IP Library Granted Patent US 9,045,672
Granted Patent B2
US 9,045,672 · App. 13/455,294 · Granted Jun 2, 2015

Dual cure adhesive useful for bonding to glass

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Quick Facts
Patent No.
US 9,045,672
App. No.
13/455,294
Granted
Jun 2, 2015
Kind
B2
Abstract

The present invention is a composition comprising: a) one or more isocyanate functional prepolymers; b) one or more compounds containing a cycloaliphatic tertiary amine; c) one or more compounds containing a peroxide group; and d) one or more acrylate containing components. The system can be used in the form of a two part adhesive or in the form of a one part adhesive and an activator adapted to be applied to the surface of one or more of the substrates to which the adhesive is to be bonded.

Claims (34)

1. A composition comprising:

a) one or more isocyanate functional prepolymers containing free acrylate groups wherein the isocyanate functional prepolymers are derived from aromatic isocyanates and the free acrylate content of the isocyanate functional prepolymers is about 1.0 to about 20 percent by weight;

b) one or more compounds containing a cycloaliphatic tertiary amine;

c) one or more compounds containing a peroxide group; and,

d) one or more acrylate containing components comprising one or more compounds having acrylate groups and no isocyanate groups or one or more adducts of a polyisocyanate and one or more compounds containing one or more acrylate groups and one or more active hydrogen containing groups;

wherein components a) and b) are kept separate from component c) unto cure is desired.

2. A composition according to claim 1 wherein the composition comprises:

a) from about 10 to about 70 percent by weight of the one or more isocyanate functional prepolymers containing free acrylate groups;

b) from about 0.05 to about 20.0 percent by weight of the one or more compounds containing a cycloaliphatic tertiary amine:

c) from about 0.05 to about 5 percent by weight of the one or more compounds containing a peroxide group;

d) from about 1 to about 70 percent by weight of the one or more acrylate containing components.

3. A composition according to claim 1 wherein the composition comprises a one part adhesive and activator wherein the one part adhesive comprises a) the one or more isocyanate functional prepolymers containing free acrylate groups; c) the one or more compounds containing a peroxide group; d) the one or more acrylate containing components and the activator comprises the one or more compounds containing a cycloaliphatic tertiary amine.

4. A composition according to claim 3 wherein the activator further comprises a solvent or dispersant for the one or more compounds containing a cycioaliphatic tertiary amine.

5. A composition according to claim 4 wherein the free acrylate content of the isocyanate functional prepolymers is about 0.05 to about 10.0 percent by weight.

6. A composition according to claim 4 wherein the activator further comprises a film forming resin.

7. A composition according to claim 1 wherein the weight ratio of the or more compounds containing a peroxide group to the one or more compounds containing a cycloaliphatic tertiary amine is from about 50.0:1.0 to about 100:1.0.

8. A two part composition comprising:

in one part

a) one or more isocyanate functional prepolymers derived from aromatic isocyanates;

c) one or more compounds containing a peroxide group; and,

d) one or more acrylate containing components which comprise one or more compounds having acrylate groups and no isocyanate groups or one or more adducts of a polyisocyanate and one or more compounds containing one or more acrylate groups and one or more active hydrogen containing groups; and

in a second part b) one or more compounds containing a cycloaliphatic tertiary amine;

wherein the weight ratio of one or more compounds containing a peroxide group to the one or more compounds containing a cycloaliphatic tertiary amine is from about 50.0:1.0 to about 100:1.0.

9. A composition according to claim 8 wherein the one or more isocyanate containing prepolymers contain from about 0.1 to about 35 percent by weight of free isocyanate groups.

10. A composition according to claim 8 wherein one or more of the isocyanate functional prepolymers contain free acrylate groups and the free acrylate content of the isocyanate functional prepolymers is about 1.0 to about 20 percent by weight.

11. A composition according to claim 8 wherein the composition comprises:

a) from about 10 to about 70 percent by weight of the one or more isocyanate functional prepolymers;

b) from about 0.05 to about 20.0 percent by weight of the one or more compounds containing a cycloaliphatic tertiary amine:

c) from about 0.05 to about 5 percent by weight of the one or more compounds containing a peroxide group;

d) from about 1 to about 70 percent by weight of the one or more acrylate containing components.

12. A composition according to claim 1 wherein the weight ratio of the one or more compounds containing a peroxide group to the one or more compounds containing a cycloaliphatic tertiary amine is from about 1.0:1.0 to about 200:1.0.

13. A composition according to claim 12 wherein the active hydrogen containing groups on the one or more compounds containing one or more eon/late groups and one or more active hydrogen containing groups are hydroxyl or amine groups.

14. A composition according to claim 1 wherein the one or more isocyanate containing prepolymers contain from about 0.1 to about 35 percent by weight of free isocyanate groups.

15. A composition according to claim 1 wherein the composition is a two part adhesive.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 069923/0030 →
CHANGE OF LEGAL ENTITY Recorded Sep 10, 2024
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 068907/0881 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 068922/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 11, 2015
From: JIALNELLA, GARY L; ZHOU, LIRONG
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 035135/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2014
From: JIALANELLA, GARY L; ZHOU, LIRONG
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 032759/0933 →