Compositions containing sophorolipids and lactic acid

Abstract

The present invention relates to a composition comprising a sophorolipid and lactic acid or a salt thereof at a specific concentration.

Description

[Technical Field]

[0001] The present invention relates to a composition comprising a sophorolipid and lactic acid or a salt thereof at a specific concentration.

[0002] Background technology US Patent No. 2022064577 discloses a method for treating a skin conditioner comprising at least one pH adjusting agent and A cleaning composition comprising at least one biosurfactant selected from the group consisting of glycolipids, lipopeptides, and mixtures thereof, the composition having a pH of about 1 to about 14, is disclosed.

[0003] A drawback of the disclosed system is that the concentration of biosurfactant is very low, so its inclusion in the formulation does not substantially affect the sustainability profile. Another drawback is the use of a racemic solution of lactic acid, which therefore cannot guarantee the elimination of d-lactic acid from the solution, and this should be avoided. While it is not a highly toxic compound, it has been identified as a significant marker and toxic metabolite that can cause health problems (Pohanka Md-Lactic Acid as a Metabolite: Toxicology, Diagnosis, and Detection. Biomed Res Int. 2020 Jun 17; 2020).

[0004] Indian Patent No. 202011005229 discloses various cleansing body bath formulations for pets containing rhamnolipids as surfactants. Among other things, lactic acid is used as a pH adjuster. The body bath itself is also described as exhibiting antibacterial properties. One drawback is that the antibacterial activity of biosurfactants can potentially disrupt the skin's microflora. Another drawback is the use of a racemic solution of lactic acid, which therefore cannot guarantee the elimination of d-lactic acid from the solution, and this should be avoided. While not a highly toxic compound, it has been identified as a significant marker and toxic metabolite that can cause health problems (Pohanka Md-Lactic Acid as a Metabolite: Toxicology, Diagnosis, and Detection. Biomed Res Int. 2020 Jun 17; 2020).

[0005] Silveira, VAI, Kobayashi, RKT, de Oliveira Junior, and AGet et al. evaluated the antibacterial effect of sophorolipids combined with lactic acid in an ethanol-based solution against certain bacteria (Braz. J. Microbiol. 2021, 52, 1769-1778). The addition of ethanol is a drawback, as its penetration enhancer properties can lead to skin irritation and dryness. Another drawback is that ethanol affects viscosity, potentially contributing to the formulation's low viscosity. Another drawback regarding cleansing power is the identified lactone C18:1 diacetylated form, which is lower than the respective acidic forms. The patent lists the ratio of lactic acid to sophorolipid, using 10 times more lactic acid than sophorolipid, which can also be seen as a drawback, as it may affect the formulation's pKs value. Another drawback is the use of a racemic solution of lactic acid, which therefore cannot guarantee the exclusion of d-lactic acid from the solution and should be avoided. Although it is not a highly toxic compound, it has been identified as a significant marker and toxic metabolite that can cause health problems (Pohanka Md-Lactic Acid as a Metabolite: Toxicology, Diagnosis, and Detection. Biomed Res Int. 2020 Jun 17;2020).

[0006] The IMBanat group (FEMS Microbiology Letters. 2016, 363, fnv224) demonstrated that biosurfactants can have antibacterial properties against certain Gram-positive and Gram-negative bacteria. An example is a combination of 1% sophorolipids and 0.8% lactic acid. One drawback of this application is that the lactic acid-to-biosurfactant ratio is relatively high, which may increase the likelihood of skin irritation. These high concentrations of biosurfactants, along with their antibacterial activity, can potentially imbalance the skin microflora and lead to inflammatory skin conditions. Another drawback is the use of a racemic solution of lactic acid, which therefore cannot guarantee the elimination of d-lactic acid from the solution, and this should be avoided. Although it is not a highly toxic compound, it has been identified as a significant marker and toxic metabolite that can cause health problems (Pohanka Md-Lactic Acid as a Metabolite: Toxicology, Diagnosis, and Detection. Biomed Res Int. 2020 Jun 17;2020).

[0007] It is an object of the present invention to provide a composition that has excellent cleansing properties, especially on skin surfaces.

[0008] MODE FOR CARRYING OUT THE INVENTION Surprisingly, it has been found that a combination of sophorolipids and lactic acid solves the problem of the present invention.

[0009] The present invention therefore relates to compositions comprising sophorolipids and lactic acid or a salt thereof at specific concentrations, and uses thereof.

[0010] One advantage of the compositions according to the invention is reduced foaming, which is desirable in, for example, eye make-up removal applications and advantageously avoids excessive foam leakage, especially in machine-based cleaning processes.

[0011] A further advantage is that the need for microbially active prophylactic agents is reduced.

[0012] A further advantage of the compositions according to the invention is their low viscosity and therefore simple processing in any desired aqueous surfactant system.

