Compositions containing glycerin fatty acid esters and fatty acid amidoalkylbetaines and / or alkylbetaines

Abstract

The present invention provides a composition comprising a glycerol fatty acid ester and a specific fatty acid amidoalkyl betaine and / or a specific alkyl betaine, and the use of said composition for thickening cosmetic formulations.

Description

[Technical field]

[0001] The present invention provides a composition comprising a glycerol fatty acid ester and a specific fatty acid amidoalkyl betaine and / or a specific alkyl betaine, and the use of said composition for thickening cosmetic formulations.

[0002] prior art Many cosmetic surfactant formulations offered on the market contain fatty acid amidopropyl betaines with an alkyl chain distribution derived from coconut oil (INCI: cocamidopropyl betaine) as foaming ingredients in combination with a thickener, which may be, for example, a glycerol fatty acid ester.

[0003] The combination of cocamidopropyl betaine and glyceryl monolaurate has been established on the market as a very effective combination, and accordingly aqueous premixes have been sold for many years by the company Evonik under the trade names ANTIL HS 60 and TEGO Betain HS KB 5. The advantage of the liquid premixes is that they are easier to process into the final formulation, since glyceryl monolaurate is a solid. However, both products, which represent the current prior art, have their own drawbacks.

[0004] The highly concentrated aqueous mixture ANTIL HS 60, containing about 20% by weight glyceryl monolaurate, 28% by weight cocamidopropyl betaine, 5% by weight sodium chloride and 2% by weight glycerin, is indeed a good thickener, but the cloudy mixture has a yield point at temperatures between 10 and 40° C. As a result, after preparation and filling into containers, the air bubbles are stabilized and trace amounts (ppb) of activated carbon introduced from the purification of triglycerides can aggregate and become suspended, which are then visible as black particles on the product surface and / or in the final formulation.

[0005] TEGO Betain HS KB 5 is a low-concentration aqueous solution consisting of approximately 5% by weight glyceryl monolaurate, 24% by weight cocamidopropyl betaine, 4.5% by weight sodium chloride, 2% by weight glycerin and 0.5% by weight sodium benzoate, and has no yield point at temperatures between 10 and 40°C, so floating and particle formation do not occur in this case. However, compared to ANTIL HS 60, the thickening performance of this product is much lower and is insufficient as a commercial surfactant formulation.

[0006] US Patent Publication No. 20080261842 discloses a cleansing composition in the form of a gel for use in an aerosol container, the composition comprising: (a) a base comprising at least a surfactant in an amount of 7% or more by weight of the total composition, and a thickening agent which is a blend of at least one glyceryl ester and glyceryl ester derivative with at least one of a betaine and a gum, the base having a viscosity greater than 9500 cps; and (b) an expandable material that is greater than 9% by weight of the composition, at least a portion of which remains suspended in the composition until after the composition has been expelled from an aerosol, the expandable material being a saturated aliphatic hydrocarbon having 4 to 5 carbons, and the composition being in the form of a gel prior to including the expandable material.

[0007] The object of the present invention was to provide a composition comprising betaine and a glycerol fatty acid ester, which does not have a yield point between 10 and 40°C and at the same time acts as a good thickener for cosmetic surfactant systems.

[0008] Surprisingly, it has been found that the above two drawbacks from the prior art can be overcome, such that a product with thickening performance comparable to ANTIL HS 60 in terms of product concentration is obtained as a clear solution without a yield point between 10 and 40°C.

[0009] Of importance for the achievement of the object of the present invention is in particular the composition of the betaine component, which is based in particular on tropical vegetable oils such as coconut oil and palm kernel oil. Coconut oil differs from palm kernel oil in its fatty acid chain distribution, in particular in its oleic acid content, which in native coconut oil is generally between 5% and 10% by weight, and in palm kernel oil generally between 10% and 20% by weight, relative to all fatty acids present in the triglycerides. Moreover, as can be seen from Tables A and B, the caprylic and capric acid contents in palm kernel oil are lower than those in coconut oil. In general, hydrogenated coconut fats are used for the preparation of commercial betaine, so that the majority of the acyl groups with 18 carbon atoms are present in the form of stearic acid. The oleic acid acyl group content of the hydrogenated coconut oil used for the preparation of betaine and present in the above-mentioned product is therefore less than 5% by weight.

[0010] [Table 1]

[0011] [Table 2]

[0012] Detailed Description of the Invention Surprisingly, it has been found that the compositions described herein below are capable of achieving the objects of the present invention and overcoming at least one of the disadvantages of the prior art.

[0013] The present invention therefore provides a composition comprising a glycerol fatty acid ester according to claim 1 and a specific fatty acid amidoalkyl betaine and / or a specific alkyl betaine.

