# US 11,993,037 B1 · Contact lens displaying improved vision attributes

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- Number: US 11,993,037 B1
- Document ID: US11993037B1
- Status: Granted
- Kind: B1
- Application number: 17/552,536
- Filed: 2021-12-16
- Granted: 2024-05-28
- Earliest claimed: 2018-03-02
- Assignees: Johnson & Johnson Vision Care, Inc.
- Applicants: Johnson & Johnson Vision Care, Inc.
- Inventors: Shivkumar Mahadevan; Dawn D. Wright; Patricia Martin; Jie Xu; John R. Buch
- Web page: https://patentgrep.com/patent/US11993037B1

## CPC

- B29D 11/00038: {Production of contact lenses}
- G02B 1/043: {Contact lenses}
- 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}
- G02C 7/10: Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
- G02C 7/104: {having spectral characteristics for purposes other than sun-protection}
- G02C 7/108: {Colouring materials}
- B29D: PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE (making granules B29B9/00; making preforms B29B11/00)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- 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

A method or use of a contact lens, includes applying to at least one eye of a contact lens wearer the contact lens that is a free radical reaction product of a reactive mixture that includes one or more polymerizable compounds suitable for making the contact lens; and a high energy visible (HEV) light absorbing compound; and improving, by the contact lens, at least one clinical attribute comprising overall preference of the contact lens while using computer screens and digital devices as observed by the contact lens wearer, comfort at the end of the day, CLUE Comfort score, CLUE Vision score.

## Claims

### Claim 1

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject, the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving, by the first contact lens, comfort at the end of the day when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 2 (depends on 1)

The method according to claim 1, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens by the subjects, approximately 30% of the subjects (95% CI: 23.0%, 38.6%) strongly agree on comfort at the end of the day.

### Claim 3 (depends on 2)

The method according to claim 2, wherein, after approximately 2-weeks of wear of the first contact lens and the control lens by the subjects, approximately 20% of subjects (95% CI: 14.3%, 27.4%) strongly agree on comfort at the end of the day of the control lens such that the subjects are 1.73 times (95% CI for odds ratio: 1.11, 2.68) more likely to strongly agree with comfort at the end of the day of the first contact lens compared to the control lens after approximately 2-weeks of wear.

### Claim 4 (depends on 1)

The method according to claim 1, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, a least square mean difference in overall contact lens user experience (“CLUE”) comfort score of approximately 4.3 (95% CI: 0.9, 7.6) estimated across 1-week and 2-weeks of wear of the first contact lens and the control lens by the subjects.

### Claim 5 (depends on 1)

The method according to claim 1, the step of applying being further administered to a plurality of contact lens wearers, the method further comprising: achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens by the subjects, approximately 44% of subjects (95% CI: 35.6%, 53.1%) very satisfied with comfort at the end of the day.

### Claim 6 (depends on 5)

The method according to claim 5, wherein, after approximately 2-weeks of wear of the first contact lens and the control lens approximately 32% of subjects (95% CI: 24.8%, 41.1) very satisfied with comfort at the end of the day of the control lens such that the subjects are 1.65 times (95% CI for odds ratio: 1.09, 2.49) more likely to be very satisfied with comfort at the end of the day of the first lens compared to the control lens after approximately 2-weeks of wear.

### Claim 7 (depends on 1)

The method according to claim 1, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 48% improvement by preference in comfort at the end of the day for the first lens compared to the control lens, by the plurality of subjects having a preference and worn both the first lens and the control lens after approximately 2-weeks of wear.

### Claim 8 (depends on 1)

The method according to claim 1, the step of applying being further administered to a plurality of contact lens wearers, the method further comprising:
achieving, by the first contact lens, approximately 22% improvement of preference in comfort at the end of the day for the first lens compared to the control lens, by the plurality of subjects having a preference.

### Claim 9

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving, by the contact lens, clarity of vision while driving at night when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4:
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 10 (depends on 9)

The method according to claim 9, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens, approximately 46% of subjects (95% CI: 36.6%, 56.1%) strongly agreed (i.e., top 1 box) that their vision was clear enough to allow them to drive at night.

### Claim 11 (depends on 10)

The method according to claim 10, wherein after approximately 2-weeks of wear of the first contact lens and the control lens, approximately 34% of subjects (95% CI: 25.4%, 43.4%) strongly agreed that while wearing the control lens their vision was clear enough to allow them to drive at night such that the subjects are 1.68 times (95% CI for odds ratio: 1.24, 2.28) more likely to strongly agreed with vision being clear enough to allow driving at night compared to the control lens after approximately 2-weeks of wear.

### Claim 12

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving, by the first contact lens, overall preference of the first contact lens while using computer screens and digital devices as observed by the contact lens wearer when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 13 (depends on 12)

The method according to claim 12, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 77% improvement of preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 1-week of wear.

### Claim 14 (depends on 12)

The method according to claim 12, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 105% improvement of preference for the first contact lens compared to the control lens when viewing computers screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 2-weeks of wear.

### Claim 15 (depends on 12)

The method according to claim 12, the step of applying being further B administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 44% of overall preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 1-week of wear.

### Claim 16 (depends on 12)

The method according to claim 12, the step of applying being further B administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 45% of overall preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 2-weeks of wear.

