Polymerizable chain-extended polysiloxanes with pendant hydrophilic groups
AssigneeNovartis AG
InventorsFrank Chang, Jinyu Huang, Laura Ann Sanders
Life of this patent
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Abstract
The invention provide a class of chain-extended polysiloxane crosslinkers which comprises (1) at least two polysiloxane segments, wherein each pair of adjacent polysiloxane segments is linked by one divalent organic radical which includes at least one pendant hydrophilic group (hydroxyl and/or carboxyl groups) or at least one dangling hydrophilic polymer chain and a di-thioether linkage —S-DR-S— in which DR is a divalent organic radical; and (2) two terminal ethylenically unsaturated groups. The present invention is also related to a polymer comprising crosslinking units derived from chain-extended polysiloxane crosslinker of the invention and to ophthalmic lenses comprising such a polymer.
Claims11
A chain-extended polysiloxane crosslinker, being represented by formula (I)
- in which:
- ν and ω independent of each other are an integer of from 0 to 20 provided that (ν+ω) is an integer of 1 to 20,
- D1, D2 and D3 independently of each other are a divalent group of formula (II)
- in which A1 and A2 independent of each other are a direct bond, a linear or branched C1-C10 alkylene divalent radical, —(CH(R″)CH2O)r3—CH(R″)CH2— in which R″ is H or methyl and r3 is an integer of 1 to 20, or a C1-C7 alkyleneoxy C1-C7 alkylene divalent radical, and R1, R2, R3, R4, R5, R6, R7, and R8, independently of C1-C4 alkyl-substituted phenyl, C1-C4-alkoxy-substituted phenyl, fluoro(C1-C18-alkyl), or -alk-(OCH2CH2)n—OR9— radical, R9 is C1-C6 alkyl and n is an integer from 1 to 20, m and p independently of each other are an integer of from 0 to 150 and (m+p) is from 1 to 150;
- G1, G2, G3, G4, G5, and G6 independent of each other are a direct bond or a divalent radical of formula (III)
- L1 and L2 independent of each other are a direct bond or a divalent radical of formula (IV)
- X1, X2, and X3 independent of each other are a linkage selected from the group consisting of a direct bond, —O—, —NR′—, —S—, —C(O)—NR′—, —NR″—C(O)—, —O—C(O)—NH—, —C(O)—O—, —O—C(O)—, —NH—C(O)—O—, —NR′—C(O)—NH—, and —NH—C(O)—NR′—, in which R′ is H or C1-C8 alkyl;
- r1, r2, q1, q2, q3, and q4 independent of one another are an integer of 0 or 1;
- Y1 and Y2 independent of each other are a direct bond, —O— or —NR′— with R′ as defined above;
- Z1, Z2, Z3, Z4, Z5, Z6, and BG independent of each other are a direct bond, a linear or branched C1-C12 alkylene divalent radical, a linear or branched C3-C7 alkylene divalent radical having at least one hydroxyl or carboxyl group or —OC(O)(CH2)t1COOH in which t1 is an integer of 2 to 4, a C1-C7 alkyleneoxy C1-C7 alkylene divalent radical, a divalent radical of —[CH2CH(T)CH2O]r4—[CH(R″)CH2O]r3—[CH2CH(T)CH2]r5— in which R″ and r3 are as defined above, T is a hydroxyl or carboxyl group, and r4 and r5 independent of each other are 0 or 1, an unsubstituted phenylene divalent radical, C1-C4 alkyl substituted phenylene divalent radical, C1-C4 alkoxy substituted phenylene divalent radical, C7-C12 aralkylene divalent radical, a C5-C45 cycloaliphatic divalent radical, a C5-C45 aliphatic-cycloaliphatic divalent radical, a C6-C24 aromatic divalent radical, a C6-C24 araliphatic divalent radical, or combinations thereof;
- R10, R11, R12, R13, R14, R15, R16, R17, R18, and R19 independent of each other are hydrogen or C1-C4 alkyl;
- provided that BG and/or at least one of G2, G3, G4, and G5 comprises at least one hydroxyl or carboxyl group or at least one radical of —OC(O)(CH2)t1COOH with t1 as defined above.
Dependencies are inferred from the claim text.