Patent US4229431A successfully refreshed from Google Patents.
US4229431A
Expired / Lapsed
US
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Method of applying self curing artificial nails
Assignee: Lee Pharmaceuticals Inc
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Filing: 1979-02-05
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Granted: 1980-10-21
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Expires: 1999-02-05
Abstract
Abstract Self-curing artificial fingernail compositions containing crosslinking monomers, monoacrylates and suitable initiators and accelerators, and methods of polymerizing and applying same.
Inventors
- 👤 Henry L. Lee, Jr.
- 👤 Jan A. Orlowski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 23:10
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/81; A61K8/8141; A61K8/8152; A61Q; A61Q3/00
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
210 words
A method of coating a human nail comprising: (1) applying to the nail a flowable composition that comprises by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable monomer that can form a cross-linked polymer upon polymerization during self-curing of the composition, which monomer contains in its molecule at least two groups that are capable of being addition polymerized upon contact with a peroxide-type free radical initiator and a tertiary amine-type accelerator, the polymerizable groups being selected from the group consisting of allyl, acryloyl, methacryloyl, and mixtures thereof; (b) an amount up to about 60% of an acrylic or methacrylic monoacrylate ester monomer that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked; (c) a peroxide-type initiator; (d) a tertiary amine-type accelerator, the composition being formulated and the initiator and the accelerator being present in quantities such that curing is caused to occur within about 120 to about 400 seconds after mixing of the components to form the composition, (2) permitting the composition to cure and to harden in situ on the nail, the monomers (a) and (b) copolymerizing upon curing to form a copolymeric structure that is cross-linked.
Claim 2
Independent Claim
210 words
A method of coating a human nail comprising: (1) applying to the nail a flowable composition that comprises by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable monomer that can form a cross-linked polymer upon polymerization during self-curing of the composition, which monomer contains in its molecule at least two groups that are capable of being addition polymerized upon contact with a peroxide-type free radical initiator and a tertiary amine-type accelerator, the polymerizable groups being selected from the group consisting of allyl, acryloyl, methacryloyl, and mixtures thereof; (b) an amount up to about 60% of an acrylic or methacrylic monoacrylate ester monomer that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked; (c) a peroxide-type initiator; (d) a tertiary amine-type accelerator, the composition being formulated and the initiator and the accelerator being present in quantities such that curing is caused to occur within about 120 to about 400 seconds after mixing of the components to form the composition, (2) permitting the composition to cure and to harden in situ on the nail, the monomers (a) and (b) copolymerizing upon curing to form a copolymeric structure that is cross-linked.
Claim 3
Dependent Claim
17 words
The method of claim 1 wherein said monoacrylate ester monomer is either tetrahydrofurfuryl acrylate of tetrahydrofurfuryl methacrylate.
Claim 4
Dependent Claim
30 words
The method of claim 1 wherein the composition also contains from about 5% to about 60% of a polymeric filler, by weight based on the total weight of the composition.
Claim 5
Dependent Claim
70 words
A method in accordance with claim 1 wherein the (a) monomer is selected from the group consisting of 2,2 bis propane ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryloylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate; bis (2-methacryloylethyl)-O-phthalate, bis (2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl)-P-phthalate, 2 -acryloylethyl methacrylate, and mixtures thereof.
Claim 6
Dependent Claim
33 words
A method in accordance with claim 4 wherein the (b) monomer is present in an amount up to about 45% by weight of the composition and is a tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate.
Claim 7
Dependent Claim
45 words
The method of claim 2 wherein the flowable composition comprises from about 5% to about 80% of a polymerizable (a) monomer selected from the group consisting of ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, and mixtures thereof.
Claim 8
Dependent Claim
28 words
The method of claim 6 wherein the composition includes from about 5% to about 60% of a polymeric filler by weight based on the weight of the composition.
Claim 9
Dependent Claim
24 words
The method of claim 6 wherein the amount of the (b) monomer is less than about 45% based on the weight of the composition.
Claim 10
Dependent Claim
48 words
The method of claim 8 wherein the initiator is present in an amount in the range from about 0.2% to about 4% and the accelerator is present in an amount from about 0.1% to about 8%, the percentages being by weight based upon the weight of the composition.
