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US5779943A
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Molded polymeric object with wettable surface made from latent-hydrophilic monomers
Assignee: Johnson and Johnson Vision Care Inc
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Filing: 1996-03-19
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Granted: 1998-07-14
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Expires: 2016-03-19
Abstract
Abstract This invention provides a molded polymeric object, partially or completely coated with a hydrophilic polymer which provides a wettable surface to the molded object such as a contact lens. It also provides a process for using latent-hydrophilic monomers to make molded objects with wettable surfaces.
Inventors
- 👤 John B. Enns
- 👤 Allan W. Kimble
- 👤 Susan B. Orr
- 👤 Douglas G. Vanderlaan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:32
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; C; C08; C08J; C08J7/00; C08J7/04; C08J7/06; C08J7/065; B; B29; B29C; B29C37/00; B29C37/0025; B29C37/0028; B29C37/0032; B29C41/00; B29C41/02; B29D; B29D11/00; B29D11/00009; B29D11/00038; B29D11/00076; B29D11/00125; C08J5/00; C09; C09D; C09D183/00; C09D183/04; G02C; G02C7/00; G02C7/02; G02C7/04; B29K; B29K2105/00; B29K2105/0002; B29K2823/00; B29K2823/10; B29K2823/12; C08J2323/00; C08J2323/02; C08J2323/10; C08J2323/12; C08L; C08L23/00; C08L23/02; C08L23/10; C08L23/12
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
99 words
A process for preparing the molded article of manufacture comprising a body of a bulk polymer coated with a latent-hydrophilic polymerizable material, (a) coating an inner surface of a mold with a latent-hydrophilic, normally hydrophobic polymerizable material; (b) filling the coated mold of step (a) with a monomeric material which is polymerizable to an oxygen-permeable polymeric material; (c) curing the mold contents of step (b) to produce a coated molded object; and (d) treating said coated molded object of step (c) with a solution having a pH from 5 to 9 to convert the coating to a hydrophilic form.
Claim 2
Dependent Claim
99 words
A process for preparing the molded article of manufacture comprising a body of a bulk polymer coated with a latent-hydrophilic polymerizable material, (a) coating an inner surface of a mold with a latent-hydrophilic, normally hydrophobic polymerizable material; (b) filling the coated mold of step (a) with a monomeric material which is polymerizable to an oxygen-permeable polymeric material; (c) curing the mold contents of step (b) to produce a coated molded object; and (d) treating said coated molded object of step (c) with a solution having a pH from 5 to 9 to convert the coating to a hydrophilic form.
Claim 3
Dependent Claim
20 words
The process of claim 1 in which the latent hydrophilic polymerizable material is a carboxylic acid ester of α-amino acid.
Claim 4
Dependent Claim
27 words
The process of claim 1 in which step (d) includes heating said object in a buffered neutral aqueous solution for 1-20 hours at 20° to 130° C.
Claim 5
Dependent Claim
17 words
The process of claim 1 in which the latent hydrophilic polymerizable material is 3-aminopropyl-methacrylamide-N,N-diacetic acid diethyl ester.
Claim 6
Dependent Claim
14 words
The process of claim 1 in which the latent-hydrophilic polymerizable material is methacrylic acid.
Claim 7
Dependent Claim
18 words
The process of claim 1 in which step (a) includes a carrier added to the latent-hydrophilic polymerizable material.
Claim 8
Dependent Claim
12 words
The process of claim 6 in which said carrier is isopropyl alcohol.
Claim 9
Dependent Claim
12 words
The process of claim 6 in which said carrier is a glycol.
Claim 10
Dependent Claim
19 words
The process of claim 1 in which step (c) is accomplished in the presence of a UV polymerization initiator.
Claim 11
Dependent Claim
13 words
The process of claim 1 in which the mold is made of polypropylene.
Claim 12
Dependent Claim
14 words
The process of claim 1 in which said oxygen-permeable polymeric material is α,ω-bismethacryloxyalkyl polydimethylsiloxane.
