IP Library Granted Patent US 6,930,148
Granted Patent B2
US 6,930,148 · App. 10/409,203 · Granted Aug 16, 2005

Enhanced polyisobutylene modified hot melt adhesive formulation

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Quick Facts
Patent No.
US 6,930,148
App. No.
10/409,203
Granted
Aug 16, 2005
Kind
B2
Abstract

An improved hot melt adhesive includes a base polymer and a PIB modifier that is made up of a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position. The modifier may function to improve the loop tack and/or the peel adhesion of the hot melt adhesive.

Claims (43)

1. An improved hot melt adhesive comprising a base polymer and a PIB modifier, said PIB modifier having a M N no greater than about 3000 and comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position.

2. An improved hot melt adhesive comprising a base polymer and a PIB modifier, said PIB modifier having a polydispersity no greater than about 2.5 and comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position.

3. An improved hot melt adhesive comprising a base polymer and a PIB modifier, said PIB modifier comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position, and said base polymer comprising a natural rubber, a styrene-butadiene rubber, an ethylene vinyl acetate copolymer, a styrene-isoprene-styrene block copolymer, a styrene-butadiene-styrene block copolymer, or a low density polyethylene.

4. An improved hot melt adhesive as set forth in claim 1 , wherein said PIB modifier has a polydispersity no greater than about 2.5.

5. An improved hot melt adhesive as set forth in claim 4 , 1 or 2 , wherein said base polymer further comprises a natural rubber, a styrene-butadiene rubber, an ethylene vinyl acetate copolymer, a styrene-isoprene-styrene block copolymer, a styrene-butadiene-styrene block copolymer, or a low density polyethylene.

6. An improved hot melt adhesive as set forth in claim 4 or 1 , wherein said PIB modifier has a M N which is at least about 900.

7. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 95% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

8. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 97% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

9. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 99% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

10. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein no more than about 1% of the monomeric units incorporated in the PIB modifier molecules are something other than isobutylene moieties.

11. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 40% of the double bonds of the PIB modifier molecules are in the alpha position.

12. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 50% of the double bonds of the PIB modifier molecules are in the alpha position.

13. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 60% of the double bonds of the PIB modifier are in the alpha position.

14. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 70% of the double bonds of the PIB modifier molecules are in the alpha position.

15. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 80% of the double bonds of the PIB modifier molecules are in the alpha position.

16. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein at least about 90% of the double bonds of the PIB modifier molecules are in the alpha position.

17. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein more than 90% of the double bonds of the PIP modifier molecules are in the alpha position.

18. An improved hot melt adhesive as set forth in claim 1 , 2 or 3 , wherein no more than about 1% of the double bonds of the PIB modifier molecules are in a position other than alpha or beta.

19. A method for improving the properties of a hot melt adhesive comprising providing a hot melt adhesive base polymer formulation and including in said base formulation a PIB modifier, said PIB modifier having a M N no greater than about 3000 and comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position.

20. A method as set forth in claim 19 , wherein said PIB modifier has a polydispersity no greater than about 2.5.

21. A method for improving the properties of a hot melt adhesive comprising providing a hot melt adhesive base polymer formulation and including in said base formulation a PIB modifier, said PIB modifier having a polydispersity no greater than about 2.5 and comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position.

22. A method for improving the properties of a hot melt adhesive comprising:

providing a hot melt adhesive base polymer formulation comprising a natural rubber, a styrene-butadiene rubber, an ethylene vinyl acetate copolymer, a styrene-isoprene-styrene block copolymer, a styrene-butadiene-styrene block copolymer, or a low density polyethylene; and

including in said base formulation a PIB modifier, said PIB modifier comprising a homopolymer of isobutylene wherein a predominant portion of the double bonds are in either an alpha position or a beta position, and said base polymer.

23. A method as set forth in claim 20 , 19 or 21 , wherein said base polymer formulation comprises a natural rubber, a styrene-butadiene rubber, an ethylene vinyl acetate copolymer, a styrene-isoprene-styrene block copolymer, a styrene-butadiene-styrene block copolymer, or a low density polyethylene.

