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US 7,888,403 B2Granted
Ophthalmic and otorhinolaryngological device materials
AssigneeAlcon Inc.
InventorDouglas C. Schlueter
Life of this patent
Estimating the term…
Abstract
Disclosed are soft, high refractive index, acrylic device materials. The materials comprise di-block or tri-block macromers containing hydrophilic side-chains. The materials have improved glistening resistance.
Claims20
A polymeric ophthalmic or otorhinolaryngological device material comprising
- a) 65 to 95% (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=O(CH2CH2O)b;
- d=0-12;
- a=1-12;
- and
- b=1-24;
- and
- c) 5 to 35% (w/w) of a hydrophilic side-chain macromer of formula [3a], [3b], [3c], [3d], or [3e]:
- wherein for formulas [3a], [3b], [3c], [3d], and [3e]
- R2, R3 independently=H, CH3, CH2CH3, or CH2OH;
- e, f independently=1-100;
- X, X1, X2 independently=O, NH—, N(CH3)—, N(CH2CH3)—, or N(C6H5)—;
- Y, Y1 independently=—H, —(CH2)pH, —CHC(CH3)2, —CH2CH2N(CH3)2, —CH2CH2N(CH2CH3)2, CH2CH2N(C6H5)2, —CH2CH(OH)CH2OH, CH2CH(OH)CH2OC6H5, (CH2CH2O)qCH3, (CH2CH2O)qH, (CH2CH2O)qC6H5, (CH2)tC6H5, (CH2)tOC6H5, or CH2CH2N(—C(O)CH2CH2CH2—),
- provided that Y≠Y1,
- and further provided that at least one of Y and Y1═CH2CH2N(CH3)2, —CH2CH2N(CH2CH3)2, CH2CH2N(C6H5)2, —CH2CH(OH)CH2OH, CH2CH(OH)CH2OC6H5, (CH2CH2O)qCH3, (CH2CH2O)qH, (CH2CH2O)qC6H5, or CH2CH2N(—C(O)CH2CH2CH2—);
- and the other of Y and Y1=—H, —(CH2)pH, —CHC(CH3)2, (CH2CH2O)qC6H5, (CH2)tC6H5, or (CH2)tOC6H5;
- p=1-18;
- q=1-230;
- t=0-6;
- R4═CH3OC(O)CH(CH3)—, CH3OC(O)C(CH3)2—, HOCH2CH2OC(O)C(CH3)2—, (CH2═C(R3)CO2CH2CH2OC(O)C(CH3)2—, CH3CH2OC(O)CH(CH3)—, CH3CH2OC(O)C(CH3)2—, CH3OC(O)CH(CH2CH3)—, CH3CH2OC(O)CH(CH2CH3)—, CH2═CHCH2OC(O)C(CH3)2—, CH3CH2OC(O)CH(CH2CH2CH3)—, CH3OC(O)CH(CH2CH2CH2CH3)—, [CH3OC(O)]2CH—, [CH3CH2OC(O)]2CH—, [CH3CH2OC(O)]2C(CH3)—, CH3CH2OC(O)CH(CH2CH2CH2CH3)—, (CH3)3COC(O)C(CH3)2—, CH3CH2OC(O)CH2CH3(CH2CH2CH2CH3)—, CH3CH2OC(O)CH(CH2CH2CH2CH2CH3)—, CH3CH2OC(O)CH(CH2CH2CH2CH2CH2CH3)—,
- provided that in the case of formula [3e], R4 is selected from the group consisting of (CH2═C(R3)CO2CH2CH2OC(O)C(CH3)2—, and CH2═CHCH2OC(O)C(CH3)2—,
- or
- g, g′ independently=1-12;
- and
- L=H, Cl, Br, —CH2C(O)CH3, CH2C(O)C(CH3)3, —CH2C(O)C6H5, —CH2C(O)C6H4OH, —CH2C(O)C6H4OCH3,
- or CH2CH═CH2.
35 more elements
Dependencies are inferred from the claim text.