EP1444243A2 - Verwendung von alkylpolyglycosiden als emulgatoren - Google Patents

Verwendung von alkylpolyglycosiden als emulgatoren

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Publication number
EP1444243A2
EP1444243A2 EP02790532A EP02790532A EP1444243A2 EP 1444243 A2 EP1444243 A2 EP 1444243A2 EP 02790532 A EP02790532 A EP 02790532A EP 02790532 A EP02790532 A EP 02790532A EP 1444243 A2 EP1444243 A2 EP 1444243A2
Authority
EP
European Patent Office
Prior art keywords
weight
oil
formula
concentrate
compound
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.)
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Application number
EP02790532A
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English (en)
French (fr)
Inventor
Alicia Roso
Chantal Amalric
Nelly Michel
Jean-Pierre Boiteux
Hervé Rolland
Guy Tabacchi
Alain Milius
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.)
Societe dExploitation de Produits pour les Industries Chimiques SEPPIC SA
Original Assignee
Societe dExploitation de Produits pour les Industries Chimiques SEPPIC SA
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Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C07H15/10—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical containing unsaturated carbon-to-carbon bonds
    • 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
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds
    • C09K23/018—Mixtures of two or more different organic oxygen-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/56—Glucosides; Mucilage; Saponins

Definitions

  • alkylpolyglycosides as emulsifiers for the preparation of oil-in-water emulsions containing inorganic fillers or pigments, and oil-in-water emulsions containing such alkylpolyglycosides
  • the present invention relates to the use of particular alkylpolyglycosides as emulsifiers for the preparation of oil-in-water emulsions containing inorganic fillers or pigments.
  • the invention is particularly applicable in the cosmetic and pharmaceutical field.
  • fillers and pigments in particular inorganic fillers and pigments
  • emulsion The formulation of fillers and pigments, in particular inorganic fillers and pigments, in emulsion is complex. Indeed, the presence of fillers or pigments brings within the emulsion electric charges that disturb this emulsion. This is difficult to stabilize, often requiring the formulator to use a complex emulsifying system, one or more stabilizers of the aqueous phase, or a dispersing surfactant to prevent the reagglomeration of charges over time.
  • this reagglomeration of the charges results in a low UV protection index, or unstable and decreasing over time.
  • a reagglomeration of the charges can also occur resulting in a poor homogeneity of the color in the emulsion itself or when it is applied to the skin. In these two cases the reagglomeration of the charges, if it is important, alters the texture of the emulsion which, instead of appearing smooth and shiny, becomes dull and granular.
  • complex emulsifying systems which are generally based on fatty chains of length 16 and 18 carbon atoms (saturated, unsaturated or branched); - either to complex manufacturing processes; for example the mineral screens with anti-UV function are very often predispersed in the oil phase or in the water phase.
  • the problem to solve is therefore to have oil-in-water emulsions containing mineral fillers or pigments, easy to prepare and stable in time, that is to say in which the pigments or charges do not reagglomerate.
  • an emulsifier based on an alkylpolyglycoside structure with an alkyl chain length of 6 to 12 carbon atoms makes it easy to formulate oil emulsions. in water (hereinafter "O / W") containing fillers and / or inorganic pigments.
  • O / W oil emulsions.
  • short chain surfactants are not known to have good emulsifying properties.
  • These emulsions have excellent dispersion of the charges without the need to add a co-emulsifier or dispersant, without it being necessary either to apply particular methods of manufacture as described above.
  • the dispersion obtained with the emulsifier according to the invention is moreover stable over time, that is to say that, surprisingly, the emulsifier alone prevents the reagglomeration of the fillers and / or pigments, including in fluid emulsions such as milks.
  • alkylpolyglycosides represented by the following formulas (Ia) or (Ib):
  • X represents the remainder of a C5 or C6 sugar, preferably the balance of glucose or xylose; R represents an alkylene or alkylidene group having from 6 to 12 carbon atoms; r, s and t represent the average degree of polymerization of each sugar residue.
