IP Library Granted Patent US 10,155,858
Granted Patent B2
US 10,155,858 · App. 15/115,317 · Granted Dec 18, 2018

Curable composition, cured product formed from the curable composition, and method of forming the cured product

Inventors: Dorab E Bhagwagar (Saginaw, MI); Jing Jiang (Iowa City, IA); William J Schulz, Jr. (Peoria, AZ)
Assignee: Dow Corning Corporation
C08K3/36C08F222/1006C08G77/388C09D4/06C08K9/06
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Quick Facts
Patent No.
US 10,155,858
App. No.
15/115,317
Granted
Dec 18, 2018
Kind
B2
Abstract

A curable composition comprises (A) a polyfunctional acrylate; (B) a fluoro-substituted compound having an aliphatic unsaturated bond; (C) an organopolysiloxane having at least one acrylate group; and (D) a reinforcing filler. A cured product formed by curing the curable composition is also disclosed. A method of forming the cured product comprises applying the curable composition on a substrate. The method further comprises curing the curable composition on the substrate so as to form the cured product on the substrate.

Claims (35)

1. A curable composition, comprising:

(A) a polyfunctional acrylate;

(B) a fluoro-substituted compound having an aliphatic unsaturated bond, wherein (B) comprises the reaction product of a reaction of:

(a) a triisocyanate and

(b) a mixture of

(b-1) a perfluoropolyether compound having at least one active hydrogen atom; and

(b-2) a monomeric compound having an active hydrogen atom and a functional group other than the active hydrogen atom;

(C) an organopolysiloxane having at least one acrylate group; and

(D) a reinforcing filler.

2. The curable composition of claim 1 wherein (B): (i) is partially fluorinated; (ii) comprises a perfluoropolyether segment; or (iii) both (i) and (ii).

3. The curable composition of claim 2 wherein (B) comprises said perfluoropolyether segment, said perfluoropolyether segment comprising moieties of general formula (1):

—(C 3 F 6 O) x —(C 2 F 4 O) y —(CF 2 ) z —  (1);

wherein subscripts x, y, and z are each independently selected from 0 and an integer from 1 to 40, with the proviso that x, y, and z are not simultaneously 0.

4. The curable composition of claim 1 wherein (b-1) has at least one terminal hydroxy group.

5. The curable composition of claim 1 wherein (B) is formed by reacting (a) and (b-1) to form a reaction intermediate and then reacting the reaction intermediate and (b-2) to form (B).

6. The curable composition of claim 1 wherein (C) comprises the reaction product of a Michael addition reaction of an amino-substituted organopolysiloxane and a polyfunctional acrylate.

7. The curable composition of claim 1 wherein (D) comprises colloidal silica; or wherein (D) is surface treated with an organoalkoxysilane having an aliphatic unsaturated bond; or wherein (D) comprises colloidal silica and the colloidal silica is surface treated with an organoalkoxysilane having an aliphatic unsaturated bond.

8. The curable composition of claim 1 further comprising: (i) (E) water; (ii) (F) a carrier vehicle other than water; or (iii) (E) and (F).

9. A cured product formed by curing a curable composition which comprises:

(A) a polyfunctional acrylate;

(B) a fluorine-containing compound having an aliphatic unsaturated bond, wherein (B) comprises the reaction product of a reaction of:

(a) a triisocyanate and

(b) a mixture of

(b-1) a perfluoropolyether compound having at least one active hydrogen atom; and

(b-2) a monomeric compound having an active hydrogen atom and a functional group other than the active hydrogen atom;

(C) an organopolysiloxane having at least one acrylate group; and

(D) a reinforcing filler;

wherein (D) is dispersed in said cured product and said curable composition.

10. The cured product of claim 9 , the cured product comprising a film having a thickness of from greater than 0 to 20 micrometers (μm); or the cured product being disposed on a substrate; or the cured product comprising a film having a thickness of from greater than 0 to 20 micrometers (μm), wherein the film is disposed on a substrate.

11. The cured product of claim 9 having a water contact angle of at least 100°.

12. A method of forming a cured product, said method comprising:

applying the curable composition of claim 1 on a substrate; and

curing the curable composition on the substrate so as to form the cured product on the substrate.

13. An article comprising the cured product of claim 9 and a substrate, the cured product being disposed on the substrate.

14. The article of claim 13 , the article comprising an electronic article, an optical article, consumer appliance or a component thereof, an automotive body or a component thereof, or a polymeric article; or the article comprising a sensor.

Assignments (3)
CHANGE OF NAME Recorded Jul 31, 2019
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 049910/0900 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2018
From: BHAGWAGAR, DORAB EDUL; JIANG, JING; SCHULZ, WILLIAM JAMES, JR
To: DOW CORNING CORPORATION
Reel/Frame 047407/0426 →
CHANGE OF NAME Recorded Feb 28, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045470/0188 →
Continuity (3)
Provisional Application 61954108 · Mar 17, 2014
Provisional Application 62109814 · Jan 30, 2015
Related Publication 20170002174A1 · Jan 5, 2017
Cited By (1)
US 12,358,679