PERSONAL CARE COMPOSITION FOR A KERATIN SUBSTRATE COMPRISING CONDITIONING AND/OR STYLING POLYMER

• US 20150297496A1
• Filed: 11/05/2013
• Published: 10/22/2015
• Est. Priority Date: 11/05/2012
• Status: Active Grant

• Current Assignee: Hercules, LLC (Ashland Global Holdings, Inc.)
• Original Assignee: Hercules Incorporated (Ashland Global Holdings, Inc.)
• Inventors: Kroon, Gijsbert, Sieverling, Nathalie, Nuutinen, Tuttu Maria, Franzke, Michael, Kulcsar, Lidia
• Granted Patent: US 9,662,293 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: A61K 2800/95 Involves in-situ formation or cross-linking of polymers
• CPC Class Codes: A61K 8/817 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• CPC Class Codes: A61K 8/8182 Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/8188 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bonds, and at least one being terminated by a bond to sulfur or by a hertocyclic ring containing sulfur; Compositions of derivatives of such polymers
• CPC Class Codes: A61Q 5/004 Preparations used to protect coloured hair
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/06 Preparations for styling the hair, e.g. by temporary shaping or colouring
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C08F 222/38 Amides
• CPC Class Codes: C08F 228/02 by a bond to sulfur

Abstract

A personal care conditioning and/or styling composition for a keratin substrate comprising: (i) about 50 wt. % to 95 wt. % of at least one cationic or pseudo-cationic monomer selected from the group consisting of acrylamidopropyl trimethylammonium chloride (APTAC) and/or Vinylpyrrolidone (VP); (ii) about 1 wt. % to 30 wt. % of at least one anionic monomer selected from the group consisting of (a) acrylic acid (AA), (b) acrylamido methylpropyl sulfonate (AMPS), and/or (c) sodium methyl allyl sulfonate (SMAS); and (iii) about 0.1 wt. % to 20 wt. % of at least one hydrophobic monomer selected from the group consisting of (a) polyoxyethylene (PEG)-18-behenylether-methacrylate (BEM) (b) Lauryl-ethoxylated-methacrylate (LEM), (c) stearyl acrylate (SA), (d) Stream-10-allyl-ether, (e) Vinylcaprolactam (V-cap), and/or (f) Hydroxyethyl-pyrrolidone-methacrylate (M06). Also described is a process of preparing said polymer, and its method of use.

Claims

1. A personal care conditioning and/or styling composition for keratin substrate comprising:

A. at least one conditioning and/or styling ter/tetra polymer obtained from polymerizing;

(i) about 50 wt. % to 95 wt. % of at least one cationic or pseudocationic monomer selected from the group consisting of acrylamidopropyl trimethylammonium chloride (APTAC) and/or Vinylpyrrolidone (VP);

(ii) about 1 wt. % to 30 wt. % of at least one anionic monomer selected from the group consisting of (a) acrylic acid (AA), (b) acrylamido methylpropyl sulfonate (AMPS), and/or (c) sodium methyl ally! sulfonate (SMAS); and

(iii) about 0.1 wt. % to 20 wt. % of at least one hydrophobic monomer selected from the group consisting of (a) polyoxyethylene (PEG)-18-behenylether methacrylate (BEM) (b) Lauryl ethoxylated methacrylate (LEM), (c) stearyl acrylate (SA), (d) vinylcaprolactam (V-cap), (e) Streath-10-allyl-ether, and/or (f) Hydroxyethyl-pyrrolidone-methacrylate (MO6);

B. at least one cosmetically acceptable excipient; and

C. optionally, at least one effective amount of personal care active ingredient.

2. The composition according to claim 1, wherein said keratin substrate is hair or skin.

3. The composition according to claim 1, wherein the average molecular weight of said terpolymer is in the range of from about 100,000 to 1000,000 g/mol as determined by gel permeation chromatography.

4. The composition according to claim 1, wherein the average molecular weight of said terpolymer ranges from about 200,000 to 500,000 g/mol as determined by gel permeation chromatography.