[0013] A further advantage of the compositions according to the invention is their good skin and hair cleansing properties.

[0014] A further advantage of the compositions according to the invention is their good make-up removal properties.

[0015] A further advantage of the compositions according to the invention is their good lipstick removal properties.

[0016] A further advantage of the compositions according to the invention is their good eye make-up removing properties.

[0017] A further advantage of the compositions according to the invention is their very good solubilizing effect on essential oils at low use levels.

[0018] Further advantages of the compositions according to the invention are their mildness and good physiological compatibility.

[0019] A further advantage of the compositions according to the invention is the good skin feel during and after washing.

[0020] A further advantage of the compositions according to the invention is their good rinsability compared to other surfactant compositions.

[0021] A further advantage of the compositions according to the present invention is that they leave the skin feeling smooth and soft after washing.

[0022] A further advantage of the blend composition according to the invention is that it can be synthesized without the use of petrochemical-based raw materials.

[0023] A further advantage of the mixture composition according to the present invention is that it can be synthesized without the inclusion of hazardous raw materials such as tropical oils.

[0024] A further advantage of the mixture compositions according to the invention is their excellent microbiological stability.

[0025] A further advantage is that it can be composed of l-lactic acid enantiomer, which can be obtained exclusively by fermentation and is therefore a sustainable, natural source of raw material.

[0026] A further advantage is that acidic sophorolipids exhibit improved makeup removal performance when stored with lactic acid.

[0027] A further advantage of the compositions according to the invention is their excellent properties as emulsifiers, especially when the sophorolipids contain a high level of the lactone form.

[0028] A further advantage of the compositions according to the invention is their excellent properties as solubilizers, especially when the sophorolipids contain a high level of the lactone form.

[0029] A further advantage of the compositions according to the invention is their activity against acne, especially when the sophorolipids contain high levels of the lactone form.

[0030] A further advantage of the compositions according to the invention is their positive influence on the microflora, for example on the skin or fabric surfaces, especially when the sophorolipids contain high levels of the lactone form.

[0031] The present invention provides a) at least one sophorolipid b) Lactic acid and / or its salts Including, a) in an amount of 1.2% by mass to 70.0% by mass, b) in an amount of 0.08% by mass to 10.0% by mass, The weight percentages refer to the total composition.

[0032] Unless otherwise stated, percentages are given as percent by weight.

[0033] Wherever measurements are stated below, these are determined at a temperature of 25° C. and a pressure of 1013 mbar, unless otherwise specified.

[0034] "pH" in the context of the present invention is defined as the value measured on the relevant composition at 25°C after stirring for 5 minutes using a pH electrode calibrated in accordance with ISO 4316 (1977), unless otherwise specified.

[0035] In the context of the present invention, the term "sophorolipid" preferably refers to a compound of the general formula (Ia) and (Ib) [ka] [ka] and salts thereof, During the ceremony, R 1SL =H or CO-CH3, R 2SL =H or CO-CH3, R 3SL = a divalent organic moiety containing 6 to 32 carbon atoms, unsubstituted or substituted with hydroxyl functional groups, unbranched, and optionally containing 1 to 3 double or triple bonds; R 4SL =H, CH3, or a monovalent organic radical containing 2 to 10 carbon atoms, unsubstituted or substituted with a hydroxyl functional group, unbranched, and optionally containing 1 to 3 double or triple bonds; nSL=1 or 0.

[0036] Sophorolipids can be used in accordance with the present invention in their acidic or lactone form.

[0037] A preferred composition according to the invention is characterized in that component a) has a content of lactone-type sophorolipids of more than 50% by weight, preferably more than 80% by weight, more preferably more than 95% by weight, The mass percentages refer to component a) as a whole.

[0038] To determine the content of acidic or lactone sophorolipids in a composition, see EP 1411111, page 8, paragraph

[0053] .

[0039] Alternatively, a preferred composition according to the present invention is characterized in that component a) has an acidic sophorolipid content of 55% by mass to 99% by mass, preferably 58% by mass to 98% by mass, and more preferably 82% by mass to 95% by mass.

[0040] A preferred composition according to the present invention is a total content of monohydric alcohols selected from methanol, ethanol, propanol, isopropanol, and butanol of 0.0% by mass to 10.0% by mass, preferably 0.0% by mass to 2.0% by mass; The weight percentages refer to the total composition.

[0041] A preferred composition according to the invention is characterized in that it contains water in an amount preferably between 25.0% and 95.0% by weight, The weight percentages refer to the total composition.

[0042] Preferred compositions according to the invention are characterized in that the weight ratio of component a) to component b) is between 5:1 and 30:1, preferably between 10:1 and 20:1.

[0043] Lactic acid in component b) may be contained in the form of a free acid or a salt thereof.

[0044] The counter ion of the lactate salt form is preferably selected from the group of sodium and ammonium, preferably sodium.

