Composition containing low-molecular-weight polylysine and glycolipid
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- LOREAL SA
- Filing Date
- 2023-06-20
- Publication Date
- 2026-07-01
Abstract
Description
[Technical field]
[0001] The present invention relates to a composition comprising low molecular weight polylysine and a glycolipid, as well as cosmetic methods using the composition and uses relating to the composition. [Background technology]
[0002] Environmentally compatible cosmetic formulations, designed and developed with environmental concerns in mind, have become a major goal in aiming to meet global challenges.
[0003] It is therefore essential to propose more sustainable compositions, methods of preparation and ingredients to address these environmental issues.
[0004] In this context, it is important to develop new cosmetic compositions with a better carbon footprint, in particular by promoting the use of renewable raw materials and / or materials with a good naturalness index and / or materials of natural origin, more particularly materials of plant origin, while at the same time reducing the use of compounds of petrochemical origin.
[0005] Biosurfactants such as glycolipids, including rhamnolipids, are materials of natural origin that 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 can be used on keratinous materials such as skin.
[0006] Several prior art documents disclose compositions that contain glycolipids.
[0007] For example, WO2021 / 1185675 discloses a personal care composition comprising at least: a) a glycolipid biosurfactant and b) a hydrophilic cationic or pseudo-cationic active compound, wherein the glycolipid is preferably a sophorolipid.
[0008] In addition, JP2015-507626A discloses a composition comprising water, at least one type of biosurfactant, and at least one type of fatty acid, in which the total fraction of all surfactants in the composition is 1 to 30% by mass, based on the total of the fatty acid and the surfactant, and the fraction of the fatty acid is 0.1 to 20% by mass.
[0009] WO2020 / 178048 also discloses a method comprising the step of depositing at least one medium-derived substance onto a surface, wherein the medium comprises rhamnolipid. [Prior art documents] [Patent documents]
[0010] [Patent Document 1] WO2021 / 1185675 [Patent Document 2] Special table 2015-507626 [Patent Document 3] WO2020 / 178048 [Patent Document 4] FR2889448 [Patent Document 5] FR2851465 [Patent Document 6] FR2853533 [Patent Document 7] US Patent Application Publication No. 2008 / 0200704 [Patent Document 8] U.S. Patent No. 2,528,378 [Patent Document 9] U.S. Patent No. 2,781,354 [Non-patent literature]
[0011] [Non-Patent Document 1] M. Schmidt, PhD thesis (1990), Technical University of Braunschweig [Non-Patent Document 2] Schulz et al. (1991) Z. Naturforsch., 46C, 197~203 [Non-Patent Document 3] AP Tulloch, JFT Spencer and PAJ Gorin, Can. J. Chem. (1962), 40, 1326. [Non-Patent Document 4] U. Gobbert, S. Lang and F. Wagner, Biotechnology Letters (1984), 6 (4), 225. [Non-Patent Document 5] Ishigami et al. (1987), J. Jpn. Oil Chem. Soc., 36, 847~851 [Non-Patent Document 6] Passeri et al. (1991), Z. Naturforsch., 46C, 204–209 [Non-Patent Document 7] Frautz, Lang and Wagner (1986), Biotech. Letts., 8, 757-762. [Non-Patent Document 8] D. Haferburg, R. Hommel, R. Claus and HP Kleber, Adv. Biochem. Ing. / Biotechnol. (1986), 33, 53–90. [Non-Patent Document 9] F. Wagner, H. Bock and A. Kretschmar, Fermentation (ed. R. M. Lafferty) (1981), 181-192, Springer Verlag, Vienna. [Non-Patent Document 10] CTFA International Cosmetic Ingredient Dictionary & Handbook, 15th Edition, 2014 Summary of the Invention [Problem to be solved by the invention]
[0012] There is a need for a clear composition capable of providing a deposit containing glycolipids to keratinous materials such as skin.
[0013] It is therefore a first object of the present invention to provide a transparent composition capable of providing a deposit comprising a glycolipid to keratinous materials such as the skin.
[0014] Additionally, a second object of the present invention is to provide a composition that may include at least one environmentally compatible ingredient. [Means for solving the problem]
[0015] The above object of the present invention is to (a) at least one cationic polymer selected from polylysine; (b) at least one glycolipid; A composition comprising: This can be achieved by a composition in which the molecular weight of the cationic polymer is less than 20,000, preferably less than 15,000, more preferably less than 10,000.
[0016] The molecular weight of the (a) cationic polymer may be greater than 1,000, preferably greater than 1,500, and more preferably greater than 2,000.
[0017] The amount of the (a) cationic polymer in the composition according to the present invention may be from 0.01% to 10% by mass, preferably from 0.05% to 5% by mass, and more preferably from 0.1% to 3% by mass, based on the total mass of the composition.
[0018] (b) The glycolipid may be selected from rhamnolipids.
[0019] The amount of the (b) glycolipid in the composition according to the present invention may be 0.01% by mass to 20% by mass, preferably 0.1% by mass to 15% by mass, and more preferably 1% by mass to 10% by mass, relative to the total mass of the composition.
[0020] The composition according to the present invention may further comprise at least one acid or salt thereof having two or more pKa values.
[0021] The amount of the acid or salt thereof having two or more pKa values in the composition may be from 0.01% to 5% by mass, preferably from 0.05% to 3% by mass, based on the total mass of the composition.
[0022] The composition according to the present invention may further comprise at least one anionic surfactant selected from amino acid surfactants and taurine surfactants.
[0023] The amount of anionic surfactant in the composition may be from 0.5% to 20% by weight, preferably from 1% to 15% by weight, more preferably from 2% to 10% by weight, relative to the total weight of the composition.
[0024] The composition according to the present invention may further comprise at least one amphoteric surfactant, preferably in an amount of 0.01% by mass to 20% by mass, more preferably 0.1% by mass to 15% by mass, and even more preferably 1% by mass to 10% by mass, relative to the total mass of the composition.
[0025] The total amount of the surfactants including the glycolipid (b) in the composition may be 3 to 30 mass %, preferably 5 to 25 mass %, and more preferably 7 to 20 mass %, relative to the total mass of the composition.
[0026] The mass ratio of the (b) glycolipid to the total amount of surfactants other than the (b) glycolipid in the composition may be 10:1 to 1:5, preferably 5:1 to 1:3, and more preferably 3:1 to 1:2.
[0027] The pH of the composition according to the present invention may be 4-8, preferably 4.5-7.5, and more preferably 5-7.
[0028] The composition according to the present invention may be a cleansing composition, preferably a cleansing composition for the skin, more preferably a cleansing composition for the face.
[0029] The present invention also provides a cosmetic method for keratinous materials, such as the skin, comprising the steps of: applying a composition according to the invention to keratinous materials; Optionally, removing the composition from the keratinous material. The present invention also relates to a method, comprising: DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0030] After extensive investigation, the inventors have discovered that it is possible to provide a composition which is capable of providing a deposit comprising a glycolipid to a keratinous material such as the skin and which may comprise at least one environmentally compatible ingredient.
[0031] Therefore, the composition according to the invention (a) at least one cationic polymer selected from polylysine; (b) at least one glycolipid; Including, The molecular weight of the cationic polymer is less than 20,000, preferably less than 15,000, and more preferably less than 10,000.
[0032] The composition according to the invention is capable of providing a deposit comprising a glycolipid to a keratinous material such as the skin. The deposit can be provided, for example, by a precipitate comprising a glycolipid formed in the composition according to the invention.
[0033] Additionally, preferred embodiments of compositions according to the present invention are capable of providing increased amounts of deposit or deposition on keratinous materials such as skin.
[0034] Since glycolipids such as rhamnolipids have biological activities such as anti-inflammatory, anti-allergic and antibacterial effects, the deposits containing (b) glycolipids provided by the compositions according to the invention are useful for the care of keratinous materials such as skin. In particular, the compositions according to the invention are useful for the treatment or care of skin with acne.
[0035] Furthermore, since glycolipids can function as surfactants, (b) deposits containing glycolipids can provide enhanced cleansing effects, making the compositions according to the invention also useful for cleansing keratinous materials such as skin.
[0036] Since polylysine can be obtained from natural resources, (a) the cationic polymer is an environmentally compatible component. Therefore, the composition according to the present invention can include an environmentally compatible component. In addition, (b) the glycolipid can originate from a renewable material such as a biodegradable material. Therefore, the composition according to the present invention can be environmentally compatible.
