Silicone hydrogel contact lens
View Patent ↗Ophthalmically compatible contact lenses include lens bodies configured for placement on a cornea of an animal or human eye. The lens bodies are made of a hydrophilic silicon-containing polymeric material. The lens bodies have oxygen permeabilities, water content, surface wettabilities, flexibilities, and/or designs to be worn by a lens wearer even during sleep. The present lenses can be worn on a daily basis, including overnight, or can be worn for several days, such as about thirty days, without requiring removal or cleaning.
1. A silicone hydrogel contact lens comprising an ophthalmically compatible, cast molded lens body having an oxygen permeability of greater than 110 barrers, an equilibrium water content of at least 40% by weight, and a modulus in a range of 0.5 MPa to 1.0 MPa, wherein
the lens body comprises a polymerized reaction product of a precursor composition comprising at least one siloxane-containing monomer or macromer, a hydrophilic monomer, a hydrophobic monomer, and a crosslinkable monomer,
the siloxane-containing monomer or macromer contains a polysiloxane-dimethacrylate represented by formula (I)
wherein, X 1 is a polymerizable substituent having the following formula:
wherein, R1, R2, R3 and R4 are groups independently selected from hydrocarbon groups having 1 to 12 carbon atoms and a siloxanyl group; [Y1] is a polysiloxane backbone comprising not less than 2 siloxane units; R5 is a hydrogen or a methyl group; Z1 is a group selected from —NHCOO—, —NHCONH—, —OCONH—R6-NHCOO—, —NHCONH—R7-NHCONH— and —OCONH—R8-NHCONH—, with R6, R7 and R8 independently selected from hydrocarbon groups having 2 to 13 carbon atoms; m is an integer from 0 to 10; n is an integer from 3 to 10; p is 0 when m is 0 and p is 1 when m is 1 or greater; and q is an integer from 0 to 20, wherein the amount of said polysiloxane-dimethacrylate is from about 30% to about 70% by weight based on the precursor composition,
the hydrophilic monomer contains N-vinyl 2-pyrrolidinone and 2-hydroxybutyl methacrylate, wherein the amount of the N-vinyl 2-pyrrolidinone is from about 5% to about 50% by weight based on the precursor composition, and the amount of the 2-hydroxybutyl methacrylate is up to about 15% by weight based on the precursor composition, and the crosslinkable monomer contains one or more allyl groups, wherein the amount of the crosslinkable monomer which contains one or more allyl groups is from about 0.005% to about 5% by weight based on the precursor composition.
2. The contact lens of claim 1 , wherein the lens body has an oxygen permeability of greater than 180 barrers.
3. The contact lens of claim 1 , wherein the crosslinkable monomer is at least one selected from the group consisting of triallyl isocyanurate, triallyl cyanurate, triallyl trimelitate and allylmethacrylate.
4. The contact lens of claim 3 , wherein the crosslinkable monomer is triallyl isocyanurate.
5. The contact lens of claim 2 , wherein the hydrophobic monomer includes isobornyl methacrylate in an amount of up to about 10% by weight based on the precursor composition.
6. The contact lens of claim 1 , wherein the lens body is produced without surface treatment.
7. The contact lens of claim 1 , wherein the lens body has a contact angle on a surface of the lens body less than 60 degrees.
8. The contact lens of claim 1 , wherein the lens body has an anterior surface and a posterior surface, and at least one of the anterior and posterior surfaces is not modified.
9. The contact lens of claim 8 , wherein both the anterior and posterior surfaces are not modified.
10. The contact lens of claim 1 , wherein the lens body has an elongation of at least 90%.
11. The contact lens of claim 1 , wherein the lens body has an ionoflux of no greater than 5 10 −3 mm 2 /min.
12. The contact lens of claim 1 , wherein the lens body comprises a polymeric material comprising units from two siloxane-containing macromers having different molecular weights.
13. The contact lens of claim 12 , wherein units from a high molecular weight siloxane-containing macromer are present in a greater amount by weight in the polymeric material than units from a low molecular weight siloxane-containing macromer.
14. The contact lens of claim 12 , wherein the polymeric material comprises units from a siloxane-containing macromer having a number average molecular weight of at least 10,000.
15. The contact lens of claim 12 , wherein the two siloxane-containing macromers have number average molecular weights which differ by at least 5,000.
16. The contact lens of claim 12 , wherein units from the high molecular weight siloxane-containing macromer are at least 40% by weight of the polymeric material.
17. The contact lens of claim 13 , wherein units from the high molecular weight siloxane-containing macromer and from the low molecular weight silicon-containing macromer total at least 50% by weight of the polymeric material.
18. The contact lens of claim 1 , wherein the lens body comprises a polymeric material comprising units from at least one of N-vinyl-N-methylacetamide and methyl methacrylate.
19. The contact lens of claim 1 , wherein the structural unit Y1 of formula (I) has the following formula
wherein R9 and R10 are the same or different groups selected from hydrocarbon groups having 1 to 12 carbon atoms, hydrocarbon groups substituted with one or more fluorine atoms, trimethylsiloxy groups, and hydrophilic substituents; and r is an integer from 7 to 1000.
20. The contact lens of claim 1 , wherein the precursor composition includes an amount of 2-hydroxybutyl methacrylate in a range of more than 6% to 15% by weight.
21. The contact lens of claim 1 , wherein the precursor composition further comprises N-vinyl-N methylacetamide in an amount of up to about 25% by weight based on the precursor composition.
22. The contact lens of claim 1 , wherein the precursor composition further comprises methyl methacrylate in an amount of up to about 10% by weight based on the precursor composition.