[0045] Lactic acid may be included in both enantiomers, d- or l-form.

[0046] Mixtures and racemates can of course also be used.

[0047] Preferred compositions according to the invention are characterized in that the l-enantiomer content in component b) is greater than 51.0% by weight, preferably greater than 80.0% by weight, more preferably greater than 95% by weight, The mass percentages refer to component b) as a whole.

[0048] The composition according to the present invention preferably has a pH of 3.5 to 11.0, preferably 4.0 to 9.0, particularly preferably 4.5 to 7.0.

[0049] A preferred composition according to the present invention is a) in an amount of 30.0% by mass to 55.0% by mass, b) in an amount of 1.0% by mass to 5.0% by mass, The composition contains water in an amount of 30.0% by mass to 69.0% by mass. The weight percent refers to the sum of a) and b) and water.

[0050] Preferred compositions according to the present invention are stock compositions, eg, concentrate compositions, which can serve as base components for preparing formulations.

[0051] Therefore, a preferred composition according to any of the preceding claims comprises: a) is contained in an amount of 30.0 mass% to 55.0 mass%; b) is contained in an amount of 1.0% by mass to 5.0% by mass, The water content is 40.0% by mass to 69.0% by mass. The weight percentages refer to the total composition.

[0052] Of course, specific purpose composite formulations made by combining the concentrate stock compositions of the present invention with additional ingredients are also part of the present invention.

[0053] Thus, preferably it is a cosmetic, pharmaceutical or house care formulation, a) is contained in an amount of 1.2% by mass to 10.0% by mass, A preferred composition according to the invention, characterized in that b) is contained in an amount of 0.08% by weight to 3.0% by weight, is included in the present invention, The weight percentages refer to the total composition.

[0054] The compositions according to the invention can be formulated as house care compositions, in which case the following preferably apply:

[0055] The formulations according to the invention may further comprise one or more auxiliaries selected from the group consisting of bleaching systems, hydrotropes, polymers which may be synthetic, biopolymers, anti-redeposition aids, fiber protectants, soil release agents, color transfer inhibitors, fabric hueing agents, opacifiers, bluing dyes, enzyme stabilizers, solvents, viscosity modifiers, preservatives, pH adjusters, and salts such as NaCl and Na2SO4.

[0056] The compositions according to the invention can be formulated as cosmetic or pharmaceutical compositions, in which case the following preferably applies: The composition according to the present invention comprises Emollients, emulsifier, Thickeners / viscosity modifiers / stabilizers, UV light protection filters, antioxidants, hydrotropes, solids and fillers, Film-forming agents pearlescent additives, Deodorizing and antiperspirant active ingredients, insect repellent, Self-tanning agents, Preservatives, Conditioning agents, fragrance, dye, Odor absorbers, Superfatting agents, It may further comprise at least one additional component selected from the group consisting of other solvents.

[0057] Substances which can be used as exemplary representatives of the individual groups are known to those skilled in the art and can be found, for example, in DE 102008001788.4 A1, which is incorporated herein by reference and thus forms part of the present disclosure.

[0058] Regarding further optional ingredients and the amounts of these ingredients to be used, reference is expressly made to relevant handbooks known to those skilled in the art, such as K. Schrader, "Grundlagen und Rezepturen der Kosmetika [Cosmetics-fundamentals and formulations]", 2nd edition, pp. 329-341, Hüthig Buch Verlag, Heidelberg.

[0059] The amount of the particular additive will be determined by the intended use.

[0060] The typical boundary formulation for each application is known prior art, and for example, is included in the pamphlets of manufacturers of specific bases and active ingredients.These existing formulations can generally be used as they are.However, if necessary, for adjustment and optimization, they can be modified as desired by simple testing without any complicated process.

[0061] Preferred compositions according to the invention comprise a further biosurfactant, preferably selected from the group of rhamnolipids, glucolipids, cellulose lipids, mannosylerythritol lipids and trehalose lipids, preferably rhamnolipids and glucolipids, most preferably rhamnolipids.

[0062] Within the context of the present invention, "biosurfactants" is understood to mean all glycolipids produced by fermentation. The term "biosurfactants" also encompasses glycolipids that are chemically or enzymatically modified after fermentation, as long as the glycolipid remains structurally intact.

[0063] The raw materials for producing the biosurfactants that can be used may be carbohydrates, in particular sugars, such as glucose, and / or lipophilic carbon sources, such as fats, oils, partial glycerides, fatty acids, fatty alcohols, long-chain saturated carbohydrates or unsaturated hydrocarbons.

[0064] In the context of the present invention, the term "surfactant" is understood to mean an organic substance having surface-active properties capable of reducing the surface tension of water to less than 45 mN / m at 20°C and at a concentration of 0.5% by weight based on the total composition. The surface tension is determined by the DuNouil ring method at 20°C.