  • r, s and t are more particularly between 1.005 and 1.5.
  • the compounds of formula (Ia) or (Ib) according to the present invention may be prepared by reaction of a reducing sugar and an alkanediol having from 6 to 12 carbon atoms, preferably hexanediol, octanediol, decanediol or dodecanediol, in predetermined proportions desired.
  • This reaction leads to either the products resulting from the acetalization of one of the two hydroxyl groups of the diol -composés (la) -if to the products resulting from the acetalization of the two hydroxyl groups of the diol-compounds (Ib), or to the mixture compounds (Ia) and (Ib).
  • these compounds will preferably be prepared according to one of the two routes conventionally used for the synthesis of alkylpolyglycosides, and for example by reaction, in an acid medium, between
  • a 6-to-12 carbon-aided and a reducing sugar such as glucose or xylose.
  • a concentrate (C) characterized in that it consists essentially of: from 30% to 100% by weight of a mixture (M) of at least one compound of formula (IIIa)
  • R 1 represents a linear or branched alkyl radical containing from 6 to 12 carbon atoms
  • Xi represents the rest of the xylose
  • Pi which represents the average degree of polymerization of the rest of xylose, is a decimal number greater than 1 and less than or equal to 2.5, and at least one compound of formula (IIIb)
  • R 2 represents a linear or branched alkyl radical containing from 6 to 12 carbon atoms
  • G represents the rest of the glucose
  • n which represents the average degree of polymerization of the rest of xylose is a decimal number greater than 1 and less than or equal to 2.5
  • the mixture (M) of compounds of formula (IIIa) and of formula (IIIb) consists essentially of:
  • a topically acceptable solvent there is for example water, alcohols such as ethanol, propanol or isopropanol, glycols such as propylene glycol, butylene glycol or hexylene glycol, or mixtures of water / alcohol or water / glycol.
  • the concentrate (C) as defined above has one or the other or certain particular characteristics:
  • the concentrate (C) does not contain any solvent
  • the concentrate (C) is an aqueous solution of the mixture (M);
  • the mixture (M) consists essentially of: from 20% to 30% by weight of at least one compound of formula (IIIa) and from 70% to 80% by weight of at least one compound of formula (IIIb);
  • n is> 1, 05 and ⁇ 2;
  • the subject of the invention is the use of at least one alkylpolyglycoside of formula (Ia) or (Ib), as an emulsifying agent for the preparation of oil-in-water emulsions containing fillers and / or mineral pigments.
  • the subject of the invention is the use of at least one alkylpolyglycoside, of general formula (II):
  • R represents a linear or branched alkyl radical having from 6 to 11 carbon atoms
  • X represents the remainder of a C5 or C6 sugar, preferably the rest of glucose or xylose; and p, which represents the average degree of polymerization of the sugar residue, is a decimal number greater than 1 and less than or equal to 5, and more particularly less than or equal to 2.5, as emulsifying agent for the preparation of oil emulsions in water containing fillers and / or inorganic pigments.
  • p is more particularly between 1.005 and 1.5.
  • p is more particularly between 1, 05 and 2.
  • the compound of formula R-O- (X) p may be prepared according to methods well known to those skilled in the art.
  • alkylpolyglycosides and the concentrate (C) according to the invention make it possible to prepare oil-in-water (O / W) emulsions containing fillers and / or inorganic pigments.
  • They advantageously represent from 0.2 to 10% by weight, preferably from 0.5 to 5% by weight of the O / W emulsion.
  • the fillers and / or inorganic pigments can be lamellar or spherical and without particular limitation with respect to the particle size distribution.
