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US 9,012,581 B2Granted
Ophthalmic and otorhinolaryngological device materials
AssigneeNovartis AG
InventorWalter R. Laredo
Life of this patent
Estimating the term…
Abstract
Disclosed are soft, high refractive index, acrylic device materials. The materials contain a copolymeric additive for glistening resistance.
Claims17
A polymeric ophthalmic or otorhinolaryngological device material comprising
- a) 70 to 98% (w/w) of a monofunctional monomer of formula [1]:
- wherein
- B═—O(CH2)n—, —(OCH2CH2)n—, —NH(CH2)n—, or —NCH3(CH2)n—;
- R1═H, CH3, CH2CH3, or CH2OH;
- n=0-12;
- A=C6H5 or O(CH2)mC6H5, where the C6H5 group is optionally substituted with —(CH2)nH, —O(CH2)nH, —CH(CH3)2, —C6H5, —OC6H5, —CH2C6H5, F, Cl, Br, or I;
- and
- m=0-18;
- b) a difunctional cross-linking monomer of formula [2]:
- wherein
- R2, R3 independently=H, CH3, CH2CH3, or CH2OH;
- W, W′ independently=O(CH2)d, NH(CH2)d, NCH3(CH2)d, O(CH2)dC6H4, O(CH2CH2O)dCH2, O(CH2CH2CH2O)dCH2, O(CH2CH2CH2CH2O)dCH2, or nothing;
- J=(CH2)a, O(CH2CH2O)b, O, or nothing, provided that if W and W′=nothing, then J ≠ nothing;
- d=0-12;
- a=1-12;
- and
- b=1-24;
- and
- c) 0.5 to 15% (w/w) of a copolymer additive of formula [3]:
- wherein for formula [3]:
- D=OCH2CH2S, SCH2C═O, CH3CH(OH)CH2S, SCH2CH(OH)CH2O, S(CH2)11O, S(CH2)10C═O, S(CH2)14C═O, S(CH2)15C═O, SC6H4CH2O, CH3CH(S)C═O, S(CH2CH2CH2)O, CH3CH(S)CH(O)CH3, OCH2CH2C(CH3)2S, SCH2CH2C═O, S(CH2)4O, SC6H4CH2C═O, SC6H4C═O, S(CH2)11C═O, CH3CH(O)CH(S)CH3, SC6H4C═O, S(CH2)6OC6H4CH2O, S(CH2)6O, S(CH2)5C═O, S(CH2)7C═O, S(CH2)9O, C(CH3)2C(═O)NHCH2CH2O, C(CH3)2C(═NH)NHCH2CH2C═O, C(CH3)2C(═O)NHCH(CH2CH3)(CH2O), C(CH3)2CN, C(CH3)(CN)CH2C(OCH3)(CH3CH3) , C(CH3)2C(═O)NHCH2CH═CH2, C(CH3)(CN)CH2C(CH3)2(OCH3), C(CH3)(CN)CH2CH(CH3)2, C(CH3)2C(═O)OCH3, C(CH3)(CN)CH2CH3, C(CN)(CH2)5, C(CH3)2C(═O)NHCH2CH2CH2CH3, or C(CH3)2C(═O)NHC6H11;
- E=nothing, O(CH2)nNH, (OCH2CH2)nNH, O(CH2)nNHC═O, HN(CH2)nNH, OH, or H;
- provided that if D=C(CH3)2CN, C(CH3)(CN)CH2C(OCH3)(CH3CH3), C(CH3)2C(═O)NHCH2CH═CH2, C(CH3)(CN)CH2C(CH3)2(OCH3), C(CH3)(CN)CH2CH(CH3)2, C(CH3)2C(═O)OCH3, C(CH3)(CN)CH2CH3, C(CN)(CH2)5, C(CH3)2C(═O)NHCH2CH2CH2CH3, or C(CH3)2C(═O)NHC6H11, then E=F=nothing;
- n=1-5;
- if D≠C(CH3)2CN, C(CH3)(CN)CH2C(OCH3)(CH3CH3), C(CH3)2C(═O)NHCH2CH═H2, C(CH3)(CN)CH2C(CH3)2(OCH3), C(CH3)(CN)CH2CH(CH3)2, C(CH3)2C(O)OCH3, C(CH3)(CH)CH2CH3, C(CN)(CH2)5, C(CH3)2C(═O)NHCH2CH2CH2CH3, or C(CH3)2C(O)NHC6H11 then
- if E=H or OH, then F=nothing;
- if E≠H or OH, then F═C(═O)C(CH3)═CH2, C(═O)CH═CH2, C(═O)C(CH2CH3)═CH2, C(═O)C(CH2OH)═CH2, C(═O)NHCH2CH2OC(═O)C(CH3)═CH2, or C(═O)NHC(CH3)2C6H4C(═CH2)CH3;
- R4, R5, and R6 independently=H or CH3;
- t, u, and v represent molar fraction values and t+u+v=1;
- t and u independently=0-0.95;
- provided that t+u=0.8-0.95;
- v=0.05-0.2;
- W═H, CH3, C(═O)C(CH3)═CH2, C(═O)CH═CH2, C(═O)C(CH2CH3)═CH2, C(═O)C(CH2OH)═CH2, C(═O)NHCH2CH2OC(═O)C(CH3)═CH2, or C(═O)NHC(CH3)2C6H4C(═CH2)CH3;
- provided that if F=nothing, then W═C(═O)C(CH3)═CH2, C(═O)CH═CH2, C(═O)C(CH2CH3)═CH2, C(═O)C(CH2OH)═CH2, C(═O)NHCH2CH2OC(═O)C(CH3)═CH2, or C(═O)NHC(CH3)2C6H4C(═CH2)CH3;
- y1, y2, and y3 independently=4-200;
- and
- x=1-100;
- wherein the polymeric device material has an equilibrium water content of 0.5-3.0%.
35 more elements
Dependencies are inferred from the claim text.