WO2025000461A1 - Composition in the form of oil-in-water emulsion for conditioning the hair - Google Patents
Composition in the form of oil-in-water emulsion for conditioning the hair Download PDFInfo
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- WO2025000461A1 WO2025000461A1 PCT/CN2023/104744 CN2023104744W WO2025000461A1 WO 2025000461 A1 WO2025000461 A1 WO 2025000461A1 CN 2023104744 W CN2023104744 W CN 2023104744W WO 2025000461 A1 WO2025000461 A1 WO 2025000461A1
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- 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
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- 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
- A61K8/062—Oil-in-water emulsions
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- 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
-
- 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
Definitions
- the present invention relates to a composition for conditioning the hair.
- the present invention relates to a composition in the form of oil-in-water emulsion for conditioning the hair.
- the present invention also relates to a process for conditioning the hair.
- the hair is generally damaged and weakened by the action of external atmospheric agents such as light, weather, and/or the action of mechanical or chemical treatments such as brushing, combing, dyeing, bleaching, permanent and/or straightening.
- Hair oils and leave-on cream are the major products in hair leave-on category, while hair oils are the biggest leave-on products and favored by consumers due to their high cosmetic effect and shininess, but consumers are concerning about their greasiness. Hair leave-on creams were favored by some consumers due to their lightness sensory.
- An object of the present invention is thus to develop a leave-on product for conditioning the hair, which is stable and can deliver the hair good conditioning effect, shininess, and lightness sensory.
- Another object of the present invention is to provide a process for conditioning the hair.
- the present invention provides a composition in the form of oil-in-water emulsion for conditioning the hair comprising:
- composition of the present invention is in the form of an oil-in-water emulsion.
- said composition comprises a continuous aqueous phase and a dispersed oily phase.
- composition of the present invention is stable and can deliver the hair high conditioning, shininess, and lightness sensory.
- the present invention provides a process for conditioning the hair comprising applying the composition as described above onto the hair.
- composition of the present invention is an oil-in-water emulsion and comprises:
- the composition of the present invention comprises at least one compound selected from water-soluble silicones and derivatives thereof.
- the (a) compound is selected from water-soluble silicones.
- the water-soluble silicones have a solubility in water, measured at 25°C, of at least 0.5%by weight. If the final appearance of water in which a silicone in question is mixed to have a certain concentration is transparent or clear, the silicone is determined to have a solubility of that concentration.
- the water-soluble silicone as the (a) compound can be solubilized in water such that the concentration of the water-soluble silicone in water is 0.5%by weight or more.
- the water-soluble silicones may be chosen from polysiloxanes comprising at least one terminal or pendant monovalent polyoxyalkylene group, which may be categorized as polyoxyalkylene-modified silicones or polyether-modified silicones.
- the polysiloxanes may be polydimethylsiloxane.
- the polyoxyalkylene-modified silicones or polyether-modified silicones may be represented by formula (1) : R 2 3 SiO (R 2 2 SiO) p (R 2 PESiO) q SiR 2 3 (1)
- R 2 radicals which are identical or different, denote a monovalent hydrocarbon radical chosen from alkyl, aryl and aralkyl radicals having at most 10 carbon atoms;
- p varies from 0 to 150, preferably from 0 to 100 and more preferably from 0 to 30;
- q varies from 1 to 12, preferably from 1 to 10 and more preferably from 1 to 8;
- the polyether group PE has the following formula (2) : -C x H 2x (OC 2 H 4 ) y (OC 3 H 6 ) z OR 3 (2)
- x varies from 1 to 8 and preferably varies from 2 to 4 and is more preferably equal to 3;
- y is greater than 0
- z is greater than or equal to 0; the values of y and z being such that the total molecular weight of the polyoxyalkylene portion of the polyether group PE varies from 200 to 10000 and more preferably from 350 to 4000;
- R 3 denotes hydrogen, a C 1 -C 8 alkyl group or a C 2 -C 8 acyl group.
- polyoxyethylene and polyoxypropylene units can be distributed randomly along the polyether chain PE or distributed in blocks or else distributed both in blocks and randomly.
- the R 2 radicals are chosen from C 1 -C 4 alkyl groups and hexyl, phenyl and benzyl groups. More particularly, the R 2 radicals are chosen from alkyl groups, such as methyl, ethyl or butyl groups. More particularly still, they denote the methyl radical.
- the R 3 radicals are chosen from C 1 -C 4 alkyl groups and more particularly still denote the methyl radical.
- Me denotes the methyl radical
- PE denotes: - (CH 2 ) 3 (OC 2 H 4 ) y (OC 3 H 6 ) OR 3 (2')
- R 3 denotes hydrogen or a C 1 -C 4 alkyl group and more particularly the methyl radical.
- R 3 denotes a C 1 -C 4 alkyl group and more particularly the methyl radical.
- Such polyether-modified silicones are sold, for example, by OSI under the trade names Silwet (INCI name: Dimethicone Copolyol) , Silwet (INCI name: Dimethicone Copolyol) ; Silwet Silwet (INCI name: Dimethicone Copolyol) , Silwet (INCI name: PEG-8 Dimethicone) , Silwet Silwet Silwet 1614, Silwet Silwet (INCI name: Dimethicone Copolyol) , Silwet Silsoft (INCI name: Dimethicone Copolyol) , Silsoft (INCI name: Dimethicone Copolyol) , Silsoft (INCI name: Dimethicone Copolyol) , Silsoft (INCI name: PEG-12 Dimethicone) , Tego Wet Tego Wet Tego Wet Tego Wet and Tego Wet
- polyether-modified silicones examples include PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof.
- the (a) compound is selected from the derivatives of water-soluble silicones.
- the derivative of water-soluble silicone may be a water-soluble silicone in which at least one substituent is bonded at the polysiloxane backbone of the water-soluble silicone, preferably instead of a methyl group on the polydimethylsiloxane backbone.
- substituent mention may be made of, for example, an alkyl group, an alkenyl group, an alkoxyl group, an amino group, and a hydroxyl group.
- the alkyl group may be a linear, branched or cyclic alkyl group.
- the alkyl group may be a linear or branched C 1 -C 6 alkyl group, preferably C 1 -C 4 alkyl group, such as a methyl group, an ethyl group, a propyl group, an i-propyl group and a butyl group.
- the alkyl group may be a cyclic C 3 -C 6 alkyl group, such as a cyclopentyl group and a cyclohexyl group.
- the above substituent may be further substituted with at least one group such as a halogen atom, an amino group, a nitro group, a cyano group, a hydroxyl group and an aromatic group such as a phenyl group.
- the composition according to the present invention comprises PEG-11 methyl ether dimethicone.
- the composition according to the present invention comprises PEG-11 methyl ether dimethicone.
