US 2023/0084690 A1Published application

Compounds for optically active devices

AssigneeMerck Patent GmbH

InventorStefan GERSTENECKER

Life of this patent

Estimating the term…

Abstract

The present invention relates to novel ophthalmic devices comprising polymerized compounds comprising a photoactive unit, said polymerized compounds, and special monomer compounds being particularly suitable for compositions and ophthalmic devices.

Claims18

Dependent claims

An ophthalmic device or a precursor article for an ophthalmic device comprising at least one polymerized compound of formula (I)

wherein
A is the same or different at each instance and is CH2, CHR0 or C(R0)2;
m is 0, 1, 2 or 3;
Y is independently of each other O, S, SO2, or a bond;
n is 0 or 1;
m1 is 0 or 1;
n+m1 is 1;
n1 is 0, 1, 2, 3 or 4;
R0 is at each occurrence independently selected from the group consisting of F, a linear or branched alkyl group having 1 to 4 C atoms and a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
R′ is at each occurrence independently selected from the group consisting of F, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated, partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R1 is a trialkoxysilyl group or a dialkoxyalkylsilyl group where the alkyl and/or alkoxy groups are each independently linear or branched having 1 to 6 C atoms, or a silyl group of formula (1), (2) or (3) or a polymerizable group of formula (4),
where alkyl means at each occurrence independently of each other a linear or branched alkyl group having 1 to 6 C atoms and the asterisk “*” denotes at each occurrence independently of each other a linkage to the linker [—R2—Y]n or [Y—R2—]m1;
and wherein
X11 is selected from the group consisting of O, S, O—SO2, SO2—O, C(═O), OC(═O), C(═O)O, S(C═O) and (C═O)S,
R10, R11, R12 are at each occurrence independently of each other selected from the group consisting of H, F, a linear or branched, non-fluorinated, partially or completely fluorinated alkyl group having 1 to 20 C atoms and aryl with 6 to 14 C atoms and c is 0 or 1;
—R2— is —(C(R)2)o—, or —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)t—(C(R)2)u—;
R is at each occurrence independently selected from the group consisting of H, F, a linear or branched alkyl group having 1 to 4 C atoms or a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
o is selected from the group consisting of 0 to 20,
X8, X9, X10 are at each occurrence independently O, S, SO2, or NR0,
s, t is 0 or 1,
p, q are at each occurrence independently selected from the group consisting of 1 to 10,
r, u are at each occurrence independently selected from the group consisting of 0 to 10, wherein the overall number of atoms for —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)—(C(R)2)u— is up to 20 atoms,
R3, R4, R5, R6, R7, R8 are at each occurrence independently selected from the group consisting of H, F, Cl, Br, CN, SO2CF3, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated and partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R9 is H or R′ in case m1 is 0 and
R9 is R1 in case m1 is 1.

22 more elements

Compounds of formula (I)

wherein
A is the same or different at each instance and is CH2, CHR0 or C(R0)2;
m is 0, 1, 2 or 3;
Y is independently of each other O, S, SO2, or a bond;
n is 0 or 1;
m1 is 0 or 1;
n+m1 is 1;
n1 is 0, 1, 2, 3 or 4;
R0 is at each occurrence independently selected from the group consisting of F, a linear or branched alkyl group having 1 to 4 C atoms and a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
R′ is at each occurrence independently selected from the group consisting of F, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated, partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R1 is a trialkoxysilyl group or a dialkoxyalkylsilyl group where the alkyl and/or alkoxy groups are each independently linear or branched having 1 to 6 C atoms, or a silyl group of formula (1), (2) or (3) or a polymerizable group of formula (4),
where alkyl means at each occurrence independently of each other a linear or branched alkyl group having 1 to 6 C atoms and the asterisk “*” denotes at each occurrence independently of each other a linkage to the linker [—R2—Y]n or [Y—R2—]m1;
and wherein
X11 is selected from the group consisting of O, S, O—SO2, SO2—O, C(═O), OC(═O), C(═O)O, S(C═O) and (C═O)S,
R10, R11, R12 are at each occurrence independently of each other selected from the group consisting of H, F, a linear or branched, non-fluorinated, partially or completely fluorinated alkyl group having 1 to 20 C atoms and aryl with 6 to 14 C atoms and
c is 0 or 1;
—R2— is —(C(R)2)o—, or —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)t—(C(R)2)u—;
R is at each occurrence independently selected from the group consisting of H, F, a linear or branched alkyl group having 1 to 4 C atoms or a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
o is selected from the group consisting of 0 to 20;
X8, X9, X10 are at each occurrence independently O, S, SO2, or NR0;
s, t is 0 or 1;
p, q are at each occurrence independently selected from the group consisting of 1 to 10;
r, u are at each occurrence independently selected from the group consisting of 0 to 10, wherein the overall number of atoms for —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)t(C(R)2)u is up to 20 atoms;
R3, R4, R5, R6, R7, R8 are at each occurrence independently selected from the group consisting of H, F, Cl, Br, CN, SO2CF3, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated and partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R9 is H or R′ in case m1 is 0 and
R9 is R1 in case m1 is 1,
provided that in case of m is 0, m1 is 1 and Y is a bond, o is selected from the group consisting of 3 to 20, and
provided that in case of m is 0 and m1 is 1, two substituents from the group of R3, R4 and R5 are not simultaneously F, and
provided that in case of m is 0, m1 is 1 and Y is a bond or 0, R′ is on each occurrence not F;
and
provided that in case of m is 0, R6 and R7 are on each occurrence not a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms;
and
provided that in case of m is 1, n is 1 and Y is a bond, o is selected from 1 to 20;
and
provided that in case of m is 2, m1 is 1 and Y is a bond, o is selected from the group consisting of 3 to 20;
and
provided that in case of m is 2, m1 is 1 and Y is 0, o is selected from the group consisting of 1 to 20;
and
provided that in case of m is 2, n is 1 and Y is a bond, o is selected from the group consisting of 3 to 20;
and
provided that in case of m is 2, n is 1 and Y is 0, o is selected from the group consisting of 1 to 20.

