IP Library Granted Patent US 8,277,601
Granted Patent B2
US 8,277,601 · App. 12/333,795 · Granted Oct 2, 2012

Reactive hot melt adhesive

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Quick Facts
Patent No.
US 8,277,601
App. No.
12/333,795
Granted
Oct 2, 2012
Kind
B2
Abstract

Solvent free, moisture curable reactive hot melt adhesives are prepared using an oxazolidine functional prepolymer and a polyfunctional isocyanate.

Claims (24)

1. A solvent free, moisture curable hot melt adhesive composition comprising an oxazolidine functional polyurethane prepolymer and a polyfunctional isocyanate.

2. The adhesive of claim 1 wherein the oxazolidine functional polyurethane prepolymer is prepared by reacting an isocyanate terminated polyurethane prepolymer with a hydroxy functional oxazolidine.

3. The adhesive of claim 2 wherein more than about 75% of the —NCO in the isocyanate terminated polyurethane prepolymer is reacted with the hydroxy functional oxazolidine.

4. The adhesive of claim 3 wherein more than about 90% of the —NCO in the isocyanate terminated polyurethane prepolymer is reacted with the hydroxy functional oxazolidine.

5. The adhesive of claim 4 wherein 100% of the —NCO in the isocyanate terminated polyurethane prepolymer is reacted with the hydroxy functional oxazolidine.

6. The adhesive of claim 2 wherein the isocyanate terminated polyurethane prepolymer is prepared by reacting a mixture of polyols with excess diisocyanate.

7. The adhesive of claim 6 wherein the diisocyanate is MDI.

8. The adhesive of claim 6 wherein the isocyanate terminated polyurethane prepolymer is prepared by reacting a mixture of polyols with excess diisocyanate and wherein an ethylene vinyl acetate copolymer was blended with the polyol mixture before reaction with the diisocyanate.

9. The adhesive of claim 6 wherein the mixture of polyols comprise a polyether polyol, a polyester polyol and an acrylic polyol.

10. The adhesive of claim 2 wherein the hydroxyl functional oxazolidine has the structure

where R1 is H, R2 is methyl or ethyl and R3 is methyl or a linear or branched chain containing 2 to 20 carbon atoms.

11. The adhesive of claim 2 wherein the hydroxyl functional oxazolidine has the structure

where R1 and R2 is methyl or ethyl and R3 is a linear of branched chain containing 2 to 20 carbon atoms.

12. The adhesive of claim 1 further comprising a thermoplastic polymer or resin.

13. The adhesive of claim 1 wherein the polyfunctional isocyanate is a trifunctional aliphatic IPDI trimer or a trifunctional HDI trimer.

14. A method of preparing a moisture curable polyurethane hot melt adhesive comprising

reacting excess polyisocyanate with polyol to form an isocyanate terminated polyurethane prepolymer,

reacting the —NCO end groups of the isocyanate terminated polyurethane prepolymer with hydroxy functional oxazolidine to form an oxazolidine functional polyurethane prepolymer, and

adding a polyisocyanate to said oxazolidine functional polyurethane prepolymer.

15. A method for bonding materials together which comprises applying the reactive hot melt adhesive composition of claim 1 in a molten form to a first substrate, bringing a second substrate in contact with the composition applied to the first substrate, and subjecting the applied composition to conditions comprising moisture, whereby the composition cools and cures to an irreversible solid form thereby bonding said first substrate to said second substrate.

16. The method of claim 15 wherein at least one of said first or second substrate is a wood substrate.

17. The method of claim 15 wherein at least one of said first or second substrate is a plastic substrate.

18. An article manufactured using the adhesive of claim 1 .

19. The method of claim 14 wherein the polyfunctional isocyanate is a trifunctional aliphatic IPDI trimer or a trifunctional HDI trimer.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF INVENTOR ANDREW SLARK'S PORTION ONLY Recorded Aug 22, 2019
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 050128/0300 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2015
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 035101/0856 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2014
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 034186/0588 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2009
From: SLARK, ANDREW; GRAHAM, MALCOLM
To: HENKEL CORPORATION
Reel/Frame 022953/0754 →