[0037] The present invention will now be described in more detail.
[0038] [Composition] (cationic polymer) The composition according to the present invention comprises (a) at least one cationic polymer selected from polylysine. A single type of cationic polymer may be used, or two or more different types of cationic polymers may be used in combination.
[0039] According to the present invention, the (a) cationic polymer is selected from polylysine. A single type of polylysine may be used, but two or more different types of polylysine may also be used in combination.
[0040] The molecular weight (Da) of the (a) cationic polymer is less than 20,000, preferably less than 15,000, more preferably less than 10,000. In other words, the (a) cationic polymer is a low molecular weight chitosan.
[0041] (a) The molecular weight (Da) of the cationic polymer may be greater than 1,000, preferably greater than 1,500, and more preferably greater than 2,000.
[0042] Therefore, the molecular weight (Da) of the (a) cationic polymer may be greater than 1,000 and less than 20,000, preferably greater than 1,500 and less than 15,000, and more preferably greater than 2,000 and less than 10,000.
[0043] Unless otherwise defined in the description, "molecular weight" means weight average molecular weight. Molecular weight can be measured or determined, for example, by gel permeation chromatography according to ASTM D5296-19.
[0044] Polylysine corresponds to the condensation of several amino acids of lysine. Polylysine can be a natural homopolymer of L-lysine that can be produced by bacterial fermentation. Polylysine is typically used as a natural preservative in food. Polylysine is a polyelectrolyte that is soluble in polar solvents such as water.
[0045] Polylysine may be, for example, epsilon-polylysine (or referred to as "ε-polylysine"), which is a condensation product of an amino group at the ε-position of lysine with a carboxyl group, or alpha-polylysine (or referred to as "α-polylysine"), which is a condensation product of an amino group at the α-position of lysine with a carboxyl group. Polylysine is commercially available in various forms such as poly D-lysine and poly L-lysine. Polylysine is generally a condensation product of L-lysine, i.e., poly L-lysine.
[0046] Examples of polylysine include: - Epsilon-Poly-L-lysine from JNC CORPORATION, which is a 25% solution of epsilon-poly-L-lysine having a molecular weight of about 4,700 in an aqueous solution.
[0047] According to a particular embodiment, the polylysine may be modified polylysine, such as polylysine with aliphatic chains as described in patent application FR2889448, polylysine with guanidine or biguanidine functional groups as described in patent application FR2851465, or thiolated polylysine as described in patent application FR2853533.
[0048] Polylysine may be in the form of organic or inorganic salt.Acid addition salts are, for example, hydrochloric or hydrobromic acid, sulfuric acid, citric acid, succinic acid, tartaric acid, butyric acid, paratoluenesulfonic acid, phosphoric acid, or acetic acid salts, or fatty acid salts such as linoleic acid, oleic acid, palmitic acid, stearic acid, behenic acid, and 18-methylicosanoic acid.Base addition salts are, for example, sodium salts, calcium salts, or hydroxyalkylamine salts, such as N-methylglucamine, aminopropanediol, or triethanolamine.
[0049] In some preferred embodiments of the present invention, the polylysine of the present invention is present in the composition in the form of a single molecule or is not covalently bonded to other compounds.In one embodiment of the present invention, the polylysine is not covalently bonded to a dye compound.In one embodiment of the present invention, the polylysine is not covalently bonded to a polyorganosiloxane compound.It is well known in the art that the term "polyorganosiloxane" means a compound having a Si-O backbone and an organic functional group attached to the backbone.
[0050] In another embodiment of the invention, the polylysine is in free form. The term "free form" as used herein indicates that the polylysine is not covalently bound to any other compound.
[0051] The amount of (a) cationic polymer in the composition according to the present invention may be 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, based on the total weight of the composition.
[0052] The amount of (a) cationic polymer in the composition according to the present invention may be 10% by weight or less, preferably 5% by weight or less, more preferably 3% by weight or less, based on the total weight of the composition. It may even be more preferred that the amount of (a) cationic polymer is 1% by weight or less, based on the total weight of the composition.
[0053] The amount of the (a) cationic polymer in the composition according to the present invention may be 0.01% to 10% by mass, preferably 0.05% to 5% by mass, more preferably 0.1% to 3% by mass, based on the total mass of the composition. It may even be more preferable that the amount of the (a) cationic polymer is 0.1% to 1% by mass, based on the total mass of the composition.
[0054] In the context of this specification, any combination of the above upper and lower limits can be used to express a range of preferred amounts.
[0055] (glycolipids) The composition according to the present invention comprises (b) at least one glycolipid. A single type of glycolipid may be used, or two or more different types of glycolipids may be used in combination.
[0056] The term "glycolipid" is understood to mean a compound formed from lipids to which one or more sugar compounds are attached.
[0057] (b) The glycolipid may be selected from glucolipids, sophorolipids, trehalose lipids, cellobiose lipids, rhamnolipids, and mixtures thereof.
[0058] (b) The glycolipid may be preferably selected from sophorolipids, rhamnolipids, and mixtures thereof, more preferably from rhamnolipids.
[0059] Glucolipids: (b) The glycolipid may be selected from glucolipids that contain a glucose moiety and can be represented by the general formula (I):
[0060] [ka]
[0061] (In the formula: - R 1 represents a hydrogen atom or a cation, - p represents an integer ranging from 1 to 4; - q denotes an integer ranging from 4 to 10, preferably equal to 6).
[0062] Glucolipids can be produced by the bacteria Alcaligenes species MM1.
[0063] Suitable fermentation methods are reviewed in M. Schmidt's PhD thesis (1990), Technical University of Braunschweig, and in Schulz et al. (1991) Z. Naturforsch., 46C, 197-203. The glucolipids are recovered from the fermentation broth by solvent extraction using diethyl ether or dichloromethane:methanol or chloroform:methanol mixtures.
[0064] Sophorolipids: (b) The glycolipid may be selected from sophorolipids that contain a sophorose moiety and can be represented by the general formula (II):
[0065] [ka]
[0066] (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 and R 6 The total number of carbon atoms in the group does not exceed 20, preferably 14-18.
[0067] 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, in which the lactone ring is R 7 and R 8 The lactone may be introduced into the composition according to the invention in either its lactone form, which is formed between:
[0068] [ka]
[0069] (In the formula: - R 3 , R 4 , R 5 , and R 6 is as defined above, However, R 3 and R 4 at least one of which represents an acetyl group.
[0070] Sophorolipids can be produced by yeast cells, such as Torulopsis apicola and Torulopsis bombicola cells. Fermentation processes generally use sugars and alkanes as substrates.
[0071] Suitable fermentation methods are reviewed in AP Tulloch, JFT Spencer and PAJ Gorin, Can. J. Chem. (1962), 40, 1326, and 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.
[0072] For example, the product sold by Givaudan under the name Sopholiance S and the product sold by BASF under the name BioToLife can be used as sophorolipids.
[0073] Trehalose lipids: (b) The glycolipid may be selected from trehalose lipids which contain a trehalose moiety and can be represented by the general formula (IV):
[0074] [ka]
[0075] (In the formula: - R 9 , R 10 and R 11 each independently represents a saturated or unsaturated, hydroxylated or non-hydroxylated hydrocarbon group having 5 to 13 carbon atoms.
[0076] Trehalose lipids can be produced by bacterial fermentation using the marine bacterium Arthrobacter species Ek1 or the freshwater bacterium Rhodococcus erythropolis. Suitable fermentation methods are provided in 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.
[0077] Cellobiose lipids: (b) The glycolipid can be selected from cellobiose lipids that contain a cellobiose moiety and can be represented by the general formula (V):
[0078] [ka]
[0079] (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 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).
[0080] Cellobiose lipids can be produced by cells of fungi of the genus Ustilago. A suitable fermentation method is provided in Frautz, Lang and Wagner (1986), Biotech. Letts., 8, 757-762.
[0081] Rhamnolipids: (b) The glycolipid may be selected from rhamnolipids.
[0082] The composition according to the invention preferably comprises one or more rhamnolipids.
