IP Library Granted Patent US 8,664,330
Granted Patent B2
US 8,664,330 · App. 10/408,141 · Granted Mar 4, 2014

Reactive hot melt adhesive with improved hydrolysis resistance

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Quick Facts
Patent No.
US 8,664,330
App. No.
10/408,141
Granted
Mar 4, 2014
Kind
B2
Abstract

High green strength reactive hot melt adhesives are prepared using relatively low levels of reactive acrylic, and may be prepared with liquid crystalline or crystalline diols.

Claims (10)

1. A moisture curable polyurethane hot melt adhesive composition having improved hydrolysis resistance including a reaction product prepared from a mixture consisting of an isocyanate, optionally a polyether polyol, an amount of one or more non-polymeric diols effective to provide improved hydrolysis resistance selected from the group consisting of aromatic diols, aliphatic diols and mixtures thereof, and a functional and/or non-functional thermoplastic polymer or mixture thereof, wherein the non-polymeric diol comprises a crystalline diol and wherein the composition has an improved hydrolysis resistance over a period of at least three days as shown by the modulus, stress and strain of the composition.

2. The adhesive of claim 1 , wherein the non-polymeric diol comprises a liquid crystalline diol.

3. The adhesive of claim 1 , wherein the crystalline diol is selected from the group consisting of 1,5-Dihydroxynaphthalene, 2′,4′-Dihydroxybenzophenone; and 4,4′-(Hexanfluroisopropylidene)diphenol, 4-hydroxyphenethyl alcohol; 2-hydroxy-4-methoxybenzyl alcohol; hydroxybenzyl alcohol, 2-(2-Hydroxyethoxy)phenol, 4-hydroxy-3-methoxybenzyl alcohol, 4-hydroxyphenethyl alcohol, hydroquinone di(beta-hydroxyethyl)ether, 2,6-Dihydroxyanthraquinone; 1,5-Dihydroxynaphthalene (DHN); Diethylstilbestrol; 9H-Fluorene-9,9-dimethanol; Eosin B, 5-tert-Butyl-4-hydroxy-2-methylphenyl sulfide; 3-(4-Carboxylphenyl)2,3-dihydro-1,1,3-trimethyl indene-5-carboxylic acid; 2′,4′-Dihydroxyacetophenone, tetramethyl benzene dimethanol, dodecane diol, cyclohexane diol, decane diol, octane diol, cyclododecane diol, hexane diol and mixtures thereof.

4. The adhesive of claim 1 , wherein the adhesive comprises from about 0.1 wt % to about 40 wt % of the non-polymeric diol.

5. The adhesive of claim 1 which comprises a non-functional acrylic polymer.

6. The adhesive of claim 1 which comprises a functional acrylic polymer.

7. The adhesive of claim 6 wherein the functional acrylic polymer is a hydroxy functional acrylic polymer.

8. The adhesive of claim 1 , wherein the one or more non-polymeric diol has a molecular weight of 2,000 or less.

9. An article of manufacture comprising the adhesive of claim 1 .

10. The adhesive of claim 1 wherein the reaction product is prepared from a mixture consisting of an isocyanate, the amount of one or more non-polymeric diols effective to provide improved hydrolysis resistance selected from the group consisting of aromatic diols, aliphatic diols and mixtures thereof, and the functional and/or non-functional thermoplastic polymer or mixture thereof.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2014
From: HENKEL AG & CO. KGAA
To: HENKEL IP & HOLDING GMBH
Reel/Frame 032278/0033 →
CHANGE OF NAME Recorded Dec 3, 2008
From: HENKEL KGAA
To: HENKEL AG & CO. KGAA
Reel/Frame 022309/0718 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 19, 2008
From: NATIONAL STARCH AND CHEMICAL INVESTMENT HOLDING CORPORATION; INDOPCO, INC.
To: HENKEL KGAA
Reel/Frame 021912/0634 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 6, 2003
From: HUNG, JU-MING; CHU, WAYNE K.; ZHANG, YUE S.; COLE, INGRID
To: NATIONAL STARCH AND CHEMICAL INVESTMENT HOLDING CORPORATION
Reel/Frame 014353/0718 →