Compositions containing at least one biosurfactant and at least one sulfonic or sulfinic acid derivative

JP2024517003A5Active Publication Date: 2025-04-01EVONIK OPERATIONS GMBH
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Patent Information

Application Number
JP2023568165
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2021-05-05
Filing Date
2022-04-28
Publication Date
2025-04-01
Estimated Expiration
2042-04-28

AI Technical Summary

Technical Problem

Biosurfactants often have undesirable odors and colors that affect consumer perception, and existing methods for reducing these issues involve additional processing steps or result in unpleasant odors from sulfur-based reducing agents.

Method used

Incorporating small amounts of sulfonic or sulfinic acid derivatives into biosurfactant compositions to improve odor profile, enhance color stability, and provide improved cleaning and foaming properties.

Benefits of technology

The compositions achieve a good odor profile, reduced irritation, enhanced cleaning and foaming capabilities, and improved microbial stability, while maintaining physiological compatibility and skin feel.

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Abstract

The present invention relates to compositions containing at least one biosurfactant and at least one sulfonic or sulfinic acid derivative, and uses thereof.
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Description

[Technical Field]

[0001] The present invention relates to compositions containing at least one biosurfactant and at least one sulfonic or sulfinic acid derivative, and uses thereof.

[0002] prior art In the field of cosmetic or household care applications, the color and odor of the formulation play an important role in consumer perception.

[0003] Like many other natural products, biosurfactants are known to have characteristic colors and odors that need to be reduced in order for the biosurfactants as raw materials to meet market needs.

[0004] WO 2016 / 115048 describes a process for deodorizing and decolorizing rhamnolipid compositions. One drawback of the described invention is that the production of the rhamnolipid involves additional process steps.

[0005] European Patent No. 2821495 discloses a method for solving the problem of a sophorolipid-containing composition having reduced odor by providing a highly pure acid-type sophorolipid.

[0006] WO 2013 / 129667 addresses the issue of sophorolipids having a pungent odor problem due to fermentation by-products produced during the fermentation production process.

[0007] WO 2018 / 108925 discloses sulfonate compositions useful for color stabilization of non-biological organic materials such as lacquers, paints, powder coatings, and polymers, particularly water-absorbing polymers. The publication notes that sulfur-based reducing agents generally have an unpleasant odor, which is undesirable in final polymer products. The publication also discloses that disodium salts of the sulfonic acids used have a very pronounced odor. It also discloses that polyvalent metal salts, such as zinc, aluminum, and magnesium salts of 2-hydroxy-2-sulfonatoacetic acid, have reduced odor.

[0008] WO 2004 / 084962 discloses color-stabilized superabsorbent polymers with long-term color stability that are prepared using sulfinic acid derivatives, such as 2-hydroxy-2-sulfinatoacetic acid, as reducing agents in the polymerization initiator system.

[0009] It is an object of the present invention to provide compositions containing biosurfactants that have an improved odor profile.

[0010] Description of the Invention The addition of small amounts of sulfonic or sulfinic acid derivatives has been found to have a positive effect on the odor profile of various biosurfactants.

[0011] As described, for example, in WO 2018 / 108925, the odor of sulfonic or sulfinic acid derivatives is usually subject to optimization, and it is surprising that their combination with different biosurfactants results in a good overall odor profile.

[0012] Therefore, the present invention provides 1. A composition comprising: A) at least one biosurfactant; B) at least one compound of general formula (I) [ka] [In the formula, n is 1 or 2, R 1 is selected from H and C1-C6 alkyl; R 2 are COOH, SOH, and CH(OH)SO m -OH, m is 1 or 2, preferably m=n. or any salt thereof, A composition is provided, comprising:

[0013] One advantage of the present invention is that the compositions according to the present invention have a good odor profile.