[0083] Rhamnolipids are glycolipids produced by various bacterial species. They consist of one rhamnose moiety (monorhamnolipid) or two rhamnose moieties (dirhamnolipid) linked by glycosidic bonds to one, two or three chains of β-hydroxylated fatty acids that are linked together by ester bonds.
[0084] More specifically, these monorhamnolipids and dirhamnolipids correspond to the following formula (VI):
[0085] [ka]
[0086] (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 hydrocarbon radicals having 2 to 24 carbon atoms, preferably 5 to 13 carbon atoms, which are branched or unbranched, substituted or unsubstituted, in particular hydroxy-substituted, saturated or unsaturated, preferably mono-, doubly or triply unsaturated alkyl radicals.
[0087] Thus, when n is equal to 0, formula (VI) protects monorhamnolipids, and when n is equal to 1, it protects dirhamnolipids.
[0088] The composition according to the invention preferably comprises at least one dirhamnolipid.
[0089] The composition according to the invention preferably comprises at least one dirhamnolipid of formula (VI), m represents an integer equal to 2, 1 or 0, - n denotes an integer equal to 1, - R1 and R2 each independently represent the same or different hydrocarbon radicals having 2 to 24 carbon atoms, preferably 5 to 13 carbon atoms, which are branched or unbranched, substituted or unsubstituted, in particular hydroxy-substituted, saturated or unsaturated, preferably mono-, doubly or triply unsaturated alkyl radicals), and also salts thereof, solvates thereof and optical isomers thereof.
[0090] The glycosidic bond between the two rhamnose moieties may be in the alpha or beta configuration, preferably in the alpha configuration.
[0091] In the context of the present invention: The salts of the dirhamnolipid of formula (VI) are more particularly carboxylates with organic or inorganic cations, in particular with cations chosen from sodium, potassium, calcium and ammonium. the solvate forms of the dirhamnolipid of formula (VI) are more particularly solvates with one or more molecules of water or of an organic solvent, for example hydrates or solvates with linear or branched alcohols, such as ethanol or isopropanol, optionally in which the activated carbon atoms of the fatty acids are 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. 20 It denotes an alkyl group, more particularly 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.
[0092] The composition according to the invention preferably comprises at least one dirhamnolipid of formula (VI) m represents an integer equal to 2, 1 or 0, - n denotes an integer equal to 1, R1 and R2 are identical or different and are pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl and tridecenyl radicals and radicals of the formula -(CH2) o CH3 groups, in which o represents an integer ranging from 1 to 23, in particular from 3 to 15, and more particularly from 4 to 12.
[0093] 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.
[0094] 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.
[0095] According to another embodiment of the invention, the composition according to the invention comprises a mixture comprising at least one monorhamnolipid.
[0096] More preferably, the composition according to the invention comprises at least one dirhamnolipid of formula (VII) below:
[0097] [ka]
[0098] [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 includes salts thereof, solvates thereof and optical isomers thereof.
[0099] By way of example, and without being limited to dirhamnolipids of formula (VII) that may be suitable for the present invention, mention may be made in particular of compounds of formula di-RL-CXCY as defined in Table 1 below.
[0100] The formula di-RL-CXCY is an alternative notation for representing a dirhamnolipid (di-RL) functionalized with two groups R1 and R2, represented by the symbols CX and CY, respectively (integers X and Y are equal to p+4 and q+4, respectively).
[0101] [Table 1]
[0102] According to a preferred embodiment, the composition according to the invention comprises at least one dirhamnolipid of formula (VII) in which p and q are identical and equal to 6 and m is equal to 1 (also called di-RL-C10C10), or one of its salts, solvates and optical isomers.
[0103] Preferably, the dirhamnolipid of formula (VII), in which 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.
[0104] 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.
[0105] According to another embodiment, the composition according to the invention comprises at least one dirhamnolipid of formula (VI) in which n and m are equal to 1 and R1 is -(CH2) o R1 represents a -CH3 group (wherein 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.
[0106] According to another preferred embodiment, the composition according to the invention comprises a mixture of at least two, in particular at least three, dirhamnolipids of formula (VI) or formula (VII) selected from: - 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 at least one dirhamnolipid of formula (VI) in which n and m are equal to 1 and R1 is -(CH2) oR1 represents a -(CH2)6CH3 group (wherein 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.
[0107] Preferably, the composition according to the invention comprises a mixture of at least two, in particular at least three, dirhamnolipids of formula (VI) or formula (VII) selected from: - at least 50% by weight, preferably between 51% and 85% by weight, of dirhamnolipid of formula (VII), relative to the total weight of rhamnolipids, in which p and q are identical and equal to 6 and m is equal to 1, - 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 rhamnolipids.
[0108] As defined above, rhamnolipids are conventionally prepared by methods known to those skilled in the art, starting from bacterial production strains such as Pseudomonas.
[0109] Suitable fermentation methods are reviewed in D. Haferburg, R. Hommel, R. Claus and HP Kleber, Adv. Biochem. Ing. / Biotechnol. (1986), 33, 53-90, and in F. Wagner, H. Bock and A. Kretschmar, Fermentation (ed. R. M. Lafferty) (1981), 181-192, Springer Verlag, Vienna.
[0110] The product sold under the name Rheance One by the company Evonik (INCI name: glycolipid) may also be used as rhamnolipid.
[0111] The amount of the (b) glycolipid in the composition according to the present invention may be 0.01% by mass or more, preferably 0.1% by mass or more, and more preferably 1% by mass or more, relative to the total mass of the composition.
[0112] The amount of (b) glycolipid in the composition according to the present invention may be 20% by mass or less, preferably 15% by mass or less, and more preferably 10% by mass or less, relative to the total mass of the composition.
[0113] The amount of the (b) glycolipid in the composition according to the present invention may be 0.01% by mass to 20% by mass, preferably 0.1% by mass to 15% by mass, and more preferably 1% by mass to 10% by mass, relative to the total mass of the composition.
[0114] The (b) glycolipid may be included in the composition according to the present invention in an amount greater than the (a) cationic polymer.
[0115] (Other Optional Ingredients) - water The composition according to the invention may or may not contain water.
[0116] The amount of water in the composition according to the invention may be 50% by weight or more, preferably 60% by weight or more, more preferably 70% by weight or more, relative to the total weight of the composition.
[0117] The amount of water in the composition according to the invention may be up to 99% by weight, preferably up to 97% by weight, more preferably up to 95% by weight, relative to the total weight of the composition.
[0118] The amount of water in the composition according to the present invention may be 50% by mass to 99% by mass, preferably 60% by mass to 97% by mass, and more preferably 70% by mass to 95% by mass, based on the total mass of the composition.
[0119] - Acids with more than one acid dissociation constant The composition according to the present invention may or may not contain at least one acid or salt thereof having two or more pKa values. A single type of acid or salt thereof having two or more pKa values may be used, or two or more different types of acids or salts thereof having two or more pKa values may be used in combination.
[0120] An acid or salt thereof having two or more pKa values has two or more acid dissociation constants. pKa values (acid dissociation constants) are well known to those skilled in the art and should be determined at a given temperature, e.g., 25°C.
[0121] The composition according to the invention may contain a combination of two or more acids or salts thereof having two or more pKa values.
[0122] An acid having two or more pKa values may be a non-polymeric acid. The term "non-polymeric" means herein that the acid is not obtained by polymerizing two or more monomers. Thus, a non-polymeric acid does not correspond to an acid obtained by polymerizing two or more monomers, such as a polycarboxylic acid.
[0123] The molecular weight of the non-polymeric acid or salt thereof having two or more pKa values is preferably 1,000 or less, more preferably 800 or less, and even more preferably 700 or less.
[0124] There is no limitation on the type of non-polymeric acid or its salt having two or more pKa values. Two or more different types of non-polymeric acid or its salt having two or more pKa values may be used in combination. Therefore, a single type of non-polymeric acid or its salt having two or more pKa values, or a combination of different types of non-polymeric acid or its salt having two or more pKa values may be used.
[0125] The term "salt" as used herein refers to a salt formed by adding a suitable base to a non-polymeric acid having two or more pKa values, which can be obtained from the reaction of a non-polymeric acid having two or more pKa values with a base according to methods known to those skilled in the art. The salt can include metal salts, such as salts with alkali metals such as Na and K, and salts with alkaline earth metals such as Mg and Ca, and ammonium salts.
