EP3071298A2 - Hair conditioning composition - Google Patents

Hair conditioning composition

Info

Publication number
EP3071298A2
EP3071298A2 EP14805212.9A EP14805212A EP3071298A2 EP 3071298 A2 EP3071298 A2 EP 3071298A2 EP 14805212 A EP14805212 A EP 14805212A EP 3071298 A2 EP3071298 A2 EP 3071298A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
hair conditioning
compound
alkenyl
pearlescent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP14805212.9A
Other languages
German (de)
French (fr)
Inventor
Hai Zhou ZHANG
Xi Chen
William ZHAN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Operations SAS
Original Assignee
Rhodia Operations SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from PCT/EP2013/074308 external-priority patent/WO2015074691A1/en
Application filed by Rhodia Operations SAS filed Critical Rhodia Operations SAS
Priority to EP14805212.9A priority Critical patent/EP3071298A2/en
Publication of EP3071298A2 publication Critical patent/EP3071298A2/en
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54Polymers characterized by specific structures/properties
    • A61K2800/542Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • the present invention concerns a hair conditioning composition
  • a hair conditioning composition comprising at least a fatty amphoteric surfactant, a fatty carboxylic acid and/or a fatty alcohol; and a cationic polysaccharide or cationic polysaccharide derivative, which can provide a good pearlescent effect and hair conditioning effect.
  • Hair conditioners deliver a number of desirable characteristics to hair upon treatment, including an improved wet or dry feel and a perception of softness.
  • it is essential to provide consumer-desirable product aesthetics, for example not only an appealing neat product odor and a pleasant product color, but especially an appropriate product rheology and satisfactory physical product stability.
  • General hair conditioner systems are based on quaternary ammonium compounds, also named as quats, notably cetrimonium chloride, behentrimonium chloride, N,N-bis(stearoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(stearoyl-oxy-ethyl) N-(2-hydroxyethyl) N- methyl ammonium methylsulfate or l,2-di(stearoyl-oxy)-3-trimethyl ammoniumpropane chloride.
  • quats notably cetrimonium chloride, behentrimonium chloride, N,N-bis(stearoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(tallowoyl-oxy-ethyl) N,N-dimethyl ammoni
  • the present invention is based on the surprising discovery that it is possible to obtain a stable hair conditioner composition with a shiny pearlescent effect as well that performs well on hair fibers, which comprises at least a fatty amphoteric surfactant, a fatty carboxylic acid and/or a fatty alcohol, and a cationic polysaccharide or cationic polysaccharide derivative; notably without the drawbacks generally associated with the use of quat materials.
  • CCTAC cetrimonium chloride
  • BTAC behentrimonium chloride
  • TEP di(palmiticcarboxyethyl) hydroxyethyl methyl ammonium methylsulfate
  • DHT dimethyl di(hydrogenated tallow) ammonium chloride
  • Hair conditioning compositions of the present invention provide several benefits including include soft hair feel (wet and dry), ease of hair combing (wet and dry), hair detangling benefits (wet and dry), anti-static benefits, and hair manageability benefits. These compounds also provide the advantages to be more stable over time and different pH range, and provide a good compatibility with all other surfactants system.
  • the present invention concerns then a hair conditioning and pearlescent composition
  • a hair conditioning and pearlescent composition comprising at least:
  • composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c).
  • present invention also concerns a hair conditioning and pearlescent composition comprising at least:
  • composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c).
  • the present invention also concerns a hair conditioning and pearlescent composition
  • a hair conditioning and pearlescent composition comprising at least:
  • composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c); said composition is substantially free or completely free of anionic agent.
  • the present invention also concerns a hair conditioning and pearlescent system consisting of:
  • a cationic polysaccharide or cationic polysaccharide derivative is comprised between 3: 1 and 50: 1.
  • the present invention also concerns a hair conditioning and pearlescent system consisting of:
  • the present invention also concerns a method for treating a hair in which said hair conditioning and pearlescent composition or said hair conditioning and pearlescent system is used.
  • the present invention furthermore concerns the use of compounds a), b) and c) to improve the pearlescent effect of a hair conditioning composition.
  • “Pearlescent” or “nacreous” as used herein means an effect having a pearly luster or gloss and notably providing an iridescent luster resembling that of pearl or mother-of-pearl.
  • conditioning is to be understood for purposes of this invention as the brightening treatment of hairs. Conditioning imparts positive properties to the hair, for example improved softness, enhanced shine and color brilliance, a fresh scent, and a decrease in creasing and static charge.
  • Alkyl as used herein means a straight chain or branched saturated aliphatic hydrocarbon group.
  • Alkenyl refers to an aliphatic group containing at least one double bond and is intended to include both “unsubstituted alkenyls” and “substituted alkenyls”, the latter of which refers to alkenyl moieties having substituents replacing a hydrogen on one or more carbon atoms of the alkenyl group.
  • amphoteric surfactants or zwitterionic surfactants are well- known to the person skilled in the art. It refers to surfactants which, depending on the pH, have anionic and/or cationic properties. They also have an isoelectric point at which they possess a zwitterionic character. In particular, the term refers to compounds having an N + function in combination with an O " , C(0)OH, C(0)0 " , S0 3 H or S0 3 " function and to compounds having an N function in combination with a C(0)OH, C(0)0 " , S0 3 H or S0 3 " function.
  • amphoteric surfactants 2 nd ed., E. G. Lomax, Ed., 1996, Marcel Dekker.
  • This class of surfactants includes betaines, e.g., fatty alkyl betaines, fatty alkylamido betaines, sulfobetaines, hydroxysulfobetaines, and betaines derived from imidazolines; amine oxides, e.g., fatty alkylamine oxides and fatty alkylamido amine oxides; amphoglycinates and amphopropionates; and so-called "balanced" amphopoly- carboxyglycinates and amphopolycarboxypropionates.
  • Amphoteric surfactants are exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains a Ci 2 -C 2 2-alkyl or Ci 2 -C 22 -alkenyl group, preferably, a Ci 6 -C 20 -alkyl or C 16 - C 2 o-alkenyl group.
  • amphoteric surfactants of the present invention are chosen in the group consisting of: betaine, amine oxide, amphoglycinate and amphopropionate .
  • Betaines are a class of amphoteric surfactants which include compounds having the structures:
  • R 1 is a C 1 -C5 group which is optionally hydroxylated, such as a methyl, ethyl, hydroxyethyl, or hydroxypropyl group
  • R is Ci 2 -C 22 -alkyl or Ci 2 -C 22 -alkenyl group
  • R is independently selected from a Ci-C 5 group
  • C 1 -C5 group may be an alkyl or alkenyl group.
  • R is Ci 6 -C 2 o-alkyl or Ci 6 -C 20 -alkenyl.
  • R is independently selected from a C 1 -C5 group or Ci 6 -C 20 - alkyl or Ci 6 -C 2 o-alkenyl group.
  • betaine also include sulfobetaines and hydroxysulfobetaines which have structures according to (I) and (II),
  • Amine oxides are a class of amphoteric surfactants which include compounds having the structure: R ⁇ R ⁇ -O (III)
  • R , R , and R and x have the meaning described above.