[0014] Another advantage of the present invention is that the compositions according to the present invention have improved color stability. The color change reaction may be due to the Maillard reaction, a chemical reaction between proteins or amino acids and sugars. Both the protein and sugar reaction partners are typically present in small amounts in fermentation-produced biosurfactants such as rhamnolipids, sophorolipids, or rubiwettins. Even low concentrations of these can cause a color change from light to dark.

[0015] A further advantage is that the compositions according to the invention have improved cleaning properties of surfaces.

[0016] Another advantage is that the compositions according to the present invention have excellent foaming properties.

[0017] A further advantage is that the compositions according to the invention have reduced irritation to human skin.

[0018] Another advantage is that the composition according to the invention has its mildness and good physiological compatibility, characterized in particular by high values ​​in the red blood cell (RBC) test.

[0019] A further advantage is that the compositions according to the invention leave the skin feeling good during and after cleansing.

[0020] Another advantage is that the compositions according to the present invention leave the skin feeling smooth and soft after cleansing.

[0021] Another advantage is that the compositions according to the invention have excellent microbial stability.

[0022] Another advantage is that the compositions according to the present invention have an improved ability to dissolve oils and fats.

[0023] In the context of the present invention, biosurfactants are understood to mean all glycolipids produced by fermentation. The term "biosurfactant" also encompasses glycolipids that have been chemically or enzymatically modified after fermentation, as long as the glycolipid remains structurally intact. Usable raw materials for producing biosurfactants are 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 or unsaturated hydrocarbons.

[0024] In the context of the present invention, the term "aqueous medium" is understood to mean a composition containing at least 5% by weight of water, based on the total composition in question.

[0025] Where average values ​​are stated hereinafter, they are number-averaged average values ​​unless otherwise stated.

[0026] Unless otherwise stated, percentages are percentages by weight.

[0027] Where measured values ​​are stated hereinafter, they were determined at a temperature of 25° C. and a pressure of 1013 mbar, unless otherwise stated.

[0028] "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 4319 (1977), unless otherwise stated.

[0029] The compositions according to the invention are preferably aqueous compositions.

[0030] A preferred composition according to the present invention is characterized in that the pH of the mixed composition at 25°C is 3.0 to 9, preferably 4.0 to 7, and particularly preferably 5.0 to 6.6.

[0031] The composition according to the invention preferably comprises as component A) at least one biosurfactant selected from rhamnolipids, sophorolipids, glucose lipids, cellulose lipids, mannosylerythritol lipids, and trehalose lipids, preferably rhamnolipids and sophorolipids. Biosurfactants, in particular glycolipid surfactants, are disclosed, for example, in EP 0 499 434, U.S. Pat. No. 7,985,722, WO 03 / 006146, JP 60-183032 A, DE 19648439, DE 19600743, JP 01-304034 A, CH 1337439, JP 2006-274233 A, KR 2004-033376 A, JP 2005-20060403, and the like. The biosurfactants can be prepared as described in FR 006-083238, JP 2006-070231, WO 03 / 002700, FR 2740779, DE 2939519, U.S. Pat. No. 7,556,654, FR 2855752, EP 1445302, JP 2008-062179, and JP 2007-181789, or the documents cited therein. Suitable biosurfactants can be obtained, for example, from Soliance, France.

[0032] Preferably, the composition according to the invention comprises as biosurfactant at least one selected from rhamnolipids, in particular mono-, di-, or polyrhamnolipids; glucolipids, in particular mono-, di-, or polyglucolipids; and sophorolipids, in particular mono-, di-, or polysophorolipids, most preferably rhamnolipids.

[0033] The term "rhamnolipid" in the context of the present invention preferably refers to a rhamnolipid, in particular a rhamnolipid of the general formula (II) [ka] [In the formula, mRL is 2, 1, or 0; nRL is 1 or 0, R 1RL and R 2RL are, independently of one another, the same or different, organic residues 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 pentenyl, heptenyl, nonenyl, undecenyl, tridecenyl, and (CH) o -CH3, and o is 1 to 23, preferably 4 to 12. and salts thereof.

