Xylitol carboxylate and enzymatic preparation method thereof

Abstract

The subject of this invention is xylitol carboxylic acid ester and a method for the enzymatic preparation of xylitol carboxylic acid ester.

Description

Field of the Invention

[0001] The present invention relates to xylitol carboxylic acid esters and to a process for the enzymatic preparation of xylitol carboxylic acid esters. Prior art

[0002] Xylitol carboxylates are products of interest to the food and cosmetics industry, on the one hand because of their surfactant properties and on the other hand because they can be obtained from natural and renewable raw materials.

[0003] EP 2 902 009 A1 describes the classical chemical esterification of xylitol with fatty acids in the absence of solvents and in the presence of catalysts such as p-toluenesulfonic acid (pTSA) at temperatures up to 200° C. for 8 hours and the use of the xylitol carboxylate thus obtained as active ingredient in cosmetic formulations.

[0004] A disadvantage of the classical chemical esterification process is that under these conditions, xylitol always undergoes at least partial dehydration or degradation ( Biotechnol. Bioeng. 1995, 48, 214-221). The degradation products of xylitol that often occur under such conditions are the anhydropentitols 1,4-anhydroxylitol, 1,4-anhydroarabitol and 1,4-anhydroribitol (J.Carbohydr.Chem. 2004, 23, 4, 169-177 and Adv.Carbohydr.Chem.Biochem., 1983, 41, 27-66). Another disadvantage of the methods described in the prior art is the use and subsequent removal of additional process steps such as activated carbon and white clay (calcium sulfate) to improve the color and odor of the resulting product.

[0005] Pedersen et al. ( Enzyme Microb. Technol. 2007, 41, 3, 346-352) describes the enzymatic synthesis of xylitol carboxylic acid esters using solvents such as tert-butyl alcohol and pyridine at a temperature of 45° C. A disadvantage of this process described in the prior art is that the use of solvents is an obstacle to use in the food or cosmetics sector and, in addition, the necessary removal of the solvent requires additional process steps such as crystallization, filtration or distillation.

[0006] Basri et al. ( Carbohydr. Res.2011, 346, 472-479) describes the solvent-free esterification of xylitol with capric acid and with caproic acid at a maximum temperature of 70°C and an optimum temperature of 60°C using a lipase from Candida antarctica. The process produces a product mixture in which the ratio of esterified primary OH groups to esterified secondary OH groups is always greater than 80:20. A disadvantage of the process described in the prior art is the use of molecular sieves, which makes it difficult to implement on an industrial scale. Another disadvantage of the process described in the prior art is the use of solvents or solvent mixtures to terminate the reaction, remove the enzyme and the molecular sieve. This procedure means an additional process step to remove the solvent used and eliminates the advantages of a solvent-free process. Another disadvantage of the process described in the prior art is that xylitol tricarboxylic acid esters are obtained as the main component in the ester distribution in a relative proportion of more than 50%. Another disadvantage of the process described in the prior art is that the enzyme loading is unclear. Another disadvantage of the process described in the prior art is the low conversion of only about 70%, so that a relatively large amount of fatty acids of about 15% remain in the product mixture, which requires subsequent removal of the fatty acids (optionally with prior neutralization) in order to avoid undesirable by-products or, for example, unpleasant odors in the case of caproic acid, caprylic acid and capric acid. Another disadvantage of the process described in the prior art is the selectivity for long-chain fatty acids.

[0007] Tan et al. J. Mol. Catal. B-Enzym 2013, 89, 61-66) describes the use of lipase (Candida sp. ( Candida sp ) 99-125) Solvent-free esterification of xylitol with capric acid at up to 50°C. From the analytical data given, it can be inferred that the ratio of esterified primary OH groups to esterified secondary OH groups is always greater than 80:20. A disadvantage of the method described in the prior art is the use of very finely ground xylitol (particle size < 0.2 mm), which for industrial-scale implementation means additional process steps and the use of special equipment (e.g. Dispermat or special grinders). Another disadvantage of the method described in the prior art is the long reaction time (>100 hours). Another disadvantage of the method described in the prior art is the removal of by-products at temperatures >140°C, which has an adverse effect on the color of the product. Another disadvantage of the method described in the prior art is the use of enzymes that are not commercially available. Another disadvantage of the method described in the prior art is that the enzyme is not isolated from the wild type.

