# US 2019/0314547 A1 · Materials for Preparing Intraocular Lens

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- Number: US 2019/0314547 A1
- Document ID: US20190314547A1
- Status: Published application
- Kind: A1
- Application number: 15/776,263
- Filed: 2016-11-15
- Published: 2019-10-17
- Earliest claimed: 2015-11-19
- Assignees: Eyebright Medical Technology (Beijing) Co., Ltd.
- Applicants: Eyebright Medical Technology (Beijing) Co., Ltd.
- Inventors: Xince Sui; Yongil Wei; Jiangbing Xie
- Web page: https://patentgrep.com/patent/US20190314547A1

## CPC

- A61L 27/18: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- A61F 2/142: {Cornea, e.g. artificial corneae, keratoprostheses or corneal implants for repair of defective corneal tissue}
- A61F 2/145: {Corneal inlays, onlays, or lenses for refractive correction}
- A61F 2/16: Intraocular lenses
- A61F 9/0017: {implantable in, or in contact with, the eye, e.g. ocular inserts}
- A61F 9/00781: {Apparatus for modifying intraocular pressure, e.g. for glaucoma treatment (drainage implants in general A61M27/002)}
- A61F 9/02: Goggles (for swimming A63B33/00)
- A61L 27/16: obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- B29D 11/00009: {Production of simple or compound lenses}
- A61F 2240/001: Designing or manufacturing processes
- A61L 2300/442: Colorants, dyes
- A61L 2400/18: Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment
- A61L 2430/16: for reconstruction of eye parts, e.g. intraocular lens, cornea
- B29K 2105/0002: {monomers or prepolymers}
- B29K 2995/0035: Fluorescent
- G02B 1/043: {Contact lenses}
- 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)
- 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)
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- B29K: INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR {MOULDS, } REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

The present invention relates to a material for preparing an intraocular lens. In particular, it relates to an ophthalmic medical material suitable for manufacture of micro-incision intraocular lens, having suitable water content and a suitable refractive index.

## Claims

### Claim 1

A material comprising a copolymer comprising hydrophilic acrylates monomers and hydrophobic acrylates monomers, wherein the molar ratio of the hydrophilic acrylates monomers to the hydrophobic acrylates monomers is from 20:80 to 80:20, and wherein the material has the following properties:
a. a water content at 35° C. that is 5 to 15 wt %; and/or
b. a refractive index when the material is hydrated at 35° C. that is 1.49 to 1.54.

### Claim 2 (depends on 1)

The material according to claim 1, wherein the hydrophilic acrylates monomers are selected from acrylates monomers according to the following formula:
wherein R1 is H or C1-6 alkyl;
R2 is a linear, branched, saturated, or unsaturated C1-20 alkyl, C6-20 arylalkyl, or C6-20 heteroarylalkyl;
X is O, S or NR4, wherein R4 is H, linear, branched, saturated, or unsaturated C1-20 alkyl, C6-20 arylalkyl, C6-20 heteroarylalkyl, or C3-20 heterocyclylalkyl; and
R3 is C3-20 heterocyclylalkyl, C3-20cycloalkyl, or CnH2n+1Om, wherein m or n is 0 or an integer greater than 1, and m≤n.

### Claim 3 (depends on 1)

The material according to claim 1, wherein the hydrophobic acrylates monomers are selected from acrylates monomers according to the following formula:
wherein R1 is H or C1-6 alkyl;
R5 is linear, branched, saturated, or unsaturated C1-20 alkyl, C6-20 arylalkyl, C6-20 heteroarylalkyl, C6-20 heterocyclylalkyl, or C3-20 cycloalkyl; and
Y is H or Z—R6, wherein Z is absent or is O or S and R6 is C6-20 arylalkyl or C6-20 heteroarylalkyl.

