IP Library › Granted Patent US 12,331,226
Granted Patent B2
US 12,331,226 · App. 17/341,457 · Granted Jun 17, 2025

Polyurethane adhesive with semi-crystalline and highly crystalline polyesters

Inventors: James Ward (Duesseldorf, DE); Timo Pasemann (Oberhausen, DE); Christian Holtgrewe (Duesseldorf, DE); Anja Cosima Lindhorst (Duesseldorf, DE)
Assignee: Henkel AG & Co. KGaA
C09J175/06C08G18/12C08G18/4202C08G18/6225C08G18/72C09J7/35C08G2170/00C09J2203/326
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Quick Facts
Patent No.
US 12,331,226
App. No.
17/341,457
Granted
Jun 17, 2025
Kind
B2
Abstract

The present invention refers to polyurethane adhesives with semi-crystalline and highly crystalline polyesters, a method for the production of the same as well as the use of the polyurethane adhesive in the production of electronic devices.

Claims (32)

1. A polyurethane adhesive that is the reaction product of a mixture comprising:

at least one semi-crystalline polyester in an amount of from 15 to 25 wt %, based on the total weight of the mixture; and

at least one highly crystalline polyester in an amount of from 5 to 10 wt %, based on the total weight of the mixture, wherein:

the melting point of the at least one highly crystalline polyester is higher than the melting point of the at least one semi-crystalline polyester,

the at least one semi-crystalline polyester and the at least one highly crystalline polyester are present in the mixture in a weight ratio of from 7:1 to 3:1, and

the polyurethane adhesive further comprises:

an acrylate in an amount of from 10 to 30 wt %, based on the total weight of the mixture; and

an NCO-terminated compound in an amount of from 10 to 20 wt %, based on the total weight of the mixture.

2. The polyurethane adhesive of claim 1 , wherein the at least one semi-crystalline polyester has a hydroxyl value (OH value) of from 10 to 50 mg KOH/g, determined according to DIN ISO 4629-2.

3. The polyurethane adhesive of claim 2 , wherein the at least one highly crystalline polyester has a hydroxyl value (OH value) of from 20 to 100 mg KOH/g, determined according to DIN ISO 4629-2.

4. The polyurethane adhesive of claim 3 , wherein the at least one semi-crystalline polyester has a hydroxyl value (OH value) of from 25 to 40 mg KOH/g and the at least one highly crystalline polyester has a hydroxyl value (OH value) of 35 to 60 mg KOH/g, each hydroxyl value (OH value) determined according to DIN ISO 4629-2.

5. The polyurethane adhesive of claim 1 , wherein the average molecular weight M n of the at least one semi-crystalline polyester and/or the at least one highly crystalline polyester is from 1000 to 5000 g/mol, determined according to DIN 55672-1:2007-08.

6. The polyurethane adhesive of claim 5 , wherein the average molecular weight M n of the at least one semi-crystalline polyester and/or the at least one highly crystalline polyester is from 1500 to 4000 g/mol, determined according to DIN 55672-1:2007-08.

7. The polyurethane adhesive of claim 1 , wherein the at least one semi-crystalline polyester has a melting point of from 50 to 100° C. and/or the at least one highly crystalline polyester has a melting point of from 65 to 120° C., each melting point determined by differential scanning calorimetry.

8. The polyurethane adhesive of claim 1 , wherein the mixture further comprises at least one of a polyol or an amorphous polyester.

9. The polyurethane adhesive of claim 8 , wherein the polyol is in an amount of from 10 to 30 wt %, based on the total based on the total weight of the mixture, and/or the amorphous polyester is in an amount of from 10 to 30 wt %, based on the total based on the total weight of the mixture.

10. The polyurethane adhesive of claim 1 , wherein the polyurethane adhesive is a solid at room temperature.

11. A cured reaction product comprising the polyurethane adhesive of claim 1 .

12. A device comprising the cured reaction product of claim 11 .

13. The polyurethane adhesive of claim 1 , wherein the polyurethane adhesive is a hot-melt adhesive.

14. The polyurethane adhesive of claim 1 , wherein the polyurethane adhesive is free of water and a solvent.

15. The polyurethane adhesive of claim 1 , wherein the polyurethane adhesive has a minimum open time of two minutes.

16. A polyurethane adhesive that is the reaction product of a mixture comprising:

an acrylate in an amount of from 10 to 30 wt %, based on the total weight of the mixture;

at least one semi-crystalline polyester in an amount of 25 wt %, based on the total weight of the mixture; and

at least one highly crystalline polyester in an amount of 25 wt %, based on the total weight of the mixture, wherein:

the at least one semi-crystalline polyester has a melting point of 55° C., determined by differential scanning calorimetry, and/or

the at least one highly crystalline polyester has a melting point of from 70 to 115° C., determined by differential scanning calorimetry.

17. The polyurethane adhesive of claim 16 , further comprising an NCO-terminated compound in an amount of from 10 to 20 wt %, based on the total weight of the mixture.

18. The polyurethane adhesive of claim 16 , wherein the polyurethane adhesive has a minimum open time of two minutes.

19. The polyurethane adhesive of claim 1 , wherein the acrylate is in an amount of from 15 to 25 wt %, based on the total weight of the mixture.

20. The polyurethane adhesive of claim 1 , wherein the NCO-terminated compound is diisocyante.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2025
From: LINDHORST, ANJA COSIMA
To: HENKEL AG & CO. KGAA
Reel/Frame 071135/0046 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2025
From: WARD, JAMES
To: HENKEL AG & CO. KGAA
Reel/Frame 071137/0502 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2025
From: PASEMANN, TIMO
To: HENKEL AG & CO. KGAA
Reel/Frame 071296/0770 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2025
From: HOLTGREWE, CHRISTIAN
To: HENKEL AG & CO. KGAA
Reel/Frame 071130/0517 →
Priority Claims (1)
EP 18211280 · Dec 10, 2018 · regional
Continuity (2)
Continuation PCTEP2019074449 · Sep 13, 2019
Related Publication 20210292622A1 · Sep 23, 2021
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