- the compound selected from water-soluble silicones and derivatives thereof is present in the composition of the present invention in an amount ranging from 0.01 wt. %to 10 wt. %, preferably from 0.02 wt. %to 5 wt. %, more preferably from 0.02 wt. %to 3 wt. %, most preferably from 0.03 wt. %to 1 wt.%, relative to the total weight of the composition.
- composition of the present invention comprises at least one non-carboxylic anionic thickener.
- non-carboxylic agent means an agent which does not comprise any carboxylic acid functions (-COOH) or carboxylate functions (-COO - ) .
- thickener means a compound which increases the viscosity of a composition into which it is introduced to a concentration of 0.05%by weight relative to the total weight of the composition, by at least 20 cps, preferably by at least 50 cps, at room temperature (25°C) , at atmospheric pressure and at a shear rate of 1 s -1 (the viscosity may be measured using a cone/plate viscometer, a Haake R600 rheometer or the like) .
- non-carboxylic anionic thickener (s) are chosen from non-carboxylic anionic polymers, more preferentially from anionic polymers bearing (a) sulfonic group (s) .
- anionic polymer means a polymer comprising one or more anionic or anionizable groups, and not comprising any cationic or cationizable groups.
- non-carboxylic anionic thickener (s) are chosen from anionic polymers including at least one ethylenically unsaturated monomer bearing a sulfonic group, in free form or partially or totally neutralized form.
- These polymers may be crosslinked or non-crosslinked. They are preferably crosslinked.
- sociative polymers are polymers that are capable, in an aqueous medium, of reversibly associating with each other or with other molecules.
- Their chemical structure more particularly comprises at least one hydrophilic zone and at least one hydrophobic zone.
- hydrophobic group means a radical or polymer with a saturated or unsaturated, linear or branched hydrocarbon-based chain, comprising at least 8 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferentially from 18 to 30 carbon atoms.
- the hydrocarbon-based group is derived from a monofunctional compound.
- the hydrophobic group may be derived from a fatty alcohol such as stearyl alcohol, dodecyl alcohol or decyl alcohol. It may also denote a hydrocarbon-based polymer, for instance polybutadiene.
- the ethylenically unsaturated monomers bearing a sulfonic group are notably chosen from vinylsulfonic acid, styrenesulfonic acid, (meth) acrylamido (C 1 -C 22 ) alkylsulfonic acids, N- (C 1 -C 22 ) alkyl (meth) acrylamido (C 1 -C 22 ) alkylsulfonic acids such as undecylacrylamidomethanesulfonic acid, and also partially or totally neutralized forms thereof.
- (Meth) acrylamido (C 1 -C 22 ) alkylsulfonic acids for instance acrylamidomethanesulfonic acid, acrylamidoethanesulfonic acid, acrylamidopropanesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid, methacrylamido-2-methylpropanesulfonic acid, 2-acrylamido-n-butanesulfonic acid, 2-acrylamido-2, 4, 4-trimethylpentanesulfonic acid, 2-methacrylamidododecylsulfonic acid or 2-acrylamido-2, 6-dimethyl-3-heptanesulfonic acid, and also partially or totally neutralized forms thereof, will more preferentially be used.
- acrylamidomethanesulfonic acid for instance acrylamidomethanesulfonic acid, acrylamidoethanesulfonic acid, acrylamidopropanesulfonic acid, 2-acryl
- AMPS 2-Acrylamido-2-methylpropanesulfonic acid
- the associative AMPS polymers may notably be chosen from statistical associative AMPS polymers modified by reaction with a C 6 -C 22 n-monoalkylamine or di-n-alkylamine, and such as those described in patent application WO 00/31154 (forming an integral part of the content of the description) .
- These polymers may also contain other ethylenically unsaturated hydrophilic monomers chosen, for example, from (meth) acrylic acid derivatives, such as esters thereof obtained with monoalcohols or mono-or polyalkylene glycols, (meth) acrylamides, vinylpyrrolidone, or mixtures of these compounds.
- the preferred polymers of this family are chosen from associative copolymers of AMPS and of at least one ethylenically unsaturated hydrophobic monomer.
- copolymers may also contain one or more ethylenically unsaturated monomers not including a fatty chain, such as (meth) acrylic acid derivatives, notably esters thereof obtained with monoalcohols or mono-or polyalkylene glycols, (meth) acrylamides, vinylpyrrolidone, or mixtures of these compounds.
- ethylenically unsaturated monomers not including a fatty chain such as (meth) acrylic acid derivatives, notably esters thereof obtained with monoalcohols or mono-or polyalkylene glycols, (meth) acrylamides, vinylpyrrolidone, or mixtures of these compounds.
- - terpolymers including from 10 mol%to 90 mol%of acrylamide units, from 0.1 mol%to 10 mol%of AMPS units and from 5 mol%to 80 mol%of n- (C 6 -C 18 ) alkylacrylamide units, such as those described in patent US-5 089 578.
- the non-carboxylic anionic thickener is selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, sodium acrylate/sodium acryloyl dimethyl taurate copolymer, and mixtures thereof.
- the composition according to the present invention comprises sodium 2-acrylamido-2-methylpropanesulfonate/hydroxyethyl acrylate copolymer, for example, that sold by the company SEPPIC (INCI name hydroxyethyl acrylate/sodium acryloyldimethyl taurate copolymer) .
- the non-carboxylic anionic thickener is present in the composition of the present invention in an amount ranging from 0.01 wt. %to 5 wt. %, preferably from 0.02 wt. %to 3 wt. %, more preferably from 0.05 wt. %to 2.5 wt. %, most preferably from 0.1 wt. %to 1 wt. %, relative to the total weight of the composition.
- the composition of the present invention comprises a continuous aqueous phase.
- Said aqueous phase is preferably present in an amount ranging from 10 wt. %to 50 wt. %, more preferably from 20 wt. %to 45 wt. %, relative to the total weight of the composition.
- Water is preferably present in the composition of the present invention in an amount ranging from 10 wt. %to 45 wt. %, preferably from 20 wt. %to 42 wt. %, relative to the total weight of the composition.
- the continuous aqueous phase may comprise water, at least one organic solvent miscible with water or mixtures thereof.
- the continuous aqueous phase comprises at least one organic solvent miscible with water (at room temperature 25°C) such as for example monoalcohols having from 2 to 6 carbon atoms such as ethanol, isopropanol; polyols having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, and preferentially having from 2 to 6 carbon atoms, such as glycerin, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, diethylene glycol; glycol ethers (notably having from 3 to 16 carbon atoms) such as mono-, di-or tri-propylene glycol (C 1 -C 4 ) alkyl ethers, mono-, di-or tri-ethylene glycol (C 1 -C 4 ) alkyl ethers and mixtures thereof.
