Silicone rubber

Patent metadata

Field	Value
Publication number	US-2015203635-A1
Application number	US-201314411025-A
Country	US
Kind code	A1
Filing date	Jun 17, 2013
Priority date	Jun 25, 2012
Publication date	Jul 23, 2015
Grant date	—

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

1 . A compound comprising a copolymer of Formula I:

wherein:
A is a silicon containing repeating unit;
B is an aromatic ring containing repeating unit or an aliphatic cyclic ring containing repeating unit;
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 polydimethyl siloxane, alkoxysilane, chlorosilane, alkoxy silicate, or combinations thereof.

3 . (canceled)

4 . 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 diester, aromatic diether, cyclic diisocyanate, cyclic hydroxy carboxylic acid, cyclic dicarboxylic acid, cyclic diol, cyclic aminocarboxylic acid, cyclic hydroxyamine, cyclic diamine, or combinations thereof.

5 .- 16 . (canceled)

17 . 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.

18 . (canceled)

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

20 .- 22 . (canceled)

23 . 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.

24 .- 30 . (canceled)

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

32 . 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.

33 - 34 . (canceled)

35 . 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.

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

37 . (canceled)

38 . A method for producing a copolymer, the method comprising:
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.

39 . The method of claim 38 , further comprising combining the hydroxyl substituted siloxane with a reactive aromatic compound under conditions that allow coupling of the reactive aromatic compound to the hydroxyl substituted siloxane to produce the copolymer.

40 .- 43 . (canceled)

44 . The method of claim 38 , further comprising introducing a catalyst into the combined dihydrodisiloxane and aliphatic vinyl alcohol.

45 .- 46 . (canceled)

47 . The method of claim 39 , further comprising combining the copolymer with one or more cyclic siloxanes under conditions that allow for incorporation of the one or more cyclic siloxanes with the copolymer.

48 .- 74 . (canceled)

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

wherein:
A is a silicon containing repeating unit;
B is aromatic ring containing repeating unit or an aliphatic cyclic ring containing repeating unit;
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.

76 .- 77 . (canceled)

78 . The article of manufacture of claim 75 , 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.

79 . The article of manufacture of claim 76 , wherein the article of manufacture comprises a display.

80 . The article of manufacture of claim 76 , wherein the article of manufacture comprises an electronic device.

81 . The article of manufacture of claim 80 , 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.

82 . The article of manufacture of claim 75 , 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.

83 . The article of manufacture of claim 75 , wherein the copolymer exhibits a refractive index of about 1 to about 2.42.

84 . (canceled)

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

wherein:
A is a silicon containing repeating unit;
B is aromatic ring containing repeating unit or an aliphatic cyclic ring containing repeating unit;
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.

86 . The ophthalmic lens of claim 85 , wherein the lens is a contact lens, an intraocular lens, an overlay lens, an ocular insert, or an optical insert.

87 - 88 . (canceled)

89 . The ophthalmic lens of claim 85 , 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.

90 . The ophthalmic lens of claim 85 , wherein the copolymer exhibits a refractive index of about 1 to about 2.42.

91 .- 112 . (canceled)

Assignees

• Empire Technology Dev Llc

Inventors

• Tapsak Mark Allan

Classifications

• C07F7/0896

  Compounds with a Si-H linkage · CPC title

• C08G77/445

  containing polyester sequences · CPC title

• C08G77/46 Primary

  containing polyether sequences · CPC title

• A61L27/18

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

• C08G77/458

  containing polyurethane sequences · CPC title