[0065] The term "rhamnolipid" in the context of the present invention preferably refers specifically to a rhamnolipid of general formula (I) [ka] and salts thereof, During the ceremony, mRL=2, 1, or 0; nRL=1 or 0, R 1RL and R 2RL = identical or different organic residues, independent of one another, having 2 to 24, preferably 5 to 13, carbon atoms, in particular optionally branched, optionally substituted, in particular hydroxy-substituted, optionally unsaturated, in particular optionally mono-, di- or tri-unsaturated alkyl residues, preferably those selected from the group consisting of pentenyl, heptenyl, nonenyl, undecenyl and tridecenyl, and (CH) o -CH3 (wherein o=1 to 23, preferably 4 to 12).

[0066] When nRL=1, the glycosidic bond between the two rhamnose units is preferably in the α-configuration. The optically active carbon atom of the fatty acid is preferably present as the R-enantiomer (e.g., (R)-3-{(R)-3-[2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl]oxydecanoyl}oxydecanoate).

[0067] The term "di-rhamnolipid" in the context of the present invention is understood to mean a compound of general formula (I) or a salt thereof, in which nRL=1.

[0068] The term "monorhamnolipid" in the context of the present invention is understood to mean a compound of general formula (I) or a salt thereof, in which nRL=0. The different rhamnolipids are abbreviated according to the following nomenclature:

[0069] "diRL-CXCY" is understood to mean a dirhamnolipid of general formula (I), in which the residues R 1RL and R 2RL One of these = (CH2) o -CH3, where o=X-4 and the remaining residues R 1 or R 2 =(CH2) o -CH3, where o=Y-4.

[0070] "monoRL-CXCY" is understood to mean a monorhamnolipid of general formula (I), in which the residues R 1RL and R 2RL One of these = (CH2) o -CH3, where o=X-4 and the remaining residues R 1RL or R 2RL =(CH2) o -CH3, where o=Y-4.

[0071] Therefore, the nomenclature used does not distinguish between "CXCY" and "CYCX".

[0072] For rhamnolipids where mRL=0, monoRL-CX or diRL-CX are used as appropriate.

[0073] If one of the above indices X and / or Y is given a "Z", this means that the respective residue R 1RL and / or R 2RL is equivalent to an unbranched, unsubstituted hydrocarbon residue having X-3 or Y-3 carbon atoms bearing a Z double bond.

[0074] Related methods for preparing rhamnolipids are disclosed, for example, in EP 2786743 and EP 2787065.

[0075] Rhamnolipids applicable in the context of the present invention can also be produced by fermentation of preferably non-genetically modified Pseudomonas cells, in particular Pseudomonas aeruginosa, a technique that was already described in the 1980s, as documented, for example, in EP 0 282 942 and DE 4 127 908. Rhamnolipids produced in Pseudomonas aeruginosa cells that have been genetically modified to produce higher rhamnolipid titers can also be used in the context of the present invention; such cells are described, for example, by Lei et al. in Biotechnol Lett. 2020 Jun;42(6):997-1002.

[0076] Rhamnolipids produced by Pseudomonas aeruginosa are commercially available from Jeneil Biotech Inc., e.g., under the trade name Zonix; from Logos Technologies (technology acquired by Stepan), e.g., under the trade name NatSurFact; from Biotensidion GmbH, e.g., under the trade name Rhapynal; from AGAE technologies, e.g., under the names R90, R95, R95Md, R95Dd; from Locus Bio-Energy Solutions; and from Shanghai Yusheng Industry Co. Ltd., e.g., under the trade name Bio-201 Glycolipids.

[0077] The present invention preferably relates to a composition comprising a rhamnolipid as a further biosurfactant, a composition comprising 51% by weight to 100% by weight, preferably 60% by weight to 95% by weight, particularly preferably 80% by weight to 90% by weight of monorhamnolipid (I), in particular where nRL=0; The mass percentages refer to the sum of all rhamnolipids present.

[0078] The present invention preferably relates to a composition comprising a rhamnolipid as a further biosurfactant, The present invention further provides a composition comprising 51% by mass to 95% by mass, preferably 55% by mass to 80% by mass, particularly preferably 60% by mass to 70% by mass of diRL-C10C10, The mass percentages herein refer to the sum of all rhamnolipids present.

[0079] A preferred composition according to the invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: characterized in that it contains diRL-C10C12:1 in an amount of 0.5% by mass to 15% by mass, preferably 3% by mass to 12% by mass, particularly preferably 5% by mass to 10% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0080] A further preferred composition according to the invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: The diRL-C10C12 is contained in an amount of 0.5% by mass to 25% by mass, preferably 3% by mass to 15% by mass, and particularly preferably 5% by mass to 12% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0081] A further preferred composition according to the invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: The composition contains 0.1% by mass to 25% by mass, preferably 2% by mass to 10% by mass, and particularly preferably 4% by mass to 8% by mass of diRL-C8C10, The mass percentages herein refer to the sum of all rhamnolipids present.

