IP Library Granted Patent US 10,787,596
Granted Patent B2
US 10,787,596 · App. 15/916,859 · Granted Sep 29, 2020

Reactive hot melt adhesive having high initial strength, good heat stability and low monomeric diisocyanate

Inventors: Sunil K. Pillalamarri (Rosemount, MN); Thomas F. Kauffman (Woodbury, MN)
Assignee: H. B. Fuller Company
C09J175/08B32B37/1207C08G18/1833C08G18/4018C08G18/42C08G18/4854C08G18/7671C08K5/0016C08K5/544C09J11/06C09J175/04B32B2037/1215C08G2170/20C08J2300/22G01N2030/027
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Quick Facts
Patent No.
US 10,787,596
App. No.
15/916,859
Granted
Sep 29, 2020
Kind
B2
Abstract

The invention includes a reactive hot melt adhesive composition including an isocyanate functional prepolymer derived from a polyfunctional isocyanate having a functionality of about 2 or more and a polyol, an active hydrogen organofunctional silane, an active hydrogen non-silane capping agent and a thermoplastic polymer.

Claims (30)

1. A reactive hot melt adhesive composition comprising:

a prepolymer derived from a polyfunctional isocyanate having a functionality of about 2 or more and a polyol, an active hydrogen organofunctional silane, and an active hydrogen non-silane capping agent, the prepolymer having organofunctional silane groups and non-silane capping groups; and

a thermoplastic polymer,

the reactive hot melt adhesive composition having an isocyanate content of less than 0.1% by weight as measured by titration, and

exhibiting an overlap shear strength of at least 500 kPa when measured in accordance with the Room Temperature Initial Overlap Shear Strength.

2. The reactive hot melt adhesive composition of claim 1 having a first portion of isocyanate groups of the prepolymer reacted with the active hydrogen organofunctional silane, and substantially all the remaining isocyanate groups capped with the non-silane capping groups.

3. The reactive hot melt adhesive composition of claim 1 having a monomeric diisocyanate content of no greater than 0.002% by weight as measured by High-Performance Liquid Chromatography (HPLC) with UV detection in which the monomeric diisocyanate is derivatized with a chromophore prior to analysis.

4. The reactive hot melt adhesive composition of claim 1 wherein the equivalents ratio of silane reacted groups to non-silane reacted groups in the prepolymer is 1:5 to 5:1.

5. The reactive hot melt adhesive composition of claim 1 further comprising a tackifying agent.

6. The reactive hot melt adhesive composition of claim 1 wherein the thermoplastic polymer is selected from the group consisting of polyether polyester block copolymer, polyurethanes, vinyl polymers and acrylic polymers.

7. The reactive hot melt adhesive composition of claim 1 comprising at least two different thermoplastic polymers.

8. The reactive hot melt adhesive composition of claim 7 comprising a polyether polyester block copolymer and a vinyl polymer.

9. The reactive hot melt adhesive composition of claim 5 wherein the tackifying agent is an aromatic hydrocarbon resin.

10. The reactive hot melt adhesive composition of claim 1 further comprising a plasticizer.

11. The reactive hot melt adhesive composition of claim 1 wherein the prepolymer is a solid at room temperature.

12. The reactive hot melt adhesive composition of claim 1 wherein the organofunctional silane is an amino silane.

13. The reactive hot melt adhesive composition of claim 1 wherein the active hydrogen non silane capping agent is selected from the group consisting of hydroxyl functional oxazolidines, secondary amino functional alkanes, mono alcohols, diols, triols, thiols, non-phenolic hydroxyl group containing tackifying agents and phenol modified tackifying agents.

14. The reactive hot melt adhesive composition of claim 13 where the active hydrogen non silane capping agent has a chain length of from 2 to 12 carbons.

15. The reactive hot melt adhesive composition of claim 1 , wherein the polyol is a polyester polyol.

16. The reactive hot melt adhesive composition of claim 1 having a Brookfield Viscosity at 162.7° C. of no greater than about 50,000 cP.

17. A reactive hot melt adhesive composition comprising:

a prepolymer derived from a polyfunctional isocyanate having a functionality of about 2 or more, a polyol, an active hydrogen organofunctional silane, and an active hydrogen non-silane capping agent; and

a thermoplastic polymer,

the reactive hot melt adhesive composition having a monomeric diisocyanate content of no greater than 0.002% by weight as measured by High-Performance Liquid Chromatography (HPLC) with UV detection in which the monomeric diisocyanate is derivatized with a chromophore prior to analysis, and

exhibiting an overlap shear strength of at least 500 kPa when measured in accordance with the Room Temperature Initial Overlap Shear Strength.

18. A method of joining at least two substrates, the method comprising:

roll coating the reactive hot melt adhesive composition of claim 1 onto a surface of a least a first substrate, and then

contacting the roll coated adhesive composition with a second substrate.

19. The reactive hot melt adhesive composition of claim 17 , a first portion of isocyanate groups of the isocyanate functional prepolymer are reacted with the active hydrogen of the organofunctional silane, and substantially all the remaining isocyanate groups are capped by reaction with the active hydrogen non-silane capping agent.

20. The reactive hot melt adhesive composition of claim 17 , wherein the polyol is a polyester polyol.

Assignments (2)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2020
From: PILLALAMARRI, SUNIL K.; KAUFFMAN, THOMAS F.
To: H. B. FULLER COMPANY
Reel/Frame 053137/0979 →