  • R 2 C(0)N(R 4 )(CH 2 )x N(R 5 )(CH 2 ) Z C(0)0 Y + (VI) wherein R 2 and x have the meaning described above, R 4 is hydrogen or a Ci-C 5 group which is optionally hydroxylated, R 5 is a C 1 -C5 group which is optionally hydroxylated or a (CH 2 ) Z C(0)0 " group, z is 1 -4, and Y + is a cation, such as a proton or a sodium ion.
  • amphoteric surfactant of the present invention is a compound of formula (VII):
  • R is Ci 6 -C 22 -alkyl, such as Ci 6 -alkyl, Ci 8 -alkyl, C 20 -alkyl and C 22 -alkyl.
  • R may also be Ci 6 -C 22 -alkenyl, such as Ci 6 -alkenyl, Cig-alkenyl, C 20 -alkenyl and C 22 -alkenyl.
  • R is Ci 6 -C 20 -alkyl, such as Ci 6 -alkyl, Ci 8 -alkyl, and C 20 - alkyl or Ci 6 -C 20 -alkenyl, such as Ci 6 -alkenyl, Qg-alkenyl and C 20 -alkenyl.
  • the compound of formula (VII) is chosen in the group constituted of: cetyl betaine, palmityl betaine, stearyl betaine and oleyl betaine. More preferably, the compound of formula (VII) is cetyl betaine.
  • composition of the present invention may comprise an alcohol compound carrying a Cio-C 22 -alkyl or Cio-C 22 -alkenyl and/or a carboxylic acid compound carrying a Cio-C 2 2-alkyl or Cio-C 22 - alkenyl.
  • Cio-C 22 -alkyl or Cio-C 22 -alkenyl carboxylic acids are chosen in the group consisting of: capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid and behenic acid.
  • the Ci 0 -C 22 -alkyl or Ci 0 -C 22 -alkenyl alcohols are chosen in the group consisting of: capryl alcohol, lauryl alcohol, myrityl alcohol, palmityl alcohol, stearyl alcohol, arachidyl alcohol and behenyl alcohol.
  • Weight ratio of compound a) to compound b) may be comprised between 1 :2 and 20 : 1 , notably between 1 : 1 and 10: 1 , notably between 1 : 1 and 5 : 1.
  • the composition also comprises at least a cationic polysaccharide or a cationic polysaccharide derivative (also referred to as "compound c)").
  • Compound c) is preferably chosen in the group consisting of: cationic guar, cationic cellulose, cationic callose, cationic xylan, cationic mannan, cationic galactomannan, and derivatives thereof.
  • Guars are polysaccharides composed of the sugars galactose and mannose.
  • the backbone is a linear chain of ⁇ 1 ,4-linked mannose residues to which galactose residues are 1 ,6-linked at every second mannose, forming short side -branches.
  • Cationic polysaccharides may include cationic polysaccharides that may be obtained by the use of different possible cationic etherifying agents, such as for example the family of quaternary ammonium salts.
  • the cationic group may be then a quaternary ammonium group bearing 3 radicals, which may be identical or different, preferably chosen from hydrogen, alkyl, hydroxyalkyl, epoxyalkyl, alkenyl, or aryl, preferably containing 1 to 22 carbon atoms, more particularly 1 to 14 and advantageously 1 to 3 carbon atoms.
  • the counterion is generally a halogen, which is one embodiment is chlorine.
  • Quaternary ammonium salts may be for example: 3-chloro-2- hydroxypropyl trimethyl ammonium chloride (CHPTMAC), 2,3- epoxypropyl trimethyl ammonium chloride (EPTAC), diallyldimethyl ammonium chloride (DMDAAC), vinylbenzene trimethyl ammonium chloride, trimethylammonium ethyl metacrylate chloride, methacrylamidopropyltrimethyl ammonium chloride (MAPTAC), and tetraalkylammonium chloride.
  • CHPTMAC 3-chloro-2- hydroxypropyl trimethyl ammonium chloride
  • EPTAC 2,3- epoxypropyl trimethyl ammonium chloride
  • DMDAAC diallyldimethyl ammonium chloride
  • vinylbenzene trimethyl ammonium chloride trimethylammonium ethyl metacrylate chloride
  • METAC methacrylamidopropyltrimethyl ammonium chloride
  • a typical cationic functional group in these cationic polysaccharides is trimethylamino(2-hydroxyl)propyl, with a counter ion.
  • Various counter ions can be utilized, including but not limited to halides, such as chloride, fluoride, bromide, and iodide, sulfate, methylsulfate, and mixtures thereof.
  • Cationic guars of the present invention may be chosen in the group consisting of: cationic hydroxyalkyl guars, such as cationic hydroxyethyl guar (HE guar), cationic hydroxypropyl guar (HP guar), cationic hydroxybutyl guar (HB guar), and
  • cationic carboxylalkyl guars including cationic carboxymethyl guar (CM guar), cationic alkylcarboxy guars such as cationic carboxylpropyl guar (CP guar) and cationic carboxybutyl guar (CB guar), carboxymethylhydroxypropyl guar (CMHP guar).
  • CM guar cationic carboxymethyl guar
  • CP guar cationic carboxylpropyl guar
  • CB guar cationic carboxybutyl guar
  • CMHP guar carboxymethylhydroxypropyl guar
  • cationic guars of the invention are guars hydroxypropyltrimonium chloride or hydroxypropyl guar hydro xypropyltrimonium chloride.
  • the degree of hydroxyalkylation (molar substitution or MS) of cationic guars that is the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar, may be comprised between 0 and 3, preferably between 0 and 1.7.
  • a MS of 1 may represent one ethylene oxide unit per monosaccharide unit.
  • the Degree of Substitution (DS) of cationic guars that is the average number of hydroxyl groups that have been substituted by a cationic group per hydroxyl group per sugar, may be comprised between 0.005 and 1 , preferably between 0.01 and 1.
  • DS may notably represent the number of the carboxymethyl groups per monosaccharide unit. DS may notably be determined by titration.
  • the Charge Density (CD) of cationic guars may be comprised between 0.1 and 2 meq/g, preferably between 0.4 and 1 meq/g.
  • the charge density refers to the ratio of the number of positive charges on a monomeric unit of which a polymer is comprised to the molecular weight of said monomeric unit. The charge density multiplied by the polymer molecular weight determines the number of positively charged sites on a given polymer chain.
  • the cationic polysaccharides may have an average Molecular Weight (Mw) of between about 100,000 daltons and 3,500,000 daltons, preferably between about 500,000 daltons and 3,500,000 daltons.
  • Weight ratio of compound a) to compound c) may be comprised between 3: 1 and 50: 1 , preferably between 5: 1 and 40: 1, more preferably between 10: 1 and 30: 1.
  • Composition of the present invention may comprise between 0.1 and 1 % by weight of compound c), in relation with the total weight of the composition.
  • the softening composition is substantially free or completely free of anionic agent. Addition of anionic agent(s) may lead to foam forming which is not desired for the present invention, and may negatively affect the conditioning performance of the composition.
  • substantially free when used with reference to the absence of anionic agent in the composition of the present invention, means that the composition comprises less than 0.1 wt % of the anionic agent, more preferably less than 0.01 wt % of the anionic agent, based on the total weight of the composition.
  • the term “completely free” when used with reference to the absence of the anionic agent i.e.
  • composition of the present invention means that the composition comprises no anionic agent at all.
  • the composition of the present invention may notably comprise at least: a) 1 -10 % wt of an amphoteric surfactant of formula (VII);
  • composition of the present invention may notably comprise at least:
  • Cio-C 22 -alkenyl weight ratio of compound a) to compound b) is comprised between 1 :2 and 20: 1 ;
  • composition of the present invention consists of: a) 1-10 % wt of an amphoteric surfactant of formula (VII);
  • Cio-C 22 -alkenyl weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
  • a hair conditioning and pearlescent system consisting of:
  • a cationic polysaccharide or cationic polysaccharide derivative is comprised between 3: 1 and 50: 1.
  • a hair conditioning and pearlescent system consisting of:
  • a cationic polysaccharide or cationic polysaccharide derivative is comprised between 3: 1 and 50: 1.
