Hair care compositions and methods of treating hair

• US 9,770,399 B2
• Filed: 08/23/2013
• Issued: 09/26/2017
• Est. Priority Date: 10/22/2007
• Status: Active Grant

• Current Assignee: Living Proof, Inc. (Unilever PLC)
• Original Assignee: Living Proof, Inc. (Unilever PLC)
• Inventors: Anderson, Daniel Griffith, Nashat, Amir, DeRosa, Mitchell John, Puerta, David Thomas, McLaughlin, Ronald P., Akcasu, Bryan Scott, Thiell, Susan Alice, Ramirez, Richard Matthew
• Primary Examiner(s): VENKAT, JYOTHSNA A
• Application Number:
  US13/974,411
• Publication Number:
  US 20130336913A1
• Time in Patent Office: 1,495 Days
• Field of Search: None
• CPC Class Codes: A61K 8/37 Esters of carboxylic acids
• CPC Class Codes: A61K 8/69 containing fluorine
• CPC Class Codes: A61K 8/70 containing perfluoro groups, e.g. perfluoroethers
• 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: A61Q 5/00 Preparations for care of the hair
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners

Abstract

The present invention provides compositions, kits and methods for treating scalp hair. The compositions include fluorinated (but not perfluorinated), non-polymeric compounds in a suitable excipient to provide beneficial effects on hair.

Claims

1. A method of treating scalp hair comprising the step of:

applying to said hair a non-toxic composition comprising a fluorinated, non-polymeric compound with a cosmetically acceptable excipient,

wherein the compound is according to one of the formulae;

2. The method according to claim 1, wherein the compound is selected from the group consisting of 1H,1H,11H-eicosafluoroundecyl acrylate;

1H,1H,11H-eicosafluoroundecyl methacrylate;

2,2,3,3,4,4,5,5-octafluoropentyl methacrylate;

2,2,3,3,4,4,5,5-octafluoropentyl acrylate;

1H,1H,7H-dodecafluoroheptyl acrylate; and

1H,1H,7H-dodecafluoroheptyl methacrylate.

3. The method according to claim 1, wherein the compound is:

4. The method according to claim 1, wherein said method does not employ a step consisting of rinsing said hair after applying said composition.

5. The method according to claim 1, wherein the method does not further employ a step of (i) applying a composition containing more than about 0.1% weight/weight of a uv-activated free radical initiator that is activated under ambient light, or (ii) applying a composition containing more than about 0.01% weight/weight of a free radical initiator selected from the group consisting of a heat-activated initiator that is activated at or above ambient temperature and an initiator that is active at ambient temperature.

10. The method according to claim 1, wherein hair treated with the composition resists moisture penetration, characterized by at least 4 percent decreased moisture flux as measured according to DVS Protocol I.

11. The method according to claim 1, wherein hair treated with the composition resists dirt, characterized by no more than 15 percent weight gain when subjected to Starch Test I.

12. The method according to claim 1, wherein the composition has at least 50% weight loss when subjected to Weightless Test I.

13. The method according to claim 1, wherein said composition is an aerosol spray, a hair spray, non-aerosol spray, pumpable hair spray, serum, wax, emulsion, suspension, lotion, mousse, solution, gel, pomade, cream, conditioner, or shampoo.

17. The method according to claim 1, wherein hair treated with the composition has at least 4% decreased moisture flux as measured according to DVS Protocol I and no more than 15% weight gain when subjected to Starch Test I.

18. The method according to claim 1, wherein hair treated with the composition has at least 4% decreased moisture flux as measured according to DVS Protocol I and no more than 15% weight gain when subjected to Starch Test I and the composition has at least 50% weight loss when subjected to Weightless Test I.

20. The method according to claim 1, wherein n is an integer between 1 and 20, inclusive.

21. The method according to claim 1, wherein n is an integer between 1 and 20, inclusive;

and m is 1.

6. A non-toxic hair care composition comprising

a fluorinated, non-polymeric compound and a cosmetically acceptable excipient,

wherein the compound is according to one of the formulae:

7. The non-toxic hair care composition according to claim 6, wherein the cosmetically acceptable excipient comprises a rheology modifier and a non-ionic emulsifier, wherein the rheology modifier is selected from the group consisting of gyceryl polyacrylate, sodium polyacrylate, carbomer, acrylates copolymer, acrylic acid/vp crosspolymer, and xanthan gum;

and the non-ionic emulsifier is selected from the group consisting of Laureth-23, Ocyldodeceth-20, Oleth-10, Peg-40 Hydrogenated Castor Oil, Polaxomer 127, Polysorbate 20, and Ceteareth-20.

