IP Library Granted Patent US 9,957,359
Granted Patent B2
US 9,957,359 · App. 15/121,084 · Granted May 1, 2018

Fluorinated copolymer compositions and associated methods, uses and articles

Inventors: Stanton J. Dent (Midland, MI); Wei Rong (Midland, MI); Jacob W. Steinbrecher (Midland, MI); Michael R. Strong (Midland, MI)
Assignee: DOW CORNING CORPORATION
C08G77/46C09D183/04C09D183/12C08G77/16C08G77/18
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,957,359
App. No.
15/121,084
Granted
May 1, 2018
Kind
B2
Abstract

A copolymer composition is provided that is formed as the reaction product of (I) a cured polyorganosiloxane intermediate having repeating Si—O—Si units and at least one Si—OH functional group and (II) a polyfluoropolyether silane. The cured polyorganosiloxane intermediate has a surface having a water contact angle ranging from 40° to 90° as measured by ASTM 5946-04. In certain embodiments, the copolymer composition provides improved dust resistance as compared with cured polyorganosiloxanes from which the copolymer composition is formed.

Claims (22)

1. An optical device comprising a copolymer composition comprising the reaction product of a reaction of:

(I) a cured polyorganosiloxane intermediate having repeating Si—O—Si units and at least one Si—OH functional group and having a surface having a water contact angle of less than or equal to 90° as determined by ASTM 5946-04; and

(II) a polyfluoropolyether silane according to the general formula (A″):

Y—Z a —[(OC 3 F 6 ) b —(OCF(CF 3 )CF 2 ) c —(OCF 2 CF(CF 3 )) d —(OC 2 F 4 ) e —(CF(CF 3 )) f —(OCF 2 ) g ]—(CH 2 ) h —X′—(C n H 2n )—((SiR 1 2 —O) m —SiR 1 2 ) i —(C j H 2j )—Si—(X″) 3-z (R 2 ) z ;

wherein Z is independently selected from —(CF 2 )—, —(CF(CF 3 )CF 2 O)—, —(CF 2 CF(CF 3 )O)—, —(CF(CF 3 )O)—, —(CF(CF 3 )CF 2 )—, —(CF 2 CF(CF 3 ))—, and —(CF(CF 3 ))—; a is an integer from 1 to 200; b, c, d, e, f, and g are integers each independently selected from 0 to 200; h, n and j are integers each independently selected from 0 to 20; i and m are integers each independently selected from 0 to 5; X′ is a bivalent organic group or O; R 1 is an independently selected C 1 -C 22 hydrocarbyl group; z is an integer independently selected from 0 to 2; X″ is an independently selected hydrolysable group; R 2 is an independently selected C 1 -C 22 hydrocarbyl group which is free of aliphatic unsaturation; and Y is selected from H, F, and (R 2 ) z (X″) 3-z Si—(C j H 2j )—((SiR 1 2 —O) m —SiR 1 2 ) i —(C n H 2n )—X′—(CH 2 ) h —; wherein X″, X′, z, R 1 , R 2 , j, m, i, n and h are as defined above;

provided that when subscript i is 0, subscript j is also 0; when subscript i is an integer selected from 1 to 5, subscript j is an integer selected from 1 to 20 and m is an integer selected from 1 to 5; wherein the optical device is one selected from the group consisting of windows, optical waveguides, optical lenses, mixing chambers, lighting reflectors, light engines, troffers, optical cameras, photo-couplers, charged couplers, lightguides, light sensing elements, and LED packages.

2. The optical device according to claim 1 , wherein the cured polyorganosiloxane intermediate comprises M, D and Q units.

3. The optical device according to claim 1 , wherein the cured polyorganosiloxane intermediate comprises M, D, T and Q units.

4. The optical device according to claim 1 , wherein at least one of the at least one covalent bond is located at an interface between the cured polyorganosiloxane intermediate and the polyfluoropolyether silane.

5. The optical device copolymer composition according to claim 1 , wherein the surface of the cured polyorganosiloxane intermediate has a water contact angle ranging from 40° to 90° as determined by ASTM 5946-04.

6. A method for making an optical device, the method comprising making a copolymer composition comprising:

providing a cured polyorganosiloxane having repeating Si—O—Si units and having a surface having a water contact angle of greater than 90° as determined by ASTM 5946-04;

providing a polyfluoropolyether silane according to the general formula (A″):

Y—Z a —[(OC 3 F 6 ) b —(OCF(CF 3 )CF 2 ) c —(OCF 2 CF(CF 3 )) d —(OC 2 F 4 ) e —(CF(CF 3 )) f —(OCF 2 ) g ]—(CH 2 ) h —X′—(C n H 2n )—((SiR 1 2 —O) m —SiR 1 2 ) i —(C j H 2j )—Si—(X″) 3-z (R 2 ) z ;

wherein Z is independently selected from —(CF 2 )—, —(CF(CF 3 )CF 2 O)—, —(CF 2 CF(CF 3 )O)—, —(CF(CF 3 )O)—, —(CF(CF 3 )CF 2 )—, —(CF 2 CF(CF 3 ))—, and —(CF(CF 3 ))—; a is an integer from 1 to 200; b, c, d, e, f, and g are integers each independently selected from 0 to 200; h, n and j are integers each independently selected from 0 to 20; i and m are integers each independently selected from 0 to 5; X′ is a bivalent organic group or O; R 1 is an independently selected C 1 -C 22 hydrocarbyl group; z is an integer independently selected from 0 to 2; X″ is an independently selected hydrolysable group; R 2 is an independently selected C 1 -C 22 hydrocarbyl group which is free of aliphatic unsaturation; and Y is selected from H, F, and (R 2 ) z (X″) 3-z Si—(C j H 2j )—((SiR 1 2 —O) m —SiR 1 2 ) i —(C n H 2n )—X′—(CH 2 ) h —; wherein X″, X′, z, R 1 , R 2 , j, m, i, n and h are as defined above;

provided that when subscript i is 0, subscript j is also 0; when subscript i is an integer greater than 0, subscript j is also an integer greater than 0; and when subscript i is an integer greater than 0, m is also an integer greater than 0;

forming at least one Si—OH functional group on the cured polyorganosiloxane to make a cured polyorganosiloxane intermediate having repeating Si—O—Si units and at least one Si—OH functional group and having a surface having a water contact angle of less than or equal to 90° as determined by ASTM 5946-04; and

reacting at least one of the at least one Si—OH functional group on the cured polyorganosiloxane intermediate with the polyfluoropolyether silane to form at least one covalent bond between the cured polyorganosiloxane intermediate and the polyfluoropolyether silane and make the copolymer composition

wherein the copolymer is formed into an optical device selected from the group consisting of windows, optical waveguides, optical lenses, mixing chambers, lighting reflectors, light engines, troffers, optical cameras, photo-couplers, charged couplers, lightguides, light sensing elements, and LED packages.

7. The method according to claim 6 further comprising:

rinsing the copolymer composition with a fluorinated vehicle to remove any unreacted polyfluoropolyether silane; and

removing the fluorinated vehicle.

Assignments (1)
CHANGE OF NAME Recorded Feb 28, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045470/0188 →
Continuity (2)
Provisional Application 61971827 · Mar 28, 2014
Related Publication 20160362521A1 · Dec 15, 2016