  • the hair conditioning and pearlescent system is preferably mixed with a suitable liquid carrier which may be selected from water, organic solvents and mixtures thereof.
  • a suitable liquid carrier which may be selected from water, organic solvents and mixtures thereof.
  • the neat pH measured at 20°C, may be in the range of from 3 to 8.
  • the pH of these compositions herein can be regulated by the addition of acids such as Bronsted or Lewis ones.
  • suitable acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (Ci-C 5 )- carboxylic acids, and alkylsulfonic acids.
  • suitable inorganic acids include HC1, H 2 S0 , FfN0 3 and H 3 P0 .
  • Suitable organic acids include formic, acetic, citric, methylsulfonic and ethylsulfonic acid.
  • Preferred acids are citric, hydrochloric, phosphoric, formic, methylsulfonic acid, and benzoic acids. Especially preferred is citric acid.
  • compositions of the present invention may be manufactured using conventional formulation and mixing techniques. It is notably possible to simultaneously or sequentially blend components a), b) and/or c). In one procedure for manufacture, components a), b) and c) are premixed prior to the addition of the remaining components.
  • compositions may notably be obtained as follows: Mix component a), b) and c) into water till it is homogeneous Heat the above mixture to 80°C under stirring
  • compositions are obtained as follows:
  • compositions of the present invention may also comprise other components such as organic or inorganic thickeners such as hydroxyethyl cellulose, opacifying agents such as for example ethyleneglycol distearate, water-insoluble skin benefit agents, exfoliating particles, preservatives, antimicrobials, bactericides, antioxydants such as butylated hydroxytoluene, humectants, fragrances, colouring agents, cosmetic fillers, herb and plant extracts, and sequestering agents such as for example sodium salt of the ethylenediaminetetraacetic acid.
  • organic or inorganic thickeners such as hydroxyethyl cellulose
  • opacifying agents such as for example ethyleneglycol distearate
  • water-insoluble skin benefit agents such as for example ethyleneglycol distearate
  • water-insoluble skin benefit agents such as for example ethyleneglycol distearate
  • water-insoluble skin benefit agents such as for example ethyleneglycol distearate
  • the humectants in the composition may be selected from glycerine, diols, triols and polyols.
  • the composition may comprise from 0 to 10 % by weight of humectants, based on the total weight of the composition.
  • the composition of the present invention is substantially free or, in some cases, completely free of any quaternary ammonium salts except the compounds of a), b) and c).
  • Quaternary means that the ammonium (N) has four chemical groups attached, such as alkyl or alkenyl groups.
  • the term “substantially free” when used with reference to the absence of quaternary ammonium salts in the medium of the present invention means that the composition comprises less than 0.1 wt %, preferably less than 0.01 wt %, based on the total weight of the composition.
  • the term “completely free” when used with reference to the absence of quaternary ammonium salts in the composition means that the composition comprises no quaternary ammonium salts at all.
  • CCTAC cetrimonium chloride
  • BTAC behentrimonium chloride
  • TEP di(palmiticcarboxyethyl) hydroxyethyl methyl ammonium methylsulfate
  • DHT dimethyl di(hydrogenated tallow) ammonium chloride
  • composition of the present invention preferably comprises less than 1 wt % of pearlescent agent except the compounds of a), b) and c).
  • the composition of the present invention is substantially free or, in some cases, completely free of any pearlescent agent except the compounds of a), b) and c).
  • the term “substantially free” when used with reference to the absence of pearlescent agent in the medium of the present invention means that the composition comprises less than 0.5 wt %, preferably less than 0.1 wt %, based on the total weight of the composition.
  • the term “completely free” when used with reference to the absence of pearlescent agent in the composition means that the composition comprises no pearlescent agent at all.
  • compositions according to the present invention may take a variety of physical forms including liquid, liquid-gel, paste-like, foam in either aqueous or non-aqueous form, powder, granular and tablet forms.
  • a preferred form of the composition is a liquid form, and in the form of an aqueous dispersion in water.
  • the composition may also be dispensed with dispensing means such as a sprayer or aerosol dispenser.
  • dispensing means such as a sprayer or aerosol dispenser.
  • a liquid form such a composition may contain from 0.1% to 20% by weight of compounds a), b) and c).
  • the composition will usually also contain water and other additives, which may provide the balance of the composition.
  • Suitable liquid carriers are selected from water, organic solvents and mixtures thereof.
  • the liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost, safety, and environmental compatibility. Mixtures of water and organic solvent may be used. Preferred organic solvents are; monohydric alcohol, such as ethanol, propanol, iso-propanol or butanol; dihydric alcohol, such as glycol; trihydric alcohols, such as glycerol, and polyhydric (polyol) alcohols. These compositions of the invention may be formulated for washing skin and/or hair, for example, bath or shower gels, handwashing compositions, facial washing compositions, pre- and post- shaving products, and rinse- off and wipe-off skin care products, and mainly to produce cleansing foam, body shampoo and hair shampoo.
  • monohydric alcohol such as ethanol, propanol, iso-propanol or butanol
  • dihydric alcohol such as glycol
  • trihydric alcohols such as glycerol
  • polyhydric (polyol) alcohols polyhydric (
  • compositions of the invention are used in a manner known for leave-in and wash-out conditioners. Namely, the hair is wet and then conditioner or conditioning shampoo is applied to the hair. If the conditioner is a leave-in conditioner, it can be applied to wet or dry hair. If applied to dry hair, then water is added after such application. If the conditioner is a wash-out conditioner, the hair is the rinsed after application.
  • the present invention also provides methods for conditioning hair.
  • the present compositions are used in conventional ways to provide the optimized hair conditioning benefits of the present invention. Such methods generally involve application of an effective amount of the conditioning composition to the hair, which is massaged through and then rinsed from the hair.
  • effective amount is meant an amount sufficient to provide the desired conditioning benefits considering the length, texture and condition of the hair.
  • the present invention also provides methods for conditioning hair comprising the step of contacting the hair with an aqueous medium comprising the hair conditioning and pearlescent system as described above.
  • the hair conditioning compositions provide optimized hair conditioning benefits, such as soft wet and dry hair feel, ease of wet and dry hair combing and hair detangling, increased hair manageability, and anti-static benefits.
  • the present invention also provides the use of the hair conditioning and pearlescent composition described above for improving the pearlescent appearance of the hairs.
  • PA palmityl alcohol
  • EGDS ethylene glycol di stearate
  • Guar 1 guar hydroxypropyltrimonium chloride with a Mw of 2 M, a degree of substitution (DS) of 0.10-0.13 and a charge density of 0.6-0.7 meq/g
  • All of the formulations comprise 0.4 % by weight of fragrances and preservatives.
  • Standard rinsing apparatus tray filled with running water (temp ⁇ 25 - 40°C; flow-rate ⁇ 1.8L/min)
  • Total Work Reduction (Treated Dry - Untreated Dry)/ Untreated Dry %

