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WO2025228750A1 - Composition transparente et procédé d'utilisation - Google Patents

Composition transparente et procédé d'utilisation

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Publication number
WO2025228750A1
WO2025228750A1 PCT/EP2025/061075 EP2025061075W WO2025228750A1 WO 2025228750 A1 WO2025228750 A1 WO 2025228750A1 EP 2025061075 W EP2025061075 W EP 2025061075W WO 2025228750 A1 WO2025228750 A1 WO 2025228750A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
surfactant
silicone
cationic
mixtures
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.)
Pending
Application number
PCT/EP2025/061075
Other languages
English (en)
Inventor
Lynsey Joanne Coan
Adam James Simkins
Helen WILLIAMS
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.)
Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
Original Assignee
Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
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
Application filed by Unilever Global IP Ltd, Unilever IP Holdings BV, Conopco Inc filed Critical Unilever Global IP Ltd
Publication of WO2025228750A1 publication Critical patent/WO2025228750A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/068—Microemulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26—Optical properties
    • A61K2800/262—Transparent; Translucent
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48—Thickener, Thickening system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/85—Products or compounds obtained by fermentation, e.g. yoghurt, beer, wine

Definitions

  • the present invention relates to transparent aqueous cleansing compositions, containing a silicone microemulsion, a particulate benefit agent, and a fermentation derived microcellulose, for the treatment of hair.
  • the invention further relates to a method of treating hair by means of such compositions.
  • Cleansing compositions having beneficial particulate ingredients (for example minerals such as micas, silicas and clays, microcapsules, particulate anti-dandruff actives, starches, coconut husk, aesthetic particles and beads), suspended within the composition, are desirable to the consumer seeking to deliver benefit to their hair.
  • beneficial particulate ingredients for example minerals such as micas, silicas and clays, microcapsules, particulate anti-dandruff actives, starches, coconut husk, aesthetic particles and beads
  • suspended materials typically impart, or contribute to, user benefits including: visual product aesthetics, various active effects and encapsulation/release of separate phases during use.
  • compositions desirably exhibit both an appealing look and feel.
  • Such suspensions in complex aqueous formulations for rinse-off applications in home and personal care applications present significant challenges.
  • Transparent products present further challenges.
  • a well known problem in the provision of transparent products of this nature is how to achieve both suspension of a particulate benefit agent and the deposition of silicone or oil at the same time.
  • Silicone and oil are conditioning agents for hair.
  • the use of a structurant is necessary to achieve suspension of the particulate but this compromises the transparency of the composition.
  • Transparent cleansers, such as shampoos often do not contain silicone or oil conditioning agents because it is detrimental to the transparency and stability.
  • WO2020/186147 discloses a cleansing composition comprising: a) detersive surfactant; b) a cationic polymer; c) a silicone conditioning agent; and d) a cellulosic material selected from fermentation derived cellulose (FDC), microfibrous cellulose (MFC), and mixtures thereof.
  • FDC fermentation derived cellulose
  • MFC microfibrous cellulose
  • a fermentation derived microcellulose in a hair cleansing composition that contains a particulate benefit agent and a silicone microemulsion.
  • the composition is both transparent and stable in the bottle and during use and successfully deposits silicone onto hair.
  • the composition can suspend particulates even at low viscosity.
  • a first aspect of the invention provides a transparent aqueous cleansing composition, which comprises:
  • a surfactant selected from the group consisting of anionic surfactant, zwitterionic or amphoteric surfactant, cationic surfactant and nonionic surfactant and mixtures thereof;
  • a conditioning agent selected from a silicone, a hydrophobic non-silicone oil or mixtures thereof, which is a microemulsion
  • a second aspect of the invention provides a method of treating a surface comprising the step of applying to the surface a composition of the first aspect of the invention.
  • the preferred surface is hair.
  • the method of the invention preferably further comprises the additional step of rinsing the surface with water.
  • composition of the invention is transparent.
  • One suitable method of assessing transparency is to measure turbidity.
  • UV-vis spectrometry may be used to determine the turbidity of the formulation.
  • An example of a suitable spectrophotomer is a Jasco V-650 spectrophotometer.
  • Translucency in a liquid product is due to suspended or colloidal particles that cause light to be scattered rather than transmitted in straight lines through the sample.
  • the viscosity of the composition preferably ranges from 100 to 50,000 mPa.s, more preferably from 100 to 25,000, most preferably from 1000 to 18,000 mPa.s, when measured at 30 degrees C and 4s-7, using sandblasted 40mm parallel plates, on a rheometer (such as Discovery HR-2 rheometer from TA instruments).
  • compositions such as shampoo must have the right viscosity to ensure proper dispersion and coverage on the scalp and hair, allowing for effective cleansing and distribution of active ingredients. Additionally, viscosity affects the pourability and lathering ability of the shampoo, influencing ease of application and overall user satisfaction. At the ranges given above, the composition is pourable and has application and foaming properties that satisfy consumer preferences whilst enabling excellent product performance.
  • composition of the present invention comprises a surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, zwitterionic surfactants, cationic surfactants and mixtures thereof.
  • surfactant comprises an anionic surfactant and a zwitterionic or amphoteric surfactant.
  • the surfactant may be an anionic surfactant that is free from sulphate.