[0014] The present invention further provides the use of a composition according to the invention for thickening a cosmetic formulation.

[0015] One of the advantages of the present invention is that it shows an effective thickening performance, especially in surfactant formulations. One of the advantages of the present invention is that it shows a very good processability, especially in cosmetic surfactant formulations. One further advantage is that it does not have a yield point between 10 and 40 °C. One further advantage is that no solid particles are formed. One further advantage is the clarity and homogeneity of the mixture, so that separation effects can be avoided. One further advantage is the ratio of betaine to glycerol ester in the premix, which is already suitable for commercial surfactant formulations, facilitating the manufacture of the final formulation. One further advantage is the mildness of the surfactant mixture, so that the mildness of the final formulation containing the main surfactant can be improved by a synergistic effect. One further advantage is the positive impact on the skin feel and foam properties of the final formulation, for example as a result of an improvement in the creaminess of the foam due to a reduction in the average bubble size in the foamed formulation.

[0016] The present invention relates to the following: A) at least one glycerol fatty acid ester, and B) at least one betaine component selected from the following: B1) General formula I) [ka] [In the formula, n=1 to 10, preferably 2 to 5, particularly 3; R 1 CO=a mixture of acyl groups having 6 to 30, in particular 8 to 22, carbon atoms, characterized in that the mixture of acyl groups has a total content of oleic acid acyl groups and linoleic acid acyl groups of 5% to 50% by weight, preferably 12% to 25% by weight, particularly preferably 13% to 20% by weight, based on all the acyl groups of the mixture, and B2) General formula II) [ka] [In the formula, R2 = a saturated or unsaturated, optionally hydroxy-substituted alkyl group having 6 to 22 carbon atoms, or a mixture thereof The present invention provides a composition comprising the above-mentioned compound, characterized in that the weight ratio of all glycerol fatty acid esters present in the composition to all fatty acid amido alkyl betaines and alkyl betaines present in the composition is 1.0:1.5 to 1.0:8.0, and component B) is particularly selected from B1).

[0017] The content of glycerol fatty acid ester and glycerol can be determined by the GC-FID method described herein below after derivatization with N-methyl-N-(trimethylsilyl)trifluoroacetamide.Unless otherwise specified, all percentages (%) described are mass %.The mass proportion of glycerol and glycerol partial ester can be determined by the GC method in the context of the present invention, which method includes derivatizing the composition according to the present invention as much as possible, and then determining by GC / FID simultaneously.

[0018] For this purpose, 0.10 g of the product according to the invention is dissolved in 5 ml of pyridine:chloroform (4:1) together with 3 mg of propanediol and 20 mg of 1-pentadecanol, respectively, as internal standards. 0.25 ml of this solution is mixed with 0.5 ml of MSTFA [N-methyl-N-(trimethylsilyl)trifluoroacetamide]. The alcohol is quantitatively converted to its trimethylsilyl ether by reaction at 80° C. (30 min) and analyzed by GC / FID. This is carried out using a gas chromatograph equipped with a split / splitless injector, a capillary column and a flame ionization detector under the following conditions: Injector: 290℃, split 40ml Injection volume: 1μl Column: 30m x 0.32mm DB5-HT 0.1μm Carrier gas: Hydrogen, constant flow rate, 2ml / min Temperature program: 65°C to 365°C at 10°C / min, then conditioning at 365°C for 15 min Detector: FID at 365℃ Hydrogen 35ml / min Air 240ml / min Make-up gas 12ml / min.

[0019] Glycerin, glycerin esters, and propane-1,3-diol and 1-pentadecanol as internal standards are separated. The mass ratio of glycerin to glycerin partial esters can be determined by evaluating the peak area of ​​glycerin in comparison with the peak area of ​​propane-1,3-diol added as an internal standard, and the peak area of ​​glycerin partial esters in comparison with the peak area of ​​1-pentadecanol added as an internal standard. For this purpose, the GC system is calibrated by analyzing a mixture of the glycerin or glycerin partial ester under investigation and an internal standard of known composition.

[0020] The betaine content can be determined according to the article entitled "Titrimetric methods for the determination of betaines" published in Application Bulletin. - Metrohm AG, No. 264 / 1 d.

[0021] According to the present invention, in B1), R 1 It is preferred that CO is a mixture of acyl groups having 6 to 30 carbon atoms derived from natural fats and oils, and therefore the group R 1CO is in particular an acyl group of a natural fatty acid. The fatty acid can be produced on the basis of natural oils, for example vegetable or animal oils, and can preferably have 6 to 30 carbon atoms, in particular 8 to 22 carbon atoms. The fatty acids are generally unbranched and usually have an even number of carbon atoms. The double bonds have a cis configuration. Examples include caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachidic acid, behenic acid, erucic acid, gadoleic acid, linoleic acid, eicosapentaenoic acid, docosahexaenoic acid, arachidonic acid. In the present case, component B1) is a mixture of fatty acid amidoalkyl betaines.