[0034] When nRL is 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).

[0035] The term "di-rhamnolipid" in the context of the present invention is understood to mean a compound of general formula (II) in which n=1 or a salt thereof.

[0036] The term "mono-rhamnolipid" in the context of the present invention is understood to mean a compound of general formula (II) in which n=0 or a salt thereof.

[0037] Individual rhamnolipids are abbreviated according to the following nomenclature: "diRL-CXCY" is understood to mean a di-rhamnolipid of general formula (II), in which the residues R 1RL and R 2RL One of them is (CH2) o -CH3 [wherein o is X-4], and the remaining residues R 1 or R 2 (CH2) o -CH3 [wherein o is Y-4]. "MonoRL-CXCY" is understood to mean a mono-rhamnolipid of general formula (II), in which the residue R 1RL and R 2RL One of them is (CH2) o -CH3 [wherein o is X-4], and the remaining residues R 1RL or R 2RL (CH2) o -CH3 [wherein o is Y-4].

[0038] Therefore, the nomenclature used does not distinguish between "CXCY" and "CYCX".

[0039] For rhamnolipids where mRL=0, monoRL-CX or diRL-CX is used as appropriate.

[0040] If one of the subscripts X and / or Y above is followed by ":Z", this means that the respective residue R 1RL and / or R 2RL is an unbranched, unsubstituted hydrocarbon residue having X-3 or Y-3 carbon atoms and Z double bonds.

[0041] Methods for preparing related rhamnolipids are disclosed, for example, in EP 2786743 and EP 2787065.

[0042] Rhamnolipids applicable in the context of the present invention can also be produced by fermentation of Pseudomonas, preferably non-genetically modified cells, in particular Pseudomonas aeruginosa, a technique already described in the 1980s, as described, for example, in EP 0282942 and DE 4127908. Rhamnolipids produced in Pseudomonas aeruginosa cells 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.

[0043] Rhamnolipids produced by Pseudomonas aeruginosa are commercially available from Jeneil Biotech Inc., e.g., under the trade name Zonix; from Logos Technologies (a technology acquired by Stepan), e.g., under the trade name NatSurFac; from Biotensidion GmbH, e.g., under the trade name Rhapynal; from AGAE technologies, e.g., under the trade names R90, R95, R95Md, R95Dd; and from Locus Bio-Energy Solutions and Shanghai Yusheng Industry Co. Ltd., e.g., under the trade name Bio-201 Glycolipids.

[0044] The present invention preferably relates to a composition containing rhamnolipid as biosurfactant, wherein the biosurfactant component A) is 51% by weight to 95% by weight, preferably 70% by weight to 90% by weight, particularly preferably 75% by weight to 85% by weight of diRL-C10C10; 0.5% by weight to 9% by weight, preferably 0.5% by weight to 3% by weight, particularly preferably 0.5% by weight to 2% by weight of mono RL-C10C10; Including, Weight percentages are based on the total of all rhamnolipids present The present invention provides a composition comprising:

[0045] A preferred composition according to the invention is one in which the composition contains as biosurfactant the above-mentioned rhamnolipid: 0.5% by weight to 15% by weight, preferably 3% by weight to 12% by weight, particularly preferably 5% by weight to 10% by weight of diRL-C10C12:1 Contains the content of Weight percentages are based on the total of all rhamnolipids present It is characterized by:

[0046] A further preferred composition according to the invention is one in which the composition contains as biosurfactant the above-mentioned rhamnolipid: 0.5 to 25% by weight, preferably 5 to 15% by weight, particularly preferably 7 to 12% by weight of diRL-C10C12 Contains the content of Weight percentages are based on the total of all rhamnolipids present It is characterized by:

[0047] The composition according to the invention comprises the above-mentioned rhamnolipid as a biosurfactant, 0.1% to 5% by weight, preferably 0.5% to 3% by weight, particularly preferably 0.5% to 2% by weight of mono RL-C10C12, and / or preferably 0.1% by weight to 5% by weight, preferably 0.5% by weight to 3% by weight, particularly preferably 0.5% by weight to 2% by weight of mono RL-C10C12:1 Contains the content of Weight percentages are based on the total of all rhamnolipids present It is also preferable that the present invention is characterized by the above.

