Composition including glycolipid and citric acid derivative
Patent Information
- Application Number
- JP2022098961
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2022-06-20
- Publication Date
- 2025-06-30
AI Technical Summary
Cosmetic compositions containing glycolipids often result in a sticky sensation during application, compromising the comfort and application properties.
A cosmetic composition comprising glycolipids, citric acid esters, and polyhydric alcohols, with a specific mass ratio of glycolipids to citric acid esters of less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2, to improve feel and application properties.
The composition provides a comfortable feel and improved application properties, reducing stickiness and enhancing the overall texture for keratinous materials such as the skin.
Smart Images

Figure 2024000268000001
Abstract
Description
[Technical field]
[0001] The present invention relates to a composition comprising at least one glycolipid and at least one citric acid derivative, preferably a cosmetic composition comprising said composition, more preferably a skin care cosmetic composition comprising said composition. [Background technology]
[0002] Biosurfactants such as glycolipids are known to have unique biological activities such as anti-inflammatory efficacy, anti-allergic efficacy, antibacterial efficacy, etc. For example, glycolipids are known to have anti-inflammatory efficacy and are potentially used on keratinous materials such as skin.
[0003] For example, JP-A-2021-6509 discloses a composition comprising (a) at least one biosurfactant and (b) at least one carboxybetaine polymer, the composition being intended for use as a cosmetic composition.
[0004] Furthermore, WO2021 / 180621 discloses a composition comprising 0.2% by mass to 70% by mass, preferably 0.4% by mass to 55% by mass, of at least one glycolipid, 0.01% by mass to 14% by mass, preferably 0.02% by mass to 11% by mass of triethyl citrate, and water (mass percentages refer to the total composition), wherein the mass ratio of the total glycolipids to the total triethyl citrate contained in the composition is in the range of 5:1 to 20:1, preferably 6:1 to 15:1, and particularly preferably 7:1 to 12:1.
[0005] Although glycolipids have some unique biological activities, they have the problem of producing a sticky feeling during application when a formulation contains certain amounts of glycolipids.
[0006] Therefore, there is a need to provide compositions containing glycolipids that exhibit good texture and application properties. [Prior art documents] [Patent documents]
[0007]
Patent Document 1
Patent document 2
Patent document 3
Patent document 4
Patent document 5
Patent document 6
Patent document 7
Patent document 8
Patent document 9
Patent document 10
Patent document 11
Non-licensed literature
[0008] [Non-licensed document 1] M. Schmidt's doctoral thesis (1990), Technical University of Braunschweig [Non-licensed document 2] Schulzら(1991), Z. Naturforsch, 46C, pages 197~203 [Non-licensed document 3] AP Tulloch, JFT Spencer and PAJ Gorin, Can. J. Chem. (1962), 40, 1326
Non-licensed Document 4
Non-licensed Document 5
[0009] It is an object of the present invention to provide a cosmetic composition which is capable of providing a pleasant feel on keratinous materials such as the skin and which exhibits good application properties. [Means for solving the problem]
[0010] The object of the present invention is to (a) at least one glycolipid; (b) at least one citrate ester, and (c) at least one polyhydric alcohol A cosmetic composition comprising: This can be achieved by a cosmetic composition in which the weight ratio of (a) at least one glycolipid to (b) at least one citric acid ester is in the range of less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2.
[0011] (a) The glycolipid may be selected from rhamnolipids and sophorolipids.
[0012] (b) Citrate esters have the following formula (A):
[0013] [ka]
[0014] (In the formula, R1, R2 and R3 are independently a hydrogen atom, a saturated or unsaturated linear or branched C1-C 30 Hydrocarbon group or saturated or unsaturated cyclic C3-C 30 represents a hydrocarbon group, and at least one of R1, R2, and R3 is not a hydrogen atom; R4 represents a hydrogen atom or an R'4-CO- group, and R'4 represents a saturated or unsaturated linear or branched C1 to C8 hydrocarbon group, or a saturated or unsaturated cyclic C3 to C8 hydrocarbon group.
[0015] In formula (A), R1, R2 and R3 are independently linear or branched C1-C 30 , preferably C1 to C 20 , more preferably C1 to C 10 and more preferably a C1 to C6 alkyl group.
[0016] In formula (A), R4 may be a hydrogen atom, an R'4-CO- group (wherein R'4 represents a hydrogen atom) or an R'4-CO- group (wherein R'4 represents a linear or branched C1 to C8 alkyl group), preferably a hydrogen atom or an R'4-CO- group (wherein R'4 represents a methyl group).
[0017] (b) The citrate ester may be selected from triethyl citrate and tributyl citrate, and mixtures thereof.
[0018] (c) The polyhydric alcohol may be selected from polyhydric alcohols containing from 2 to 8 carbon atoms.
[0019] The amount of (a) glycolipid may be in the range of 0.01% to 45% by weight, preferably 0.1% to 40% by weight, and even better still 0.3% to 35% by weight, relative to the total weight of the cosmetic composition.
[0020] The amount of (b) citric acid ester may be in the range of 0.1% by mass to 50% by mass, preferably 0.5% by mass to 45% by mass, more preferably 1% by mass to 40% by mass, and even more preferably 2% by mass to 40% by mass, relative to the total mass of the composition.
[0021] The mass ratio of (a) the at least one glycolipid to (b) the at least one citrate ester may be greater than 0.1, preferably greater than 0.2, more preferably 0.25 or greater.
[0022] The amount of (c) polyhydric alcohol may be in the range of 0.5% by mass to 50% by mass, preferably 1% by mass to 45% by mass, more preferably 3% by mass to 40% by mass, and even more preferably 5% by mass to 40% by mass, relative to the total mass of the composition.
[0023] The composition may comprise at least one cyclic silicone oil in an amount of not more than 20% by weight, preferably not more than 10% by weight, more preferably not more than 5% by weight, even more preferably not more than 3% by weight, preferentially not more than 1% by weight and in particular not more than 0.1% by weight, or the composition is free of cyclic silicone oil.
[0024] The composition may comprise at least one silicone oil in an amount of not more than 20% by weight, preferably not more than 10% by weight, more preferably not more than 5% by weight, even more preferably not more than 3% by weight, preferentially not more than 1% by weight and in particular not more than 0.1% by weight, or the composition is free of silicone oil.
[0025] The composition may be a cosmetic composition for caring for and / or conditioning keratinous materials such as the skin.
[0026] The present invention also relates to a non-therapeutic cosmetic method for caring for and / or conditioning keratinous materials, such as the skin, comprising the step of applying onto the keratinous materials a composition according to the invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0027] As a result of intensive investigations, the present inventors have surprisingly found that a composition comprising (a) at least one glycolipid, (b) at least one citrate ester, and (c) at least one polyhydric alcohol, the composition having a specific mass ratio of (a) glycolipid to (b) citrate ester, can provide a composition having improved feel and good application properties, thus completing the present invention.