  • inorganic fillers and pigments mention may be made in particular of titanium dioxide; zinc oxide; iron oxide (black - red - yellow); iron titanate; carbon black; chromium oxide; chromium hydroxide; zirconium oxide; cerium oxide; cobalt titanate; ultramarine; prussian blue; the micatitane; bismuth oxychloride; the essence of orient; talcum; aluminum powder; copper powder; gold powder; mica; sericite; boron nitride; photochromic pigments; interferential pigments.
  • These fillers may have undergone a surface treatment or be encapsulated, for example in nylon matrices or polymers.
  • These fillers and pigments generally represent from 0.5 to 40% by weight, preferably from 2 to 25% by weight of the O / W emulsion.
  • the O / W emulsion also comprises from 1 to 50% by weight, preferably from 5 to 35% by weight, and more preferably from 5 to 25% by weight, of a fatty phase consisting of one or more oils. and / or one or more waxes.
  • the oil is advantageously chosen from the following oils:
  • - vegetable oils such as sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, lemon peanut oil, sunflower oil, wheat germ oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, coconut oil poppy oil, pumpkin oil, evening primrose oil, millet oil, barley oil, rye oil, safflower oil, passionflower, hazelnut oil, palm oil, shea butter, apricot kernel oil, calophyilum oil, sysymbrium oil, avocado oil, oil calendula; vegetable oils and their ethoxylated methyl esters;
  • oils of animal origin such as squalene, squalane
  • mineral oils such as liquid paraffin, liquid petrolatum, and isoparaffins
  • esters of fatty acids such as butyl myristate, propyl myristate, cetyl myristate, isopropyl palmitate, butyl stearate, hexadecyl stearate, stearate, isopropyl, octyl stearate, isocetyl stearate, dodecyl oleate, hexyl laurate, propylene glycol dicaprylate, esters derived from lanolic acid, such as isopropyl lanolate, lanolate isoketyl, monoglycerides, diglycerides and triglycerides of fatty acids such as glycerol triheptanoate, alkylbenzoates, polyalphaolefins, polyolefins such as polyisobutene, synthetic isoalkanes such as isohexadecane, isododecane, perfluor
  • This oil may also be chosen from fatty acids, fatty alcohols, waxes of natural or synthetic origin, and more generally any fatty substance of vegetable, animal or synthetic origin.
  • the wax is advantageously chosen from fatty substances which are solid at room temperature, for example beeswax; carnauba wax; candelilla wax; ouricoury wax; wax of Japan; wax of cork fiber or sugar cane; paraffin waxes; lignite waxes; microcrystalline waxes; lanolin wax; ozokerite; polyethylene wax; hydrogenated oils; silicone waxes; vegetable waxes; fatty alcohols and solid fatty acids at room temperature; glycerides solid at room temperature.
  • the O / W emulsion according to the invention may also comprise up to 10% by weight, for example from 0.1 to 10% by weight of a stabilizing system.
  • the stabilizing system may consist of one or more compounds selected from magnesium silicate; aluminum silicate; sodium silicate; xanthan gum; acacia gum; carob gum; scleroglucan gum; gellan gum; alginates; cellulose and cellulose derivatives; clays; starches and starch derivatives; carbomer; polymers and copolymers of acrylic acid; polymers and copolymers of acryloyldimethyltaurate; polyvinylpyrrolidone; acrylamide polymers and copolymers; polyurethanes.
  • the O / W emulsion may also contain up to 30% by weight of one or more additives usually used in cosmetics and chosen from:
  • coemulsifiers for example fatty acids and fatty acid soaps; ethoxylated fatty acids; fatty acid esters; ethoxylated fatty acid esters including polysorbates; polyglycerol esters; sucrose esters; alkylpolyglycosides with chain length greater than 12 carbon atoms; ethoxylated fatty alcohols; sulphated fatty alcohols; phosphated fatty alcohols;
  • preservatives usually used in cosmetics perfumes or other additives with a perfuming function (such as, in particular, essential oils and essential waxes);
  • cosolvents for example glycerol; sorbitol; PEG; monopropylene glycol; butylene glycol; isoprene glycol; methyl-2-propanediol-1,3; ethanol; Hexylene glycol;
  • - mineral or organic bases such as sodium hydroxide; potash; ammonia; triethanolamine; tetrahydroxypropylethylenediamine; trishydroxyaminomethane; aminomethylpropanol; acids, in particular lactic, citric, acetic and tartaric acids.