  • Typical sulphate free anionic surfactants for use in the invention include those surface active agents which contain an organic hydrophobic group with from 6 to 22 carbon atoms, preferably from 8 to 22, more preferably from 8 to 18 carbon atoms, even more preferably from 10 to 18 carbon atoms, most preferably 12 to 18 carbon atoms in their molecular structure; and at least one water-solubilising group which is preferably selected from sulphonate, sulphosuccinate, phosphate, sarcosinate, taurate, isethionate, glycinate, glutamate and mixtures thereof, most preferably selected from isethionates, taurates and mixtures thereof.
  • the anionic may also include alkyl sulfosuccinates (including mono- and dialkyl, e.g., Ce- C22 sulfosuccinates); alkyl and acyl taurates (often methyl taurates), alkyl and acyl sarcosinates, sulfoacetates, C8-C22 alkyl phosphates and phosphonates, alkyl phosphate esters and alkoxyl alkyl phosphate esters, acyl lactates, C8-C22 monoalkyl succinates and maleates, sulphoacetates, alkyl glucosides and acyl isethionates, and the like.
  • alkyl sulfosuccinates including mono- and dialkyl, e.g., Ce- C22 sulfosuccinates
  • alkyl and acyl taurates often methyl taurates
  • Sulfosuccinates may be monoalkyl sulfosuccinates having the formula:
  • R 1 CONHCH2CH2O2CCH 2 CH(SO3M)CO2l ⁇ /l wherein R 1 ranges from C 8 -C 22 alkyl.
  • R 2 CON(CH3)CH2CC>2M, wherein R 2 ranges from C8-C20 alkyl.
  • Isethionates that may be used include Cs-Cis acyl isethionates (including those which have a substituted head group such as a C1-4 alkyl substitution, preferably methyl substitution). These esters are prepared by a reaction between alkali metal isethionate with mixed aliphatic fatty acids having from 6 to 18 carbon atoms and an iodine value of less than 20. Often at least 75% of the mixed fatty acids have from 12 to 18 carbon atoms and up to 25% have from 6 to 10 carbon atoms.
  • the acyl isethionate used may be an alkoxylated isethionate such as is described in llardi et al., U.S. Pat. No. 5,393,466, entitled "Fatty Acid Esters of Polyalkoxylated isethonic acid; issued Feb. 28, 1995; hereby incorporated by reference.
  • This compound has the general formula:
  • R 5 C-O(O)-C(X)H-C(Y)H-(OCH 2 — CH 2 )m--SO 3 M wherein R 5 is an alkyl group having 8 to 18 carbons, m is an integer from 1 to 4, X and Y are each independently hydrogen or an alkyl group having 1 to 4 carbons and M is a solubilizing cation.
  • Taurates for use in the hydratable concentrated surfactant composition of the invention are generally identified by formula:
  • R 3 CONR 4 CH 2 CH 2 SO 3 M wherein R 3 is a Cs-C 2 o alkyl, R 4 is a C1-C4 alkyl and M is a solubilizing cation.
  • Suitable taurate surfactants for use in the hydratable concentrated surfactant composition of the invention are acylamides of taurine or N-methyltaurine, and salts thereof, for example, acyl taurates represented by the general formula:
  • R 8 C(O)N(R 9 )CH 2 CH 2 SO 3 M (b), where R 8 is C6 to C30, more particularly C6 to C24 alkyl, y is 2 or 3, R 9 is hydrogen or methyl, and M is a solubilizing cation such as, for example, hydrogen, ammonium, alkali metal cation, a lower, i.e. , C to C4, alkanolammonium cation, or a basic amino acid cation.
  • R 8 is C8 to C18 alkyl.
  • at least half of the R 8 groups are C8-C18 alkyl.
  • at least half of the R 8 groups are C10 to C14 alkyl.
  • R 8 may be saturated or unsaturated.
  • R 9 is methyl.
  • Suitable acyl taurates according to formula (a) include, for example, taurates commonly known as sodium methyl lauroyl taurate, potassium methyl lauroyl taurate, sodium methyl myristoyl taurate, potassium methyl myristoyl taurate, ammonium methyl myristoyl taurate, sodium methyl cocoyl taurate, potassium methyl cocoyl taurate, ammonium methyl cocoyl taurate, sodium methyl oleoyl taurate, potassium methyl oleoyl taurate, ammonium methyl oleoyl taurate, sodium lauroyl taurate, potassium lauroyl taurate, ammonium myristoyl taurante, sodium cocoyl taurate, potassium oleoyl taurate, and the like.
  • a salt of the coconut fatty acid amide of N-methyltaurine is of particular interest.
  • Anionic surfactants suitable for use in the hydratable concentrated surfactant composition of the present invention include aliphatic sulfonates, such as a primary alkane (e.g., Cs- C22) sulfonate, primary alkane (e.g., C8-C22) disulfonate, C8-C22 alkene sulfonate, C8-C22 hydroxyalkane sulfonate or alkyl glyceryl ether sulfonate (AGS); or aromatic sulfonates such as alkyl benzene sulfonate.
