Aqueous composition comprising at least one rhamnolipid and at least one sugar alcohol fatty acid ester

Abstract

The invention relates to aqueous compositions comprising rhamnolipid and sugar alcohol fatty acid ester in certain amounts and their use in a process for preparations of formulations.

Description

[0001] 202400233 Foreign Filing 1

[0002] Aqueous composition comprising rhamnolipid and sugar alcohol fatty acid ester

[0003] Field of the invention

[0004] The invention relates to aqueous compositions comprising rhamnolipid and sugar alcohol fatty acid ester in certain amounts and their use in a process for preparations of formulations.

[0005] Prior art

[0006] So-called rhamnolipids are produced in a particularly sustainable way via fermentation processes. Unfortunately, these rhamnolipids have the disadvantage that their use leads to a viscosity reduction in many aqueous cosmetic surfactant formulations, even when combined with typically effective hydrophobic thickeners. This property makes them difficult to use, because a combination with polyethylene-glycol-based associative thickeners is often not desirable due to their typically fossil origin.

[0007] Sugar alcohol fatty acid esters with the fatty acid acyl group having 8 to 18 carbon atoms, on the other hand, are used in cosmetic formulations as consistency enhancers with skin care properties. However, these esters have the disadvantage that they usually are waxy solids, pastes or at least highly viscous liquids, which are not easily flowable at typical temperatures in chemical production facilities of 15 °C to 30 °C. Thus, most of them cannot be cold processed in cosmetic formulations.

[0008] In contrast to dehydrated sorbitan esters with shorter chain fatty acid acyl groups (8 - 10 carbon atoms), which are either viscous liquids or solid pastes with typical melting points in the range of 5 to 35 °C, sugar alcohol fatty acid esters, especially sustainable, enzymatically produced, nondehydrated ones like for example Sorbityl / Xylity I Pelargonate (INCI), typically are solids with melting points of greater than 50 °C. Therefore, these need to be melted at approx. 80 °C prior to use.

[0009] It is therefore an object of the instant invention to provide highly concentrated, but still pumpable liquid compositions comprising a surfactant and sugar alcohol fatty acid ester, which combine the beneficial properties of the single ingredients and also can increase the viscosity of cleansing formulations.

[0010] Description of the invention

[0011] Surprisingly, it was found that the compositions of the instant invention solve the above problem of the prior art. 202400233 Foreign Filing 2

[0012] The present invention therefore provides a composition comprising at least one rhamnolipid, at least one sugar alcohol fatty acid ester, wherein the fatty acid acyl groups comprise 7 to 22 carbon atoms, and water, in certain amounts.

[0013] The invention further provides a process for the preparation of a formulation using the above composition.

[0014] The invention further provides the use of the above composition for increasing the viscosity of a formulation.

[0015] One advantage of the present invention is that the compositions according to the instant invention are pumpable and thus cold-processable at temperatures of about 25 °C due to their low viscosity. Another advantage of the present invention is that the compositions according to the instant invention are homogenous and do not have to be homogenized prior to use.

[0016] A further advantage is that the compositions according to the instant invention can increase the viscosity of aqueous surfactant formulations when incorporated into them.

[0017] Another advantage is that the compositions according to the instant invention can be incorporated into aqueous surfactant formulations much faster than pure sugar alcohol fatty acid ester, at high and at low temperatures.

[0018] Another advantage is that, despite the presence of a surfactant, especially rhamnolipid, the viscosity of the aqueous surfactant formulations can be increased to typical target viscosities of shampoos and shower gels as well as liquid soaps.

[0019] Another advantage is that the compositions according to the instant invention have a positive effect on the skin feel and the mildness of the cosmetic surfactant formulations they are incorporated into. A further advantage is that the compositions according to the invention exhibit solubilizing properties for hydrophobic components of aqueous formulations.

[0020] A further advantage is that the compositions according to the instant invention ensure an improved skin moisturization from rinse-off formulations.

[0021] A further advantage is that the compositions according to the instant invention enable a higher deposition efficiency of the sugar alcohol fatty acid ester from an aqueous surfactant-based formulation.

[0022] The composition according to the instant invention thus comprises

[0023] A) at least one rhamnolipid,

[0024] B) at least one sugar alcohol fatty acid ester, wherein the sugar alcohol group comprises a number of carbon atoms of more than 3 and wherein the fatty acid acyl groups comprise a number of carbon atoms selected from 7 to 18 carbon atoms, and

[0025] C) water, 202400233 Foreign Filing 3 and is characterised in that component A) is comprised in an amount from 10.0 wt.-% to 60.0 wt.-%, component B) is comprised in an amount from 3.0 wt.-% to 50.0 wt.-%, and component C) is comprised in an amount from 10.0 wt.-% to 70.0 wt.-%, wherein the weight percentages refer to the total composition.

[0026] In the context of the present invention the term “sugar alcohol” is understood to be a polyol, structurally derived from a saccharide by the reduction of one aldehyde or ketone group to an alcohol group, also including the cyclic dehydrated form like e.g. xylitan and sorbitan. The general molecular formula of such a sugar alcohol is either CnH2n+2Onor CnH2nOn-i , wherein n is a natural number.

