IP Library Granted Patent US 10,100,233
Granted Patent B2
US 10,100,233 · App. 12/531,547 · Granted Oct 16, 2018

Pressure sensitive adhesives

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Quick Facts
Patent No.
US 10,100,233
App. No.
12/531,547
Granted
Oct 16, 2018
Kind
B2
Abstract

A pressure sensitive adhesive formed from a blend of an acrylate polymer having at least one crosslinkable functional group, and a liquid oligomer having at least one crosslinkable functional group, wherein at least one of the acrylate polymer and the oligomer is crosslinked in the presence of the other.

Claims (48)

1. A pressure sensitive adhesive comprising:

(a) an acrylate polymer having at least one crosslinkable functional group, the acrylate polymer having a Tg less than 20° C. and a molecular weight (M w ) greater than 20,000;

(b) an oligomer having at least one crosslinkable functional group, wherein the oligomer is liquid at room temperature and has a Tg of less than 25° C.; and

(c) at least one crosslinking agent;

wherein at least one of (a) and (b) is crosslinked in the presence of the other, and

wherein the oligomer is selected from the group consisting of polyether, polyisobutylene, poly-alpha-olefin, polybutadiene, polyisoprene, polydimethylsiloxane, polyalkyloxazoline, polyester, and polyurethane.

2. The pressure sensitive adhesive of claim 1 wherein the crosslinking agent is selected from the group consisting of aluminum acetylacetonate, polyamine, and multivalent metal complexes.

3. The pressure sensitive adhesive of claim 1 wherein the crosslinkable functional group of the acrylate polymer is selected from the group consisting of anhydride, silyl, hydroxyl, carboxyl, isocyanato, vinyl, (meth)acryl, epoxy, amino, mercapto, and acetoacetyl.

4. The pressure sensitive adhesive of claim 1 wherein the Tg of the acrylate polymer is less than 0° C.

5. The pressure sensitive adhesive of claim 1 wherein the oligomer has silyl functional groups.

6. The pressure sensitive adhesive of claim 1 further comprising a compatible tackifier.

7. The pressure sensitive adhesive of claim 6 wherein the tackifier is selected from the group consisting of hydrocarbon resins, wood resins, rosins, rosin derivatives, and combinations of two or more thereof.

8. The pressure sensitive adhesive of claim 1 wherein the acrylate polymer is formed from a monomer mixture comprising at least one macromonomer.

9. The pressure sensitive adhesive of claim 8 wherein the macromonomer comprises at least one crosslinkable functional group.

10. The pressure sensitive adhesive of claim 1 further comprising one or more of a moisture scavenger, an inorganic filler or a low molecular weight additive.

11. The pressure sensitive adhesive of claim 10 wherein the low molecular weight additive comprises a polymer having a softening point greater than about 40° C. and a number average molecular weight less than about 35,000 wherein the polymer is polymerized from monomers selected from the group consisting of C 1 -C 20 alkyl and cycloalkyl acrylates, C 1 -C 20 alkyl and cycloalkyl methacrylates, free-radical polymerizable olefinic acids, and other ethylenically unsaturated monomers selected from the group consisting of styrene, alpha-methyl styrene, vinyl toluene, acrylonitrile, methacrylonitrile, ethylene, vinyl acetate, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, 2-cyanoethyl acrylate, 2-cyanoethyl methacrylate, dimethylaminoethyl methacrylate, dimethylaminopropyl methacrylate, t-butylaminoethyl methacrylate, glycidyl acrylate, glycidyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, and phenyl methacrylate.

12. The adhesive of claim 1 comprising:

(a) about 30-90% by weight of the acrylate polymer;

(b) about 5-50% by weight of the liquid oligomer, and optionally

(d) about 10% to about 30% by weight of a compatible tackifier, based on the total weight of the presure sensitive adhesive.

13. A pressure sensitive adhesive comprising:

(a) an acrylate polymer having a Tg less than 20° C. and a molecular weight (M w ) greater than 20,000; and

(b) an oligomer having at least one crosslinkable functional group, wherein the oligomer is liquid at room temperature and has a Tg of less than 25° C.; and

wherein at least one of (a) and (b) is crosslinked in the presence of the other,

the crosslinkable functional group of the oligomer is selected from the group consisting of anhydride, hydroxyl, carboxyl, isocyanato, vinyl, (meth)acryl, epoxy, amino, mercapto, and acetoacetyl.