[0022] The acyl group content of each of the components B1) can be determined experimentally, for example, by a combination of two liquid chromatography methods. In this case, the individual betaines of the mixture containing various numbers of carbon atoms in the acyl group are first separated by HPLC / RI according to the method described by R. Gerhards et al. (Modern methods for the analysis of cocamidopropyl betaines; Gerhards. R et. al.; Tenside, Surfactants, Detergents; 1996 33(1):1-12). Since this method provides insufficient peak separation of betaines with 16-18 carbon atoms in the acyl group (C16, C18:0, C18:1 and C18:2), the oleylamidopropyl betaine component, if present, is separated by a second gradient HPLC method. This is carried out on a RP column (reverse phase column, Hypersil Gold 100 mm x 3 mm; 5μ, Thermofisher) at 50 °C with a gradient of 0.05% ammonium formate (pH adjusted to 4.2 with formic acid) and acetonitrile (gradient program: start with 10% acetonitrile, hold for 1 min, then linear gradient from 10% acetonitrile to 95% acetonitrile for 15 min, then hold at 95% acetonitrile for 10 min), and the individual betaine fractions are detected by CAD (CAD = charged aerosol detector, Dionex Corona Ultra RS, Thermo Scientific). The acyl content of the individual betaines containing 8 to 14 carbon atoms in the acyl group, as well as the total acyl content of the betaines containing 16 to 18 carbon atoms in the acyl group (C16, C18:0, C18:1 and C18:2), can be determined from the peak area percentages of the HPLC / RI measurements. The acyl content of individual betaines whose acyl groups contain 16 to 18 carbon atoms (C16, C18:0, C18:1 and C18:2) was then obtained from their peak area percentages by HPLC / CAD measurement after normalization to the sum of the peak area percentages of these four betaines by HPLC / RI measurement.For this purpose, the peak area percentage value of each betaine obtained in the HPLC / CAD measurement is multiplied by the sum of the peak area percentages of these four betaines obtained in the HPLC / RI measurement, and then divided by the sum of the peak area percentages of these four betaines obtained in the HPLC / CAD measurement.

[0023] The alkyl group content of component B2) can be determined in an analogous manner.

[0024] The terms "palm fat" and "palm oil" are used interchangeably. The terms "palm kernel fat" and "palm kernel oil" are used interchangeably. Unless otherwise noted, all percentages (%) listed are by weight.

[0025] A preferred composition according to the invention is characterized in that it contains from 3.0% to 20% by weight, preferably from 5.5% to 15% by weight, particularly preferably from 6.5% to 10% by weight of glycerol fatty acid ester, where the weight percentages are based on the total composition.

[0026] According to the invention, it is preferred that the composition of the invention comprises a total of 10% to 35% by weight, preferably 12% to 31% by weight, particularly preferably 14% to 27% by weight of fatty acid amidoalkylbetaines and alkylbetaines, where the percentages by weight are based on the total composition. In this context, it is particularly preferred that the composition of the invention comprises a total of 10% to 35% by weight, preferably 12% to 31% by weight, particularly preferably 14% to 27% by weight of fatty acid amidoalkylbetaines of general formula I) and alkylbetaines of general formula II), where the percentages by weight are based on the total composition.

[0027] A preferred composition according to the invention is characterized in that the glycerol fatty acid ester comprises at least 90% by weight of acyl groups having 8 to 18 carbon atoms, based on all acyl groups present in the glycerol fatty acid ester. It is particularly preferred according to the invention that at least 50% by weight of all acyl groups having 8 to 18 carbon atoms present in the glycerol fatty acid ester are lauroyl groups.

[0028] A particularly preferred composition according to the invention is characterized in that the glycerol fatty acid esters comprise at least 70% by weight of glycerol fatty acid monoesters relative to all glycerol fatty acid esters.

[0029] According to the invention, in the mixture of acyl groups in the fatty acid amidoalkylbetaines of general formula I), it is preferred that the content of acyl groups having 8 to 18 carbon atoms is at least 90% by weight, where the weight percentage is based on all acyl groups in the mixture.

[0030] According to the invention, it is preferred that the mixture of acyl groups in the fatty acid amidoalkyl betaines of general formula I) comprises the amount of each acyl group listed below, expressed as a percentage by weight, where further acyl groups not listed here may also be present, the stated percentages by weight being relative to all acyl groups present in the mixture: [Table 3]

[0031] According to the invention, it is preferred that the mixture of acyl groups in the fatty acid amidoalkyl betaine of general formula I) has an oleic acid acyl group content of 10% to 30% by weight, preferably 12% to 21% by weight, particularly preferably 13% to 17% by weight, based on all acyl groups of the mixture.

