Patent ID: 7888403

Claim:
A polymeric ophthalmic or otorhinolaryngological device material comprising a) 65 to 95% (w/w) of a monofunctional monomer of formula [1]: wherein B=—O(CH 2 ) n —, —(OCH 2 CH 2 ) n —; —NH(CH 2 ) n —, or —NCH 3 (CH 2 ) n —; R 1 =H, CH 3 , CH 2 CH 3 , or CH 2 OH; n=0-12; A=C 6 H 5 or O(CH 2 ) m C 6 H 5 , where the C 6 H 5 group is optionally substituted with —(CH 2 ) n H, —O(CH 2 ) n H, —CH(CH 3 ) 2 , —C 6 H 5 , —OC 6 H 5 , —CH 2 C 6 H 5 , F, Cl, Br, or I; and m=0-18; b) a difunctional cross-linking monomer of formula [2]: wherein R 2 , R 3 independently=H, CH 3 , CH 2 CH 3 , or CH 2 OH; W, W′ independently=O(CH 2 ) d , NH(CH 2 ) d , NCH 3 (CH 2 ) d , O(CH 2 ) d C 6 H 4 , O(CH 2 CH 2 O) d CH 2 , O(CH 2 CH 2 CH 2 O) d CH 2 , O(CH 2 CH 2 CH 2 CH 2 O) d CH 2 , or nothing; J=(CH 2 ) a , O(CH 2 CH 2 O) b , O, or nothing, provided that if W and W′=nothing, then J=O(CH 2 CH 2 O) 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] R 2 , R 3 independently=H, CH 3 , CH 2 CH 3 , or CH 2 OH; e, f independently=1-100; X, X 1 , X 2 independently=O, NH—, N(CH 3 )—, N(CH 2 CH 3 )—, or N(C 6 H 5 )—; Y, Y 1 independently=—H, —(CH 2 ) p H, —CHC(CH 3 ) 2 , —CH 2 CH 2 N(CH 3 ) 2 , —CH 2 CH 2 N(CH 2 CH 3 ) 2 , CH 2 CH 2 N(C 6 H 5 ) 2 , —CH 2 CH(OH)CH 2 OH, CH 2 CH(OH)CH 2 OC 6 H 5 , (CH 2 CH 2 O) q CH 3 , (CH 2 CH 2 O) q H, (CH 2 CH 2 O) q C 6 H 5 , (CH 2 ) t C 6 H 5 , (CH 2 ) t OC 6 H 5 , or CH 2 CH 2 N(—C(O)CH 2 CH 2 CH 2 —), provided that Y≠Y 1 , and further provided that at least one of Y and Y 1 ═CH 2 CH 2 N(CH 3 ) 2 , —CH 2 CH 2 N(CH 2 CH 3 ) 2 , CH 2 CH 2 N(C 6 H 5 ) 2 , —CH 2 CH(OH)CH 2 OH, CH 2 CH(OH)CH 2 OC 6 H 5 , (CH 2 CH 2 O) q CH 3 , (CH 2 CH 2 O) q H, (CH 2 CH 2 O) q C 6 H 5 , or CH 2 CH 2 N(—C(O)CH 2 CH 2 CH 2 —); and the other of Y and Y 1 =—H, —(CH 2 ) p H, —CHC(CH 3 ) 2 , (CH 2 CH 2 O) q C 6 H 5 , (CH 2 ) t C 6 H 5 , or (CH 2 ) t OC 6 H 5 ; p=1-18; q=1-230; t=0-6; R 4 ═CH 3 OC(O)CH(CH 3 )—, CH 3 OC(O)C(CH 3 ) 2 —, HOCH 2 CH 2 OC(O)C(CH 3 ) 2 —, (CH 2 ═C(R 3 )CO 2 CH 2 CH 2 OC(O)C(CH 3 ) 2 —, CH 3 CH 2 OC(O)CH(CH 3 )—, CH 3 CH 2 OC(O)C(CH 3 ) 2 —, CH 3 OC(O)CH(CH 2 CH 3 )—, CH 3 CH 2 OC(O)CH(CH 2 CH 3 )—, CH 2 ═CHCH 2 OC(O)C(CH 3 ) 2 —, CH 3 CH 2 OC(O)CH(CH 2 CH 2 CH 3 )—, CH 3 OC(O)CH(CH 2 CH 2 CH 2 CH 3 )—, [CH 3 OC(O)] 2 CH—, [CH 3 CH 2 OC(O)] 2 CH—, [CH 3 CH 2 OC(O)] 2 C(CH 3 )—, CH 3 CH 2 OC(O)CH(CH 2 CH 2 CH 2 CH 3 )—, (CH 3 ) 3 COC(O)C(CH 3 ) 2 —, CH 3 CH 2 OC(O)CH 2 CH 3 (CH 2 CH 2 CH 2 CH 3 )—, CH 3 CH 2 OC(O)CH(CH 2 CH 2 CH 2 CH 2 CH 3 )—, CH 3 CH 2 OC(O)CH(CH 2 CH 2 CH 2 CH 2 CH 2 CH 3 )—, provided that in the case of formula [3e], R 4 is selected from the group consisting of (CH 2 ═C(R 3 )CO 2 CH 2 CH 2 OC(O)C(CH 3 ) 2 —, and CH 2 ═CHCH 2 OC(O)C(CH 3 ) 2 —, or g, g′ independently=1-12; and L=H, Cl, Br, —CH 2 C(O)CH 3 , CH 2 C(O)C(CH 3 ) 3 , —CH 2 C(O)C 6 H 5 , —CH 2 C(O)C 6 H 4 OH, —CH 2 C(O)C 6 H 4 OCH 3 , or CH 2 CH═CH 2 .