# US 2022/0035178 A1 · Increased stiffness center optic in soft contact lenses for astigmatism correction

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- Number: US 2022/0035178 A1
- Document ID: US20220035178A1
- Status: Published application
- Kind: A1
- Application number: 17/504,675
- Filed: 2021-10-19
- Published: 2022-02-03
- Earliest claimed: 2012-03-27
- Assignees: Johnson & Johnson Vision Care, Inc.
- Applicants: Johnson & Johnson Vision Care, Inc.
- Inventors: Azaam Alli; Dola Sinha
- Web page: https://patentgrep.com/patent/US20220035178A1

## CPC

- G02C 7/049: {Contact lenses having special fitting or structural features achieved by special materials or material structures}
- B29D 11/00048: {composed of parts with dissimilar composition (B29D11/00057 takes precedence)}
- B29D 11/00153: {Differential curing, e.g. by differential radiation}
- C08J 3/28: Treatment by wave energy or particle radiation
- C08J 5/18: Manufacture of films or sheets
- G02B 1/043: {Contact lenses}
- G02C 7/047: {Contact lens fitting; Contact lenses for orthokeratology; Contact lenses for specially shaped corneae}
- B29K 2033/26: {Polymers of acrylamide or methacrylamide}
- B29K 2083/00: Use of polymers having silicon, with or without sulfur, nitrogen, oxygen, or carbon only, in the main chain, as moulding material
- B29K 2105/0061: {Gel or sol}
- C08J 2383/07: containing silicon bound to unsaturated aliphatic groups
- C08J 2439/06: Homopolymers or copolymers of N-vinyl-pyrrolidones
- C08J 2483/04: Polysiloxanes
- G02C 2202/22: Correction of higher order and chromatic aberrations, wave front measurement and calculation
- 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)
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- 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)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- 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

## Abstract

A molded contact lens comprising a stiffer optic zone relative to the peripheral zone of the contact lens provides an optical element for correcting astigmatism without the need for or substantially minimizing the need for the correction of rotational misalignment. The higher elastic modulus optic zone vaults over the cornea thereby allowing a tear lens to form. The tear lens follows or assumes the shape of the back surface of the contact lens. The combination of the tear lens and the optical zone provide an optical element for correction of refractive error.

## Claims

### Claim 1

(canceled)

### Claim 2 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first material further comprising a water content of about 20 to about 40%.

### Claim 3 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture further comprises at least one photoinitiator.

### Claim 4 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein the first and second materials are cured via exposure to light.

### Claim at position 5

5-9. (canceled)

### Claim 10 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture comprises about 5 wt % to about 50 wt % of at least one N-alkyl methacrylamide, based upon all reactive components.

### Claim 11 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein the second material is formed from a reaction mixture containing a silicone-containing component, said silicone-containing component is selected from compounds of Formulae IIIa through IVc, and combinations thereof:
wherein R1 is a hydrogen atom or methyl;
Z is selected from O, N, S or NR1CH2CH2O; when Z═O or S, R2 is not required;
wherein j is a whole number between 1 and 20;
wherein R19 is
a substituted or unsubstituted C1-6, C1-4 or C2-4 alkylene segment (CH2)r
each methylene group may optionally be independently substituted with ethers, amines, carbonyls, carboxylates, carbamates and combinations thereof; or
an oxyalkylene segment (OCH2)k and
k is a whole number from one to three, or wherein R19 may be a mixture of alkylene and oxyalkylene segments and the sum of r and k is between 1 and 9;
wherein each R3 and R4 are independently a linear, branched, or cyclic alkyl group containing between one and six carbon atoms, a linear, branched, or cyclic alkoxy group containing between one and six carbon atoms, a linear or branched polyethyleneoxyalkyl group, a phenyl group, a benzyl group, a substituted or un-substituted aryl group, a fluoroalkyl group, a partially fluorinated alkyl group, a perfluoroalkyl group, a fluorine atom, or combinations thereof;
wherein R5 is a substituted or un-substituted linear or branched alkyl group having 1 to eight carbon atoms, or 1 to 4 carbon atoms, or methyl or butyl; or an aryl group, any of which may be substituted with one or more fluorine atoms.

### Claim 12 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said at least one N-alkyl methacrylamide has the formula
wherein R′ is selected from linear, branched, or cyclic alkyl groups containing one to eight carbon atoms, benzyl or phenyl, any of which may be un-substituted or substituted with additional functional groups such as hydroxyl, amino, and combinations thereof.

### Claim 13 (depends on 12)

The contact lens of claim 12 wherein said N-alkyl methacrylamide is N-methyl methacrylamide.

### Claim 14 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture comprises about 5 to about 15 wt % at least one crosslinking component.

### Claim 15 (depends on 14)

The contact lens of claim 14 wherein the modulus of the second material is about 1000 to about 100,000 psi.

### Claim at position 12

16-17. (canceled)

### Claim 18 (depends on 14)

The contact lens of claim 14 wherein said first reactive mixture further comprises about 5 wt % to about 40 wt % of at least one hydroxyl functional silicone containing component.

### Claim 19 (depends on 18)

The contact lens of claim 18 wherein said hydroxyl functional silicone containing component is a hydroxyl functional polysiloxane selected from the group consisting of polydialkyl siloxanes and polydiaryl siloxanes.

