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US5039459A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of forming shaped hydrogel articles including contact lenses

Assignee: Johnson and Johnson Vision Care Inc
•
Filing: 1989-12-15
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Granted: 1991-08-13
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Expires: 2009-12-15
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Abstract

Abstract Shaped hydrogel articles such as soft contact lenses are prepared by (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester such as 2-hydroxyethyl methacrylate, an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30 DEG C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (wp) and Hansen hydrogen bonding (wh) cohesion parameters falling within the area of a circle defined as having a center at wh=20.5, wp=13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.

Inventors

  • 👤 Ture Kindt-Larsen
  • 👤 John C. Heaton
  • 👤 Edmund C. Rastrelli
  • 👤 Gregory A. Hill

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 22:21
CPC Classifications
C; C08; C08F; C08F212/00; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; G02B1/043; B; B29; B29D; B29D11/00; B29D11/00009; B29D11/00038; B29K; B29K2033/00; B29K2033/04; B29K2033/08; B29K2033/12; B29K2105/00; B29K2105/0002; B29K2707/00; B29K2707/02; B29K2995/00; B29K2995/0037; B29K2995/0092; Y; Y10; Y10S; Y10S524/00; Y10S524/916

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 149 words
Process for producing shaped hydrogel articles which comprises the steps of: (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester monomer, an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30° C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (w p ) and Hansen hydrogen bonding (w h ) cohesion parameters falling within the area of a circle defined as having a center at w h =20.5, w p =13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
Claim 2
Dependent Claim 149 words
Process for producing shaped hydrogel articles which comprises the steps of: (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester monomer, an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms, and a cross-linking monomer; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30° C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (w p ) and Hansen hydrogen bonding (w h ) cohesion parameters falling within the area of a circle defined as having a center at w h =20.5, w p =13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
Claim 3
Dependent Claim 14 words
The process of claim 1 wherein the said hydrophilic monomer is a hydroxyalkyl (meth)acrylate.
Claim 4
Dependent Claim 12 words
The process of claim 2 wherein the hydroxyalkyl (meth)acrylate is 2-hydroxyethyl methacrylate.
Claim 5
Dependent Claim 21 words
The process of claim 1 wherein said alkyl (meth)acrylate is n-hexyl methacrylate, n-octyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, or n-dodecyl methacrylate.
Claim 6
Dependent Claim 11 words
The process of claim 1 wherein said dihydric alcohol is 1,4-butanediol.
Claim 7
Dependent Claim 12 words
The process of claim 1 wherein said dihydric alcohol is diethylene glycol.
Claim 8
Dependent Claim 12 words
The process of claim 1 wherein the monomer mixture contains methacrylic acid.
Claim 9
Dependent Claim 14 words
The process of claim 1 wherein the shaped hydrogel article is a contact lens.
Claim 10
Dependent Claim 147 words
Process for producing contact lenses which comprises the steps of: (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester, a cross-linking monomer, and an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30° C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (w p ) and Hansen hydrogen bonding (w h ) cohesion parameters falling within the area of a circle defined as having a center at w h =20.5, w p =13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
Claim 11
Dependent Claim 147 words
Process for producing contact lenses which comprises the steps of: (1) molding or casting a polymerization mixture comprising: (a) a monomer mixture comprising a major proportion of a hydrophilic (meth)acrylate ester, a cross-linking monomer, and an alkyl (meth)acrylate wherein the alkyl group contains at least four carbon atoms; and (b) a water-displaceable diluent, wherein said diluent has a viscosity of at least 100 MPa Sec at 30° C., and wherein said diluent consists essentially of a boric acid ester of certain dihydric alcohols, said dihydric alcohols having Hansen polar (w p ) and Hansen hydrogen bonding (w h ) cohesion parameters falling within the area of a circle defined as having a center at w h =20.5, w p =13, and a radius of 8.5, to produce a shaped gel of a copolymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.
Claim 12
Dependent Claim 14 words
The process of claim 9 wherein the said hydrophilic monomer is a hydroxyalkyl (meth)acrylate.
Claim 13
Dependent Claim 12 words
The process of claim 10 wherein the hydroxyalkyl (meth)acrylate is 2-hydroxyethyl methacrylate.
Claim 14
Dependent Claim 20 words
The process of claim 9 wherein said diluent has a viscosity of at least 500 MPa Sec at 30° C.
Claim 15
Dependent Claim 19 words
The process of claim 9 wherein said alkyl (meth)acrylate is n-hexyl methacrylate, n-octyl methacrylate, 2-ethylhexyl methacrylate, or n-dodecyl methacrylate.
Claim 16
Dependent Claim 11 words
The process of claim 9 wherein said dihydric alcohol is 1,4-butanediol.
Claim 17
Dependent Claim 12 words
The process of claim 9 wherein said dihydric alcohol is diethylene glycol.
Claim 18
Dependent Claim 12 words
The process of claim 9 wherein the monomer mixture contains methacrylic acid.

References Cited (Backward Citations)

US3503942A Cited
US3926892A Cited
US3965063A Cited
US4347198A Cited
US4452776A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-08-12 1995-02-11 1995-08-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-08-12 1999-02-11 1999-08-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-08-12 2003-02-11 2003-08-13 $7700.00 Window Closed / Lapsed

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