[0008] Another disadvantage of the method described in the prior art is the use of non-immobilized enzymes, which makes handling from a safety technology point of view as well as product separation difficult. Another disadvantage of the method described in the prior art is the poor recyclability of the lipase used. Another disadvantage of the method described in the prior art is the use of a fed-batch process to avoid high viscosities caused by excess xylitol or capric acid. Another disadvantage of this method described in the prior art is the use of a fed-batch process, which requires special measurement and control technology. Another disadvantage of the method described in the prior art is the addition of water, which must be removed again at the end of the method.

[0009] KR101939851B1 describes esters of anhydroxylitol, the above-mentioned byproducts of the classical chemical esterification process for preparing xylitol carboxylic acid esters, and the use of these anhydroxylitol carboxylic acid esters as rheological additives / viscosity modifiers in emulsions. A disadvantage of the anhydroxylitol carboxylic acid esters described in the prior art is their reduced hydrophilicity. Another disadvantage of the anhydroxylitol carboxylic acid esters described in the prior art is their dark color. Another disadvantage of such anhydroxylitol carboxylic acid esters is the insufficient thickening properties in aqueous surfactant systems.

[0010] It is an object of the present invention to provide a process for preparing sugar esters and / or sugar alcohol esters which overcomes at least one disadvantage of the prior art processes.

[0011] Description of the invention

[0012] Surprisingly, it has been found that the xylitol carboxylic acid esters described below and the process described below enable the objects set forth in the present invention to be achieved.

[0013] The advantage of the present invention is that, compared with the prior art, the xylitol carboxylate of the present invention is an excellent thickener for aqueous surfactant systems.

[0014] Another advantage is that, compared with the prior art, the xylitol carboxylic acid esters of the present invention also have excellent color and very good smell. The advantage of the present invention is that only a very small amount of xylitol degradation products or esters of degradation products are obtained as reaction products. The advantage of the present invention is that the method of the present invention can be carried out in the absence of a solvent. Another advantage of the present invention is that the xylitol carboxylic acid ester is obtained in a uniform reaction mixture, so no additional method steps are required, such as extraction, crystallization, filtration or distillation. An advantage of the present invention is that the method can be carried out at an elevated temperature. This results in better miscibility of the coreactants, and the recyclability of the enzyme used is surprisingly high. Another advantage of the present invention is that the obtained xylitol carboxylic acid ester can be incorporated into a formulation very easily, particularly into a cosmetic formulation.

[0015] Therefore, the subject of the present invention is

[0016] Xylitol carboxylate, comprising

[0017] carboxylic acid esters of xylitol, carboxylic acid esters of 1,4-anhydroxylitol, carboxylic acid esters of 1,4-anhydroarabitol and carboxylic acid esters of 1,4-anhydroribitol, wherein the weight ratio of the xylitol residues contained in the xylitol carboxylic acid esters to the sum of all the 1,4-anhydroxylitol residues, 1,4-anhydroarabitol residues and 1,4-anhydroribitol residues contained in the xylitol carboxylic acid esters is greater than or equal to 96:4, preferably greater than 97:3, more preferably greater than 98:2, and most preferably greater than 99:1,

[0018] The invention is characterized in that the molar ratio of esterified primary hydroxyl group to esterified secondary hydroxyl group in the carboxylic acid ester of xylitol is 80:20 to 20:80, preferably 75:25 to 25:75, even more preferably 70:30 to 30:70, even more preferably 65:35 to 40:60.

[0019] The term "xylitol carboxylate" in the context of the present invention includes compositions containing at least 30% by weight, preferably at least 40% by weight, more preferably at least 50% by weight, and particularly preferably at least 70% by weight of xylitol carboxylate, based on the entire composition. In addition, by-products from the respective preparation processes, such as 1,4-anhydroxylitol carboxylate, 1,4-anhydroarabitol carboxylate and 1,4-anhydroribitol carboxylate, as well as unreacted reactants may also be included.

[0020] The term "carboxylic acid ester of xylitol" in the context of the present invention refers to the pure xylitol compound.

[0021] The term "carboxylic acid ester of 1,4-anhydroxylitol" in the context of the present invention refers to the pure 1,4-anhydroxylitol compound.