### Claim 20 (depends on 19)

The contact lens of claim 19 wherein said first reactive mixture comprise about 10 to about 40 wt % hydroxyl functional polysiloxane.

### Claim 21 (depends on 19)

The contact lens of claim 19 wherein said hydroxyl functional polysiloxane comprises at least one polydimethyl siloxane.

### Claim 22 (depends on 19)

The contact lens of claim 19 wherein said hydroxyl functional silicone containing component is selected from the group consisting of monfunctional hydroxyl substituted poly(disubstituted siloxane)s of Formula XXI:
wherein Z is selected from O, N, S or NR1CH2CH2O, when Z is O or S R2 is not present;
R1 is independently H or methyl;
R2, R3 and R4 are independently a linear, branched, or cyclic alkyl group containing one to eight carbon atoms, any of which may be further substituted with at least one hydroxy group, and which may be optionally substituted with amide, ether, and combinations thereof, R3 and R4 may be independently selected from methyl, ethyl or phenyl, or may be methyl;
n is the number of siloxane units and is from 4 to 8 for the first monfunctional hydroxyl substituted poly(disubstituted siloxane) monomer, and
R5 is selected from straight or branched C1 to C8 alkyl groups, which may be optionally substituted with one or more hydroxyl, amide, ether, and combinations thereof. R5 may be straight or branched C4 alkyl, either of which may optionally be substituted with hydroxyl, or may be methyl.

### Claim 23 (depends on 19)

The contact lens of claim 19 wherein said hydroxyl functional silicone-containing component comprises mono-(2-hydroxy-3-methacryloxypropyl)-propyl ether terminated mono-n-butyl terminated polydimethylsiloxanes (OH-mPDMS) as shown in Formula XXIIa wherein n is between 4 and 30; and polydimethylsiloxanes having the chemical structures as shown in Formulae XXIIb through XXIIId, where n is between 4 and 30; n1 n2, and n3 are independently between 4 to 100; R5 is selected from straight or branched C1 to C8 alkyl groups, which may be optionally substituted with one or more hydroxyl, amide, ether, polyhydroxyl groups selected from straight or branched C1 to C8 groups having a formula of CfHg(OH)h wherein f=1-8 and g+h=2f+1 and cyclic C1 to C8 groups having a formula of CfHg(OH)h wherein f=1-8 and g+h=2f-1, and combinations thereof, or R5 may be selected from methyl, butyl or hydroxyl substituted C2-C5 alkyl, including hydroxyl ethyl, hydroxyl propyl, hydroxyl butyl, hydroxyl pentyl and 2,3-dihydroxypropyl, and polycarbosiloxanes of Formula XXIV where a and b are between 4-100 and c is 4-8 and R1 and R5 are as defined above:

### Claim 24 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture further comprises at least one silicone-containing crosslinker.

### Claim 25 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture comprises about 4 to about 15 wt % said silicone-containing crosslinker.

### Claim 26 (depends on 24)

The contact lens of claim 24 wherein said silicone-containing crosslinker has the structure of Formula XXVI-XXXVI:
wherein n is between 1 and 200, 50 and 150, 50 and 100, or 10 and 50.

### Claim 27 (depends on 15)

The contact lens of claim 15 wherein said at least one N-alkyl methacrylamide has the formula
wherein R1 is selected from linear, branched, or cyclic alkyl groups containing one to eight carbon atoms, benzyl or phenyl, any of which may be un-substituted or substituted with additional functional groups such as hydroxyl, amino.

### Claim 28 (depends on 27)

The contact lens of claim 27 wherein said N-alkyl methacrylamide is N-methyl methacrylamide.

### Claim 29 (depends on 39, 40)

The contact lens of am claim 39 or 40 wherein said first reactive mixture comprises about 20 to about 80 wt % of said macromer silicone containing component, based upon all reactive components.

### Claim 30 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said first reactive mixture comprises about 5 wt % to about 50 wt % of said at least one N-alkyl methacrylamide, based upon all reactive components.

### Claim 31 (depends on 39, 40)

The contact lens of claim 39 or 40, wherein the contact lens comprises a toric contact lens.

### Claim 32

(canceled)

### Claim 33 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said central zone is about 9 mm or less in diameter.

### Claim 34 (depends on 39, 40)

The contact lens of claim 39 or 40 wherein said central zone has a diameter of between about 4 and about 7 mm.

### Claim at position 30

35-38. (canceled)

### Claim 39

A contact lens comprising:
an optic zone being formed from a first material having a first Young's modulus between about 1,000 psi and about 200,000 psi, said first material formed from a first reactive mixture comprising at least one N-alkyl methacrylamide and at least one macromer silicone-containing component; and
a peripheral zone formed from a second material having a second Young's modulus less than about 200 psi.

### Claim 40

A contact lens comprising:
an optic zone having a first stiffness, said optic zone being formed from a first material having a first Young's modulus between about 1,000 psi and about 200,000 psi, said first material formed from a first reactive mixture comprising at least one N-alkyl methacrylamide and at least one macromer silicone-containing component; and
a peripheral zone having a second stiffness formed from a second material having a second Young's modulus less than about 200 psi, the first stiffness being greater than the second stiffness.