Ionically modified silicones, compositions, and medical devices formed therefrom

A silicone compound of the Formula (I):

• where R1 is chosen from a chemical bond or a divalent group comprising 1 to 16 carbon atoms optionally containing a heteroatom chosen from oxygen, sulfur, or nitrogen;
• R2 is a linear, branched, cyclic, or cage like siloxanyl moiety, or silane moiety having the general structure (a)
• X1 is independently selected from linear or branched alkyl group containing 1-16 carbon atoms, trimethoxy silyl, trimethylsilyloxy, —O[Si(CH3)2O—]n wherein n is an integer chosen from 1 to 9, (CH3)3Si(CH2)oCH2— wherein o is an integer from 0-3, (CH3)3SiCH2CH2Si(CH3)2O—, or (CH3)3Si(CH2CH2Si(CH3)2O)s— wherein s is an integer chosen from 0-200;
• X2 is independently selected from a linear or branched alkyl group containing 1-16 carbon atoms, trimethoxy silyl, trimethylsilyloxy, —O[Si(CH3)2O—]n wherein n is an integer chosen from 1 to 9, (CH3)3Si(CH2)oCH2— wherein o is an integer from 0-3, (CH3)3SiCH2CH2Si(CH3)2O—, or (CH3)3Si(CH2CH2Si(CH3)2O)z— wherein z is an integer chosen from 0-200, or —[OSi(CH3)2]mG1, wherein G1 is (CH3)3SiO— and m is an integer from 0 to 400, or a reactive or non-reactive silicone group with the general Formula (b1) or (b2):
• where 1 is an integer chosen from 0-200;
• and p in Formula (a) is 0 when X2 is of the Formula (b1) or (b2);
• X3 and X5 are independently chosen from a C1-C6 alkyl, trimethylsiloxy, (CH3)3SiCH2CH2—, (CH3)3SiCH2CH2Si(CH3)2O—, and —OSi(CH3)2, with the provisos that (i) when X1 or X6 is —O[Si(CH3)2O—]n, then X3 and X5, repectively, is —OSi(CH3)2 and X1 forms a chemical bond with the X3 and X5 forms a chemical bond with X6 correspondingly form a divalent —X1—X3—or X5-X6- group, which is bonded to the silicon atom to form a cyclic polysiloxane ring, and (ii) when X3 and/or X5 is —OSi(CH3)2, then X1 and/or X6 is —O[Si(CH3)2O—]n, and X1 forms a chemical bond with the X3 and/or X5 forms a chemical bond with X6 form a divalent —X1-X3— or X5--X6— group, which is bonded to the silicon atom to form a cyclic polysiloxane ring;
• where, X1, X2, X3 optionally can each be —O[Si(R7)O—]n, and interconnected to form a polysilsesquioxane ring as described in formula (b3) and R7 is independently chosen from a linear or branched alkyl or aralkyl group;
• X6, X7, X8 are independently chosen from a linear or branched alkyl group containing 1-16 carbon atoms, alkoxy, trimethylsilyloxy, or —O[Si(CH3)2O—]n, wherein n is an integer chosen from 1 to 9, and wherein X6 and X7, X7 and X8, or X6 and X8 may form a ring;
• X4 is an optional connecting group selected independently from dimethylsiloxy, —O[Si(CH3)2O—], or —CH2CH2 (CH3)2SiO-moiety;
• p is an integer chosen from 0-10;
• G is a bridging unit selected from a linear or branched alkyl group or a carbocyclic group optionally contains hetero atoms;
• A is a heteroatom;
• I is a zwitterionic moiety;
• and
• Z is a polymerizable group having the general Formula (c):
• wherein R14, R15, and R16 are independently chosen from hydrogen or monovalent hydrocarbon radical with 1-5 carbon atoms;
• and F is a linker group chosen from aliphatic, cycloaliphatic, or aromatic hydrocarbon radical having 1-16 carbon atoms and optionally containing a heteroatom.