomer.

7. The curable composition of 1, wherein the at least one acrylate-functionalized urethane oligomer a) has an oligomeric backbone which is the reaction product of at least one diisocyanate and at least one diol selected from the group consisting of polyester diols, polypropylene glycols and silicone-poly(propylene oxide) block copolyols (block copolymer polyols).

8. The curable composition of claim 7 , wherein the at least one diol is a polyester polyol which is a condensation product of adipic acid and at least one glycol selected from the group consisting of C 2 to C 6 glycols.

9. The curable composition of claim 7 , wherein the at least one diisocyanate is isophorone diisocyanate.

10. The curable composition of claim 1 , wherein the at least one polymethacrylate-functionalized monomer b) consists of one or more dimethacrylated monomers.

11. The curable composition of claim 1 , wherein the at least one polymethacrylate-functionalized monomer b) consists of one or more dimethacrylated monomers each of which, in homopolymerized form, has a glass transition temperature of at least 40° C.

12. The curable composition of claim 1 , wherein when cured to provide an adhesive, the provided adhesive comprises soft polymeric domains derived from the acrylate-functionalized urethane oligomer a) and hard polymeric domains derived from the at least one polymethacrylate-functionalized monomer b).

13. The curable composition of claim 1 , wherein the at least one polymethacrylate-functionalized monomer b) further includes at least one monomer comprising 1,4-butanediol dimethacrylate.

14. The curable composition of claim 1 , comprising not more than 25% by weight based on the total weight of the curable composition, of monofunctional (meth)acrylate-functionalized monomer.

15. A method of making a low tack, self-adherent adhesive, comprising exposing the curable composition of claim 1 to an amount of radiation effective to cure the curable composition.

16. A low tack, self-adherent adhesive obtained by curing a curable composition in accordance with claim 1 .

17. An article comprised of a substrate having adhered thereto at least one portion of the low tack, self-adherent adhesive obtained by curing a curable composition of claim 16 .

18. An article comprised of a substrate having adhered thereto at least one portion of the low tack, self-adherent adhesive obtained by curing a curable composition comprising:

a) at least one acrylate-functionalized urethane oligomer which, in homopolymerized form, has a glass transition temperature less than 0° C.;

b) at least one polymethacrylate-functionalized monomer which, in homopolymerized form, has a glass transition temperature of at least 20° C.;

c) optionally, at least one free radical initiator;

wherein the acrylate-functionalized urethane oligomer a) and the polymethacrylate-functionalized monomer b) are present in the curable composition in amounts effective to provide a weight ratio of acrylate-functionalized urethane oligomer a): polymethacrylate-functionalized monomer b) of from about 4:1 to about 7:1, and, if any hydrocarbon tackifier is present, the curable composition comprises not more than 5 weight % hydrocarbon tackifier, based on the total weight of the curable composition and when cured provides a low tack, self-adherent adhesive, wherein the article is a reclosable package comprising a fastener comprised of opposed portions of the low tack, self-adherent adhesive.

19. A package having an adhesive-based reclosable fastener, the package comprising:

walls forming a cavity for receiving one or more products;

opposing panels of the walls;

an adhesive-based reclosable fastener supplied from opposing portions of a cured low tack, self-adherent adhesive obtained by curing a curable composition comprising:

a) at least one acrylate-functionalized urethane oligomer which, in homopolymerized form, has a glass transition temperature less than 0° C.;

b) at least one polymethacrylate-functionalized monomer which, in homopolymerized form, has a glass transition temperature of at least 20° C.;

c) optionally, at least one free radical initiator;

wherein the acrylate-functionalized urethane oligomer a) and the polymethacrylate-functionalized monomer b) are present in the curable composition in amounts effective to provide a weight ratio of acrylate-functionalized urethane oligomer a): polymethacrylate-functionalized monomer b) of from about 4:1 to about 7:1, and, if any hydrocarbon tackifier is present, the curable composition comprises not more than 5 weight % hydrocarbon tackifier, based on the total weight of the curable composition and when cured provides a low tack, self-adherent adhesive.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 10, 2019
From: MCGRAIL, BRENDAN T.; BAILEY, MICHAEL A.; ORILALL, MAHENDRA CHRISTOPHER
To: ARKEMA FRANCE
Reel/Frame 050673/0216 →