# US 9,517,290 B2 · Polymers for intraocular lenses

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 9,517,290 B2
- Document ID: US9517290B2
- Status: Granted
- Kind: B2
- Application number: 14/486,962
- Filed: 2014-09-15
- Published: 2015-03-05
- Granted: 2016-12-13
- Earliest claimed: 2005-04-13
- Assignees: Benz Research and Development Corporation
- Applicants: Benz Research and Development Corporation
- Inventors: Patrick H. Benz; Jose A. Ors
- Web page: https://patentgrep.com/patent/US9517290B2

## CPC

- C08F 220/281: {and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate}
- A61F 2/16: Intraocular lenses
- A61L 27/00: Materials for {grafts or} prostheses or for coating {grafts or} prostheses (dental prostheses A61C13/00; shape or structure of prostheses A61F2/00; use of preparations for artificial teeth A61K6/80; artificial kidneys A61M1/14)
- A61L 27/16: obtained by reactions only involving carbon-to-carbon unsaturated bonds
- B29D 11/023: {Implants for natural eyes}
- C08F 22/14: Esters having no free carboxylic acid groups
- A61L 2430/16: for reconstruction of eye parts, e.g. intraocular lens, cornea
- C08F 222/102: {of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate}
- C08F 222/103: {of trialcohols, e.g. trimethylolpropane tri(meth)acrylate}
- G02B 1/041: {Lenses}
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- A61F: FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS (dental prosthetics A61C)
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

The present invention provides optic portions, intraocular lenses, and polymers for use in manufacturing optic portions and intraocular lenses. The optic portions include a polymer that comprises (a) one or more alkoxyalkyl methacrylate monomers and/or one or more alkoxyalkyl acrylate monomers that are incorporated in the polymer; (b) one or more hydroxyalkyl methacrylate monomers and/or one or more hydroxyalkyl acrylate monomers that are incorporated in the polymer; and (c) optionally, one or more crosslinking agents that are incorporated in the polymer.

## Claims

### Claim 1

A method of making an intraocular lens or intraocular lens blank comprising:
(a) polymerizing a mixture comprising:
(1) one or more alkoxyalkyl methacrylate monomers and/or one or more alkoxyalkyl acrylate monomers that are incorporated in the polymer;
(2) one or more hydroxyalkyl methacrylate monomers and/or one or more hydroxyalkyl acrylate monomers that are incorporated in the polymer; and
(3) one or more crosslinking agents that are incorporated in the polymer,
(b) forming an optic portion for an intraocular lens or an intraocular lens blank from the copolymer,
wherein:
the total combined weight of the one or more alkoxyalkyl methacrylate monomers and the one or more alkoxyalkyl acrylate monomers ranges from 75 percent to 99 percent based on the total weight of the polymer when dry,
the total combined weight of the one or more hydroxyalkyl methacrylate monomers and the one or more hydroxyalkyl acrylate monomers ranges from 1 percent to 25 percent based on the total weight of the polymer when dry,
the polymerization step is performed without a solvent, and
the polymer of the optic portion has a glass transition temperature below 35° C.

### Claim 2 (depends on 1)

The method of claim 1, wherein the one or more alkoxyalkyl methacrylate monomers have the formula R1—O—R2-MA, and the one or more alkoxyalkyl acrylate monomers have the formula, R3—O—R4-A, wherein MA is methacrylate, A is acrylate, and R1, R2, R3, and R4 are independently selected from alkyl groups having from 1 to 5 carbon atoms.

### Claim 3 (depends on 1)

The method of claim 1, wherein the one or more hydroxyalkyl methacrylate monomers have the formula HO—R5-MA, and the one or more hydroxyalkyl acrylate monomers have the formula, HO—R6-A, wherein MA is methacrylate, A is acrylate, and R5 and R6 are independently selected from alkyl groups having from 1 to 4 carbon atoms.

### Claim 4 (depends on 1)

The method of claim 1, wherein the one or more alkoxyalkyl methacrylate monomers comprises ethoxyethyl methacrylate.

### Claim 5 (depends on 1)

The method of claim 1, wherein the one or more hydroxyalkyl methacrylate monomers comprises 2-hydroxyethyl methacrylate.

### Claim 6 (depends on 1)

The method of claim 1, wherein the mixture in step (a) further comprises one or more ultraviolet absorbing compounds and/or one or more ultraviolet absorbing monomers.

### Claim 7 (depends on 1)

The method of claim 1, wherein the one or more crosslinking agents comprises a di-functional methacrylate and/or di-functional acrylate crosslinking agent and a tri-functional methacrylate and/or multifunctional acrylate crosslinking agent.

### Claim 8 (depends on 4)

The method of claim 4, wherein the total weight of the ethoxyethyl methacrylate ranges from 80 percent to 98 percent based on the total weight of the polymer when dry.

### Claim 9 (depends on 5)

The method of claim 5, wherein the total weight of the 2-hydroxyethyl methacrylate ranges from 1 percent to 20 percent based on the total weight of the polymer when dry.

### Claim 10 (depends on 1)

The method of claim 1, wherein the resulting polymer has a glass transition temperature of from about −5° C. to about 15° C.

### Claim 11 (depends on 1)

The method of claim 1, wherein the mixture is polymerized in a mold.

### Claim 12 (depends on 1)

The method of claim 1, wherein step (b) further comprises cutting, milling or both cutting and milling an intraocular lens blank into the optic portion.

### Claim 13 (depends on 1)

The method of claim 1, wherein the mixture further comprises one or more initiators.