[0032] According to the invention, it is preferred that the mixture of acyl groups in the fatty acid amidoalkyl betaine of general formula I) has a content of linoleic acid acyl groups (C18:2) of 0.5% to 5.0% by weight, preferably 1.0% to 4.0% by weight, relative to all acyl groups of the mixture.

[0033] Particularly preferred component B1) according to the invention is characterized in that the mixture of acyl groups in the fatty acid amidoalkylbetaines present has an oleic acid acyl group content of 12% to 21% by weight, based on all acyl groups of the mixture, and a linoleic acid acyl group content of 1.5% to 4.0% by weight, based on all acyl groups of the mixture.

[0034] According to the invention, it is very particularly preferred that the mixture of acyl groups in the fatty acid amidoalkylbetaines of general formula I) corresponds to the acyl group distribution of palm kernel oil, as can be seen from Tables A and B, whereby the respective minimum and maximum weight percentage limits per acyl group from both tables apply.

[0035] Particularly preferred compositions according to the invention are those in which R 2 comprises in total at least 50% by weight of lauryl, myristyl and cetyl groups, preferably at least 50% by weight of lauryl groups, where the percentages by weight are relative to all the alkyl groups in the alkyl betaines present in the composition, in particular in the alkyl betaines of general formula II).

[0036] According to the invention, it is preferred that the inventive composition comprises from 33% to 83% by weight, particularly preferably from 48% to 78% by weight, of water, where the weight percentages are based on the total composition.

[0037] The water content is determined by Karl Fischer titration according to DIN 51777 and DGF C-III 13a, which is well known to the person skilled in the art.

[0038] A preferred composition according to the invention is characterized in that it contains a total of 0.1% to 10% by weight of sodium chloride and / or potassium chloride, where the percentages by weight are based on the total composition. The salt content can be determined according to DGF H-III 9.

[0039] According to the invention, it is preferred that the composition of the invention comprises 0.1% to 25% by weight of glycerin, where the weight percentages are based on the total composition.

[0040] A preferred composition according to the invention is characterized in that it contains a total of 0.1% to 3% by weight of fatty acids selected from fatty acids having 8 to 18 carbon atoms, where the percentages by weight are based on the total composition. The fatty acid content can be determined, for example, by HPLC analysis according to MJ Cooper, MW Anders. Anal. Chem., 1974, 46 (12), pp 1849-1852.

[0041] According to the present invention, it is preferred that the composition of the present invention does not have a yield point between 10 and 40° C. The presence of a yield point is determined as described below in the examples.

[0042] The compositions of the invention preferably have a pH in the range of 3.1 to 12.9, preferably 3.6 to 7.9, particularly preferably 4.1 to 6.9. "pH" in the context of the present invention is defined as the value measured at 25°C after 5 minutes of stirring using a pH electrode calibrated according to ISO 4319 (1977).

[0043] In addition, impurities and by-products of technical grade betaine quality known to those skilled in the art, as well as preservatives, may also be present in the compositions of the invention in amounts up to 1% by weight in each case, where the percentages by weight are based on the total composition, such as, for example, unconverted amine groups, glycolic acid or sodium benzoate.

[0044] The invention further provides the use of at least one composition according to the invention for thickening formulations, in particular cosmetic, preferably aqueous, very particularly preferably surfactant-containing aqueous formulations.

[0045] The invention further provides formulations, in particular in the form of cosmetic, pharmaceutical or dermatological formulations.

[0046] The formulations of the present invention may further comprise at least one additional ingredient selected from the following group: Emollients emulsifier Surfactants Thickener / Viscosity modifier / Stabilizer UV Protection Filter Antioxidants Hydrotropes (or polyols), Solids and Fillers Film-forming agents Pearlescent Additives Deodorant and antiperspirant actives Insect repellent Self-tanning agents Preservatives Conditioning Agent fragrance coloring agent Odor absorbers cosmetic active substances Care Additives Superfatting agents, and solvent, In particular at least one surfactant, preferably at least one surfactant and water. Substances that can be used as exemplary representatives of the individual groups are known to those skilled in the art and can be taken, for example, from German patent application DE 102008001788.4. This patent application is incorporated herein by reference and is therefore considered to form part of the present disclosure. With regard to further optional components and the amounts of these components used, explicit reference is made to relevant handbooks known to those skilled in the art, for example K. Schrader, “Grundlagen und Rezepturen der Kosmetika” [Fundamentals and Formulations of Cosmetics], 2nd edition, pages 329 to 341, Huethig Buch Verlag, Heidelberg. The amount of each additive varies depending on the intended use. Typical starting formulations for the relevant applications are known in the prior art and are described, for example, in the brochures of the manufacturers of the relevant bases and active substances. These existing formulations can generally be adopted as they are. However, if necessary, the desired changes can be made directly by simple testing for adjustment and optimization.