  • the subject of the present invention is an oil-in-water emulsion comprising at least one alkylpolyglycoside corresponding in particular to formula (Ia), (Ib) or (II), and pigments and / or fillers.
  • it relates to an oil-in-water emulsion comprising from 0.5% to 10% by weight and more particularly from 1% to 5% by weight of the concentrate (C) such as previously defined, as well as pigments and / or mineral changes.
  • the O / W emulsion according to the invention may be prepared by processes known to those skilled in the art, for example a process which comprises the following steps: a) The aqueous phase containing the charges is ground using, for example, a ball mill or a stator rotor turbine apparatus of the SILVERSON type. This aqueous phase is then heated to a temperature of 70 to 85 ° C. b) At the same time, the fatty phase containing the emulsifier and the oils is heated to an identical temperature of 70 to 85 ° C. ci) The compositions according to the invention are introduced indifferently into the fatty phase or the aqueous phase.
  • the two phases are then mixed and emulsified using, for example, a rotor stator emulsifier (for example a laboratory mixer of the SILVERSON type). After a few minutes of emulsification, the emulsion is cooled with moderate stirring.
  • a rotor stator emulsifier for example a laboratory mixer of the SILVERSON type.
  • Another exemplary method of preparing the O / W emulsion comprises the following steps: a 2) The aqueous phase is heated to 70-85 ° C. b 2 ) The fatty phase containing the fillers, the emulsifier and the oils is heated to an identical temperature of 70 to 85 ° C. c 2 )
  • the compositions according to the invention are introduced indifferently into the fatty phase or the aqueous phase.
  • the two phases are then mixed and emulsified using, for example, a rotor stator emulsifier (SILVERSON laboratory mixer). After a few minutes of emulsification, the emulsion is cooled with moderate stirring.
  • a rotor stator emulsifier SILVERSON laboratory mixer
  • the subject of the invention is a process for the preparation of an oil-in-water cosmetic or pharmaceutical emulsion for topical use, characterized in that the other constituents of said composition are mixed between 0 , 2% and 10% by weight and more particularly between 0.5% and 5% by weight of a concentrate (C) as defined above.
  • a microscopic follow-up with a magnification of 40.
  • a visual follow-up (macroscopic) of the stability of the emulsions with verification after 3 months of the appearance of the emulsions in the bottle: smooth or granular appearance, shiny or matte appearance, followed phase shift phenomena, release of pigments on the surface of the emulsion or of stratification of the pigments with a heterogeneous visual effect.
  • the optimum criteria are a brilliant emulsion, perfectly smooth and homogeneous without phase shift or release or stratification of pigments and fillers.
  • the rating is as follows: + if all the criteria are satisfactory, +/- if at least one of the criteria is unsatisfactory, 0 if none of the criteria is satisfactory.
  • the protection index is evaluated according to the method described below:
  • the protection index is evaluated in vitro by measuring the absorbency with respect to UVB and UVA after plating an emulsion film on a support modeling the skin surface.
  • the emulsion is spread in a calibrated manner (2 mg / cm 2 ) on a previously hydrated collagen matrix, marketed under the name VITROSKIN® by the company IMS. After a 15 minute film drying period, the coated substrate is subjected to UV exposure by means of a spectrophotometer
  • the solar protection factor is calculated by the software of the apparatus according to the DIFFEY formula from UV transmission in the full spectrum between 280 and 400 nm.
  • UVA Given the role of UVA in the development of skin cancer, the relative importance of UVA protection is calculated by performing the ratio of the area under the absorbance curve in the UVA spectrum to the UVA spectrum. area under the absorbance curve in the UVB spectrum. A UVA / UVB ratio> 0.6 is recommended for effective protection against UVA.
