# US 12,007,531 B2 · Contact lens comprising ceria particles and method of fabricating the same

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- Number: US 12,007,531 B2
- Document ID: US12007531B2
- Status: Granted
- Kind: B2
- Application number: 16/220,734
- Filed: 2018-12-14
- Published: 2019-05-02
- Granted: 2024-06-11
- Earliest claimed: 2017-10-23
- Assignees: Research & Business Foundation Sungkyunkwan University
- Applicants: Research & Business Foundation Sungkyunkwan University
- Inventors: Jae Yun Kim; Bong Guen Cha; Seung Woo Choi
- Web page: https://patentgrep.com/patent/US12007531B2

## CPC

- G02B 1/043: {Contact lenses}
- C08G 77/38: Polysiloxanes modified by chemical after-treatment
- C08J 7/16: with polymerisable compounds
- G02C 7/04: Contact lenses for the eyes (disinfection or sterilisation of contact lenses A61L12/00)
- G02C 7/049: {Contact lenses having special fitting or structural features achieved by special materials or material structures}
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON 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)
- G02C: SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES (trial frames for testing the eyes A61B3/04; goggles or eyeshields not having the same features as spectacles A61F9/00)

## Abstract

The present disclosure relates to a contact lens containing ceria particles. Further, the present disclosure relates to a method for manufacturing a contact lens containing ceria particles. The method includes preparing ceria particles; preparing poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA) in a form of cross-linked hydrogel; mixing the ceria particles and the monomer mixture for poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA) with each other to form a mixture; and injecting the mixture in a mold having a contact lens shape; and performing photo-curing polymerization of the mixture. The contact lens effectively eliminates the reactive oxygen species and harmful radicals that are identified as a cause of eye diseases.

## Claims

### Claim 1

A method for manufacturing a contact lens containing ceria particles, the method comprising:
preparing ceria particles;
preparing a cross-linked hydrogel comprising poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA), wherein the preparing of the cross-linked hydrogel comprises:
mixing 2-hydroxyethyl methacrylate (HEMA), ethylene glycol dimethacrylate (EGDMA), deionized water, and the ceria particles with at least one monomer selected from the group consisting of 1-vinyl-2-pyrrolidinone (NVP) and methyl methacrylate (MMA), to form a mixed solution;
adding a photo-initiator into the mixed solution; and
applying ultraviolet rays to the mixed solution to obtain the cross-linked hydrogel;
injecting the cross-linked hydrogel in a mold having a contact lens shape; and
performing photo-curing polymerization of the cross-linked hydrogel,
wherein the ceria particles eliminate reactive oxygen species or harmful radicals, and
wherein in preparing the cross-linked hydrogel, a ratio between contents of the HEMA and deionized water is controlled to satisfy a following relationship:
HEMA/(HEMA+deionized water)=60%.

### Claim 2 (depends on 1)

The method of claim 1, wherein the preparing of the ceria particles comprises:
dissolving 6-aminohexanoic acid in distilled water to form a first solution;
heating the first solution to 90 to 100° C.;
dissolving hydrochloric acid in the first solution;
adjusting pH of the first solution to 5 to 6;
dissolving cerium (III) nitrate hexahydrate in distilled water at room temperature to form a second solution;
mixing the heated first solution and the second solution to form a mixture of the first solution and the second solution; and
stirring and cooling the mixture of the first solution and the second solution to a room temperature.

### Claim 3 (depends on 1)

The method of claim 1, wherein the method further comprises, after performing the photo-curing polymerization of the cross-linked hydrogel, punching the cured cross-linked hydrogel to obtain the contact lens in a form of a lens.

### Claim 4 (depends on 1)

The method of claim 1, wherein the amount of the ceria particles contained in the contact lens is from 1,000 μM to 10,000 μM.

### Claim 5

A contact lens comprising:
a cross-linked hydrogel comprising poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA); and
water-soluble ceria particles dispersed in the poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA), wherein the cross-linked hydrogel is prepared by:
mixing 2-hydroxyethyl methacrylate (HEMA), ethylene glycol dimethacrylate (EGDMA), deionized water, and ceria nanoparticles with at least one monomer selected from the group consisting of 1-vinyl-2-pyrrolidinone (NVP) and methyl methacrylate (MMA), to form a mixed solution;
adding a photo-initiator into the mixed solution; and
applying ultraviolet rays to the mixed solution,
wherein the ceria particles eliminate reactive oxygen species or harmful radicals, and
wherein in preparing the cross-linked hydrogel, a ratio between contents of the HEMA and deionized water is controlled to satisfy a following relationship:
HEMA/(HEMA+deionized water)=60%.

### Claim 6 (depends on 5)

The contact lens of claim 5, wherein the ceria particles are prepared by:
dissolving 6-aminohexanoic acid in distilled water to form a first solution;
heating the first solution to 90 to 100° C.;
dissolving hydrochloric acid in the first solution;
adjusting pH of the first solution to 5 to 6;
dissolving cerium (III) nitrate hexahydrate in distilled water at room temperature to form a second solution;
mixing the heated first solution and the second solution to form a mixture of the first solution and the second solution; and
stirring and cooling the mixture of the first solution and the second solution to a room temperature.

### Claim 7 (depends on 5)

The contact lens of claim 5, wherein the amount of the water-soluble ceria particles contained in the contact lens is from 1,000 μM to 10,000 μM.

### Claim 8

A contact lens comprising:
a cross-linked hydrogel comprising poly-2-hydroxyethyl methacrylate (PHEMA or poly-HEMA); and
an insertion received in the cross-linked hydrogel, wherein the insertion is composed of water-soluble ceria particles at a high concentration, wherein the insertion has a pattern surrounding a center of the contact lens, wherein the cross-linked hydrogel is prepared by:
mixing 2-hydroxyethyl methacrylate (HEMA), ethylene glycol dimethacrylate (EGDMA), deionized water, and ceria nanoparticles with at least one monomer selected from the group consisting of 1-vinyl-2-pyrrolidinone (NVP) and methyl methacrylate (MMA), to form a mixed solution;
adding a photo-initiator into the mixed solution; and
applying ultraviolet rays to the mixed solution, and
wherein in preparing the cross-linked hydrogel, a ratio between contents of the HEMA and deionized water is controlled to satisfy a following relationship:
HEMA/(HEMA+deionized water)=60%.

### Claim 9 (depends on 8)

The contact lens of claim 8, wherein the insertion has a ring shape.