### Claim 17

A method of improving comfort at the end of the day by using a first contact lens applied to at least one eye of a subject, the method comprising:
applying the first contact lens to at least one eye of the subject, wherein the first contact is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
achieving, by the first contact lens, a least square means difference in contact lens user experience (“CLUE”) Comfort scale of approximately 3.9, the difference indicative of an improved comfort at the end of the day as measured by a contact lens user experience (“CLUE”) scale estimated across 1-week and 2-weeks of wear of the first contact lens and a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm by the subject, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 18

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject, the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving by at least 48.2%, by the first contact lens, comfort at the end of the day when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 19 (depends on 18)

The method according to claim 18, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens by the subjects, approximately 30% of the subjects (95% CI: 23.0%, 38.6%) strongly agree on comfort at the end of the day.

### Claim 20 (depends on 19)

The method according to claim 19, wherein, after approximately 2-weeks of wear of the first contact lens and the control lens by the subjects, approximately 20% of subjects (95% CI: 14.3%, 27.4%) strongly agree on comfort at the end of the day of the control lens such that the subjects are 1.73 times (95% CI for odds ratio: 1.11, 2.68) more likely to strongly agree with comfort at the end of the day of the first contact lens compared to the control lens after approximately 2-weeks of wear.

### Claim 21 (depends on 18)

The method according to claim 18, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, a least square mean difference in overall CLUE comfort score of approximately 4.3 (95% CI: 0.9, 7.6) estimated across 1-week and 2-weeks of wear of the first contact lens and the control lens by the subjects.

### Claim 22 (depends on 20)

The method according to claim 20, the step of applying being further B administered to a plurality of contact lens wearers, the method further comprising: achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens by the subjects, approximately 44% of subjects (95% CI: 35.6%, 53.1%) very satisfied with comfort at the end of the day.

### Claim 23 (depends on 22)

The method according to claim 22, wherein, after approximately 2-weeks of wear of the first contact lens and the control lens approximately 32% of subjects (95% CI: 24.8%, 41.1) very satisfied with comfort at the end of the day of the control lens such that the subjects are 1.65 times (95% CI for odds ratio: 1.09, 2.49) more likely to be very satisfied with comfort at the end of the day of the first lens compared to the control lens after approximately 2-weeks of wear.

### Claim 24 (depends on 18)

The method according to claim 18, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 48% improvement by preference in comfort at the end of the day for the first lens compared to the control lens, by the plurality of subjects having a preference and worn both the first lens and the control lens after approximately 2-weeks of wear.

### Claim 25 (depends on 18)

The method according to claim 18, the step of applying being further administered to a plurality of contact lens wearers, the method further comprising:
achieving, by the first contact lens, approximately 22% improvement of preference in comfort at the end of the day for the first lens compared to the control lens, by the plurality of subjects having a preference.

### Claim 26

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving by approximately 1.68 times, by the contact lens, clarity of vision while driving at night when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6 thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 27 (depends on 26)

The method according to claim 26, the step of applying being further B administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens after approximately 2-weeks of wear of the first contact lens, approximately 46% of subjects (95% CI: 36.6%, 56.1%) strongly agreed (i.e., top 1 box) that their vision was clear enough to allow them to drive at night.

### Claim 28 (depends on 27)

The method according to claim 27, wherein after approximately 2-weeks of wear of the first contact lens and the control lens, approximately 34% of subjects (95% CI: 25.4%, 43.4%) strongly agreed that while wearing the control lens their vision was clear enough to allow them to drive at night such that the subjects are 1.68 times (95% CI for odds ratio: 1.24, 2.28) more likely to strongly agreed with vision being clear enough to allow driving at night compared to the control lens after approximately 2-weeks of wear.

### Claim 29

A method of use of a first contact lens, comprising:
applying to at least one eye of a subject the first contact lens that is a free radical reaction product of a reactive mixture comprising one or more polymerizable compounds suitable for making the contact lens and a high energy visible (HEV) light absorbing compound; and
improving by at least 105%, by the first contact lens, overall preference of the first contact lens while using computer screens and digital devices as observed by the contact lens wearer when compared to a control lens that transmits at least 90 percent of light across the wavelength range of 400 to 409 nm, wherein the high energy visible light absorbing compound comprises a compound of formula I:
wherein:
m and n are independently 0, 1, 2, 3, or 4;
T is a bond, O, or NR;
Y is a linking group;
Pg is a polymerizable group;
R at each occurrence is independently H, C1-C6 alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or Y—Pg; and
R1 and R2, when present, are independently at each occurrence C1-C6 alkyl, C1-C6 alkoxy, C1-C6, thioalkyl, C3-C7 cycloalkyl, aryl (preferably unsubstituted phenyl or phenyl substituted with alkyl or halo), halo, hydroxy, amino, NR3R4, or benzyl, wherein R3 and R4 are independently H or C1-C6 alkyl, or two adjacent R1 or R2 groups, together with the carbon atoms to which they are attached, combine to form a cycloalkyl or aryl ring.

### Claim 30 (depends on 29)

The method according to claim 29, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 77% improvement of preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 1-week of wear.

### Claim 31 (depends on 29)

The method according to claim 29, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 105% improvement of preference for the first contact lens compared to the control lens when viewing computers screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 2-weeks of wear.

### Claim 32 (depends on 29)

The method according to claim 29, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 44% of overall preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 1-week of wear.

### Claim 33 (depends on 29)

The method according to claim 29, the step of applying being further administered to a plurality of subjects, the method further comprising:
achieving, by the first contact lens, approximately 45% of overall preference for the first contact lens compared to the control lens when viewing computer screens and digital devices, by the plurality of subjects having a preference and worn both the first contact lens and the control lens after approximately 2-weeks of wear.