- organic solvent miscible with water at room temperature 25°C
- monoalcohols having from 2 to
- the composition of the present invention comprises 10 wt. %to 35 wt. %of an organic solvent miscible with water mentioned above, relative to the total weight of the composition.
- the composition of the present invention further comprises a dispersed oily phase.
- the oily phase contains at least one oil, notably a cosmetic oil. It may also contain other fatty substances.
- oil means a water-immiscible non-aqueous compound that is liquid at room temperature (20°C) and at atmospheric pressure (760 mmHg) .
- the oils may be volatile or non-volatile.
- non-volatile refers to an oil whose vapor pressure at room temperature and atmospheric pressure is non-zero and is less than 10 -3 mmHg (0.13 Pa) .
- volatile oil means any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
- the oily phase may comprise hydrocarbon-based oils, silicone oils, or mixtures thereof.
- They may be of animal, plant, mineral or synthetic origin.
- silicon oil means an oil comprising at least one silicon atom, and notably at least one Si-O group.
- hydrocarbon-based oil means an oil mainly containing hydrogen and carbon atoms.
- the hydrocarbon-based oil is an alkane.
- the oils may optionally comprise oxygen, nitrogen, sulfur and/or phosphorus atoms, for example in the form of hydroxyl or acid radicals.
- the oily phase comprises an oil selected from volatile hydrocarbon-based oils and nonvolatile oils, such as silicone oil and ester oils.
- the oily phase comprises an oil selected from alkanes, such as isododecane; dimethicones; dimethiconols; alkyl methicones with the alkyl comprising 4-10 carbon atoms, such as caprylyl methicone and mixture thereof.
- alkanes such as isododecane; dimethicones; dimethiconols; alkyl methicones with the alkyl comprising 4-10 carbon atoms, such as caprylyl methicone and mixture thereof.
- the oily phase is present in the composition of the present invention in an amount ranging from 20 wt. %to 90 wt. %, from 40 wt. %to 90 wt. %, from 50 wt. %to 90 wt. %, preferably from 55 wt. %to 80 wt. %, relative to the total weight of the composition of the present invention.
- composition of the present invention may comprise other cosmetic active ingredient for conditioning the hair, for example amino acid, hydrolyzed protein, sodium hyaluronate etc.
- the cosmetic active ingredient is present in amount ranging from 0.001 wt. %to 5 wt. %, preferably from 0.01 wt. %to 2 wt. %, and more preferably from 0.1 wt. %to 1 wt. %, relative to the total weight of the composition.
- composition according to the present invention may also comprise an effective amount of other ingredients, such as fragrances, preservatives and so on.
- the present invention provides a composition in the form of oil-in-water for conditioning the hair comprising, relative to the total weight of the composition:
- the present invention provides a composition in the form of oil-in-water for conditioning the hair comprising, relative to the total weight of the composition:
- non-carboxylic anionic thickener selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, and sodium acrylate/sodium acryloyl dimethyl taurate copolymer; and
- composition according to the present invention can be prepared by a conventional process for preparing an oil-in-water emulsion in the art, for example, by mixing ingredients for the aqueous phase to prepare the aqueous phase, and mixing ingredients for the oily phase to prepare the oily phase, and introducing the oily phase into the aqueous phase.
- composition according to the present invention can be used as a conditioning leave-on or rinse-off product for haircare.
- the present invention provides a process for conditioning the hair comprising applying the composition as described above onto the hair.
- compositions according to invention example (IE. ) 1-2 and comparative examples (CE. ) 1-5 were prepared with the ingredients listed in Table 2 (the contents are expressed as weight percentages of ingredients with regard to the total weight of each composition, unless otherwise indicated) .
- compositions of invention examples 1-2 represent compositions according to the present invention.
- Composition of comparative example 1 comprises only 10%oil.
- Composition of comparative example 2 comprises hydroxyethyl cellulose instead of at least one non-carboxylic anionic thickener.
- Composition of comparative example 3 comprises xanthum gum instead of at least one non-carboxylic anionic thickener.
- Composition of comparative example 4 comprises behentrimonium chloride instead of at least one compound selected from water-soluble silicones and derivatives thereof.
- Composition of comparative example 5 comprises laureth-23 instead of at least one compound selected from water-soluble silicones and derivatives thereof.
- composition was prepared as follows, taking that of invention example 1 as an example:
- compositions prepared above were evaluated in terms of stability, conditioning effect, shininess, and lightness sensory as follows.
- the composition is not stable and the stability is evaluated as “FAIL” .
- the composition is stable and the stability is evaluated as “PASS” .
- composition of invention example 1 is stable.
- composition of invention example (IE. ) 1-2 and comparative examples (CE. ) 1 were evaluated according to the protocol.
- compositions of invention examples 1-2 can deliver the hair a good combination of conditioning effect, shininess, and lightness sensory.
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Abstract
It relates to a composition in the form of oil-in-water emulsion for conditioning the hair comprising: a) at least one compound selected from water-soluble silicones and derivatives thereof; b) at least one non-carboxylic anionic thickener; and c) at least 20 wt. %of at least one oil, relative to the total weight of the composition. It relates to a process for conditioning the hair comprising applying the composition as described above onto the hair.
Description
The present invention relates to a composition for conditioning the hair. In particular, the present invention relates to a composition in the form of oil-in-water emulsion for conditioning the hair. The present invention also relates to a process for conditioning the hair.
The hair is generally damaged and weakened by the action of external atmospheric agents such as light, weather, and/or the action of mechanical or chemical treatments such as brushing, combing, dyeing, bleaching, permanent and/or straightening.
There are many products developed for conditioning the hair.
Hair oils and leave-on cream are the major products in hair leave-on category, while hair oils are the biggest leave-on products and favored by consumers due to their high cosmetic effect and shininess, but consumers are concerning about their greasiness. Hair leave-on creams were favored by some consumers due to their lightness sensory.
Thus, there is a need for a leave-on product which can deliver the hair good conditioning effect, shininess, and lightness sensory.
It is also desired that the product is stable.
An object of the present invention is thus to develop a leave-on product for conditioning the hair, which is stable and can deliver the hair good conditioning effect, shininess, and lightness sensory.
Another object of the present invention is to provide a process for conditioning the hair.
Thus, according to a first aspect, the present invention provides a composition in the form of oil-in-water emulsion for conditioning the hair comprising:
a) at least one compound selected from water-soluble silicones and derivatives thereof;
b) at least one non-carboxylic anionic thickener; and
c) at least 20 wt. %of at least one oil, relative to the total weight of the composition.
The composition of the present invention is in the form of an oil-in-water emulsion. Thus, said composition comprises a continuous aqueous phase and a dispersed oily phase.
The inventors have now found that the composition of the present invention is stable and can deliver the hair high conditioning, shininess, and lightness sensory.