[0028] Thus, the composition according to the invention comprises: (a) at least one glycolipid; (b) at least one citrate ester, and (c) at least one polyhydric alcohol A cosmetic composition comprising: A cosmetic composition, wherein the mass ratio of (a) at least one glycolipid to (b) at least one citric acid ester is less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2.
[0029] The compositions, methods and uses according to the invention are described in more detail below.
[0030] [Composition] The composition is a cosmetic composition, preferably a cosmetic composition for keratinous materials, more preferably a cosmetic composition for caring for and / or conditioning keratinous materials. In this specification, keratinous materials means materials that contain keratin as a main component, examples of which include the skin, scalp, lips, etc.
[0031] In one embodiment of the invention, the composition according to the invention is a skin care composition.
[0032] The form of the composition according to the present invention is not particularly limited. In general, the composition according to the present invention is 5 The composition may be in various forms such as a solution, an aqueous solution, a toner, a micellar water, a lotion, a milky lotion, a cream, a gel, a liquid gel, a paste, a serum, a suspension, a dispersion, a fluid, an emulsifiable concentrate, an emulsion (O / W or W / O type). The composition according to the invention is preferably in the form of an aqueous solution or a gel.
[0033] Preferably, the present invention is in the form of aqueous formulations, such as aqueous solutions, toners, and micellar waters.
[0034] The composition according to the invention can be preferably used as a cosmetic composition, in particular as a rinse-off cosmetic composition. The composition according to the invention can be intended for application to keratinous materials, preferably the skin, in particular the skin of the face.
[0035] The composition according to the present invention comprises (a) at least one glycolipid, (b) at least one citrate ester, and (c) at least one polyhydric alcohol. The components in the composition will be described in detail below.
[0036] (glycolipids) The compositions according to the present invention comprise one or more glycolipids.
[0037] When two or more glycolipids are used, they may be the same or different.
[0038] The term "glycolipid" is understood as meaning a compound formed from lipids to which one or more sugar compounds are attached.
[0039] The one or more glycolipids may be selected from rhamnolipids, sophorolipids, glucolipids, trehalolipids, cellobioselipids, and mixtures thereof.
[0040] The one or more glycolipids are preferably selected from rhamnolipids, sophorolipids and mixtures thereof, more preferably rhamnolipids.
[0041] Glucolipids: The one or more glycolipids contain a glucose moiety and have the general formula (I):
[0042] [ka]
[0043] (In the formula: - R 1 represents a hydrogen atom or a cation, - p represents an integer ranging from 1 to 4; - q represents an integer ranging from 4 to 10, preferably equal to 6 The glycolipid may be represented by the following formula:
[0044] Glucolipids can be produced by the bacterium Alcaligenes sp. MM1.
[0045] Suitable fermentation methods are reviewed in M. Schmidt's PhD thesis (1990), Technical University of Braunschweig, and Schulz et al. (1991), Z. Naturforsch, 46C, pp. 197-203. The glucolipids are recovered from the fermentation broth by solvent extraction using diethyl ether or dichloromethane:methanol or chloroform:methanol mixtures.
[0046] Sophorolipid The one or more glycolipids contain a sophorose moiety and have the general formula (II):
[0047] [ka]
[0048] (In the formula: - R 3 and R 4 each represents a hydrogen atom or an acetyl group; - R 5 represents a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon radical having 1 to 9 carbon atoms, preferably methyl, - R 6 represents a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon group having 1 to 19 carbon atoms, However, R 5 Groups and R 6 The total number of carbon atoms in the group does not exceed 20, preferably 14 to 18. The sophorolipid may be represented by the following formula:
[0049] Sophorolipids are R 7 represents a hydrogen atom, and R 8 represents a hydroxy group OH, or in the form of an open chain free acid:
[0050] [ka]
[0051] (In the formula: - R 3 , R 4 , R 5 , and R 6 is as defined above, but However, R 3 and R 4At least one of the groups represents an acetyl group. As shown by the formula: 7 and R 8 The lactone may be incorporated into the composition according to the invention in either its lactone form or in its lactone form formed between the lactone and the carboxylic acid.
[0052] Sophorolipids can be produced by yeast cells, such as Torulopsis apicola cells and Torulopsis bombicola cells. Fermentation processes generally use sugars and alkanes as substrates.
[0053] Suitable fermentation methods are reviewed in AP Tulloch, JFT Spencer and PAJ Gorin, Can. J. Chem. (1962), 40, 1326, and in U. Gobbert, S. Lang and F. Wagner, Biotechnology Letters (1984), 6(4), 225. The resulting product is a mixture of various open-chain sophorolipids and sophorolipid lactones, which may be used in the form of a mixture or the required form may be isolated.
[0054] As sophorolipids it is possible to use, for example, those sold under the name Sopholiance S by the company Givaudan and those sold under the name BioToLife by the company BASF.
[0055] Trehalopid The one or more glycolipids contain a trehalose fragment and have the general formula (IV):
[0056] [ka]
[0057] (In the formula: - R 9 , R 10 , and R 11represents individually a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon group having 5 to 13 carbon atoms. The compound may be a trehalolipid that can be represented by the following formula:
[0058] Trehalolipids can be produced by bacterial fermentation using the marine bacterium Arthrobacter sp. Ek 1 or the freshwater bacterium Rhodococcus erythropolis. Suitable fermentation methods are provided by Ishigami et al. (1987), J. Jpn. Oil Chem. Soc., 36, 847-851, Schultz et al. (1991), Z. Naturforsch, 46C, 197-203, and Passeri et al. (1991), Z. Naturforsch, 46C, 204-209.
[0059] Cellobiose lipid The one or more glycolipids contain cellobiose fragments and have the general formula (V):
[0060] [ka]
[0061] (In the formula: - R 1 represents a hydrogen atom or a cation, - R 12 represents a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon group having from 9 to 15 carbon atoms, preferably 13 carbon atoms, - R 13 represents a hydrogen atom or an acetyl group, - R 14 represents a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon group having 4 to 16 carbon atoms. The cellobiose lipid may be represented by the following formula:
[0062] Cellobiose lipids can be produced by cells of fungi of the genus Ustilago. A suitable fermentation process is provided by Frautz, Lang and Wagner (1986), Biotech. Letts., 8, 757-762.
[0063] Rhamnolipids: The one or more glycolipids may be a rhamnolipid.
[0064] The composition according to the invention preferably comprises one or more rhamnolipids.
