# US 11,442,293 B2 · UV and high energy visible absorbing ophthalmic lenses

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- Number: US 11,442,293 B2
- Document ID: US11442293B2
- Status: Granted
- Kind: B2
- Application number: 17/094,652
- Filed: 2020-11-10
- Published: 2021-02-25
- Granted: 2022-09-13
- Earliest claimed: 2015-09-29
- Assignees: HOYA Optical Labs of America, Inc.
- Applicants: Hoya Optical Labs of America, Inc.
- Inventors: Steven Harold Nahm; Richard Blacker; David Kissel; David Olund
- Web page: https://patentgrep.com/patent/US11442293B2

## CPC

- G02C 7/108: {Colouring materials}
- B29C 35/0805: {using electromagnetic radiation}
- B29D 11/00009: {Production of simple or compound lenses}
- B32B 7/12: using interposed adhesives or interposed materials with bonding properties
- B32B 27/08: of synthetic resin
- B32B 27/18: characterised by the use of special additives
- B32B 27/365: {comprising polycarbonates}
- B32B 27/40: comprising polyurethanes
- G02C 7/10: Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
- B29C 2035/0827: {using UV radiation}
- B29D 11/00634: {Production of filters}
- B29D 11/0073: {Optical laminates}
- B29K 2075/00: Use of {PU, i.e.} polyureas or polyurethanes {or derivatives thereof}, as moulding material
- B29K 2105/0002: {monomers or prepolymers}
- B29K 2105/0005: {containing compounding ingredients (releasing, lubricating or separating agents B29C33/56, fibers B29K2105/08, B29K2105/12; fillers B29K2105/16, recycled material B29K2105/26)}
- B32B 2250/02: 2 layers
- B32B 2250/03: 3 layers
- B32B 2250/24: All layers being polymeric
- B32B 2307/21: Anti-static
- B32B 2307/40: having particular optical properties
- B32B 2307/4026: within the layer by addition of a colorant, e.g. pigments, dyes
- B32B 2307/412: Transparent
- B32B 2307/42: Polarizing, birefringent, filtering
- B32B 2307/71: Resistive to light or to UV
- B32B 2307/73: Hydrophobic
- B32B 2307/732: Dimensional properties
- B32B 2551/00: Optical elements
- G02B 5/223: {containing organic substances, e.g. dyes, inks or pigments}
- G02C 2202/16: Laminated or compound lenses
- 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)
- B29C: SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING (making preforms B29B11/00; making laminated products by combining previously unconnected layers which become one product whose layers will remain together B32B37/00 - B32B41/00)
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- 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

An ophthalmic lens operable to protect the eye from harmful ultraviolet and high energy visible wavelengths of light and methods for producing the same.

## Claims

### Claim 1

A method of forming a light absorbing laminate of an eyeglass lens comprising:
forming a dried polyurethane based adhesive layer containing one or more light absorbers;
laminating a first optical film to a first side of said polyurethane based adhesive layer and a second optical film to a second side of said polyurethane based adhesive layer to form a three-layer structure of said light absorbing laminate and thereby obtaining a non-linear relationship between a thickness of said light absorbing laminate and a weight percent of said one or more light absorbers and achieving a transmittance of not more than 50 percent for wavelengths in a range of 280 to 443 nm for said light absorbing laminate.

### Claim 2 (depends on 1)

The method of claim 1, wherein forming said dried polyurethane based adhesive layer containing one or more light absorbers further comprises:
forming a first solution by dissolving an isocyanate prepolymer, a polyol, a crosslinker in a solvent and adding a second solution of one or more light absorbers in said solvent into said first solution to form a polyurethane based adhesive solution containing one or more light absorbers;
casting said polyurethane based adhesive solution onto a release liner and thereby forming a wet film; and
drying said wet film for a specific time and at a specific temperature to remove said solvent and thus forming said dried polyurethane based adhesive layer.

### Claim 3 (depends on 1)

The method of claim 1, wherein said first optical film and said second optical film further comprises a polycarbonate optical film.

### Claim 4 (depends on 1)

The method of claim 1, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of said one or more light absorbers comprises adding said weight percent of up to 10 of said one or more light absorbers and forming said thickness in a range of 0.01 mm and 0.1 mm of said light absorbing laminate.

### Claim 5 (depends on 1)

The method of claim 1, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of said one or more light absorbers comprises adding said weight percent of up to 3 of said one or more light absorbers and forming said thickness in a range of 0.1 mm and 1 mm of said light absorbing laminate.

### Claim 6 (depends on 1)

The method of claim 1, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of said one or more light absorbers comprises adding said weight percent of up to 1 of said one or more light absorbers and forming said thickness of greater than 1 mm of said light absorbing laminate.

