IP Library Granted Patent US 10,221,346
Granted Patent B2
US 10,221,346 · App. 15/202,614 · Granted Mar 5, 2019

Reactive hot melt adhesives with improved adhesion

Inventor: Wu Suen (Flemington, NJ)
Assignee: Henkel IP & Holding GmbH
C09J175/06B32B37/06B32B37/08B32B37/12C08G18/227C08G18/246C08G18/42C08G18/4202C08G18/44C08G18/755C08G18/7671C08G65/2639C08G65/336C08L71/08B32B2037/1253C08G2190/00
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Quick Facts
Patent No.
US 10,221,346
App. No.
15/202,614
Granted
Mar 5, 2019
Kind
B2
Abstract

The present specification relates to moisture reactive hot melt adhesive compositions comprising a silane reactive plasticizer and the reaction product of (i) a semi-crystalline polyol and (ii) a polyisocyanate and (iii) an aminosilane; the production of such adhesives; and the use of such adhesives.

Claims (44)

1. A moisture curable composition comprising:

60 to 95 weight percent of a reaction product of (i) a semi-crystalline polyol and (ii) a polyisocyanate and (iii) a primary aminosilane; and

5 to 35 weight percent of a silane reactive plasticizer.

2. The moisture curable composition of claim 1 wherein the equivalent ratio of polyisocyanate (ii) to semi-crystalline polyol (i) is >1.4.

3. The moisture curable composition of claim 1 wherein the ratio of equivalents of primary aminosilane (iii) to [equivalents of polyisocyanate (ii)−equivalents of semi-crystalline polyol (i)] is about 1 or greater.

4. The moisture curable composition of claim 1 being free of water and solvent.

5. The moisture curable composition of claim 1 wherein the equivalent ratio of polyisocyanate (ii) to semi-crystalline polyol (i) is >1.

6. The moisture curable composition of claim 1 further comprising adhesion promoter.

7. The moisture curable composition of claim 1 further comprising an aminosilane adhesion promoter.

8. The moisture curable composition of claim 1 wherein the equivalent ratio of isocyanate to polyol is greater than 1 to 1.

9. The moisture curable composition of claim 1 wherein the equivalent ratio of isocyanate to polyol is greater than 1.6 to 1.

10. The moisture curable composition of claim 1 further comprising one or more of a tackifier; an acrylic polymer; and a catalyst.

11. The moisture curable composition of claim 1 wherein the semi-crystalline polyol is a semi-crystalline polyester polyol and a weight ratio of polyester polyol to silane reactive plasticizer is greater than 1 part polyester polyol to 1 part silane reactive plasticizer.

12. The moisture curable composition of claim 1 wherein the semi-crystalline polyol is a semi-crystalline polyester polyol and a weight ratio of polyester polyol to silane reactive plasticizer is greater than 1.2 parts polyester polyol to 1 part silane reactive plasticizer.

13. The moisture curable composition of claim 1 wherein the silane reactive plasticizer comprises at least one silyl group with a formula of

R-[A-Si(C x H 2x+1 ) n (OH) 3−n ] z

or

R-[A-Si(C x H 2x+1 ) n (OC y H 2y+1 ) 3−n ] z

wherein

R is a polymer backbone;

A is a linkage to the polymer backbone;

x is 1 to 12;

y is 1 to 12; and

n is 0, 1 or 2

z is 1 or 2.

14. The moisture curable composition of claim 13 , wherein polymer backbone R is selected from silicone, polyether, polycarbonate, polyisobutylene, ethylene vinyl acetate and polyacrylate.

15. The moisture curable composition of claim 1 being free of isocyanate monomer.

16. The moisture curable composition of claim 1 comprising about 70 to about 90 weight percent reaction product and about 10 to about 30 weight percent silane reactive plasticizer.

17. A method of applying a moisture curable composition comprising:

providing the moisture curable composition of claim 1 in solid form at room temperature;

heating the moisture curable composition to a molten state at the point of use;

applying the molten moisture curable composition to a first substrate;

bringing a second substrate in contact with the molten moisture curable composition applied to the first substrate;

cooling the applied molten moisture curable composition to a solid state;

subjecting the cooled composition to conditions sufficient to irreversibly cure the cooled composition to form a bond between the first and second substrates.

18. An article of manufacture comprising the moisture curable composition of claim 1 .

19. A moisture curable hot melt adhesive comprising the moisture curable composition of claim 1 .

20. The moisture curable composition of claim 1 in cured form.

21. The moisture curable composition of claim 1 , wherein the silane reactive plasticizer is a liquid at room temperature and polymer backbone R is selected from polyether, polycarbonate, polyisobutylene, and polyacrylate.

22. The moisture curable composition of claim 1 wherein the reaction product comprises a plurality of terminal silyl groups each independently having a formula of:

—Si(C x H 2x+1 ) n (OC y H 2y+1 ) 3−n

wherein

n=0, 1 or 2;

x and y are, independently a number from 1 to 12.

Assignments (4)
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 Mar 30, 2017
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 041796/0008 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2017
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 041796/0396 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 6, 2016
From: SUEN, WU
To: HENKEL CORPORATION
Reel/Frame 040538/0593 →
Continuity (3)
Continuation PCTUS2014070256 · Dec 15, 2014
Provisional Application 61927306 · Jan 14, 2014
Related Publication 20160333236A1 · Nov 17, 2016