[0126] The non-polymeric acid or salt thereof having two or more pKa values may be an organic acid or salt thereof, preferably a hydrophilic or water-soluble organic acid or salt thereof.
[0127] The non-polymeric acid having two or more pKa values can have at least two acid groups selected from the group consisting of carboxylic acid groups, sulfate groups, sulfonic acid groups, phosphoric acid groups, phosphonic acid groups, phenolic hydroxyl groups, and mixtures thereof.
[0128] A non-polymeric acid having two or more pKa values may be a non-polymeric polyacid.
[0129] The non-polymeric acids having two or more pKa values can be selected from the group consisting of dicarboxylic acids, disulfonic acids, and diphosphoric acids, and mixtures thereof.
[0130] Non-polymeric acids or salts thereof having two or more pKa values include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid, malic acid, citric acid, lactic acid, phosphoric acid, aconitic acid, oxaloacetic acid, tartaric acid, and salts thereof; aspartic acid, glutamic acid, and salts thereof; terephthalylidene dicamphorsulfonic acid or salts thereof (Mexoryl SX), Benzophenone-9; Phytic acid and its salts; and their salts; Red No. 2 (Amaranth), Red No. 102 (New Coccine), Yellow No. 5 (Tartrazine), Yellow No. 6 (Sunset Yellow FCF), Green No. 3 (Fast Green FCF), Blue No. 1 (Brilliant Blue FCF), Blue No. 2 (Indigo Carmine), Red No. 201 (Lithol Rubin B), Red No. 202 (Lithol Rubin BCA), Red No. 204 (Lake Red CBA), Red No. 206 (Lithol Red CA), Red No. 207 (Lithol Red BA), Red No. 208 (Lithol Red SR), Red No. 219 (Brilliant Lake Red R), Red No. 220 (Deep Maroon), Red No. 227 (Fast Acid Magenta), Yellow No. 203 (Quinoline Yellow Rho WS), Green No. 201 (Alizarin Cyanine Green F), Green No. 204 (Pyranine Conc), Green No. 205 (Light Green SF Yellow), Blue No. 203 (Patent Blue CA), Blue No. 205 (Alphazurine FG), Red No. 401 (Violamin R), Red No. 405 (Permanent Red F5R), Red No. 502 (Ponceau 3R), Red No. 503 (Ponceau R), Red No. 504 (Ponceau SX), Green No. 401 (Naphthol Green B), Green No. 402 (Guinea Green B), and Black No. 401 (Naphthol Blue Black); folic acid, ascorbic acid, erythorbic acid, and salts thereof; cystine and salts thereof; EDTA and salts thereof; glycyrrhizin and salts thereof; and mixtures thereof.
[0131] It may be preferred that the non-polymeric acid or salt thereof having two or more pKa values is selected from the group consisting of citric acid, lactic acid, phosphoric acid, phytic acid, and salts thereof, such as sodium phosphate, disodium hydrogen phosphate, and sodium dihydrogen phosphate, and mixtures thereof.
[0132] The acid or salt thereof having two or more pKa values may be a polymeric acid or salt thereof, such as polyphosphoric acid and its salts, and polyphosphoric acid derivatives.
[0133] The term "polyphosphoric acid" as used herein preferably means a linear or cyclic oxoacid comprising or consisting of at least two "PO4" structural units covalently bonded together through at least one oxygen atom.
[0134] The polyphosphoric acid may preferably be represented by the following formula:
[0135] [ka]
[0136] (wherein n may be 2 to 20, 2 to 15, or 2 to 10).
[0137] The term "salt" as used herein refers to a salt formed by adding a suitable base to a polyphosphoric acid having two or more pKa values, which can be obtained by reacting polyphosphoric acid with a base according to methods known to those skilled in the art. The salt can include metal salts, such as salts with alkali metals such as Na and K, and salts with alkaline earth metals such as Mg and Ca, and ammonium salts.
[0138] The term "polyphosphorus derivative" as used herein preferably means a linear or cyclic compound comprising at least two phosphorus atoms covalently linked together via at least one linker L comprising at least one oxygen atom and / or at least one carbon atom. According to one embodiment, when the linker comprises at least one carbon atom, it may also comprise at least one nitrogen atom.
[0139] Preferably, the linker L of the polyphosphorus derivatives used according to the various subjects of the present invention comprises at least one oxygen atom.
[0140] Preferably, the polyphosphorus derivatives used according to the present invention contain less than 20 phosphorus atoms, preferably less than 15 phosphorus atoms, preferably less than 10 phosphorus atoms.
[0141] The polyphosphorus derivative may comprise at least two groups selected from a -P(R)(=O)-OH group, a -P(R)(=O)-OM group, a >P(=O)-OH group, and / or a >P(=O)-OM group, wherein: M represents a cationic counterion, preferably selected from alkali metals and alkaline earth metals, R is a hydroxyl group, -O - a group M, where M preferably represents a cationic counterion selected from alkali metals and alkaline earth metals, a (C1-C6) alkyl, (C1-C6) alkoxy, cycloalkyloxy or (hetero)aryloxy group; · > represents two bonds that connect to the phosphorus atom and form part of a ring.
[0142] According to an embodiment, the polyphosphorus derivative is selected from inorganic polyphosphorus derivatives.
[0143] According to another embodiment, the polyphosphorus derivative is selected from organic polyphosphorus derivatives.
[0144] The polyphosphorus derivatives present in the compositions according to the invention may be non-amine derivatives.
[0145] The aforementioned polyphosphorus derivatives may be selected from polyphosphates and polyphosphonates, and mixtures thereof.
[0146] The polyphosphorus derivative may be selected from: an inorganic polyphosphorus derivative selected from: pyrophosphates, which may be hydrated or not, preferably in the form of a salt, preferably an alkali metal salt, such as sodium pyrophosphate, in particular sodium pyrophosphate tetrabasic, potassium pyrophosphate or sodium pyrophosphate decahydrate; Hexametaphosphates, which may be hydrated or not, preferably in the form of a salt, preferably an alkali metal salt, such as sodium hexametaphosphate; tripolyphosphates, which may be hydrated or not, preferably in the form of a salt, preferably an alkali metal salt, such as sodium tripolyphosphate; trimetaphosphates, which may be hydrated or not, preferably in the form of a salt, preferably an alkali metal salt, for example sodium trimetaphosphate; ○ and mixtures thereof; - and mixtures thereof.
[0147] The polyphosphorus derivative may be selected from: - inorganic polyphosphate derivatives selected from hydrated or non-hydrated alkali metal pyrophosphates, such as sodium pyrophosphate, potassium pyrophosphate, sodium pyrophosphate decahydrate; and polyphosphates, such as sodium hexametaphosphate, sodium polyphosphate, sodium tripolyphosphate, sodium trimetaphosphate; and mixtures thereof; - organic polyphosphonate derivatives, such as polyphosphonic acids, such as organic polyphosphorus derivatives selected from EDTMP, DETMP, ATMP, HEDP, DTPMP, and mixtures thereof; - and mixtures thereof.
[0148] The polyphosphorus derivative is a compound belonging to any one of the following formulae (I), (II) and (III); or a mixture thereof:
[0149] [ka]
[0150] and also solvates thereof, such as hydrates, In the above formula, n is in the range of 2 to 10, preferably 2 to 6, and even better still 2 to 3; m is in the range of 2 to 10, preferably 2 to 6; - Y represents an alkyl chain containing at least one phosphorus atom and optionally one or more non-phosphorus heteroatoms, or a cyclic carbocyclic group optionally containing one or more heteroatoms, said hydrocarbon-based group being substituted with one or more groups containing one or more phosphorus atoms, M or M' represents a hydrogen atom, an alkali metal or an alkaline earth metal, ----- represents a single bond when M or M' is H, or an ionic bond.
[0151] It is understood that when M or M' is other than H, M or M' is such that the overall charge of the molecule is zero. Thus, in the case of a divalent metal, M or M' can represent the same divalent metal.
[0152] The polyphosphorus derivative of formula (I) is linear.
[0153] The polyphosphorus derivative of formula (II) is cyclic.