[0048] The term "sophorolipid" in the context of the present invention preferably refers to a sophorolipid of the general formula (IIIa) and (IIIb) [ka] [ka] [In the formula, R 1SL is H or CO-CH3, R 2SL is H or CO-CH3, R 3SL is a divalent organic moiety containing 6 to 32 carbon atoms, unsubstituted or substituted with a hydroxyl functional group, unbranched, optionally containing 1 to 3 double or triple bonds; R 4SL is H or CH3 or a monovalent organic radical containing 2 to 10 carbon atoms, unsubstituted or substituted with a hydroxyl functional group, unbranched, optionally containing 1 to 3 double or triple bonds; nSL is either 1 or 0] as well as their salts.

[0049] Sophorolipids can be used according to the present invention in either the acid form or the lactone form. A preferred composition according to the present invention contains sophorolipids in which the weight ratio of the lactone form to the acid form is in the range of 20:80 to 80:20, particularly preferably in the range of 30:70 to 40:60.

[0050] To determine the content of acid or lactone sophorolipid in a formulation, reference is made to EP 1411111, page 8, paragraph

[0053] .

[0051] In the context of the present invention, the term "glucolipid" preferably refers to a compound of the general formula (IV) [ka] [In the formula, mGL is 1 or 0, R 1GL and R 2GL are, independently of one another, the same or different, organic radicals having 2 to 24 carbon atoms, in particular optionally branched, optionally substituted, in particular hydroxy-substituted, optionally unsaturated, in particular optionally mono-, di- or tri-unsaturated alkyl radicals, preferably pentenyl, heptenyl, nonenyl, undecenyl, tridecenyl, and (CH) o -CH3, and o is 1 to 23, preferably 4 to 12. and salts thereof.

[0052] Individual glucolipids are abbreviated according to the following nomenclature: "GL-CXCY" is understood to mean a glucolipid of general formula (IV), in which the remaining radicals R 1GL and R 2GL One of them is (CH2) o -CH3 [wherein o is X-4] and the remaining radical R 1GL or R 2GL (CH2) o -CH3 [wherein o is Y-4].

[0053] Therefore, the nomenclature used does not distinguish between "CXCY" and "CYCX".

[0054] If one of the above subscripts X and / or Y is followed by ":Z", this means that the respective radical R 1GL and / or R 2GL is an unbranched, unsubstituted hydrocarbon radical having X-3 or Y-3 carbon atoms with Z double bonds.

[0055] The process for producing glucolipids can be carried out as described in WO 2019 / 154970.

[0056] The present invention preferably relates to a composition containing a glucolipid as biosurfactant, wherein the biosurfactant component A) is 1% by weight to 30% by weight, preferably 5% by weight to 25% by weight, particularly preferably 10% by weight to 20% by weight of GL-C8C10, Including, Weight percentages are based on the sum of all glucolipids present The present invention provides a composition comprising:

[0057] A preferred composition according to the invention is one in which the composition contains as biosurfactant the above-mentioned glucolipid: 0.5% to 20% by weight, preferably 3% to 17% by weight, particularly preferably 5% to 15% by weight of GL-C10C12:1, Contains the content of Weight percentages are based on the sum of all glucolipids present It is characterized by:

[0058] A further preferred composition according to the present invention is one in which the composition contains as biosurfactant the above-mentioned glucolipid: 0.5% by weight to 20% by weight, preferably 2% by weight to 15% by weight, particularly preferably 3% by weight to 12% by weight of GL-C10C12 Contains the content of Weight percentages are based on the sum of all glucolipids present It is characterized by:

[0059] Particularly preferred compositions according to the invention are those in which the composition contains as biosurfactant the above-mentioned glucolipids: 1% by weight to 30% by weight, preferably 5% by weight to 25% by weight, particularly preferably 10% by weight to 20% by weight of GL-C8C10, 0.5% to 20% by weight, preferably 3% to 17% by weight, particularly preferably 5% to 15% by weight of GL-C10C12:1, 0.5% by weight to 20% by weight, preferably 2% by weight to 15% by weight, particularly preferably 3% by weight to 12% by weight of GL-C10C12; Contains the content of Weight percentages are based on the sum of all glucolipids present It is characterized by:

[0060] A very particularly preferred composition according to the invention is one in which the composition contains as biosurfactant the above-mentioned glucolipids: 10% by weight to 20% by weight of GL-C8C10, 5% to 15% by weight of GL-C10C12:1; 3% to 12% by weight of GL-C10C12; Contains the content of Weight percentages are based on the sum of all glucolipids present It is characterized by:

[0061] A preferred composition according to the invention is characterized in that the biosurfactant is selected from rhamnolipids, sophorolipids and glucolipids.

[0062] The composition according to the present invention comprises at least one sulfonic or sulfinic acid derivative of general formula (I), which contains at least one asymmetric carbon atom. General formula (I) encompasses all possible enantiomers in the context of the present invention.

[0063] Preferably, the composition according to the invention comprises at least one sulfonic or sulfinic acid derivative of general formula (I) in the form of an enantiomeric mixture.

[0064] Preferably, the composition according to the invention comprises: n is 2 and R 1 is H and R 2 is COOH, n is 1 and R 1 is H and R 2 is COOH, is selected from n is 2 and R 1 is H and R 2 is most preferably COOH It comprises at least one sulfonic or sulfinic acid derivative of general formula (I) or any salt thereof.

[0065] The components present in the compositions according to the invention are present at least partially as salts at the given pH.

[0066] In preferred compositions according to the invention, the cation of the salt of the sulfonic or sulfinic acid derivative of general formula (I) present is Li + , Na + , K. + , Mg 2+ , Ca 2+ , Al 3+ , Zn 2+ , NH4 + ammonium ions, primary ammonium ions, secondary ammonium ions, tertiary ammonium ions, and quaternary ammonium ions, and preferably selected from the group consisting of Na + and K. + is preferred, Na + is most preferred.

[0067] A preferred composition according to the present invention comprises component A) is present in an amount of 5% by weight to 70% by weight, preferably 6% by weight to 60% by weight, particularly preferably 10% by weight to 55% by weight, and especially preferably 20% by weight to 50% by weight, component B) is present in an amount of 0.01% by weight to 10% by weight, preferably 0.1% by weight to 5% by weight, particularly preferably 0.2% by weight to 2% by weight, Weight percentages are based on the total composition It is characterized by:

[0068] A preferred composition according to the present invention comprises The weight ratio of component A) to component B) is in the range of 10:1 to 5000:1, preferably 20:1 to 1000:1, more preferably 25:1 to 250:1. It is characterized by:

[0069] A further object of the present invention is to provide a biosurfactant having general formula (I) for improving the odor of a composition containing at least one biosurfactant. [ka] [In the formula, n is 1 or 2, R 1 is selected from H and C1-C6 alkyl; R 2 are COOH, SOH, and CH(OH)SO m -OH, m is 1 or 2, preferably m=n. or any salt thereof.

[0070] All preferred uses according to the invention use the preferred sulfonic or sulfinic acid derivatives and biosurfactants mentioned above for the compositions according to the invention.

[0071] The compositions according to the invention can be advantageously incorporated into formulations, especially cosmetic formulations.

[0072] A further subject of the present invention is therefore the use of a composition according to the invention for producing a formulation, in particular a cosmetic formulation, and a formulation, in particular a cosmetic formulation, comprising a composition according to the invention.

