US4818801A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Ophthalmic device comprising a polymer of a telechelic perfluoropolyether
Assignee: 3M Co
•
Filing: 1982-12-13
•
Granted: 1989-04-04
•
Expires: 2002-12-13
Abstract
Abstract Ophthalmic devices, such as contact lenses, of polymers of telechelic perfluorinated polyether monomers, and compositions for making such devices are disclosed. The devices possess improved oxygen permeability.
Inventors
- 👤 David E. Rice
- 👤 Jay V. Ihlenfeld
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 17:51
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08G; C08G65/00; C08G65/002; C08G65/005; C08G65/007; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/20; Y; Y10; Y10S; Y10S525/00; Y10S525/937
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
130 words
A contact lens comprising a polymer of a telechelic perfluoropolyether monomer having a number average molecular weight between about 500 and 15,000 which has the formula Q--W--C.sub.k F.sub.2k O--.sub.p --C.sub.q F.sub.2q --Z wherein Q is a functional group which will undergo electrophilic, nucleophilic, or free radical reaction; W is a divalent connecting moiety; Z is --WQ or fluorine; p represents the nunber of --C k F 2k O-- subunits in said monomer and is an integer of from 3 to 200; q is an integer of from 1 to 4; and k is the same within a given --C k F 2k O-- subunit but may vary from --C k F 2k O-- subunit to --C k F 2k O-- subunit and is an integer of from 1 to 4.
Claim 2
Dependent Claim
130 words
A contact lens comprising a polymer of a telechelic perfluoropolyether monomer having a number average molecular weight between about 500 and 15,000 which has the formula Q--W--C.sub.k F.sub.2k O--.sub.p --C.sub.q F.sub.2q --Z wherein Q is a functional group which will undergo electrophilic, nucleophilic, or free radical reaction; W is a divalent connecting moiety; Z is --WQ or fluorine; p represents the nunber of --C k F 2k O-- subunits in said monomer and is an integer of from 3 to 200; q is an integer of from 1 to 4; and k is the same within a given --C k F 2k O-- subunit but may vary from --C k F 2k O-- subunit to --C k F 2k O-- subunit and is an integer of from 1 to 4.
Claim 3
Dependent Claim
65 words
A contact lens according to claim 1 wherein said perfluoropolyether monomer has the formula Q--W--CF.sub.2 O--CF.sub.2 CF.sub.2 O--.sub.m --CF.sub.2 O--.sub.n CF.sub.2 --Z wherein m and n are numbers providing said number average molecular weight and independently have a value of from 1 to 120; the sum of m and n is from 7 to 120; and the ratio of m/n is from 0.2/1 to 5/1.
Claim 4
Dependent Claim
22 words
A contact lens according to claim 1 wherein said Q group has a group functionality in the range of 1.5 to 2.
Claim 5
Dependent Claim
17 words
A contact lens according to claim 1 wherein said reactive group has a group functionality of 2.
Claim 6
Dependent Claim
16 words
A contact lens according to claim 1 which contains less than 10% by weight of water.
Claim 7
Dependent Claim
9 words
An oxygen permeable contact lens according to claim 1.
Claim 8
Dependent Claim
15 words
A contact lens according to claim 6 which is resistant to absorption of tear components.
Claim 9
Dependent Claim
10 words
A flexible, mechanically strong contact lens according to claim 6.
Claim 10
Dependent Claim
16 words
A contact lens according to claim 6 having an oxygen permeability of at least 10 Barrers.