[0065] Rhamnolipids are glycolipids produced by various bacterial species. They consist of one rhamnose fragment (monorhamnolipid) or two rhamnose fragments (dirhamnolipid) linked by glycosidic bonds to one, two or three chains of β-hydroxylated fatty acids linked together by ester bonds.
[0066] More specifically, these monorhamnolipids and dirhamnolipids have the following formula (VI):
[0067] [ka]
[0068] (In the formula: m represents an integer equal to 2, 1 or 0, - n represents an integer equal to 1 or 0, R1 and R2 each independently represent the same or different branched or unbranched, substituted or unsubstituted, in particular hydroxy-substituted, saturated or unsaturated, hydrocarbon radicals having 2 to 24 carbon atoms, preferably 5 to 13 carbon atoms, preferably alkyl radicals having 1, 2 or 3 unsaturated bonds. Corresponds to.
[0069] Thus, when n is equal to 0, formula (VI) protects monorhamnolipids, and when n is equal to 1, it protects dirhamnolipids.
[0070] The composition according to the invention preferably comprises at least one dirhamnolipid.
[0071] The composition according to the invention preferably comprises a compound of formula (VI): (In the formula: m represents an integer equal to 2, 1 or 0, - n is an integer equal to 1, - R1 and R2 each independently represent a branched or unbranched, substituted or unsubstituted, in particular hydroxy-substituted, saturated or unsaturated, identical or different hydrocarbon group having 2 to 24 carbon atoms, preferably 5 to 13 carbon atoms, preferably an alkyl group having 1, 2 or 3 unsaturated bonds), as well as salts thereof, solvates thereof and optical isomers thereof.
[0072] The glycosidic bond between the two rhamnose fragments may be in the α or β configuration, preferably in the α configuration.
[0073] In the context of the present invention: The salts of the dirhamnolipid of formula (VI) are more particularly its carboxylates with organic or inorganic cations, in particular cations chosen from sodium, potassium, calcium and ammonium. the solvated forms of the dirhamnolipid of formula (VI) are more particularly those solvated with one or more molecules of water or of an organic solvent, for example hydrates or solvates of linear or branched alcohols such as ethanol or isopropanol, the optically active carbon atoms of the fatty acids being preferably in the form of the R enantiomer, The term "alkyl" refers to a saturated linear or branched aliphatic group, e.g., a C1-C2 alkyl group having a linear or branched hydrocarbon chain of 1 to 20 carbon atoms. 20It represents an alkyl group, more specifically, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl or eicosyl.
[0074] The composition according to the invention preferably comprises a compound of formula (VI): (In the formula: m represents an integer equal to 2, 1 or 0, - n is an integer equal to 1, R1 and R2 are identical or different and are selected from the group consisting of pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl and tridecenyl radicals, as well as radicals of the formula -(CH2) o CH3 groups, where o represents an integer ranging from 1 to 23, in particular from 3 to 15, and more particularly from 4 to 12. The dirhamnolipid comprises at least one of the following:
[0075] According to one embodiment of the invention, the composition according to the invention comprises at least one dirhamnolipid of general formula (VI), in which m is equal to 1.
[0076] According to one embodiment of the invention, the composition according to the invention comprises a mixture of at least two, preferably at least three, dirhamnolipids of general formula (VI), where m is preferably equal to 1.
[0077] According to another embodiment of the invention, the composition according to the invention comprises a mixture comprising at least one monorhamnolipid.
[0078] More preferably, the composition according to the invention has the following formula (VII):
[0079] [ka]
[0080] (In the formula: m represents an integer equal to 2, 1 or 0, preferably m is equal to 1, - n denotes an integer equal to 1, - R1 is -(CH2) p -CH3 group, where p is an integer varying from 1 to 23, preferably from 4 to 12; - R2 is -(CH2) q -CH3 group, where q is an integer varying from 1 to 23, preferably from 4 to 12. and also salts thereof, solvates thereof, and optical isomers thereof.
[0081] By way of illustration and without limitation, dirhamnolipids of formula (VII) that may be suitable for the present invention may in particular include compounds of formula di-RL-CXCY as defined in Table 1 below.
[0082] The formula di-RL-CXCY is an alternative way of writing to represent a dirhamnolipid (di-RL) functionalized with two groups R1 and R2, represented by the symbols CX and CY, respectively, with integers X and Y equal to p+4 and q+4, respectively.
[0083] [Table 1]
[0084] According to a preferred embodiment, the composition according to the invention comprises at least one dirhamnolipid of formula (VII), also called di-RL-C10C10, in which p and q are identical and equal to 6 and m is equal to 1, or one of its salts, solvates and optical isomers.
[0085] Preferably, the dirhamnolipid of formula (VII) (wherein p and q are identical and equal to 6 and m is equal to 1) is present in the composition according to the invention in a proportion of at least 50% by weight, preferably between 51% and 85% by weight, relative to the total weight of rhamnolipids.
[0086] According to another embodiment, the composition according to the invention comprises at least one dirhamnolipid of formula (VII) in which m is equal to 1, p is equal to 6 and q is equal to 8.
[0087] According to another embodiment, the composition according to the invention comprises a compound represented by formula (VI), in which n and m are equal to 1 and R1 is -(CH2) o R1 represents a -CH3 group, where o is an integer varying from 4 to 12, and R2 is selected from pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl and tridecenyl groups, preferably, R1 represents a -(CH2)6CH3 group and R2 represents a nonenyl group.
[0088] According to another preferred embodiment, the composition according to the invention has formula (VI) or formula (VII) selected from the following: - a dirhamnolipid of formula (VII) in which p and q are identical and equal to 6, and m is equal to 1, - a dirhamnolipid of formula (VII) in which m is equal to 1, p is equal to 6 and q is equal to 8, and Formula (VI) (wherein n and m are equal to 1 and R1 is -(CH2) o R1 represents a -CH3 group, where o is an integer varying from 4 to 12, and R2 is selected from the group consisting of pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl and tridecenyl groups, preferably R1 represents a -(CH2)6CH3 group and R2 represents a nonenyl group. The dirhamnolipids preferably contain a mixture of at least two, particularly at least three, of the above dirhamnolipids.
[0089] Preferably, the composition according to the invention comprises a compound of formula (VI) or (VII) selected from the following: - at least 50% by weight, preferably between 51% and 85% by weight, of dirhamnolipid of formula (VII) in which p and q are identical and equal to 6 and m is equal to 1, relative to the total weight of rhamnolipids; - from 0.5% to 25% by weight, preferably from 5% to 15% by weight, of a dirhamnolipid of formula (VII) in which p is equal to 6, q is equal to 8 and m is equal to 1, relative to the total weight of rhamnolipids, - from 0.5% to 15% by weight, preferably from 3% to 12% by weight, preferably from 5% to 10% by weight of dirhamnolipid of formula (VI) in which n and m are equal to 1, R1 represents a -(CH2)6CH3 group and R2 represents a nonenyl group, relative to the total weight of the rhamnolipids The dirhamnolipids preferably contain a mixture of at least two, particularly at least three, of the above dirhamnolipids.