[0073] The formulation according to the invention preferably contains 0.5% to 20% by weight, preferably 2% to 15% by weight, particularly preferably 3% to 12% by weight of biosurfactants, the percentages by weight being based on the total formulation.

[0074] In addition to the composition according to the invention, preferred formulations according to the invention contain at least one additional surfactant different from the biosurfactant, for example, anionic, nonionic, cationic and / or amphoteric surfactants can be used. Preferably, from an application point of view, a mixture of anionic and nonionic surfactants is preferred. The total surfactant content of the formulation is preferably 5 to 60% by weight, particularly preferably 15 to 40% by weight, based on the total formulation.

[0075] Furthermore, the formulation according to the present invention comprises: Emollients, emulsifier, Thickeners / viscosity modifiers / stabilizers, UV light protection filter, antioxidants, hydrotropes (or polyols), solids and fillers, film-forming agents, pearlizing agents, Deodorizing and antiperspirant active ingredients, insect repellents, Self-tanning agents, Preservatives, conditioner, fragrance, dye, Odor absorbers, Cosmetic active ingredients, Care additives, Superfatting agents, solvent The composition may contain at least one additional component selected from the group consisting of:

[0076] Substances that 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 German patent application no. 102008001788.4, which is incorporated herein by reference and thus forms part of the present disclosure.

[0077] With regard to other optional ingredients and the amounts of these ingredients to be used, explicit reference is made to relevant handbooks known to those skilled in the art, such as K. Schrader, "Grundlagen und Rezepturen der Kosmetika [Fundamentals and Formulations of Cosmetics]", 2nd edition, pages 329 to 341, Huethig Buch Verlag Heidelberg.

[0078] The amount of each additive varies depending on the intended use.

[0079] Typical guideline formulations for each application are known prior art and are contained, for example, in the brochures of the manufacturers of the respective bases and active ingredients. These existing formulations can generally be used without modification. However, if necessary, desired changes can be made without much effort by simple experiments aimed at adjustment and optimization.

[0080] The composition according to the present invention and the preparation according to the present invention that comprises the composition according to the present invention can be advantageously used for cleaning surface.In this form of use according to the present invention, surface is preferably the surface of living organism, particularly human, and such surface is particularly preferably selected from skin and hair.In relation to the use of the present invention on the surface of living organism, the use of the present invention is non-therapeutic use, preferably cosmetic use.

[0081] The following examples are provided for illustrative purposes only and are not intended to limit the scope of the present invention, the scope of which is clear from the entire specification and claims, to the embodiments specified in the examples. [Brief explanation of the drawings]

[0082] [Figure 1] FIG. 1 shows the color change over time of various rhamnolipid-containing compositions. [Example]

[0083] Rhamnolipids were prepared and analyzed as described in EP 3023431.

[0084] The proportion of rhamnolipids and their salts was >90% by weight based on dry mass. The relative proportions in weight percent of the various rhamnolipid homologues relative to the sum of all rhamnolipids are shown in the table below. The proportions here refer to the acid form as determined by HPLC analysis.

[0085] [Table 1]

[0086] Protein content was determined by photometric bicinchoninic acid assay (BCA assay, ThermaFisher Scientific) and was less than 1 wt% based on the dry mass of rhamnolipids.

[0087] As the sophorolipid, REWOFERM (registered trademark) SL ONE (Evonik), which is an aqueous solution of lactone-type and acid-type sophorolipid, was used.

[0088] Glucolipid was prepared as described in Example 2 of WO 2019 / 154970.

[0089] Example 1: Odor panel of rhamnolipid containing the disodium salt of 2-hydroxysulfonatoacetic acid Three samples were prepared using a rhamnolipid raw material with a rhamnolipid content of 47.4%. The first sample contained no additives. The second sample contained 0.5% disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG), and the third sample contained 0.2% disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG). The pH of the samples was 5.6. The samples were stored at ambient temperature in appropriate test bottles.