[0154] The polyphosphorus derivative may be an inorganic polyphosphate compound selected from: polyphosphates, preferably sodium and / or potassium, and / or their hydrates; and mixtures thereof, such as sodium hexametaphosphate (SHMP),
[0155] [ka]
[0156] Sodium polyphosphate, sodium tripolyphosphate, sodium trimetaphosphate, preferably sodium tripolyphosphate having the formula:
[0157] [ka]
[0158] Pyrophosphates and / or hydrates thereof, preferably selected from sodium and / or potassium pyrophosphate and hydrates thereof, and mixtures thereof, e.g. Sodium pyrophosphate decahydrate having the formula:
[0159] [ka]
[0160] or potassium pyrophosphate having the formula:
[0161] [ka]
[0162] The polyphosphoric acid derivative is preferably a polyphosphoric acid, a polyphosphonic acid, such as EDTMP, DETMP, ATMP, HEDP, DTPMP.
[0163] [ka]
[0164] , DETMP and mixtures thereof; - iminodi(methylphosphonic) acid (example L) or its salts, and mixtures thereof;
[0165] [ka]
[0166] - Tetrasodium etidronate of the following formula (Example K)
[0167] [ka]
[0168] - and mixtures thereof.
[0169] In one embodiment of the present invention, the acid or salt thereof having two or more pKa values is selected from polyphosphoric acid and its salts.
[0170] Examples of polyphosphoric acids and their salts include pyrophosphoric acid, sodium polyphosphate, sodium pyrophosphate, particularly tetrabasic sodium pyrophosphate, sodium pyrophosphate decahydrate, sodium tripolyphosphate, and sodium hexametaphosphate.
[0171] In a preferred embodiment of the present invention, the acid or salt thereof having two or more pKa values is selected from non-polymeric acids such as citric acid and phytic acid, and polymeric acids or salts thereof such as polyphosphoric acid and salts thereof. In a particularly preferred embodiment, the phytic acid having two or more pKa values is phytic acid.
[0172] The amount of acid or salt thereof having two or more pKa values in the composition according to the present invention may be 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, based on the total weight of the composition.
[0173] The amount of acid or salt thereof having two or more pKa values in the composition according to the invention may be up to 5% by weight, preferably up to 3% by weight, more preferably up to 2% by weight, relative to the total weight of the composition.
[0174] The amount of the non-polymeric acid or salt thereof having two or more pKa values in the composition according to the present invention may be from 0.01% to 5% by weight, preferably from 0.05% to 3% by weight, based on the total weight of the composition.
[0175] - Anionic surfactants The composition according to the present invention may or may not contain at least one anionic surfactant other than (b) glycolipid. A single type of anionic surfactant may be used, but two or more different types of anionic surfactants may also be used in combination.
[0176] The anionic surfactant may be selected from amino acid surfactants and taurine surfactants.
[0177] Amino Acid Surfactants The term "amino acid surfactant" as used herein refers to an anionic surfactant based on amino acid or its derivative. Typically, amino acid surfactant is an anionic surfactant that contains at least one amino moiety and at least one carboxylic acid moiety in the form of carboxylate. Amino acid surfactant may have two or more amino moieties and / or two or more carboxylic acid moieties in the form of carboxylate. Amino acid surfactant may also be called amino acid-based surfactant.
[0178] The amino acid surfactants are different from the taurine surfactants herein.
[0179] Amino acid surfactant can be preferably selected from amino acid derivative.Amino acid derivative can be more preferably selected from the salt of amino acid and N-acylated amino acid, for example, the alkali metal salt and alkaline earth metal salt of amino acid and N-acylated amino acid, for example, the sodium salt, potassium salt, magnesium salt and calcium salt of amino acid and N-acylated amino acid.Therefore, amino acid surfactant is preferably N-acylated amino acid surfactant.
[0180] The acyl groups that form the N-acyl moiety of amino acid derivatives are C1-C 30 Acyl group, preferably C6-C 28 Acyl groups, more preferably C 12 ~C 24 It may be an acyl group.
[0181] Even more preferably, the amino acid surfactant may be selected from the group consisting of glutamate, N-acylated glutamate, aspartate, N-acylated aspartate, and salts thereof.
[0182] The carboxylates of these amino acids can be formed by conventional means such as neutralizing the respective amino acid with a base. The amine group located on the α- or β-carbon of the neutralized amino acid is acylated with a fatty acid halide (acyl halide) in the presence of a base via the well-known Schotten-Baumann reaction to generate an amide, thus forming the desired surfactant reaction product, i.e., the amino acid surfactant. Suitable acyl halides for acylation of the amino acid carboxylates include acyl chlorides, acyl bromides, acyl fluorides and acyl iodides. The acyl halides can be saturated or unsaturated, linear or branched, C8-C 22They can be prepared by reacting fatty acids with thionyl halides (bromides, chlorides, fluorides and iodides). Representative acyl halides include, but are not limited to, acyl chlorides selected from decanoyl chloride, dodecanoyl chloride (lauroyl chloride), cocoyl chloride (fatty acid chloride derived from coconut oil), tetradecanoyl chloride (myristoyl chloride), hexadecanoyl chloride (palmitoyl chloride), octadecanoyl chloride (stearoyl chloride), 9-octadecenoyl chloride (oleoyl chloride), eicosanoyl chloride (arachidoyl chloride), docosanoyl chloride (behenoyl chloride), and any mixtures thereof. Other acyl halides include bromides, fluorides and iodides of the aforementioned fatty acids. Methods for preparing acyl halides and alternative methods for acylating amino acids are described in U.S. Patent Application Publication No. 2008 / 0200704, published Aug. 21, 2008, which is incorporated herein by reference.
[0183] In one embodiment, the amino acid based anionic surfactant is represented by formula (A):
[0184] [ka]
[0185] [In formula: Z represents a saturated or unsaturated, linear or branched hydrocarbon group having 8 to 22 carbon atoms; X is hydrogen or a methyl group; n is 0 or 1, Y is hydrogen, -CH3, -CH(CH3)2, -CH2CH(CH3)2, -CH(CH3)CH2CH3, -CH2C6H5, -CH2C2H4OH, -CH2OH, -CH(OH)CH3, -(CH2)4NH2, -(CH2)3NHC(NH)NH2, -CH2C(O)O - M + , -(CH2)2C(O)OH, -(CH2)2C(O)O - M + is selected from M is a salt-forming cation with COO as the counter anion, such as sodium, potassium, ammonium or triethanolamine.
[0186] According to a preferred embodiment of the present invention, in the amino fatty acid of formula (A): Z is a saturated or unsaturated linear C8-C 18 represents an alkyl group, in particular a cocoyl group, X is hydrogen; n is 0, Y is hydrogen; M is a salt-forming cation with COO as the counter anion, such as sodium, potassium, ammonium, or triethanolamine.
[0187] Examples of amino acid surfactants include salts of alanine, arginine, aspartic acid, glutamic acid, glycine, isoleucine, leucine, lysine, phenylalanine, serine, tyrosine, valine, sarcosine, and mixtures of any of these. More specifically, dipotassium capryloyl glutamate, dipotassium undecylenoyl glutamate, disodium capryloyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium capryloyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium capryloyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium olivoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, sodium undecylenoyl glutamate, cocoyl methyl β-alanine β-alaninate), lauroyl β-alanine, lauroyl methyl β-alanine, myristoyl β-alanine, potassium lauroyl methyl β-alanine, sodium cocoyl alanine, sodium cocoyl methyl β-alanine and sodium myristoyl methyl β-alanine, palmitoyl glycine, sodium lauroyl glycine, sodium cocoyl glycine, sodium myristoyl glycine, potassium lauroyl glycine, potassium cocoyl glycine, potassium lauroyl sarcosinesarcosinate), potassium cocoyl sarcosine, sodium cocoyl sarcosine, sodium lauroyl sarcosine, sodium myristoyl sarcosine, sodium oleoyl sarcosine, sodium palmitoyl sarcosine, ammonium lauroyl sarcosine, sodium lauroyl aspartate, sodium myristoyl aspartate, sodium cocoyl aspartate, sodium caproyl aspartate, disodium lauroyl aspartate, disodium myristoyl aspartate, disodium cocoyl aspartate, disodium caproyl aspartate, potassium lauroyl aspartate, potassium myristoyl aspartate, potassium cocoyl aspartate, potassium caproyl aspartate, dipotassium lauroyl aspartate, dipotassium myristoyl aspartate, dipotassium cocoyl aspartate, dipotassium caproyl aspartate, and mixtures thereof.
