IP Library Granted Patent US 8,614,271
Granted Patent B2
US 8,614,271 · App. 13/529,244 · Granted Dec 24, 2013

Propylene-alpha-olefin polymers, hot melt adhesive compositions that include propylene-alpha-olefin polymers and articles that include the same

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Quick Facts
Patent No.
US 8,614,271
App. No.
13/529,244
Granted
Dec 24, 2013
Kind
B2
Abstract

A propylene-alpha-olefin polymer that includes at least 50% by weight propylene, has a ratio of z average molecular weight (Mz) to number average molecular weight (Mw) (Mz/Mw) from greater than 20 to no greater than 50, and a ratio of Mz to weight average molecular weight (Mw) (Mz/Mw) of greater than 2.5, and exhibits a viscosity of no greater than 2,500 centipoise at 190° C., and a hot melt adhesive composition that includes the propylene-alpha-olefin polymer, a first wax consisting of a functionalized wax, and a second wax different from the first wax, the adhesive composition exhibiting a viscosity of no greater than 2,500 centipoise at 177° C.

Claims (66)

1. A hot melt adhesive composition comprising:

a propylene-mono-alpha-olefin polymer having a ratio of weight average molecular weight (Mw) to number average molecular weight (Mn) (Mw/Mn) of at least 6, z average molecular weight (Mz) to Mw (Mz/Mw) from greater than 2.5 to no greater than 6, and a crystallinity of at least 5%;

at least 1% by weight of a first wax consisting of a functionalized wax;

and

a second wax different from the first wax,

the adhesive composition

exhibiting a viscosity of no greater than 2,500 centipoise at 177° C. and at least 40% fiber tear at 60° C., and

having a z average molecular weight (Mz) of no greater than 120,000.

2. A hot melt adhesive composition comprising:

a propylene-alpha-olefin polymer comprising at least 50 mole % propylene, a ratio of z average molecular weight (Mz) to number average molecular weight (Mn) (Mz/Mn) from greater than 20 to no greater than 50, a ratio of Mz to weight average molecular weight (Mw) (Mz/Mw) from greater than 2.5 to no greater than 6, a crystallinity of at least 5%, and a viscosity of no greater than 2,500 centipoise at 190° C.;

at least 1% by weight of a first wax consisting of a functionalized wax; and

a second wax different from the first wax,

the adhesive composition exhibiting a viscosity of no greater than 2,500 centipoise at 177 ° C.

3. The adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer comprises a propylene-butene copolymer.

4. The hot melt adhesive composition of claim 2 , wherein the propylene-mono-alpha-olefin polymer comprises a modified propylene-mono-alpha-olefin polymer comprising the reaction product of another propylene-mono-alpha-olefin copolymer and a free radical initiator.

5. The hot melt adhesive composition of claim 2 , wherein the adhesive composition forms a fiber tearing bond at −29° C. and at 60° C.

6. The adhesive composition of claim 2 , wherein the adhesive composition exhibits at least 50% fiber tear at −29° C. and at 60° C.

7. The adhesive composition of claim 2 , wherein the adhesive composition exhibits a set time of no greater than 15 seconds.

8. The adhesive composition of claim 2 , wherein the adhesive composition exhibits a set time of no greater than 10 seconds.

9. The hot melt adhesive composition of claim 2 , wherein the adhesive composition has a Mz of no greater than 120,000.

10. The hot melt adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer has a Mz of no greater than 150,000.

11. The hot melt adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer is derived from propylene and a mono-alpha-olefin.

12. The hot melt adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer is derived from propylene and an alpha-olefin selected from the group consisting of ethylene, butene, pentene, hexene, heptene, octene, nonene, decene, dodecene, 4-methyl-pentene-1, 3-methyl pentene-1,3,5,5-trimethyl-hexene-1, 5-ethyl-l-nonene, and combinations thereof.

13. The adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer is derived from a propylene-alpha-olefin polymer having an Mz of at least 200,000.

14. The adhesive composition of claim 2 , wherein the propylene-alpha-olefin polymer is derived from a propylene-alpha-olefin polymer having a viscosity no greater than about 10,000 centipoise at 190° C.

15. The adhesive composition of claim 2 , wherein the polymer has a heat of fusion of no greater than 30 J/g.

16. The adhesive composition of claim 2 , wherein the polymer has a heat of fusion of no greater than 20 J/g.

17. The adhesive composition of claim 2 having a viscosity of no greater than about 2,000 centipoise at 177° C.

18. The adhesive composition of claim 2 , wherein the polymer has a Tg of less than −20° C.

19. The adhesive composition of claim 2 , wherein the functionalized wax comprises maleic anhydride functionalized wax.

20. The adhesive composition of claim 2 , wherein the functionalized wax comprises maleic anhydride functionalized polyolefin wax.