[0082] A further preferred composition according to the invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: monoRL-C8C10 in an amount of 0.1% to 5% by weight, preferably 0.5% to 3% by weight, particularly preferably 0.5% to 2% by weight, and / or preferably The invention is characterized by containing monoRL-C10C10 in an amount of 0.1% by mass to 5% by mass, preferably 0.5% by mass to 3% by mass, and particularly preferably 0.5% by mass to 2% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0083] The present invention also provides a composition comprising, alternatively and preferably as a further biosurfactant, a rhamnolipid, We further provide a composition comprising 10% to 50% by weight, preferably 20% to 40% by weight, particularly preferably 25% to 35% by weight of monoRL-C10C10, The mass percentages refer to the sum of all rhamnolipids present.

[0084] An alternatively preferred composition according to the present invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: The diRL-C10C10 content is 10% by mass to 30% by mass, preferably 12% by mass to 25% by mass, and particularly preferably 15% by mass to 20% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0085] An alternatively preferred composition according to the present invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: The monoRL-C8C10 content is 10% by mass to 30% by mass, preferably 12% by mass to 25% by mass, and particularly preferably 15% by mass to 20% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0086] An alternatively preferred composition according to the present invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: It is characterized by containing monoRL-C10C12:1 in an amount of 3% by mass to 25% by mass, preferably 5% by mass to 20% by mass, particularly preferably 10% by mass to 15% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0087] An alternatively preferred composition according to the present invention is one in which the composition comprises, as said further biosurfactant rhamnolipid: The diRL-C10C12 content is 1% by mass to 15% by mass, preferably 2% by mass to 10% by mass, and particularly preferably 3% by mass to 8% by mass, The mass percentages herein refer to the sum of all rhamnolipids present.

[0088] Related methods for preparing rhamnolipids are disclosed, for example, in EP 2786743 and EP 2787065.

[0089] Rhamnolipids applicable in the context of the present invention can also be produced by fermentation of preferably non-genetically modified Pseudomonas cells, in particular Pseudomonas aeruginosa, a technique that was already described in the 1980s, as documented, for example, in EP 0 282 942 and DE 4 127 908. Rhamnolipids produced in Pseudomonas aeruginosa cells that have been genetically modified to produce higher rhamnolipid titers can also be used in the context of the present invention; such cells are described, for example, by Lei et al. in Biotechnol Lett. 2020 Jun;42(6):997-1002.

[0090] Rhamnolipids produced by Pseudomonas aeruginosa are commercially available from Jeneil Biotech Inc., e.g., under the trade name Zonix; from Logos Technologies (technology acquired by Stepan), e.g., under the trade name NatSurFact; from Biotensidion GmbH, e.g., under the trade name Rhapynal; from AGAE technologies, e.g., under the names R90, R95, R95Md, R95Dd; from Locus Bio-Energy Solutions; and from Shanghai Yusheng Industry Co. Ltd., e.g., under the trade name Bio-201 Glycolipids.

[0091] The compositions according to the invention can be used in various fields of application, for example in various cleaning applications.

[0092] In this context, preferred compositions according to the invention are formulations, preferably cosmetic, laundry or dishwashing formulations.

[0093] A further aspect of the present invention is the use of a composition according to the invention for cleaning a surface, preferably selected from skin, dish surfaces or textile surfaces, most preferably skin.

[0094] A further aspect of the present invention is the use of a composition according to the invention for moisturizing human skin. [Brief explanation of the drawings]

[0095] [Figure 1] 1 shows the foam volume over time for the test solutions.

[0096] The examples presented below are intended to illustrate the present invention, the scope of which is clear from the entire specification and claims, and are not intended to be limited to the embodiments embodied in the examples.

[0097] Working Example: Example 1: Preparation of a composition according to the invention Preparation of sophorolipids Crude products were prepared by fermentation with the yeast Candida bombicola using glucose, sunflower oil, rapeseed oil, or olive oil (containing primarily oleic acid as the fatty acid fraction). Growth medium containing the following components: 10 g / L glucose (d-(+)-glucose * 1H2O), 7.5 g / L YNB (yeast nitrogen base), and 1.1 L of 2 g / L yeast extract was autoclaved in a 2 L fermenter and inoculated with a pre-exponential phase culture from the same medium. The temperature was set at 30 °C. The p(O2) was maintained at 30% relative saturation by injecting air via the agitator speed, which never dropped below 200 rpm. During the biomass formation phase, the pH dropped to 3.5 and was maintained at this level by adding NaOH. After the end of the biomass formation phase (indicated by consumption of the existing glucose, an increase in p(O2) or a decrease in p(CO2)), the product formation phase was initiated by adding 150 g of the corresponding oil, 200 mL of a 750 g / L glucose solution, and 10 mL of a 150 g / L yeast extract. The end of the product formation phase was indicated by a re-increase in p(O2). After fermentation, the batch was autoclaved, and the crude product phase was deposited as a precipitate. The crude product phase was then washed with water and hexane. Subsequently, the product phase was extracted with ethyl acetate, and the solvent was then removed under reduced pressure. This resulted in a nearly water-free product corresponding to the dry mass of the present invention.