[0022] The term "carboxylic acid ester of 1,4-anhydroarabinitol" in the context of the present invention refers to the pure 1,4-anhydroarabinitol compound.

[0023] The term "carboxylic acid ester of 1,4-anhydroribitol" in the context of the present invention refers to the pure 1,4-anhydroribitol compound.

[0024] The use of this term is based on the customary nomenclature of polyol esters; it is known that polyol esters are easily dehydrated during their synthesis, so that the product is a mixed composition. The person skilled in the art therefore understands the term "sorbitan ester" to mean a mixture which comprises not only esters of 1,4-sorbitan (1,4-sorbitan), esters of 1,5-sorbitan (1,5-sorbitan), but also esters of isosorbide and esters of sorbitol, as well as free sorbitol, for which see e.g. Food emulsifiers and their applications , 1997, p. 26.

[0025] It is clear from the term “xylitol carboxylates comprising carboxylates of xylitol, carboxylates of 1,4-anhydroxylitol, carboxylates of 1,4-anhydroarabitol and carboxylates of 1,4-anhydroribitol, wherein the weight ratio of xylitol residues contained in the carboxylates to the sum of all 1,4-anhydroxylitol residues, 1,4-anhydroarabitol residues and 1,4-anhydroribitol residues contained in the carboxylates is greater than or equal to 96:4” that the content of at least one selected from the carboxylates of 1,4-anhydroxylitol, carboxylates of 1,4-anhydroarabitol and carboxylates of 1,4-anhydroribitol in the xylitol carboxylates of the present invention must not be equal to 0 (zero) because the divisor 0 is not defined.

[0026] Unless otherwise stated, all percentages (%) given are by mass.

[0027] The weight ratio of the xylitol residues contained in the xylitol carboxylate of the present invention to the sum of all 1,4-anhydroxylitol residues, 1,4-anhydroarabitol residues and 1,4-anhydroribitol residues contained in the xylitol carboxylate of the present invention is determined by high performance liquid chromatography (HPLC). The method includes performing alkaline hydrolysis of the analyzed xylitol carboxylate, removal of carboxylic acid, and analysis of xylitol and its degradation products 1,4-anhydroxylitol, 1,4-anhydroarabitol and 1,4-anhydroribitol.

[0028] For this purpose, 150 mg of the xylitol carboxylic acid ester to be analyzed were pre-charged in 2.00 ml of a 1 M aqueous KOH solution and hydrolyzed at 95° C. for 30 minutes with stirring. The reaction solution was then cooled to room temperature and adjusted to pH 2-3 with a 2 M aqueous HCl solution. The resulting precipitated carboxylic acid was then extracted with diethyl ether (3 × 3.00 ml), wherein the organic supernatant was removed with a pipette after each extraction. After the extraction, the aqueous solution was heated to 50° C. for 20 minutes with stirring, thereby removing the remaining ether (boiling point of diethyl ether: 34.6° C.).

[0029] The solution obtained above was made up to 10.0 ml with redistilled H2O, then diluted 1:10, and an aliquot of the solution was analyzed by HPLC. The analysis was performed under the following conditions:

[0030] Column: Aminex HPX-87C column 300 x 7.8 mm

[0031] Eluent: H2O

[0032] Injection volume: 10.0 µl

[0033] Flow rate: 0.60 ml / min

[0034] Column temperature: 50℃

[0035] Detector: G1362A / 1260 RID (from Agilent), 35°C

[0036] Measuring time: 30.0 min

[0037] Xylitol and its degradation products were separated by ion exchange.

[0038] For evaluation, the ratio of the peak area of ​​xylitol to the sum of the peak areas of 1,4-anhydroxylitol, 1,4-anhydroarabitol, and 1,4-anhydroribitol was calculated.

[0039] Reference materials of xylitol degradation products are commercially available or can alternatively be obtained by heating pure xylitol in the presence of an acidic (>140° C.) or basic (>180° C.) catalyst.

