Fluorosilicone hydrogels
AssigneeBausch & Lomb Incorporated
InventorsJay Kunzler, Richard Ozark
Life of this patent
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Abstract
Novel fluorosiloxane-containing monomers are disclosed which are especially useful for the preparation of biomedical materials such as contact lenses.
Claims22
In a method of making a fluorinated siloxane-containing polymer by preparing a monomer mix comprising a fluorinated siloxane-containing monomer, at least one vinyl- or acryl-containing hydrophilic monomer, and at least one initiator and curing the monomer mix, the improvement which comprises selecting the fluorinated siloxane-containing monomer from the group consisting of
- (a) a monomer having the general schematic representation:
- ##STR15## wherein:
- R is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- R.sub.1 -R.sub.4 may independently be a monovalent hydrocarbon radical or a halogen substituted monovalent hydrocarbon radical having 1 to 18 carbon atoms which may have ether linkages between carbon atoms;
- x is.gtoreq.0;
- y is.gtoreq.z1;
- x+y=2 to 1000;
- R.sub.5 is a fluorinated side group having the general schematic representation:
- --D--(CF.sub.2).sub.z --H
- wherein
- z is 1 to 20;
- D is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- and
- A is an activated unsaturated group, such as an ester or amide of an acrylic or a methacrylic acid or is a group represented by the general formula:
- ##STR16## wherein Y is --O--, --S-- or --NH--;
- and
- (b) a monomer having the general schematic representation:
- ##STR17## wherein A is an activated unsaturated group, such as an ester or amide of an acrylic or a methacrylic acid;
- R.sub.6 is CH.sub.3 or H;
- R is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- D is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- x is 1, 2 or 3;
- y is 0, 1 or 2;
- and
- x+y=3.
In a fluorinated siloxane-containing polymerization product prepared by polymerizing a monomer mix comprising a fluorinated siloxane-containing monomer, at least one vinyl- or acryl-containing hydrophilic monomer, and at least one initiator and curing the monomer mix, the improvement which comprises selecting the fluorinated siloxane-containing monomer from the group consisting of
- (a) a monomer having the general schematic representation:
- ##STR18## wherein:
- R is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- R.sub.1 -R.sub.4 may independently be a monovalent hydrocarbon radical or a halogen substituted monovalent hydrocarbon radical having 1 to 18 carbon atoms which may have ether linkages between carbon atoms;
- x is.gtoreq.0;
- y is.gtoreq.1;
- x+y=2 to 1000;
- R.sub.5 is a fluorinated side group having the general schematic representation:
- --D--(CF.sub.2).sub.z --H
- wherein z is 1 to 20;
- D is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- and
- A is an activated unsaturated group, such as an ester or amide of an acrylic or a methacrylic acid or is a group represented by the general formula:
- ##STR19## wherein Y is --O--, --S-- or --NH--;
- and
- (b) a monomer having the general schematic representation:
- ##STR20## wherein A is an activated unsaturated group, such as an ester or amide of an acrylic or a methacrylic acid;
- R.sub.6 is CH.sub.3 or H;
- R is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- D is an alkyl or alkylene group having 1 to 10 carbon atoms and which may have ether linkages between carbon atoms;
- x is 1, 2 or 3;
- y is 0, 1 or 2;
- and
- x+y=3.
Dependencies are inferred from the claim text.