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US 8,980,972 B2Granted
Polymerisable material
AssigneeVertellus Specialties Inc.
InventorMichael Driver
Life of this patent
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Abstract
Polymerisable material which comprises a polymerisable group, a siloxane group-containing component and a zwitterionic group is described. The polymerisable material may be used to produce polymers and articles, in particular contact lenses.
Claims31
A polymerisable material of formula (I) or (II):
- (X—Y1)m—W(Y2—Z)n (I)
- [(X)m—Y3(Z)p]v—W—R1 (II)
- wherein
- X is a polymerisable group;
- Y1 and Y2 are each independently a linker group selected from the group consisting of a bond, C1-12 alkylene, C2-12 alkenylene, C2-12 alkynylene, C3-12 cycloalkylene, C3-12 cycloalkenylene, C2-12 heteroalkenylene, C2-12 heteroalkynylene, arylene, heteroarylene, —C(O)—C1-12 alkylene, —C(S)—C1-12 alkylene, —C(O)O—C1-12 alkylene, —C(O)S—C1-12 alkylene, —C(O)N(RM)—C1-12 alkylene, —C(S)—C1-12 alkylene, —C(S)O—C1-12 alkylene, —C(S)S—C1-12 alkylene, —C(S)N(RM)—C1-12 alkylene, —(CH2)q(OCH2CH2)r— and —(CH2CH2O)r(CH2)q—, wherein RM is hydrogen or C1-4 alkyl, q is an integer from 1 to 10, r is an integer from 1 to 10, wherein one or more carbon atoms in the C1-12 alkylene group may be optionally replaced with a heteroatom selected from the group consisting of S and O and the alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene, heteroalkenylene, heteroalkynylene, arylene and heteroarylene groups may be optionally substituted with one or more RN, wherein each RN is independently selected from the group consisting of —H, —OH, —CN, —NO2, —CF3, —OCF3, —CO2H, —NH2, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, —O(C1-C10 alkyl), —O(C2-C10 alkenyl), —O(C2-C10 alkynyl), halogen, —C(O)H, —C(O)—(C1-C10 alkyl), —C(O)—O(C1-C10 alkyl), —NH(C1-C10 alkyl), —N(C1-C10 alkyl)2, —C(O)—NH(C1-C10 alkyl), —C(O)—N(C1-C10 alkyl)2, —NH—C(O)—(C1-C10 alkyl), —NH(C1-C10 alkyl)-C(O)—(C1-C10 alkyl), —NH—S(O)2—(C1-C10 alkyl), —NH—(C1-C10 alkyl)-S(O)2—(C1-C10 alkyl), —(C0-C10)—SH, —S(O)—(C1-C10 alkyl), —S(O)2—(C1-C10 alkyl), —S(O)2—NH2, —S(O)2—NH—(C1-C10 alkyl), —S(O)2—N(C1-C10 alkyl)2and ═O;
- Y3is a linker group;
- R1is a C1-12 alkyl group, optionally substituted with one or more RN;
- W is a siloxane group-containing component;
- Z is a zwitterionic group;
- m is an integer from 1 to 10;
- n is an integer from 1 to 3;
- p is an integer from 1 to 3;
- v is an integer from 1 to 3:
- wherein W is a siloxane group of formula
- wherein each R is independently selected from hydrogen or a C1-12 alkylene, C2-12 alkenylene, C2-12 alkynylene, C3-12 cycloalkylene, C3-12 cycloalkenylene, C1-12 heteroalkylene, C2-12 heteroalkenylene, C2-12 heteroalkynylene, arylene, heteroarylene group, optionally substituted with one or more RN, wherein each RN is independently selected from the group consisting of -H, -OH, -CN, -NO2, -CF3, -OCF3, -CO2 H, -NH2, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, -O(C1-C10 alkyl), -O(C2-C10 alkenyl), halogen, -C(O)H, -C(O) -(C1-10 alkyl), -C(O)-O(C1-C10 alkyl), -NH(C1-C10 alkyl), -N(C1-C10 alkyl)2, -C(O)-NH(C1-C10 alkyl), -C(O)-N(C1-C10 alkyl)2, -NH-C(O)-(C1-C10 alkyl), -NH(C1-C10 alkyl)-C(O)-(C1-C10 alkyl), -NH-S(O)2-(C1-C10 alkyl), -NH-(C1-C10 alkyl)-S(O)2-(C1-C10 alkyl), -(C0-C10)-SH, -S(O)-(C1-C10 alkyl), -S(O)2-(C1-C10 alkyl), -S(O)2-NH2, -S(O)2-NH-(C1-C10 alkyl), -S(O)2-N(C1-C10 alkyl)2 and =O;
- and w, w3, w4,w5,w6,w7,w8, and w9, are each independently an integer in the range from 1 to 500.
13 more elements
A polymerisable material having the structure:
- wherein “OPC” is a zwitterionic group of formula (IVB),
- wherein each R4A is independently selected from hydrogen and C1-4alkyl;
- all R4 groups are methyl;
- b is 2;
- and w is from 0 to 15.
2 more elements
Dependencies are inferred from the claim text.