[0040] The molar ratio of the esterified primary hydroxyl group to the esterified secondary hydroxyl group in the carboxylic acid ester of xylitol is 13 C-NMR spectroscopy. 50-70 mg of the substance are dissolved in 1 ml of a deuterated solvent to which a relaxation promoter (chromium (III) acetylacetonate, 1%) has been added to prepare the sample. DMSO-d6, CDCl3 and methanol-d4 have been found to be suitable solvents, depending on the product properties. If the sample does not completely dissolve in one of these solvents, a solvent mixture must be found. The prepared sample solution is transferred to a 5 mm NMR tube and introduced into the NMR spectrometer.

[0041] NMR spectroscopy studies can in principle be performed using a variety of commercially available NMR instruments. For the present NMR spectroscopy studies, an Avance 400 instrument from Bruker was used. The spectra were recorded using the following parameters:

[0042] Temperature: T = 295 K, time delay: D1 = 2 s, number of scans: NS = 2048, transmitter frequency offset: O1P = 110 ppm, sweep width: SW = 300 ppm, probe: PA BBI 400 S1 H-BB-D-05-Z.

[0043] Resonance signal is recorded relative to the chemical shift (TMS=0 ppm) of tetramethylsilane as internal standard. By other commercially available NMR instruments, comparable results are obtained under the same operating parameters. By determining the area under each resonance signal, the area surrounded by the signal from the baseline is quantified. In the current NMR spectrum research, "TOPSPIN" software (version 3.0) is used for integration.

[0044] In order to accurately identify the esterified primary hydroxyl group and the esterified secondary hydroxyl group, the DEPT spectrum is mainly recorded. The molar ratio of the esterified primary hydroxyl group to the esterified secondary hydroxyl group is determined by subtracting the integral value P (the signal group of the esterified primary hydroxyl group) from the integral value C (the signal group of the ester carbonyl group). The integral value S of the signal group of the esterified secondary hydroxyl group is thus obtained, which cannot be directly determined due to overlap with other signals.

[0045] P = esterified primary hydroxyl group [R- C H2-OC(O)R group]

[0046] C = integral value of the ester carbonyl group

[0047] S = C – P = esterified secondary hydroxyl group [R2- C H-OC(O)R group]

[0048] The resulting ratio of P to S corresponds to the molar ratio of esterified primary hydroxyl groups to esterified secondary hydroxyl groups in the carboxylic acid ester of xylitol.

[0049] According to the invention, preference is given to xylitol carboxylates, which are characterized in that the carboxylic acid moiety is derived from a carboxylic acid containing 2 to 34, preferably 4 to 24, more preferably 6 to 22 carbon atoms.

[0050] According to the invention, the carboxylic acid moiety is preferably derived from natural fatty acids or mixtures thereof. According to the invention, mixtures of natural fatty acids are preferred, in particular mixtures in which no carboxylic acid chain length has a proportion of more than 95% by weight, in particular more than 99% by weight, in the overall chain length distribution.

[0051] Natural fatty acids can be produced based on naturally occurring vegetable oils or animal oils, and preferably have 6 to 30 carbon atoms, especially 8 to 22 carbon atoms. Natural fatty acids are usually unbranched, mostly composed of an even number of carbon atoms. Possible double bonds all have cis configurations. Examples are: caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, nonanoic acid (e.g., can be obtained from the ozonolysis or oxidative cracking of oleic acid), isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, undecylenic acid (can be obtained from the pyrolysis of ricinoleic acid), oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachidic acid, behenic acid, erucic acid, gadoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid and arachidonic acid.

[0052] According to the present invention, xylitol carboxylic acid esters are particularly preferred, characterized in that the carboxylic acid portion is derived from a mixture of at least two fatty acids selected from the following group: caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, nonanoic acid (for example, obtainable from ozonolysis or oxidative cleavage of oleic acid), isostearic acid, stearic acid, 12-hydroxystearic acid, dihydroxystearic acid, undecenoic acid (for example, obtainable from pyrolysis of ricinoleic acid), oleic acid, linoleic acid, linolenic acid, petroselinic acid, elaidic acid, arachidic acid, behenic acid, erucic acid, gadoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid and arachidonic acid.

[0053] According to the invention, xylitol carboxylic acid esters are preferred, characterized in that the average degree of esterification of the contained xylitol carboxylic acid esters is 1.0 to 4.0, preferably 1.0 to 3.0, more preferably 1.1 to 2.7, particularly preferably 1.3 to 2.6. According to the invention, xylitol carboxylic acid esters are alternatively preferred, characterized in that the average degree of esterification of the contained xylitol carboxylic acid esters is 2.7 to 4.0.