[0027] Where average values are stated hereinbelow, then, unless stated otherwise, these are number- averaged average values.

[0028] Unless stated otherwise, percentages are data in per cent by weight. The same is true for parts per million (ppm).

[0029] When determining the mass of a substance, that can be present in the form of its salt, e.g. because of a given pH, especially for component A) of the composition of the instant invention, the mass of the counter ion is disregarded.

[0030] Wherever measurement values are stated hereinbelow, then, unless stated otherwise, these have been determined at a temperature of 25°C and a pressure of 1013 mbar.

[0031] The term "rhamnolipids" in the context of the present invention preferably is understood to mean particularly compounds of the general formula (I) and salts thereof, Formula (I) 202400233 Foreign Filing 4 where mRL = 2, 1 or 0, preferably 1 or 0, nRL = 1 or 0,

[0032] R1RLand R2RL= mutually independently, identical or different, organic residues having 2 to 24, preferably 5 to 13 carbon atoms, in particular optionally branched, optionally substituted, particularly hydroxy-substituted, optionally unsaturated, in particular optionally mono-, bi- or triunsaturated alkyl residues, preferably those selected from the group consisting of pentenyl, heptenyl, nonenyl, undecenyl and tridecenyl and (CH2)o-CH3 where o = 1 to 23, preferably 4 to 12. If nRL = 1 , the glycosidic bond between the two rhamnose units is preferably in the a-configuration. The optically active carbon atoms of the fatty acids are preferably present as R-enantiomers (e.g. (R)-3-{(R)-3-[2-O-(a-L-rhamnopyranosyl)-a-L-rhamnopyranosyl]oxydecanoyl}oxydecanoate).

[0033] The term "di-rhamnolipid" in the context of the present invention is understood to mean compounds of the general formula (I) or salts thereof, where nRL = 1 .

[0034] The term "mono-rhamnolipid" in the context of the present invention is understood to mean compounds of the general formula (I) or salts thereof, where nRL = 0.

[0035] Distinct rhamnolipids are abbreviated according to the following nomenclature: "diRL-CXCY" are understood to mean di-rhamnolipids of the general formula (I), in which one of the residues R1RLand R2RL= (CH2)o-CH3 where o = X-4 and the remaining residue R1or R2= (CH2)O-CH3where o = Y-4.

[0036] "monoRL-CXCY" are understood to mean mono-rhamnolipids of the general formula (I), in which one of the residues R1RLand R2RL= (CH2)o-CH3 where o = X-4 and the remaining residue R1RLor R2RL= (CH2)O-CH3where o = Y-4.

[0037] The nomenclature used therefore does not distinguish between "CXCY" and "CYCX".

[0038] For rhamnolipids where mRL=0, monoRL-CX or diRL-CX is used accordingly.

[0039] If one of the abovementioned indices X and / or Y is provided with ":Z", this signifies that the respective residue R1RLand / or R2RLis equal to an unbranched, unsubstituted hydrocarbon residue having X-3 or Y-3 carbon atoms having Z double bonds.

[0040] Rhamnolipids applicable in the context of the instant invention can also be produced by fermentation of Pseudomonas, especially Pseudomonas aeruginosa, which are preferably non genetically modified cells, a technology already disclosed in the eighties, as documented e.g. in EP0282942 and DE4127908. Rhamnolipids produced in Pseudomonas aeruginosa cells which have been improved for higher rhamnolipid titres by genetical modification can also be used in the context of the instant invention; such cells have for example been disclosed by Lei et al. in Biotechnol Lett. 2020 Jun;42(6):997-1002.

[0041] Rhamnolipids produced by Pseudomonas aeruginosa are commercially available from Jeneil Biotech Inc., e.g. under the tradename Zonix,from Logos Technologies (technology acquired by Stepan), e.g. under the tradename NatSurFact, from Biotensidion GmbH, e.g. under the tradename Rhapynal, from AGAE technologies, e.g. under the name R90, R95, R95Md, R95Dd, from Locus 202400233 Foreign Filing 5

[0042] Bio-Energy Solutions and from Shanghai Yusheng Industry Co. Ltd., e.g. under the tradename Bio- 201 Glycolipids.

[0043] The present invention provides a preferred composition characterized in that the rhamnolipids comprise

[0044] 51 wt.-% to 100 wt.-%, preferably 60 wt.-% to 95 wt.-%, particularly preferably 80 wt.-% to 90 wt.- %, of mono-rhamnolipids, especially those of formula (I) with nRL=0, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0045] It is more preferred in this context that said mono-rhamnolipids comprise

[0046] 12 wt.-% to 32 wt.-% monoRL-C8C10,

[0047] 51 wt.-% to 81 wt.-% monoRL-C10C10,

[0048] 1 wt.-% to 9 wt.-% monoRL-C10C12,

[0049] 1 wt.-% to 9 wt.-% monoRL-C10C12:1 , wherein the weight percentages refer to all mono-rhamnolipids comprised in the composition.