[0098] HPLC-MS and NMR analyses showed that the product was mainly composed of diacetylated sophorolipid lactones with glycosidically linked fatty acids (major components: 65-80% by mass of sophorolipid lactones relative to the total sophorolipid, 1-16% by mass of fatty acids relative to the total composition, and 1-3% by mass of glycerol relative to the total composition).

[0099] This component functioned as a sophorolipid in compositions C and D (high lactone type).

[0100] A 60% by weight aqueous suspension of sophorolipid was mixed with 0.5% by weight solid NaOH pellets, and the mixture was then stirred at 50°C for 30 minutes to obtain the deacetylated acidic form of sophorolipid by hydrolysis.

[0101] The batch was then adjusted to pH 3 by addition of HCl and the product extracted with ethyl acetate. Removal of the ethyl acetate gave a residue that could be ground to a powder and has a water solubility of >50% by weight.

[0102] This component functions as a sophorolipid in Compositions A and B (highly acidic type), which have an acidic content of more than 55% by mass relative to the total sophorolipid.

[0103] Preparation of Composition A Sophorolipids with a high acidic content were dissolved in water, and l-(+)-lactic acid was added under stirring to obtain a final product with a l-(+)-lactic acid concentration of 3% and a sophorolipid concentration of 45%. The pH was adjusted to 5.

[0104] Preparation of Non-Inventive Composition B Sophorolipids with a high acidic content were dissolved in water, and sodium benzoate was added under stirring to obtain a final product with a sodium benzoate concentration of 1% and a sophorolipid concentration of 45%. The pH was adjusted to 5.

[0105] Preparation of Non-Inventive Composition C The sophorolipids with higher lactone forms were dissolved in water and sodium benzoate was added under stirring to obtain a final product with a sodium benzoate concentration of 1% and a sophorolipid concentration of 45%. The pH was adjusted to 5.

[0106] Preparation of Composition D of the Invention The sophorolipids with higher lactone forms were dissolved in water, and l-(+)-lactic acid was added under stirring to obtain a final product with a l-(+)-lactic acid concentration of 3% and a sophorolipid concentration of 45%. The pH was adjusted to 5.

[0107] Example 2: Makeup removal performance Cleansing properties were determined by removing makeup from PMMA plates using a scrubbing and wash-resistant device. This method is designed to test the cleansing efficacy of aqueous surfactant solutions, such as micellar water or facial toner, and can be used for any type of makeup that can be completely dried on the described plate.

[0108] procedure: First, the color value of the PMMA plate itself is measured at three defined positions using the respective positioning device. In the next step, makeup is applied with a bar applicator. After drying for one hour, the color value of the coated PMMA plate is measured at the three exact same positions as before. The plate is fixed in place, and 2.5 g of each test solution is prepared by diluting each test substance with water to 3% by weight. Each is applied to a cotton pad, which is then attached to the sponge of the sliding carriage. After positioning the sliding carriage, the removal experiment begins. A cycle is set, with one cycle corresponding to one back and forth movement. The speed is 10 cycles / min, and one cycle covers 160 mm. After drying for one hour, the color value of the plate is measured at three positions as before, and the ΔE value (ΔEmpty plate / Coated plate, respectively, ΔCoated plate / Washed plate) is used to determine the makeup removal characteristics using the rule of three.

[0109] Preparation of test solutions: All test substances in Table 1 were diluted to 3% by weight solutions in water and the pH was adjusted to 7. [Table 1]

[0110] The results in Table 1 show that composition A has better makeup removal performance than composition B, composition D is better than C, and composition A, which contains sophorolipids with a high acid content, performs best, while water and the benchmark perform worst.

[0111] Example 3: Evaluation of foaming properties using a SITA foam tester The foaming properties of surfactants and surfactant-based cleansing products are important consumer-perceived characteristics. Consumers associate rapid flash foaming and high foam volume with efficacy and high quality. Both parameters can be determined using the SITA Foam Tester R-2000 measuring device manufactured by SITA Messtechnik GmbH. In this device, foam is generated by introducing air into a defined amount of surfactant solution through a special rotor. The total volume of the liquid and resulting foam is measured over time using computer-controlled sensing technology.

[0112] Using this method, the foaming properties of Composition A containing sophorolipid and lactic acid were evaluated in comparison with Composition B containing sophorolipid and sodium benzoate.