[0054] The average degree of esterification of the carboxylic acid esters of xylitol contained in the xylitol carboxylic acid esters of the present invention is determined, for example, by first determining the content of free xylitol and its degradation products 1,4-anhydroxylitol, 1,4-anhydroarabitol and 1,4-anhydroribitol in the xylitol carboxylic acid ester sample involved by GC or HPLC. The saponification value, acid value and content of free and neutralized fatty acids must be determined in addition (for example, by GC, as described below in "Determination of free carboxylic acid content"). Determination of the carboxylic acid composition after alkaline saponification provides the average molar mass of the carboxylic acid residues contained in the xylitol carboxylic acid esters. The average degree of esterification can then be calculated therefrom.

[0055] According to the invention, xylitol carboxylic acid esters are preferred, characterized in that the contained xylitol carboxylic acid esters contain xylitol monoesters, xylitol diesters and xylitol triesters, wherein the xylitol triesters are preferably contained in an amount of 10% to 50% by weight, preferably 15% to 45% by weight, more preferably 20% to 40% by weight, based on all contained xylitol carboxylic acid esters. In this respect, it is further preferred according to the invention that the contained xylitol carboxylic acid esters contain xylitol monoesters, xylitol diesters, xylitol triesters and xylitol tetraesters.

[0056] According to the invention, xylitol carboxylate is preferred, characterized in that it contains 0.05 to 40 wt. %, preferably 0.2 to 25 wt. %, more preferably 0.5 to 10 wt. % of free xylitol, wherein the weight percentages are based on the entire xylitol carboxylate.

[0057] In order to measure xylitol contained in the xylitol carboxylate of the present invention by GC, a portion of the sample was dissolved in pyridine:chloroform (4:1). To 0.25 ml of the solution, 0.5 ml of MSTFA [N-methyl-N-(trimethylsilyl)trifluoroacetamide] and 0.5 ml of a mixture of N-trimethylsilyl imidazole and pyridine (11:39) were added.

[0058] The alcohols were quantitatively converted to their trimethylsilyl ethers by reaction at 80°C (30 min) and then detected by GC / FID.

[0059] This was performed in a gas chromatograph equipped with a split / splitless injector, a capillary column and a flame ionization detector under the following conditions:

[0060] Syringe: 290℃, split 30ml

[0061] Injection volume: 1 µl

[0062] Column: 50 m * 0.32 mm HP5 1.05 µm

[0063] Carrier gas: Hydrogen, constant flow, 2 ml / min

[0064] Temperature program: 100°C to 140°C at 10°C / min, then

[0065] 140℃ to 300℃ at 5℃ / min, then

[0066] Condition at 300°C for 5 minutes.

[0067] Detector: FID, 310℃

[0068] Hydrogen 30 ml / min

[0069] Air 400 ml / min

[0070] Make-up gas 12 ml / min

[0071] Xylitol was separated and its mass ratio was determined by the internal standard method. To this end, the GC system was calibrated by measuring a mixture of xylitol and an internal standard of known composition.

[0072] According to the invention, preference is given to xylitol carboxylic acid esters, which are characterized in that they contain less than 25% by weight, preferably 0.01% to 20% by weight, more preferably 0.05% to 10% by weight, of at least one free carboxylic acid, the weight percentages being based on the entire xylitol carboxylic acid ester. The at least one free carboxylic acid may be present in protonated or neutralized form.

[0073] In order to determine the content of free carboxylic acid in the xylitol carboxylic acid esters of the present invention, the acid value is first determined. From the acid value and the molecular weight of the fatty acid involved, the weight ratio can be determined.

[0074] Suitable methods for determining the acid number are, in particular, those in accordance with DGF CV 2, DIN EN ISO 2114, Ph. Eur. 2.5.1, ISO 3682 and ASTM D 974.