[0050] The present invention provides an alternatively preferred composition, characterized in that the rhamnolipids comprise

[0051] 71 wt.-% to 100 wt.-%, preferably 75 wt.-% to 95 wt.-%, particularly preferably 80 wt.-% to 90 wt.- %, of di-rhamnolipids, especially those of formula (I) with nRL=1 , where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0052] The present invention further provides a preferred composition, characterized in that the rhamnolipids comprise

[0053] 56 wt.-% to 95 wt.-%, preferably 60 wt.-% to 80 wt.-%, particularly preferably 66 wt.-% to 70 wt.-%, of diRL-C10C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0054] A preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0055] 0.5 wt.-% to 15 wt.-%, preferably 3 wt.-% to 12 wt.-%, particularly preferably 5 wt.-% to 10 wt.-%, of diRL-C10C12:1 , where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0056] A further preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0057] 0.5 to 25 wt.-%, preferably 3 wt.-% to 15 wt.-%, particularly preferably 5 wt.-% to 12 wt.-%, of diRL- C10C12, 202400233 Foreign Filing 6 where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0058] A preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0059] 0.1 wt.-% to 25 wt.-%, preferably 2 wt.-% to 10 wt.-%, particularly preferably 4 wt.-% to 8 wt.-%, of diRL-C8C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0060] An even further preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0061] 0.1 wt.-% to 5 wt.-%, preferably 0.5 wt.-% to 3 wt.-%, particularly preferably 0.5 wt.-% to 2 wt.-%, of monoRL-C8C10 and / or, preferably and

[0062] 0.1 wt.-% to 5 wt.-%, preferably 0.5 wt.-% to 3 wt.-%, particularly preferably 0.5 wt.-% to 2 wt.-%, of monoRL-C10C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0063] The present invention provides an alternatively preferred composition, characterized in that the rhamnolipids comprise

[0064] 10 wt.-% to 30 wt.-%, preferably 20 wt.-% to 30 wt.-%, particularly preferably 25 wt.-% to 30 wt.-%, of monoRL-C10C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0065] The alternatively preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0066] 10 wt.-% to 30 wt.-%, preferably 12 wt.-% to 25 wt.-%, particularly preferably 15 wt.-% to 20 wt.-%, of diRL-C10C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0067] The alternatively preferred composition according to the invention is characterized in that it rhamnolipids as described above with a content of

[0068] 10 wt.-% to 30 wt.-%, preferably 12 wt.-% to 25 wt.-%, particularly preferably 15 wt.-% to 20 wt.-%, of monoRL-C8C10, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0069] The alternatively preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0070] 3 wt.-% to 25 wt.-%, preferably 5 wt.-% to 20 wt.-%, particularly preferably 10 wt.-% to 15 wt.-%, of monoRL-C10C12:1 , 202400233 Foreign Filing 7 where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0071] The alternatively preferred composition according to the invention is characterized in that it comprises rhamnolipids as described above with a content of

[0072] 1 wt.-% to 15 wt.-%, preferably 2 wt.-% to 10 wt.-%, particularly preferably 3 wt.-% to 8 wt.-%, of diRL-C10C12, where the percentages by weight refer to the sum of all of the rhamnolipids comprised in the composition.

[0073] A preferred composition according to the instant invention is characterized in that said sugar alcohol group is selected from the group of erythritol, threitol, arabitol, xylitol, ribitol, mannitol, sorbitol, galactitol, fucitol, iditol, inositol, volemitol, isomalt, maltitol and lactitol, preferably erythritol, xylitol and sorbitol, most preferably xylitol and sorbitol.

[0074] A preferred composition according to the instant invention is characterized in that said sugar alcohol group is selected from a mixture of xylitol and sorbitol, preferably in a weight ratio of from 3 :1 to 1 : 1.

[0075] A preferred composition according to the instant invention is characterized in that component A) is comprised in an amount from 15.0 wt.-% to 50.0 wt.-%, particularly preferably from 20.0 wt.-% to 45.0 wt.-% , wherein the weight percentages refer to the total composition.

[0076] A preferred composition according to the instant invention is characterized in that component B) is comprised in an amount from 6.0 wt.-% to 45.0 wt.-%, particularly preferably from 10.0 wt.-% to 35.0 wt-% , wherein the weight percentages refer to the total composition.

[0077] A preferred composition according to the instant invention is characterized in that component C) is comprised in an amount from 15.0 wt.-% to 65.0 wt.-%, particularly preferably from 20.0 wt.-% to 55.0 wt.-%, wherein the weight percentages refer to the total composition.

[0078] A preferred composition according to the instant invention is characterized in that component A) is comprised in an amount from 20.0 wt.-% to 45.0 wt.-%, component B) is comprised in an amount from 10.0 wt.-% to 35.0 wt.-%, and component C) is comprised in an amount from 20.0 wt.-% to 55.0 wt.-%, wherein the weight percentages refer to the total composition.

[0079] A preferred composition according to the instant invention is characterized in that the fatty acid acyl groups in said at least one sugar alcohol fatty acid ester comprise a number of carbon atoms 202400233 Foreign Filing 8 selected from 7 to 12 carbon atoms, wherein component B) preferably comprises 50 wt.-% to 100 wt.-% of said at least one sugar alcohol fatty acid ester comprising a number of carbon atoms selected from 7 to 12 carbon atoms with the weight percentages referring to all sugar alcohol fatty acid esters comprised in component B).