[0090] As defined above, rhamnolipids are usually prepared starting from a bacterial source such as Pseudomonas, by processes known to those skilled in the art.
[0091] Suitable fermentation methods are reviewed by D. Haferburg, R. Hommel, R. Claus and HP Kleber, Adv. Biochem. Ing. / Biotechnol. (1986), vol. 33, pp. 53-90, and by F. Wagner, H. Bock and A. Kretschmar, Fermentation (ed. RM Lafferty) (1981), pp. 181-192, Springer Verlag, Vienna.
[0092] As rhamnolipids, those sold under the name Rheance One by the company Evonik (INCI name: glycolipids) may be used.
[0093] The amount of glycolipids such as rhamnolipids in the composition according to the invention may be at least 0.01% by weight, preferably at least 0.1% by weight, more preferably at least 0.3% by weight, and / or at most 10% by weight, preferably at most 5% by weight, more preferably at most 3% by weight, based on the total weight of the composition. Any combination of the upper and lower limits may be used.
[0094] The composition according to the invention preferably comprises glycolipids in an amount ranging from 0.01% to 10% by weight, preferably from 0.1% to 5% by weight and even better still from 0.3% to 3% by weight relative to the total weight of the cosmetic composition.
[0095] The composition according to the invention preferably comprises rhamnolipid in an amount ranging from 0.01% to 10% by weight, preferably from 0.1% to 5% by weight and even better still from 0.3% to 3% by weight relative to the total weight of the cosmetic composition.
[0096] In another embodiment of the invention, the amount of glycolipids such as rhamnolipids in the composition according to the invention may be 0.01% or more, preferably 0.1% or more, more preferably 0.3% or more, and / or 45% or less, preferably 40% or less, more preferably 35% or less, by weight relative to the total weight of the composition. Any combination of the upper and lower limits may be used.
[0097] In another embodiment of the invention, the composition according to the invention preferably comprises glycolipids in an amount ranging from 0.01% to 45% by weight, preferably from 0.1% to 40% by weight, and even better still from 0.3% to 35% by weight, relative to the total weight of the cosmetic composition.
[0098] In another embodiment of the invention, the composition according to the invention preferably comprises rhamnolipid in an amount ranging from 0.01% to 45% by weight, preferably from 0.1% to 40% by weight and even better still from 0.3% to 35% by weight relative to the total weight of the cosmetic composition.
[0099] (Citrate ester) The composition according to the present invention comprises (b) at least one citrate ester. A single type of citrate ester may be used, or two or more different types of citrate esters may be used in combination.
[0100] Citrate esters have the following chemical formula (A):
[0101] [ka]
[0102] (In the formula, R1, R2 and R3 are independently a hydrogen atom, a saturated or unsaturated linear or branched C1-C 30 Hydrocarbon group or saturated or unsaturated cyclic C3-C 30 represents a hydrocarbon group, and at least one of R1, R2, and R3 is not a hydrogen atom; R4 represents a hydrogen atom or an R'4-CO- group, and R'4 represents a saturated or unsaturated linear or branched C1 to C8 hydrocarbon group, or a saturated or unsaturated cyclic C3 to C8 hydrocarbon group.
[0103] R1, R2 and R3 are all saturated or unsaturated, linear or branched C1-C 30 Hydrocarbon group or saturated or unsaturated cyclic C3-C 30 Hydrocarbon groups, more preferably saturated or unsaturated, linear or branched C1-C 30 Hydrocarbon groups, even more preferably linear or branched C1-C 30 Alkyl groups, especially linear C1-C 30 It is preferably an alkyl group.
[0104] In another embodiment, R1, R2 and R3 are all saturated or unsaturated, linear or branched C1-C 20 Hydrocarbon group or saturated or unsaturated cyclic C3-C 20 Hydrocarbon groups, more preferably saturated or unsaturated, linear or branched C1-C 20 Hydrocarbon groups, even more preferably linear or branched C1-C 20 Alkyl groups, especially linear C1-C 20 It is preferably an alkyl group.
[0105] In another embodiment, R1, R2 and R3 are all saturated or unsaturated, linear or branched C1-C 10Hydrocarbon group or saturated or unsaturated cyclic C3-C 10 Hydrocarbon groups, more preferably saturated or unsaturated, linear or branched C1-C 10 Hydrocarbon groups, even more preferably linear or branched C1-C 10 Alkyl groups, especially linear C1-C 10 It is preferably an alkyl group.
[0106] In another embodiment, it is preferred that R1, R2 and R3 are all saturated or unsaturated linear or branched C1-C6 hydrocarbon groups, or saturated or unsaturated cyclic C3-C6 hydrocarbon groups, more preferably saturated or unsaturated linear or branched C1-C6 hydrocarbon groups, even more preferably linear or branched C1-C6 alkyl groups, in particular linear C1-C6 alkyl groups.
[0107] R4 is preferably a hydrogen atom or an R'4-CO- group (wherein R'4 represents a saturated or unsaturated linear or branched C1 to C8 hydrocarbon group), more preferably a hydrogen atom or an R'4-CO- group (wherein R'4 represents a linear or branched C1 to C8 alkyl group), and even more preferably a hydrogen atom or an R'4-CO- group (wherein R'4 represents a methyl group).
[0108] It is preferred that the citrate ester is selected from the group consisting of triethyl citrate, tributyl citrate, trioctyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, tri(2-ethylhexyl) acetyl citrate, and mixtures thereof, more preferably from the group consisting of triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, and mixtures thereof, even more preferably from the group consisting of triethyl citrate and tributyl citrate, and mixtures thereof.
[0109] The amount of citrate ester in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, even more preferably 2% by weight or more, based on the total weight of the composition. The amount of citrate ester in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, even more preferably 5% by weight or less, based on the total weight of the composition, with the proviso that the amount of citrate ester is not 0. Any combination of upper and lower limits can be used.
[0110] The amount of citric acid ester in the composition according to the present invention may be from 0.1% by mass to 20% by mass, preferably from 0.5% by mass to 15% by mass, more preferably from 1% by mass to 10% by mass, and even more preferably from 2% by mass to 5% by mass, relative to the total mass of the composition.
