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US 5,708,048 AGranted
Radiation curable hardcoat compositions
AssigneeGeneral Electric Company
InventorsGeorge Fredric Medford, Gautam Patel
Life of this patent
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Abstract
A radiation (UV or E-beam) curable hardcoat composition formed of a mixture of colloidal silica and hydrolyzed silica acrylate, an acrylic monomer and a photoinitiator is disclosed. Additives including a hindered amine light stabilizer, a fluoroacrylate and alkyl acrylate are employed to improve cure, clarity and hardness. A diphenyl (2,4,6-trimethyl(benzoyl) phosphine oxide UV initiator causes effective out of focus curing.
Claims27
A method substantially free of a solvent strip step for making a radiation curable hardcoat composition consisting essentially of the steps:
- (1) agitating a mixture of
- (i) water miscible alcohol,
- (ii) colloidal silica, component (A), and
- (iii) a silyl acrylate having the formula:
- ##STR11## which upon hydrolysis produces component (B);
- (2) hydrolyzing and condensing the mixture from step (1) resulting in a product;
- (3) adding to the product of step (2) a monomer or a blend of monomers, component (C), having the formula:
- ##STR12## wherein in said silyl acrylate and in said monomer, R is a one to thirteen carbon atom monovalent hydrocarbon radical, R.sup.1 is a one to eight carbon atom alkyl radical, R.sup.2 is selected from the group consisting of hydrogen, R and mixtures thereof, R.sup.3 is a one to eight carbon atom alkylene radical, R.sup.4 is selected from the group consisting of branched two to eight carbon atom alkylene radicals, branched two to eight carbon atom halogenated alkylene radicals, branched two to eight carbon atom hydroxylated alkylene radicals, branched acrylate radicals, six to thirteen carbon atom arylene radicals, halogenated six to thirteen carbon atom arylene radicals and R.sup.3, R.sup.5 has at least one carbon atom and may have the formula:
- --C(R.sup.2).sub.2 --CHR.sup.2 R.sup.3 --,
- where a is a whole number equal to 0-2 inclusive, b is an integer ranging from 1 to 3 inclusive, the sum of a+b ranges from 1 to 3 inclusive and n is an integer ranging from 1 to 6 inclusive;
- (4) adding a diphenyl(2, 4, 6-trimethyl(benzoyl))phosphine oxide, component (D), ultraviolet photoinitiator;
- (5) adding poly(methylmethacrylate/butylmethacrylate), component (G);
- and
- (6) optionally adding a hindered amine light stabilizer, component (E), a fluoroacrylate, component (F), or an ultraviolet (UV) absorber (A) or mixtures thereof.
11 more elements
A radiation curable hardcoat composition consisting essentially of:
- (1) a mixture of
- (i) water miscible alcohol,
- (ii) colloidal silica, component (A), and
- (iii) a silyl acrylate having the formula:
- ##STR13## which upon hydrolysis produces component (B);
- (2) a acrylic monomer or a blend of acrylic monomers, component (C), having the formula:
- ##STR14## wherein in said silyl acrylate and in said monomer, R is a one to thirteen carbon atom monovalent hydrocarbon radical, R.sup.1 is a one to eight carbon atom alkyl radical, R.sup.2 is selected from the group consisting of hydrogen, R and mixtures thereof, R.sup.3 is a one to eight carbon atom alkylene radical, R.sup.4 is selected from the group consisting of branched two to eight carbon atom alkylene radicals, branched two to eight carbon atom halogenated alkylene radicals, branched two to eight carbon atom hydroxylated alkylene radicals, branched acrylate radicals, six to thirteen carbon atom arylene radicals, halogenated six to thirteen carbon atom arylene radicals and R.sup.3, R.sup.5 has at least one carbon atom and may have the formula:
- --C(R.sup.2).sub.2 --CHR.sup.2 R.sup.3 --,
- where a is a whole number equal to 0-2 inclusive, b is an integer ranging from 1 to 3 inclusive, the sum of a+b ranges from 1 to 3 inclusive and n is an integer ranging from 1 to 6 inclusive;
- (3) a diphenyl(2, 4, 6-trimethyl(benzoyl))phosphine oxide, component (D), ultraviolet photoinitiator;
- (4) a poly(methylmethacrylate/butylmethacrylate), component (G);
- and
- (5) optionally a hindered amine light stabilizer, component (E), a fluoroacrylate, component (F), or an ultraviolet absorber or mixtures thereof.
10 more elements
A radiation curable hardcoat composition consisting essentially of:
- (1) a mixture of
- (i) water miscible alcohol,
- (ii) colloidal silica, component (A), and
- (iii) a silyl acrylate having the formula:
- ##STR15## which upon hydrolysis produces component (B);
- (2) a acrylic monomer or a blend of acrylic monomers, component (C), having the formula:
- ##STR16## wherein in said silyl acrylate and in said monomer, R is a one to thirteen carbon atom monovalent hydrocarbon radical, R.sup.1 is a one to eight carbon atom alkyl radical, R.sup.2 is selected from the group consisting of hydrogen, R and mixtures thereof, R.sup.3 is a one to eight carbon atom alkylene radical, R.sup.4 is selected from the group consisting of branched two to eight carbon atom alkylene radicals, branched two to eight carbon atom halogenated alkylene radicals, branched two to eight carbon atom hydroxylated alkylene radicals, branched acrylate radicals, six to thirteen carbon atom arylene radicals, halogenated six to thirteen carbon atom arylene radicals and R.sup.3, R.sup.5 has at least one carbon atom and may have the formula:
- --C(R.sup.2).sub.2 --CHR.sup.2 R.sup.3 --,
- where a is a whole number equal to 0-2 inclusive, b is an integer ranging from 1 to 3 inclusive, the sum of a+b ranges from 1 to 3 inclusive and n is an integer ranging from 1 to 6 inclusive wherein the total of components (A), (B), and (C) equals 100 parts by weight;
- (3) a diphenyl(2, 4, 6-trimethyl(benzoyl))phosphine oxide, component (D), ultraviolet photoinitiator;
- (4) a poly(methylmethacrylate/butylmethacrylate), component (G);
- and
- (5) optionally a hindered amine light stabilizer, component (E), a fluoroacrylate, component (F), or an ultraviolet absorber or mixtures thereof.
10 more elements
Dependencies are inferred from the claim text.