[0113] To evaluate foaming performance, compositions A and B were each diluted with water to a concentration of 0.5% by weight of active surfactant material. Each solution was adjusted to a total hardness of 10° dH (German Hardness) and a pH value of 6. 300 mL of each test solution was tested for foaming at 30°C using a constant stirring speed of 1500 rpm for 10 seconds. A total of eight such measurement intervals were performed for each test solution. All samples were tested in duplicate.

[0114] FIG. 1 shows the foam volume over time for each test solution. Measurement parameters: temperature: 30°C ± 0.5°C; sample volume / measurement: 300 mL; concentration of test sample: 0.5% by weight in water (10° dH (German hardness)); pH adjusted with NaOH; stirring speed: 1500 rpm; stirring time: 10 seconds; number of intervals: 8; number of repetitions: 2.

[0115] As can be seen in Figure 1, the composition containing sophorolipids and lactic acid has a lower foam volume compared to composition B at a pH value of 6. This result is desirable as low foam volume is preferred in eye makeup remover and micellar water formulations.

[0116] Shampoo formulation example [Table 2]

[0117] [Table 3]

[0118] [Table 4]

[0119] [Table 5]

[0120] [Table 6]

[0121] [Table 7]

[0122] [Table 8]

[0123] [Table 9]

[0124] [Table 10]

[0125] [Table 11]

[0126] [Table 12]

[0127]

Table 13

[0128]

Table 14

[0129]

Table 15

[0130] Table 16

[0131] Table 17

[0132]

Table 18

[0133]

Table 19

[0134] Table 20

[0135] Table 21

[0136] Table 22

[0137] Table 23

[0138] Table 24

[0139] Table 25

[0140] Table 26

[0141] Table 27

[0142] Table 28

[0143] Table 29

[0144]

Table 30

[0145] Table 31

[0146] Table 32

[0147]

Table 33

[0148] Table 34

[0149] Table 35

[0150] Table 36

[0151] Table 37

[0152] Table 38

[0153] Table 39

[0154] Table 40

[0155] Table 41

[0156] Table 42

[0157] Table 43

[0158] Table 44

[0159] Table 45

[0160] Table 46

[0161] Table 47

[0162] Table 48

[0163] Table 49

[0164] Table 50

[0165] Table 51

[0166] Table 52

[0167] Table 53

[0168] [Table 54]

[0169] [Table 55]

[0170] [Table 56]

[0171] [Table 57]

[0172] [Table 58]

[0173] [Table 59]

[0174] Shower Formulation Examples [Table 60]

[0175] [Table 61]

[0176] [Table 62]

[0177] [Table 63]

[0178] Table 64

[0179] Table 65

[0180] Table 66

[0181] Table 67

[0182] Table 68

[0183] Table 69

[0184] Table 70

[0185] Table 71

[0186] Table 72

[0187] Table 73

[0188] Table 74

[0189] Table 75

[0190] Table 76

[0191] Table 77

[0192] Table 78

[0193] Table 79

[0194] Table 80

[0195] Table 81

[0196] Table 82

[0197] Table 83

[0198] Table 84

[0199] Table 85

[0200] Examples of stone plover complexes Table 86

[0201] Table 87

[0202] Table 88

[0203] Table 89

[0204] Table 90

[0205]

Table 91

[0206] Table 92

[0207]

Table 93

[0208] Table 94

[0209] [Table 95]

[0210] [Table 96]

[0211] [Table 97]

[0212] [Table 98]

[0213] Bath additive formulation examples [Table 99]

[0214] [Table 100]

[0215] [Table 101]

[0216] [Table 102]

[0217] [Table 103]

[0218] [Table 104]

[0219] [Table 105]

[0220] Table 106

[0221] Table 107

[0222] Examples of x-in-1 complexes Table 108

[0223] Table 109

[0224] Table 110

[0225] Table 111

[0226] Table 112

[0227] Table 113

[0228] Table 114

[0229] Table 115

[0230] Facial cleansing formulation example [Table 116]

[0231] [Table 117]

[0232] [Table 118]

[0233] [Table 119]

[0234] [Table 120]

[0235] [Table 121]

[0236] [Table 122]

[0237] [Table 123]

[0238] [Table 124]

[0239] [Table 125]

[0240] Table 126

[0241] Table 127

[0242] Table 128

[0243] Table 129

[0244] Table 130

[0245] Table 131

[0246] Table 132

[0247] Table 133

[0248] Table 134

[0249] Table 135

[0250] Table 136

[0251] Table 137

[0252] Table 138

[0253] Table 139

[0254] Table 140

[0255] Table 141

[0256] Table 142

[0257] Table 143

[0258] Examples of Malikon complexes Table 144

[0259] Table 145

[0260] Toothpaste formulation example [Table 146]

[0261] [Table 147]

[0262] [Table 148]

[0263] [Table 149]

[0264] [Table 150]

[0265] [Table 151]

[0266] [Table 152]

[0267] [Table 153]