  • EXAMPLE 1 Preparation of an Alkylpolyxyloside of Formula (I) 908.4 g of 1.10 decanediol, sold by Cognis under the name Speziol® C10 / 2, are gradually introduced into a two-liter glass reactor. The reactor is heated to a temperature of 90 ° C so as to effectively melt the 1,10-decanediol, stirring is started and 390.0 g of xylose are dispersed in the presence of a catalytic amount of sulfuric acid. . After two hours at 80 ° C / 85 ° C under vacuum and neutralization with sodium hydroxide, the product has the following analytical characteristics:
  • Example 2 The procedure of Example 1 is repeated, but 500.6 g of 1.10 decanediol is reacted with 430 g of xylose to yield a product having the following analytical characteristics:
  • Titanium oxide (20 nm / dimethicone coating) 10.00%
  • Carbomer®, magnesium silicate / aluminum silicate and xanthan gum are dispersed in the aqueous phase.
  • the aqueous phase is heated to 70-85 ° C and then added with EDTA and tromethamine.
  • the fatty phase containing the titanium oxide, the emulsifier and the C12-C15 alkyl benzoate is heated to an identical temperature of 70 to 85 ° C. Cyclomethicone and glycerin are added in this hot fatty phase.
  • the two phases are then mixed and emulsified using a rotor stator emulsifier (SILVERSON laboratory mixer). After a few minutes of emulsification, the emulsion is cooled with moderate stirring.
  • a rotor stator emulsifier SILVERSON laboratory mixer
  • Tocopherol and preservatives are added at the end of cooling with moderate stirring.
  • Example 3 The procedure of Example 3 is repeated, but using alkylpolyglucoside emulsifiers having a chain having 4 and 12 carbon atoms and ethoxylated emulsifiers. The results are shown in Table 2.
  • Cetearylglucoside and dodecylglucoside give agglomerates.
  • the ethoxylated nonionic surfactants are less effective than the alkylpolyglycosides according to the invention.
  • EXAMPLE 4 Stability over time of the dispersion of pigments and the protection index of O / W emulsions.
  • An emulsion is prepared comprising the following ingredients:
  • Carbomer®, magnesium silicate / aluminum silicate and xanthan gum are dispersed in the aqueous phase.
  • the aqueous phase is heated to 70-85 ° C and then added with EDTA and tromethamine.
  • the fatty phase containing the titanium oxide and the zinc oxide, the emulsifier and the oil is heated to an identical temperature of 70 to 85 ° C. Cyclomethicone and glycerin are added in this hot fatty phase. The two phases are then mixed and emulsified using a rotor stator emulsifier (SILVERSON laboratory mixer). After a few minutes of emulsification, the emulsion is cooled with moderate stirring.
  • a rotor stator emulsifier SILVERSON laboratory mixer
  • Decylglucoside an emulsifier according to the invention, makes it possible, contrary to comparative emulsifiers, to maintain a fine and homogeneous dispersion of the charges during storage with, consequently, a visual texture which remains perfectly smooth over time and a stable protection index too. well in the UVB spectrum than in the UVA spectrum as illustrated by the value of the index and that of the UVA / UVB ratio.
  • EXAMPLE 5 Preparation of an O / W Emulsion Without Heating
  • SEPIGEL® 305 polyacrylamide and C11 -C13 isoparaffin and laureth-7, sold by the company SEPPIC
  • the magnesium silicate / aluminum silicate and the xanthan gum are dispersed in the aqueous phase.
  • the aqueous phase is added with EDTA and tromethamine.
  • the fatty phase is carried out by simple mixing of the constituents without heating.
  • the two phases are then mixed and emulsified using a rotor stator emulsifier (SILVERSON laboratory mixer). Tocopherol and preservatives are added with moderate agitation. The results are shown in Table 4. TABLE 4
  • the pigment paste is premixed with a ball mill.