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

The present invention concerns a hair conditioning composition comprising at least a fatty amphoteric surfactant, a fatty carboxylic acid and/or a fatty alcohol; anda cationic polysaccharide or cationic polysaccharide derivative, which can provide a good pearlescent effect and hair conditioning effect.

Description

HAIR CONDITIONING COMPOSITION
This application claims priority to PCT international application no. PCT/EP2013/074308 filed on November 20, 2013, the whole content of this application being incorporated herein by reference for all purposes.
The present invention concerns a hair conditioning composition comprising at least a fatty amphoteric surfactant, a fatty carboxylic acid and/or a fatty alcohol; and a cationic polysaccharide or cationic polysaccharide derivative, which can provide a good pearlescent effect and hair conditioning effect. PRIOR ART
The following discussion of the prior art is provided to place the invention in an appropriate technical context and enable the advantages of it to be more fully understood. It should be appreciated, however, that any discussion of the prior art throughout the specification should not be considered as an express or implied admission that such prior art is widely known or forms part of common general knowledge in the field.
Human hair requires cleaning, since the hair fibers become soiled, both from environmental contamination as well as contamination and soiling from chemical agents produced by the body. Generally, shampooing is employed to clean the hair by removing excess soil and body oils which have built up on the hair fibers. Unfortunately, while being capable of cleaning the hair fibers, shampoos generally leave the hair stripped, over- processed and difficult to manage.
Hair conditioners deliver a number of desirable characteristics to hair upon treatment, including an improved wet or dry feel and a perception of softness. However, in order to secure high consumer acceptance of any hair conditioner composition, it is essential to provide consumer-desirable product aesthetics, for example not only an appealing neat product odor and a pleasant product color, but especially an appropriate product rheology and satisfactory physical product stability.
General hair conditioner systems are based on quaternary ammonium compounds, also named as quats, notably cetrimonium chloride, behentrimonium chloride, N,N-bis(stearoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(stearoyl-oxy-ethyl) N-(2-hydroxyethyl) N- methyl ammonium methylsulfate or l,2-di(stearoyl-oxy)-3-trimethyl ammoniumpropane chloride. However, quats provide a rather low water solubility, are known as very difficult to be biodegradable and provide confirmed eco toxicity, and it exists a general trend for this industry is to switch to other conditioning systems. Ester quats is one of the options, which provide better biodegradability and better eco toxicity. But even ester quats provides still some disadvantages as a not so long term stability in the final product due to a degradability that imposes to keep a very low pH in order to make it more stable. This so low pH value is not good for personal care. Besides the conditioning effect, aesthetic aspects are also very important for personal care products. So a unique appearance like pearlescent effect is always welcomed by the consumers. But from the common quats based system, it is difficult to achieve a pearlescent appearance. Although, conventionally, some base materials giving a pearly luster has been used. As a main component for giving a pearly luster in the pearly luster composition, fatty acid glycol esters, fatty acid monoalkylolamides, fatty acids, and the like have been known. Among them, various fatty acid glycol esters have been studied as a main component in the pearly luster composition. However, these materials will not give any pearlescent effect in quats based conditioner system.
INVENTION
The present invention is based on the surprising discovery that it is possible to obtain a stable hair conditioner composition with a shiny pearlescent effect as well that performs well on hair fibers, which comprises at least a fatty amphoteric surfactant, a fatty carboxylic acid and/or a fatty alcohol, and a cationic polysaccharide or cationic polysaccharide derivative; notably without the drawbacks generally associated with the use of quat materials.
These compounds indeed appear to be sufficiently efficient and notably same efficient in term of wet and dry softness, in comparison with the compounds classically used in the softening compositions such as cetrimonium chloride (CTAC), behentrimonium chloride (BTAC), di(palmiticcarboxyethyl) hydroxyethyl methyl ammonium methylsulfate (TEP), and dimethyl di(hydrogenated tallow) ammonium chloride (DHT).
Hair conditioning compositions of the present invention provide several benefits including include soft hair feel (wet and dry), ease of hair combing (wet and dry), hair detangling benefits (wet and dry), anti-static benefits, and hair manageability benefits. These compounds also provide the advantages to be more stable over time and different pH range, and provide a good compatibility with all other surfactants system.
The present invention concerns then a hair conditioning and pearlescent composition comprising at least:
a) 1-10 % wt of an amphoteric surfactant carrying a Ci2-C22-alkyl or Ci2-C22-alkenyl;
b) 0.1-5 % wt of an alcohol compound carrying a Ci0-C22-alkyl or Ci0- C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) 0.01-2 % wt of a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ;
d) water;
percent by weight expressed in relation with the total weight of the composition;
wherein said composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c). The present invention also concerns a hair conditioning and pearlescent composition comprising at least:
a) 1-10 % wt of an amphoteric surfactant carrying a Ci6-C2o-alkyl or Ci6-C20-alkenyl;
b) 0.1-5 % wt of an alcohol compound carrying a Ci0-C22-alkyl or Ci0- C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) 0.01-2 % wt of a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ;
d) water;
percent by weight expressed in relation with the total weight of the composition;
wherein said composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c).
The present invention also concerns a hair conditioning and pearlescent composition comprising at least:
a) 1-10 % wt of an amphoteric surfactant carrying a Ci6-C2o-alkyl or Ci6-C20-alkenyl;
b) 0.1-5 % wt of an alcohol compound carrying a Ci0-C22-alkyl or Ci0- C22-alkenyl and/or a carboxylic acid compound carrying a Cio-C22-alkyl or Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ; c) 0.01-2 % wt of a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ;
d) water;
percent by weight expressed in relation with the total weight of the composition;
wherein said composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c); said composition is substantially free or completely free of anionic agent.
The present invention also concerns a hair conditioning and pearlescent system consisting of:
a) an amphoteric surfactant carrying a Ci2-C22-alkyl or Ci2-C22-alkenyl; b) an alcohol compound carrying a Ci0-C22-alkyl or Ci0-C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Ci0-C22- alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3: 1 and 50: 1.
The present invention also concerns a hair conditioning and pearlescent system consisting of:
a) an amphoteric surfactant carrying a Ci6-C2o-alkyl or Ci6-C2o-alkenyl; b) an alcohol compound carrying a Ci0-C22-alkyl or Ci0-C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Ci0-C22- alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20: 1 ; c) a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3: 1 and 50: 1.
The present invention also concerns a method for treating a hair in which said hair conditioning and pearlescent composition or said hair conditioning and pearlescent system is used.
The present invention furthermore concerns the use of compounds a), b) and c) to improve the pearlescent effect of a hair conditioning composition.
These and other objects will become readily apparent from the detailed description which follows. The essential as well as optional components of the present compositions are described below. DETAILS OF THE INVENTION
Throughout the description, including the claims, the term "comprising one" should be understood as being synonymous with the term "comprising at least one", unless otherwise specified, and "between" should be understood as being inclusive of the limits.