Claim 11
Dependent Claim
145 words
A contact lens comprising an oxygen permeable copolymer of (a) a telechelic perfluoropolyether monomer having a number average molecular weight between about 500 and 15,000 which has the formula Q--W--C.sub.k F.sub.2k O--.sub.p --C.sub.q F.sub.2q --Z wherein Q is a functional group which will undergo electrophilic, nucleophilic, or free radical reaction; W is a divalent connecting moiety; Z is --WQ or fluorine; p represents the number of --C k F 2k O-- subunits in said monomer and is an integer of from 3 to 200; q is an integer of from 1 to 4; and k is the same within a given --C k F 2k O-- subunit but may vary from --C k F 2k O-- subunit to --C k F 2k O-- subunit and is an integer of from 1 to 4, and (b) a compatible, first comonomer copolymerizable with said telechelic perfluoropolyether monomer.
Claim 12
Dependent Claim
145 words
A contact lens comprising an oxygen permeable copolymer of (a) a telechelic perfluoropolyether monomer having a number average molecular weight between about 500 and 15,000 which has the formula Q--W--C.sub.k F.sub.2k O--.sub.p --C.sub.q F.sub.2q --Z wherein Q is a functional group which will undergo electrophilic, nucleophilic, or free radical reaction; W is a divalent connecting moiety; Z is --WQ or fluorine; p represents the number of --C k F 2k O-- subunits in said monomer and is an integer of from 3 to 200; q is an integer of from 1 to 4; and k is the same within a given --C k F 2k O-- subunit but may vary from --C k F 2k O-- subunit to --C k F 2k O-- subunit and is an integer of from 1 to 4, and (b) a compatible, first comonomer copolymerizable with said telechelic perfluoropolyether monomer.
Claim 13
Dependent Claim
31 words
A contact lens according to claim 10 comprising from 98 to 50 weight percent of said telechelic perfluoropolyether monomer and correspondingly from 2 to 50 weight percent of said first comonomer.
Claim 14
Dependent Claim
35 words
A contact lens according to claim 10 wherein said oxygen permeable copolymer is a copolymer of (a) said telechelic perfluoropolyether monomer, (b) said first comonomer, and (c) a second copolymerizable comonomer containing a hydrophilic group.
Claim 15
Dependent Claim
23 words
A contact lens according to claim 1 wherein Q is an ethylenically unsaturated group, and said first comonomer is an ethylenically unsaturated comonomer.
Claim 16
Dependent Claim
39 words
A contact lens according to claim 12 comprising from 50 to 88 weight percent said telechelic perfluoropolyether, from 10 to 48 weight percent said ethylenically unsaturated first comonomer, and from 2 to 10 weight percent said second copolymerizable comonomer.
Claim 17
Dependent Claim
53 words
A contact lens according to claim 13 wherein said ethylenically unsaturated first comonomer is selected from methyl or ethyl acrylate, methyl or ethyl methacrylate, cyclohexyl methacrylate, methyl 2-chloroacrylate, 2-ethoxyethyl methacrylate, 2,2,2-trifluoroethyl acrylate or methacrylate, 2-cyanoethyl methacrylate, 2-(N-methylcarbamoyloxy)ethyl acrylate or methacrylate, acrylic acid, methacrylic acid, vinylidene chloride, vinylidene fluoride, methacryloyloxypropyl-tris(trimethylsilyl)siloxane, methacryloyloxymethylpentamethyldisiloxane, and mixtures thereof.
Claim 18
Dependent Claim
23 words
A contact lens according to claim 15 wherein said ethylenically unsaturated first comonomer is selected from methyl methacrylate, ethyl methacrylate, or cyclohexyl methacrylate.
Claim 19
Dependent Claim
16 words
A contact lens according to claim 16 wherein said ethylenically unsaturated first comonomer is methyl methacrylate.
Claim 20
Dependent Claim
39 words
A contact lens according to claim 13 wherein said second copolymerizable comonomer is an ethylenically unsaturated monomer and said hydrophilic group is selected from the group consisting of hydroxy groups, carboxy groups, carbonamide groups, sulfonyl groups, and sulfonamide groups.