[0047] The following examples are provided to illustratively explain the present invention, and are not intended to limit the present invention to the embodiments specified in the examples. The scope of application of the present invention is clear from the entire specification and claims.

[0048] Working Example: In order to allow better comparison of the thickening performance of the compositions prepared according to the following examples, the same active content was used in the test formulations. Active content is used herein in the same way as the term "dry residue", which can be determined by a person skilled in the art. It is 100% minus the water content of each sample, which is determined by Karl Fischer titration according to DIN 51777, DGF E-III 10 and DGF C-III 13 a. Alternatively, dry residue can be determined according to DGF B-II 3 / C-III 12. In Example 2, in which glycerin was used as an additional solvent, the glycerin content added in addition to the water content was subtracted from 100% to determine the active content.

[0049] Example 1 according to the invention: A solution of 114.8 g of fatty acid amidopropyl betaine based on refined palm kernel oil (containing 15.8% oleic acid acyl groups and 2.2% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 55.3% water, 33.6% palm kernel fatty acid amidopropyl betaine with INCI name cocamidopropyl betaine, 7.1% sodium chloride, 2.5% glycerin and 1.5% fatty acids derived from palm kernel oil) and 68.8 g of water was heated to 80 ° C. With stirring, 16.4 g of glyceryl monolaurate (here and in further examples, technical grade quality containing at least 90% glyceryl monolaurate) was added in portions within 30 minutes and the mixture was then stirred at 80 ° C for a further 30 minutes. The mixture was then allowed to cool to 22 ° C. The product was a clear homogeneous liquid with a pale yellowish tint and a viscosity of 3500 mPa·s. The active content was 33.9% and the ratio of components A:B was 1:2.35.

[0050] Example 2 according to the invention: A solution of 70.8 g of C12 / C14 alkyl betaine (composed of 62.4% water, 30.8% coco betaine (INCI) and 6.8% sodium chloride) and 16.7 g of glycerin was heated to 80°C. With stirring, 12.5 g of glyceryl monolaurate was added in portions within 30 minutes and the mixture was then stirred at 80°C for another 30 minutes. The mixture was then allowed to cool to 22°C. The product was a clear, light yellowish homogeneous liquid with a viscosity of 950 mPa·s. The active content was 43.3% and the ratio of components A:B was 1:1.74.

[0051] Example 3 according to the invention: A solution of 81.0 g of C12 / C14 alkyl betaine (composed of 62.4% water, 30.8% coco betaine (INCI) and 6.8% sodium chloride) in 10.0 g water was heated to 80°C. With stirring, 9.0 g of glyceryl monolaurate was added in portions within 30 minutes and the mixture was then stirred at 80°C for another 30 minutes. The mixture was then allowed to cool to 22°C. The product was a light yellowish clear homogeneous liquid with a viscosity of 600 mPa·s. The active content was 39.5% and the ratio of components A:B was 1:2.77.

[0052] Non-inventive Example 4: 96.0 g of fatty acid amidopropyl betaine based on hydrogenated coconut oil (containing <1% unsaturated fatty acid acyl groups relative to all acyl groups of the betaine and further composed of 55.0% water, 34.0% cocamidopropyl betaine (INCI), 6.5% sodium chloride, 2.5% glycerin and 2.0% fatty acids derived from coconut oil) were heated to 80° C. Under stirring, 22.0 g of glyceryl monolaurate were added in portions within 30 minutes and the mixture was then stirred for another 30 minutes at 80° C. The mixture was then allowed to cool to 22° C. The product was a slightly yellowish cloudy liquid with a viscosity of 3400 mPa·s and, in contrast to the examples according to the invention, the air bubbles present in the product were stabilized for more than 24 hours. This can lead to floating and particle formation due to residues of activated carbon, which become visible on the surface, especially on a relatively large scale. The active content was 55.5% and the ratio of components A:B was 1:1.48.

[0053] Non-inventive Example 5: 95.0 g of hydrogenated coconut-based fatty acid amidopropyl betaine (containing <1% unsaturated fatty acid acyl groups relative to all acyl groups of the betaine and further composed of 67.0% water, 26.0% cocamidopropyl betaine (INCI), 4.8% sodium chloride, 1.6% glycerin and 0.6% fatty acids derived from coconut oil) were heated to 80°C. With stirring, 5.0 g of glyceryl monolaurate were added in portions within 30 minutes and the mixture was then stirred at 80°C for another 30 minutes. The mixture was then allowed to cool to 22°C. The product was a clear, pale yellowish liquid with a viscosity of 80 mPa·s. The active content was 36.4% and the ratio of components A:B was 1:4.94.