"Pearlescent" or "nacreous" as used herein means an effect having a pearly luster or gloss and notably providing an iridescent luster resembling that of pearl or mother-of-pearl. In the context of this invention, "conditioning" is to be understood for purposes of this invention as the brightening treatment of hairs. Conditioning imparts positive properties to the hair, for example improved softness, enhanced shine and color brilliance, a fresh scent, and a decrease in creasing and static charge.
"Alkyl" as used herein means a straight chain or branched saturated aliphatic hydrocarbon group. "Alkenyl", as used herein, refers to an aliphatic group containing at least one double bond and is intended to include both "unsubstituted alkenyls" and "substituted alkenyls", the latter of which refers to alkenyl moieties having substituents replacing a hydrogen on one or more carbon atoms of the alkenyl group.
The term amphoteric surfactants or zwitterionic surfactants are well- known to the person skilled in the art. It refers to surfactants which, depending on the pH, have anionic and/or cationic properties. They also have an isoelectric point at which they possess a zwitterionic character. In particular, the term refers to compounds having an N+ function in combination with an O", C(0)OH, C(0)0", S03H or S03 " function and to compounds having an N function in combination with a C(0)OH, C(0)0", S03H or S03 " function. More in particular, it refers to compounds having an N -0~ function, a quaternary N+ function in combination with a C(0)0", S03H or S03 " function, and to compounds having a tertiary N function in combination with a C(0)OH, C(0)0", S03H or S03 " function.
For an overview of amphoteric surfactants and their properties the reader is referred to Amphoteric Surfactants, 2nd ed., E. G. Lomax, Ed., 1996, Marcel Dekker. This class of surfactants includes betaines, e.g., fatty alkyl betaines, fatty alkylamido betaines, sulfobetaines, hydroxysulfobetaines, and betaines derived from imidazolines; amine oxides, e.g., fatty alkylamine oxides and fatty alkylamido amine oxides; amphoglycinates and amphopropionates; and so-called "balanced" amphopoly- carboxyglycinates and amphopolycarboxypropionates.
Amphoteric surfactants are exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains a Ci2-C22-alkyl or Ci2-C22-alkenyl group, preferably, a Ci6-C20-alkyl or C16- C2o-alkenyl group.
The amphoteric surfactants of the present invention are chosen in the group consisting of: betaine, amine oxide, amphoglycinate and amphopropionate .
Betaines are a class of amphoteric surfactants which include compounds having the structures:
R1 R2 R3 N+ (CH2)y C(0)0 (I)
or
(R1)(R2C(0)NH(CH2)x)(R3)N+(CH2)y C(0)0 (II) wherein R1 is a C1-C5 group which is optionally hydroxylated, such as a methyl, ethyl, hydroxyethyl, or hydroxypropyl group, R is Ci2-C22-alkyl or Ci2-C22-alkenyl group, R is independently selected from a Ci-C5 group
1 2 or Ci2-C22-alkyl or Ci2-C22-alkenyl group as defined for R and R , respectively, x is 2-4, and y is 2-4, and wherein any two of the groups R1- R optionally may form a ring structure. C1-C5 group may be an alkyl or alkenyl group. Preferably, R is Ci6-C2o-alkyl or Ci6-C20-alkenyl. Preferably, R is independently selected from a C1-C5 group or Ci6-C20- alkyl or Ci6-C2o-alkenyl group.
In the context of the present invention, betaine also include sulfobetaines and hydroxysulfobetaines which have structures according to (I) and (II),
1 2 3
having R , R , and R defined as above, wherein the group (CH2)yC(0)0~ has been replaced by a C3- -S03 ~ group, which C3-C group is optionally hydroxylated.
Amine oxides are a class of amphoteric surfactants which include compounds having the structure: R^ R^ -O (III)
or
(R1)(R2C(0)NH(CH2)x)(R3)N -0 (IV)
1 2 3
wherein R , R , and R and x have the meaning described above.
Amphoglycinates (z=l) and amphopropionates (z=2) are a class of amphoteric surfactants which include compounds having the structures:
R2 N(R4)(CH2)z C(0)0 Y+ (V)
and
R2 C(0)N(R4)(CH2)x N(R5)(CH2)Z C(0)0 Y+ (VI) wherein R 2 and x have the meaning described above, R 4 is hydrogen or a Ci-C5 group which is optionally hydroxylated, R5 is a C1 -C5 group which is optionally hydroxylated or a (CH2)Z C(0)0" group, z is 1 -4, and Y+ is a cation, such as a proton or a sodium ion.
More preferably, the amphoteric surfactant of the present invention is a compound of formula (VII):
R2-N (CH3)2-CH2-COO (VII) wherein R is Ci2-C22-alkyl or Ci2-C22-alkenyl group.
Preferably R is Ci6-C22-alkyl, such as Ci6-alkyl, Ci8-alkyl, C20-alkyl and C22-alkyl. Preferably R may also be Ci6-C22-alkenyl, such as Ci6-alkenyl, Cig-alkenyl, C20-alkenyl and C22-alkenyl.
More preferably, R is Ci6-C20-alkyl, such as Ci6-alkyl, Ci8-alkyl, and C20- alkyl or Ci6-C20-alkenyl, such as Ci6-alkenyl, Qg-alkenyl and C20-alkenyl. In a preferred embodiment of the present invention, the compound of formula (VII) is chosen in the group constituted of: cetyl betaine, palmityl betaine, stearyl betaine and oleyl betaine. More preferably, the compound of formula (VII) is cetyl betaine. It has to be outlined that the composition of the present invention may comprise an alcohol compound carrying a Cio-C22-alkyl or Cio-C22-alkenyl and/or a carboxylic acid compound carrying a Cio-C22-alkyl or Cio-C22- alkenyl.
Preferably, the Cio-C22-alkyl or Cio-C22-alkenyl carboxylic acids are chosen in the group consisting of: capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid and behenic acid.
Preferably, the Ci0-C22-alkyl or Ci0-C22-alkenyl alcohols are chosen in the group consisting of: capryl alcohol, lauryl alcohol, myrityl alcohol, palmityl alcohol, stearyl alcohol, arachidyl alcohol and behenyl alcohol.
Weight ratio of compound a) to compound b) may be comprised between 1 :2 and 20 : 1 , notably between 1 : 1 and 10: 1 , notably between 1 : 1 and 5 : 1. The composition also comprises at least a cationic polysaccharide or a cationic polysaccharide derivative (also referred to as "compound c)"). Compound c) is preferably chosen in the group consisting of: cationic guar, cationic cellulose, cationic callose, cationic xylan, cationic mannan, cationic galactomannan, and derivatives thereof.
Guars are polysaccharides composed of the sugars galactose and mannose. The backbone is a linear chain of β 1 ,4-linked mannose residues to which galactose residues are 1 ,6-linked at every second mannose, forming short side -branches. Cationic polysaccharides may include cationic polysaccharides that may be obtained by the use of different possible cationic etherifying agents, such as for example the family of quaternary ammonium salts. In the case of cationic polysaccharides such as cationic guars, the cationic group may be then a quaternary ammonium group bearing 3 radicals, which may be identical or different, preferably chosen from hydrogen, alkyl, hydroxyalkyl, epoxyalkyl, alkenyl, or aryl, preferably containing 1 to 22 carbon atoms, more particularly 1 to 14 and advantageously 1 to 3 carbon atoms. The counterion is generally a halogen, which is one embodiment is chlorine.
Quaternary ammonium salts may be for example: 3-chloro-2- hydroxypropyl trimethyl ammonium chloride (CHPTMAC), 2,3- epoxypropyl trimethyl ammonium chloride (EPTAC), diallyldimethyl ammonium chloride (DMDAAC), vinylbenzene trimethyl ammonium chloride, trimethylammonium ethyl metacrylate chloride, methacrylamidopropyltrimethyl ammonium chloride (MAPTAC), and tetraalkylammonium chloride.
A typical cationic functional group in these cationic polysaccharides is trimethylamino(2-hydroxyl)propyl, with a counter ion. Various counter ions can be utilized, including but not limited to halides, such as chloride, fluoride, bromide, and iodide, sulfate, methylsulfate, and mixtures thereof.
Cationic guars of the present invention may be chosen in the group consisting of: cationic hydroxyalkyl guars, such as cationic hydroxyethyl guar (HE guar), cationic hydroxypropyl guar (HP guar), cationic hydroxybutyl guar (HB guar), and
cationic carboxylalkyl guars including cationic carboxymethyl guar (CM guar), cationic alkylcarboxy guars such as cationic carboxylpropyl guar (CP guar) and cationic carboxybutyl guar (CB guar), carboxymethylhydroxypropyl guar (CMHP guar).
More preferably, cationic guars of the invention are guars hydroxypropyltrimonium chloride or hydroxypropyl guar hydro xypropyltrimonium chloride.
The degree of hydroxyalkylation (molar substitution or MS) of cationic guars, that is the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar, may be comprised between 0 and 3, preferably between 0 and 1.7. As example, a MS of 1 may represent one ethylene oxide unit per monosaccharide unit.
