Hydrophilic siloxane monomers and dimers for contact lens materials, and contact lenses fabricated therefrom
DCFirst Claim
1. A non-fibrous polymeric contact lens material having improved oxygen permeability and stability, said polymeric contact lens material comprising a monomer having the following structural formula:
- first portion for increasing wettability, said first portion being hydrophilic and including a side-chain functionality selected from the group including the following structural formulae;
##STR51## and a second portion for increasing oxygen permeability, said second portion including a siloxane;
wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%.
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Abstract
A monomer for making a contact lens with improved oxygen permeability and stability is disclosed as having a first portion for increasing wettability and a second portion for increasing oxygen permeability. The first portion includes a side-chain functionality of the structural formula: ##STR1## and is hydrophilic. The second portion includes a siloxane moiety, and is usually hydrophobic.
Also disclosed is a cross-linking agent, a polymeric material for making contact lenses, a method for making the polymeric material, and a method for making contact lenses from the material.
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Citations
73 Claims
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1. A non-fibrous polymeric contact lens material having improved oxygen permeability and stability, said polymeric contact lens material comprising a monomer having the following structural formula:
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first portion for increasing wettability, said first portion being hydrophilic and including a side-chain functionality selected from the group including the following structural formulae;
##STR51## and a second portion for increasing oxygen permeability, said second portion including a siloxane;wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18)
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19. A non-fibrous polymeric material for making a contact lens with improved oxygen permeability and stability, said contact lens material comprising a monomer having the following structural formula:
- ##STR60## wherein;
X1 is CH3 or H;X2 is CH3 or H; m is 0 or 1; and Y is selected from the group consisting of the following structural formulae, the radical shown on the left of each formula being bonded to the carbon shown on the left of Y in the above formula;
##STR61## wherein;
n is an integer from 1 to 6;A1 and A2 are the same or different and are selected from lower alkyl and B groups; and B has the following structural formula;
##STR62## wherein;
Z1, Z2 and Z3 are the same or different and are selected from the group consisting of lower alkyl, phenyl, benzyl and tri-alkyl-siloxy substituents;and wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%. - View Dependent Claims (20, 21, 22, 23, 24)
- ##STR60## wherein;
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25. A non-fibrous contact lens material for making a contact lens with improved oxygen permeability and stability, said contact lens material comprising a polymer formed from at least a monomer having the following structural formula:
- ##STR63## wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 24×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%.
- ##STR63## wherein;
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26. A non-fibrous contact lens material for making a contact lens with improved oxygen permeability and stability, said contact lens material comprising a polymer formed from at least a monomer having the following structural formula:
- ##STR64## wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%.
- ##STR64## wherein;
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27. A non-fibrous contact lens material comprising the copolymerization product of:
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(a) a first monomer having; a first portion for increasing wettability, said first portion being hydrophilic and including a side-chain functionality selected from the group consisting of the following structural formulae;
##STR65## and a second portion for increasing oxygen permeability, said second portion including a siloxane;(b) a second monomer, copolymerizable with said first monomer; (c) a crosslinking agent; and (d) a polymerization initiator; and wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%. - View Dependent Claims (28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49)
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50. A non-fibrous contact lens material having improved oxygen permeability and stability, said contact lens material comprising a polymer formed from at least a monomer having:
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a first portion for increasing wettability, said first portion being hydrophilic and including a side-chain functionality selected from the group including the following structural formulae;
##STR73## and a second portion for increasing oxygen permeability, said second portion including a siloxane;wherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%. - View Dependent Claims (51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67)
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68. A non-fibrous material for working a contact lens with improved oxygen permeability and stability, said contact lens material comprising a polymer formed from at least a monomer having the following structural formula:
- ##STR82## wherein;
X1 is CH3 or H;X2 is CH3 or H; m is 0 or 1; and Y is selected from the group consisting of the following structural formulae, the radical shown on the left of each formula being bonded to the carbon shown on the left of Y in the above formula, ##STR83## wherein;
n is an integer from 1 to 6;A1 and A2 are the same or different and are selected from lower alkyl and B groups; and B has the following structural formula;
##STR84## wherein;
Z1, Z2 and Z3 are the same or different and are selected from the group consisting of lower alkyl, phenyl, benzyl and tri-alkyl-siloxy substituents; andwherein;
said material has a water content of about 15-60%;
DK greater than or equal to about 25×
10-10 ;
tear strength greater than or equal to about 1.0 g/mm2 ; and
percent elongation greater than or equal to about 80%. - View Dependent Claims (69, 70, 71, 72, 73)
- ##STR82## wherein;
Specification