[0111] In another embodiment of the invention, the amount of citrate ester in the composition according to the invention may be 50% by weight or less, preferably 45% by weight or less, more preferably 40% by weight or less, based on the total weight of the composition, with the proviso that the amount of citrate ester is not 0. Any combination of the upper and lower limits can be used.
[0112] In another embodiment of the present invention, the amount of citric acid ester in the composition according to the present invention may be from 0.1% by mass to 50% by mass, preferably from 0.5% by mass to 45% by mass, more preferably from 1% by mass to 40% by mass, and even more preferably from 2% by mass to 40% by mass, relative to the total mass of the composition.
[0113] In one embodiment of the present invention, the mass ratio of (a) at least one glycolipid to (b) at least one citrate ester is greater than 0.1, preferably greater than 0.2, more preferably 0.25 or greater, and / or less than 5, preferably less than 4, more preferably less than 3, even more preferably less than 2. Any combination of upper and lower limits can be used.
[0114] In one embodiment of the present invention, the mass ratio of (a) the at least one glycolipid to (b) the at least one citrate ester is in the range of greater than 0.1 and less than 5, preferably greater than 0.2 and less than 4, more preferably greater than 0.2 and less than 3, and even more preferably from 0.25 to less than 2.
[0115] In one particular embodiment of the invention, the composition comprises (a) at least one glycolipid in an amount greater than (b) at least one citrate ester.
[0116] (Polyhydric alcohol) The composition according to the present invention comprises (c) at least one polyhydric alcohol. A single type of polyhydric alcohol may be used, but two or more different types of polyhydric alcohols may also be used in combination.
[0117] The polyhydric alcohol is not particularly limited, but generally, a polyhydric alcohol containing 2 to 8 carbon atoms is preferably used. Examples of the polyhydric alcohol containing 2 to 8 carbon atoms include ethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, dipropylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, pentylene glycol, hexylene glycol, glycerin, polyethylene glycol, and mixtures thereof.
[0118] In one embodiment of the present invention, the polyhydric alcohol contains 3 to 7 carbon atoms, more preferably 3 to 6 carbon atoms.
[0119] In another embodiment of the invention, the polyhydric alcohol comprises sugar alcohols in an amount of less than 50% by weight, preferably less than 40% by weight, more preferably less than 30% by weight, even more preferably less than 20% by weight, preferentially less than 10% by weight, in particular less than 5% by weight, relative to the total weight of the polyhydric alcohol. In another embodiment of the invention, the polyhydric alcohol does not comprise any sugar alcohol.
[0120] The amount of polyhydric alcohol in the composition according to the present invention may be 0.5% by weight or more, preferably 1% by weight or more, more preferably 3% by weight or more, even more preferably 5% by weight or more, based on the total weight of the composition. The amount of polyhydric alcohol in the composition according to the present invention may be 25% by weight or less, preferably 20% by weight or less, more preferably 15% by weight or less, even more preferably 10% by weight or less, based on the total weight of the composition, with the proviso that the amount of polyhydric alcohol is not 0. Any combination of upper and lower limits can be used.
[0121] The amount of polyhydric alcohol in the composition according to the present invention may be from 0.5% by mass to 25% by mass, preferably from 1% by mass to 20% by mass, more preferably from 3% by mass to 15% by mass, and even more preferably from 5% by mass to 10% by mass, relative to the total mass of the composition.
[0122] In another embodiment of the invention, the amount of polyhydric alcohol in the composition according to the invention may be 50% by weight or less, preferably 45% by weight or less, more preferably 40% by weight or less, based on the total weight of the composition, with the proviso that the amount of polyhydric alcohol is not 0. Any combination of the upper and lower limits can be used.
[0123] In another embodiment of the present invention, the amount of polyhydric alcohol in the composition according to the present invention may be 0.5% by mass to 50% by mass, preferably 1% by mass to 45% by mass, more preferably 3% by mass to 40% by mass, and even more preferably 5% by mass to 40% by mass, relative to the total mass of the composition.
[0124] In one embodiment of the present invention, the weight ratio of (b) at least one citric acid ester to (c) at least one polyhydric alcohol is greater than 0.1, preferably greater than 0.2, more preferably greater than 0.3, even more preferably equal to or greater than 0.5, and / or less than 10, preferably less than 8, more preferably less than 7, even more preferably less than 6. Any combination of the upper and lower limits can be used.
[0125] (Other ingredients) - A hydrophilic organic solvent acceptable for use in cosmetics The composition according to the invention may comprise at least one cosmetically acceptable hydrophilic organic solvent. As used herein, the term "hydrophilic" refers to the degree of hydrophilicity at room temperature (25° C.) and atmospheric pressure (10 5 The term "hydrophilic organic solvent" refers to a substance having a solubility of at least 1 g / L, preferably at least 10 g / L, more preferably at least 100 g / L in water at 1 Pa. Examples of hydrophilic organic solvents acceptable for cosmetic use include substantially linear or branched lower monoalcohols having 1 to 8 carbon atoms, such as ethanol, propanol, butanol, isopropanol and isobutanol; aromatic alcohols, such as benzyl alcohol and phenylethyl alcohol; polyols or polyol ethers, such as propylene glycol, dipropylene glycol, isoprene glycol, butylene glycol, pentylene glycol, glycerin, propanediol, caprylyl glycol, sorbitol, monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol ethers, such as monomethyl ether of propylene glycol, diethylene glycol alkyl ethers, such as monoethyl ether or monobutyl ether of diethylene glycol; polyethylene glycols, such as PEG-4, PEG-6 and PEG-8, and derivatives thereof, and combinations thereof.
[0126] In one embodiment of the invention, the composition according to the invention comprises at least two cosmetically acceptable hydrophilic organic solvents, preferably selected from polyols or polyol ethers, such as propylene glycol, dipropylene glycol, isoprene glycol, butylene glycol, pentylene glycol, glycerin, propanediol, caprylyl glycol, and sorbitol.
[0127] The amount of the cosmetically acceptable hydrophilic organic solvent in the composition according to the present invention may be 1% by mass or more, preferably 2% by mass or more, more preferably 5% by mass or more, and may be 25% by mass or less, preferably 20% by mass or less, more preferably 15% by mass or less, relative to the total mass of the composition.
[0128] - Salicylic Acid Derivatives The composition according to the present invention may comprise at least one salicylic acid derivative. A single type of salicylic acid derivative may be used, but two or more different types of salicylic acid derivatives may be used in combination.