### Claim 7 (depends on 1)

The method of claim 1, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of said one light absorber comprises adding said weight percent in a range of 6-8 of said one light absorber and forming said thickness of 0.041 mm of said light absorbing laminate and achieving said transmittance of not more than 50 percent for wavelengths in a range of 395 to 412 nm.

### Claim 8 (depends on 1)

The method of claim 1, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of said one or more light absorbers comprises adding said weight percent of 2 for each of said one or more light absorbers and forming said thickness of 0.041 mm of said light absorbing laminate and achieving said transmittance of not more than 50 percent for wavelengths in a range of 395 to 414 nm.

### Claim 9 (depends on 2)

The method of claim 2, wherein drying said wet film further comprises removing said solvent to less than or equal to 100 mg/m2.

### Claim 10 (depends on 9)

The method of claim 9, wherein drying said wet film further comprises removing tetrahydrofuran to less than or equal to 100 mg/m2.

### Claim 11

A method of forming an eyeglass lens comprising:
forming a polyurethane based adhesive layer containing one or more light absorbers;
laminating a first optical film to a first side of said polyurethane based adhesive layer and a second optical film to a second side of said polyurethane based adhesive layer to form a three-layer structure of a light absorbing laminate;
placing said three-layer structure of said light absorbing laminate into a mold and forming an eyeglass lens to achieve a transmittance of not more than 50 percent for wavelengths in a range of 280 to 443 nm, wherein a non-linear relationship exists between a thickness of said light absorbing laminate and a weight percent of said one or more light absorbers.

### Claim 12 (depends on 11)

The method for forming an eyeglass lens of claim 11, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of a light absorber comprises adding said weight percent of 6 of said light absorber and forming said thickness of 0.041 mm of said light absorbing laminate to achieve said transmittance of not more than 50 percent for wavelengths in a range of 397 to 410 nm.

### Claim 13 (depends on 11)

The method for forming an eyeglass lens of claim 11 wherein said forming of said eyeglass lens comprises forming said eyeglass lens through injection molding of a molten thermoplastic.

### Claim 14 (depends on 11)

The method for forming an eyeglass lens of claim 11 wherein said forming of said eyeglass lens comprises forming said eyeglass lens through curing of a curable composition.

### Claim 15 (depends on 11)

The method for forming an eyeglass lens of claim 11 wherein said forming of said eyeglass lens comprises forming a composite eyeglass lens having a monolithic film containing said one or more light absorbers.

### Claim 16

A method of forming an eyeglass lens having a light absorbing laminate comprising:
forming a first solution by dissolving an isocyanate prepolymer, a polyol, a crosslinker in a solvent and adding a second solution of one or more light absorbers in said solvent into said first solution to form a polyurethane based adhesive solution containing one or more light absorbers;
casting said adhesive solution onto a release liner and thereby forming a wet film;
drying said wet film to remove said solvent and thus forming a dried polyurethane based adhesive layer containing one or more light absorbers;
laminating a first optical film to a first side of said polyurethane based adhesive layer and a second optical film to a second side of said polyurethane based adhesive layer to form a three-layer structure of said light absorbing laminate;
placing said three-layer structure of said light absorbing laminate into a mold and forming an eyeglass lens and thereby obtaining a non-linear relationship between a thickness of said light absorbing laminate and a weight percent of said one or more light absorbers and achieving a transmittance of not more than 50 percent for wavelengths in a range of 280 to 443 nm for said eyeglass lens.

### Claim 17 (depends on 16)

The method for forming an eyeglass lens having a light absorbing laminate of claim 16, wherein obtaining said non-linear relationship between said thickness of said light absorbing laminate and said weight percent of a light absorber comprises adding said weight percent of 6 of said light absorber and forming said thickness of 0.041 mm of said light absorbing laminate to achieve said transmittance of not more than 50 percent for wavelengths in a range of 397 to 410 nm.

### Claim 18 (depends on 16)

The method for forming an eyeglass lens having a light absorbing laminate of claim 16, wherein said forming of said eyeglass lens comprises forming said eyeglass lens through injection molding of a molten thermoplastic.

### Claim 19 (depends on 16)

The method for forming an eyeglass lens having a light absorbing laminate of claim 16, wherein said forming of said eyeglass lens comprises forming said eyeglass lens through curing of a curable composition.

### Claim 20 (depends on 16)

The method for forming an eyeglass lens having a light absorbing laminate of claim 16, wherein said forming of said eyeglass lens comprises forming a composite eyeglass lens having a monolithic film containing said one or more light absorbers.