[0054] Non-inventive Example 6: 96.0 g of fatty acid amidopropyl betaine based on refined palm kernel oil (containing 15.8% oleic acid acyl groups and 2.2% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 55.3% water, 33.6% palm kernel fatty acid amidopropyl betaine with INCI name cocamidopropyl betaine, 7.1% sodium chloride, 2.5% glycerin and 1.5% fatty acids from palm kernel oil) were heated to 80° C. Under stirring, 23.0 g glyceryl monolaurate were added in portions within 30 minutes and the mixture was then stirred for another 30 minutes at 80° C. The mixture was then allowed to cool to 22° C. The product was a slightly yellowish cloudy liquid with a viscosity of 6700 mPa·s and, in contrast to the examples according to the invention, stabilized the air bubbles present in the product for more than 24 hours. Moreover, the mixture showed phase separation after 4 days at 22° C. The active content was 55.4% and the ratio of components A:B was 1:1.40.

[0055] Non-inventive Example 7: A solution of 96.0 g of fatty acid amidopropyl betaine based on refined palm kernel oil (containing 15.8% oleic acid acyl groups and 2.2% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 55.3% water, 33.6% palm kernel fatty acid amidopropyl betaine with INCI name cocamidopropyl betaine, 7.1% sodium chloride, 2.5% glycerin and 1.5% fatty acids from palm kernel oil) and 72.0 g water was heated to 80° C. Under stirring, 23.0 g glyceryl monolaurate were added in portions within 30 minutes and then the mixture was stirred at 80° C. for another 30 minutes. The mixture was then allowed to cool to 22° C. The product was a slightly yellowish cloudy liquid with a viscosity of 2200 mPa·s and, in contrast to the examples according to the invention, stabilized the air bubbles present in the product for more than 24 hours. Moreover, the mixture showed phase separation after 48 hours at 22° C. The active content was 34.5% and the ratio of components A:B was 1:1.40.

[0056] Non-inventive Example 8: A solution of 96.5 g of fatty acid amidopropyl betaine based on refined palm kernel oil (containing 15.8% oleic acid acyl groups and 2.2% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 55.3% water, 33.6% palm kernel fatty acid amidopropyl betaine with INCI name cocamidopropyl betaine, 7.1% sodium chloride, 2.5% glycerin and 1.5% fatty acids derived from palm kernel oil) in 30.0 g water was heated to 80°C. With stirring, 3.5 g glyceryl monolaurate was added in portions within 30 minutes and the mixture was then stirred for another 30 minutes at 80°C. The mixture was then allowed to cool to 22°C. The product was a clear, pale yellowish liquid with a viscosity of 90 mPa·s. The active content was 35.9% and the ratio of components A:B was 1:9.26.

[0057] Example 9 according to the invention: A solution of 114.8 g of fatty acid amidopropyl betaine based on refined coconut oil (containing 6.1% oleic acid acyl groups and 1.5% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 54.2% water, 34.3% cocamidopropyl betaine (INCI), 6.8% sodium chloride, 2.6% glycerin and 2.1% fatty acids derived from coconut oil) and 68.8 g of water was heated to 80°C. With stirring, 16.4 g of glyceryl monolaurate (here and in further examples, technical grade quality containing at least 90% glyceryl monolaurate) was added in portions within 30 minutes and the mixture was then stirred at 80°C for a further 30 minutes. The mixture was then allowed to cool to 22°C. The product was a clear homogeneous liquid with a pale yellowish tint and a viscosity of 3100 mPa·s. The active content was 34.5% and the ratio of components A:B was 1:2.40.

[0058] Non-Inventive Example 10: A solution of 96.0 g of fatty acid amidopropyl betaine based on refined coconut oil (containing 6.1% oleic acid acyl groups and 1.5% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 54.2% water, 34.3% cocamidopropyl betaine (INCI), 6.8% sodium chloride, 2.6% glycerin and 2.1% fatty acids derived from coconut oil) and 81.0 g of water was heated to 80° C. Under stirring, 23.0 g of glyceryl monolaurate were added in portions within 30 minutes and then the mixture was stirred at 80° C. for another 30 minutes. The mixture was then allowed to cool to 22° C. The product was a slightly yellowish cloudy liquid with a viscosity of 1750 mPa·s and, in contrast to the examples according to the invention, stabilized the air bubbles present in the product for more than 24 hours. Moreover, the mixture showed phase separation after 5 days at 22° C. The active content was 33.5% and the ratio of components A:B was 1:1.43.