[0129] The salicylic acid derivative has the following formula (B):
[0130] [ka]
[0131] (In the formula: the R group represents a linear, branched or cyclic saturated aliphatic chain containing from 2 to 22 carbon atoms; an unsaturated chain containing one or more double bonds, optionally conjugated, containing from 2 to 22 carbon atoms; an aromatic nucleus linked directly or via a saturated or unsaturated aliphatic chain containing from 2 to 7 carbon atoms to a carbonyl group, said groups being optionally substituted by one or more substituents, which may be identical or different, selected from halogen atoms, trifluoromethyl groups, hydroxyl groups in free form or esterified with an acid containing from 1 to 6 carbon atoms, or carboxyl groups in free form or esterified with a lower alcohol containing from 1 to 6 carbon atoms, R' is a hydroxyl group or an ester group of the formula:
[0132] [ka]
[0133] (wherein R1 represents a linear or branched, saturated or unsaturated aliphatic chain containing 1 to 18 carbon atoms). and salts thereof derived from inorganic or organic bases.
[0134] Preferably, the R group in formula (B) denotes a saturated aliphatic chain, linear, branched or cyclic, containing from 3 to 11 carbon atoms; an unsaturated chain containing from 3 to 17 carbon atoms and comprising one or more double bonds, conjugated or non-conjugated, said hydrocarbon-based chain being optionally substituted by one or more substituents, which may be identical or different, selected from halogen atoms, trifluoromethyl groups, hydroxyl groups in free form or esterified by an acid containing from 1 to 6 carbon atoms, or carboxyl functions in free form or esterified by a lower alcohol containing from 1 to 6 carbon atoms.
[0135] In a preferred embodiment, the R group in formula (B) denotes a linear or branched alkyl or alkenyl group, preferably an alkyl group, containing at least 2, preferably at least 3, more preferably at least 4, even more preferably at least 5, in particular at least 6 carbon atoms and / or at most 22, preferably at most 18, even more preferably at most 14, preferentially at most 12 and in particular at most 10 carbon atoms.
[0136] Preferentially, R' in formula (B) is a hydroxyl group or an ester group of the formula:
[0137] [ka]
[0138] (Wherein, R1 is -(CH2) n —CH3 group, where n is a number ranging from 0 to 14).
[0139] More particularly preferred salicylic acid derivatives are those of formula (B) in which the R groups are C3-C 10 alkyl group and / or R' represents hydroxyl.
[0140] Other particularly advantageous compounds are those in which R represents a chain derived from caprylic acid, linoleic acid, linolenic acid or oleic acid.
[0141] Another group of particularly preferred salicylic acid derivatives is the C3-C aryl group, in which the R group has a carboxyl function, which is in free form or esterified by a lower alcohol containing 1 to 6 carbon atoms. 10 It is composed of compounds in which R represents an alkyl group and R' represents a hydroxyl group.
[0142] Salicylic acid derivatives of formula (B) which may be used according to the invention are described in particular in patents US 6,159,479 and US 5,558,871, FR 2,581,542, US 4,767,750, EP 378936, US 5,267,407, US 5,667,789, US 5,580,549 and EP-A-570,230.
[0143] Among the particularly preferred salicylic acid derivatives of formula (B), mention may be made of 5-n-octanoylsalicylic acid (or capryloylsalicylic acid), 5-n-decanoylsalicylic acid, 5-n-dodecanoylsalicylic acid, 5-n-heptyloxysalicylic acid and the corresponding salts thereof. The derivative in question is preferably 5-n-octanoylsalicylic acid.
[0144] For the purposes of the present invention, the salts of the salicylic acid derivatives are also considered.As the salts derived from inorganic bases, mention may be made in particular of those derived from alkali metal or alkaline earth metal hydroxylated bases, for example sodium hydroxide or potassium hydroxide, and ammonia.As for the salts derived from organic bases, mention may be made in particular of those derived from amine or alkanolamine type bases.
[0145] The salicylic acid derivative may be present in an amount of at least 0.01% by weight, preferably at least 0.05% by weight, more preferably at least 0.1% by weight, in particular at least 0.15% by weight, relative to the total weight of the composition, and may be present in an amount of at most 5% by weight, preferably at most 3% by weight, more preferably at most 1% by weight, in particular at most 0.5% by weight.
[0146] (pH adjuster) The pH of the composition according to the invention can be adjusted to the desired value using at least one pH regulator, such as, for example, an acidifier or basifier typically used in cosmetics.
[0147] The pH of the composition according to the present invention may be 9.0 or less, preferably 8.5 or less, more preferably 8.0 or less, and may be 5.0 or more, preferably 5.5 or more, more preferably 6.0 or more.
[0148] Among the acidifying agents, mention may be made by way of example of mineral or organic acids, such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, such as acetic acid, tartaric acid, citric acid and lactic acid, and also sulfonic acids.
[0149] Among the basifying agents, examples are alkali metal or alkaline earth metal hydroxides, such as sodium hydroxide or potassium hydroxide, quaternary ammonium hydroxides and guanidine hydroxide, alkali metal silicates, such as sodium metasilicate, amino acids, preferably basic amino acids, such as arginine, lysine, ornithine, citrulline and histidine, carbonates and bicarbonates, in particular primary, secondary or tertiary amines, alkali metal or alkaline earth metal or ammonium, and also amines of the formula:
[0150] [ka]
[0151] (In the formula, W is a C1-C6 alkylene residue optionally substituted with a hydroxyl group or a C1-C6 alkyl group; Rx, Ry, Rz and Rt may be the same or different and each represents a hydrogen atom, a C1-C6 alkyl group, a C1-C6 hydroxyalkyl group or a C1-C6 aminoalkyl group. Mention may in particular be made of 1,3-diaminopropane, 1,3-diamino-2-propanol, spermine and spermidine.
[0152] The pH adjuster may be used in an amount ranging from 0.001% to 10% by mass, preferably from 0.01% to 5% by mass, and more preferably from 0.1% to 3% by mass, relative to the total mass of the composition.
[0153] (water) The composition according to the invention preferably comprises water.
[0154] The amount of water in the composition according to the invention may be at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight and preferentially at least 75% by weight, and / or at most 99% by weight, preferably at most 95% by weight, relative to the total weight of the composition.
[0155] (Optional Additives) The compositions according to the invention may also comprise any optional additives normally used in the field of cosmetics, for example chosen from anionic, cationic, nonionic or amphoteric polymers, anionic, cationic, nonionic or amphoteric surfactants, oils, hydrophobic organic solvents, gums, resins, thickeners, dispersants, antioxidants such as hydroxyacetophenone, film-forming agents, buffers, preservatives such as phenoxyethanol, fragrances, neutralizing agents, disinfectants, chelating agents such as tetrasodium glutamic acid diacetate, UV filters, cosmetic active agents such as vitamins, moisturizers, emollients or collagen protectants, and mixtures thereof.