According to a second aspect, the present invention provides a process for conditioning the hair comprising applying the composition as described above onto the hair.
Other subjects and characteristics, aspects and advantages of the present invention will emerge even more clearly on reading the detailed description and the examples that follow.
DETAILD DESCRIPTION OF THE INVENTION
As used herein, unless otherwise indicated, the limits of a range of values are included within this range, in particular in the expressions "between…and…" and "from…to…" .
As used herein, the term "comprising" is to be interpreted as encompassing all specifically mentioned features as well optional, additional, unspecified ones.
As used herein, the use of the term “comprising” also discloses the embodiment wherein no features other than the specifically mentioned features are present (i.e. “consisting of” ) .
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the field the present invention belongs to. When the definition of a term in the present description conflicts with the meaning as commonly understood by those skilled in the field the present invention belongs to, the definition described herein shall apply.
Unless otherwise specified, all numerical values expressing amount of ingredients and the like used in the description and claims are to be understood as being modified by the term “about” . Accordingly, unless indicated to the contrary, the numerical values and parameters described herein are approximate values which are capable of being changed according to the desired performance obtained as required.
As used herein, the expression "at least one" used in the present description is equivalent to the expression "one or more" .
According to the first aspect, the composition of the present invention is an oil-in-water emulsion and comprises:
a) at least one compound selected from water-soluble silicones and derivatives thereof;
b) at least one non-carboxylic anionic thickener; and
c) at least 20 wt. %of at least one oil, relative to the total weight of the composition.
Compounds selected from water-soluble silicones and derivatives thereof
According to the first aspect, the composition of the present invention comprises at least one compound selected from water-soluble silicones and derivatives thereof.
In one embodiment, the (a) compound is selected from water-soluble silicones.
The water-soluble silicones have a solubility in water, measured at 25℃, of at least 0.5%by weight. If the final appearance of water in which a silicone in question is mixed to have a certain concentration is transparent or clear, the silicone is determined to have a solubility of that concentration. Thus, the water-soluble silicone as the (a) compound can be solubilized in water such that the concentration of the water-soluble silicone in water is 0.5%by weight or more.
The water-soluble silicones may be chosen from polysiloxanes comprising at least one terminal or pendant monovalent polyoxyalkylene group, which may be categorized as polyoxyalkylene-modified silicones or polyether-modified silicones. The polysiloxanes may be polydimethylsiloxane.
The polyoxyalkylene-modified silicones or polyether-modified silicones may be represented by formula (1) :
R2 3SiO (R2 2SiO) p (R2PESiO) qSiR2 3 (1)
R2 3SiO (R2 2SiO) p (R2PESiO) qSiR2 3 (1)
in which:
the R2 radicals, which are identical or different, denote a monovalent hydrocarbon radical chosen from alkyl, aryl and aralkyl radicals having at most 10 carbon atoms;
p varies from 0 to 150, preferably from 0 to 100 and more preferably from 0 to 30;
q varies from 1 to 12, preferably from 1 to 10 and more preferably from 1 to 8;
the polyether group PE has the following formula (2) :
-CxH2x (OC2H4) y (OC3H6) zOR3 (2)
-CxH2x (OC2H4) y (OC3H6) zOR3 (2)
in which:
x varies from 1 to 8 and preferably varies from 2 to 4 and is more preferably equal to 3;
y is greater than 0;
z is greater than or equal to 0; the values of y and z being such that the total molecular weight of the polyoxyalkylene portion of the polyether group PE varies from 200 to 10000 and more preferably from 350 to 4000;
R3 denotes hydrogen, a C1-C8 alkyl group or a C2-C8 acyl group.
It should be noted that, when z is other than 0, the polyoxyethylene and polyoxypropylene units can be distributed randomly along the polyether chain PE or distributed in blocks or else distributed both in blocks and randomly.
Preferably, the R2 radicals are chosen from C1-C4 alkyl groups and hexyl, phenyl and benzyl groups. More particularly, the R2 radicals are chosen from alkyl groups, such as methyl, ethyl or butyl groups. More particularly still, they denote the methyl radical.
Preferably, the R3 radicals are chosen from C1-C4 alkyl groups and more particularly still denote the methyl radical.
The water-soluble silicones of formula (1) can be obtained according to the process described in the document U.S. Pat. No. 4,847,398.
Use is preferably made, among the water-soluble silicones of formula (1) , of those of the following formula (1') :
Me3SiO (MeSiO) p (MePESiO) qSiMe3 (1')
Me3SiO (MeSiO) p (MePESiO) qSiMe3 (1')
in which
p and q have the same values as indicated above for formula (1) ,
Me denotes the methyl radical, and
PE denotes:
- (CH2) 3 (OC2H4) y (OC3H6) OR3 (2')
- (CH2) 3 (OC2H4) y (OC3H6) OR3 (2')
where
y and z have the same values as indicated above for formula (2) , and
R3 denotes hydrogen or a C1-C4 alkyl group and more particularly the methyl radical.
Mention may be made, as other families of water-soluble silicones which can be used according to the present invention, of the branched silicones of the following formula (3) :
(MeSiO) q-2 [SiOMe2) p/qOPE] q (3)
(MeSiO) q-2 [SiOMe2) p/qOPE] q (3)
where
p and q have the same values as indicated above in formula (1) , Me signifies methyl and PE denotes the group of the following formula (4) :
- (OC2H4) y (OC3H6) zR3 (4)
- (OC2H4) y (OC3H6) zR3 (4)
where
y and z have the same values as indicated above in formula (2) , and
R3 denotes a C1-C4 alkyl group and more particularly the methyl radical.
It is possible, of course, to use a mixture of the silicones of formula (1) and of formula (3) .
Such polyether-modified silicones are sold, for example, by OSI under the trade names Silwet (INCI name: Dimethicone Copolyol) , Silwet(INCI name: Dimethicone Copolyol) ; SilwetSilwet (INCI name: Dimethicone Copolyol) , Silwet (INCI name: PEG-8 Dimethicone) , Silwet SilwetSilwet 1614, SilwetSilwet (INCI name: Dimethicone Copolyol) , SilwetSilsoft (INCI name: Dimethicone Copolyol) , Silsoft (INCI name: Dimethicone Copolyol) , Silsoft (INCI
name: PEG-12 Dimethicone) , Tego WetTego WetTego Wetand Tego Wet
As examples of the polyether-modified silicones, mention may be made of PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof.
In one embodiment, the (a) compound is selected from the derivatives of water-soluble silicones.
The derivative of water-soluble silicone may be a water-soluble silicone in which at least one substituent is bonded at the polysiloxane backbone of the water-soluble silicone, preferably instead of a methyl group on the polydimethylsiloxane backbone.