21. The adhesive composition of claim 2 , wherein the functionalized wax comprises maleic anhydride functionalized polypropylene wax.

22. The adhesive composition of claim 2 , wherein the second wax is selected from the group consisting of polyethylene wax, polypropylene wax, and Fischer Tropsch wax.

23. The adhesive composition of claim 2 , wherein the functionalized wax comprises maleic anhydride functionalized polypropylene wax and the second wax comprises polyethylene wax.

24. The adhesive composition of claim 23 further comprising a Fischer Tropsch wax.

25. The adhesive composition of claim 2 comprising at least about 60% of the propylene-alpha-olefin polymer.

26. The adhesive composition of claim 2 comprising at least about 70% of the propylene-alpha-olefin polymer.

27. The adhesive composition of claim 2 , wherein the Mz/Mw is no greater than 5.

28. The adhesive composition of claim 2 , wherein the Mz is no greater than 100,000.

29. The hot melt adhesive composition of claim 2 2 , wherein the adhesive composition is free of tackifying agent.

30. A hot melt adhesive composition comprising:

a modified propylene-mono-alpha-olefin polymer comprising the reaction product of a propylene-mono-alpha-olefin polymer and a free radical initiator, the propylene-mono-alpha-olefin polymer having a Mz/Mn of greater than 45, a Mz/Mw of greater than 3.2, and a viscosity of from at least 1,000 centipoise to no greater than 10,000 centipoise at 190° C.;

at least 1% by weight of a first wax consisting of a functionalized wax; and

a second wax different from the first wax,

the adhesive composition exhibiting a viscosity of no greater than 2,500 centipoise at 177° C. and an Mz no greater than 120,000.

31. The hot melt adhesive composition of claim 30 , wherein the propylene-mono-alpha-olefin polymer has an Mz of at least 140,000.

32. A method of making a hot melt adhesive composition comprising:

combining a propylene-alpha-olefin polymer comprising at least 50 mole % propylene, a ratio of z average molecular weight (Mz) to number average molecular weight (Mn) (Mz/Mn) from greater than 20 to no greater than 50, a ratio of Mz to weight average molecular weight (Mw) (Mz/Mw) from greater than 2.5 to no greater than 6, a crystallinity of at least 5%, and a viscosity of no greater than 2,500 centipoise at 190° C.,

at least 1% by weight of a first wax consisting of a functionalized wax, and

a second wax different from the first wax,

the adhesive composition exhibiting a viscosity of no greater than 2,500 centipoise at 177° C.

33. The adhesive composition of claim 2 comprising no greater than about 30% by weight non-functionalized wax.

34. The adhesive composition of claim 2 comprising

at least about 60% of the propylene-alpha-olefin polymer,

at least about 2% of the functionalized wax, and

at least about 5% of the second wax.

35. The adhesive composition of claim 2 further comprising

a tackifying agent.

36. The adhesive composition of claim 35 comprising at least 15% by weight tackifying agent.

37. The adhesive composition of claim 35 comprising from 15% by weight to about 30% by weight tackifying agent.

38. A hot melt adhesive composition comprising:

a propylene-alpha-olefin polymer comprising at least 50 mole % propylene, a ratio of z average molecular weight (Mz) to number average molecular weight (Mn) (Mz/Mn) from greater than 20 to no greater than 50, a ratio of Mz to weight average molecular weight (Mw) (Mz/Mw) from greater than 2.5 to no greater than 6, a crystallinity of at least 5%, and a viscosity of no greater than 2,500 centipoise at 190° C.;

a first wax consisting of a functionalized wax; and

at least 5% by weight of a second wax different from the first wax,

the adhesive composition exhibiting a viscosity of no greater than 2,500 centipoise at 177 ° C.

39. The adhesive composition of claim 38 comprising at least about 10% by weight of the second wax.

Assignments (4)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS (TERM LOAN) Recorded Feb 15, 2023
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ROYAL ADHESIVES AND SEALANTS, LLC; ADCO PRODUCTS, LLC
Reel/Frame 062761/0884 →
TERM LOAN SECURITY AGREEMENT Recorded Oct 25, 2017
From: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ROYAL ADHESIVES AND SEALANTS, LLC; ADCO PRODUCTS, LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 044616/0671 →
RCF SECURITY AGREEMENT Recorded Oct 25, 2017
From: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ROYAL ADHESIVES AND SEALANTS, LLC; ADCO PRODUCTS, LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 044616/0700 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2012
From: DAVIS, KEVIN; AHMED, SHARF U.; WILLGING, STEPHEN M.; MILLER, RICHARD A.; SIMONE, PETER
To: H.B. FULLER COMPANY
Reel/Frame 028997/0016 →