[0156] The composition according to the present invention preferably has a viscosity of less than 1000 mPa·s, preferably less than 500 mPa·s, more preferably less than 300 mPa·s at room temperature (25° C.) Although there is no lower limit to the viscosity, the composition generally has a viscosity of more than 5 mPa·s at room temperature.
[0157] Viscosity can be measured using VISCOMAN™ (GILSON Technology). Bulk viscosity (mPaS, PaS) is automatically calculated from the suction force required in a small pipette (10 μL).
[0158] In one embodiment of the invention, the composition comprises at least one silicone oil in an amount of at most 20% by weight, preferably at most 10% by weight, more preferably at most 5% by weight, even more preferably at most 3% by weight, preferentially at most 1% by weight and in particular at most 0.1% by weight, or the composition does not comprise a silicone oil.
[0159] As used herein, the term "silicone oil" refers to an oil containing at least one silicon atom, and in particular containing Si-O groups. Silicone oils can include linear or cyclic silicone oils, such as linear or cyclic polydimethylsiloxanes (PDMS) containing 3 to 7 silicon atoms.
[0160] In another embodiment of the invention, the composition comprises at least one cyclic silicone oil, preferably a cyclic polydimethylsiloxane (PDMS) containing 3 to 7 silicon atoms, in an amount of at most 20% by weight, preferably at most 10% by weight, more preferably at most 5% by weight, even more preferably at most 3% by weight, preferentially at most 1% by weight and in particular at most 0.1% by weight, or the composition does not comprise a cyclic silicone oil, preferably a cyclic polydimethylsiloxane (PDMS) containing 3 to 7 silicon atoms.
[0161] The pH value of the composition according to the present invention is not particularly limited, but is generally in the range of 3-10, preferably 4-9, more preferably 4.5-8, and even more preferably 5-7.
[0162] The composition according to the present invention can be prepared by mixing the above-mentioned essential components and optional components in a conventional manner.If at least one of the above components is solid at room temperature, it can be heated until it dissolves.It can further include the step of mixing any of the optional components and heating the composition until the component dissolves.
[0163] [Cosmetic process and use] The present invention also relates to a non-therapeutic method or process, preferably a cosmetic method or process, more preferably a cosmetic method or process for caring for and / or conditioning keratinous materials such as the skin, the scalp and the lips, in particular the skin of the face, comprising: On keratinous materials, (a) at least one glycolipid; (b) at least one citrate ester, and (c) at least one polyhydric alcohol applying a composition comprising The present invention also relates to a method or process, wherein the mass ratio of (a) the at least one glycolipid to (b) the at least one citrate ester is in the range of less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2.
[0164] The present invention also provides (a) at least one glycolipid; (b) at least one citrate ester, and (c) at least one polyhydric alcohol Use of a combination of: The present invention also relates to a use, wherein the mass ratio of (a) the at least one glycolipid to (b) the at least one citrate ester is in the range of less than 5, preferably less than 4, more preferably less than 3, even more preferably less than 2.
[0165] The composition is generally applied to a keratinous material, such as the skin, by hand or with an applicator. The present invention may include the optional step of rinsing the composition from the keratinous material after it has been applied.
[0166] The present invention also relates to the use of a combination of (b) at least one citric acid ester and (c) a polyhydric alcohol to reduce the sticky sensation resulting from (a) at least one glycolipid in a composition, preferably a cosmetic composition.
[0167] The present invention also relates to the use of a combination of (b) at least one citric acid ester and (c) a polyhydric alcohol for reducing the viscosity of a composition, preferably a cosmetic composition, comprising (a) at least one glycolipid.
[0168] Preferably, the weight ratio of (a) the at least one glycolipid to (b) the at least one citrate ester is in the range of less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2.
[0169] The same explanations as given above for the compositions according to the invention with respect to the composition, (a) glycolipid, (b) citrate ester, and (c) polyhydric alcohol, may be applicable to the compositions, (a) glycolipid, (b) citrate ester, and (c) polyhydric alcohol, for the methods, processes, and uses of the invention. The compositions used in the processes and uses according to the invention may include any of the optional components explained above for the compositions according to the invention. EXAMPLES
[0170] The present invention will now be described in more detail by examples, which should not be construed as limiting the scope of the present invention.
[0171] (Example 1 and Comparative Examples 1 and 2) The homogeneous solution compositions according to Example 1 and Comparative Examples 1 and 2 were prepared by mixing the components listed in Table 1 using a magnetic stirrer. All values for the amounts of components shown in Table 1 are based on the "mass %" of the active ingredient. Sophorolipid was obtained from BASF (trade name: BioToLife).
[0172] [evaluation] (viscosity) The viscosity of each of the compositions according to Example 1 and Comparative Examples 1 and 2 was measured at room temperature by VISCOMAN™ (GILSON Technology). The bulk viscosity (mPa·S) was automatically calculated from the suction force required in a small pipette (10 μL). The viscosity was measured three times, and the average data was used. For samples with phase separation, they were thoroughly mixed and homogenized before measurement.
[0173] (Sensory evaluation) Four expert panelists evaluated the sensory aspects of "spreadability" and "stickiness" of each of the compositions according to the embodiment and comparative examples 1 and 2 by applying 0.1 mL of each sample to the skin of the panelists. The samples were scored according to the following criteria, and then the scores were averaged. Comparative example 1, which contains only water and glycolipids, was used as the standard for evaluation.
[0174] - Spreadability 1: Higher ductility than standard 2: Slightly more ductile than standard 3: Same ductility as standard 4: Slightly lower ductility than standard 5: Lower ductility than standard - Sticky 1: Stickiness lower than standard 2: Stickiness slightly lower than standard 3: Stickiness the same as standard 4: Stickiness slightly higher than standard 5: Stickier than standard
[0175] The results are summarized in Table 1 below.
[0176] [Table 2]
[0177] As can be seen in Table 1, the composition according to Example 1, which includes a specific combination of the components (a) glycolipid and (b) citric acid ester and (c) polyhydric alcohol in specific ratio amounts, exhibited a lower viscosity and a higher average score in the sensory evaluation than those of Comparative Examples 1 and 2, which do not include the specific combination of (a) glycolipid and (b) citric acid ester.
[0178] Accordingly, it can be concluded that the composition according to the invention is highly suitable as a cosmetic composition for caring for and / or conditioning keratinous materials, i.e. as a skin care cosmetic composition, since it is able to provide the benefits of the biological activity generated by glycolipids on keratinous materials while exhibiting improved texture and application properties.