Claim 11
Dependent Claim
35 words
The method of claim 7 wherein the polymeric filler is soluble in the composition and is present in an amount from about 5% to about 55% by weight based upon the weight of the composition.
Claim 12
Independent Claim
237 words
A method of coating a human nail comprising: (1) applying to the nail a self-curing composition consisting essentially of a mixture of the following ingredients, by weight based on the total weight of the composition: (a) from about 5% to about 80% of a polymerizable, cross-linkable monomer selected from the group consisting of 2,2 bis propane, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryoylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate, bis (2-methacryloyl-ethyl)-O-phthalate, bis (2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl)-p-phthalate, 2-acryloylethyl-methacrylate and (b) a second monomer in an amount to about 45%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, said second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) from about 0.2% to about 4.0% of a peroxide-type free radical initiator; (d) from about 0.1% to about 8.0% of a tertiary amine-type accelerator, and (e) from about 5% to about 55% of a polymeric filler that is at least partially soluble in the composition; the composition being formulated and the initiator and accelerator being present in quantities to cause self-curing to occur in situ within about 120 to about 400 seconds after mixing the ingredients and application to a nail, and (2) permitting the composition to cure and to harden in situ on the nail.
Claim 13
Independent Claim
237 words
A method of coating a human nail comprising: (1) applying to the nail a self-curing composition consisting essentially of a mixture of the following ingredients, by weight based on the total weight of the composition: (a) from about 5% to about 80% of a polymerizable, cross-linkable monomer selected from the group consisting of 2,2 bis propane, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryoylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate, bis (2-methacryloyl-ethyl)-O-phthalate, bis (2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl)-p-phthalate, 2-acryloylethyl-methacrylate and (b) a second monomer in an amount to about 45%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, said second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) from about 0.2% to about 4.0% of a peroxide-type free radical initiator; (d) from about 0.1% to about 8.0% of a tertiary amine-type accelerator, and (e) from about 5% to about 55% of a polymeric filler that is at least partially soluble in the composition; the composition being formulated and the initiator and accelerator being present in quantities to cause self-curing to occur in situ within about 120 to about 400 seconds after mixing the ingredients and application to a nail, and (2) permitting the composition to cure and to harden in situ on the nail.
Claim 14
Dependent Claim
35 words
The method of claim 11 wherein the cross-linkable (a) monomer is selected from the group consisting of ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, and mixtures thereof.
Claim 15
Independent Claim
177 words
A method of coating a human nail comprising: (1) applying to the nail a flowable composition that comprises by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable, ethylenically unsaturated monomer that can form a cross-linked polymer upon polymerization during self-curing of the composition, which monomer contains in its molecule at least two groups that are capable of being addition polymerized upon contact with a peroxide-type free radical initiator and a tertiary amine-type accelerator, the polymerizable groups being members selected from the group consisting of allyl, acryloyl, methacryloyl, or combinations thereof; (b) a second monomer that is monoethylenically unsaturated, in an amount up to about 60%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, the second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) a peroxide-type initiator; (d) a tertiary amine-type accelerator, and (e) from about 5% to about 60% of a polymeric filler that is at least partially soluble in said composition.
Claim 16
Independent Claim
177 words
A method of coating a human nail comprising: (1) applying to the nail a flowable composition that comprises by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable, ethylenically unsaturated monomer that can form a cross-linked polymer upon polymerization during self-curing of the composition, which monomer contains in its molecule at least two groups that are capable of being addition polymerized upon contact with a peroxide-type free radical initiator and a tertiary amine-type accelerator, the polymerizable groups being members selected from the group consisting of allyl, acryloyl, methacryloyl, or combinations thereof; (b) a second monomer that is monoethylenically unsaturated, in an amount up to about 60%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, the second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) a peroxide-type initiator; (d) a tertiary amine-type accelerator, and (e) from about 5% to about 60% of a polymeric filler that is at least partially soluble in said composition.
Claim 17
Dependent Claim
25 words
A method in accordance with claim 13 wherein the (b) monomer is present in an amount up to about 45% by weight of the composition.
Claim 18
Dependent Claim
71 words
A method in accordance with claim 13 or 14 wherein the (a) monomer is selected from the group consisting of 2,2 bis propane, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryloylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate bis (2-methacryloylethyl)-O- phthalate, bis(2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl)-p-phthalate, 2-acryloylethyl methacrylate, and mixtures thereof.