24. A method as set forth in claim 19 , 21 or 22 , wherein said PIB modifier has a M N which is at least about 900.

25. A method as set forth in claim 19 , 21 or 22 , wherein at least about 92% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

26. A method as set forth in claim 19 , 21 or 22 , wherein at least about 95% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

27. A method as set forth in claim 19 , 21 or 22 , wherein at least about 99% of the monomeric units incorporated in the PIB modifier molecules are isobutylene moieties.

28. A method as set forth in claim 19 , 21 or 22 , wherein no more than about 1% of the monomeric units incorporated in the PIB modifier molecules are something other than isobutylene moieties.

29. A method as set forth in claim 19 , 21 or 22 , wherein at least about 40% of the double bonds of the PIB modifier molecules are in the alpha position.

30. A method as set forth in claim 19 , 21 or 22 , wherein at least about 50% of the double bonds of the PIB modifier molecules are in the alpha position.

31. A method as set forth in claim 19 , 21 or 22 , wherein at least about 60% of the double bonds of the PIB modifier molecules are in the alpha position.

32. A method as set forth in claim 19 , 21 or 22 , wherein at least about 70% of the double bonds of the PIB modifier molecules are in the alpha position.

33. A method as set forth in claim 19 , 21 or 22 , wherein at least about 80% of the double bonds of the PIB modifier molecules are in the alpha position.

34. A method as set forth in claim 19 , 21 or 22 , wherein at least about 90% of the double bonds of the PIB modifier molecules are in the alpha position.

35. A method as set forth in claim 19 , 21 or 22 , wherein more than 90% of the double bonds of the PIB modifier molecules are in the alpha position.

36. A method as set forth in claim 19 , 21 or 22 ,wherein no more than about 1% of the double bonds of the PIB modifier molecules are in a position other than the alpha or beta.

37. An improved hot melt adhesive as set forth in claim 19 , 21 or 22 , wherein said hot melt adhesive comprises from about 5 to about 25% by weight of said PIB modifier.

38. A method as set forth in claim 19 , 21 or 22 , wherein from about 5 to about 25% by weight of said PIB modifier is included in said hot melt adhesive.

39. An improved hot melt adhesive as set forth in claim 19 , 21 or 22 , wherein said hot melt adhesive has improved loop tack properties relative to hot melt adhesives containing conventional polybutene.

40. An improved hot melt adhesive as set forth in claim 19 , 21 or 22 , wherein said hot melt adhesive has improved peel adhesion properties relative to hot melt adhesives containing conventional polybutene.

41. An improved hot melt adhesive as set forth in claim 19 , 21 or 22 , wherein said hot melt adhesive has improved peel adhesion properties and improved loop tack properties relative to hot melt adhesives containing conventional polybutene.

Assignments (8)
RELEASE OF SECURITY INTEREST AT REEL/FRAME 29644/0870 Recorded Jun 8, 2022
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: TPC GROUP LLC
Reel/Frame 060307/0955 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN UNITED STATES TRADEMARKS AND PATENTS Recorded Aug 6, 2019
From: U.S. BANK NATIONAL ASSOCIATION, AS SUCCESSOR COLLATERAL AGENT TO WELLS FARGO BANK, NATIONAL ASSOCIATION
To: TPC GROUP LLC
Reel/Frame 049970/0375 →
CONFIRMATION OF SUCCESSION OF AGENCY Recorded Aug 5, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: U.S. BANK NATIONAL ASSOCIATION
Reel/Frame 049962/0956 →
CONFIRMATION OF TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Aug 2, 2019
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: TPC GROUP LLC
Reel/Frame 049949/0182 →
RELEASE OF SECURITY INTEREST Recorded Jan 16, 2013
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
To: TPC GROUP LLC
Reel/Frame 029639/0200 →
SECURITY AGREEMENT Recorded Jan 16, 2013
From: TPC GROUP LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 029644/0870 →
SECURITY AGREEMENT Recorded Jan 16, 2013
From: TPC GROUP LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 029644/0910 →
CHANGE OF NAME Recorded Feb 1, 2010
From: TEXAS PETROCHEMICALS LLC
To: TPC GROUP LLC
Reel/Frame 023870/0598 →