  • aliphatic sulfonates such as a primary alkane (e.g., Cs- C22) sulfonate, primary alkane (e.g., C8-C22) disulfonate, C8-C22 alkene sulfonate, C8-C22 hydroxyalkane sulfonate or al
  • a preferred sulphonate surfactant is alpha olefin sulphonate.
  • Alpha olefin sulfonate anionic surfactants for use in the present invention preferably have the general formula (I)
  • R 1 -CH CH-CH 2 -SO 3 -M + (I) in which R 1 is selected from linear or branched alkyl groups having from 11 to 13 carbon atoms and mixtures thereof; and M is a solubilizing cation;
  • R 1 in general formula (I) is a Ci4 or Ci6 linear alkyl group.
  • M in general formula (I) is selected from alkali metal cations (such as sodium or potassium), ammonium cations and substituted ammonium cations (such as alkylammonium, alkanolammonium or glucammonium).
  • alkali metal cations such as sodium or potassium
  • ammonium cations such as sodium or potassium
  • substituted ammonium cations such as alkylammonium, alkanolammonium or glucammonium.
  • alpha olefin sulfonate anionic surfactants of general formula (I) may be made by sulfating C14-16 olefins derived from natural gas. The process can also yield mixtures of homologues and low levels of unreacted olefins.
  • alpha olefin sulfonate with an average of 14-16 carbons.
  • a suitable example of such a material is Bioterge AS40 (ex Stepan).
  • the sulphate free anionic surfactant may be a glycinate surfactant or a glutamate surfactant.
  • Preferred glycinates are sodium lauroyl glycinate and sodium cocoyl glycinate.
  • Preferred glutamates are sodium lauroyl glutamate and sodium cocoyl glutamate.
  • an anionic surfactant used is selected from sodium lauroyl glycinate, sodium cocoyl glycinate, sodium lauroyl glutamate, sodium cocoyl glutamate, sodium lauroyl isethionate, sodium cocoyl isethionate, sodium methyl lauroyl taurate, sodium methyl cocoyl taurate or a mixture thereof.
  • anionic surfactants are commercially available from suppliers like Galaxy Surfactants, Clariant, Sino Lion and Innospec.
  • Sodium cocoyl isethionate, sodium methyl lauroyl taurate, sodium lauroyl glyconate, sodium methyl lauroyl isethionate or mixtures thereof are the preferred anionics suitable for use.
  • anionic surfactants include, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, sodium tridecyl benzene sulphonate, sodium dodecyl benzene sulphonate, sodium methyl cocoyl taurate sodium cocoyl isethionate and mixtures thereof.
  • the anionic surfactant is selected from sodium methyl cocoyl taurate and sodium cocoyl isethionate, most preferably sodium methyl cocoyl taurate. Mixtures of any of the above described materials may also be used.
  • the level of anionic surfactant will generally range from 5 to 40% , preferably from 7 to 35, more preferably from 10 to 30, most preferably from 15 to 30 % (by weight based on the total weight of the composition and 100 % active level).
  • the amphoteric and/or zwitterionic surfactant will generally range from 5 to 40% , preferably from 7 to 35, more preferably from 10 to 30, most preferably from 15 to 30 % (by weight based on the total weight of the composition and 100 % active level).
  • the hydratable concentrated surfactant composition of the invention includes a cosurfactant, which is an amphoteric or zwitterionic surfactant.
  • amphoteric or zwitterionic surfactants include; alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms.
  • amphoteric and/or zwitterionic surfactant is selected from a betaine, an amphoacetate, a sultaine and mixtures thereof.
  • the level of co-surfactant is generally from 5 to 40 % , preferably from 7 to 35, more preferably from 10 to 30, most preferably from 15 to 30 % by weight based on the total weight of the hydratable concentrated surfactant composition and based on 100 % active level.
  • the co-surfactant is an amphoteric surfactant.
  • Suitable amphoteric surfactants are betaines, such as those having the general formula R(CH3)2N + CH 2 COO', where R is an alkyl or alkylamidoalkyl group, the alkyl group preferably having from 6 to 22 carbon atoms, more preferably from 8 to 22 carbon atoms, even more preferably form 8 to 18 carbon atoms, still more preferably from 10 to 18 carbon atoms, most preferably from 12 to 18 carbon atoms, and mixtures thereof.
  • Betaines that are suitable for use in the present invention can be represented by the general formula:
  • R 10 [C(O)NH-(CH 2 ) y ]z -N + (R 11 )(R 12 ) CH 2 CO 2 - (IV)
  • R 10 is C6 to C30, more particularly C6 to C24 alkyl, z is 0 or 1
  • R 11 and R 12 are independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms, and y is 2 or 3; and salts thereof.
  • at half of the groups R 10 are C8 to C18 alkyl.
  • at least half of the groups R 10 are C 10 to C14 alkyl.
  • R 10 may be saturated or unsaturated.
  • R 10 is derived from coconut oil or palm kernel oil.
  • R 11 and R 12 are methyl.
  • the formula (IV) betaines include the simple betaines:
  • betaines are oleyl betaine, caprylamidopropyl betaine, lauramidopropyl betaine, isostearylamidopropyl betaine, and cocoamidopropyl betaine and mixtures thereof.
  • the co-surfactant is cocamidopropyl betaine.
  • Zwitterionic surfactants that are suitable for use in the present invention, include at least one acid group.