Claim 19
Dependent Claim
45 words
The method of claim 14 wherein the flowable composition comprises from about 5% to about 80% of a polymerizable (a) monomer selected from the group consisting of ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, and mixtures thereof.
Claim 20
Dependent Claim
50 words
The method of claim 15 or 16 wherein the initiator is present in an amount in the range from about 0.2% to about 4% and the accelerator is present in an amount from about 0.1% to about 8%, the percentages being by weight based upon the weight of the composition.
Claim 21
Dependent Claim
40 words
The method of claim 17 wherein the composition comprises a polymeric filler that is soluble in the composition and that is present in an amount from about 5% to about 55% by weight based upon the weight of the composition.
Claim 22
Dependent Claim
16 words
The method of claim 14 wherein, in the composition, the (a) monomer is polyethylene glycol dimethacrylate.
Claim 23
Dependent Claim
16 words
The method of claim 19 wherein, in the composition, the (a) monomer is diethylene glycol dimethacrylate.
Claim 24
Independent Claim
243 words
A method of coating a human nail comprising: (1) applying to the nail a self-curing composition consisting essentially of a mixture of the following ingredients, by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable, ethylenically unsaturated, cross-linkable monomer selected from the group consisting of 2,2 bis propane, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryoylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate, bis (2-methacryloylethyl)-O-phthalate, bis(2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl-p-phthalate, 2-acryloylethyl-methacrylate, and mixtures thereof; (b) a second monomer in an amount up to about 45%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, said second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) from about 0.2% to about 4.0% of a peroxide-type free radical initiator; (d) from about 0.1% to about 8.0% of a tertiary amine-type accelerator, and (e) from about 5% to about 55% of a polymeric filler that is at least partially soluble in the composition; the composition being formulated and the initiator and accelerator being present in quantities to cause self-curing to occur in situ within about 120 to about 400 seconds after mixing the ingredients and application to a nail, and (2) permitting the composition to cure and to harden in situ on the nail.
Claim 25
Independent Claim
243 words
A method of coating a human nail comprising: (1) applying to the nail a self-curing composition consisting essentially of a mixture of the following ingredients, by weight based on the total weight of the composition: (a) from about 5% to about 80% of a first addition polymerizable, ethylenically unsaturated, cross-linkable monomer selected from the group consisting of 2,2 bis propane, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, diallyl fumarate, 2,2 bis (4'-methacryloyl phenyl) propane, 2,2 bis (4'-methacryoylethyloxy-phenyl) propane, diallyl phthalate, butenediol-1,4-dimethacrylate, allyl methacrylate, bis (2-methacryloylethyl)-O-phthalate, bis(2-methacryloyl-ethyl)-m-phthalate, bis (2-methacryloyl-ethyl-p-phthalate, 2-acryloylethyl-methacrylate, and mixtures thereof; (b) a second monomer in an amount up to about 45%, that copolymerizes with the first monomer upon self-curing of the composition to form a copolymeric structure that is cross-linked, said second monomer being either tetrahydrofurfuryl acrylate or tetrahydrofurfuryl methacrylate; (c) from about 0.2% to about 4.0% of a peroxide-type free radical initiator; (d) from about 0.1% to about 8.0% of a tertiary amine-type accelerator, and (e) from about 5% to about 55% of a polymeric filler that is at least partially soluble in the composition; the composition being formulated and the initiator and accelerator being present in quantities to cause self-curing to occur in situ within about 120 to about 400 seconds after mixing the ingredients and application to a nail, and (2) permitting the composition to cure and to harden in situ on the nail.
Claim 26
Dependent Claim
38 words
The method of claim 21 wherein, in the composition, the cross-linkable (a) monomer is selected from the group consisting of ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, and mixtures thereof.
Claim 27
Dependent Claim
21 words
The method of claim 21 or 22 wherein the composition comprises from about 2% to about 20% of a flexibilizing material.
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USPTO Annuity & Maintenance Windows
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| 3.5 Years (Year 4) | 1983-10-21 | 1984-04-21 | 1984-10-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-21 | 1988-04-21 | 1988-10-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-21 | 1992-04-21 | 1992-10-21 | $7700.00 | Window Closed / Lapsed |