Controlled delivery system for hair care products

• US 6,491,902 B2
• Filed: 01/29/2001
• Issued: 12/10/2002
• Est. Priority Date: 01/29/2001
• Status: Expired due to Term

• Current Assignee: Salvona LLC
• Original Assignee: Salvona LLC
• Inventors: Shefer, Adi, Shefer, Shmuel David
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): HOWARD, SHARON LEE
• Application Number:
  US09/771,752
• Publication Number:
  US 20020146379A1
• Time in Patent Office: 680 Days
• Field of Search: 424/70.1, 424/70.11, 424/70.12, 424/489, 424/401, 424/70.27, 510/119, 512/1, 512/2
• US Class Current: 424/70.1
• CPC Class Codes: A61K 2800/244 Endothermic; Cooling; Cooling sensation
• CPC Class Codes: A61K 2800/413 Nanosized, i.e. having sizes below 100 nm
• CPC Class Codes: A61K 8/0283 Matrix particles
• CPC Class Codes: A61K 8/11 Encapsulated compositions
• CPC Class Codes: A61K 8/34 Alcohols
• CPC Class Codes: A61K 8/416 Quaternary ammonium compounds A61K8/35 takes precedence
• CPC Class Codes: A61K 8/671 Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
• CPC Class Codes: A61K 8/8111 Homopolymers or copolymers of aliphatic olefines, e.g. polyethylene, polyisobutene; Compositions of derivatives of such polymers
• CPC Class Codes: A61K 8/84 obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
• CPC Class Codes: A61Q 13/00 Formulations or additives for perfume preparations essential oils or perfumes per se C11B9/00
• 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: B82Y 5/00 Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
• CPC Class Codes: C11D 1/62 Quaternary ammonium compounds
• CPC Class Codes: C11D 17/0039 Coated compositions or coated components in the compositions, (micro)capsules
• CPC Class Codes: C11D 3/001 Softening compositions
• CPC Class Codes: C11D 3/3719 Polyamides or polyimides
• CPC Class Codes: C11D 3/3723 Polyamines or polyalkyleneimines

Abstract

The present invention is a controlled delivery system that can be incorporated in hair care products such as shampoos, conditioners, hair styling products, and other hair care products to effectively deliver a broad range of active agents and sensory markers, such as fragrances or cooling agents onto the hair. The system also prolongs the release rate of the active agents or sensory markers over an extended period of time, or provides heat triggered release of the active agents and yields a high impact fragrance “burst” upon blow drying the hair or other types of heat treatment. The controlled delivery system of the present invention is a nano-particle, having an average particle diameter of from about 0.01 microns to about 10 microns. The nano-particle comprises hydrophobic polymers and co-polymers, cationic charge boosters in conjunction with cationic surface-active conditioning agents that assist in adhering the particles onto hair. The invention further relates to a controlled delivery system where the release rate of the active ingredients is synchronized with that of a sensory marker to convey to the consumer the product performance.

Claims

1. A controlled delivery system for topical application to hair comprising:

a solid particle comprising an active agent, a cationic charge booster and a cationic conditioning agent,

said cationic charge booster is selected from the group consisting of polyvinyl amine, polyamine, polyalkyleneamine, polyalkyleneimine, a poly-quaternary ammonium compound and a quaternary ammonium compound having the formula,

wherein X is an anion and R₁, R₂, R₃, and R₄ are each independently C_1-C22 alkyl, C₃-C₂₂ alkenyl, or R₅—

Q—

(CH₂)_m—

, wherein R₅ is C₁-C₂₂ alkyl or alkenyl moiety having from 1 to 22 carbon atoms, and mixtures thereof, m is from 1 to about 6;

and when taken together with the Q unit is an acyl unit, Q can be derived from a source of triglyceride selected from the group consisting of tallow, partially hydrogenated tallow, lard, partially hydrogenated lard, vegetable oils, partially hydrogenated vegetable oils, such as canola oil, safflower oil, peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil, and the like and mixtures thereof.

2. The system of claim 1 wherein said solid particle further comprises a hydrophobic polymer, hydrophobic copolymer, or a mixture thereof.

3. The system of claim 2 wherein said particle has a melting point between about 40 degrees C to about 100 degrees C.

4. The system of claim 2 wherein said hydrophobic polymer or hydrophobic copolymer is selected from a group consisting of:

polyethylene homopolymers;

ethylene-acrylic acid copolymer;

polyamide polymer having a molecular weight in the range of from about 6,000 up to about 12,000;

polyethylene-vinyl acetate copolymer;

silicon synthetic wax copolymer;

silicon natural wax copolymer;

candelilla silicon copolymer, ozokerite silicon copolymer;

siliconyl candelilla copolymer; and

siliconyl synthetic paraffin copolymer.

5. The system of claim 4 wherein said hydrophobic polymer comprises polyethylene.

6. The system of claim 4 wherein said hydrophobic copolymer comprises candelilla silicon copolymer.

7. The system of claim 4 wherein said hydrophobic copolymer comprises ozokerite silicon copolymer.

8. The release system of claim 1 where said particle has an average particle diameter of from about 0.01 micron to about 10 microns.

9. The system of claim 8 wherein said average particle diameter is from about 0.1 microns to about 1 micron.

10. The system of claim 1 wherein said cationic charge boosters comprises polyethyleneimine having an average molecular weight of 1,800.