  • Such an acid group may be a carboxylic or a sulphonic acid group. They often include quaternary nitrogen, and therefore, can be quaternary amino acids. They should generally include an alkyl or alkenyl group with from 6 to 22 carbon atoms, more preferably from 8 to 22 carbon atoms, even more preferably from 8 to 18 carbon atoms, still more preferably from 10 to 18 carbon atoms, most preferably from 12 to 18 carbon atoms, and mixtures thereof.
  • These surfactants will generally comply with an overall structural formula:
  • R 6 [-C(O)-NH(CH 2 ) q — ] r -N + -(R 7 -)(R 8 )A— B, where R 7 is alkyl or alkenyl of from 6 to 22, preferably 8 to 22, more preferably 8 to 18 carbon atoms, still more preferably from 10 to 18 carbon atoms , even more preferably 12 to 18 carbon atoms; R 7 and R 8 are each independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms; q is 2 to 4; r is 0 to 1 ; A is alkylene of 1 to 3 carbon atoms optionally substituted with hydroxyl, and B is --CO 2 -- or --SO3--.
  • Zwitterionic surfactants suitable for use in the invention include sodium acyl amphoacetates, sodium acyl amphopropionates, disodium acyl amphodiacetates and disodium acyl amphodipropionates where the acyl (i.e., alkanoyl group) can comprise a alkyl portion with from 6 to 22 carbon atoms, more preferably from 8 to 22 carbon atoms, even more preferably form 8 to 18 carbon atoms, still more preferably from 10 to 18 carbon atoms, most preferably from 12 to 18 carbon atoms, and mixtures thereof.
  • amphoteric surfactants suitable for use include sodium lauroamphoacetate, sodium cocoamphoacetate, sodium lauroamphoacetate, sodium cocoamphoacetate and mixtures thereof.
  • a zwitterionic surfactant suitable for use is cocamidopropyl sultaine. Such surfactants are made commercially available from suppliers like Stepan Company, and it is within the scope of the invention to employ mixtures of the aforementioned surfactants.
  • the weight ratio of a) the sulphate free anionic surfactant to b) the amphoteric and/or zwitterionic surfactant is from 1 :1 to 1 :2, preferably 1 :1.4.
  • the composition preferably comprises a total amount of anionic surfactant (a) and amphoteric and/or zwitterionic surfactant (b) of at least 20 wt %; more preferably at least 22 wt%, even more preferably at least 24 wt % and most preferably at least 25 wt %.
  • Non-limiting examples of surfactants for use in the invention include anionic surfactants including; anionic glucosides, alaninates, anionic amino acids, alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, acyl amino acid based surfactants, alkyl ether carboxylic acids, acyl taurates, acyl glutamates, alkyl glycinates and salts thereof, especially their sodium, magnesium, ammonium and mono-, di- and triethanolamine salts.
  • anionic surfactants including; anionic glucosides, alaninates, anionic amino acids, alkyl sulphates, alkyl ether sulphates, alkaryl sulphonates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates,
  • the alkyl and acyl groups in the preceding list generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated.
  • the alkyl ether sulphates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.
  • the surfactant is selected from the group consisting of sodium lauryl sulphate, sodium lauryl ether sulphate (n)EO, (where n is from 1 to 3, preferably 2 to 3, most preferably 3), ammonium lauryl sulphate, ammonium lauryl ether sulphate(n)EO, (where n is from 1 to 3, preferably 2 to 3, most preferably 3),
  • surfactants for use in the invention may include non-ionic surfactants including; aliphatic (Cs - Cis) primary or secondary linear or branched chain alcohols with alkylene oxides, usually ethylene oxide and generally having from 6 to 30 ethylene oxide groups.
  • Other representative surfactants include mono- or di-alkyl alkanolamides (examples include coco mono-ethanolamide and coco monoisopropanolamide) and alkyl polyglycosides (APGs).
  • Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Plantapon 1200 and Plantapon 2000 ex BASF.
  • compositions for use in the invention include the C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides, such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and US 5 194639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
  • C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and US 5 194639
  • N-alkoxy polyhydroxy fatty acid amides such as C10-C18 N-(3-methoxypropyl) glucamide.
  • compositions of the invention may include cationic surfactants.
  • Suitable cationic surfactants may be derived from amines that are protonated at the pH of the formulation, e g. bis-hydroxyethyl lauryl amine, lauryl dimethylamine, lauroyl dimethyl amidopropyl amine, stearamidopropyl dimethylamine, behenamidopropyl dimethylamine, cocoylamidopropyl amine, and the like.
  • the cationic surfactants may also be derived from fatty quaternary ammonium salts such as lauryl trimethylammonium chloride and lauroylamidopropyl trimethyl ammonium chloride, Behentrimonium chloride, Linoleamidopropyl PG-Dimonium Chloride Phosphate.
  • the amount of cationic surfactant is between 0.01 to 10 wt %, most preferably 0.1 to 5 wt %.
  • mixtures of any of the anionic, non-ionic, amphoteric/zwitterionic and cationic surfactants has a ratio of primary to secondary surfactant of between 1 :1 - 10:1 , more preferably 2:1 - 9:1 and most preferably 3:1 - 8:1 , based on the inclusion weight of the surfactant in the cleansing composition.
