Radiation curable nail coatings and artificial nail tips and methods of using same

• US 6,803,394 B2
• Filed: 05/21/2002
• Issued: 10/12/2004
• Est. Priority Date: 12/17/1999
• Status: Expired due to Term

• Current Assignee: Creative Nail Design Incorporated (Ronald Owen Perelman, MBA)
• Original Assignee: GEL Products, Inc.
• Inventors: Peterson, Sarah, Lilley, Pamela H.
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): McClendon, Sanza L.
• Application Number:
  US10/154,235
• Publication Number:
  US 20030073753A1
• Time in Patent Office: 875 Days
• Field of Search: 522/182, 522/96, 522/18, 522/64, 522/49, 522/50, 522/38, 522/120, 522/121, 424/61, 424/401, 252/182.13, 252/182.18, 252/182.22, 252/182.29
• US Class Current: 522/182
• CPC Class Codes: A61K 2800/81 Preparation or application process involves irradiation
• 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: A61K 8/922 of vegetable origin
• CPC Class Codes: A61Q 3/02 Nail coatings

Abstract

A composition for actinic radiation curable nail coatings and artificial nail tips comprising a BISGMA based urethane resin, an additional polymer, a photoinitiator, and having a viscosity of greater than approximately 80,000 cps. Composition may additionally comprise other additives known in the art and also methods of application of the composition alone and with related compositions.

Claims

1. A radiation curable nail and/or artificial nail tip coating composition comprising:

a BISGMA urethane; and

a photoinitiator;

said composition comprising a major portion of photopolymerizable resin blend and having a sufficient viscosity to be applied to natural nails and artificial nail tips so that it does not flow off the nails or tips.

2. The composition of claim 1 wherein the photopolymerizable resin blend comprises between approximately 20% and approximately 99% BISGMA urethane.

3. The coating of claim 1 further comprising a second polymer or oligomer.

4. The composition of claim 3 wherein said second polymer comprises a polyol modified methacrylated urethane.

5. The composition of claim 4 wherein;

said BISGMA urethane comprises between approximately 1% and approximately 30% BISGMA urethane; and

said polyol modified methacrylated urethane comprises between approximately 1% and approximately 99% polyol modified methacrylated urethane.

6. The composition of claim 1 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

7. A method of increasing soak-off characteristics and susceptibility to polar solvents of a nail coating composition wherein the composition comprises a major portion of photopolymerizable resin blend, the method comprising the steps of:

providing a nail coating composition comprising a BISGMA urethane resin composition; and

adding a polymerizable polyol modified methacrylate resin to the composition.

8. A method of increasing the hardness of a cured nail coating composition, the method comprising the steps of:

providing a nail coating composition; and

adding a polymerizable BISGMA urethane resin to the nail coating composition prior to curing.

9. The method of claim 8 wherein the step of providing a nail coating composition comprises providing a polymerizable methacrylate resin composition.

10. The method of claim 9 wherein the step of providing a polymerizable methacrylate resin composition comprises providing resins in the composition comprising at least two different molecular weight methacrylate resins.

11. The method of claim 9 wherein the step of providing a resin comprises providing a polyol modified methacrylate resin.

12. The method of claim 9 wherein the step of providing a resin comprises providing a methacrylate urethane resin.

13. A method of applying a soak-off nail coating composition to a coated nail, the method comprising the steps of:

providing a coated nail;

applying a composition comprising a polymerizable polyol modified (meth) acrylate resin to the coated nail and;

curing the applied composition.

14. The method of claim 13 wherein the step of applying a composition comprises providing methacrylate urethane resin.

15. The method of removing a soak-off nail coating composition from a coated nail, the method comprising the steps of:

providing a nail coated with a non-soak-off radiation cured composition;

applying a solvent evaporation basecoat composition to the coated nail and allowing the basecoat to dry;

applying a radiation curable composition comprising a polymerizable polyol modified methacrylate resin to the coated nail;

curing the applied composition; and

soaking the coated nail with a solvent.

16. The method of claim 15 wherein the step of applying the radiation curable composition comprises applying a clear or colored radiation curable composition to the coated nail.

17. The method of claim 15 wherein the step of soaking the coated nail with a solvent comprises soaking the nail with a solvent and leaving the underlying coated nail intact for further application of radiation curable gel without excessive filing.

18. The method of claim 15 wherein the step of soaking the coated nail with a solvent comprises soaking with a polar solvent.

19. The method of claim 15 wherein the step of providing a nail coated with a non-soak off radiation cured composition comprises providing a composition not able to be soaked off the nail in less than approximately 15 minutes using a foil solvent method.

20. A method of applying a soak-off nail coating composition to a pre-coated nail comprising the steps of:

preparing and providing a coated extended nail;

applying a composition comprising a polyol modified methacrylate urethane resin radiation curable coating, wherein the polyol modified methacrylate urethane resin radiation curable coating is removable or softenable with polar solvents; and

curing the composition.

21. The method of claim 20 wherein the step of providing a nail coated with a radiation cured composition comprises providing a cured composition comprising a polymerizable polyol modified (meth) acrylated urethane, a BISGMA urethane, and a photoinitiator.