5. The composition according to claim 1, wherein said polymer is a terpolymer.

6. The composition according to claim 1, wherein said personal care active ingredient is selected from the group consisting of allantoin, tocopherol nicotinate, niacinamide, retinyl propionate, palmitoyl-gly-his-lys, phytosterol, isoflavone, dexpanthenol, panthenol, bisabolol, farnesol, phytantriol, salicylic acid, zinc/sodium pyridinethione salts, piroctone olamine, selenium disulfide, tetrahydrocurcumin, glucosamine, N-acteyl glucosamine, vitamin B₃, retinoids, peptides, phytosterol, dialkanoyl hydroxyproline, hexamidine, salicylic acid, N-acyl amino acids, escolols, sunscreen actives, UV-A/UV-B protecting agent, water soluble vitamins, oil soluble vitamins, hesperedin, mustard seed extract, glycyrrhizic acid, glycyrrhetinic acid, carnosine, Butylated Hydroxytoluene (BHT) and Butylated Hydroxyanisole (BHA), ergothioneine, vanillin, vanillin derivatives, diethylhexyl syrinylidene malonate, melanostatine, sterol esters, fatty acids, poly-unsaturated fatty acids, zinc pyrithione (ZPT), anti-fungal agents, thiol compounds, N-acetyl cysteine, glutathione, thioglycolate, β

-carotene, ubiquinone, amino acids, idebenone, dehydroacetic acid, Licohalcone A, creatine, creatinine, feverfew extract, yeast extract, beta glucans, alpha glucans, alone or in combination.

7. The composition according to claim 1, wherein said polymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units.

8. The composition according to claim 1, wherein said polymer has a cationic charge density in the range of about 1 meq/g to about 6 meq/g.

9. The composition according to claim 1, wherein the composition is capable of fixing or treating hair conditioning/styling properties comprising detangling, wet combability, wet feel, dry combability, dry feel, sheen, static flyaway control, hydrophobicity, surface smoothening, improved deposition, no build-up, color protection, and/or curl retention.

10. The composition according to claim 1, wherein the pH of said personal care compositions is in the range of from about 3 to about 13.

11. The composition according to claim 1, wherein said cosmetically acceptable excipient is selected from the group consisting of fatty substances, gelling agents, thickeners, surfactants, moisturizers, emollients, hydrophilic or lipophilic active agent, antioxidants, sequestering agents, preserving agents, acidifying or basifying agents, fragrances, fillers, dyestuffs, emulsifying agents, solvents, UV-A or UV-B blocker/filters, plant extracts, moisturizers, proteins, peptides, neutralizing agents, solvents, silicones and/or reducing agents.

12. The composition according to claim 1 wherein said personal care composition is an appropriate product selected from the group consisting of hair-care products, shampoos, hair conditioners, leave in and rinse off conditioners, styling and treating hair compositions, hair perming products, hair relaxants, hair straightners, hair sprays and lacquers, permanent hair dyeing systems, hair styling mousses, hair gels, semi-permanent hair dyeing systems, temporary hair dyeing systems, hair bleaching systems, permanent hair wave systems, hair setting formulations, skin-care products, bath products, shower products, liquid soaps, bar soaps, fragrances and/or odoriferous ingredients consisting preparations, dentifrices, deodorizing and antiperspirant preparations, decorative preparations, light protection formulations, shaving lotions, body oils, body lotions, body gels, treatment creams, Body cleaning products, skin protection ointments, shaving and aftershave preparations, skin powders, lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents, sun care products, and/or compositions comprising UV blockers or UV protectors.

13. The composition according to claim 1 wherein said composition is formulated as an emulsion, a lotion, a gel, a vesicle dispersion, a paste, a cream, a solid stick, a mousse, a shampoo, and/or a spray.

14. The composition according to claim 1, wherein the effective amount of composition used in the personal care composition is in the range of from about 0.01 wt % to 5.0 wt %.

15. The composition according to claim 1, wherein the effective amount of composition used in the personal care composition is in the range of from about 0.05 wt % to 3.0 wt %.

22. A method for treating or fixing regular or damaged keratin substrate comprising contacting said keratin substrate with an effective amount of the personal care composition of claim 1.

23. A method for washing or caring a keratin substrate comprising applying an effective amount of the personal care composition of claim 1.

