IP Library Granted Patent US 9,023,946
Granted Patent B2
US 9,023,946 · App. 13/530,565 · Granted May 5, 2015

Moisture cure hot melt adhesives

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Quick Facts
Patent No.
US 9,023,946
App. No.
13/530,565
Granted
May 5, 2015
Kind
B2
Abstract

The present invention relates to new improved adhesives for binding books and related articles and the production of such adhesives. In particular, the adhesives have reduced content of monomeric diisocyanates or no monomeric diisocyanate content.

Claims (37)

1. A reactive hot melt adhesive comprising:

from about 10 to about 50 wt % of a high modulus silane modified liquid polymer having a backbone prepared from polyurethane, polyether, polyester, polyetherester, polyesterether, polyolefin, polycaprolactone, polybutadiene, polycarbonate, polyacetal, polyester amide, polythioether;

from about 10 to about 30 wt % of a low modulus silane modified liquid polymer having a backbone prepared from polyurethane, polyether, polyester, polyetherester, polyesterether, polyolefin, polycaprolactone, polybutadiene, polycarbonate, polyacetal, polyester amide, polythioether;

from about 20 to about 60 wt % of a tackifiers selected from the group consisting of rosin ester, aromatic tackifier or mixtures thereof;

from about 20 to about 45 wt % of a silane reactive acrylic polymer; and

from about 0.5 to about 5 wt % of a catalyst

wherein the Young's modulus of cured high modulus silane modified polymer is greater than 50 psi and the sum of the total adhesive is 100 wt %.

2. The reactive hot melt adhesive of claim 1 , wherein the high modulus silane modified liquid polymer has a silyl group with a formula of X—Si(C x H 2x+1 ) n (OC y H 2y+1 ) 3−n , wherein

X is a linkage to a polymer backbone;

x is 1 to 12;

y is 1 to 12; and

n is 0, 1 or 2.

3. The reactive hot melt adhesive of claim 2 , wherein the silyl group of the high modulus silane modified liquid polymer is end-functionalized.

4. The reactive hot melt adhesive of claim 2 , wherein the high modulus silane modified liquid polymer backbone is a polyurethane, polyether, polyester, or polyolefin.

5. The reactive hot melt adhesive of claim 2 , wherein the high modulus silane modified liquid polymer backbone is a polyurethane.

6. The reactive hot melt adhesive of claim 1 , wherein the tackifier is a rosin tackifier and is selected from the group consisting of fully or partially hydrogenated rosin esters.

7. The reactive hot melt adhesive of claim 1 , wherein the tackifier is an aromatic tackifier and is selected from the group consisting of alpha-methyl styrene resins, C 9 hydrocarbon resins, aliphatic-modified aromatic C 9 hydrocarbon resins, phenolic-modified aromatic resins, C 9 aromatic/aliphatic olefin-derived resins, and mixtures thereof.

8. The reactive hot melt adhesive of claim 1 wherein the tackifier is a mixture of a rosin ester tackifier and aromatic tackifier, and wherein the weight ratio of the rosin ester to the aromatic tackifier is from about 0.05 to about 5.

9. The reactive hot melt adhesive of claim 8 wherein the weight ratio of the rosin ester tackifier to the aromatic tackifier is from about 0.3 to about 3.

10. The reactive hot melt adhesive of claim 1 , wherein the low modulus silane modified liquid polymer has a silyl group with a formula of X—Si(C x H 2x+1 ) n (OC y H 2y+1 ) 3−n , wherein

X is a linkage to a polymer backbone;

x is 1 to 12;

y is 1 to 12; and

n is 0, 1 or 2.

11. The reactive hot melt adhesive of claim 10 , wherein the low modulus silane modified liquid polymer backbone is a polyether, acrylate modified polyether, polyester, polyurethane or polyolefin.

12. The reactive hot melt adhesive of claim 10 , wherein the low modulus silane modified liquid polymer backbone is a polyether.

13. The reactive hot melt adhesive of claim 10 , wherein the weight ratio of the high modulus silane modified liquid polymer to the low modulus silane modified liquid polymer is from about 0.3 to about 3.0.

14. The reactive hot melt adhesive of claim 1 comprising:

from about 10 to about 30 wt % of the high modulus silane modified liquid polymer;

from about 10 to about 30 wt % of the low modulus silane modified liquid polymer;

from about 5 to about 20 wt % of a rosin or rosin ester tackifier; and

from about 15 to about 40 wt % of an aromatic tackifier.

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

16. The article of claim 15 which comprises paper or paperboard.

17. The article of claim 16 which is a book.

18. The reactive hot melt adhesive of claim 1 , wherein the acrylic polymer comprises at least one of carboxylic acid groups, amine groups, thiol groups and hydroxyl groups.

19. The reactive hot melt adhesive of claim 1 , wherein the acrylic polymer comprises carboxylic acid groups and hydroxyl groups.

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 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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2014
From: SUEN, WU; PAUL, CHARLES
To: HENKEL CORPORATION
Reel/Frame 032298/0253 →