22. A radiation curable natural nail and/or artificial nail tip coating composition comprising.

a BISGMA urethane;

a polyether, methacrylated urethane;

a photoinitiator; and

at least one inhibitor selected from the group consisting of hydroquinone, methyl ether hydroquinone, and butylated hydroxy toluene.

23. The composition of claim 22 further comprising a photoaccelerator.

24. The composition of claim 22 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

25. A composition for making an artificial nail or tip comprising:

a BISGMA urethane;

a second polymer or oligomer; and

a photoinitiator;

said composition of a sufficient viscosity to form the artificial nail or tip so that it does not flow off the nail or tip.

26. The composition of claim 25 wherein said second polymer comprises polyol modified methacrylate resin.

27. The composition of claim 25 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

28. A composition for making an artificial nail or tip comprising:

a BISGMA urethane;

a polyol modified methacrylate resin polymer or oligomer; and

a photoinitiator;

said composition having increasing soak-off characteristics.

29. A composition for coating a natural nail or for coating or making an artificial nail or tip comprising:

a polyol modified polymerizable methacrylate resin; and

a photoinitiator;

said composition coating a natural nail or coating or making an artificial nail or tip;

wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

30. The composition of claim 29 further comprising thiol.

31. The composition of claim 29 further comprising cycloalpiphatic epoxide.

32. The composition of claim 29 further comprising maleimide functional materials.

33. A composition for coating a natural nail or for coating or making an artificial nail or tip comprising:

a polymerizable methacrylate resin;

a maleimide functional material; and

a photoinitiator.

34. The composition of claim 33 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

35. The composition of claim 33 wherein said polymerizable methacrylate resin comprises BISGMA urethane.

36. A method for reducing loss of adhesion of pre-formed nail tips to radiation curable coatings comprising the steps of:

making a pre-formed radiation curable nail tip out of BISGMA urethane;

applying a coating to the nail from the same BISGMA urethane; and

adhering by curing the pre-formed nail tip to the coating.

37. The method of claim 36 wherein the gel comprises a photoinitiator.

38. The composition of claim 37 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

39. A method for applying a coating to a natural or coated nail comprising the steps of:

mixing a radiation curable polymer or oligomer coating comprising a photoinitiator with a commercially available color nail polish;

applying the mixture to the natural or coated nail; and

radiation curing the mixture on the natural or coated nail.

40. The method of claim 39 wherein the radiation curable polymer or oligomer comprises a methacrylate resin.

41. The method of claim 40 wherein the methacrylate resin comprises a polyol modified methacrylate resin.

42. The method of claim 40 wherein the methacrylate resin comprises BISGMA urethane.

43. The method of claim 39 wherein said photoinitiator comprises at least one member selected from the group consisting of phosphinates, phosphine oxides, sulfanyl ketones, sulfonyl azides, polymeric morpholinkoketones, alpha amino ketones and iodonium hexafluorophosphate salts.

44. The method of removing a soak-off nail coating composition from a coated nail, the method comprising the steps of:

providing a nail coated with a non-soak-off radiation cured composition;

applying a clear or colored radiation curable composition comprising a polymerizable polyol modified methacrylate resin to the coated nail;

curing the applied composition; and

soaking the coated nail with a solvent.

45. The method of claim 44 wherein the step of soaking the coated nail with a solvent comprises soaking the nail with a solvent and leaving the underlying coated nail intact for further application of radiation curable gel without excessive filing.

46. The method of claim 44 wherein the step of soaking the coated nail with a solvent comprises soaking with a polar solvent.

47. The method of claim 44 wherein the step of providing a nail coated with a non-soak off radiation cured composition comprises a composition not able to be soaked off the nail in less than approximately 15 minutes using a foil solvent method.

48. The method of removing a soak-off nail coating composition from a coated nail, the method comprising the steps of:

providing a nail coated with a non-soak-off radiation cured composition;

applying a radiation curable composition comprising a polymerizable polyol modified methacrylate resin to the coated nail;

curing the applied composition; and

soaking the coated nail with a solvent and leaving the underlying coated nail intact for further application of radiation curable gel without excessive filing.

49. The method of claim 48 wherein the step of soaking the coated nail with a solvent comprises soaking with a polar solvent.

50. The method of claim 48 wherein the step of providing a nail coated with a non-soak off radiation cured composition comprises a composition not able to be soaked off the nail in less than approximately 15 minutes using a foil solvent method.

51. The method of removing a soak-off nail coating composition from a coated nail, the method comprising the steps of:

providing a nail coated with a non-soak-off radiation cured composition;

applying a radiation curable composition comprising a polymerizable polyol modified methacrylate resin to the coated nail;

curing the applied composition; and

soaking the coated nail with a polar solvent.

52. The method of claim 51 wherein the step of providing a nail coated with a non-soak off radiation cured composition comprises a composition not able to be soaked off the nail in less than approximately 15 minutes using a foil solvent method.

53. The method of removing a soak-off nail coating composition from a coated nail, the method comprising the steps of:

providing a nail coated with a non-soak-off radiation cured composition not able to be soaked off the nail in less than approximately 15 minutes using a foil solvent method;

applying a radiation curable composition comprising a polymerizable polyol modified methacrylate resin to the coated nail;

curing the applied composition; and

soaking the coated nail with a solvent.