[0188] For example, one may refer to the following commercially available amino acid surfactants: sarcosinates, such as sodium lauroyl sarcosinate sold under the name Sarkosyl NL 97® by the company Ciba or Oramix L 30® by the company Seppic, sodium myristoyl sarcosinate sold under the name Nikkol Sarcosinate MN® by Nikko Chemicals Co., Ltd. or sodium palmitoyl sarcosinate sold under the name Nikkol Sarcosinate PN® by Nikko Chemicals Co., Ltd. alaninates, such as sodium N-lauroyl-N-methylamidopropionate sold under the name Sodium Nikkol Alaninate LN 30® by Nikko Chemicals Co., Ltd. or Alanone ALE® by Kawaken Fine Chemicals Co., Ltd., or triethanolamine N-lauroyl-N-methylalanine sold under the name Alanone ALTA® by Kawaken Fine Chemicals Co., Ltd., or sodium cocoyl alanine sold under the name Amilite® ACS-12 by Ajinomoto Co., Inc., glutamates, such as triethanolamine monococoyl glutamate sold under the name Acylglutamate CT-12® by Ajinomoto Co., triethanolamine lauroyl glutamate sold under the name Acylglutamate LT-12® by Ajinomoto Co., disodium stearoyl glutamate sold under the name Amisoft® HS-21P by Ajinomoto Co., and mixtures thereof, sodium cocoyl glutamate sold under the name Plantapon® Amino SF-N by BASF Japan, disodium cocoyl glutamate sold under the name Plantapon® Amino SCG-L by BASF Japan and disodium / sodium cocoyl glutamate sold under the name Amisoft® CS-22 by Ajinomoto Co., aspartates, for example the mixture of N-lauroyl triethanolamine aspartate and N-myristoyl triethanolamine aspartate sold under the name Asparack® by the company Mitsubishi; glycine derivatives (glycinates), such as sodium N-cocoyl glycine sold under the names Amilite GCS-12® and Amilite GCK 12 by Ajinomoto Co., Inc. citrates, for example the citric acid monoester of oxyethylenated (9 mol) coco alcohol sold under the name Witconol EC 1129 by the company Goldschmidt, Galacturonates, for example sodium dodecyl D-galactosiduronate sold by the company Soliance.
[0189] Taurine Surfactant The term "taurine surfactant" as used herein means an anionic surfactant that contains at least one taurine moiety. Taurine surfactants may also be referred to as taurine-based surfactants.
[0190] The taurine surfactant is preferably an acyltaurine, more preferably an N-acyltaurine, even more preferably an N-acylmethyltaurine (ie, N-acyl-N-methyltaurine).
[0191] Taurine surfactants include those of Formula I:
[0192] [ka]
[0193] [In the formula, R 7 (C8~C 22 ) alkyl, R 8 is H or (C1-C4) alkyl, R 9 and R 10 are each independently H or (C1-C4) alkyl; M + is a sodium, potassium, or ammonium cation.
[0194] The taurine surfactant may be selected from the group consisting of taurine, caproyl taurine, lauroyl taurine, myristoyl taurine, palmitoyl taurine, stearoyl taurine, oleoyl taurine, cocoyl taurine, methyl taurine, coconut oil fatty acid methyl taurine, palm kernel oil fatty acid methyl taurine, hydrogenated palm kernel oil fatty acid methyl taurine, beef tallow fatty acid methyl taurine, hydrogenated beef tallow fatty acid methyl taurine, caproyl methyl taurine, lauroyl methyl taurine, myristoyl methyl taurine, palmitoyl methyl taurine, stearoyl methyl taurine, oleoyl methyl taurine, cocoyl methyl taurine, methyl taurine cocoyl methyl taurine, and salts thereof.
[0195] For example, taurine surfactants include sodium methyl lauroyl taurate, sodium methyl myristoyl taurate, potassium methyl myristoyl taurate, sodium methyl cocoyl taurate, sodium methyl oleoyl taurate, calcium methyl lauroyl taurate, potassium methyl lauroyl taurate, and ammonium methyl lauroyl taurate. Similarly, in some cases, the taurine surfactant is sodium methyl cocoyl taurate.
[0196] Examples of taurine surfactants include, but are not limited to, the following: - the sodium salt of palm kernel methyl taurine sold under the name Hostapon CT Pate® by the company Clariant; - sodium N-cocoyl-N-methyl taurate sold under the name Hostapon LT-SF® by Clariant or under the name Nikkol CMT-30-T® by Nikko Chemicals Co., Ltd; - sodium methylstearoyl taurate sold under the name Nikkol SMT®; and - Sodium palmitoyl methyl taurate, sold under the name Nikkol PMT® by Nikko Chemicals Co., Ltd.
[0197] The amount of anionic surfactant in the composition according to the invention may be at least 0.5% by weight, preferably at least 1% by weight, more preferably at least 2% by weight, relative to the total weight of the composition.
[0198] The amount of anionic surfactant in the composition according to the invention may be up to 20% by weight, preferably up to 15% by weight, more preferably up to 10% by weight, relative to the total weight of the composition.
[0199] The amount of anionic surfactant in the composition according to the present invention may be from 0.5% to 20% by mass, preferably from 1% to 15% by mass, and more preferably from 2% to 10% by mass, relative to the total mass of the composition.
[0200] - Amphoteric surfactants The composition according to the invention may or may not contain at least one amphoteric surfactant. A single type of amphoteric surfactant may be used, but two or more different types of amphoteric surfactants may also be used in combination.
[0201] The amphoteric or zwitterionic surfactants can be, for example (non-limiting list), amine derivatives, such as aliphatic secondary or tertiary amines, and optionally quaternized amine derivatives, where the aliphatic group is straight or branched chain containing 8 to 22 carbon atoms and at least one water-solubilizing anionic group (e.g., carboxylate, sulfonate, sulfate, phosphate, or phosphonate).
[0202] The amphoteric surfactant may be selected from the group consisting of betaines and amidoamine carboxylated derivatives.
[0203] The amphoteric surfactant may be selected from betaine type surfactants.
[0204] Betaine type amphoteric surfactants include alkyl betaines, alkyl amido alkyl betaines, sulfo betaines, alkyl sulfo betaines, phospho betaines, alkyl phospho betaines and alkyl amido alkyl sulfo betaines, specifically (C8 to C 24 ) Alkyl betaine, (C8-C 24 ) Alkylamide (C1-C8) alkyl betaine, sulfobetaine, (C1-C8) alkyl sulfobetaine, phosphobetaine, (C1-C8) alkyl phosphobetaine and (C8-C 24 In one embodiment, the betaine type amphoteric surfactant may be selected from the group consisting of (C8-C) alkylamide (C1-C8) alkylsulfobetaines. 24 ) Alkyl betaine, (C8-C 24 ) alkylamido (C1-C8) alkylsulfobetaines, sulfobetaines, (C1-C8) alkylsulfobetaines and phosphobetaines.
[0205] Non-limiting examples that may be mentioned include the compounds classified in the CTFA International Cosmetic Ingredient Dictionary & Handbook, 15th Edition, 2014, under the names coco betaine, lauryl betaine, cetyl betaine, coco / oleamidopropyl betaine, cocamidopropyl betaine, palmitamidopropyl betaine, stearamidopropyl betaine, cocamidoethyl betaine, cocamidopropyl hydroxysultaine, oleamidopropyl hydroxysultaine, coco hydroxysultaine, lauryl hydroxysultaine and coco sultaine, alone or in mixtures.
[0206] The amphoteric surfactants of the betaine type (betaines) may be alkyl betaines, alkyl sulfo betaines and alkyl amido alkyl betaines, in particular coco betaine, sulfopropyl betaine and cocamidopropyl betaine.
