Silicone rubber

Patent metadata

Field	Value
Publication number	US-9840595-B2
Application number	US-201314411025-A
Country	US
Kind code	B2
Filing date	Jun 17, 2013
Priority date	Jun 25, 2012
Publication date	Dec 12, 2017
Grant date	Dec 12, 2017

Abstract

Copolymers, as well as compounds, compositions, articles of manufacture, and methods of making thereof, are disclosed. The copolymers may generally exhibit flexibility properties and may generally have a high refractive index. The copolymers may generally be made by providing a dihydrodisiloxane and an aliphatic vinyl alcohol and combining the dihydrodisiloxane and the aliphatic vinyl alcohol under conditions that allow for hydrogenation of the aliphatic vinyl alcohol and result in coupling of the aliphatic vinyl alcohol to the dihydrodisiloxane to produce a hydroxyl substituted siloxane.

First claim

What is claimed is:

1. A compound comprising a copolymer of Formula I:

wherein:
A is selected from the group consisting of a silane and a silicate;
B is an aromatic ring containing unit or an aliphatic cyclic ring containing unit, wherein the aliphatic cyclic ring containing unit is derived from a cyclic hydroxyl carboxylic acid, a cyclic dicarboxylic acid, a cyclic diol, a cyclic diamine, a cyclic diester, a cyclic diether, or combinations thereof;
n and m are each, independently, an integer of 1 to 10; and
x and y are each, independently, an integer of 1 to 2000.

2. The compound of claim 1 , wherein A comprises units derived from alkoxysilane, chlorosilane, alkoxy silicate, or combinations thereof.

3. The compound of claim 1 , wherein B comprises units derived from aromatic hydroxy carboxylic acid, aromatic dicarboxylic acid, aromatic diol, aromatic aminocarboxylic acid, aromatic hydroxyamine, aromatic diamine, aromatic diisocyanate, aromatic digesters, aromatic diether, or combinations thereof.

4. The compound of claim 1 , wherein B is present in the copolymer in an amount of about 5 weight percent to about 95 weight percent.

5. The compound of claim 1 , wherein B comprises a linkage unit adjacent to the aromatic ring or the aliphatic cyclic ring, and wherein the linkage unit is an amide linkage unit, an ester linkage unit, an ether linkage unit, or combinations thereof.

6. The compound of claim 1 , further comprising units derived from copolymerizable monomers selected from the group consisting of cyclic dicarboxylic acids, aliphatic diols, cyclic diols, aromatic mercapto carboxylic acids, aromatic dithiols, aromatic mercapto phenols, or combinations thereof.

7. The compound of claim 1 , wherein the copolymer is crosslinked.

8. The compound of claim 1 , further comprising one or more crosslinking agents or one or more curing agents comprising an epoxy functional crosslinker, a phenolic functional crosslinker, a hydroxyl functional crosslinker, an amine functional crosslinker, a carboxylate functional crosslinker, an isocyanate functional crosslinker, or combinations thereof, covalently associated with the copolymer.

9. The compound of claim 1 , wherein Formula I further comprises Formula III:

wherein R is an end group defining a terminus of the copolymer and wherein R comprises vinyl, alkoxy, acetoxy, methoxy, amide, ester, carbamate, enoxy, oxime, amino, hydroxyl, cyano, halo, acrylate, epoxide, isocyanato, hydride, or combinations thereof.

10. The compound of claim 1 , wherein the copolymer exhibits a refractive index of about 1 to about 2.42.

11. An article of manufacture comprising a copolymer of Formula I:

wherein:
A is selected from the group consisting of a silane and a silicate;
B is an aromatic ring containing unit or an aliphatic cyclic ring containing unit, wherein the aliphatic cyclic ring containing unit is derived from a cyclic hydroxyl carboxylic acid, a cyclic dicarboxylic acid, a cyclic diol, a cyclic diamine, a cyclic diester, a cyclic diether, or combinations thereof;
n and m are each, independently, an integer of 1 to 10; and
x and y are each, independently, an integer of 1 to 2000.

12. The article of manufacture of claim 11 , wherein Formula I further comprises Formula III:

wherein R is an end group defining a terminus of the copolymer and wherein R comprises vinyl, alkoxy, acetoxy, methoxy, amide, ester, carbamate, enoxy, oxime, amino, hydroxyl, cyano, halo, acrylate, epoxide, isocyanato, or combinations thereof.

13. The article of manufacture of claim 11 , wherein the article of manufacture comprises a display.

14. The article of manufacture of claim 11 , wherein the article of manufacture comprises an electronic device.

15. The article of manufacture of claim 14 , wherein the electronic device comprises a personal computer, a gaming system, a television, a portable electronic device, a smartphone, a personal digital assistant, a camera, a tablet computer, a laptop computer, a GPS navigation device, a media player, or a combination thereof.

16. The article of manufacture of claim 11 , wherein the article of manufacture comprises a contact lens, an intraocular lens, an overlay lens, an ocular insert, an optical insert, or a combination thereof.

17. The article of manufacture of claim 11 , wherein the copolymer exhibits a refractive index of about 1 to about 2.42.

18. An ophthalmic lens comprising a copolymer of Formula I:

wherein:
A is selected from the group consisting of a silane and a silicate;
B is an aromatic ring containing unit or an aliphatic cyclic ring containing unit, wherein the aliphatic cyclic ring containing unit is derived from a cyclic hydroxyl carboxylic acid, a cyclic dicarboxylic acid, a cyclic diol, a cyclic diamine, a cyclic diester, a cyclic diether, or combinations thereof;
n and m are each, independently, an integer of 1 to 10; and
x and y are each, independently, an integer of 1 to 2000.

19. The ophthalmic lens of claim 18 , wherein the lens is a contact lens, an intraocular lens, an overlay lens, an ocular insert, or an optical insert.

20. The ophthalmic lens of claim 18 , wherein Formula I further comprises Formula III:

wherein R is an end group defining a terminus of the copolymer and wherein R comprises vinyl, alkoxy, acetoxy, methoxy, amide, ester, carbamate, enoxy, oxime, amino, hydroxyl, cyano, halo, acrylate, epoxide, isocyanato, or combinations thereof.

21. The ophthalmic lens of claim 18 , wherein the copolymer exhibits a refractive index of about 1 to about 2.42.

Assignees

• Empire Technology Dev Llc

Inventors

• Tapsak Mark Allan

Classifications

• C08G77/54 Primary

  Nitrogen-containing linkages · CPC title

• A61L27/18

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• C08G77/46 Primary

  containing polyether sequences · CPC title

• C08G77/445

  containing polyester sequences · CPC title

• C08G77/455

  containing polyamide, polyesteramide or polyimide sequences · CPC title