[0080] A more preferred composition according to the instant invention is characterized that the fatty acid acyl groups in said at least one sugar alcohol fatty acid ester comprise a number of carbon atoms selected from 8 to 10, more preferably 9, carbon atoms, wherein component B) preferably comprises 50 wt.-% to 100 wt.-% of said at least one sugar alcohol fatty acid ester comprising a number of carbon atoms selected from 8 to 10, more preferably 9, carbon atoms with the weight percentages referring to all sugar alcohol fatty acid esters comprised in component B).

[0081] A preferred composition according to the instant invention is characterized in that in component B) at least 80 wt.-% to 100 wt.-%, preferably 95 wt.-% to 100 wt.-%, of all sugar alcohols esterified into all sugar alcohol fatty acid esters are open-chain sugar alcohols, thus, non-cyclic.

[0082] An even more preferred composition according to the instant invention is characterized in that the fatty acid acyl groups in said at least one sugar alcohol fatty acid ester comprise a number of carbon atoms selected from 7 to 12 carbon atoms, preferably 8 to 10 carbon atoms, more preferably 9, carbon atoms and that in said at least one sugar alcohol fatty acid ester 80 wt.-% to 100 wt.-%, preferably 95 wt.-% to 100 wt.-%, of all sugar alcohols esterified into the sugar alcohol fatty acid esters are open-chain sugar alcohols, thus, non-cyclic.

[0083] A preferred composition according to the instant invention is characterized in that component B) comprises at least one sugar alcohol fatty acid ester wherein the sugar alcohol group is selected from the group of erythritol, xylitol and sorbitol, and wherein the fatty acid acyl group is a pelargonic acid acyl group, wherein component B) preferably comprises in sum 50 wt.-% to 100 wt.-% of said aforementioned at least one sugar alcohol fatty acid ester with the weight percentages referring to all sugar alcohol fatty acid esters comprised in component B).

[0084] A more preferred composition according to the instant invention is characterized in that component B) comprises at least one sugar alcohol fatty acid ester wherein the sugar alcohol group is selected from a mixture of xylitol and sorbitol, preferably in a weight ratio of from 3 :1 to 1 : 1 , and wherein the fatty acid acyl group is a pelargonic acid acyl group, wherein component B) preferably comprises in sum 50 wt.-% to 100 wt.-% of said aforementioned at least one sugar alcohol fatty 202400233 Foreign Filing 9 acid ester with the weight percentages referring to all sugar alcohol fatty acid esters comprised in component B).

[0085] A preferred composition according to the instant invention is characterized in that said at least one sugar alcohol fatty acid ester has a mean degree of esterification (fatty acid acyl groups per sugar alcohol including free sugar alcohol) from 0.8 to 1 .9, preferably of from 0.9 to 1 .8, most preferably of from 1.0 to 1.7.

[0086] The composition according to the instant invention preferably comprises di-rhamnolipid as component A).

[0087] A more preferred composition according to the instant invention is characterized in that it comprises

[0088] D) at least one preservative.

[0089] Component D) preferably is comprised in the composition according to the instant invention in an amount from 0.1 wt.-% to 6.0 wt.-%, preferably from 0.3 wt.-% to 4.0 wt.-%, particularly preferably from 0.5 wt.-% to 3.0 wt.-%.

[0090] Any preservative known in the art for use in detergents may be utilized.

[0091] Preferred preservatives comprised in component D) of the composition of the instant invention are selected from the group of phenoxyethanol, sodium levulinate, sodium benzoate, p-anisic acid, potassium sorbate, benzoic acid, glyceryl caprylate, capryl glycol, penthylene glycol, methyl propane diol, bronopol, isothiazolinone (e.g. methylisothiazolinone, chloromethylisothiazolinone) and combinations thereof with sodium benzoate being especially preferred.

[0092] An even more preferred composition according to the instant invention is characterized in that it comprises

[0093] E) glycerol, preferably in an amount of 1 .0 wt.-% to 35 wt.-%, more preferably 5.0 wt.-% to 30 wt.-%.

[0094] The present invention provides a process for preparation of a formulation comprising the steps of I) providing a composition according to the instant invention, 202400233 Foreign Filing 10

[0095] II) formulating said composition with at least one further additional component selected from the group of surfactants, emollients, emulsifiers, thickeners, UV light protection filters, antioxidants, hydrotropes, solids and fillers, film formers, pearlescence additives, opacifiers, deodorant and antiperspirant active ingredients, insect repellents, self-tanning agents, preservatives, conditioning agents, perfumes, dyes, odour absorbers, superfatting agents and solvents, preferably perfumes, conditioning agents and thickeners, most preferably perfumes.

[0096] The formulation prepared by the process according to the instant invention is preferably selected from the group of cosmetic and pharmaceutical formulations.

[0097] In process step I) of the instant invention those compositions of the instant invention are preferably provided, which are preferred compositions according to the instant invention.

[0098] In process step II) at least one further additional component is blended with the composition according to the instant invention thereby yielding in the formulation.