[0090] To ensure a uniform environment, test panel members performed the tests in an "odor-free" room at the central laboratory.

[0091] Each subject completed the odor test and scored it according to the following predetermined ranking: 1 good sample 2 intermediate samples Bad sample: 3 points The test result was the sum of all scores divided by the number of subjects. In addition, subjects were asked to rank all three samples.

[0092] [Table 2]

[0093] Example 2: Odor panel of rhamnolipid containing zinc salt of 2-hydroxysulfonatoacetic acid Three samples were prepared using rhamnolipid raw material with a rhamnolipid content of 47.4%. The first sample contained no additives. The second sample contained 0.5% zinc salt of 2-hydroxysulfonatoacetic acid (TP1740, L. Brueggemann GmbH & CO KG), and the third sample contained 0.2% zinc salt of 2-hydroxysulfonatoacetic acid (TP 1740, L. Brueggemann GmbH & CO KG). The pH of the samples was 5.8. The samples were stored at ambient temperature in appropriate test bottles.

[0094] To ensure a uniform environment, test panel members performed the tests in an "odor-free" room at the central laboratory.

[0095] Each subject completed the odor test and scored it according to the following predetermined ranking: 1 good sample 2 intermediate samples Bad sample: 3 points The test result was the sum of all scores divided by the number of subjects. In addition, subjects were asked to rank all three samples.

[0096] [Table 3]

[0097] Example 3: Odor panel of sophorolipids containing the disodium salt of 2-hydroxysulfonatoacetic acid or a mixture of the zinc salt of 2-hydroxysulfinatoacetic acid and the zinc salt of 2-hydroxysulfonatoacetic acid with zinc sulfite Three samples were prepared using sophorolipid raw material with a sophorolipid content of 46.4%.

[0098] The first sample was supplemented with 0.5% of a mixture of the zinc salt of 2-hydroxysulfinatoacetic acid, the zinc salt of 2-hydroxysulfonatoacetic acid, and zinc sulfite (TP1647, L. Brueggemann GmbH & CO KG). The second sample contained no additive. The third sample was supplemented with 0.5% of the disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG). The pH of the samples was 5.5. The samples were stored at ambient temperature in appropriate test bottles.

[0099] To ensure a uniform environment, test panel members performed the tests in an "odor-free" room at the central laboratory.

[0100] Each subject completed the odor test and scored it according to the following predetermined ranking: 1 good sample 2 intermediate samples Bad sample: 3 points The test result was the sum of all scores divided by the number of subjects. In addition, subjects were asked to rank all three samples.

[0101] [Table 4]

[0102] Example 4: Color preservation A 47.4% aqueous rhamnolipid solution was used, stabilized against microbial growth with 12 ppm CIT / MIT (chloromethylisothiazolinone / methylisothiazolinone), and had a pH of 5.5.

[0103] This solution was mixed with the disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG) and the zinc salt of 2-hydroxysulfonatoacetic acid (TP1740, L. Brueggemann GmbH & CO KG) at concentrations of 0.1% and 0.5%. After adding the additives, the pH was set to 5.6 using KOH. The mixture was incubated at 40°C with constant stirring. Samples were analyzed by Gardner color index at regular intervals up to 312 days.

[0104] [Table 5]

[0105] The experiment is repeated in the same manner, but with the pH adjusted to 6.6, with similar results.

[0106] Example 5: Odor panel of glucolipids containing the disodium salt of 2-hydroxysulfonatoacetic acid Three samples were prepared using a glucolipid raw material with a content of 49.2%. The first sample contained no additives. The second sample contained 2.0% disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG). The third sample contained 0.5% disodium salt of 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG). The pH of the samples was 6.0. The samples were stored at ambient temperature in appropriate test bottles.

[0107] To ensure a uniform environment, testing was performed in an "odor-free" room at the central laboratory.