[0179] (Examples 2 to 6 and Comparative Examples 3 to 8) The homogeneous solution compositions according to Examples 2-6 and Comparative Examples 3-8 were prepared by mixing the ingredients listed in Table 2 using a magnetic stirrer. All values for the amounts of ingredients shown in Table 2 are based on the "mass %" of the active ingredient. Rhamnolipid was obtained from EVONIK (trade name: RHEANCE One).
[0180] [evaluation] (viscosity) The viscosity of each of the compositions according to Examples 2 to 6 and Comparative Examples 3 to 8 was measured at room temperature by VISCOMAN™ (GILSON Technology). The bulk viscosity (mPa·S) was automatically calculated from the suction force required in a small pipette (10 μL). The viscosity was measured three times, and the average data was used. For samples with phase separation, they were thoroughly mixed and homogenized before measurement.
[0181] The results are summarized in Table 2 below.
[0182] [Table 3]
[0183] As can be seen in Table 2, the compositions according to Examples 2 to 6, which contain specific combinations of the components (a) glycolipid, (b) citrate ester, and (c) polyhydric alcohol in specific ratio amounts, exhibited lower viscosities than those corresponding to the Comparative Examples.
[0184] In particular, comparing Example 2 with Comparative Examples 3 and 4, the composition according to Example 2, which contains 60% by weight of triethyl citrate and pentylene glycol in total, exhibited a lower viscosity than Comparative Example 3, which contains 60% by weight of triethyl citrate but no pentylene glycol, and Comparative Example 4, which contains 60% by weight of pentylene glycol but no triethyl citrate, although the total amounts of citric acid ester and polyhydric alcohol are the same. The same results can be derived from the comparisons between Example 3 and Comparative Examples 3 and 5, between Example 4 and Comparative Examples 3 and 6, between Example 5 and Comparative Example 7, and between Example 6 and Comparative Example 8.
[0185] These results show that the combination of (b) citric acid ester and (c) polyhydric alcohol has the effect of reducing the viscosity of the composition containing (a) glycolipid, and thus improving the application properties of the composition according to the present invention. Although the evaluation results of the sensory aspects of "spreadability" and "stickiness" are not disclosed, the compositions according to Comparative Examples 3 to 8 do not show improved "spreadability" and "stickiness" properties because they do not contain a combination of (b) citric acid ester and (c) polyhydric alcohol.
[0186] Example 7 A homogeneous solution composition according to Example 7 having a cosmetically preferred formulation was also prepared by mixing the ingredients shown in Table 3 below. After thoroughly mixing all other ingredients, citric acid was added. All values for the amounts of ingredients shown in Table 3 are based on the "mass %" of the active ingredient. Rhamnolipid was obtained from EVONIK (trade name: RHEANCE One).
[0187] [Table 4]
[0188] The composition according to Example 7 also exhibits good texture and application properties and is therefore highly suitable as a cosmetic composition for caring for and / or conditioning keratinous materials, i.e. as a skin care cosmetic composition.
Claims
1. (a) At least one glycolipid, (b) At least one citrate ester, and (c) At least one polyhydric alcohol A cosmetic composition comprising: wherein the mass ratio of the (a) at least one glycolipid to the (b) at least one citrate ester is less than 5, preferably less than 4, more preferably less than 3, and even more preferably less than 2.
2. The composition according to claim 1, wherein the (a) glycolipid is selected from rhamnolipid and sophorolipid.
3. The (b) citrate ester is represented by the following formula (A): 【Chemical 1】 (In the formula, R 1 、 R 2 and R 3 each independently represents a hydrogen atom, a saturated or unsaturated linear or branched C 1 -C 30 hydrocarbon group, or a saturated or unsaturated cyclic C 3 -C 30 hydrocarbon group, and at least one of R 1 , R 2 and R 3 is not a hydrogen atom. R 4 represents a hydrogen atom or R' 4 -CO-group, and R' 4 represents a saturated or unsaturated linear or branched C 1 to C 8 hydrocarbon group, or a saturated or unsaturated cyclic C 3 to C 8 hydrocarbon group) The composition according to claim 1 or 2.
4. In formula (A), R 1 , R 2 and R 3 are, independently, linear or branched C 1 to C 30 , preferably C 1 to C 20 , more preferably C 1 to C 10 , even more preferably C 1 to C 6 alkyl groups, and the composition according to claim 3.
5. R 4 is a hydrogen atom or R' 4 -CO-group (wherein R' 4 represents a hydrogen atom) or R' 4 -CO-group (wherein R' 4 is a linear or branched C 1 to C 8 alkyl group), preferably a hydrogen atom or R' 4 -CO-group (wherein R' 4 represents a methyl group), the composition according to claim 3.
6. The composition according to claim 1, wherein the (b) citrate ester is selected from triethyl citrate, tributyl citrate, and mixtures thereof.
7. The composition according to claim 1, wherein the (c) polyhydric alcohol is selected from polyhydric alcohols containing 2 to 8 carbon atoms.
8. The amount of the (a) glycolipid is in the range of 0.01% to 45% by mass, preferably 0.1% to 40% by mass, and even more preferably 0.3% to 35% by mass based on the total mass of the cosmetic composition. The composition according to claim 1.
9. The composition according to claim 1, wherein the mass ratio of the (a) at least one glycolipid to the (b) at least one citrate ester is more than 0.1, preferably more than 0.2, and more preferably 0.25 or more.
10. The amount of the (c) polyhydric alcohol is in the range of 0.5% to 50% by mass, preferably 1% to 45% by mass, more preferably 3% to 40% by mass, and even more preferably 5% to 40% by mass based on the total mass of the composition. The composition according to claim 1.
11. The composition according to claim 1, wherein the mass ratio of the (b) at least one citrate ester to the (c) at least one polyhydric alcohol is more than 0.1 and less than 10, preferably more than 0.2 and less than 5, more preferably more than 0.3 and less than 4, and even more preferably 0.5 or more and less than 3.
12. The composition according to claim 1, comprising at least one cyclic silicone oil in an amount of 20% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, preferentially 1% by mass or less, particularly 0.1% by mass or less, or not containing a cyclic silicone oil.
13. The composition according to claim 1, comprising at least one silicone oil in an amount of 20% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, preferentially 1% by mass or less, particularly 0.1% by mass or less, or not containing a silicone oil.
14. The composition according to claim 1, which is a cosmetic composition for caring for and / or conditioning keratin substances such as the skin.
15. A non-therapeutic cosmetic method for caring for and / or conditioning keratin substances such as the skin, comprising applying onto the keratin substance (a) at least one glycolipid, (b) at least one citrate ester, and (c) at least one polyhydric alcohol wherein the mass ratio of the (a) at least one glycolipid to the (b) at least one citrate ester is less than 5, preferably less than 4, more preferably less than 3, even more preferably less than 2.