  • the composition of the present invention comprises from 1 to 50%, preferably from 2 to 40%, more preferably from 4 to 25% of total surfactant, based on the total weight of the composition.
  • compositions of the invention comprise a conditioning agent selected from a silicone, a hydrophobic non-silicone oil or mixtures thereof, which is a microemulsion, for enhancing conditioning performance.
  • a conditioning agent selected from a silicone, a hydrophobic non-silicone oil or mixtures thereof, which is a microemulsion, for enhancing conditioning performance.
  • the emulsified silicone is preferably selected from the group consisting of polydiorganosiloxanes, silicone gums, amino functional silicones and mixtures thereof.
  • Suitable silicones include polydiorganosiloxanes, in particular polydimethylsiloxanes which have the CTFA designation dimethicone. Also suitable for use compositions of the invention (particularly hair cleansers and conditioners) are polydimethyl siloxanes having hydroxyl end groups, which have the CTFA designation dimethiconol. Also suitable for use in compositions of the invention are silicone gums having a slight degree of cross-linking, as are described for example in WO 96/31188.
  • the viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 cst at 25 °C the viscosity of the silicone itself is preferably at least 60,000 cst, most preferably at least 500,000 cst, ideally at least 1 ,000,000 cst. Preferably the viscosity does not exceed 10 9 cst for ease of formulation.
  • Microemulsion silicones for use in the hair cleansing compositions of the invention will typically have an average silicone droplet size (D50) of 0.01 to 0.15 microns, preferably 0.01 to 0.1 microns, most preferably 0.01 to 0.08 microns.
  • D50 average silicone droplet size
  • Silicone particle size may be measured by means of a laser light scattering technique, for example using a 2600D Particle Sizer from Malvern Instruments.
  • suitable pre-formed microemulsions inlcude Dowsil CE-1870 POE, Dowsil CE-1391 BA and Dowsil CE-1874 available from Dow. These are microemulsions of dimethiconol. Cross-linked silicone gums are also available in a pre-emulsified form, which is advantageous for ease of formulation.
  • a further preferred class of silicones for inclusion in hair cleansers and conditioners of the invention are amino functional silicones.
  • amino functional silicone is meant a silicone containing at least one primary, secondary or tertiary amine group, or a quaternary ammonium group.
  • suitable amino functional silicones include: polysiloxanes having the CTFA designation "amodimethicone”.
  • Specific examples of amino functional silicones suitable for use in the invention are the aminosilicone oils DC2-8220, DC2-8166 and DC2-8566 (all ex Dow).
  • Suitable quaternary silicone polymers are described in EP-A-0 530 974.
  • a preferred quaternary silicone polymer is K3474, ex Goldschmidt.
  • emulsions of amino functional silicone oils with non ionic and/or cationic surfactant are also suitable.
  • Pre-formed emulsions of amino functional silicone are also available from suppliers of silicone oils such as Dow and General Electric. Specific examples include DC939 Cationic Emulsion and the non-ionic emulsions DC2-7224, DC2-8467, DC2-8177 and DC2-8154 (all ex Dow).
  • the total amount of silicone is preferably from 0.01 wt% to 10 %wt of the total composition more preferably from 0.1 wt% to 5 wt%, most preferably 0.3 wt% to 3 wt% is a suitable level.
  • oils for use in the compositions of the invention are hydrophobic non-silicone oils.
  • Suitable hydrophobic non-silicone oils are selected from hydrocarbon oils, fatty ester oils and mixtures thereof.
  • the hydrocarbon oils can be natural or synthetic.
  • Straight chain hydrocarbon oils will preferably contain from about 12 to about 30 carbon atoms. Also suitable are branched chain hydrocarbon oils, which preferably contain from about 12 to about 42 carbon atoms. Also suitable are polymeric hydrocarbons of alkenyl monomers, such as C2 to C6 alkenyl monomers.
  • hydrocarbon oils include paraffin oil, mineral oil, polyalphaolefin, squalane, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, isohexadecane and mixtures thereof.
  • Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons, can also be used.
  • Another suitable material is polyisobutylene.
  • a preferred polyalphaolefin is commercially available as Silkflo 366 TM (dec-1 -ene) ex Ineos.
  • Suitable fatty esters are characterised by having at least 6 carbon atoms and include esters with hydrocarbyl chains derived from fatty acids or alcohols.
  • Monocarboxylic acid esters include esters of alcohols and/or acids of the formula R'COOR in which R' and R independently denote alkyl or alkenyl radicals and the sum of carbon atoms in R' and R is at least 10, preferably at least 20.
  • Di- and trialkyl and alkenyl esters of carboxylic acids can also be used.
  • Particularly preferred fatty esters are mono-, di- and triglycerides, more specifically the mono-, di-, and tri-esters of glycerol and long chain carboxylic acids such as C1-C22 carboxylic acids.
  • Preferred materials include cocoa butter, palm stearin, sunflower oil, soyabean oil and coconut oil.
  • the hydrophobic non-silicone oil is preferably selected from hydrocarbon oils selected from paraffin oil, mineral oil, polyalphaolefin oil, esters with hydrocarbyl chains derived from fatty acids or alcohols and mixtures thereof.