27. A method of protecting dyed hair color from fading or wash-out during exposure to air and/or shampooing which comprising contacting/treating said dyed hair with an effective amount of the personal care composition of claim 1.

16. A conditioning and/or styling polymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of at least one cationic or pseudo-cationic monomer selected from the group consisting of acrylamidopropyl trimethylammonium chloride (APTAC) and/or Vinylpyrrolidone (VP);

ii. about 1 wt. % to 30 wt. % of at least one anionic monomer selected from the group consisting of (a) acrylic acid (AA), (b) acrylamido methylpropyl sulfonate (AMPS), and/or (c) sodium methyl allyl sulfonate (SMAS); and

iii. about 0.1 wt. % to 20 wt. % of at least one hydrophobic monomer selected from the group consisting of (a) polyoxyethylene (PEG)-18-behenylether-methacrylate (BEM) (b) Lauryl-ethoxylated-methacrylate (LEM), (c) stearyl acrylate (SA), or (d) Streath-10-allyl-ether , (e) vinylcaprolactam (V-cap), and/or (f) Hydroxyethyl-pyrrolidone-methacrylate (MO6);

and wherein said polymer is a terpolymer or tetrapolymer having a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about 1 meq/g to about 6 meq/g.

17. A conditioning and/or styling terpolymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC), a cationic monomer;

ii. about 1 wt. % to 30 wt. % of acrylamido methylpropyl sulfonate (AMPS), an anionic second monomer; and

iii. about 0.1 wt. % to 20 wt. % polyoxyethylene (PEG)-18-behenylether methacrylate (BEM), a hydrophobic third monomer;

wherein said terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about lmeq/g to about 6 meq/g.

18. A conditioning and/or styling terpolymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC);

ii. about 1 wt. %-30 wt. % of acrylamido methylpropyl sulfonate (AMPS); and

iii. about 0.1 wt. % to 20 wt. % stearyl acrylate (SA);

wherein said terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about 1 meq/g to about 6 meq/g.

19. A conditioning and/or styling terpolymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC);

ii. about 1 wt. % to 30 wt. % of sodium methyl allyl sulfonate (SMAS); and

iii. about 0.1 wt. % to 20 wt. % polyoxyethylene (PEG)-18-behenylether methacrylate (BEM);

wherein said terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about 1 meq/g to about 6 meq/g.

20. A conditioning and/or styling terpolymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC);

ii. about 1 wt. % to 30 wt. % of sodium methyl allyl sulfonate (SMAS); and

iii. about 0.1 wt. % to 20 wt. % stearyl acrylate (SA);

wherein said terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about 1 meq/g to about 6 meq/g.

21. A conditioning and/or styling terpolymer for a keratin substrate obtained by polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC);

ii. about 1 wt. % to 30 wt. % of acrylic acid (AA), an anionic monomer; and

iii. about 0.1 wt. % to 20 wt. % polyoxyethylene (PEG)-18-behenylether methacrylate (BEM);

wherein said terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about lmeq/g to about 6 meq/g.

24. A process for preparing a conditioning and/or styling terpolymer comprising polymerizing:

i. about 50 wt. % to 95 wt. % of acrylamidopropyl trimethylammonium chloride (APTAC);

ii. about 1 wt. % to 30 wt. % of an anionic monomer selected from the group consisting of (a) acrylic acid (AA), (b) acrylamido methylpropyl sulfonate (AMPS) or (c) sodium methyl allyl sulfonate (SMAS); and

iii. about 0.1 wt. % to 20 wt. % of a hydrophobic monomer selected from the group consisting of (a) polyoxyethylene (PEG)-18-behenylether methacrylate (BEM) or (b) stearyl acrylate (SA);

wherein the prepared terpolymer has a cationic degree of substitution (Cat-DS) of greater than about 0.001 units, and wherein the cationic charge density is in the range of about lmeq/g to about 6 meq/g.

26. The process according to claim 26, wherein the average molecular weight of the terpolymer is in the range of from about 100,000 to 1000,000 g/mol as determined by gel permeation chromatography.

25. The process according to claim 26, wherein the terpolymer is prepared by radical polymerization, emulsion polymerization, ionic chain polymerization, bulk polymerization, suspension polymerization or precipitation polymerization.