[0108] Each subject completed the odor test and scored it according to the following predetermined ranking: 1 good sample 2 intermediate samples Bad sample: 3 points The test result was the sum of all scores divided by the number of subjects. In addition, subjects were asked to rank all three samples.

[0109] [Table 6]

[0110] Example 6: Odor panel of glucolipids containing high concentrations of disodium salt of 2-hydroxysulfonatoacetic acid, or zinc salt of 2-hydroxysulfonatoacetic acid, or zinc salt of 2-hydroxysulfinatoacetic acid, zinc salt of 2-hydroxysulfonatoacetic acid, and zinc sulfite Four samples were prepared using a 49.2% glucolipid raw material. The first sample contained 5.0% disodium 2-hydroxysulfonatoacetic acid (Blancolen HP, L. Brueggemann GmbH & CO KG). The second sample contained 5.0% zinc 2-hydroxysulfinatoacetic acid, zinc 2-hydroxysulfonatoacetic acid, and zinc sulfite (TP1647, L. Brueggemann GmbH & CO KG). The third sample contained no additives. The fourth sample contained 5.0% zinc 2-hydroxysulfonatoacetic acid (TP1740, L. Brueggemann GmbH & CO KG). The pH of the samples was 8.0. The samples were stored at ambient temperature in appropriate test bottles.

[0111] To ensure a uniform environment, testing was performed in an "odor-free" room at the central laboratory.

[0112] Each subject completed the odor test and scored it according to the following predetermined ranking: 1 good sample 2 intermediate samples Bad sample: 3 points The test result was the sum of all scores divided by the number of subjects. In addition, subjects were asked to rank all three samples.

[0113]

Table 7

Claims

1. A) at least one biosurfactant; B) at least one compound represented by general formula (I) 【Chemistry 1】 [In the formula, n is 1 or 2; R 1 is H and C 1 ~C 6 alkyl, R 2 COOH, SO 3 H, and CH(OH)SO m -OH, and m is 1 or 2. or any salt thereof; A composition comprising:

2. 2. The composition according to claim 1, characterized in that the biosurfactant is selected from rhamnolipids, sophorolipids and glucolipids.

3. n is 2, R 1 is H and R 2 is COOH, and n is 1, R 1 is H and R 2 is COOH Selected from:

3. Composition according to claim 1 or 2, characterized in that it contains at least one sulfonic or sulfinic acid derivative of general formula (I) or any salt thereof.

4. In component A), the cation of the salt of the sulfonic acid derivative or of the sulfinic acid derivative of general formula (I) present is Li + , Na + , K + , Mg 2+ , Ca 2+ , Al 3+ , Zn 2+ , N.H. 4 + 3. The composition according to claim 1, characterized in that the cations are selected from the group comprising primary ammonium ions, secondary ammonium ions, tertiary ammonium ions and quaternary ammonium ions.

5. Component A) is present in an amount of 5% to 70% by weight, Component B) is present in an amount of 0.01% to 10% by weight, The weight percentages are based on the total composition. The composition according to claim 1 or 2.

6. 3. The composition of claim 1, wherein the weight ratio of component A) to component B) is in the range of 10:1 to 5000:

1.

7. Use of at least one sulfonic or sulfinic acid derivative of general formula (I), or any salt thereof, for improving the odor of a composition containing at least one biosurfactant. 【Chemistry 2】 [In the formula, n is 1 or 2; R 1 is H and C 1 ~C 6 alkyl, R 2 COOH, SO 3 H, and CH(OH)SO m -OH, and m is 1 or 2.

8. 3. Use of the composition according to claim 1 or 2 for the manufacture of a pharmaceutical preparation.

9. A formulation comprising the composition of claim 1.

10. 10. The formulation of claim 9, further comprising at least one additional surfactant.

11. The formulation according to claim 9, characterized in that the total content of surfactants in the formulation is 5 to 60% by weight based on the total formulation.

12. 10. Use of a composition according to claim 1 or a formulation according to claim 9 for cleaning a surface.