# US 10,502,867 B2 · Polymers and nanogel materials and methods for making and using the same

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

- Number: US 10,502,867 B2
- Document ID: US10502867B2
- Status: Granted
- Kind: B2
- Application number: 16/053,865
- Filed: 2018-08-03
- Published: 2018-11-29
- Granted: 2019-12-10
- Earliest claimed: 2012-05-25
- Assignees: Johnson & Johnson Vision Care, Inc.
- Applicants: Johnson & Johnson Vision Care, Inc.
- Inventors: Charles W. Scales; Kevin P. McCabe; Brent Matthew Healy
- Web page: https://patentgrep.com/patent/US10502867B2

## CPC

- G02B 1/043: {Contact lenses}
- B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites
- C08F 293/005: {using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent}
- C08J 7/00: Chemical treatment or coating of shaped articles made of macromolecular substances (coating with metallic material C23C; electrolytic deposition of metals C25)
- C08L 53/00: Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

Provided are compositions comprising a block copolymer of the following formula: [A]-B-[Q], wherein [A] is a polymer that has an affinity for a substrate; B is a linking group comprising an optionally-substituted, polyvalent linking group having a molecular weight of no more than 1000 g/mole; and [Q] comprises a semi-crosslinked, ungelled polymer derived from copolymerization of an ethylenically unsaturated monomer with a poly-functional ethylenically unsaturated monomer. Such block copolymers are cross-linked via the [Q] segment, but not macroscopically gelled. The [Q] segment is hydrophilic and has a degree of polymerization in the range of about 10 to about 10,000. The [A] segment is located on at least one terminal end of said block copolymer, comprises between about 1 and about 200 repeating units. The block copolymer is associated, via the linear substrate associative segment with a surface comprising at least one hydrophobic site, such as a silicone hydrogel. The polymers may be incorporated into a formulation from which the silicone hydrogel is made or may be contacted with the silicone hydrogel post-formation.

## Claims

### Claim 1

An ophthalmic device comprising a silicone-containing polymer substrate and an amphiphilic nanogel material, the amphiphilic nanogel material comprising at least one stable, block copolymer that is cross-linked but not macroscopically gelled comprising in said block copolymer's backbone, a hydrophilic segment that has a degree of polymerization in the range of about 10 to about 10,000, and a linear substrate associative segment on at least one terminal end of said block copolymer, wherein said linear substrate associative segment comprises between about 1 and about 200 siloxy units, wherein said block copolymer is associated, via the linear substrate associative segment with a surface comprising at least one hydrophobic site and provides said ophthalmic device with a reduction in lipid uptake compared to the silicone-containing polymer of at least about 20%.

### Claim 2 (depends on 1)

The ophthalmic device of claim 1 wherein said lipid uptake is less than about 12 μg/lens.

### Claim 3 (depends on 2)

The ophthalmic device of claim 2 wherein said lipid uptake is about 10 μg/lens or less.

### Claim 4 (depends on 1)

The ophthalmic device of claim 1 wherein said hydrophilic segment has a cross-linker to primary chain molar ratio in the range of about 0.01 to about 1.5.

### Claim 5 (depends on 1)

The ophthalmic device of claim 1 wherein said at least one stable block copolymer comprises 6 to 60 siloxy repeat units.

### Claim 6 (depends on 1)

The ophthalmic device of claim 1 wherein said hydrophilic segment of said block copolymer has a degree of polymerization in the range of about 50 to about 5,000.

### Claim 7 (depends on 6)

The ophthalmic device of claim 6 wherein said hydrophilic segment of said block copolymer has a degree of polymerization in the range of about 100 to about 1000.

### Claim 8 (depends on 1)

The ophthalmic device of claim 1 wherein hydrophilic segment and the linear substrate associative segment comprising a linear silicone are present in said block copolymer in a weight ratio, based upon the degree of polymerization, in the range of about 1:1 and about 500:1.

### Claim 9 (depends on 8)

The ophthalmic device of claim 8 wherein the weight ratio of hydrophilic segment to the linear silicone, based upon degree of polymerization is in the range of about 1:1 and about 200:1.

### Claim 10 (depends on 1)

The ophthalmic device of claim 1 wherein said at least one stable block copolymer comprises 6 to 20 siloxy repeat units.