8. The non-toxic hair care composition according to claim 6, wherein the compound is selected from the group consisting of 1H,1H,11H-eicosafluoroundecyl acrylate;

1H,1H,11H-eicosafluoroundecyl methacrylate;

2,2,3,3,4,4,5,5-octafluoropentyl methacrylate;

2,2,3,3,4,4,5,5-octafluoropentyl acrylate;

1H,1H,7H-dodecafluoroheptyl acrylate; and

1H,1H,7H-dodecafluoroheptyl methacrylate.

9. The non-toxic hair care composition according to claim 6, wherein the compound is:

15. The non-toxic hair care composition according to claim 6, wherein the composition is an aerosol spray, a hair spray, non-aerosol spray, pumpable hair spray, serum, wax, emulsion, suspension, lotion, mousse, solution, gel, pomade, cream, conditioner, or shampoo.

19. The non-toxic hair care composition according to claim 6, wherein the cosmetically acceptable excipient is selected from the group consisting of alcohol, PEG-40 Hydrogenated Castor Oil, Fragrance, VP/Vinyl Caprolactam/DMAPA Acrylates Copolymer, PVP/VA, Cetrimonium chloride, PPG-2 Myristyl Ether Propionate, Glycereth-7, Polysorbate 80, Isohexadecane, Acrylamide/Sodium Acryloyldimethyltaurate Copolymer, Phenoxyethanol, Methylparaben, Propylparaben, Polysorbate 20, Polyacrylate-13, Polyisobutene, Ethylhexyl Stearate, Caprylyl Glycol, Sorbic acid, Cetyl alcohol, Cetearyl alcohol, Glyceryl Stearate, Ceteareth-20, Stearyl alcohol, Laureth-23, Laureth-4, Behenyl alcohol, Ceteth-10, PEG-40 Stearate, Hydroxypropyltrimonium Hydrolyzed Corn Starch, PPG-3 Benzyl Ether Myristate, Carbomer, Triethanolamine, Behentrimonium Chloride, PPG-2 Myristyl Propionate, VP/Acrylates/Lauryl Methacrylate Copolymer, Polyquaternium-28, Sodium Polyactylate, Preservative, PEG-4M, Steareth-21, Steareth-20, C10-40 Isoalkylamidopropyl Ethyldimonium Ethosulfate, Cosmetic Fluid CF-76 Cosmetic fluid CF-61, Oleic acid, Sorbitan Oleate, Glyceryl Polyacrylate, Glycerin, Phenoxyethanol, Methylisothiazolinone, Paraffin blend, Acrylic Acid/VP Crosspolymer, Aminomethyl Propanol, SiClone SR-5, Myristyl alcohol, VP/Dimethylaminoethyl Methacrylate Copolymer, PEG-100 Stearate, PEG-40 Stearate, Polyacrylate-13, Acrylamide/Sodium Acryloyldimethyltaurate Copolymer, Isohexadecane, Polyisobutene, Linoleum Acid, Oleth-20, Oleth-2, PEG-8 Beeswax, Capric/Caprylic Triglyceride, Polyquaternium-46, PVP, Cocamidopropylbetaine, Lauramide Oxide, Trideceth-12, PEG-8 Stearate, Fatty acid, Hydroxyethylcellulose, Xanthan Gum, PEG-150 Distearate, Sarcosinate Acid, Glyceryl Oleate, PEG-90M, Hydroxypropylcellulose, PEG-24M, Denatured alcohol, C_10-40 Isoalkylamidopropyl ethyldimonium Ethosulfate, Dipropylene Glycol, Octyl Stearate, VP/VA Copolymer, Cocamidopropylamine Oxide, Cocamidopropyl Betaine, Sodium Lauroyl Sarcosinate, PG-Hydroxyethyl Cellulose Cocodimonium Chloride, PEG-150 Pentaerythrityl Tetrastearate, PEG-6 Caprylic/Capric Glycerides, Polyquaternium-70, Hydrolyzed Wheat Protein, and Citric acid.

22. The non-toxic hair care composition according to claim 6, wherein n is an integer between 1 and 20, inclusive.

23. The non-toxic hair care composition according to claim 6, wherein n is an integer between 1 and 20, inclusive;

and m is 1.

14. A method of treating scalp hair comprising the step of applying to said hair a non-toxic composition comprising a fluorinated, non-polymeric compound and a cosmetically acceptable excipient, wherein the compound is selected from the group consisting of:

2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl dimethacrylate;

2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate;

2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; and

2,2,3,3,4,4-hexafluoro-1,5-pentyl dimethacrylate;

provided that the composition and method do not employ a free radical initiator, a polymerization initiator or a polymerization catalyst.

16. A non-toxic hair care composition comprising a fluorinated, non-polymeric compound and a cosmetically acceptable excipient, wherein the compound is selected from the group consisting of:

2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl dimethacrylate;

2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate;

2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; and

2,2,3,3,4,4-hexafluoro-1,5-pentyl dimethacrylate;

provided that the composition does not contain a free radical initiator, a polymerization initiator or a polymerization catalyst.