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US4889664A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of forming shaped hydrogel articles including contact lenses

Assignee: Johnson and Johnson Vision Care Inc
•
Filing: 1988-11-25
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Granted: 1989-12-26
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Expires: 2008-11-25
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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, 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 (δ p ) and Hansen hydrogen bonding (δ h ) cohesion parameters falling within the area of a circle defined as having a center at δ h =20.5, δ p =13, and a radius of 8.5, to produce a shaped gel of a coploymer of said monomers and said diluent, and (2) thereafter replacing said diluent with water.

Inventors

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

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 03:50
CPC Classifications
C; C08; C08J; C08J5/00; 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

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 136 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 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 (δ p ) and Hansen hydrogen bonding (δ h ) cohesion parameters falling within the area of a circle defined as having a center at δ h =20.5, δ 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 136 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 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 (δ p ) and Hansen hydrogen bonding (δ h ) cohesion parameters falling within the area of a circle defined as having a center at δ h =20.5, δ 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 20 words
The process of claim 1 wherein said diluent has a viscosity of at least 500 MPa Sec at 30° C.
Claim 6
Dependent Claim 45 words
The process of claim 1 wherein said dihydric alcohol is selected from the group consisting of ethylene glycol, 1,2-propanediol, 1,4-butanediol, 1,6-hexanediol, 2,5-hexanediol, 1,8-octanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol having a molecular weight of up to about 2000, dipropylene glycol, and tripropylene glycol.
Claim 7
Dependent Claim 41 words
The process of claim 4 wherein said dihydric alcohol is selected from the group consisting of 1,4-butanediol, 1,6-hexanediol, 2,5-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol having a molecular weight of up to about 1000, dipropylene glycol, and tripropylene glycol.
Claim 8
Dependent Claim 11 words
The process of claim 1 wherein said dihydric alcohol is 1,4-butanediol.
Claim 9
Dependent Claim 12 words
The process of claim 1 wherein said dihydric alcohol is diethylene glycol.
Claim 10
Dependent Claim 12 words
The process of claim 1 wherein the monomer mixture contains methacrylic acid.
Claim 11
Dependent Claim 14 words
The process of claim 1 wherein the shaped hydrogel article is a contact lens.
Claim 12
Dependent Claim 138 words
The 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 a hydrophobic 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 (δ p ) and Hansen hydrogen bonding (δ h ) cohesion parameters falling within the area of a circle defined as having a center at δ h =20.5, δ 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 13
Dependent Claim 138 words
The 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 a hydrophobic 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 (δ p ) and Hansen hydrogen bonding (δ h ) cohesion parameters falling within the area of a circle defined as having a center at δ h =20.5, δ 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 14
Dependent Claim 14 words
The process of claim 11 wherein the said hydrophilic monomer is a hydroxyalkyl (meth)acrylate.
Claim 15
Dependent Claim 12 words
The process of claim 12 wherein the hydroxyalkyl (meth)acrylate is 2-hydroxyethyl methacrylate.
Claim 16
Dependent Claim 20 words
The process of claim 11 wherein said diluent has a viscosity of at least 500 MPa Sec at 30° C.
Claim 17
Dependent Claim 45 words
The process of claim 11 wherein said dihydric alcohol is selected from the group consisting of ethylene glycol, 1,2-propanediol, 1,4butanediol, 1,6-hexanediol, 2,5-hexanediol, 1,8-octanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol having a molecular weight of up to about 2000, dipropylene glycol, and tripropylene glycol.
Claim 18
Dependent Claim 41 words
The process of claim 14 wherein said dihydric alcohol is selected from the group consisting of 1,4-butanediol, 1,6-hexanediol, 2,5-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol having a molecular weight of up to about 1000, dipropylene glycol, and tripropylene glycol.
Claim 19
Dependent Claim 11 words
The process of claim 11 wherein said dihydric alcohol is 1,4-butanediol.
Claim 20
Dependent Claim 12 words
The process of claim 11 wherein said dihydric alcohol is diethylene glycol.
Claim 21
Dependent Claim 12 words
The process of claim 11 wherein the monomer mixture contains methacrylic acid.
Claim 22
Dependent Claim 13 words
The process of claim 11 wherein the hydrophobic monomer is a benzotriazole ester.
Claim 23
Dependent Claim 11 words
The process of claim 20 wherein the benzotriazole ester is 2-(2'-hydroxy-5'-methacryloxypropyl-3'-tert-butylphenyl)-5-chloro-2H-benzotriazole.

References Cited (Backward Citations)

US4495313A Cited
US4680336A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-12-25 1993-06-26 1993-12-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-12-25 1997-06-26 1997-12-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-12-25 2001-06-26 2001-12-26 $7700.00 Window Closed / Lapsed

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