As the substituent, mention may be made of, for example, an alkyl group, an alkenyl group, an alkoxyl group, an amino group, and a hydroxyl group.
The alkyl group may be a linear, branched or cyclic alkyl group. The alkyl group may be a linear or branched C1-C6 alkyl group, preferably C1-C4 alkyl group, such as a methyl group, an ethyl group, a propyl group, an i-propyl group and a butyl group. On the other hand, the alkyl group may be a cyclic C3-C6 alkyl group, such as a cyclopentyl group and a cyclohexyl group.
The alkenyl group may be a C2-C6 alkenyl group such as a vinyl group, an allyl group, a butylene group, a pentenyl group and a hexenyl group.
The alkoxy group may be a C1-C6 alkoxy group such as a methoxy group, an ethoxy group and a propoxy group.
The above substituent may be further substituted with at least one group such as a halogen atom, an amino group, a nitro group, a cyano group, a hydroxyl group and an aromatic group such as a phenyl group.
As examples of the derivatives of water-soluble silicones, mention may be made of cetyl PEG/PPG-10/1 dimethicone, lauryl PEG/PPG-18/18 methicone, and a mixture thereof.
In some particularly preferred embodiments, the composition according to the present invention comprises PEG-11 methyl ether dimethicone.
In some particularly preferred embodiments, the composition according to the present invention comprises PEG-11 methyl ether dimethicone.
Advantageously, the compound selected from water-soluble silicones and derivatives thereof is present in the composition of the present invention in an amount ranging from 0.01 wt. %to 10 wt. %, preferably from 0.02 wt. %to 5 wt. %, more preferably from 0.02 wt. %to 3 wt. %, most preferably from 0.03 wt. %to 1 wt.%, relative to the total weight of the composition.
Non-carboxylic anionic thickeners
According to the first aspect, the composition of the present invention comprises at least one non-carboxylic anionic thickener.
For the purposes of the present invention, the term “non-carboxylic agent” means an agent which does not comprise any carboxylic acid functions (-COOH) or carboxylate functions (-COO-) .
For the purposes of the present invention, the term “thickener” means a compound which increases the viscosity of a composition into which it is introduced to a concentration of 0.05%by weight relative to the total weight of the composition, by at least 20 cps, preferably by at least 50 cps, at room temperature (25℃) , at atmospheric pressure and at a shear rate of 1 s-1 (the viscosity may be measured using a cone/plate viscometer, a Haake R600 rheometer or the like) .
Preferably, the non-carboxylic anionic thickener (s) are chosen from non-carboxylic anionic polymers, more preferentially from anionic polymers bearing (a) sulfonic group (s) .
For the purposes of the invention, the term “anionic polymer” means a polymer comprising one or more anionic or anionizable groups, and not comprising any cationic or cationizable groups.
Advantageously, the non-carboxylic anionic thickener (s) are chosen from anionic polymers including at least one ethylenically unsaturated monomer bearing a sulfonic group, in free form or partially or totally neutralized form.
These polymers may be crosslinked or non-crosslinked. They are preferably crosslinked.
These polymers may be associative or non-associative, preferably non-associative.
It is recalled that “associative polymers” are polymers that are capable, in an aqueous medium, of reversibly associating with each other or with other molecules.
Their chemical structure more particularly comprises at least one hydrophilic zone and at least one hydrophobic zone.
The term “hydrophobic group” means a radical or polymer with a saturated or unsaturated, linear or branched hydrocarbon-based chain, comprising at least 8 carbon atoms, preferably from 10 to 30 carbon atoms, in particular from 12 to 30 carbon atoms and more preferentially from 18 to 30 carbon atoms.
Preferentially, the hydrocarbon-based group is derived from a monofunctional compound. By way of example, the hydrophobic group may be derived from a fatty alcohol such as stearyl alcohol, dodecyl alcohol or decyl alcohol. It may also denote a hydrocarbon-based polymer, for instance polybutadiene.
The ethylenically unsaturated monomers bearing a sulfonic group are notably chosen from vinylsulfonic acid, styrenesulfonic acid, (meth) acrylamido (C1-C22) alkylsulfonic acids, N- (C1-C22) alkyl (meth) acrylamido (C1-C22) alkylsulfonic acids such as undecylacrylamidomethanesulfonic acid, and also partially or totally neutralized forms thereof.
(Meth) acrylamido (C1-C22) alkylsulfonic acids, for instance acrylamidomethanesulfonic acid, acrylamidoethanesulfonic acid, acrylamidopropanesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid, methacrylamido-2-methylpropanesulfonic acid, 2-acrylamido-n-butanesulfonic acid, 2-acrylamido-2, 4, 4-trimethylpentanesulfonic acid, 2-methacrylamidododecylsulfonic acid or 2-acrylamido-2, 6-dimethyl-3-heptanesulfonic acid, and also partially or totally neutralized forms thereof, will more preferentially be used.
2-Acrylamido-2-methylpropanesulfonic acid (AMPS) , and also partially or totally neutralized forms thereof, will more particularly be used.
Among the 2-acrylamido-2-methylpropanesulfonic acid copolymers, mention may be made of partially or totally neutralized crosslinked copolymers of 2-acrylamido-2-methylpropanesulfonic acid and of acrylamide; mention may be made in particular of the product described in Example 1 of EP 503853, and reference may be made to said document as regards these polymers.
Mention may also be made of copolymers of 2-acrylamido-2-methylpropanesulfonic acid or salts thereof and of hydroxyethyl acrylate, such as the compound sold under the name Sepinov EMT 10 by the company SEPPIC (INCI name: hydroxyethylacrylate/sodium acryloyldimethyl taurate copolymer) .
The associative AMPS polymers may notably be chosen from statistical associative AMPS polymers modified by reaction with a C6-C22 n-monoalkylamine or di-n-alkylamine, and such as those described in patent application WO 00/31154 (forming an integral part of the content of the description) . These polymers may also contain other ethylenically unsaturated hydrophilic monomers chosen, for example, from (meth) acrylic acid derivatives, such as esters thereof obtained with monoalcohols or mono-or polyalkylene glycols, (meth) acrylamides, vinylpyrrolidone, or mixtures of these compounds.
The preferred polymers of this family are chosen from associative copolymers of AMPS and of at least one ethylenically unsaturated hydrophobic monomer.
These same copolymers may also contain one or more ethylenically unsaturated monomers not including a fatty chain, such as (meth) acrylic acid derivatives, notably esters thereof obtained with monoalcohols or mono-or polyalkylene glycols, (meth) acrylamides, vinylpyrrolidone, or mixtures of these compounds.