The Degree of Substitution (DS) of cationic guars, that is the average number of hydroxyl groups that have been substituted by a cationic group per hydroxyl group per sugar, may be comprised between 0.005 and 1 , preferably between 0.01 and 1. DS may notably represent the number of the carboxymethyl groups per monosaccharide unit. DS may notably be determined by titration.
The Charge Density (CD) of cationic guars may be comprised between 0.1 and 2 meq/g, preferably between 0.4 and 1 meq/g. The charge density refers to the ratio of the number of positive charges on a monomeric unit of which a polymer is comprised to the molecular weight of said monomeric unit. The charge density multiplied by the polymer molecular weight determines the number of positively charged sites on a given polymer chain.
The cationic polysaccharides may have an average Molecular Weight (Mw) of between about 100,000 daltons and 3,500,000 daltons, preferably between about 500,000 daltons and 3,500,000 daltons.
Weight ratio of compound a) to compound c) may be comprised between 3: 1 and 50: 1 , preferably between 5: 1 and 40: 1, more preferably between 10: 1 and 30: 1. Composition of the present invention may comprise between 0.1 and 1 % by weight of compound c), in relation with the total weight of the composition.
Preferably, the softening composition is substantially free or completely free of anionic agent. Addition of anionic agent(s) may lead to foam forming which is not desired for the present invention, and may negatively affect the conditioning performance of the composition. As used herein, the term "substantially free" when used with reference to the absence of anionic agent in the composition of the present invention, means that the composition comprises less than 0.1 wt % of the anionic agent, more preferably less than 0.01 wt % of the anionic agent, based on the total weight of the composition. As used herein, the term "completely free" when used with reference to the absence of the anionic agent (i.e. 0 wt% of the anionic agent) in the composition of the present invention, means that the composition comprises no anionic agent at all. The composition of the present invention may notably comprise at least: a) 1 -10 % wt of an amphoteric surfactant of formula (VII);
b) 0.1 -5 % wt of an alcohol compound carrying a Cio-C22-alkyl or Cio- C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20: 1 ;
c) 0.01 -2 % wt of a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ;
d) water.
Preferably, the composition of the present invention may notably comprise at least:
a) 1 -10 % wt of an amphoteric surfactant of formula (VII);
b) 0.1 -5 % wt of an alcohol compound carrying a Ci0-C22-alkyl or Ci0- C22-alkenyl and/or a carboxylic acid compound carrying a Cio-C22-alkyl or
Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20: 1 ;
c) 0.01 -2 % wt of a cationic guar or cationic guar derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ; d) water;
wherein the composition is substantially free or completely free of anionic agent. In one embodiment, the composition of the present invention consists of: a) 1-10 % wt of an amphoteric surfactant of formula (VII);
b) 0.1-5 % wt of an alcohol compound carrying a Cio-C22-alkyl or Cio- C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or
Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) 0.01-2 % wt of a cationic guar or cationic guar derivative; weight ratio of compound a) to compound c) is comprised between 3 : 1 and 50: 1 ; d) water.
In another aspect, there is provided a hair conditioning and pearlescent system consisting of:
a) an amphoteric surfactant carrying a Ci2-C22-alkyl or Ci2-C22-alkenyl; b) an alcohol compound carrying a Ci0-C22-alkyl or Ci0-C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Ci0-C22- alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3: 1 and 50: 1.
In one embodiment, there is provided a hair conditioning and pearlescent system consisting of:
a) an amphoteric surfactant carrying a Ci6-C20-alkyl or Ci6-C20-alkenyl; b) an alcohol compound carrying a Ci0-C22-alkyl or Ci0-C22-alkenyl and/or a carboxylic acid compound carrying a Cio-C22-alkyl or Cio-C22- alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3: 1 and 50: 1.
The hair conditioning and pearlescent system is preferably mixed with a suitable liquid carrier which may be selected from water, organic solvents and mixtures thereof. For optimum phase stability of these compositions, the neat pH, measured at 20°C, may be in the range of from 3 to 8. The pH of these compositions herein can be regulated by the addition of acids such as Bronsted or Lewis ones. Examples of suitable acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (Ci-C5)- carboxylic acids, and alkylsulfonic acids. Suitable inorganic acids include HC1, H2S0 , FfN03 and H3P0 . Suitable organic acids include formic, acetic, citric, methylsulfonic and ethylsulfonic acid. Preferred acids are citric, hydrochloric, phosphoric, formic, methylsulfonic acid, and benzoic acids. Especially preferred is citric acid.
The compositions of the present invention may be manufactured using conventional formulation and mixing techniques. It is notably possible to simultaneously or sequentially blend components a), b) and/or c). In one procedure for manufacture, components a), b) and c) are premixed prior to the addition of the remaining components.
For instance, compositions may notably be obtained as follows: Mix component a), b) and c) into water till it is homogeneous Heat the above mixture to 80°C under stirring
Cool down to room temperature and discharge Preferably the compositions are obtained as follows:
Mix component c) into water till it is homogeneous
Add component a) into the above mixture and heat up to 80°C Heat component b) separately to 80°C
Mix above components altogether at 80°C and keep agitation
- Cool down to room temperature and discharge.
Methods of making compositions of the present invention are described more specifically in the following experimental part. The compositions of the present invention may also comprise other components such as organic or inorganic thickeners such as hydroxyethyl cellulose, opacifying agents such as for example ethyleneglycol distearate, water-insoluble skin benefit agents, exfoliating particles, preservatives, antimicrobials, bactericides, antioxydants such as butylated hydroxytoluene, humectants, fragrances, colouring agents, cosmetic fillers, herb and plant extracts, and sequestering agents such as for example sodium salt of the ethylenediaminetetraacetic acid.
The humectants in the composition may be selected from glycerine, diols, triols and polyols. The composition may comprise from 0 to 10 % by weight of humectants, based on the total weight of the composition. Preferably, the composition of the present invention is substantially free or, in some cases, completely free of any quaternary ammonium salts except the compounds of a), b) and c). Quaternary means that the ammonium (N) has four chemical groups attached, such as alkyl or alkenyl groups. As used herein, the term "substantially free" when used with reference to the absence of quaternary ammonium salts in the medium of the present invention, means that the composition comprises less than 0.1 wt %, preferably less than 0.01 wt %, based on the total weight of the composition. As used herein, the term "completely free" when used with reference to the absence of quaternary ammonium salts in the composition, means that the composition comprises no quaternary ammonium salts at all. These notably include cetrimonium chloride (CTAC), behentrimonium chloride (BTAC), di(palmiticcarboxyethyl) hydroxyethyl methyl ammonium methylsulfate (TEP), and dimethyl di(hydrogenated tallow) ammonium chloride (DHT), N,N-bis(stearoyl-oxy-ethyl) N.N-dimethyl ammonium chloride, N,N-bis(tallowoyl-oxy-ethyl) N,N-dimethyl ammonium chloride, N,N-bis(stearoyl-oxy-ethyl) N-(2-hydroxyethyl) N- methyl ammonium methylsulfate and l,2-di(stearoyl-oxy)-3-trimethyl ammoniumpropane chloride.
The composition of the present invention preferably comprises less than 1 wt % of pearlescent agent except the compounds of a), b) and c).
Preferably, the composition of the present invention is substantially free or, in some cases, completely free of any pearlescent agent except the compounds of a), b) and c). As used herein, the term "substantially free" when used with reference to the absence of pearlescent agent in the medium of the present invention, means that the composition comprises less than 0.5 wt %, preferably less than 0.1 wt %, based on the total weight of the composition. As used herein, the term "completely free" when used with reference to the absence of pearlescent agent in the composition, means that the composition comprises no pearlescent agent at all.
