IP Library Granted Patent US 10,920,118
Granted Patent B2
US 10,920,118 · App. 16/094,698 · Granted Feb 16, 2021

Long open-time water based primer composition for isocyanate and silane functional adhesives

Inventors: Huide D. Zhu (Auburn Hills, MI); Roger A. Cassell (West Alexandria, OH); Matthew B. Feldpausch (Auburn Hills, MI); George D. Sanchez (Auburn Hills, MI); Andrew R. Kneisel (Auburn Hills, MI)
Assignee: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
C09J183/08C09J11/06C09J175/04C08G77/20C08G77/26C08G77/28C08K5/05C09J2400/123C09J2400/143C09J2400/20
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Quick Facts
Patent No.
US 10,920,118
App. No.
16/094,698
Granted
Feb 16, 2021
Kind
B2
Abstract

Disclosed is a composition comprising: a) an condensate of one or more aminohydrocarbyl alkoxy silanes and one or more alkenyl alkoxy silanes; b) one or more mercaptohydrocarbyl alkoxy silanes; and c) water; wherein the composition is useful as a primer useful with adhesives or coatings containing polymers having isocyanate functional groups, alkoxysilane functional groups or both. The composition may include one or more epoxyhydrocarbyl silanes. The composition may include one or more alkanols in sufficient amount to improve the volatilization of the liquid components away from substrate surface.

Claims (44)

1. A composition comprising:

a) a condensate of one or more aminohydrocarbyl alkoxy silanes and one or more alkenyl alkoxy silanes;

b) one or more mercaptohydrocarbyl alkoxy silanes; and,

c) 20 to 89.9 percent by weight, based on the weight of the composition, of water;

and one or more alkanols in an amount of about 10 to about 45 percent by weight of the composition, and one or more non-ionic surfactants in an amount of about 0.01 to about 3.0 percent by weight of the composition,

wherein the composition is useful as a primer useful with adhesives or coating containing polymers having isocyanate functional groups, alkoxy silane functional groups or both.

2. A composition according to claim 1 comprising

a) from about 1.5 to about 10 percent by weight of an condensate of one or more aminohydrocarbyl alkoxy silanes and one or more alkenyl alkoxy silanes;

b) from about 0.1 to about 10 percent by weight one or more mercaptohydrocarbyl alkoxy silanes; and

c) from about 20 to about 89.9 percent by weight of water;

wherein the percent by weight is based on the weight of the composition.

3. The composition according to claim 1 including d) one or more epoxyhydrocarbyl silanes.

4. The composition according to claim 3 wherein the d) one or more epoxyhydrocarbyl silanes are present in an amount of about 0.1 to about 10 percent by weight.

5. The composition according to claim 3 wherein the aminohydrocarbyl alkoxy silanes correspond to formula 1 or 2;

the alkenyl alkoxy silanes correspond to the formula;

the mercaptohydrocarbyl alkoxy silanes correspond to the formula

the epoxyhydrocarbyl silanes correspond to the formula

and,

the condensate may be represented by one of the formulas;

wherein R 1 is separately in each occurrence a C 1-20 hydrocarbylene group;

R 2 is separately in each occurrence hydrogen or a C 1-20 hydrocarbyl group;

R 3 is separately in each occurrence a C 1-4 alkyl group;

R 4 is separately in each occurrence a C 1-4 alkyl group;

R 5 is separately in each occurrence a C 1-20 alkenyl group;

a is separately in each occurrence 1 or 2;

b is separately in each occurrence 1 or 2;

w is separately in each occurrence 0 or 1;

x is separately in each occurrence an integer of from 1 to 4;

y is separately in each occurrence an integer of from 1 to 3; and

z is separately and integer of from 0 to 2 provided that z=3−y;

with the proviso that a+b=3.

6. The composition according to claim 1 wherein the condensate is prepared from about 30 to 70 mole percent of the aminohydrocarbyl alkoxy silanes and from about 30 to 70 mole percent of the alkenyl alkoxy silanes.

7. A kit comprising a composition according to claim 1 and an adhesive comprising a prepolymer containing isocyanate functional groups, silane groups or a mixture thereof.

8. A process comprising steps of:

a) applying a composition according to claim 1 to a surface of a first substrate; and

b) wiping the applied composition off of the surface of the first substrate or allowing a major portion of the water in the composition to evaporate off of the surface of the first substrate.

9. A process according to claim 8 wherein the applied composition is wiped off of the surface of the first substrate.

10. A process according to claim 8 wherein the water, and optionally alkanol, in the applied composition is allowed to evaporate off of the surface of the substrate.

11. A process according to claim 8 wherein the water, and optionally alkanol, is allowed to evaporate off for at least about 10 seconds.

12. A process according to claim 1 wherein the composition is applied by spraying it onto the first surface, by brushing it on the first surface, or by wiping it on the first surface using an absorbent structure.

13. A process according to claim 8 which further comprises a step of contacting the first substrate with an adhesive containing a prepolymer having isocyanate, silane or both functional groups and a second substrate wherein the adhesive is applied to the portion of the surface of the first substrate to which the composition was applied and the adhesive is disposed between the first and the second substrates.

14. A process according to claim 13 wherein a time period between applying the composition to the first surface and contacting the first surface with the adhesive is from about 20 seconds to 90 days.

15. A process according to claim 8 wherein the first substrate is glass or glass having a ceramic or organic frit on the portion of the surface which is bonded to a second substrate.

16. A process according to claim 15 where in the glass substrate is a window and the second substrate is a flange in a vehicle adapted to hold the window in place in the vehicle or the second substrate is a window frame in a building.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2020
From: ZHU, HUIDE D.; FELDPAUSCH, MATTHEW B.; SANCHEZ, GEORGE D.; KNEISEL, ANDREW R.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 054505/0610 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2020
From: CASSELL, ROGER A.
To: ROHM AND HAAS COMPANY
Reel/Frame 054505/0880 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2020
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
Reel/Frame 054556/0305 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2020
From: ROHM AND HAAS COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US 8, LLC
Reel/Frame 054557/0417 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2020
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 054557/0597 →
CHANGE OF NAME Recorded Dec 1, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 054558/0926 →
Continuity (2)
Provisional Application 62324499 · Apr 19, 2016
Related Publication 20190119539A1 · Apr 25, 2019