  • the water is heated to 70-75 ° C, then MICROPEARL®, EDTA and pigment paste are added to the hot water phase.
  • the fatty phase containing the emulsifier and the oils is heated to a temperature of 70 to 75 ° C.
  • Cyclomethicone and SEPIGEL® 305 are added in this hot fatty phase.
  • the two phases are then mixed and emulsified using a rotor stator emulsifier (SILVERSON laboratory mixer). After a few minutes of emulsification, the emulsion is cooled with moderate stirring.
  • the fineness of the dispersion of the fillers results in an improvement of the spreading on the skin, a uniform color and a better rendering of the color on the skin: decrease of whiteness (parameter L) and an exaltation of the colored parameters a (red shade) and b (blue shade).
  • the heterogeneity of the color with the comparative examples appears clearly on the standard deviation values of a and b higher than in the example according to the invention.
  • the pigment paste is premixed with a ball mill.
  • SIMULGEL® NS sodium acryloyldimethyltaurate / hydroxyethyl acrylate and squalane copolymer and polysorbate 80, sold by the company SEPPIC
  • the aqueous phase B is added to phase A to form the gel-cream.
  • the pigment paste (phase C) and then phase D are added directly into the gel-cream with moderate stirring.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dispersion Chemistry (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Colloid Chemistry (AREA)
  • Saccharide Compounds (AREA)
EP02790532A 2001-10-25 2002-10-22 Verwendung von alkylpolyglycosiden als emulgatoren Withdrawn EP1444243A2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0113808A FR2831539B1 (fr) 2001-10-25 2001-10-25 Utilisation d'alkylpolyglycosides comme agents emulsionnants pour la preparation d'emulsion huile-dans eau contenant des charges ou pigments mineraux, et emulsions huile-dans-eau contenant de tels alkylpolyglycosides
FR0113808 2001-10-25
PCT/FR2002/003609 WO2003035657A2 (fr) 2001-10-25 2002-10-22 Utilisation d'alkylpolyglycosides comme agents emulsionnants

Publications (1)

Publication Number Publication Date
EP1444243A2 true EP1444243A2 (de) 2004-08-11

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP02790532A Withdrawn EP1444243A2 (de) 2001-10-25 2002-10-22 Verwendung von alkylpolyglycosiden als emulgatoren

Country Status (7)

Country Link
US (2) US7670614B2 (de)
EP (1) EP1444243A2 (de)
JP (2) JP4611630B2 (de)
CN (1) CN1305887C (de)
AU (1) AU2002362981A1 (de)
FR (1) FR2831539B1 (de)
WO (1) WO2003035657A2 (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2883733B1 (fr) * 2005-03-30 2012-02-03 Lyofal Produit de maquillage lyophilise, compositions et procede de fabrication correspondants
FR2898810B1 (fr) * 2006-03-24 2012-08-17 Seppic Sa Nouveau procede d'amelioration de la tolerance oculaire de compositions moussantes et/ou detergentes a usage cutane
FR2900413B1 (fr) * 2006-04-28 2008-06-13 Seppic Sa Nouveau procede d'amelioration des proprietes moussantes de formulations nettoyantes et/ou moussantes a usage topique
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US7670614B2 (en) 2010-03-02
JP2005514340A (ja) 2005-05-19
FR2831539B1 (fr) 2005-02-11
JP4611630B2 (ja) 2011-01-12
US20090291052A1 (en) 2009-11-26
WO2003035657A2 (fr) 2003-05-01
WO2003035657A3 (fr) 2004-01-22
FR2831539A1 (fr) 2003-05-02
CN1575296A (zh) 2005-02-02
US20040241127A1 (en) 2004-12-02
AU2002362981A1 (en) 2003-05-06
JP2010077132A (ja) 2010-04-08
CN1305887C (zh) 2007-03-21

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