[0099] Substances which can be used as exemplary representatives of the individual groups are known to a person skilled in the art and can, for example, be taken from DE102008001788. This patent application is incorporated in the current document as reference and is accordingly to be regarded as part of the disclosure.

[0100] With regard to further optional components and also the amounts used of these components, reference is expressly made to the relevant handbooks known to a person skilled in the art, e.g.

[0101] K. Schrader, "Grundlagen und Rezepturen der Kosmetika [Fundamentals and Formulations of Cosmetics]", 2nd edition, pages 329 to 341 , Huthig Buch Verlag, Heidelberg.

[0102] The amounts of the respective additives depend on the intended use.

[0103] Typical base formulations for the relevant applications are known prior art and are contained for example in the brochures of the manufacturers of the relevant base materials and active substances. These existing formulations can generally be adopted unchanged. However, if necessary, for adjustment and optimization, the desired modifications can be executed in a straightforward manner through simple tests.

[0104] A preferred process according to the instant invention is characterised in that said composition is provided in process step I) in an amount, that the prepared formulation comprises the sum of component A) and B) in an amount of from 0.1 wt.-% to 20.0 wt.-%, preferably from 0.5 wt.-% to 15.0 wt.-%, particularly preferably from 1 .0 wt.-% to 10.0 wt.-%, wherein the weight percentages refer to the total formulation. 202400233 Foreign Filing 11

[0105] The present invention further provides the use of a composition according to the invention for the preparation of a formulation, preferably an aqueous cosmetic or pharmaceutical formulation. The present invention further provides the use of a composition according to the invention for increasing the viscosity of a formulation, preferably an aqueous cosmetic or pharmaceutical formulation.

[0106] The present invention further provides the use of a composition according to the invention for improving the foam density of a formulation, preferably an aqueous cosmetic or pharmaceutical formulation.

[0107] The present invention further provides the use of a composition according to the invention for improving the skin feel of a formulation, preferably during washing with the formulation and after 3 minutes, preferably an aqueous cosmetic or pharmaceutical formulation.

[0108] The present invention further provides the use of a composition according to the invention for reducing the skin roughness.

[0109] The present invention further provides the use of a composition according to the invention for maintaining a healthy level of the skin moisturization after rinse.

[0110] The present invention further provides the use of a composition according to the invention with an increased deposition efficiency of the sugar alcohol fatty acid ester from a surfactant-based formulation.

[0111] The present invention further provides the use of a composition according to the invention to reduce the rinse time to wash off the composition from a surface.

[0112] In the uses of the instant invention those compositions of the instant invention are preferably used, which are preferred compositions according to the instant invention.

[0113] The examples adduced hereinafter describe the present invention by way of example, without any intention that the invention, the scope of application of which is apparent from the entirety of the description and the claims, be restricted to the embodiments specified in the examples.

[0114] The viscosities of the compositions have been measured with a Brookfield Amatek DV1 viscosimeter, using spindle 62 at 30 revolutions per minute and 22 °C. The viscosity was noted after approx. 0.5 min. of stirring, when it was a stable value.

[0115] Examples:

[0116] Example 1: Synthesis of Xylityl / Sorbityl Pelargonate (not according to the invention)

[0117] A mixture of xylitol (65.5 g, 430 mmol), sorbitol (28.1 g, 154 mmol) and n-nonanoic acid (120.2 g, 759 mmol, acid value = 355 mg KOH / g) was heated to 90°C with stirring and while passing 202400233 Foreign Filing 12 nitrogen gas through. After 1 h immobilized Candida antarctica lipase B enzyme (6.41 g; Purolite D5619, corresponding to 55500 PLU) was added. The mixture was stirred at 85°C and 50 mbar for 24 h, during which the water formed was distilled off. Subsequently, the mixture was filtered at 80°C through a Buchner funnel with black band filter to remove the enzyme. The product obtained after cooling down to 22 °C was a white waxy solid with an acid value of 1 .5 mg KOH / g and a melting point of 57 °C.

[0118] Example 2: Liquid aqueous mixture of di-rhamnoliqid and Xylityl / Sorbityl Pelargonate (according to the invention)

[0119] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of example 1 , 24 g water and 1 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 3850 mPa s.

[0120] Example 3: Liquid aqueous mixture of di-rhamnolipid, Xylityl / Sorbityl Pelargonate and glycerin (according to the invention)

[0121] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of example 1 and 25 g glycerin was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 6200 mPa s.

[0122] Example 4: Liquid aqueous mixture of more di-rhamnolipid and less of Xylityl / Sorbityl Pelargonate (as compared to example 3) and glycerin (according to the invention)

[0123] A mixture of 60 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 20 g of example 1 , 19.5 g glycerin and 0.5 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 5750 mPa s.

[0124] Example 5: Liquid aqueous mixture with more di-rhamnolipid and less of Xylityl / Sorbityl Pelargonate (as compared to example 2, according to the invention)

[0125] A mixture of 79.5 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 20 g of example 1 and 0.5 sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was 202400233 Foreign Filing 13 formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 4600 mPa s.

[0126] Example 6: Solid aqueous mixture of di-rhamnolipid and example 1 (not according to the invention)

[0127] A mixture of 45 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik) and 55 g of example 1 was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellowish waxy solid paste.