[0059] Non-Inventive Example 11: A solution of 96.5 g of fatty acid amidopropyl betaine based on refined coconut oil (containing 6.1% oleic acid acyl groups and 1.5% linoleic acid acyl groups relative to all acyl groups of the betaine, and further composed of 54.2% water, 34.3% cocamidopropyl betaine (INCI), 6.8% sodium chloride, 2.6% glycerin and 2.1% fatty acids derived from coconut oil) in 30.0 g water was heated to 80 °C. With stirring, 3.5 g glyceryl monolaurate was added in portions within 30 minutes, and the mixture was then stirred at 80 °C for another 30 minutes. The mixture was then allowed to cool to 22 °C. The product was a clear, pale yellowish liquid with a viscosity of 80 mPa·s. The active content was 36.7% and the ratio of components A:B was 1:9.46.

[0060] Determination of the yield point for Examples 1 to 5: The yield point was determined based on the guidelines of the rheology test (Thomas G. Mezger, “Das Rheologie Handbuch” [The Rheology Handbook], 2nd edition, Hannover, Vincentz Network, 2006, ISBN 3-87870-175-6). The test was carried out using an MCR 302 Modular Compact Rheometer manufactured by Anton Paar (Graz, Austria). The PP-50 plate was used as the measurement system, and the temperature was controlled by a Peltier element. Since the viscosity of the sample was low, the temperature gradient of TEGO Betain KB 5 was measured in a cylindrical shape. The temperature gradient was measured at a heating rate of 2 °C / min, a load of 0.2 Pascal, and a frequency of 1 Hz. Frequency-dependent measurements were performed at various temperatures from 0.1 Hz to 10 Hz and 0.2 Pa. Before the measurement, the sample was heat-treated for 10 minutes.

[0061] Since the raw materials of the cosmetics industry are typically stored at temperatures between 10 °C and 40 °C, this defines the relevant temperature range. When the storage modulus (G`) due to a small deflection of the sample is greater than the loss modulus (G`) of the sample, the sample exhibits a yield point. This behavior may depend on the (angular) frequency of a given vibration parameter, and therefore, it is necessary to examine whether G` > G`` at various frequencies. This test is carried out at a constant temperature, a low load of 0.2 Pascal (Pa), and a frequency range of 0.1 Hz to 10 Hz. Upstream of this measurement, in order to test the temperature range from 0 °C to 40 °C with respect to the reference G` > G``, measurements were made at a constant frequency of 1 Hz (and a load of 0.2 Pa). If G` < G`` already at a frequency of 1 Hz, then no yield point can exist, and more complex measurements at various frequencies are not required. The ratio G` / G`` can also be expressed using what is known as the loss angle. The value of this angle ranges from 0° to 90°, with G` > G`` below 45° and G` < G`` above 45°.

[0062] The results of the temperature-dependent measurements are shown in Table 1:

Table 4-1

[0063]

Table 4-2

[0064] For ease of reading, phase angles greater than 45° (i.e., G`<G``) are displayed in normal font, and phase angles less than 45° (i.e., G`>G``) are displayed in italic. While all the phase angles of the samples in Example 4 are much smaller than 45°, it is remarkable that other substances in the investigated temperature range mainly have phase angles greater than 45°, which means that these samples cannot have a yield point in this temperature range.

[0065] Next, since the phase angle of the sample in Example 5 was 90° over the entire temperature range, for all samples except this one, the phase angles were measured at various frequencies at 10°C. The results are shown in Table 2:

Table 5

[0066] In the temperature-dependence measurement performed at 1 Hz, both samples of Example 1 showed that the substance might have a yield point regardless of the addition of 10 wt% water. However, in the frequency-dependence measurement, it was shown that the criterion no longer exists at frequencies below 1 Hz. In contrast, the samples containing HS60 showed phase angles of 38° - 39°, i.e., less than 45°, over all frequencies.

[0067] The same measurement was performed at 25°C, and the results are shown in Table 3:

Table 6

[0068] The samples of Examples 4 and 3 both show phase angles less than 45° and therefore have yield points in this range. However, as is evident from Table 1 for the sample of Example 3, at temperatures below 20°C the yield point disappears conclusively because the samples below this temperature have phase angles greater than 45° and therefore have G` <G``となるためである。

[0069] Finally, the sample of Example 4 was subjected to further frequency dependence measurements at 40°C to determine whether G`>G`` or has a phase angle less than 45° at this temperature. As can be seen from Table 4, the phase angle at all three temperatures investigated for the sample of Example 4 is less than 45°, and therefore the sample of Example 4 has a yield point in the temperature range of 10°C to 40°C.