These copolymers are described notably in patent application EP-A 750 899, patent US 5 089 578 and in the following publications from Yotaro Morishima:
- Self-assembling amphiphilic polyelectrolytes and their nanostructures, Chinese Journal of Polymer Science, Vol. 18, No. 40, (2000) , 323-336;
- Micelle formation of random copolymers of sodium 2- (acrylamido) -2-methylpropanesulfonate and a nonionic surfactant macromonomer in water as
studied by fluorescence and dynamic light scattering, Macromolecules, Vol. 33, No. 10, (2000) , 3694-3704;
- Solution properties of micelle networks formed by non-ionic moieties covalently bound to an polyelectrolyte: salt effects on rheological behavior-Langmuir, Vol. 16, No. 12, (2000) 5324-5332;
- Stimuli responsive amphiphilic copolymers of sodium 2- (acrylamido) -2-methylpropanesulfonate and associative macromonomers-Polym. Preprint, Div. Polym. Chem. 40 (2) , (1999) , 220-221.
Among these polymers, mention may be made of:
- crosslinked or non-crosslinked, neutralized or non-neutralized copolymers, including from 15%to 60%by weight of AMPS units and from 40%to 85%by weight of (C8-C16) alkyl (meth) acrylamide or (C8-C16) alkyl (meth) acrylate units relative to the polymer, such as those described in patent application EP-A750 899;
- terpolymers including from 10 mol%to 90 mol%of acrylamide units, from 0.1 mol%to 10 mol%of AMPS units and from 5 mol%to 80 mol%of n- (C6-C18) alkylacrylamide units, such as those described in patent US-5 089 578.
Mention may also be made of copolymers of totally neutralized AMPS and of dodecyl methacrylate, and also crosslinked and non-crosslinked copolymers of AMPS and of n-dodecylmethacrylamide, such as those described in the Morishima articles mentioned above. Preferably, the non-carboxylic anionic thickener is selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, sodium acrylate/sodium acryloyl dimethyl taurate copolymer, and mixtures thereof.
Most preferably, the composition according to the present invention comprises sodium 2-acrylamido-2-methylpropanesulfonate/hydroxyethyl acrylate copolymer, for example, that sold by the company SEPPIC (INCI name hydroxyethyl acrylate/sodium acryloyldimethyl taurate copolymer) .
Advantageously, the non-carboxylic anionic thickener is present in the composition of the present invention in an amount ranging from 0.01 wt. %to 5 wt. %, preferably from 0.02 wt. %to 3 wt. %, more preferably from 0.05 wt. %to 2.5 wt. %, most preferably from 0.1 wt. %to 1 wt. %, relative to the total weight of the composition.
Aqueous phase
As an oil-in-water emulsion, the composition of the present invention comprises a continuous aqueous phase.
Said aqueous phase is preferably present in an amount ranging from 10 wt. %to 50 wt. %, more preferably from 20 wt. %to 45 wt. %, relative to the total weight of the composition.
Water is preferably present in the composition of the present invention in an amount ranging from 10 wt. %to 45 wt. %, preferably from 20 wt. %to 42 wt. %, relative to the total weight of the composition.
The continuous aqueous phase may comprise water, at least one organic solvent miscible with water or mixtures thereof.
Optionally, the continuous aqueous phase comprises at least one organic solvent miscible with water (at room temperature 25℃) such as for example monoalcohols having from 2 to 6 carbon atoms such as ethanol, isopropanol; polyols having from 2 to 20 carbon atoms, preferably from 2 to 10 carbon atoms, and preferentially having from 2 to 6 carbon atoms, such as glycerin, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, caprylyl glycol, dipropylene glycol, diethylene glycol; glycol ethers (notably having from 3 to 16 carbon atoms) such as mono-, di-or tri-propylene glycol (C1-C4) alkyl ethers, mono-, di-or tri-ethylene glycol (C1-C4) alkyl ethers and mixtures thereof.
If presents, the composition of the present invention comprises 10 wt. %to 35 wt. %of an organic solvent miscible with water mentioned above, relative to the total weight of the composition.
Oily phase
As an oil-in-water emulsion, the composition of the present invention further comprises a dispersed oily phase.
The oily phase contains at least one oil, notably a cosmetic oil. It may also contain other fatty substances.
The term “oil” means a water-immiscible non-aqueous compound that is liquid at room temperature (20℃) and at atmospheric pressure (760 mmHg) .
The oils may be volatile or non-volatile.
The term “non-volatile” refers to an oil whose vapor pressure at room temperature and atmospheric pressure is non-zero and is less than 10-3 mmHg (0.13 Pa) .
For the purposes of the invention, the term "volatile oil" means any oil that is capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure.
The oily phase may comprise hydrocarbon-based oils, silicone oils, or mixtures thereof.
They may be of animal, plant, mineral or synthetic origin.
For the purposes of the present invention, the term “silicone oil” means an oil comprising at least one silicon atom, and notably at least one Si-O group.
The term "hydrocarbon-based oil" means an oil mainly containing hydrogen and carbon atoms.
For the purpose of the present invention, it is preferable that the hydrocarbon-based oil is an alkane.
The oils may optionally comprise oxygen, nitrogen, sulfur and/or phosphorus atoms, for example in the form of hydroxyl or acid radicals.
Preferably, the oily phase comprises an oil selected from volatile hydrocarbon-based oils and nonvolatile oils, such as silicone oil and ester oils.
More preferably, the oily phase comprises an oil selected from alkanes, such as isododecane; dimethicones; dimethiconols; alkyl methicones with the alkyl comprising 4-10 carbon atoms, such as caprylyl methicone and mixture thereof.
Advantageously, the oily phase is present in the composition of the present invention in an amount ranging from 20 wt. %to 90 wt. %, from 40 wt. %to 90 wt. %, from 50 wt. %to 90 wt. %, preferably from 55 wt. %to 80 wt. %, relative to the total weight of the composition of the present invention.
Cosmetic active ingredients
Optionally, the composition of the present invention may comprise other cosmetic active ingredient for conditioning the hair, for example amino acid, hydrolyzed protein, sodium hyaluronate etc.
If presents, advantageously, the cosmetic active ingredient is present in amount ranging from 0.001 wt. %to 5 wt. %, preferably from 0.01 wt. %to 2 wt. %,
and more preferably from 0.1 wt. %to 1 wt. %, relative to the total weight of the composition.
Adjuvants
The composition according to the present invention may also comprise an effective amount of other ingredients, such as fragrances, preservatives and so on.
The skilled in the art can select the amount of the additional adjuvants so as not to adversely impact the final use of the composition according to the present invention.
According to a preferred embodiment, the present invention provides a composition in the form of oil-in-water for conditioning the hair comprising, relative to the total weight of the composition:
a) from 0.02 wt. %to 3 wt. %of at least one compound selected from PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof;
b) from 0.05 wt. %to 2.5 wt. %of at least one non-carboxylic anionic thickener selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, and sodium acrylate/sodium acryloyl dimethyl taurate copolymer; and
c) from 20 wt. %to 90 wt. %of at least one oil.