[0128] Example 7: Aqueous 50-wt.% di-rhamnolipid solution (not according to the invention):

[0129] RHEANCE® One by Evonik with a viscosity of 90 mPa s at 22 °C and a content of approx. 1 .5 wt- % Sodium Benzoate.

[0130] Example 8: Aqueous 75-wt.% mono-rhamnolipid solution (not according to the invention):

[0131] Mono-rhamnolipids were prepared as in example 2 of EP3061442 and applied as aqueous 75-wt.% mono-rhamnolipid solution with a viscosity of 170 mPa s at 22 °C.

[0132] Example 9: Synthesis of Erythrityl Pelargonate (not according to the invention)

[0133] A mixture of erythritol (145 g, 1.19 mol) and n-nonanoic acid (225 g, 1.43 mol, acid value = 355 mg KOH / g) was heated to 160°C with stirring and while passing nitrogen gas through. Afterwards, it was further heated from 160 to 230°C within 9 h, during which the water formed was distilled off. The mixture was then stirred at 230°C for another 4 h. The product obtained after cooling down to 22 °C was a yellowish waxy solid with an acid value of 3.7 mg KOH / g and a melting point of 59 °C.

[0134] Example 10: Synthesis of Xylityl / Erythrityl Caprylate / Caprate (not according to the invention)

[0135] A mixture of xylitol (70.0 g, 460 mmol), erythritol (30.0 g, 246 mmol, n-octanoic acid (91.6 g, 635 mmol, acid value = 390 mg KOH / g) and n-decanoic acid (73.1 g, 423 mmol, acid value = 326 mg KOH / g) was heated to 90°C with stirring and while passing nitrogen gas through. After 1 h immobilized Candida antarctica lipase B enzyme (6.41 g; Purolite D5619, corresponding to 55500 PLU) was added. The mixture was stirred at 85°C and 50 mbar for 24 h, during which the water formed was distilled off. Subsequently, the mixture was filtered at 80°C through a Buchner funnel 202400233 Foreign Filing 14 with black band filter to remove the enzyme. The product obtained after cooling down to 22 °C was a white waxy solid with an acid value of 1 .8 mg KOH / g and a melting point of 52 °C.

[0136] Example 11: Synthesis of Xylityl / Sorbityl Caprylate (not according to the invention)

[0137] A mixture of xylitol (65.5 g, 430 mmol), sorbitol (28.1 g, 154 mmol) and n-octanoic acid (109.3 g, 758 mmol, acid value = 390 mg KOH / g) was heated to 90°C with stirring and while passing nitrogen gas through. After 1 h immobilized Candida antarctica lipase B enzyme (6.41 g; Purolite D5619, corresponding to 55500 PLU) was added. The mixture was stirred at 85°C and 50 mbar for 24 h, during which the water formed was distilled off. Subsequently, the mixture was filtered at 80°C through a Buchner funnel with black band filter to remove the enzyme. The product obtained after cooling down to 22 °C was a white waxy solid with an acid value of 1 .3 mg KOH / g and a melting point of 51 °C.

[0138] Example 12: Liquid aqueous mixture ofdi-rhamnoliqid and Erythrityl Pelargonate (according to the invention)

[0139] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of example 9, 24 g water and 1 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 13400 mPa s.

[0140] Example 13: Liquid aqueous mixture of di-rhamnoliqid and Xylityl / Erythrityl Caprylate / Caprate (according to the invention)

[0141] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of example 10, 24 g water and 1 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 12400 mPa s.

[0142] Example 14: Liquid aqueous mixture ofdi-rhamnoliqid and Xylityl / Sorbityl Caprylate (according to the invention)

[0143] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of example 11 24 g water and 1 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous 202400233 Foreign Filing 15 mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 5500 mPa s.

[0144] Example 15: Liquid aqueous mixture of di-rhamnoliqid and Sorbitan Sesquicaprylate (according to the invention)

[0145] A mixture of 50 g of a 50% aq. di-rhamnolipid solution (RHEANCE® One by Evonik), 25 g of Sorbitan Sesquicaprylate (INCI, ANTIL Soft SC by Evonik) 24 g water and 1 g sodium benzoate was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, opaque and homogeneous liquid with a viscosity of 2850 mPa s.

[0146] Example 16: Liquid aqueous mixture of mono-rhamnoliqid and Sorbitan Sesquicaprylate (according to the invention)

[0147] A mixture of 65 g of a 75% aq. mono-rhamnolipid solution and 35 g of Sorbitan Sesquicaprylate (INCI, ANTIL Soft SC by Evonik) was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, clear and homogeneous liquid with a viscosity of 4350 mPa s.

[0148] Example 17: Liquid aqueous mixture of mono-rhamnolipid and Xylityl / Sorbityl Pelargonate (according to the invention)

[0149] A mixture of 65 g of a 75% aq. mono-rhamnolipid solution and 35 g of example 1 was stirred at 80 °C. As soon as a homogeneous mixture was formed, it was cooled to 22 °C. The resulting product mixture was a yellow, clear and homogeneous liquid with a viscosity of 5650 mPa s.