### Claim 4 (depends on 1)

The material according to claim 1, wherein the hydrophilic acrylates monomers are selected from the group consisting of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl methacrylate, hydroxypropyl acrylate, vinyl pyrrolidone, ethoxyethoxyethyl methacrylate, ethoxyethoxyethyl acrylate, ethoxyethyl methacrylate, ethoxyethyl acrylate, methoxyethyl methacrylate, methoxyethyl acrylate, 1,3-butylene glycol dimethacrylate, ethylene glycol dimethacrylate, polyethylene glycol methacrylate, polyethylene glycol 200 dimethacrylate, polyethylene glycol acrylate, poly(ethylene glycol) methyl ether methacrylate, polyethylene glycol methyl ether acrylate, glycidyl methacrylate, glycidyl acrylate, acrylic acid, methacrylic acid, 2-(trifluoromethyl) acrylic acid, phenyl acrylic acid, acrylamide, methacrylamide, N-methylol acrylamide, N-methylol methacrylamide, a derivative of any of the above substances, and a mixture thereof.

### Claim 5 (depends on 1)

The material according to claim 1, wherein the hydrophobic acrylates monomers are selected from the group consisting of methyl methacrylate, ethyl methacrylate, ethyl acrylate, butyl methacrylate, butyl acrylate, hexyl methacrylate, hexyl acrylate, isopropyl methacrylate, isopropyl acrylate, isobutyl methacrylate, isobutyl acrylate, tert-butyl methacrylate, tert-butyl acrylate, isooctyl methacrylate, isooctyl acrylate, isodecyl acrylate, isodecyl methacrylate, lauryl methacrylate, lauryl acrylate, octadecyl methacrylate, octadecyl acrylate, 9-anthryl methyl methacrylate, 9-anthryl methyl acrylate, cyclohexyl methacrylate, cyclohexyl acrylate, dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, N,N-dimethylmethacrylamide, N,N-dimethylacrylamide, N,N-diethylaminoethyl acrylate, N,N-diethylaminoethyl methacrylate, N-tert-butyl acrylamide, N-tert-butyl methacrylamide, N-isopropyl acrylamide, N-isopropyl methacrylamide, tetrahydrofurfuryl methacrylate, tetrahydrofurfuryl acrylate, trifluoroethyl methacrylate, trifluoroethyl acrylate, hexafluorobutyl methacrylate, hexafluorobutyl acrylate, 2-perfluorodecylethyl acrylate, 2-perfluorodecylethyl methacrylate, 2-(perfluorooctyl)ethyl methacrylate, 2-(perfluorooctyl)ethyl acrylate, acetone glycidyl methacrylate, acetone glycidyl acrylate, tetrahydrofuryl acrylate, tetrahydrofurfuryl methacrylate, phenyl methacrylate, phenyl acrylate, phenylethyl methacrylate, phenylethyl acrylate, phenoxyethyl methacrylate, phenoxyethyl acrylate, benzyl methacrylate, benzyl acrylate, acetoacetoxyethyl methacrylate, acetoacetoxyethyl acrylate, diacetone acrylamide, diacetone methacrylamide, allyl methacrylate, phenoxyethyl acrylate, a derivative of any of the above substances, and a mixture thereof.

### Claim 6 (depends on 1)

The material according to claim 1 having a glass transition temperature of 10 to 35° C., wherein the material is in a dry state.

### Claim 7 (depends on 1)

The material according to claim 1 having an elongation at break in a wet state that is more than 180% and a breaking strength when hydrated that is more than 2.5 MPa.

### Claim 8 (depends on 1)

The material according to claim 1, further comprising at least one fluorescent agent and/or at least one photosensitizer; wherein
the at least one fluorescent agent and/or the at least one photosentitizer participate in the polymerization when forming the copolymer material; or
the at least one fluorescent agent and/or the at least one photosentitizer are added to the copolymer material by physical dispersion when forming the copolymer material; or
the at least one fluorescent agent and/or the at least one photosentitizer are fixed on the surface of the copolymer material by surface grafting or surface modification; or
the at least one fluorescent agent and/or the at last one photosentitizer are fixed on the surface of the copolymer material by surface-coating.