[0070] [Table 7]

[0071] Thickening performance in simple cleansing formulations: The formulations specified below were prepared by mixing the individual components with water under stirring at 22°C, thereby adding the required amount of water to make 95% by weight of the final formulation composition. After 1 hour of stirring, the compositions according to Examples 1 to 5, 8, 9 and 11, respectively, were added as thickeners, the pH was adjusted to 5.2 with citric acid, and the formulations were filled up with water to 100% by weight. After homogenization and standing at 22°C for at least 24 hours, the viscosity was measured with a Brookfield viscometer using spindle 62 at 30 revolutions per minute and at a temperature of 22°C. Examples 6, 7 and 10 were excluded from the test due to phase separation problems. All percentages given below are percentages by weight.

[0072] [Table 8-1]

[0073] [Table 8-2]

[0074] The amounts of compositions according to Examples 1 to 5, 8, 9 and 11 shown in the table were added to both cleansing formulations. The respective amounts of water added are given as the difference between 100% and the sum of all feed ingredients.

[0075] Thickening performance in relatively complex guideline formulations: Viscosity measurements were performed using a Brookfield viscometer (Brookfield RVDV-I Prime) under the following conditions: Temperature: 23℃ Spindle: LV 2 Rotational speed: 30RPM [Table 9]

[0076] Preparation: SLES and TEGIN G 1100 are heated to 65°C and then cooled slowly. Component B is added sequentially to Phase A. TEGO Carbomer is taken up in water with stirring and neutralized with NaOH. Phase C is then added to Phase AB. Finally, the remaining ingredients are added in the order indicated and the pH is adjusted.

[0077] [Table 10]

[0078] [Table 11]

[0079] Preparation: The formulation ingredients are mixed in the order indicated with stirring. The pH is then adjusted with citric acid.

[0080] Viscosity comparison: [Table 12]

Claims

1. The following: A) at least one glycerol fatty acid ester, and B) at least one betaine component selected from the following: B1) General formula I) 【Chemical 1】 [wherein, n = 1 to 10, R １ is a mixture of acyl groups having 6 to 30 carbon atoms, and the mixture of acyl groups has a total content of oleic acid acyl groups and linoleic acid acyl groups of 5% to 50% by weight based on all acyl groups in the mixture. The fatty acid amide alkyl betaine, and B2) General formula II) [Chemical Formula 2] [wherein, R ２ = an alkyl betaine which is a saturated or unsaturated, optionally hydroxy-substituted alkyl group having 6 to 22 carbon atoms, or a mixture thereof In a composition containing, the weight ratio of all glycerol fatty acid esters present in the composition to all fatty acid amide alkyl betaines and alkyl betaines present in the composition is 1.0:1.5 to 1.0:8.

0. A composition characterized by this.

2. The composition according to claim 1, wherein the composition contains 3.0% to 20% by weight of glycerol fatty acid ester, where the weight percentage is based on the entire composition.

3. The composition according to claim 1, wherein the composition contains a total of 10% to 35% by weight of fatty acid amide alkyl betaines and alkyl betaines, where the weight percentage is based on the entire composition.

4. The composition according to claim 1, wherein the glycerol fatty acid ester contains an acyl group having 8 to 18 carbon atoms in an amount of at least 90% by weight based on all acyl groups present in the glycerol fatty acid ester.

5. The composition according to claim 1, wherein in the mixture of acyl groups in the fatty acid amide alkyl betaine of the general formula I), the content of acyl groups having 8 to 18 carbon atoms is at least 90% by weight, where the weight percentage is based on all acyl groups in the mixture.

6. R in the alkyl betaine of the general formula (II) ２ contains at least 50% by weight in total of lauryl, myristyl and cetyl groups, where the weight percentages are based on all alkyl groups in the alkyl betaine present in the composition, Composition according to claim 1

7. The composition according to claim 1, wherein the composition contains 33% to 83% by weight of water, where the weight percentage is based on the entire composition.

8. The composition according to claim 1, wherein the composition contains a total of 0.1% to 10% by weight of sodium chloride and / or potassium chloride, where the weight percentage is based on the entire composition.

9. The composition according to claim 1, wherein the composition contains 0.1% to 25% by weight of glycerol, where the weight percentage is based on the entire composition.

10. The composition according to claim 1, wherein the composition contains a total of 0.1% to 3% by weight of a fatty acid selected from fatty acids having 8 to 18 carbon atoms, where the weight percentage is based on the entire composition.

11. The composition according to claim 1, wherein the composition does not have a yield point of 10 to 40 °C.

12. A cosmetic formulation, a pharmaceutical formulation or a dermatological formulation comprising at least one composition according to any one of claims 1 to 11.

13. Use of at least one composition according to any one of claims 1 to 11 for thickening a formulation.

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