[0150] Example 18a: Thickening properties and incorporation times in cosmetic formulations

[0151] The incorporation times and thickening properties of the examples described above have been tested in cosmetic formulations, whereby the incorporation time describes the duration after which a clear and homogeneous formulation was obtained. The results are shown in the tables below. The INCI nomenclature is used to describe the ingredients of the formulation.

[0152] The preparation of formulation 1 was started by mixing 32 wt.-% of a 28 % aq. Sodium Laureth Sulfate (TEXAPON® NSO-IS), 8 wt.-% of a 38 % aq. Cocamidopropyl Betaine solution (TEGO® 202400233 Foreign Filing 16

[0153] Betain F 50) and 0.7 wt.-% of Sodium Chloride at 22 °C, wherein all wt.-% relate to the final composition of the formulation.

[0154] The preparation of formulation 2 was started by mixing 15 wt.-% of a 32 % aq. Sodium Cocoamphoacetate solution (REMOTE RIC® AM C MB), 12.6 wt.-% of a 38 % aq. Cocamidopropyl Betaine solution (TEGO® Betain F 50) and 12 wt.-% of a 30 % aq. Sodium Lauroyl Sarcosinate solution (PERLASTAN® L-30 MB) at 22 °C, wherein all wt.-% are related to the final composition of the formulation.

[0155] Then water was added to both mixtures until 95 wt.-% in sum of all components of the desired final compositions were reached. After 1 hour of stirring, one of each respective examples was added, the pH was adjusted to 5.2 (±0.05) with citric acid and each formulation was topped up with water to 100 wt.-%. The incorporation times were determined directly and the viscosities were measured after homogenization and 24 hours of rest at 22 °C with a Brookfield viscometer using spindle 62 at 30 revolutions per minute and a temperature of 22 °C.

[0156] Viscosities of and incorporation times into formulation 1 :

[0157] * according to the invention; ** 30 min. at 80 °C

[0158] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

[0159] Viscosities of and incorporation times into formulation 2: 202400233 Foreign Filing 17

[0160] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

[0161] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

[0162] Example 18b: Thickening properties and incorporation times in cosmetic formulations

[0163] The incorporation times and thickening properties of the examples described above have been tested in cosmetic formulations, whereby the incorporation time describes the duration after which a clear and homogeneous formulation was obtained. The results are shown in the tables below. The INCI nomenclature is used to describe the ingredients of the formulation.

[0164] The preparation of formulation 1 was started by mixing 32 wt.-% of a 28 % aq. Sodium Laureth Sulfate (TEXAPON® NSO-IS), 8 wt.-% of a 38 % aq. Cocamidopropyl Betaine solution (TEGO® Betain F 50) and 0.7 wt.-% of Sodium Chloride at 22 °C, wherein all wt.-% relate to the final composition of the formulation.

[0165] The preparation of formulation 2 was started by mixing 15 wt.-% of a 32 % aq. Sodium Cocoamphoacetate solution (REWOTERIC® AM C MB), 12.6 wt.-% of a 38 % aq. Cocamidopropyl Betaine solution (TEGO® Betain F 50) and 12 wt.-% of a 30 % aq. Sodium Lauroyl Sarcosinate solution (PERLASTAN® L-30 MB) at 22 °C, wherein all wt.-% are related to the final composition of the formulation.

[0166] Then water was added to both mixtures until 95 wt.-% in sum of all components of the desired final compositions were reached. After 1 hour of stirring, one of each respective examples was added, the pH was adjusted to 5.5 (±0.05) with citric acid and each formulation was topped up with water to 100 wt.-%. The incorporation times were determined directly and the viscosities were measured after homogenization and 24 hours of rest at 22 °C with a Brookfield viscometer using spindle 62 at 30 revolutions per minute and a temperature of 22 °C.

[0167] Viscosities of and incorporation times into formulation 1 : 202400233 Foreign Filing 18

[0168] * according to the invention; ** 30 min. at 80 °C

[0169] Viscosities of and incorporation times into formulation 2:

[0170] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

[0171] Example 18c: Thickening properties and incorporation times in cosmetic formulations

[0172] The incorporation times and thickening properties of the examples described above have been tested in cosmetic formulations, whereby the incorporation time describes the duration after which a clear and homogeneous formulation was obtained. The results are shown in the tables below. The INCI nomenclature is used to describe the ingredients of the formulation.

[0173] The preparation of formulation 3 was started by mixing, 16 wt.-% of a 38 % aq. Cocamidopropyl Betaine solution (TEGO® Betain P 50 SG), 12 wt.-% of a 32 % aq. Sodium Cocoamphoacetate solution (REWOTERIC® AM C MB), 3,5 wt.-% of a 80 % aq. Sodium Cocoyl Isethionate (Hostapon SCI 85 P) and 0.7 wt.-% of Sodium Chloride at 22 °C, wherein all wt.-% relate to the final composition of the formulation.