### Claim 9 (depends on 8)

The material according to claim 8 wherein the fluorescent agent is selected from the group consisting of fluorescein, cyanine fluorescent dyes, fluorescein isothiocyanate, fluorescent rhodamine substances, fluorescent lanthanide chelates, P-phycoerythrin (PE), substances that produce fluorescence upon enzyme action, Polypida chlorophyllin (PerCP), propidium iodide, derivatives of any of the above substances that have an emission wavelength of 300-850 nm a mixture of any of the above substances and/or derivatives, and a nanomaterial having any of the above substances and/or derivatives loaded thereon.

### Claim 10 (depends on 8)

The material according to claim 8, wherein the photosensitizer is selected from the group consisting of indole monocyanine, indole carbocyanine, indole dicarbocyanine, indole tricarbocyanine, tricarbocyanine dyes, benzoindole semicyanine dyes, indole squarylium dyes, chlorophyll derivatives, pheophytin, pheophorbide a and its derivatives, dihydroporphine e6 and its derivatives, purpurin 18, dihydroporphine p6 and its derivatives, dihydroporphine f and its derivatives, protoporphyrin and its derivatives, hematoporphyrin derivatives (HpD), porfimer sodium, photocarcinorin (PSD-007), nanogold, nanotungsten oxides, nano-copper sulfides, nano-iron oxides, nano-nickel carbide, nano-molybdenum oxide, fluorescein O-acrylate and fluorescein O-methacrylate, other water-soluble or fat-soluble derivatives based on the modification of the above photosensitizers, and a mixture thereof.

### Claim 11 (depends on 1)

A medical device or equipment made of the material according to claim 1, wherein the device or equipment is selected from the group consisting of an intraocular lens, a corneal contact lens, an orthokeratology lens, an iris hook, an artificial lens, an artificial cornea, a corneal inner ring, a capsular bag tension ring, an intracorneal lens, a glaucoma drainage valve, a drug sustained-release carrier, an intraocular filler, a fundus filler, glasses, goggles, a medical equipment lens, a medical treatment device for treating ophthalmic diseases and a medical detection device with fluorescent properties.

### Claim 12 (depends on 1)

A method of preparing a medical device or equipment comprising using the material according to claim 1, wherein the device or equipment is selected from the group consisting of an intraocular lens, a corneal contact lens, an orthokeratology lens, an iris hook, an artificial lens, an artificial cornea, a corneal inner ring, a capsular bag tension ring, an intracorneal lens, a glaucoma drainage valve, a drug sustained-release carrier, an intraocular filler, a fundus filler, glasses, goggles, a medical equipment lens, a medical treatment device for treating ophthalmic diseases, and a medical detection device with fluorescent properties.

### Claim 13 (depends on 1)

The material according to claim 1, wherein the water content at 35° C. is from 6 to 13 wt. %.

### Claim 14 (depends on 1)

The material according to claim 1, wherein, the water content at 35° C. is from 7 to 12 wt. %.

### Claim 15 (depends on 1)

The material according to claim 1, wherein, the refractive index at 35° C. is from 1.49 to 1.53.

### Claim 16 (depends on 1)

The material according to claim 1, wherein, the refractive index at 35° C. is from 1.50 to 1.52.

### Claim 17 (depends on 4)

The material according to claim 4, wherein the hydrophilic acrylates monomers are hydroxyethyl methacrylate.

### Claim 18 (depends on 5)

The material according to claim 5, wherein the hydrophobic acrylates monomers are ethyl acrylate or phenoxyethyl acrylate.

### Claim 19 (depends on 6)

The material according to claim 6, wherein the glass transition temperature is from 15 to 30° C.

### Claim 20 (depends on 6)

The material according to claim 6, wherein the glass transition temperature is from 20 to 25° C.