  • the hydrophobic non-silicone oils are emulsified in-situ within the composition during manufacture to produce a microemulsion within the composition such that the composition is transparent.
  • a composition of the invention may contain further optional ingredients to enhance performance and/or consumer acceptability.
  • ingredients include, for example, fragrance, dyes and pigments, pH adjusting agents (for examples organic acids, sodium hydroxide), pearlescers, opacifiers, preservatives, antimicrobials, structurants, solvents, feel modifying polymers.
  • pH adjusting agents for examples organic acids, sodium hydroxide
  • compositions for use in the invention preferably comprise a preservative.
  • Preferred preservatives include sodium benzoate and caprylyl glycol.
  • the preservative is preferably present in an amount of from 0.01 to 2 wt %, more preferably 0.01 to 1 wt %, most preferably 0.1 to 1 wt %, by total weight of the composition.
  • Cationic polymers are preferred ingredients for use in the compositions of the invention for enhancing deposition of benefit agents and conditioning performance of hair.
  • Cationic polymers for use in the invention suitably have a cationic charge density of less than 4 meq/g. For example ranging from 0.3 to 3.9 meq/g, preferably from 0.4 to 3.8 meq/g.
  • the term "cationic charge density" in the context of this invention 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 the monomeric unit. The charge density multiplied by the polymer molecular weight determines the number of positively charged sites on a given polymer chain.
  • Cationic charge density can be determined according to the Kjeldahl Method. Those skilled in the art will recognize that the charge density of amino-containing polymers may vary depending upon pH and the isoelectric point of the amino groups. The charge density should be within the above limits at the pH of intended use.
  • Suitable cationic polymers for use in the invention include cationic polysaccharide derivatives, such as cationic cellulose derivatives, cationic starch derivatives, and cationic guar gum derivatives.
  • Preferred cationic polysaccharide derivatives for use in the invention include cationic guar gum derivatives and cationic cellulose derivatives.
  • Examples of preferred cationic guar gum derivatives for use in the invention include guar hydroxypropyltrimethylammonium chlorides.
  • Guar hydroxypropyltrimethylammonium chlorides for use in the invention are generally comprised of a nonionic guar gum backbone that is functionalized with ether-linked 2-hydroxypropyltrimethylammonium chloride groups, and are typically prepared by the reaction of guar gum with N-(3-chloro-2-hydroxypropyl) trimethylammonium chloride.
  • Guar hydroxypropyltrimethylammonium chlorides for use in the invention generally have an average molecular weight (weight average molecular mass (M w ) determined by size exclusion chromatography) in the range 500,000 to 3 million g/mol, more preferably 800,000 to 2.5 million g/mol.
  • M w weight average molecular mass
  • Guar hydroxypropyltrimethylammonium chlorides for use in the invention (preferably guar hydroxypropyltrimethylammonium chlorides) generally have a charge density ranging from 0.5 to 1.8 meq/g.
  • Examples of preferred cationic cellulose derivatives for use in the invention include poly(1 ,2- oxyethanediyl)-2-hydroxy-3-trimethylammonium propyl chloride cellulose ethers (INCI: Polyquaternium-10)
  • cationic polymers include Polyquaternium-7, Polyquaternium-4 and Polyquaternium-6, other polyquaterniums and
  • the cationic polymer is selected from Polyquaternium 10, guar hydroxypropyltrimethylammonium chlorides having a M w ranging from 800,000 to 2.5 million g/mol and a charge density ranging from 0.5 to 1.8 meq/g, and mixtures thereof.
  • Mixtures of any of the above described cationic polymers may also be used.
  • the amount of cationic polymer will generally range from 0.05 wt % to 0.5 wt % and preferably ranges from 0.15 wt % to 0.5 wt % based on the total weight of the composition.
  • the one or more cationic polymers are selected from guar hydroxypropyltrimethylammonium chlorides having a M w ranging from 800,000 to 2.5 million g/mol and a charge density ranging from 0.5 to 1.8 meq/g; in an amount ranging from 0.15 to 0.3% (by weight based on the total weight of the composition). Mixtures of any of the above described polymers may also be used.
  • Particularly preferred polymers are transparent and include Jaguar and Jaguar Soft both available from Syensqo.
  • polyquats UCare JR30M and JR400 available from Dow
  • NHance SP100 available from Ashland and Salcare SC11 available from BASF.
  • Cationic polymer will generally be present in a composition for use in the invention at levels of from 0.01 to 5%, preferably from 0.02 to 1%, more preferably from 0.05 to 0.8% by total weight of cationic polymer based on the total weight of the composition.
  • compositions of the present invention include a particulate.
  • beneficial particulate ingredients for example minerals such as micas, silicas and clays, microcapsules, particulate anti-dandruff actives, starches, coconut husk, aesthetic particles and beads, glitter and the like.
  • the fermentation derived fibrous cellulosic structurant (FDC)
  • a FDC provides multiple benefits enabling the provision of a stable silicone containing transparent cleansing composition, which provides enhanced deposition of the silicone material onto keratinous substrates and which is capable of suspending particulates.
  • FDC can be obtained from a Sphingomonas ferment extract (commercially available as Kelco CareTM Diutan Gum) and is the extract of the product obtained by the fermentation of Sphingomonas.
