Fluorinated compound, curable composition comprising same, and cured product

Patent metadata

Field	Value
Publication number	US-9963546-B2
Application number	US-201515115321-A
Country	US
Kind code	B2
Filing date	Mar 10, 2015
Priority date	Mar 17, 2014
Publication date	May 8, 2018
Grant date	May 8, 2018

Abstract

A fluorinated compound having at least one (meth)acrylate functional group disclosed. A curable composition comprising the fluorinated compound and polyfunctional acrylate, a cured product formed from the curable composition, and method of forming the cured product are also disclosed.

First claim

What is claimed is:

1. A fluorinated compound having the general formula (5):

wherein each R is an independently selected substituted or unsubstituted hydrocarbyl group; each R 1 is independently selected from R, —Y—R f , and a (meth)acrylate functional group; R f is a fluoro-substituted group; Y is a covalent bond or a bivalent linking group; each Y 1 is independently a covalent bond or a bivalent linking group;

Z is a covalent bond; subscripts b and c are each 0 or an integer from 1 to 10, with the proviso that at least one of b and c is at least 1; subscripts d and f are each independently 0 or 1; subscript e is 0 or an integer from 1 to 10; subscripts h and i are each 0 or an integer from 1 to 10, with the proviso that at least one of h and i is at least 1;
wherein at least one R 1 of said fluorinated compound is a (meth)acrylate functional group and at least one R 1 of said fluorinated compound is represented by —Y—R f .

2. The fluorinated compound of claim 1 wherein each Y 1 is independently said bivalent linking group, said bivalent linking group being independently selected from the group of a hydrocarbylene group, a heterohydrocarbylene group, or an organoheterylene group.

3. The fluorinated compound of claim 1 wherein R f : (i) is partially fluorinated; (ii) comprises a perfluoropolyether segment; or (iii) both (i) and (ii).

4. The fluorinated compound of claim 3 wherein R f comprises said perfluoropolyether segment, said perfluoropolyether segment comprising moieties of general formula (7):
—(C 3 F 6 O) x —(C 2 F 4 O) y —(CF 2 ) z —  (7);

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.

5. The fluorinated compound of claim 1 wherein Y is said bivalent linking group, said bivalent group represented by Y having the general formula (8):
—(CH 2 ) m —O—(CH 2 ) n —  (8);

wherein m and n are each integers independently from 1 to 5.

6. The fluorinated compound of claim 1 comprising two or more (meth)acrylate functional groups represented by R 1 .

7. The fluorinated compound of claim 1 wherein one R 1 is represented by —Y—R f .

8. A curable composition, comprising:
said fluorinated compound of claim 1 ; and
a polyfunctional acrylate.

9. The curable composition of claim 8 further comprising:
a fluoro-substituted compound different from the fluorinated compound and having an aliphatic unsaturated bond; and
a reinforcing filler.

10. A cured product formed by curing the curable composition of claim 9 .

11. A cured product formed by curing the curable composition of claim 8 .

12. An article comprising the cured product of claim 11 and a substrate, the cured product being disposed on the substrate.

13. The article of claim 12 , 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.

Assignees

• Dow Corning

Inventors

• Bhagwagar Dorab E
• Jiang Jing
• Kleyer Don L
• Schulz Jr William J

Classifications

• C08L35/02

  Homopolymers or copolymers of esters (C08L35/06, C08L35/08 take precedence) · CPC title

• C08G65/007 Primary

  containing fluorine · CPC title

• C08G77/38

  Polysiloxanes modified by chemical after-treatment · CPC title

• C08L33/08 Primary

  Homopolymers or copolymers of acrylic acid esters · CPC title

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title