11. The system of claim 1 wherein said cationic conditioning agents are selected from a group consisting of straight-chain alkylammonium compounds, cyclic alkylammonium compounds, petroleum derived cationic compounds, and cationic polymers.

12. The system of claim 1 wherein said cationic conditioning agent comprises cetyl trimethylammonium chloride.

13. The system of claim 1 wherein said cationic conditioning agent comprises behenamidopropyl hydroxyethyl dimonium chloride.

14. The system of claim 1 wherein said cationic conditioning agent comprises polyquaterium-24.

15. The system of claim 1 wherein said cationic conditioning agent comprises quaternium-82.

16. The system of claim 1 wherein said active agent is selected from the group consisting of ceraimides, vitamins, antioxidants, free radical scavengers, moisturizing agents, antiseborrhoeic agents, anti-UV agents, keratolytic agents, anti-inflammatory agents, refreshing agents, melanoregulators, liporegulators, antiseborrhoeic agents, anti-ageing agents, keratolytic agents, antibacterial agents, anti-dandruff agents, agents for combating hair loss, hair dyes, hair bleaches, reducing agents for permanent waves, hair conditioners, nutrients, cicatrizing agents, vascular protectors, antibacterial agents, anti fungal agents, skin conditioners, immunomodulators, nutrients, oils, retinoids, anesthetics, surfactants, emulsifiers, stabilizers, preservatives, antiseptics, emollients, lubricants, humectants, anesthetics, analgesics, enzymes, pigments, dyes, hydroxy acids, emollients, medications, antibiotics, repellants, attractants, fragrances, sensory markers, hyaluronic acid, hyaluronic acid salts, elastins, hydrolysates, primrose oil, jojoba oil, epidermal growth factor, soybean saponins, mucopolysaccharides, and mixtures thereof.

17. The system of claim 1 wherein said active agent comprises a fragrance.

18. The system of claim 1 further comprising a co-surfactant selected from the group consisting of:

phospholipids, polysorbates, polyethylene glycol esters of fatty acids, polyethoxylated fatty acid, stearic acid, polyethoxylated isooctylphenol/formaldehyde polymer;

poloxamers, poly(oxyethylene)poly(oxypropylene) block copolymers, polyoxyethylene fatty alcohol ethers, polyoxyethylene nonylphenyl ethers, and polyoxyethylene isooctylphenyl ethers.

19. The system of claim 1 wherein said hydrophobic polymer, hydrophobic copolymer or mixture thereof is present in an amount of about 1% to about 95% by weight, said cationic charge booster is present in an amount of about 0.1% to about 10% by weight, said cationic conditioning agents are present in an amount of about 0.01% to about 20/o by weight, and said active agent is present in an amount of about 1% to about 70%A by weight.

20. The system of claim 1 further comprising about 1% to about 70% by weight of a sensory marker.

21. The system of claim 1 wherein said particles release said cationic charge booster and said cationic conditioning agent over an extended period of time.

22. The system of claim 1 wherein said extended period of time is up to about 24 hours.

23. The system of claim 1 wherein said particle releases an effective amount of said cationic charge booster and said cationic conditioning agent to provide a burst upon heat treatment of said particle.

24. The system of claim 1 wherein said hydrophobic material is selected from the group consisting of natural waxes, synthetic waxes, fatty acid esters, fatty alcohols, solid hydrogenated plant oils, biodegradable natural polymers and synthetic polymers.

27. A hair care product comprising the system of claim 1.

28. The hair care product of claim 27 is selected from the group consisting of:

shampoo, conditioners and hair styling products.

29. The hair care product of claim 28 where the release of said active agent is activated by heat treatment of the hair.

30. The hair care product of claim 29 further comprising a sensory marker.

31. The hair care product of claim 30 wherein the release of said active agent is activated by heat treatment of the hair.

25. A method of producing a controlled release system for topical application to hair comprising the steps of:

heating a matrix material of a hydrophobic polymer to a temperature above the material melting point;

dissolving or dispersing an active agent into the melt;

dissolving or dispersing a cationic conditioning agent and cationic charge booster into the melt,

said cationic charge booster is selected from the group consisting of polyvinyl amine, polyamine, polyalkyleneamine, polyalkyleneimine, a poly-quaternary ammonium compound and a quaternary ammonium compound;

wherein X is an anion and R₁, R₂, R₃, and R₄ are each independently C₁-C₂₂ alkyl, C₃-C₂₂ alkenyl, or R₅—

Q—

(CH₂)_m—

, wherein R₅ is C₁-C₂₂ alkyl or alkenyl moiety having from 1 to 22 carbon atoms, and mixtures thereof, m is from 1 to about 6;

and when taken together with the Q unit is an acyl unit, Q can be derived from a source of triglyceride selected from the group consisting of tallow, partially hydrogenated tallow, lard, partially hydrogenated lard, vegetable oils, partially hydrogenated vegetable oils, such as canola oil, safflower oil, peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil, and the like and mixtures thereof,

heating the melt to a temperature above the melting point of the melt;

mixing the hot melt with the aqueous solution to form a suspension;

high shear homogenization of the suspension at a temperature above the melting temperature until a homogeneous fine suspension is obtained; and

cooling the suspension to ambient temperature to create a fine dispersion.

26. The method of claim 25 further comprising before the step of heating the melt the step of:

dissolving or dispersing a co-surfactant in the melt.