38 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/603,882Filed 17 Apr 2020
Priority: EP 19170336.218 Apr 2019
Published: 16 Mar 2023
Term ends: Not estimatedThe source records don’t support an estimate.

Classification46 codes

C07F 7/1804
Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages: compounds having Si-O-C linkages
C08F 212/32
Monomers containing only one unsaturated aliphatic radical: containing two or more rings
A61L 27/26
Macromolecular materials: mixtures of macromolecular compounds
A61L 27/50
Materials for grafts or prostheses or for coating grafts or prostheses: materials characterised by their function or physical properties , e.g.…

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Abstract

An ophthalmic device or a precursor article for an ophthalmic device comprising at least one polymerized compound of formula (I)

wherein
A is the same or different at each instance and is CH2, CHR0 or C(R0)2;
m is 0, 1, 2 or 3;
Y is independently of each other O, S, SO2, or a bond;
n is 0 or 1;
m1 is 0 or 1;
n+m1 is 1;
n1 is 0, 1, 2, 3 or 4;
R0 is at each occurrence independently selected from the group consisting of F, a linear or branched alkyl group having 1 to 4 C atoms and a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
R′ is at each occurrence independently selected from the group consisting of F, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated, partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R1 is a trialkoxysilyl group or a dialkoxyalkylsilyl group where the alkyl and/or alkoxy groups are each independently linear or branched having 1 to 6 C atoms, or a silyl group of formula (1), (2) or (3) or a polymerizable group of formula (4),
where alkyl means at each occurrence independently of each other a linear or branched alkyl group having 1 to 6 C atoms and the asterisk “*” denotes at each occurrence independently of each other a linkage to the linker [—R2—Y]n or [Y—R2—]m1;
and wherein
X11 is selected from the group consisting of O, S, O—SO2, SO2—O, C(═O), OC(═O), C(═O)O, S(C═O) and (C═O)S,
R10, R11, R12 are at each occurrence independently of each other selected from the group consisting of H, F, a linear or branched, non-fluorinated, partially or completely fluorinated alkyl group having 1 to 20 C atoms and aryl with 6 to 14 C atoms and c is 0 or 1;
—R2— is —(C(R)2)o—, or —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)t—(C(R)2)u—;
R is at each occurrence independently selected from the group consisting of H, F, a linear or branched alkyl group having 1 to 4 C atoms or a linear or branched partially or fully fluorinated alkyl group having 1 to 4 C atoms;
o is selected from the group consisting of 0 to 20,
X8, X9, X10 are at each occurrence independently O, S, SO2, or NR0,
s, t is 0 or 1,
p, q are at each occurrence independently selected from the group consisting of 1 to 10,
r, u are at each occurrence independently selected from the group consisting of 0 to 10, wherein the overall number of atoms for —(C(R)2)p—X8—(C(R)2)q—(X9)s—(C(R)2)r—(X10)—(C(R)2)u— is up to 20 atoms,
R3, R4, R5, R6, R7, R8 are at each occurrence independently selected from the group consisting of H, F, Cl, Br, CN, SO2CF3, a linear or branched, non-halogenated, partially or completely halogenated alkyl group having 1 to 20 C atoms, a non-halogenated, partially or completely halogenated cycloalkyl group having 3 to 6 C atoms, a linear or branched, non-halogenated, partially or completely halogenated alkoxy group having 1 to 20 C atoms and a linear or branched, non-halogenated and partially or completely halogenated thioalkyl group having 1 to 20 C atoms;
R9 is H or R′ in case m1 is 0 and
R9 is R1 in case m1 is 1.

22 more elements

Facts

Application

17/603,882Filed 17 Apr 2020

Priority

EP 19170336.218 Apr 2019

Published

16 Mar 2023

Term ends

Not estimatedThe source records don’t support an estimate.

Classification46 codes

C07F 7/1804
Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages: compounds having Si-O-C linkages
C08F 212/32
Monomers containing only one unsaturated aliphatic radical: containing two or more rings
A61L 27/26
Macromolecular materials: mixtures of macromolecular compounds
A61L 27/50
Materials for grafts or prostheses or for coating grafts or prostheses: materials characterised by their function or physical properties , e.g.…