[0207] Among the amidoamine carboxylated derivatives, mention may be made of the products sold under the name Miranol and described in U.S. Pat. Nos. 2,528,378 and 2,781,354 and classified in the CTFA Dictionary, Third Edition, 1982, the disclosures of which are incorporated herein by reference, under the names amphocarboxyglycinates and amphocarboxypropionates, having the respective structures: R1-CONHCH2CH2-N + (R2)(R3)(CH2COO - )M + X - (B1) [In the formula, R1 represents the alkyl, heptyl, nonyl or undecyl group of the acid R1-COOH present in the hydrolyzed coconut oil; R2 represents a beta-hydroxyethyl group; R3 represents a carboxymethyl group; M + represents a cationic ion derived from an alkali metal such as sodium, an ammonium ion, or an ion derived from an organic amine, X - denotes an organic or inorganic anion, such as a halide, acetate, phosphate, nitrate, alkyl(C1-C4)sulfate, alkyl(C1-C4)- or alkyl(C1-C4)aryl-sulfonate, in particular methylsulfate and ethylsulfate; or M + and X - does not exist]; R1'-CONHCH2CH2-N(B)(C) (B2) [In the formula, R1' is the alkyl group of the acid R1'-COOH present in coconut oil or hydrolyzed linseed oil, C7, C9, C 11 Or C 13 Alkyl group, C 17 Alkyl groups and their isoforms, or unsaturated C 17 represents a group, B represents -CH2CH2OX'; C is -(CH2)z -Y' (wherein z=1 or 2), X' represents a -CH2-COOH group, -CH2-COOZ', -CH2CH2-COOH, -CH2CH2-COOZ', or a hydrogen atom; Y' represents a -COOH, -COOZ', -CH2-CHOH-SO3Z', -CH2-CHOH-SO3H group or a -CH2-CH(OH)-SO3-Z' group; In these formulas, Z' represents an ion of an alkali metal or alkaline earth metal, such as a sodium ion, an ion derived from an organic amine, or an ammonium ion; and R a'' -NH-CH(Y'')-(CH2) n -C(O)-NH-(CH2) n' -N(Rd)(Re) (B'2) [In the formula, Y″ represents —C(O)OH, —C(O)OZ″, —CH2—CH(OH)—SO3H or —CH2—CH(OH)—SO3-Z″ (wherein Z″ represents a cationic ion derived from an alkali metal or alkaline earth metal, such as a sodium ion, an ion derived from an organic amine or an ammonium ion); Rd and Re each represent a C1-C4 alkyl group or a C1-C4 hydroxyalkyl group; R a'' is C from the acid 10 ~C 30 represents an alkyl group or an alkenyl group represented by the formula: n and n' independently represent an integer of 1 to 3.
[0208] The amphoteric surfactants having the formula B1 and B2 are (C8-C 24 )-Alkyl amphomonoacetate, (C8-C 24 ) Alkyl amphodiacetate, (C8-C 24 ) Alkyl amphomonopropionate and (C8-C 24 ) alkyl amphodipropionates.
[0209] These compounds are classified in the CTFA Dictionary, 5th Edition, 1993 under the names disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphopropionate, disodium caprylamphodipropionate, disodium caprylamphodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.
[0210] Mention may be made, by way of example, of cocoamphodiacetate sold under the trade name Miranol® C2M concentrate by the company Rhodia Chimie.
[0211] Among the compounds of formula (B'2), mention may be made of sodium diethylaminopropyl cocoaspartamide (CTFA), sold under the name CHIMEXANE HB by the company CHIMEX.
[0212] The amount of amphoteric surfactant 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 1% by weight relative to the total weight of the composition.
[0213] The amount of amphoteric surfactant in the composition according to the invention may be up to 15% by weight, preferably up to 10% by weight, more preferably up to 5% by weight, relative to the total weight of the composition.
[0214] The amount of amphoteric surfactant in the composition according to the present invention may be from 0.01% to 15% by mass, preferably from 0.1% to 10% by mass, more preferably from 1% to 5% by mass, relative to the total mass of the composition.
[0215] In one embodiment of the present invention, the total amount of surfactants, including (b) glycolipid and optional anionic surfactant, in the composition is not particularly limited, but is generally 3 to 30 mass %, preferably 5 to 25 mass %, and more preferably 7 to 20 mass %, relative to the total mass of the composition.
[0216] In another embodiment of the present invention, the mass ratio of the (b) glycolipid to the total amount of surfactants other than the (b) glycolipid, such as the above-mentioned anionic surfactants, contained in the composition may be 10:1 to 1:5, preferably 5:1 to 1:3, more preferably 3:1 to 1:2. In another embodiment, the composition according to the present invention contains the (b) glycolipid in an amount equal to or greater than the total amount of surfactants other than the (b) glycolipid, such as the anionic surfactants.
[0217] - 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.
[0218] The pH of the composition according to the present invention may be 4-8, preferably 4.5-7.5, and more preferably 5-7.
[0219] 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.
[0220] 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, based on the total mass of the composition.
[0221] The pH value of the composition according to the present invention is not particularly limited, but is generally in the range of 3-9, preferably 4-8.
[0222] - Optional Ingredients In addition to the above-mentioned components, the composition according to the present invention may contain optional components typically used in cosmetics, specifically, (b) surfactants / emulsifiers other than glycolipids; for example, hydrophilic or lipophilic thickeners derived from synthetic thickeners; volatile or non-volatile organic solvents such as ethanol; polyols such as glycerin, pentylene glycol, dipropylene glycol, propylene glycol, butylene glycol, propanediol, and sorbitol; anionic polymers; amphoteric polymers; nonionic polymers such as beta-glucan; silicones and silicone derivatives; fatty acids such as higher fatty acids having 6 to 24 carbon atoms; natural extracts derived from animals or plants other than (a) cationic polymers; waxes; preservatives such as caprylyl glycol and phenoxyethanol; antioxidants such as tocopherol; salts such as NaCl; and the like, within a range that does not impair the effects of the present invention.
[0223] The composition according to the present invention may contain the above optional components in an amount of 0.01% by mass to 30% by mass, preferably 0.05% by mass to 20% by mass, and more preferably 0.1% by mass to 10% by mass, relative to the total mass of the composition.
[0224] [Preparation] The composition according to the present invention can be prepared by mixing the essential components described above and, where necessary, the optional components described above.
[0225] The method and means for mixing the above essential components and optional components are not limited. Any conventional method and means can be used to mix the above essential components and optional components to prepare the composition according to the present invention.
[0226] The composition according to the present invention can be prepared by simple or easy mixing with conventional mixing means such as stirrers and homogenizers. Also, heating may not be required. Therefore, the preparation method of the composition according to the present invention can be environmentally friendly.
[0227] [form] The composition according to the present invention may be in any form.
[0228] For example, the composition according to the invention may be in the form of a solution, in particular an aqueous solution, a toner, a serum or a lotion.
[0229] In another embodiment, the compositions according to the present invention may be in the form of a solution. In this embodiment, the compositions according to the present invention may be packaged with an automatic foam pump that allows the consumer to apply the composition as a foam.
[0230] The composition according to the invention before being diluted may have a transparent or translucent appearance, preferably a transparent appearance.
[0231] Clarity may be measured by measuring turbidity (e.g., with a HACH 2100Q Portable Turbidimeter). The turbidity of the compositions according to the invention may be less than 400 NTU (semi-transparent), preferably less than 350 NTU, more preferably less than 300 NTU (transparent).
[0232] [Beauty use] The composition according to the present invention may be intended to be used as a cosmetic composition. Therefore, the cosmetic composition according to the present invention may be intended to be applied onto keratinous materials. Keratinous materials herein mean materials that contain keratin as the main component, examples of which include skin, scalp, nails, lips, hair, etc. Therefore, it is preferred that the cosmetic composition according to the present invention is used in a cosmetic method for keratinous materials, particularly skin.
[0233] Therefore, the cosmetic composition according to the present invention may be a dermocosmetic composition, preferably a skin care composition, more preferably a face care composition.
[0234] In particular, the composition according to the present invention is useful for cleansing, and therefore, it is preferred that the composition according to the present invention is a cleansing composition, more preferably a cleansing composition for the skin, and even more preferably a cleansing composition for the face.
[0235] [Cosmetic methods and uses] The present invention also relates to: - a cosmetic method for keratinous materials such as the skin, comprising the steps of applying a composition according to the invention to the keratinous materials and, optionally, removing the composition from the keratinous materials, or - the use of a composition according to the invention for caring for or cleansing keratinous materials such as the skin.
[0236] By cosmetic method is meant herein non-therapeutic cosmetic methods, such as cosmetic methods for caring for or cleansing the surface of keratinous materials, such as the skin.
[0237] The removal step in the cosmetic method according to the present invention can be carried out, for example, by washing the composition according to the present invention off keratinous materials such as skin with water.