[0174] Then water was added to both mixtures until 95 wt.-% in sum of all components of the desired final compositions were reached. After 1 hour of stirring, one of each respective examples was added, the pH was adjusted to 5.7 (±0.05) with citric acid and each formulation was topped up with water to 100 wt.-%. The incorporation times were determined directly and the viscosities were measured after homogenization and 24 hours of rest at 22 °C with a Brookfield viscometer using spindle 62 at 30 revolutions per minute and a temperature of 22 °C.

[0175] Viscosities of and incorporation times into formulation 3: 202400233 Foreign Filing 19

[0176] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

[0177] * according to the invention; ** 30 min. at 80 °C; *** formulation stays slightly turbid

Claims

202400233 Foreign Filing 20Claims1 . Composition comprisingA) at least one rhamnolipid,B) at least one sugar alcohol fatty acid ester, wherein the sugar alcohol group comprises a number of carbon atoms of more than 3 and wherein the fatty acid acyl groups comprise a number of carbon atoms selected from 7 to 18 carbon atoms, andC) water, characterised in that component A) is comprised in an amount from 10.0 wt.-% to 60.0 wt.-%, preferably from 15.0 wt.-% to 50.0 wt.-%, particularly preferably from 20.0 wt.-% to 45.0 wt.-%, component B) is comprised in an amount from 3.0 wt.-% to 50.0 wt.-%, preferably from 6.0 wt.-% to 45.0 wt.-%, particularly preferably from 10.0 wt.-% to 35.0 wt.-%, and component C) is comprised in an amount from 10.0 wt.-% to 70.0 wt.-%, preferably from 15.0 wt.-% to 65.0 wt.-%, particularly preferably from 20.0 wt.-% to 55.0 wt.-%, wherein the weight percentages refer to the total composition.

2. Composition according to claim 1 , characterized in that said sugar alcohol group is selected from the group of erythritol, threitol, arabitol, xylitol, ribitol, mannitol, sorbitol, galactitol, fucitol, iditol, inositol, volemitol, isomalt, maltitol and lactitol, preferably erythritol, xylitol and sorbitol, most preferably xylitol and sorbitol.

3. Composition according to claim 1 or 2, characterized in that the fatty acid acyl groups in said at least one sugar alcohol fatty acid ester comprise a number of carbon atoms selected from 7 to 12, preferably 8 to 10, more preferably 9, carbon atoms.

4. Composition according to at least one of the preceding claims, characterized in that in component B) at least 80 wt.-% to 100 wt.-%, preferably 95 wt.-% to 100 wt.-%, of all sugar alcohols esterified into all sugar alcohol fatty acid esters are open-chain sugar alcohols.

5. Composition according to at least one of the preceding claims characterized in that the fatty acid acyl groups in said at least one sugar alcohol fatty acid ester comprise a number of carbon atoms selected from 8 to 10, more preferably 9, carbon atoms and that in component B) at least 80 wt.-% to 100 wt.-%, preferably 95 wt.-% to 100 wt.-%, of all sugar alcohols esterified into all sugar alcohol fatty acid esters are open-chain sugar alcohols.

6. Composition according to at least one of the preceding claims, characterized in that component B) comprises at least one sugar alcohol fatty acid ester wherein the sugar202400233 Foreign Filing 21 alcohol group is selected from the group of erythritol, xylitol and sorbitol, and wherein the fatty acid acyl group is a pelargonic acid acyl group.

7. Composition according to at least one of the preceding claims, characterized in that dirhamnolipid is comprised as component A).

8. Composition according to at least one of the preceding claims, characterized in that it comprisesD) at least one preservative, preferably in an amount from 0.1 wt.-% to 6.0 wt.-%, preferably from 0.3 wt.-% to 4.0 wt.-%, more preferably from 0.5 wt.-% to 3.0 wt.-%.

9. Composition according to at least one of the preceding claims, characterized in that it comprisesE) glycerol, preferably in an amount of 1 .0 wt.-% to 35 wt.-%, more preferably 5.0 wt.-% to 30 wt.-%.

10. Process for preparation of a formulation comprising the steps ofI) providing a composition according to at least one of the preceding claims,II) formulating said composition with at least one further additional component selected from the group of surfactants, emollients, emulsifiers, thickeners / viscosity regulators / stabilizers, UV light protection filters, antioxidants, hydrotropes, solids and fillers, film formers, pearlescence additives / opacifiers, deodorant and antiperspirant active ingredients, insect repellents, self-tanning agents, preservatives, conditioning agents, perfumes, dyes, odour absorbers, superfatting agents and solvents.11 . Process according to claim 10, characterised in that said composition is provided in an amount, that the formulation comprises the sum of component A) and B) in an amount of from 0.1 wt.-% to 20.0 wt.-%, preferably from 0.5 wt.-% to 15.0 wt.-%, particularly preferably from 1 .0 wt.-% to 10.0 wt.-%, wherein the weight percentages refer to the total formulation.

12. Use of a composition according to at least one of the claims 1 to 9 for the preparation of a formulation.

13. Use of a composition according to at least one of the claims 1 to 9 for elevating the viscosity of a formulation.202400233 Foreign Filing 2214. Use of a composition according to at least one of the claims 1 to 9 for improving the foam density of a formulation.

15. Use of a composition according to at least one of the claims 1 to 9 for improving the skin feel of a formulation.

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