According to a more preferred embodiment, the present invention provides a composition in the form of oil-in-water for conditioning the hair comprising, relative to the total weight of the composition:
a) from 0.03 wt. %to 1 wt. %of at least one compound selected from PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof;
b) from 0.1 wt. %to 1 wt. %of at least one non-carboxylic anionic thickener selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, and sodium acrylate/sodium acryloyl dimethyl taurate copolymer; and
c) from 55 wt. %to 80 wt. %of at least one oil.
Preparation and use
The composition according to the present invention can be prepared by a conventional process for preparing an oil-in-water emulsion in the art, for example, by mixing ingredients for the aqueous phase to prepare the aqueous phase, and mixing ingredients for the oily phase to prepare the oily phase, and introducing the oily phase into the aqueous phase.
The composition according to the present invention can be used as a conditioning leave-on or rinse-off product for haircare.
According to the second aspect, the present invention provides a process for conditioning the hair comprising applying the composition as described above onto the hair.
The following examples are given by way of illustration of the present invention and shall not be interpreted as limiting the scope.
Main raw materials used, trade names and supplier thereof are listed in Table 1.
Table 1
Invention Examples 1-2 and Comparative Examples 1-5
Compositions according to invention example (IE. ) 1-2 and comparative examples (CE. ) 1-5 were prepared with the ingredients listed in Table 2 (the contents are expressed as weight percentages of ingredients with regard to the total weight of each composition, unless otherwise indicated) .
Table 2
Compositions of invention examples 1-2 represent compositions according to the present invention.
Composition of comparative example 1 comprises only 10%oil.
Composition of comparative example 2 comprises hydroxyethyl cellulose instead of at least one non-carboxylic anionic thickener.
Composition of comparative example 3 comprises xanthum gum instead of at least one non-carboxylic anionic thickener.
Composition of comparative example 4 comprises behentrimonium chloride instead of at least one compound selected from water-soluble silicones and derivatives thereof.
Composition of comparative example 5 comprises laureth-23 instead of at least one compound selected from water-soluble silicones and derivatives thereof.
Preparation procedure:
Each composition was prepared as follows, taking that of invention example 1 as an example:
- dissolving PEG-11 METHYL ETHER DIMETHICONE into water to obtain a mixture; and
- dispersing HYDROXYETHYL ACRYLATE/SODIUM ACRYLOYLDIMETHYL TAURATE COPOLYMER into the mixture with stirring to obtain a water phase;
- mixing DIMETHICONE, DIMETHICONOL, ISODODECANE, and CAPRYLYL METHICONE to obtain an oil phase; and
- slowly introducing the oil phase into the water phase with stirring for 10 minutes to obtain the composition.
Evaluation:
The compositions prepared above were evaluated in terms of stability, conditioning effect, shininess, and lightness sensory as follows.
Stability
Stability of each composition of invention example (IE. ) 1-2 and comparative examples (CE. ) 1-5 was evaluated by remaining the composition at 45℃ for 2 months and then observing the appearance.
If the water phase and the oil phase are separated after storage at 45℃ for 2 months, then the composition is not stable and the stability is evaluated as “FAIL” .
If the water phase and the oil phase are not separated after storage at 45℃for 2 months, then the composition is stable and the stability is evaluated as “PASS” .
The results of stability of each composition of invention example (IE. ) 1-2 and comparative examples (CE. ) 1-5 were summarized in Table 3.
Table 3
From Table 3, it can be seen that composition of invention example 1 is stable.
Conditioning effect, shininess, and lightness sensory
The conditioning effect, shininess, and lightness delivered by each composition of invention example (IE. ) 1-2 and comparative examples (CE. ) 1 were evaluated according to the protocol.
Swatch: middle damaged Chinese hair swatch (2 times coloration treatment) (6 g)
Application: Damp hair application
Dosage: 0.12g/swatch
Swatch panel evaluation: 2 scientists and 2 hairdressers
The scores were given according to the following standard:
Score 1: extremely not acceptable
Score 2: not acceptable
Score 3: acceptable
Score 4: slight preferred
Score 5: highly preferred
The results were summarized in Table 4.
Table 4
It can be seen from Table 4 that compositions of invention examples 1-2 can deliver the hair a good combination of conditioning effect, shininess, and lightness sensory.
Claims (14)
- A composition in the form of oil-in-water emulsion for conditioning the hair comprising:a) at least one compound selected from water-soluble silicones and derivatives thereof;b) at least one non-carboxylic anionic thickener; andc) at least 20 wt. %of at least one oil, relative to the total weight of the composition.
- Composition according to claim 1, wherein thecompound a) is selected from water-soluble silicones, preferably selected from polyether-modified silicones.
- Composition according to any of claims 1 or 2, the compound a) is selected from silicones represented by formula (1) :
R2 3SiO (R2 2SiO) p (R2PESiO) qSiR2 3 (1)in which:the R2 radicals, which are identical or different, denote a monovalent hydrocarbon radical chosen from alkyl, aryl and aralkyl radicals having at most 10 carbon atoms;p varies from 0 to 150, preferably from 0 to 100 and more preferably from 0 to 30;q varies from 1 to 12, preferably from 1 to 10 and more preferably from 1 to 8;the polyether group PE has the following formula (2) :
-CxH2x (OC2H4) y (OC3H6) zOR3 (2)in which:x varies from 1 to 8 and preferably varies from 2 to 4 and is more preferably equal to 3;y is greater than 0;z is greater than or equal to 0; the values of y and z being such that the total molecular weight of the polyoxyalkylene portion of the polyether group PE varies from 200 to 10000 and more preferably from 350 to 4000;R3 denotes hydrogen, aC1-C8 alkyl group or a C2-C8 acyl group. - Composition according to any of claims 1-3, wherein the compound a) is selected from PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof.
- Composition according to any of claims 1-4, wherein the compound a) is present in an amount ranging from 0.01 wt. %to 10 wt. %, preferably from 0.02 wt. %to 5 wt. %, more preferably from 0.02 wt. %to 3 wt. %, most preferably from 0.03 wt. %to 1 wt. %, relative to the total weight of the composition.
- Composition according to any of claims 1-5, wherein the non-carboxylic anionic thickener is selected from associative copolymers of AMPS and of at least one ethylenically unsaturated hydrophobic monomer.
- Composition according to any of claims 1-6, wherein the non-carboxylic anionic thickener is selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, sodium acrylate/sodium acryloyl dimethyl taurate copolymer, and mixtures thereof.
- Composition according to any of claims 1-7, wherein the non-carboxylic anionic thickener is present in an amount ranging from 0.01 wt. %to 5 wt. %, preferably from 0.02 wt. %to 3 wt. %, more preferably from 0.05 wt. % to 2.5 wt. %, most preferably from 0.1 wt. %to 1 wt. %, relative to the total weight of the composition.