The composition according to the present invention, may take a variety of physical forms including liquid, liquid-gel, paste-like, foam in either aqueous or non-aqueous form, powder, granular and tablet forms. For better dispersability, a preferred form of the composition is a liquid form, and in the form of an aqueous dispersion in water. When in a liquid form, the composition may also be dispensed with dispensing means such as a sprayer or aerosol dispenser. When in a liquid form, such a composition may contain from 0.1% to 20% by weight of compounds a), b) and c). The composition will usually also contain water and other additives, which may provide the balance of the composition. Suitable liquid carriers are selected from water, organic solvents and mixtures thereof. The liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost, safety, and environmental compatibility. Mixtures of water and organic solvent may be used. Preferred organic solvents are; monohydric alcohol, such as ethanol, propanol, iso-propanol or butanol; dihydric alcohol, such as glycol; trihydric alcohols, such as glycerol, and polyhydric (polyol) alcohols. These compositions of the invention may be formulated for washing skin and/or hair, for example, bath or shower gels, handwashing compositions, facial washing compositions, pre- and post- shaving products, and rinse- off and wipe-off skin care products, and mainly to produce cleansing foam, body shampoo and hair shampoo.
Compositions of the invention are used in a manner known for leave-in and wash-out conditioners. Namely, the hair is wet and then conditioner or conditioning shampoo is applied to the hair. If the conditioner is a leave-in conditioner, it can be applied to wet or dry hair. If applied to dry hair, then water is added after such application. If the conditioner is a wash-out conditioner, the hair is the rinsed after application.
The present invention also provides methods for conditioning hair. The present compositions are used in conventional ways to provide the optimized hair conditioning benefits of the present invention. Such methods generally involve application of an effective amount of the conditioning composition to the hair, which is massaged through and then rinsed from the hair. By "effective amount" is meant an amount sufficient to provide the desired conditioning benefits considering the length, texture and condition of the hair. The present invention also provides methods for conditioning hair comprising the step of contacting the hair with an aqueous medium comprising the hair conditioning and pearlescent system as described above.
After the hair is treated with the present conditioning compositions the hair is dried and styled in the usual ways of the user. The hair conditioning compositions provide optimized hair conditioning benefits, such as soft wet and dry hair feel, ease of wet and dry hair combing and hair detangling, increased hair manageability, and anti-static benefits. The present invention also provides the use of the hair conditioning and pearlescent composition described above for improving the pearlescent appearance of the hairs.
Should the disclosure of any patents, patent applications, and publications which are incorporated herein by reference conflict with the description of the present application to the extent that it may render a term unclear, the present description shall take precedence.
The examples provided here further describe and demonstrate embodiments of the present invention. The examples are given solely for the purpose of illustration and are not to be construed as limitation of the present invention.
EXPERIMENTAL PART
All parts, percentages, and ratios herein are by weight unless otherwise specified.
The following are components of the hair conditioning compositions:
CAPB: Cocamidopropyl betaine
- CB: cetyl betaine
Tween20: PEG20 sorbitan laurate
PA: palmityl alcohol EGDS: ethylene glycol di stearate
Guar 1 : guar hydroxypropyltrimonium chloride with a Mw of 2 M, a degree of substitution (DS) of 0.10-0.13 and a charge density of 0.6-0.7 meq/g
- Guar 2: natural guar gum providing an average Mw of 2.5 M
Example 1; Formulations
1. In a side beaker, heat the D.I. water up to 80 °C.
2. In the main beaker, add compounds as mentioned in Tables in water, use IKA mechanical overhead stirrer to stir at 50 rpm while heating up to 80°C. When the mixture is melt and becomes clear, pour the pre -heated D.I. water in Step 1 into the main beaker, maintain the temperature of 80°C, stir at 1000 rpm for 2 minutes.
3. Remove heat, stir at 400 rpm to cool down the system.
4. When temperature is below 45°C, add Mackstat DM, stir for another 15 minutes, stop stirring and cool down to room temperature.
5. Discharge.
All of the formulations comprise 0.4 % by weight of fragrances and preservatives.
Example 2; Conditioning Effect Measurement (Dia-Stron Wet/Dry Combing)
The changes in the wet and/or dry combing attributes of hair resulting from treatment with shampoos, conditioners, styling aids or other active materials were measure using DIA-STRON MTT-170 (Miniature Tensile Tester) as follows.
Materials and Equipment:
· Dia-Stron MTT 170
Dia-Stron software "UVWin 1.29.4000"
• IBM compatible computer and printer
• Hair tresses (2 grams, 6 inches long, net 1 inch wide, soft swatch - International Hair Importers, N.Y.)
· Coarse comb (4-tine/cm) for combing hair
• Fine comb (6-tine/cm) to be attached on Dia-Stron fixed arm
• Standard rinsing apparatus: tray filled with running water (temp ~ 25 - 40°C; flow-rate ~ 1.8L/min) Experimental conditions: with the exception of pre-treatment and treatment of hair tresses, all procedures should be conducted in a humidity and temperature-controlled room (60% relative humidity, 21-22°C)
Procedures to be carried out:
1. Pre-treatment of hair tresses / To remove residual conditioning agents and other impurities
2. Wet combing (sorting) / For sorting of hair tresses
3. Dry combing (untreated) / Base line of dry, untreated tresses
4. Wet combing (untreated) / Base line of wet, untreated tresses 5. Treatment of hair tresses with test shampoo, conditioners, styling aids or other active materials formulations
6. Dry combing (treated) / Effect of treatment and conditioning 7. Wet combing (treated) / Effect of treatment and conditioning *Note:
1 hair tress = 10 combings
1 test sample= 3 hair tresses
3 hair tresses x 10 combings= 30 combings per test sample
Data Processing;
Conditioning Effect (Total Work Reduction) = (Treated Dry - Untreated Dry)/ Untreated Dry %
Conditioning Effect (Total Work Reduction) = (Treated Wet - Untreated Wet)/ Untreated Wet %
Conditioning Effect (Greatest Force) = (Treated Dry - Untreated Dry)/ Untreated Dry %
Conditioning Effect (Greatest Force) = (Treated Wet - Untreated Wet)/ Untreated Wet %
Results are expressed in Tables 1 and 2 as follows.
Table 1
Formulations of the invention
Table 2
Formulations of comparison
Formulations CI C2 C3 C4 C5 C6
Surfactants CB CB CB Tween20 CB CAPB
(% by wt) (3) (3) (2.1) (2.1) (2.1) (2.1)
Acid, ester or alcohol PA PA PA EGDS
PA (1.4)
(% by wt) (2) (1.4) (1.4) (1.4)
Polysaccharide Guar 2 Guar 1 Guar 1 Guar 1
- - (% by wt) (0.3) (0.3) (0.1) (0.3)
Properties
Wet combing
Change in Peak Load +11.1 -3 +12.8 -59 -38 -12.5
(%)
Wet combing
Change in Total -18 -18 -5.6 -67 -62 -17.1
Work (%)
Dry combing
Change in Peak Load -73.9 -84 -65.3 +278 -88 -45.3
(%)
Dry combing
Change in Total -50.3 -75 -43.6 +152 -80 -42.1
Work (%)
Pearlescent properties 0 2 1.5 0 0 0 The pearlescent effect is evaluated by a 10 people panel team with the naked eye at a temperature of 25°C. Double-mind assessment is made with 10 ml of composition dropped on a black screen. Incidentally, a composition in which bubbles are commingled is centrifuged to remove bubbles. A 3 grades system is used for the results: 0 means no pearlescent effect [no luster]; 1 means some pearlescent effect [low luster] and 2 means very good [high luster]. It appears then that the formulations of the present invention provide a good pearlescent appearance and conditioning effect for wet and dry hair. By contrast, formulations of comparison provide either low conditioning properties on wet hair and/or dry hair or no good pearlescent effect. Notably, the composition comprising CB (C16) provided better conditioning performance and pearlescent effect in comparison of that comprising CAPB (C12).

