IP Library Granted Patent US 11,732,166
Granted Patent B2
US 11,732,166 · App. 17/003,549 · Granted Aug 22, 2023

Fast set moisture curable hot melt adhesive composition and articles including the same

Inventors: Kellen E. O'Brien (St. Paul, MN); Marlen A. Valverde (Stillwater, MN); Chao Wang (Woodbury, MN); Chue Moua (Woodbury, MN)
Assignee: H.B. Fuller Company
C09J175/04C08G18/4261C08G18/72C09J5/06C08K3/346C08L23/0853C08L23/0869C09J2301/304C09J2301/408C09J2423/106C09J2469/006
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Quick Facts
Patent No.
US 11,732,166
App. No.
17/003,549
Granted
Aug 22, 2023
Kind
B2
Abstract

A moisture curable hot melt adhesive composition that includes isocyanate-terminated polyurethane prepolymer that includes the reaction product of a crystalline polyester polyol, a polyether polyol, and diisocyanate, clay, polyester/polyether elastomer, a first thermoplastic polymer selected from the group consisting of ethylene vinyl acetate copolymer, ethylene (alkyl)acrylate copolymer, and combinations thereof, a tackifying agent, and optionally a second thermoplastic polymer selected from the group consisting of thermoplastic polyurethane, thermoplastic polycaprolactone, and combinations thereof.

Claims (54)

1. A moisture curable hot melt adhesive composition comprising:

isocyanate-terminated polyurethane prepolymer comprising a reaction product of crystalline polyester polyol exhibiting a crystallization peak temperature of at least 55° C., polyether polyol, and diisocyanate;

clay;

polyester/polyether thermoplastic elastomer;

a first thermoplastic polymer selected from the group consisting of ethylene vinyl acetate copolymer, ethylene (alkyl)acrylate copolymer, and combinations thereof;

a second thermoplastic polymer selected from the group consisting of thermoplastic polyurethane, thermoplastic polycaprolactone, and combinations thereof; and

a first tackifying agent.

2. The moisture curable hot melt adhesive composition of claim 1 comprising

from 10% by weight to 50% by weight isocyanate-terminated polyurethane prepolymer; and

from 1% by weight to 40% by weight clay.

3. The moisture curable hot melt adhesive composition of claim 1 comprising

from 25% by weight to 45% by weight isocyanate-terminated polyurethane prepolymer; and

from 5% by weight to 30% by weight clay.

4. The moisture curable hot melt adhesive composition of claim 1 , wherein the isocyanate-terminated polyurethane prepolymer has an NCO:OH ratio of from 5:1 to 2:1.

5. The moisture curable hot melt adhesive composition of claim 1 , wherein the isocyanate-terminated polyurethane prepolymer has an NCO:OH ratio of from 4:1 to 3:1.

6. The moisture curable hot melt adhesive composition of claim 1 comprising from 10% by weight to 20% by weight clay.

7. The moisture curable hot melt adhesive composition of claim 1 comprising from 5% by weight to 35% by weight tackifying agent.

8. The moisture curable hot melt adhesive composition of claim 1 further comprising a second tackifying agent,

the first tackifying agent comprising an aromatic hydrocarbon resin, and

the second tackifying agent comprising an alpha-methyl styrene tackifying agent.

9. The moisture curable hot melt adhesive composition of claim 1 , wherein the crystalline polyester polyol exhibits a crystallization peak temperature of at least 60° C.

10. The moisture curable hot melt adhesive composition of claim 1 , wherein the crystalline polyester polyol is derived from a diol having at least 2 carbon atoms and a diacid having from 10 to 20 carbon atoms.

11. The moisture curable hot melt adhesive composition of claim 1 , wherein the crystalline polyester polyol is derived from ethylene glycol and a diacid selected from the group consisting of tetradecanedioic acid, dodecanedioic acid, and combinations thereof.

12. The moisture curable hot melt adhesive composition of claim 1 , wherein the second thermoplastic polymer exhibits a melting point of at least 80° C.

13. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition exhibits a Five Minute Overlap Shear Strength of at least 500 Newtons.

14. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition exhibits a Five Minute Overlap Shear Strength of at least 600 Newtons.

15. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition exhibits a High Temperature Overlap Shear Strength of at least 640 Newtons.

16. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition passes the Static Load at 3 Minutes Test Method.

17. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition, upon cooling from melt, exhibits a crystallization transition time of no greater than 215 seconds.

18. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition, upon cooling from melt, exhibits a crystallization transition temperature of at least 45° C.

19. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition exhibits at least 90% transmittance when tested according to the Fogging Test Method.

20. The moisture curable hot melt adhesive composition of claim 1 , wherein the composition exhibits 100% transmittance when tested according to the Fogging Test Method.

21. A moisture curable hot melt adhesive composition comprising:

isocyanate-terminated polyurethane prepolymer comprising the reaction product of a crystalline polyester polyol exhibiting a crystallization peak temperature of at least 55° C., a polyether polyol, and diisocyanate;

clay;

polyester/polyether thermoplastic elastomer;

a thermoplastic polymer selected from the group consisting of ethylene vinyl acetate copolymer, ethylene (alkyl)acrylate copolymer, and combinations thereof; and

a first tackifying agent.

22. An article comprising:

a first substrate;

a second substrate; and

the cured adhesive composition of claim 1 , the first substrate being bonded to the second substrate through the cured adhesive composition.

23. The article of claim 22 , wherein the first substrate comprises polycarbonate, and the second substrate comprises polypropylene.

24. A head lamp comprising:

a polycarbonate substrate;

a polypropylene substrate, and

the cured adhesive composition of claim 1 , the polycarbonate substrate being bonded to the polypropylene substrate through the cured adhesive composition.

25. The moisture curable hot melt adhesive composition of claim 21 , wherein the polyester/polyether thermoplastic elastomer has a melt flow rate no greater than 25 g/10 min when tested at 190° C. using a 2.16 kilogram weight.

26. The moisture curable hot melt adhesive composition of claim 1 , wherein the polyester/polyether thermoplastic elastomer has a melt flow rate no greater than 25 g/10 min when tested at 190° C. using a 2.16 kilogram weight.

27. The moisture curable hot melt adhesive composition of claim 1 , wherein the polyester/polyether thermoplastic elastomer has a melt flow rate no greater than 15 g/10 min when tested at 190° C. using a 2.16 kilogram weight.

28. The moisture curable hot melt adhesive composition of claim 21 further comprising a second tackifying agent,

the first tackifying agent comprising an aromatic hydrocarbon resin, and

the second tackifying agent comprising an alpha-methyl styrene tackifying agent.

29. The moisture curable hot melt adhesive composition of claim 21 comprising from 5% by weight to 30% by weight clay.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2023
From: O'BRIEN, KELLEN E.; VALVERDE, MARLEN A.; WANG, CHAO; MOUA, CHUE
To: H. B. FULLER COMPANY
Reel/Frame 064095/0339 →
SECURITY INTEREST Recorded Feb 16, 2023
From: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ADCO PRODUCTS, LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 062775/0944 →
Cited By (1)
US 12,662,615