IP Library Granted Patent US 8,349,123
Granted Patent B2
US 8,349,123 · App. 12/060,553 · Granted Jan 8, 2013

High heat resistant adhesive and sealant compositions

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Quick Facts
Patent No.
US 8,349,123
App. No.
12/060,553
Granted
Jan 8, 2013
Kind
B2
Abstract

The invention provides adhesive and sealant compositions prepared from urethane prepolymers. The urethane prepolymers are obtained by reacting the novel urethane diols, polyester polyols and polyether polyols with an excess of diisocyanate. The urethane diols are prepared by reacting excess low molecular weight diols and diisocyanates. The invention is particularly useful in end use applications such as panel lamination.

Claims (14)

1. An isocyanate-terminated polyurethane prepolymer prepared by reacting a mixture comprising a urethane diol, a polyether polyol and an excess of polyisocyanate, wherein the urethane diol is a reaction product of an aromatic polyisocyanate with an excess amount of low molecular weight diol.

2. The prepolymer of claim 1 wherein the low molecular weight diol has a molecular weight of less than 1000.

3. The prepolymer of claim 2 wherein the low molecular weight diol is selected from the group consisting of aliphatic diols, aromatic diols, cyclic aliphatic diols and mixtures thereof.

4. The prepolymer of claim 1 wherein the mixture further comprises a polyol selected from an additional polyether polyol, amorphous polyester polyol, polyester polyol, polybutadiene diol, polyisobutylene diol, polyamide, castor oil, and mixtures thereof.

5. A moisture reactive polyurethane hot melt adhesive or sealant composition comprising the urethane prepolymer of claim 1 .

6. The composition of claim 5 further comprising at least one additive selected from the group consisting of thermoplastic materials, tackifiers, fillers, defoamers, plasticizers, UV stabilizers, antioxidants, waxes, adhesion promoters, thixotropic agents, curing catalysts, or mixture thereof.

7. An article of manufacture comprising the adhesive of claim 5 which has been cured.

8. A method of reducing or eliminating surface defects that occur in manufactured products exposed to heat, said method comprising applying the moisture reactive hot melt adhesive composition of claim 5 in a liquid form to a first substrate, bringing a second substrate in contact with the composition applied to the first substrate, subjecting the applied composition to moisture and allowing the composition to cool and cure to an irreversible solid form.

9. The prepolymer of claim 1 wherein the urethane diol comprises a diphenyl methane moiety in the backbone.

10. The prepolymer of claim 1 wherein the urethane diol is a reaction product of at least one of toluene diisocyanate, 2,2-diphenylpropane-4,4′-diisocyanate, methylene bisphenyldiisocyanate, xylene diisocyanate, 1,4-naphthylene diisocyanate, 1,5-naphthylene diisocyanate, m-phenylene diisocyanate, p-phenylene diisocyanate, diphenyl-4,4′-diisocyanate, azobenzene-4,4′-diisocyanate, diphenylsulphone-4,4′-diisocyanate, 2,4-tolylene diisocyanate, furfurylidene diisocyanate, 1-chlorobenzene-2,4-diisocyanate, 4,4′,4″-triisocyanatotriphenylmethane, 1,3,5-triisocyanato-benzene, 2,4,6-triisocyanato-toluene or 4,4′-dimethyldiphenyl-methane-2,2′,5,5-tetratetraisocyanate with an excess amount of low molecular weight diol.

11. The prepolymer of claim 1 wherein the urethane diol is a reaction product of at least one of toluene diisocyanate and methylene bisphenyldiisocyanate with an excess amount of low molecular weight diol.

12. The prepolymer of claim 1 wherein the urethane diol is a reaction product of methylene bisphenyldiisocyanate with an excess amount of low molecular weight diol.

13. The prepolymer of claim 1 wherein the mixture further comprises an amorphous polyester polyol.

14. The prepolymer of claim 1 wherein the mixture further comprises a thermoplastic resin, a (meth)acrylic polymer or a combination thereof.

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 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 →
MERGER Recorded May 8, 2014
From: NATIONAL STARCH AND CHEMICAL INVESTMENT HOLDING CORPORATION
To: HENKEL CORPORATION
Reel/Frame 032847/0523 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2008
From: ZHANG, YUE S.; MOORE, LOUIS A.
To: NATIONAL STARCH AND CHEMICAL INVESTMENT HOLDING CORPORATION
Reel/Frame 020761/0855 →