  • Kelco CareTM Diutan Gum is a natural high molecular weight polysaccharide with a low anionic charge density produced by fermentation of the microorganism, Sphingomonas sp. ATCC 53159. It is comprised of six sugar units of d- glucose, d-glucuronic acid, d-glucose (with 2 l-rhamnose in the side chain) and I- rhamnoses, forming a linear backbone with a repeating side chain. Diutan gum has high molecular weight (typically millions of kD) and thus long molecular chain length. This leads to diutan gum polymer chain entanglement at relatively low concentrations in solution.
  • the structured network of entangled, stiff molecules creates high viscosity at low shear rates, resulting in outstanding suspension properties.
  • the molecules in the complex network of a diutan gum solution are weakly associated. This network is progressively disrupted under the influence of applied shear stress making diutan gum solutions highly pseudoplastic. This rheology behavior makes Sphingomonas Ferment Extract (Kelco CareTM Diutan Gum) a robust candidate as a thickener and stabilizing agent in challenging cosmetic formulations such as low or high pH, high ion contents or natural formulations.
  • the FDC can be employed in the compositions of the invention in an amount ranging from about 0.5 to about 15 wt.%, or from about 1 to about 12 wt.%, or from about 2 to about 10 wt.%, based on the total weight of the composition.
  • Preferred FDC materials comprise glycerin, cellulose and cellulose gum. Highly preferred examples include:
  • Arbalon R50 (available from Lubrizol), a fermentation derived PEG-free cellulosic structurant, derived from a microbial fermentation process.
  • Arbalon R50 has the INCI name of Glycerin (and) Cellulose (and) Cellulose Gum; and
  • Rheozan BLC (available from Syensqo) is a fermentation derived 3D network of insoluble fibres. It has the INCI Water, Cellulose, Glycerin, Xanthan Gum, Cellulose Gum, Sodium Benzoate.
  • compositions of the present invention are preferably free from polymeric thickeners (for example crosslinked polyacrylates).
  • the compositions may be thickened using salt (electrolyte) alone.
  • compositions of the present invention are preferably free from other structurants and suspending agents, other than the fermentation derived cellulosic materials defined herein.
  • thickening/structuring and suspending agents include materials such as: polysaccharides (for example guar gums, xanthan gums and carrageenans), starches (including chemically modified starches), cellulosic materials (for example hydroxypropyl cellulose, hydroxypropyl methylcellulose, ethylcellulose, sodium carboxy methylcellulose and cellulose (e.g. cellulose microfibrils, cellulose nanocrystals or microcrystalline cellulose) and ethoxylated fatty acid esters (for example PEG thickeners such as PEG 150.
  • polysaccharides for example guar gums, xanthan gums and carrageenans
  • starches including chemically modified starches
  • cellulosic materials for example hydroxypropyl cellulose, hydroxypropyl methylcellulose, ethylcellulose, sodium carboxy methylcellulose and cellulose (e.g. cellulose microfibrils, cellulose nanocrystals or microcrystalline cellulose) and
  • Further materials are crosslinked polyacrylates, swelling and associative polymers, crystalline or amorphous inorganic and organic materials that form networks, xanthum gum, guar gum, cellulose ethers, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives, crystalline organic suspending agents (such as acyl derivatives and long chain amine oxides).
  • a suitable electrolyte thickener for use in the invention is an inorganic electrolyte.
  • Suitable inorganic electrolytes for use in the invention include metal chlorides (such as sodium chloride, potassium chloride, calcium chloride, magnesium chloride, zinc chloride, ferric chloride and aluminum chloride) and metal sulphates (such as sodium sulphate and magnesium sulphate).
  • the inorganic electrolyte is used to provide viscosity to the composition.
  • Examples of preferred inorganic electrolytes for use in the invention include sodium chloride, potassium chloride, magnesium sulphate and mixtures thereof.
  • the level of inorganic electrolyte in compositions of the invention generally ranges from about 0.1 to 5%, preferably from about 0.25 to 3% (by total weight of the hydratable concentrated surfactant composition).
  • the aqueous composition of the present invention preferably has a pH from 3 to less than 7 (for example 3 to 6.5), preferably 4 to less than 7, more preferably 4 to 6.5, most preferably from 4.2 to 6.5.
  • Compositions of the invention are generally aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component.
  • the composition will comprise from 50 to 98%, preferably from 60 to 92% water by weight based on the total weight of the composition.
  • % means weight %, alternatively referred to as % by weight. All references to the amount by weight of a component of the instant composition are, unless indicated otherwise, based on the total weight of the composition. Unless indicated otherwise, all ratios are by weight.
  • 100 % activity or “active”
  • 100 % activity or “active” is meant that the material is not diluted and is at 100 % v/v or wt/wt.
  • Many materials used in personal care formulations are commercially available at different active concentrations, for example at 70 % active or 60 % active.
  • 100 ml of 70 % active surfactant provides the same amount of active material as 70 ml of 100 % active surfactant. Therefore, in order to provide for variations in activities of materials, all amounts are given based on 100 % active materials, unless otherwise stated.
  • the shampoo formulations having ingredients as shown in Table 1 below, were prepared using the following method:
  • a vessel was charged with water. Surfactants and any structurant were added with stirring.
