# US 2023/0054555 A1 · A material for the manufacturing of ophthalmic implants by photo-polymerization method

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- Number: US 2023/0054555 A1
- Document ID: US20230054555A1
- Status: Published application
- Kind: A1
- Application number: 17/757,161
- Filed: 2019-12-30
- Published: 2023-02-23
- Earliest claimed: 2019-12-30
- Assignees: Limited Liability Company Enterprise “Reper-Nn”
- Applicants: Limited Liability Company Enterprise "Reper-Nn"
- Inventors: Mihail Mihaylovich DZHONS
- Web page: https://patentgrep.com/patent/US20230054555A1

## CPC

- A61K 9/0051: {Ocular inserts or implants}
- A61L 27/18: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- A61K 47/16: containing nitrogen, {e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates}
- A61K 47/30: Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61L 27/16: obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A61P 27/02: Ophthalmic agents
- C08L 75/16: having terminal carbon-to-carbon unsaturated bonds
- C09D 175/16: having terminal carbon-to-carbon unsaturated bonds
- G02B 1/041: {Lenses}
- A61L 2430/16: for reconstruction of eye parts, e.g. intraocular lens, cornea
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- 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)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

Composite materials, specifically to materials used in medicine, in particular, in ophthalmology for the manufacturing of optical ophthalmic implants, mainly intraocular lenses (IOL), intended for vision correction after cataract removal. The polymerization rate of the material is controlled in order to eliminate defects in the ophthalmic implant profile, control the geometric dimensions, reduce the finished product glistening while keeping optimal physical and mechanical properties. The material for the manufacturing of ophthalmic implants by photo-polymerization method includes: a) 60-70 wt. % oligomer of urethanedi(meth)acrylate with terminal (meth)acrylate fragments; b) 20-40 wt. % of (meth)acrylate monomers with aromatic substituents in the side chain; c) 5-25 wt. % of (meth)acrylate monomers with aliphatic branched substituents in the side chain; d) at least 0.2 wt. % of a UV-absorbing component; e) 0.1 to 1 wt. % of photopolymerization initiator; and f) 0.005 to 0.5 wt. % of a radical polymerization inhibitor.

## Claims

### Claim 1

A material for manufacture of ophthalmic implants by photo-polymerization, comprising:
a) 60-70 wt. % of an oligomer of urethanedi(meth)acrylate having terminal (meth)acrylate fragments, the oligomer of urethanedi(meth)acrylate having components (I) (meth)acrylate, (II) diisocyanate, and (III) polyol, according to the following structural formula:
hydroxy(meth)acrylate′-{(diisocyanate′-polyol-diisocyanate″)}-hydroxy(meth)acrylate″,
where one of the isocyanate groups of diisocyanate′ and diisocyanate″, respectively, is connected to hydroxy(meth)acrylate′ and hydroxy(meth)acrylate′ to form a urethane bond, and where the remaining isocyanate group of diisocyanate′ and diisocyanate″, respectively, is connected to the hydroxyl group of polyol to form a urethane bond, where hydroxy(meth)acrylate′ and hydroxy(meth)acrylate″ may be the same or different, and diisocyanate′ and diisocyanate″ may be the same or different, and polyol in the oligomer of urethanedi(meth)acrylate can be any aliphatic diol with a branched chain, or a mixture of aliphatic diols with branched chains,
b) 20-40 wt. % of components from a group of (meth)acrylate monomers with aromatic substituents in a side chain, including at least one of 2-phenoxyethylmethacrylate, benzylmethacrylate, benzyl-2-ethylacrylate, and phenylmethacrylate,
c) 5-25 wt. % of components from a group of (meth)acrylate monomers with aliphatic branched substituents in a side chain, including at least one of tert-butylmethacrylate, isobutylmethacrylate, and 2-ethylhexylmethacrylate,
d) at least 0.2 wt. % of one or more UV-absorbing components,
e) 0.1 to 1 wt. % of a photopolymerization initiator,
f) 0.005 to 0.5 wt. % of a radical polymerization inhibitor, including at least one of 4-tert-butylpyrocatechol; tert-butylhydroquinone; 1,4-benzoquinone; 6-tert-butyl-2,4-xylenol; 2-tert-butyl-1,4-benzoquinone; 3,5-di-tert-butyl-o-benzoquinone; 2,6-di-tert-butyl-p-cresol; 2,6-di-tert-butylphenol; hydroquinone; and 4-methoxyphenol.

### Claim 2 (depends on 1)

The material according to claim 1, wherein the oligomer of urethanedi(meth)acrylate having terminal (meth)acrylate fragments has the structure:

### Claim 3 (depends on 1)

The material according to claim 1, wherein the components from the group of (meth)acrylate monomers with aromatic substituents in the side chain includes benzyl methacrylate.

### Claim 4 (depends on 1)

The material according to claim 1, wherein the components from the group of (meth)acrylate monomers with aliphatic branched substituents in the side chain, includes tert-butyl methacrylate.

### Claim 5 (depends on 1)

The material according to claim 1, wherein the at least 0.2 wt. % of one or more UV-absorbing components includes a polymerizable UV filter.

### Claim 6 (depends on 5)

The material according to claim 5, wherein the polymerizable UV filter includes one or more UV-absorbing compounds of a benzophenone or a benzotriazole series.

### Claim 7 (depends on 1)

The material according to claim 1, wherein the photopolymerization initiator includes 2,4,6-trimethylbenzoyl diphenylphosphinoxide.

### Claim 8 (depends on 1)

The material according to claim 1, wherein the radical polymerization inhibitor includes 2,6-di-tert-butyl-p-cresol.