Claims

1. Hair conditioning and pearlescent composition comprising at least:
a) 1-10 % wt of an amphoteric surfactant carrying a Ci2-C22-alkyl or Ci2-C22-alkenyl;
b) 0.1-5 % wt of an alcohol compound carrying a Ci0-C22-alkyl or Ci0- C22-alkenyl and/or a carboxylic acid compound carrying a Cio-C22-alkyl or Cio-C22-alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) 0.01-2 % wt of a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3 :1 and 50: 1 ;
d) water;
percent by weight expressed in relation with the total weight of the composition;
said composition comprises less than 0.5 wt % of quaternary ammonium salts, except compounds a), b) and c).
2. The hair conditioning and pearlescent composition according to claim 1, wherein the amphoteric surfactant carries a Ci6-C22-alkyl or Ci6-C22- alkenyl.
3. The hair conditioning and pearlescent composition according to claim 1 or 2, wherein the amphoteric surfactant carries a Ci6-C20-alkyl or Ci6-C20- alkenyl group.
4. The hair conditioning and pearlescent composition according to any one of claims 1 to 3, wherein the hair conditioning and pearlescent composition is substantially free or completely free of anionic agent.
5. The hair conditioning and pearlescent composition according to any one of claims 1 to 4, wherein the amphoteric surfactant is chosen in the group consisting of: betaine, amine oxide, amphoglycinate and amphopropionate .
6. The hair conditioning and pearlescent composition according to claim 5 wherein the betaine has the structure:
R1 R2 R3 N+ (CH2)y C(0)0 (I)
or
(R1)(R2C(0)NH(CH2)x)(R3)N+(CH2)y C(0)0" (II) wherein R 1 is a Ci-C5 group which is optionally hydroxylated, R 2 is C16- C2o-alkyl or Ci6-C20-alkenyl group, R is independently selected from a Q- C5 group or Ci6-C20-alkyl or Ci6-C20-alkenyl group, respectively, x is 2-4, and y is 2-4, and wherein any two of the groups R 1 -R 3 optionally form a ring structure.
7. The hair conditioning and pearlescent composition according to claim 5 wherein the amine oxide has the structure:
R1 R2 R3 N+ -O (III)
or (R1)(R2C(0)NH(CH2)x)(R3)N -0 (IV)
1 2 wherein R is a Ci-C5 group which is optionally hydroxylated, R is C16- C2o-alkyl or Ci6-C2o-alkenyl group, R is independently selected from a Q- C5 group or Ci6-C20-alkyl or Ci6-C20-alkenyl group, respectively, x is 2-4,
1 3
and y is 2-4, and wherein any two of the groups R -R optionally form a ring structure.
8. The hair conditioning and pearlescent composition according to claim 5 wherein the amphoglycinate (z=l) and amphopropionate (z=2) have the structures:
R2 N(R4)(CH2)z C(0)0 Y+ (V)
and
R2 C(0)N(R4)(CH2)x N(R5)(CH2)Z C(0)0 Y+ (VI) wherein R is Ci6-C20-alkyl or Ci6-C20-alkenyl group, x is 2-4, and y is 2-4, R4 is hydrogen or a C\-C5 group which is optionally hydroxylated, R5 is a Ci-C5 group which is optionally hydroxylated or a (CH2)Z C(0)0~ group, z is 1-4, and Y+ is a cation.
9. The hair conditioning and pearlescent composition according to any one of claims 1 to 4, wherein the amphoteric surfactant has the formula (VII): R2-N (CH3)2-CH2-COO (VII) wherein R is Ci6-C20-alkyl or Ci6-C20-alkenyl group.
10. The hair conditioning and pearlescent composition according to claim 9, wherein the compound of formula (VII) is chosen in the group consisting of: cetyl betaine, palmityl betaine, stearyl betaine and oleyl betaine.
1 1. The hair conditioning and pearlescent composition according to any one of claims 1 to 10 wherein the Ci0-C22-alkyl or Ci0-C22-alkenyl carboxylic acids are chosen in the group consisting of: capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid and behenic acid.
12. The hair conditioning and pearlescent composition according to any one of claims 1 to 10 wherein the Ci0-C22-alkyl or Ci0-C22-alkenyl alcohols are chosen in the group consisting of: capryl alcohol, lauryl alcohol, myrityl alcohol, palmityl alcohol, stearyl alcohol, arachidyl alcohol and behenyl alcohol.
13. The hair conditioning and pearlescent composition according to any one of claims 1 to 12 wherein the compound c) is chosen in the group consisting of: cationic guar, cationic cellulose, cationic callose, cationic xylan, cationic mannan and cationic galactomannan and derivatives thereof.
14. The hair conditioning and pearlescent composition according to any one of claims 1 to 13 wherein the compound c) is guar hydroxypropyltrimonium chloride or hydroxypropyl guar hydro xypropyltrimonium chloride.
15. The hair conditioning and pearlescent composition according to any one of claims 1 to 14, wherein the hair conditioning and pearlescent composition comprises less than 0.01 wt % of the quaternary ammonium salt.
16. The hair conditioning and pearlescent composition according to any one of claims 1 to 15, wherein the composition comprises less than 1 wt % of pearlescent agent except compounds a), b) and c).
17. A hair conditioning and pearlescent system consisting of:
a) an amphoteric surfactant carrying a Ci2-C22-alkyl or Ci2-C22-alkenyl; b) an alcohol compound carrying a Ci0-C22-alkyl or Ci0-C22-alkenyl and/or a carboxylic acid compound carrying a Ci0-C22-alkyl or Ci0-C22- alkenyl; weight ratio of compound a) to compound b) is comprised between 1 :2 and 20:1 ;
c) a cationic polysaccharide or cationic polysaccharide derivative; weight ratio of compound a) to compound c) is comprised between 3: 1 and 50: 1.
18. The hair conditioning and pearlescent system according to claim 17, wherein the amphoteric surfactant carries a Ci6-C2o-alkyl or Ci6-C2o- alkenyl.
19. A method for treating a hair wherein the hair conditioning and pearlescent composition according to any one of claims 1 to 16 is contacted with the hair.
20. Use of the hair conditioning and pearlescent composition according to any one of claims 1 to 16 for improving the pearlescent appearance of a hair.
21. A method for treating a hair comprising the step of contact the hair with an aqueous medium comprising the hair conditioning and pearlescent system according to claim 17 or 18.
EP14805212.9A 2013-11-20 2014-11-20 Hair conditioning composition Withdrawn EP3071298A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP14805212.9A EP3071298A2 (en) 2013-11-20 2014-11-20 Hair conditioning composition

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/EP2013/074308 WO2015074691A1 (en) 2013-11-20 2013-11-20 Hair conditioning composition
EP14805212.9A EP3071298A2 (en) 2013-11-20 2014-11-20 Hair conditioning composition
PCT/EP2014/075073 WO2015075098A2 (en) 2013-11-20 2014-11-20 Hair conditioning composition

Publications (1)

Publication Number Publication Date
EP3071298A2 true EP3071298A2 (en) 2016-09-28

Family

ID=56737833

Family Applications (1)

Application Number Title Priority Date Filing Date
EP14805212.9A Withdrawn EP3071298A2 (en) 2013-11-20 2014-11-20 Hair conditioning composition

Country Status (1)

Country Link
EP (1) EP3071298A2 (en)

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None *
See also references of WO2015075098A2 *

Similar Documents

Publication Publication Date Title
CN105793273B (en) Dihydroxyalkyl-substituted polygalactomannans and methods of making and using same
RU2528915C2 (en) Cleaning agents containing non-cellulosic polysaccharides with mixed cation substitute
JP5363733B2 (en) Hydrophobically modified polysaccharide personal care and household compositions
JP6139135B2 (en) Polysaccharide products having good performance and transparency in aqueous surfactant-based formulations and methods for their preparation
US8343469B2 (en) Cationic synthetic polymers with improved solubility and performance in surfactant-based systems and use in personal care and household applications
KR102066476B1 (en) Composition and method of producing personal care compositions with improved deposition properties
US8568701B2 (en) Cationic synthetic polymers with improved solubility and performance in phosphate surfactant-based systems and use in personal care and household applications
JP2015232011A (en) Dispersible cationic polygalactomannan polymer treated with glyoxal
JP2006117923A (en) Cationic-modified psyllium seed gum and cosmetic composition containing the same
WO2015075098A2 (en) Hair conditioning composition
JP6735081B2 (en) Hair cleaning composition
JP4901166B2 (en) Cosmetic composition comprising low viscosity cationically modified cellulose
EP3071298A2 (en) Hair conditioning composition
KR101071499B1 (en) Shampoo Composition Improved in Conditioning Effect and Stability
KR20090112120A (en) A transparent shampoo composition
AU2021262761B2 (en) Personal care compositions
JP2007031293A (en) Cosmetic composition comprising low-cationized galactomannan polysaccharide
KR20150111642A (en) Conditioning sampoo composition
WO2022250967A1 (en) Shampoo formulation with enhanced silicone deposition
AU2018451749A1 (en) Personal care compositions
CN117202887A (en) Compositions comprising a multi-tail surfactant and a cationic polymer and uses thereof

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20160620

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20180131

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20200204