Claim 13
Dependent Claim
14 words
The process of claim 1 in which said oxygen-permeable polymeric material is polypropylene glycol.
Claim 14
Dependent Claim
18 words
The process of claim 1 in which the monomeric material of step (b) is a polyfluorinated alkyl-functional monomer.
Claim 15
Dependent Claim
22 words
The process of claim 1 wherein the coating of step (a) is accomplished by spraying said latent-hydrophilic polymerizable material onto the mold.
Claim 16
Dependent Claim
22 words
The process of claim 1 wherein the coating of step (a) is accomplished by dipping the mold into the latent-hydrophilic polymerizable material.
Claim 17
Dependent Claim
22 words
The process of claim 1 wherein the coating of step (a) is accomplished by brushing the latent-hydrophilic polymerizable material into the mold.
Claim 18
Dependent Claim
13 words
The process of claim 1 wherein said latent-hydrophilic polymerizable material is a prepolymer.
Claim 19
Dependent Claim
15 words
The process of claim 1 wherein the molded article of manufacture is a contact lens.
Claim 20
Dependent Claim
24 words
The process of claim 1, wherein said latent-hydrophilic polymerizable material contains a functional group which is chemically convertible to a more hydrophilic functional group.
Claim 21
Dependent Claim
14 words
The process of claim 1, wherein said monomeric material of step (b) comprises polydimethylsiloxane.
Claim 22
Dependent Claim
15 words
The process of claim 1, wherein said latent-hydrophilic polymerizable material comprises diester of 3-aminopropylmethacrylamide-N,N-diacetic acid.
Claim 23
Dependent Claim
25 words
The process of claim 1, wherein said treating step (d) further comprises immersing said object in a neutral, mildly acidic, or mildly alkaline aqueous solution.
Claim 24
Dependent Claim
40 words
The process of claim 1 in which said latent-hydrophilic polymerizable material comprises polymerizable functional groups selected from the group consisting of amino groups, esters of α-amino acid esters, acid chloride and acid anhydride functional groups, and carboxylic acid functional groups.
Claim 25
Dependent Claim
58 words
The process of claim 1 in which said latent-hydrophilic polymerizable material is selected from the group consisting of the diethyl, dimethyl, di-n-propyl, diisopropyl, dibutyl, dibenzyl and diphenyl esters of 3-aminopropylmethacrylamide-N,N-diacetic acid; methacrylic acid; acrylic acid; itaconic acid; methacrylic anhydride; acrylic anhydride; maleic anhydride; methacryloyl chloride; acryloyl chloride; aminopropyl methacrylamide; carboxylic acid ester of α-amino acid, and 2-dimethylaminoethyl methacrylate.
Claim 26
Dependent Claim
22 words
The process of claim 1 in which said treating step (d) further comprises heating said object in a buffered neutral aqueous solution.
Claim 27
Dependent Claim
16 words
The process of claim 1 in which said treating step (d) further comprises heating said solution.
Claim 28
Dependent Claim
16 words
The process of claim 1 in which said treating step (d) further comprises mild hydrolytic conditions.
Claim 29
Dependent Claim
117 words
The process of claim 1 in which said latent-hydrophilic polymerizable material comprises functional groups selected from the group consisting of amino groups, which when treated according to step (d) by immersion in neutral or mildly acidic aqueous solutions are converted into ammonium groups; esters of α-amino acid esters, which when treated according to step (d) under mild hydrolytic conditions can be converted into ionic carboxylate groups; acid chloride and acid anhydride functional groups, which when treated according to step (d) under mild hydrolytic conditions can be converted into ionic carboxylate groups; and carboxylic acid functional groups, which when treated according to step(d) by immersion in neutral or mildly alkaline aqueous solutions can be converted into carboxylate groups.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 2001-07-13 | 2002-01-12 | 2002-07-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-07-13 | 2006-01-12 | 2006-07-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-07-13 | 2010-01-12 | 2010-07-14 | $7700.00 | Window Closed / Lapsed |