[0075] It is known to those skilled in the art that, in the case of a carboxylic acid mixture, a GC analysis can be performed after the xylitol carboxylate is saponified to thereby determine the average molecular weight of the carboxylic acid mixture contained:

[0076] For this purpose, 0.6 g of xylitol carboxylate of the present invention was boiled in 25 ml of 0.5 M KOH ethanol solution under reflux for 4 hours. The pH was then adjusted to pH 2-3 with sulfuric acid and the released carboxylic acid was isolated by extraction three times with one volume of petroleum ether. The combined extracts were concentrated to about 10 ml by evaporation.

[0077] Suitable assay methods for determining the fatty acid distribution are in particular those according to DGF C VI 11a, DGF C-VI 10 a and GAT-Ringtest 7 / 99.

[0078] To a 0.5 ml aliquot of the petroleum ether extract obtained as described above was added 0.5 ml MTBE and 1 ml trimethylaniline hydroxide (0.2 M in methanol) in an autosampler vial and analyzed by GC. This was performed in a gas chromatograph equipped with a split / splitless injector, a capillary column and a flame ionization detector under the following conditions:

[0079] Syringe: 290℃, split 30ml

[0080] Injection volume: 1 µl

[0081] Column: 30 m * 0.32 mm HP1 0.25 µm

[0082] Carrier gas: Helium, head pressure 70 kPa

[0083] Temperature program: 80°C to 300°C at 8°C / min, then

[0084] Condition at 300°C for 20 minutes.

[0085] Detector: FID, 320℃

[0086] Hydrogen 35 ml / min

[0087] Air 240 ml / min

[0088] Make-up gas 12 ml / min

[0089] The carboxylic acids are separated in the form of their methyl esters according to their carbon chain length. By evaluating the peak areas, the mass ratio of the carboxylic acid methyl esters to one another and their molar ratios can be determined via their respective molecular weights, which corresponds to the molar ratios of the relevant carboxylic acids.

[0090] Furthermore, the average molecular weight of the fatty acid mixture can be determined:

[0091] where a i = the normalized mass proportion of methyl carboxylate i in the mixture of all methyl carboxylates [%). i = Peak area of ​​methyl carboxylate i in the GC chromatogram [%].

[0092] where n i = the molar amount of methyl carboxylate i in 100 g of methyl carboxylate mixture [mol]; thus, each n is obtained i The ratio of the values ​​to each other corresponds to the molar ratio of the relevant carboxylic acids in the xylitol carboxylate; thus, the total molar amount of carboxylic acids in 1 g of xylitol carboxylate, as obtained from the saponification value (see below), is n s [mol] can be divided into its components according to the ratios mentioned. Mi = molecular weight of carboxylic acid i corresponding to the methyl ester [g / mol].

[0093] in = Average molecular weight of the carboxylic acid mixture. n i = molar amount of methyl carboxylate i in 100 g of methyl carboxylate mixture [mol]. i = molecular weight of carboxylic acid i [g / mol].

[0094] According to the present invention, xylitol carboxylic acid esters are preferred, characterized in that the total monoester portion of the xylitol carboxylic acid ester contains 5 to 25 wt %, preferably 7 to 15 wt %, more preferably 9 to 13 wt % of secondary ester regioisomers.

[0095] According to the present invention, xylitol carboxylic acid esters are preferred, characterized in that the entire monoester portion of the xylitol carboxylic acid ester and the entire diester portion of the xylitol carboxylic acid ester each contain at least two regioisomers.

[0096] According to the present invention, xylitol carboxylic acid esters are preferred, characterized in that the total diester portion of the xylitol carboxylic acid ester contains 25% to 45% by weight, preferably 28% to 39% by weight, more preferably 30% to 37% by weight of regioisomers, wherein at least one secondary hydroxyl group is esterified.

[0097] The determination of the secondary ester regioisomer content in the entire monoester portion of the carboxylic acid esters of xylitol of the present invention, as well as the determination of the triester species content based on the sum of all contained carboxylic acid esters of xylitol, and the determination of the regioisomer content in the entire diester portion in which at least one secondary hydroxyl group is esterified can be carried out by gas chromatography, optionally coupled to mass spectrometry (GC-FID and GC-MS):

[0098] First, 10 mg of the corresponding xylitol carboxylate sample was dissolved in 1.5 ml of chloroform, and then 0.15 ml of N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) was added. The derivatization was carried out at 80°C for 30 minutes. Samples of the clear solution thus obtained were analyzed by GC-FID and GC-MS. The parameters of the analytical method are as follows:

[0099] Gas chromatograph: Agilent MSD 7890

[0100] Column: Agilent HP-5 (50 m, 0.32 mm, 0.5 µm),

[0101] Flow rate: Constant 2 ml / min with hydrogen (GC-MS: helium)

[0102] 80℃, 8℃ / min; 300℃, 30 minutes, syringe 1 µl, split 1:20, detector 310℃

[0103] Detector: FID, 310℃ / GC-MS scan 35-650 d.