Claim 21
Dependent Claim
47 words
A contact lens according to claim 18 wherein said second copolymerizable comonomer is selected from the group consisting of 2-hydroxyethyl acrylate or methacrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, 2,3-dihydroxypropyl acrylate or methacrylate, N-vinyl-2-pyrrolidone, 2-carboxyethyl acrylate, 2-carbonamidoethyl methacrylate, 2-sulfoethyl methacrylate, 2-sulfoamidoethyl acrylate, vinylsulfonic acid, and mixtures thereof.
Claim 22
Dependent Claim
27 words
A contact lens according to claim 18 wherein said second copolymerizable comonomer is selected from 2-hydroxyethyl acrylate and methacrylate, 2,3-dihydroxypropyl acrylate and methacrylate, N-vinyl-2-pyrrolidone, and mixtures thereof.
Claim 23
Dependent Claim
14 words
A contact lens according to claim 20 wherein said second copolymerizable comonomer is N-vinyl-2-pyrrolidone.
Claim 24
Dependent Claim
15 words
A contact lens according to claim 20 wherein said second copolymerizable comonomer is 2-hydroxyethyl methacrylate.
Claim 25
Dependent Claim
52 words
A contact lens according to claim 18 wherein said perfluoropolyether monomer, said ethylenically unsaturated first comonomer, and said second copolymerizable comonomer are further polymerized with a third comonomer selected from the group consisting of ethylene glycol diacrylate, ethyleneglycol dimethacrylate, diethyleneglycol dimethacrylate, allyl methacrylate, trimethylolpropane trimethacrylate, divinyl benzene, diallyl phthalate, tris(2-acryloyloxyethyl)isocyanurate, and 1,3,5-tri(2-methacryloxyethyl)isocyanurate.
Claim 26
Dependent Claim
39 words
A contact lens according to claim 23 wherein Q is selected from the group consisting of vinyl, epoxide, isocyanate, carboxyl, hydroxyl, amino, sulfhydryl, sulfalkyl, silyl, cyano, sulfoalkyl, carbonyloxy, oxycyano, cyanamide, iodo, carbonyl, alkyl ether, sulfonyl chloride, and imino groups.
Claim 27
Dependent Claim
87 words
A contact lens according to claim 24 wherein Q is selected from the group consisting of ##STR27## --NCO, --COOH, --OH, --NH 2 , --SR, --SiR g R 1 , --CN, --OSO 2 CF 3 , --OCOCl, --OCN, --N(R)CN, --I, --CHO, --CH(OR) 2 , --SO 2 Cl, --C(OR)═NH, and --C(NH 2 )═NH wherein R is selected from hydrogen and lower alkyl containing from one to four carbon atoms, R 1 is selected from halogen, --OR, ##STR28## and --CH═CH 2 , and g is 0, 1, 2 or 3.
Claim 28
Dependent Claim
29 words
A contact lens according to claim 25 wherein Q is selected from the group consisting of ##STR29## --NCO, --COOH, --OH, and --NH 2 wherein R is hydrogen or methyl.
Claim 29
Dependent Claim
17 words
A contact lens according to claim 26 wherein said end group is selected from ##STR30## and --NCO.
Claim 30
Dependent Claim
11 words
A contact lens according to claim 27 wherein R is hydrogen.
Claim 31
Dependent Claim
11 words
A contact lens according to claim 27 wherein R is methyl.
References Cited (Backward Citations)
US3699145A
Cited
US3505229A
Cited
US3397191A
Cited
US3810874A
Cited
US4094911A
Cited
US4085137A
Cited
US3766251A
Cited
US3660360A
Cited
US3810875A
Cited
US3810741A
Cited
US3882193A
Cited
US4080319A
Cited
US3920614A
Cited
US4143017A
Cited
US4109070A
Cited
US4321404A
Cited
US4440918A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-04-03 | 1992-10-03 | 1993-04-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-04-03 | 1996-10-03 | 1997-04-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-04-03 | 2000-10-03 | 2001-04-04 | $7700.00 | Window Closed / Lapsed |