Hydrogel from polysiloxane-containing urethane prepolymer, tris (trimethylsiloxy) silylpropyl methacrylate, and a hydrophilic comonomer
First Claim
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1. A hydrogel material that is a polymerization product of a comonomer mixture comprising:
- (a) a polysiloxane-containing urethane prepolymer;
(b) tris(trimethylsiloxy)silylpropyl methacrylate; and
(c) a hydrophilic comonomer.
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Abstract
A polyurethane based prepolymer is provided and useful in biomedical devices which provides high oxygen permeability and superior physical properties. A hydrogel is produced from a comonomer mixture containing a polysiloxane-containing urethane prepolymer, tris(trimethylsiloxy)-silylpropyl methacrylate and a hydrophilic comonomer. The hydrogel is especially useful for biomedical materials such as contact lenses and implants.
132 Citations
12 Claims
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1. A hydrogel material that is a polymerization product of a comonomer mixture comprising:
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(a) a polysiloxane-containing urethane prepolymer;
(b) tris(trimethylsiloxy)silylpropyl methacrylate; and
(c) a hydrophilic comonomer. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12)
(a) 30 to 90 weight percent of the polysiloxane-containing urethane prepolymer;
(b) 1 to 30 weight percent of tris(trimethylsiloxy)silylpropyl methacrylate; and
(c) 20-40 weight percent of the hydrophilic monomer.
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3. The hydrogel material of claim 2, wherein the hydrophilic comonomer includes dimethylacrylamide.
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4. The hydrogel material of claim 1, wherein the hydrophilic comonomer is selected from the group consisting of 2-hydroxyethyl methacrylate, N-vinyl-2-pyrrolidinone, methacrylic acid, dimethylacrylamide, and glycerol methacrylate.
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5. The hydrogel material of claim 1, wherein the polysiloxane-containing urethane prepolymer is described by the general chemical formulae
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6. The hydrogel material of claim 5, wherein said prepolymer has the formula E(*D*A*D*G)a*D*A*D*E′
- .
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7. The hydrogel material of claim 6, wherein the G radical is formed from neopentyl glycol, the D radical is formed from isophorone diisocyanate, and the E and E′
- radicals are each formed from 2-hydroxyethylmethyacrylate.
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8. The hydrogel material of claim 5, wherein said prepolymer has the formula E(*D*G*D*A)a*D*G*D*E′
- .
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9. The hydrogel material of claim 8, wherein the D radical is formed from isophorone diisocyanate.
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10. The hydrogel material of claim 9, wherein the G radical is formed from neopentyl glycol, diethylene glycol or 1,4-butanediol.
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11. The hydrogel material of claim 10, wherein the E and E′
- radicals are formed from 2-hydroxyethylmethyacrylate.
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12. The hydrogel material of claim 8, wherein the comonomer mixture comprises:
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(a) 30 to 90 weight percent of the polysiloxane-containing urethane prepolymer;
(b) 1 to 30 weight percent of tris(trimethylsiloxy)silylpropyl methacrylate; and
(c) 20-40 weight percent of the hydrophilic comonomer.
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Specification