UV-curable silicone composition, cured products thereof, and methods of using the same

Patent metadata

Field	Value
Publication number	US-9732239-B2
Application number	US-201415027076-A
Country	US
Kind code	B2
Filing date	Oct 22, 2014
Priority date	Nov 11, 2013
Publication date	Aug 15, 2017
Grant date	Aug 15, 2017

Abstract

Various embodiments disclosed related to UV-curable silicone composition, cured products thereof, and methods of using the same. Various embodiments provide a shear-thinning UV-curable silicone composition. The composition can include (A) a mercapto-functional polyorganosiloxane having the unit formula [(CH 3 ) 3 SiO 1/2 ] x [(CH 3 ) 2 SiO] y [R(CH 3 )SiO] z wherein x is about 0.01 to about 0.1, y is about 0 to about 0.94, z is about 0.05 to about 0.99, and at each occurrence R is independently a mercapto(C 1-30 )hydrocarbyl group. The composition can include (B) at least one of (B1) a polyorganosiloxane comprising at least two aliphatic unsaturated carbon-carbon bonds, and (B2) an organic molecule comprising at least two aliphatic unsaturated carbon-carbon bonds; the composition can include (C) a filler. The composition can also include (D) a photoinitiator.

First claim

What is claimed is:

1. A composition comprising:
(A) a mercapto-functional polyorganosiloxane having the unit formula
[(CH 3 ) 3 SiO 1/2 ] x [(CH 3 ) 2 SiO] y [R(CH 3 )SiO] z
wherein x is about 0.01 to about 0.1, y is about 0 to about 0.94, z is about 0.05 to about 0.99, and at each occurrence R is independently a mercapto(C 1-30 )hydrocarbyl group;

(B) at least one of
(B1) a polyorganosiloxane comprising at least two aliphatic unsaturated carbon-carbon bonds, and
(B2) an organic molecule comprising at least two aliphatic unsaturated carbon-carbon bonds;

(C) a filler, where the filler is present in 20 wt. % or more based on the weight of the composition; and
(D) a photoinitiator;
wherein the composition is shear-thinning and UV-curable.

2. The curable silicone composition of claim 1 , wherein the filler is at least one of silica powder and ceramic glass powder.

3. The curable silicone composition of claim 1 , wherein the filler (C) is fumed silica.

4. The curable silicone composition of claim 1 , wherein the filler is substantially transparent to light having a wavelength of about 280 nm to about 400 nm.

5. The curable silicone composition of claim 1 , wherein the curable silicone composition is substantially optically clear.

6. The curable silicone composition of claim 1 , wherein the viscosity of the composition decreases as the shear rate increases.

7. A method of making the curable silicone composition of claim 1 , the method comprising
obtaining or providing Part I, comprising a substantially viscosity-stable pre-mix comprising the components (A), (C), and (D);
obtaining or providing Part II, comprising component (B); and
mixing Part I and Part II, to form the composition of claim 1 .

8. A cured product of the composition of claim 1 .

9. The cured product of claim 8 , wherein the cured product is optically substantially clear.

10. A device comprising the cured product of claim 9 .

11. The device of claim 10 , wherein the device is an optical device.

12. The optical device of claim 11 , wherein the optical device comprises at least one of a lens, a waveguide, a window, a smart window, a diffuser, and an encapsulated semiconductor.

13. A method comprising:
printing or spraying the composition of claim 1 onto a substrate; and
curing the composition.

14. A method of ink-jet printing, comprising:
obtaining or providing a printable composition comprising
(A) a mercapto-functional polyorganosiloxane having the unit formula
[(CH 3 ) 3 SiO 1/2 ] x [(CH 3 ) 2 SiO] y [R(CH 3 )SiO] z

wherein x is about 0.01 to about 0.1, y is about 0 to about 0.94, z is about 0.05 to about 0.99, and at each occurrence R is independently a mercapto(C 1-30 )hydrocarbyl group;
(B) at least one of
(B1) a polyorganosiloxane comprising at least two aliphatic unsaturated carbon-carbon bonds, and
(B2) an organic molecule comprising at least two aliphatic unsaturated carbon-carbon bonds;

(C) a filler, where the filler is present in 20 wt. % or more, based on the weight of the composition; and
(D) a photoinitiator;

printing the printable composition onto a substrate with an ink-jet printer; and
curing the printed printable composition.

15. A composition comprising:
(A) a mercapto-functional polyorganosiloxane having the unit formula
[(CH 3 ) 3 SiO 1/2 ] x [(CH 3 ) 2 SiO] y [R(CH 3 )SiO] z
wherein x is about 0.01 to about 0.1, y is about 0 to about 0.94, z is about 0.05 to about 0.99, and at each occurrence R is a mercaptopropyl group, and wherein Component (A) is present in the composition at about 40 wt % to about 85 wt %;

(B) at least one of
(B1) a polyorganosiloxane comprising at least two aliphatic unsaturated carbon-carbon bonds, and
(B2) an organic molecule comprising at least two aliphatic unsaturated carbon-carbon bonds,
wherein Component (B) is present in the composition at about 10 wt % to about 60 wt %;

(C) a filler comprising fumed silica having a primary particle size of about 5 to about 100 nm, wherein the filler is substantially transparent to light having a wavelength of about 280 nm to about 400 nm, the filler has a refractive index of about 1.44 to about 1.48 and 633 nm at standard temperature and pressure, and wherein Component (C) is present in the composition at about 20 wt % to about 40 wt %; and
(D) a UV photoinitiator, wherein Component (D) is present in the composition at about 0.5 wt % to about 5 wt %;
wherein the composition is shear-thinning and UV-curable, and the composition has a refractive index of about 1.44 to about 1.48 and 633 nm at standard temperature and pressure.

16. A cured product of the composition of claim 15 .

Assignees

• Dow Corning

Inventors

• Clapp Terry
• Hannington Jonathan
• Zhong Bianxiao

Classifications

• C09D151/085

  on to polysiloxanes · CPC title

• C09D11/101 Primary

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• C08L83/14

  in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms (C08L83/10 takes precedence) · CPC title

• C08L83/06

  containing silicon bound to oxygen-containing groups (C08L83/12 takes precedence) · CPC title

• C08K3/40

  Glass · CPC title