  • the mixture was heated to about 30° C and mixed until completely homogenous.
  • compositions of shampoo compositions 1 &2, and comparative shampoos Ato E Citritex ACF 3600 is a Microfibrous Cellulose (MFC) material
  • Betafib ETD is a MFC material
  • Carbomer is a non-MDC/FDC material. It is a commonly used, typical suspending agent CarbopolTM Aqua SF1 is typically used for very thick gels that require high suspension capability
  • the amount of thickener is shown as the weight of raw material as supplied. When the activity (concentration) of the raw material is taken into account, the amounts are equal in all examples.
  • Transparency was evaluated by standing bottles of product against a white board with the digit “1” in bold black font and assigning a score based on how well the digit could be seen through the composition.
  • the following scale was used to assess the transparency:
  • the hair (dark brown European hair) was used in switches of 6 inch length and 2.5g weight, in sets of 5 per composition.
  • composition used per switch was for 2.5g over 2 washes.
  • Hair was immersed in water for 30 s before being immersed in 14 % aq sles solution.
  • the hair was rubbed for 30 s, rinsed for 30 s and then treated with a non-conditioning shampoo, using 0.1 ml/1g hair, with rubbing for 30 s and rinsing for 30 s.
  • compositions 1 , 2 and A-E were then treated with compositions 1 , 2 and A-E, using the following method:
  • Each shampoo composition was applied to hair in an amount of 0.1 g/1 g hair and rubbed for 30 seconds to lather, followed by 30 seconds rinse in tap water.
  • Table 2 Transparency score, silicone deposition and stability for compositions 1 & 2, and A - E It will be seen that only the compositions in accordance with the invention provide transparency, stability and silicone deposition.

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Abstract

L'invention concerne une composition de nettoyage aqueuse transparente contenant : (i) un tensioactif choisi dans le groupe constitué par un tensioactif anionique, un tensioactif zwitterionique ou amphotère, un tensioactif cationique et un tensioactif non ionique et des mélanges de ceux-ci ; (ii) un agent conditionneur choisi parmi une silicone, une huile non siliconée hydrophobe ou des mélanges de ceux-ci, qui est une microémulsion ; (iii) un polymère cationique ; (iv) une particule ; (v) un structurant cellulosique fibreux dérivé de fermentation qui offre une excellente propriété de dépôt d'agent conditionneur sur des surfaces.
PCT/EP2025/061075 2024-05-03 2025-04-23 Composition transparente et procédé d'utilisation Pending WO2025228750A1 (fr)

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006154A1 (fr) 1990-09-28 1992-04-16 The Procter & Gamble Company Tensioactifs d'amides de l'acide gras de polyhydroxy destines a ameliorer l'efficacite des enzymes
EP0530974A1 (fr) 1991-08-05 1993-03-10 Unilever Plc Compositions pour le soin des cheveux
US5194639A (en) 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
US5393466A (en) 1991-11-25 1995-02-28 Lever Brothers Company, Division Of Conopco, Inc. Fatty acid esters of polyalkoxylated isethionic acid
WO1996031188A1 (fr) 1995-04-06 1996-10-10 Unilever Plc Compositions pour traitement capillaire
WO2005072687A1 (fr) * 2004-01-16 2005-08-11 The Procter & Gamble Company Compositions de shampooing traitant
EP1725213B1 (fr) * 2004-01-23 2013-05-29 Unilever PLC Composition de lavage visqueuse et douce possedant une polyvalence de compatibilite et des capacites ameliorees de revitalisation
WO2020186147A1 (fr) 2019-03-14 2020-09-17 Lubrizol Advanced Materials, Inc. Compositions à meilleur dépôt de silicone et procédé associé

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006154A1 (fr) 1990-09-28 1992-04-16 The Procter & Gamble Company Tensioactifs d'amides de l'acide gras de polyhydroxy destines a ameliorer l'efficacite des enzymes
US5194639A (en) 1990-09-28 1993-03-16 The Procter & Gamble Company Preparation of polyhydroxy fatty acid amides in the presence of solvents
EP0530974A1 (fr) 1991-08-05 1993-03-10 Unilever Plc Compositions pour le soin des cheveux
US5393466A (en) 1991-11-25 1995-02-28 Lever Brothers Company, Division Of Conopco, Inc. Fatty acid esters of polyalkoxylated isethionic acid
WO1996031188A1 (fr) 1995-04-06 1996-10-10 Unilever Plc Compositions pour traitement capillaire
WO2005072687A1 (fr) * 2004-01-16 2005-08-11 The Procter & Gamble Company Compositions de shampooing traitant
EP1725213B1 (fr) * 2004-01-23 2013-05-29 Unilever PLC Composition de lavage visqueuse et douce possedant une polyvalence de compatibilite et des capacites ameliorees de revitalisation
WO2020186147A1 (fr) 2019-03-14 2020-09-17 Lubrizol Advanced Materials, Inc. Compositions à meilleur dépôt de silicone et procédé associé
EP3937900B1 (fr) * 2019-03-14 2023-08-02 Lubrizol Advanced Materials, Inc. Compositions de dépôt de silicium amélioré et méthode correspondante

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