IP Library Granted Patent US 8,222,360
Granted Patent B2
US 8,222,360 · App. 12/574,498 · Granted Jul 17, 2012

Copolymers for intraocular lens systems

Assignee: Visiogen, Inc.
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Quick Facts
Patent No.
US 8,222,360
App. No.
12/574,498
Granted
Jul 17, 2012
Kind
B2
Abstract

Some embodiments provide a copolymer comprising: an acrylate recurring unit and an optionally substituted vinylaryl recurring unit, wherein a portion of at least one of the recurring units comprises a vinyldialkylsiloxy pendant group. The copolymers may be useful as soft acrylic haptics for intraocular lenses. Some embodiments further relate to intraocular lenses having a hydrophobic soft acrylic optic and a silicone haptic, such as a dual optic accommodative lens a having hydrophobic soft acrylic anterior and posterior optic bodies and a silicone haptic. Related copolymeric composite materials as well as additional embodiments of intraocular lenses, are also described herein.

Claims (69)

1. A copolymer comprising:

an acrylate recurring unit; and

an optionally substituted vinylaryl recurring unit;

wherein a portion of at least one of the recurring units comprises a vinyldialkylsiloxy pendant group, and further wherein the copolymer is prepared by a process comprising reacting

monomer 1a, monomer 2, and monomer 3a; and

monomer 4 or monomer 5a;

wherein monomer 1a represents about 20% to about 70% of the total weight of all monomers present in the process and is represented by a formula:

monomer 2 represents about 10% to about 40% of the total weight of all monomers present in the process and is represented by a formula:

monomer 3a represents about 5% to about 40% of the total weight of all monomers present in the process and is represented by a formula:

monomer 4 is represented by a formula:

and

monomer 5a represents about 1% to about 20% of the total weight of all monomers present in the process and is represented by a formula:

and

R 1 and R 2 are independently C 1-12 alkyl or optionally substituted phenyl;

X is C 1-4 alkyl;

Y 1 , Y 2 , and Y 3 are independently H or C 1-4 alkyl;

Ph 1 and Ph 2 are independently optionally substituted phenyl;

each R 3 and each R 4 is independently C 1-4 alkyl or

and

each R 5 and each R 6 is independently C 1-4 alkyl;

R 7 is a covalent bond or C 1-6 alkyl; and

R 8 is C 1-6 alkyl.

2. The copolymer of claim 1 , comprising the following recurring units:

wherein R a is optionally substituted C 1-12 alkyl, -Ph a , —O-Ph a , —R b -Ph a , or —R b —O-Ph a , wherein Ph a is optionally substituted phenyl, and R b is optionally substituted C 1-4 alkyl;

X o is H or C 1-4 alkyl;

Y 1 , Y 2 , and Y 3 are independently H or C 1-4 alkyl;

Ar 1 and Ar 2 independently an optionally substituted aromatic group or an optionally substituted heteroaromatic group;

each R 3 and each R 4 is independently C 1-4 alkyl or

each R 5 and each R 6 is independently C 1-4 alkyl;

R 7 is a covalent bond or C 1-6 alkyl; and

R 8 is C 1-6 alkyl.

3. The copolymer of claim 2 , comprising the following recurring units:

wherein R 1 and R 2 are independently C 1-12 alkyl or optionally substituted phenyl;

X is C 1-4 alkyl; and

Ph 1 and Ph 2 are independently optionally substituted phenyl.

4. A copolymer comprising:

an acrylate recurring unit; and

an optionally substituted vinylaryl recurring unit;

wherein a portion of at least one of the recurring units comprises a vinyldialkylsiloxy pendant group, wherein the copolymer comprises the following recurring units:

R 1 and R 2 are independently C 1-12 alkyl or optionally substituted phenyl;

X is C 1-4 alkyl;

Y 1 , Y 2 , and Y 3 are independently H or C 1-4 alkyl;

Ph 1 and Ph 2 are independently optionally substituted phenyl;

each R 3 and each R 4 is independently C 1-4 alkyl or

each R 5 and each R 6 is independently C 1-4 alkyl;

R 7 is a covalent bond or C 1-6 alkyl; and

R 8 is C 1-6 alkyl.

5. A copolymer comprising:

an acrylate recurring unit; and

an optionally substituted vinylaryl recurring unit;

wherein a portion of at least one of the recurring units comprises a vinyldialkylsiloxy pendant group, wherein the copolymer is prepared by a process comprising:

reacting:

monomer 1a, monomer 2, and monomer 3a; and

monomer 4 or monomer 5 a;

wherein monomer 1a is represented by a formula:

monomer 2, is represented by a formula:

monomer 3a is represented by a formula:

monomer 4 is represented by a formula:

and

monomer 5 a represented by a formula:

and

R 1 and R 2 are independently C 1-6 alkyl;

X is methyl or ethyl;

Y 1 , Y 2 , and Y 3 are independently hydrogen or methyl;

Ph 1 and Ph 2 are unsubstituted phenyl;

each R 3 and each R 4 is independently vinyldimethylsiloxy or methyl;

each R 5 and each R 6 is independently methyl or ethyl;

R 7 is —CH 2 —, or —CH 2 CH 2 —; and

R 8 is —(CH 2 ) 3 —or —(CH 2 ) 4 —.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2020
From: VISIOGEN, INC.
To: LILLY MING INTERNATIONAL, INC.
Reel/Frame 051541/0651 →
RE-RECORD TO CORRECT REVEIVING PARTY'S NAME ON REEL 023702 FRAME 0271. Recorded Dec 30, 2009
From: LIAO, XIUGAO
To: VISIOGEN, INC.
Reel/Frame 023726/0160 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2009
From: LIAO, XIUGAO
To: VISOGEN, INC.
Reel/Frame 023702/0271 →
Continuity (2)
Provisional Application 61152496 · Feb 13, 2009
Related Publication 20100211170A1 · Aug 19, 2010