14. A foam material formed from a blend comprising the pressure sensitive adhesive of claim 1 and expandable microspheres or a blowing agent.

15. The foam material of claim 14 wherein the microspheres are fully expanded.

16. The foam material of claim 14 further comprising a tackifier.

17. A foam material formed from a blend comprising the pressure sensitive adhesive of claim 13 and expandable microspheres or a blowing agent.

18. The foam material of claim 17 wherein the microspheres are fully expanded.

19. The foam material of claim 17 further comprising a tackifier.

20. The pressure sensitive adhesive of claim 1 wherein the acrylate polymer has a molecular weight (Mw) greater than about 50,000.

21. The pressure sensitive adhesive of claim 1 wherein the acrylate polymer has a molecular weight (Mw) greater than about 100,000.

22. The pressure sensitive adhesive of claim 1 wherein the pressure sensitive adhesive exhibits a storage modulus (G′) of less than the Dahlquist criterion value of 3×10 6 dynes/cm 2 at 25° C.

23. The pressure sensitive adhesive of claim 1 wherein the acrylate polymer is a free radical acrylate polymer.

24. The pressure sensitive adhesive of claim 1 wherein the crosslinking agent is selected from the group consisting of aluminum acetylacetonate, polyamine, multivalent metal complexes, isocyanate, monomeric and polymeric melamine, anhydride, titanium esters and chelates, aziridines, carbodiimides, metal chelates, and oxazolines.

25. The pressure sensitive adhesive of claim 1 wherein the crosslinkable functional group of the oligomer is selected from the group consisting of anhydride, silyl, hydroxyl, carboxyl, isocyanato, vinyl, (meth)acryl, epoxy, amino, mercapto, and acetoacetyl.

26. The pressure sensitive adhesive of claim 1 wherein the oligomer has a molecular weight (Mw) within the range of about 500 to about 100,000.

27. The pressure sensitive adhesive of claim 1 wherein the oligomer has a molecular weight (Mw) within the range of about 3000 to about 50,000.

28. The pressure sensitive adhesive of claim 13 wherein the acrylate polymer has a molecular weight (Mw) greater than about 50,000.

29. The pressure sensitive adhesive of claim 13 wherein the acrylate polymer has a molecular weight (Mw) greater than about 100,000.

30. The pressure sensitive adhesive of claim 13 wherein the oligomer has a molecular weight (Mw) within the range of about 500 to about 100,000.

31. The pressure sensitive adhesive of claim 13 wherein the oligomer has a molecular weight (Mw) within the range of about 3000 to about 50,000.

32. The pressure sensitive adhesive of claim 13 wherein the acrylate polymer includes at least one crosslinkable functional group,the crosslinkable functional group is selected from the group of consisting of anhydride, silyl, hydroxyl, carboxyl, isocyanato, vinyl, (meth)acryl, epoxy, amino, mercapto, and acetoacetyl.

33. The pressure sensitive adhesive of claim 13 wherein the oligomer is selected from the group consisting of (meth)acrylate, polyether, polyisobutylene, poly-alpha-olefin, polybutadiene, polyisoprene, polydimethylsiloxane, polyalkyloxazoline, polyester, and polyurethane.

34. The pressure sensitive adhesive of claim 1 wherein the pressure sensitive adhesive exhibits a single Tg at a temperature between the glass transition temperatures of (a) and (b) indicative of a homogeneous/miscible mixture.

35. The pressure sensitive adhesive of claim 1 wherein the functional group of the oligomer is reactive with the functional group of the acrylate polymer.

36. The pressure sensitive adhesive of claim 1 wherein the functional group of the oligomer is self-reactive.

Assignments (4)
CHANGE OF CORPORATE ADDRESS Recorded Feb 9, 2024
From: AVERY DENNISON CORPORATION
To: AVERY DENNISON CORPORATION
Reel/Frame 066544/0487 →
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 Sep 16, 2009
From: ZAJACZKOWSKI, MICHAEL J.; LESTER, CHRISTOPHER L.
To: AVERY DENNISON CORPORATION
Reel/Frame 023239/0578 →
Cited By (2)
US 12,234,395 US 12,410,295