RADIATION-CURABLE, STABLE NAIL GEL COMPOSITIONS AND METHODS OF PREPARATION AND USE

• US 20150335568A1
• Filed: 06/21/2013
• Published: 11/26/2015
• Est. Priority Date: 06/22/2012
• Status: Abandoned Application

• Current Assignee: Mycone Dental Supply Company Incorporated (Solstice Resorts, Inc.)
• Original Assignee: Mycone Dental Corporation
• Inventors: Lein, George M.
• Application Number:
  US14/410,313
• Publication Number:
  US 20150335568A1
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: A61K 2800/81 Preparation or application process involves irradiation
• CPC Class Codes: A61K 2800/95 Involves in-situ formation or cross-linking of polymers
• CPC Class Codes: A61K 8/35 Ketones, e.g. benzophenone
• CPC Class Codes: A61K 8/55 Phosphorus compounds
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/87 Polyurethanes
• CPC Class Codes: A61Q 3/02 Nail coatings

Abstract

A radiation-curable nail gel composition comprising

• • (a) one or more of the following:
    • i. a vinyl functional, urethane;
    • ii. a vinyl containing polyester; and
    • iii. a compound containing an ester which does not contain a hydroxyl group;
  • (b) at least one hydroxyl-containing monomer, oligomer, or solvent; and
  • (c) a photo initiator;
    the radiation-curable gel nail coating composition comprising less than 10 ppm tin; and a method comprising applying the composition to a finger or toe nail and curing it in the presence of UV radiation.

Claims

1. A radiation-curable nail gel composition comprising

(a) one or more esters selected from the group consisting of:

i. a vinyl functional urethane;

ii. a vinyl containing polyester; and

iii. a compound containing an ester which does not contain a hydroxyl group;

(b) at least one hydroxyl-containing monomer, oligomer, or solvent; and

(c) a photo initiator;

the radiation-curable gel nail coating composition comprising less than 10 ppm tin.

2. The composition of claim 1 comprising less than less than 5 ppm tin.

3. The composition of claim 1 comprising less than 1 ppm tin.

4. The radiation-curable gel composition of claim 1 comprising a vinyl functional polyester urethane, a polyether urethane, or a combination of polyester and polyether urethanes.

5. The composition of claim 1 wherein the vinyl functional urethane comprises a (meth)acrylate unit.

6. The composition of claim 1 wherein the vinyl functional urethane is prepared by reacting at least one hydroxyl-containing polyester and/or polyether and, optionally, at least one (meth)acrylic ester, with at least one polyisocyanate in the presence of a catalyst other than tin.

7. The composition of claim 1 wherein the vinyl functional urethane is prepared by reacting at least one hydroxyl-containing polyester and least one polyisocyanate in the absence of a catalyst.

8. The composition of claim 1 wherein the vinyl functional urethane is prepared in the presence of a catalyst selected from the salts or complexes of an anion selected from the group consisting of bismuth, zinc, hafnium, zirconium, copper, iron, chromium, aluminum, cerium, titanium, manganese, nickel, cobalt, zinc, and potassium, or an amine catalyst.

9. The composition of claim 1 comprising a vinyl functional urethane which is an epoxy urethane.

10. The composition of claim 1 wherein the vinyl functional urethane is prepared by reaction of a hydroxyl-containing monomer with an isocyanate.

11. The composition of claim 1 wherein the vinyl functional urethane is selected from the group consisting of urethane dimethacrylate, bis hydroxyethyl methacrylate-isophorone diurethane, and bis hydroxyethyl acrylate-isophorone diurethane.

12. The composition of claim 1 adapted for coating natural or artificial fingernails and toenails.

13. The composition of claim 1 having an initial viscosity of 5 to 2500 poise.

14. The composition of claim 1 adapted for use as a builder gel wherein the initial viscosity is 250-2500 poise.

15. The composition of claim 1 adapted for use as a topcoat nail gel wherein the initial viscosity is 5-25 poise.

16. The composition of claim 1 adapted for use as a pigment containing polish gel wherein the initial viscosity is 10-40 poise.

17. The composition of claim 1 characterized in that it does not lose more than 15% of its viscosity within one year of storage.

18. The composition of claim 1 characterized in that it does not lose more than 10% of its viscosity within one year of storage.

19. The composition of claim 1 characterized in that it does not lose more than 5% of its viscosity within one year of storage.

20. The composition of claim 1 wherein the hydroxyl-containing monomer, oligomer, or solvent is selected from the group consisting of 2-hydroxyethyl (meth)acrylate (HEMA), diethylene glycol mono(meth)acrylate, glycerol (meth)acrylate, glycerol di(meth)acrylate, sorbitol (meth)acrylate, di(meth)acrylate and tri(meth)acrylate, 2-hydroxypropyl (meth)acrylate (HPMA), 3-hydroxypropyl (meth)acrylate, tetraethylene glycol mono(meth)acrylate, pentaethylene glycol mono(meth)acrylate, dipropylene glycol mono(meth)acrylate, dipentaerythritol penta (meth)acrylate, pentaerythritol tri(meth)acrylate, caprolactone (meth)acrylates, polycaprolactone (meth)acrylates, polyethyleneoxide mono(meth)acrylates, polypropyleneoxide (meth)acrylates, ditrimethyol propane tetra(meth)acrylate, carbohydrate based (meth)acrylic monomers, hydroxyl alkyl (meth)acrylamide, and n-methylol acrylamide.

21. The composition of claim 1 comprising a solvent selected from the group consisting of butyl acetate, ethyl acetate, isopropanol, toluene, methyl ethyl ketone, acetone, xylene, propyl acetate, butanol, diacetone alcohol, propylene glycol, and butyl carbitol.

22. The composition of claim 1 wherein the hydroxyl-containing monomer, oligomer, or solvent is a (meth)acrylate monomer.

23. The composition of claim 1 wherein the hydroxyl-containing monomer, oligomer, or solvent is a hydroxyl-containing monomer.

24. The composition of claim 1 wherein the hydroxyl-containing monomer, oligomer, or solvent is a hydroxyl-containing monomer and the vinyl functional urethane is prepared by reacting an isocyanate and a hydroxyl functional monomer.

25. The composition of claim 1 further comprising an additive selected from the group consisting of cellulose acetate butyrate, cellulose acetate propionate, nitrocellulose, polyester resin, hydrophobically modified cellulose, polymers containing acid groups, aliphatic solvents, aromatic solvents, commercial nail polish, and nail polish concentrates.

26. The composition of claim 1 comprising 5-80 wt. % (a), 20-80 wt. % (b), and 0.1 to 10 wt. % (c).

27. A method of coating a human finger nail or toe nail comprising applying a composition according to claim 1 to the finger or toe nail and curing in the presence of UV radiation.

28. A method of preparing an artificial nail comprising applying to a human fingernail or toenail a composition according to claim 1 adapted for use as a builder gel wherein the initial viscosity is 250-2500 poise.