[0268] [Table 154]

[0269] [Table 155]

[0270] Table 156

[0271] Table 157

[0272] Table 158

[0273] Table 159

[0274] Table 160

[0275] Table 161

[0276] Table 162

[0277] Table 163

[0278] Table 164

[0279] Table 165

[0280] Table 166

[0281] Table 167

[0282] Table 168

[0283] Table 169

[0284] Table 170

[0285] Table 171

[0286] Table 172

[0287] Table 173

[0288] Table 174

[0289] Table 175

[0290] Table 176

[0291] [Table 177]

[0292] [Table 178]

[0293] [Table 179]

[0294] [Table 180]

[0295] [Table 181]

[0296] [Table 182]

[0297] Example mouthwash formulations [Table 183]

[0298] [Table 184]

[0299] [Table 185]

[0300] [Table 186]

[0301] Table 187

[0302] Table 188

[0303] Table 189

[0304] Table 190

[0305] Table 191

[0306] Table 192

[0307] Table 193

[0308] Table 194

[0309] Table 195

[0310] Table 196

[0311] Table 197

[0312] Table 198

[0313] Table 199

[0314] Table 200

[0315] Table 201

[0316] Table 202

[0317] Table 203

[0318] Table 204

[0319] Table 205

[0320] Table 206

[0321] Table 207

[0322] Table 208

[0323] Table 209

[0324] Table 210

[0325] Table 211

[0326] Table 212

[0327] Table 213

[0328] Table 214

[0329] Table 215

[0330] Table 216

[0331] [Table 217]

[0332] [Table 218]

[0333] [Table 219]

[0334] [Table 220]

[0335] [Table 221]

[0336] [Table 222]

[0337] Further shower formulation examples (wt%) [Table 223] [Table 224] [Table 225] [Table 226]

Claims

1. a) at least one sophorolipid b) lactic acid and / or its salts A composition comprising: a) in an amount of 1.2% by weight to 70.0% by weight, b) in an amount of 0.08% by mass to 10.0% by mass, The weight percentages refer to the total composition. composition.

2. The total content of monohydric alcohols selected from methanol, ethanol, propanol, isopropanol and butanol is in the range of 0.0% by mass to 10.0% by mass, preferably 0.0% by mass to 2.0% by mass; The weight percentages refer to the total composition. The composition of claim 1.

3. Preferably, the composition contains water in an amount of 25.0% to 95.0% by weight, 3. The composition of claim 1, wherein the weight percentages refer to the total composition.

4. characterized in that the mass ratio of a) to b) is 5:1 to 30:1; A composition according to any one of claims 1 to 3.

5. The component a) is characterized in that it has a lactone-type sophorolipid content of more than 50% by mass, preferably more than 80% by mass, and more preferably more than 95% by mass, 5. The composition of claim 1, wherein the weight percentages refer to component a) as a whole.

6. The component a) is characterized in that it has an acidic sophorolipid content of 55% by mass to 99% by mass, preferably 58% by mass to 98% by mass, and more preferably 82% by mass to 95% by mass, 6. The composition of claim 1, wherein the weight percentages refer to component a) as a whole.

7. characterised in that the content of the 1-enantiomer in component b) is higher than 51.0% by weight, preferably higher than 80.0% by weight, more preferably higher than 95% by weight, 7. The composition of claim 1, wherein the weight percentages refer to component b) as a whole.

8. 8. The composition according to claim 1, wherein the composition has a pH of from 3.5 to 11.0, preferably from 4.0 to 9.0, particularly preferably from 4.5 to 7.

0.

9. a) in an amount of 30.0% to 55.0% by weight, b) in an amount of 1.0% to 5.0% by weight, The composition contains water in an amount of 30.0% by mass to 69.0% by mass, The mass percentages refer to the sum of a) and b) and water; 9. The composition of any one of claims 1 to 8.

10. a) in an amount of 30.0% to 55.0% by weight, b) in an amount of 1.0% to 5.0% by weight, The composition contains water in an amount of 40.0% by mass to 69.0% by mass, The weight percentages refer to the total composition.

10. The composition of any one of claims 1 to 9.

11. a) in an amount of 1.2% to 10.0% by weight, b) in an amount of 0.08% by weight to 3.0% by weight, The weight percentages refer to the total composition.

9. The composition of any one of claims 1 to 8.

12. 12. The composition according to any one of claims 1 to 11, comprising a further biosurfactant, preferably selected from the group of rhamnolipids, glucolipids, cellulose lipids, mannosylerythritol lipids and trehalose lipids, preferably rhamnolipids and glucolipids, most preferably rhamnolipids.

13. 13. Use of a composition according to any one of claims 1 to 12 for cleaning a surface, preferably selected from skin, dish surfaces or fabric surfaces.

14. 13. Use of a composition according to any one of claims 1 to 12 for moisturising human skin.

Images