- Composition according to any of claims 1-8, wherein the composition comprises an aqueous phase in an amount ranging from 10 wt. %to 50 wt. %, more preferably from 20 wt. %to 45 wt. %, relative to the total weight of the composition.
- Composition according to any of claims 1-9, wherein the composition comprises an oily phase in an amount ranging from 40 wt. %to 90 wt. %, 50 wt. %to 90 wt. %, preferably from 55 wt. %to 80 wt. %, relative to the total weight of the composition of the present invention.
- Composition according to claim 10, wherein the oily phase comprises an oil selected from volatile hydrocarbon-based oils and nonvolatile oils, such as silicone oil and ester oils, prereferably the oily phase comprises an oil selected from alkanes; dimethicones; dimethiconols; and alkyl methicones with the alkyl comprising 4-10 carbon atoms.
- Composition according to claim 1, comprising, relative to the total weight of the composition:a) from 0.03 wt. %to 1 wt. %of at least one compound selected from PEG-10 methyl ether dimethicone, PEG-11 methyl ether dimethicone, PEG-32 methyl ether dimethicone, PEG/PPG-18/18 dimethicone, PEG/PPG-19/19 dimethicone, PEG/PPG-20/20 dimethicone, PEG/PPG-20/22 butyl ether dimethicone, PEG/PPG-30/10 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, and a mixture thereof;b) from 0.1 wt. %to 1 wt. %of at least one non-carboxylic anionic thickener selected from acrylamide/sodium acryloyl dimethyl taurate copolymer, hydroxyethyl acrylate/sodium acryloyl dimethyl taurate copolymer, and sodium acrylate/sodium acryloyl dimethyl taurate copolymer; andc) from 55 wt. %to 80 wt. %of at least one oil.
- Composition according to any of claims 1-12, which is a leave-on product.
- A process for conditioning the hair comprising applying a composition as defined in any of claims 1-13 onto the hair.
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| CN202380098616.4A CN121175019A (en) | 2023-06-30 | 2023-06-30 | Composition in the form of an oil-in-water emulsion for conditioning hair |
| PCT/CN2023/104744 WO2025000461A1 (en) | 2023-06-30 | 2023-06-30 | Composition in the form of oil-in-water emulsion for conditioning the hair |
| FR2308658A FR3150436B3 (en) | 2023-06-30 | 2023-08-11 | COMPOSITION IN THE FORM OF AN OIL-IN-WATER EMULSION TO REVITALIZE HAIR |
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| PCT/CN2023/104744 WO2025000461A1 (en) | 2023-06-30 | 2023-06-30 | Composition in the form of oil-in-water emulsion for conditioning the hair |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060058204A1 (en) * | 2002-05-10 | 2006-03-16 | Leo Derici | Hair conditioning compositions |
| US20060057097A1 (en) * | 2002-05-10 | 2006-03-16 | Leo Derici | Conditioning shampoo composition |
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| KR20120096664A (en) * | 2011-02-23 | 2012-08-31 | 한국콜마 주식회사 | Water in silicone emulsion and oil-based cosmetic composition comprising the same |
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| US20170119654A1 (en) * | 2015-10-28 | 2017-05-04 | The Procter & Gamble Company | Hair Shine Composition and Method of Use |
| CN111491601A (en) * | 2017-12-22 | 2020-08-04 | 莱雅公司 | Composition in emulsion form comprising silicone resin and aminosilicone oil and method of use |
| WO2022075203A1 (en) * | 2020-10-07 | 2022-04-14 | L'oreal | Composition for keratin fibers |
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| US5089578A (en) | 1986-03-28 | 1992-02-18 | Exxon Research And Engineering Company | Hydrophobically associating terpolymers containing sulfonate functionality |
| US4847398A (en) | 1987-09-09 | 1989-07-11 | Union Carbide Corporation | Process for the preparation of siloxane-oxyalkylene copolymers |
| GB9104878D0 (en) | 1991-03-08 | 1991-04-24 | Scott Bader Co | Thickeners for personal care products |
| EP0750899A3 (en) | 1995-06-30 | 1998-05-20 | Shiseido Company Limited | An emulsifier or solubilizer which consists of a water soluble amphiphilic polyelectrolyte, and an emulsified composition or a solubilized composition and an emulsified cosmetic or a solubilized cosmetic containing it |
| DE69832422T2 (en) | 1998-11-23 | 2006-08-10 | M-I L.L.C., Houston | AMPHIPHILE POLYMERS STABILIZED INVERT EMULSIONS AND USE TO DRILLING LIQUIDS |
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- 2023-06-30 WO PCT/CN2023/104744 patent/WO2025000461A1/en active Pending
- 2023-06-30 CN CN202380098616.4A patent/CN121175019A/en active Pending
- 2023-08-11 FR FR2308658A patent/FR3150436B3/en active Active
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|---|---|---|---|---|
| US20060058204A1 (en) * | 2002-05-10 | 2006-03-16 | Leo Derici | Hair conditioning compositions |
| US20060057097A1 (en) * | 2002-05-10 | 2006-03-16 | Leo Derici | Conditioning shampoo composition |
| US20100047202A1 (en) * | 2006-12-21 | 2010-02-25 | Henkel Ag & Co.Kgaa | Hair-Conditioning Agents Containing Selected Cationic Polymers and Water-Soluble Silicones |
| KR20120096664A (en) * | 2011-02-23 | 2012-08-31 | 한국콜마 주식회사 | Water in silicone emulsion and oil-based cosmetic composition comprising the same |
| US20150157996A1 (en) * | 2013-12-09 | 2015-06-11 | Momentive Performance Materials Inc. | Emulsion compositions and applications therefor |
| WO2016097387A1 (en) * | 2014-12-18 | 2016-06-23 | L'oreal | Composition in the form of an oil-in-water type nanoemulsion comprising at least one polyethoxylated nonionic surfactant, at least one liquid fatty substance and at least one silicone. |
| US20170119654A1 (en) * | 2015-10-28 | 2017-05-04 | The Procter & Gamble Company | Hair Shine Composition and Method of Use |
| CN111491601A (en) * | 2017-12-22 | 2020-08-04 | 莱雅公司 | Composition in emulsion form comprising silicone resin and aminosilicone oil and method of use |
| WO2022075203A1 (en) * | 2020-10-07 | 2022-04-14 | L'oreal | Composition for keratin fibers |
Also Published As
| Publication number | Publication date |
|---|---|
| FR3150436B3 (en) | 2025-08-15 |
| CN121175019A (en) | 2025-12-19 |
| FR3150436A3 (en) | 2025-01-03 |
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