[0238] If no removal step is performed, (b) the glycolipid can impart anti-inflammatory, anti-allergic or antibacterial properties to keratinous materials, and therefore the cosmetic method according to the present invention may be useful for the care of keratinous materials such as skin, and is believed to be particularly useful for the care of acne-prone and sensitive skin.
[0239] When a removal step is performed, (b) the glycolipid can function as a surfactant, so that the cosmetic method according to the present invention can be useful for cleansing keratinous materials such as skin.
[0240] When the composition according to the invention is diluted with water, the composition according to the invention may cause precipitation.
[0241] Therefore, if a keratinous material such as skin is wet with water before or after the step of applying the composition according to the present invention to the keratinous material, the composition according to the present invention may cause precipitation on the keratinous material.
[0242] On the other hand, if the keratinous material is wet with water before the step of removing the composition according to the present invention from the keratinous material such as skin, the composition according to the present invention may also cause precipitation on the keratinous material.
[0243] Accordingly, it is preferred that a keratinous material, such as the skin, is wetted with water before or after the step of applying the composition according to the invention to the keratinous material, or before removing the composition according to the invention from the keratinous material.
[0244] The precipitate contains (b) glycolipids and may therefore provide various benefits to keratinous materials such as skin, such as anti-inflammatory, anti-allergic, or antibacterial properties, and is believed to be particularly useful for acne-prone and sensitive skin.
[0245] Furthermore, the precipitate contains (b) a glycolipid that can function as a surfactant, and therefore the precipitate can be effectively used for cleansing keratinous materials such as skin by further washing the precipitate off the keratinous materials with water, and is considered to be particularly preferable for cleansing keratinous materials such as skin to remove make-up from the keratinous materials.
[0246] The present invention may also relate to the use of (a) at least one cationic polymer selected from polylysine having a molecular weight of less than 20,000, preferably less than 15,000, more preferably less than 10,000, in a composition comprising (b) at least one glycolipid, to give a precipitate comprising (b) the glycolipid upon dilution of the composition.
[0247] The above explanations regarding (a) the cationic polymer and (b) the glycolipid for the composition according to the present invention may be applicable to the above uses. EXAMPLES
[0248] The present invention will now be described in more detail by means of examples, which should not, however, be construed as limiting the scope of the present invention.
[0249] (Examples 1 to 20 and Comparative Examples 1 to 7) [Preparation] Each of the compositions according to Examples 1 to 20 and Comparative Examples 1 to 7 was prepared by mixing the components shown in Tables 1 to 5 (Tables 2 to 6). All values for the amount of components in Table 1 (Table 2) are based on the "mass %" of the active ingredient. Epsilon-poly-L-lysine (Mw: about 4,700 Da, PL-25 obtained from JNC corporation) was used as the polylysine. As the glycolipid, a rhamnolipid surfactant obtained from EVONIK (product name: RHEANCE (registered trademark) One) was used.
[0250] [evaluation] (Appearance and condition) The appearance of each composition immediately after preparation was observed with the naked eye and evaluated according to the following criteria. Good: The appearance was transparent. Poor: The appearance was hazy. Very poor: Precipitation was observed.
[0251] The state of each composition according to Example 1 and Comparative Examples 1 to 3 is shown in Table 1 (Table 2).
[0252] (Dilution test) Each composition was diluted with water to 5 times its volume at room temperature (25° C.) The dilution test mimics the use of a composition according to the invention in wet conditions, for example in a bathroom.
[0253] The precipitation of each composition was visually evaluated according to the following criteria. Very good: transparent appearance with precipitation observed. Good: Appearance changed from clear to hazy, or precipitation was observed from the hazy appearance. Poor: No change in appearance was observed.
[0254] The more precipitation that occurs in the dilution test, the more the composition according to the invention can provide a deposit containing glycolipids to the keratinous material, which is beneficial because glycolipids have various biological activities such as anti-inflammatory, anti-allergic and antibacterial efficacy, and can also provide a moisturizing texture.
[0255] The results are shown in Tables 1 to 5 below.
[0256] [Table 2]
[0257] [Table 3]
[0258] [Table 4]
[0259] [Table 5]
[0260] [Table 6]
[0261] As can be seen in the table, the compositions according to Examples 1 to 20, which contain a specific combination of (a) cationic polymer and (b) glycolipid components, showed a transparent appearance and good results in the dilution test. The good results in the dilution test indicate that the compositions can effectively provide a deposit containing glycolipid to keratinous materials such as skin, thereby imparting various biological activities such as anti-inflammatory efficacy, anti-allergic efficacy, and antibacterial efficacy, as well as enhanced moisturizing texture.
[0262] On the other hand, the compositions according to Comparative Examples 1 to 7 that do not include the specific combination of the present invention could not show a transparent appearance and / or good results in the dilution test.
[0263] In addition, the composition containing polylysine as the (a) cationic polymer (Example 1) is in a liquid state, which is beneficial because it can be easily spread on keratinous materials such as skin. On the other hand, the compositions containing other cationic polymers (Comparative Examples 1 to 3) become jelly-like and do not stick to the skin. Therefore, the composition according to the present invention shows excellent properties in terms of adhesion.
[0264] Accordingly, the composition according to the invention can be said to be highly suitable as a cosmetic composition for the care and / or cleansing of keratinous materials, since it is able to provide the keratinous materials with the benefit of the biological activity provided by glycolipids whilst exhibiting a transparent appearance.
Claims
1. (a) at least one cationic polymer selected from polylysine, (b) at least one glycolipid and A composition comprising, preferably a cosmetic composition, more preferably a skin cosmetic composition, A composition in which the molecular weight of the cationic polymer is less than 20,000, preferably less than 15,000, and more preferably less than 10,000.
2. The composition according to claim 1, wherein the molecular weight of the cationic polymer (a) is greater than 1,000, preferably greater than 1,500, and more preferably greater than 2,000.
3. The composition according to claim 1, wherein the amount of the cationic polymer (a) in the composition is 0.01% to 10% by mass, preferably 0.05% to 5% by mass, and more preferably 0.1% to 3% by mass, based on the total mass of the composition.
4. The composition according to claim 1, wherein the glycolipid (b) is selected from rhamnolipid.
5. The composition according to claim 1, wherein the amount of the glycolipid (b) in the composition is 0.01% to 20% by mass, preferably 0.1% to 15% by mass, and more preferably 1% to 10% by mass, based on the total mass of the composition.
6. The composition according to claim 1, wherein the composition further comprises at least one acid or a salt thereof having two or more pKa values.
7. The composition according to claim 6, wherein the amount of the acid or salt thereof having two or more pKa values in the composition is 0.01% to 5% by mass, preferably 0.05% to 3% by mass, based on the total mass of the composition.
8. The composition according to claim 1, wherein the composition further comprises at least one anionic surfactant selected from amino acid surfactants and taurine surfactants.
9. The composition according to claim 8, wherein the amount of the anionic surfactant in the composition is 0.5% to 20% by mass, preferably 1% to 15% by mass, and more preferably 2% to 10% by mass, based on the total mass of the composition.
10. The composition according to claim 1, wherein the composition further comprises at least one amphoteric surfactant, preferably in an amount of 0.01% to 20% by mass, more preferably 0.1% to 15% by mass, and even more preferably 1% to 10% by mass, based on the total mass of the composition.
11. The composition according to claim 1, wherein the total amount of surfactant containing the (b) glycolipid in the composition is 3% to 30% by mass, preferably 5% to 25% by mass, and more preferably 7% to 20% by mass, based on the total mass of the composition.
12. The composition according to claim 1, wherein the mass ratio of the glycolipid (b) in the composition to the total amount of the surfactants other than the glycolipid (b) is 10:1 to 1:5, preferably 5:1 to 1:3, and more preferably 3:1 to 1:
2.
13. The composition according to claim 1, wherein the pH of the composition is 4 to 8, preferably 4.5 to 7.5, and more preferably 5 to 7.
14. The composition according to claim 1, which is a cleansing composition, preferably a cleansing composition for the skin, and more preferably a cleansing composition for the face.
15. A cosmetic method for keratinous substances in the skin, etc. The steps include applying the composition described in any one of claims 1 to 14 to the keratin substance, The process optionally involves removing the composition from the keratin substance. Methods that include...