[0104] In the GC-FID analysis, the esters contained in the sample are separated according to their total chain length. The ratio of each ester class to each other is determined by the respective area percentage of the GC-FID peak. The peak is identified / assigned to each ester class by GC-MS, optionally also by the retention time comparison of the standards (e.g., for the monoesters and diesters esterified only on the primary hydroxyl) prepared and separated separately.

[0105] This method can also be used to obtain the content of free protonated and free neutralized carboxylic acids since they are also derivatized.

[0106] Another subject of the present invention is a process for the enzymatic preparation of xylitol carboxylic acid esters, preferably the xylitol carboxylic acid esters of the present invention, comprising the following process steps:

[0107] A) providing xylitol and at least one acyl donor, preferably a fatty acid acyl donor, in particular selected from fatty acid esters and fatty acids, particularly preferably fatty acids,

[0108] B) reacting xylitol with said at least one acyl donor in the presence of a lipase at a temperature of 75°C to 110°C, preferably 77°C to 100°C, even more preferably 80°C to 95°C to obtain xylitol carboxylate, and optionally

[0109] C) purifying the xylitol carboxylate.

[0110] According to the invention, all acyl donors can be used according to the invention. These are, for example, carboxylic acid esters or carboxylic acids themselves, and also mixtures thereof.

[0111] The carboxylic acid esters preferably used according to the invention as acyl donors are selected from esters based on alkanols and polyols having up to 6 carbon atoms, particularly preferably having up to 3 carbon atoms, very particularly preferably glycerol esters.

[0112] The carboxylic acid esters particularly preferably used as acyl donors according to the invention are selected from triglycerides, in particular natural fats and oils, particularly preferably from the group comprising or consisting of coconut fat, palm kernel oil, olive oil, palm oil, argan oil, castor oil, linseed oil, babassu oil, rapeseed oil, algae oil, sesame oil, soybean oil, avocado oil, jojoba oil, safflower oil, almond oil, cottonseed oil, shea butter, sunflower oil, cupuaçu oil and oils with a high proportion of polyunsaturated fatty acids (PUFA). Sorbitan esters, mono- and diglycerides, in particular those containing the acyl groups described below, can likewise be preferably used.

[0113] According to the present invention, it is particularly preferred that the acyl donor is selected from fatty acid acyl donors, which in particular provide an acyl group selected from the acyl groups of natural fatty acids. In this regard, preferred fatty acids are those mentioned above in connection with the xylitol carboxylates of the present invention, preferably the fatty acids forming the carboxylic acid part, which have the same degree of preference.

[0114] According to the invention, preference is given to using carboxylic acids, especially fatty acids, as acyl donors, wherein the fatty acids specifically mentioned above in connection with the xylitol carboxylates according to the invention are preferably used with the same degree of preference.

[0115] Alternatively, it is preferred according to the invention to use a mixture of fatty acids and glycerol fatty acid esters as acyl donors, wherein the fatty acids specifically mentioned above in connection with the xylitol carboxylate according to the invention are preferably used to the same degree of preference both in the fatty acid and in the glycerol fatty acid ester components.

[0116] The mixture of fatty acids and glycerol fatty acid esters used preferably has a weight ratio of fatty acids to glycerol fatty acid esters of 80:20 to 99:1, preferably 90:10 to 99:1, more preferably 95:5 to 99:1.

[0117] A preferred process according to the invention is characterized in that the xylitol and the at least one acyl donor constitute at least 80% by weight, preferably at least 90% by weight, more preferably at least 95% by weight, based on the entire reaction mixture at the start of process step B).

[0118] Since the entire reaction mixture in this respect consists mainly of the reactants, i.e. xylitol and the acyl donor, only very little solvent (if any) can be included in the entire reaction mixture. As is obvious from the above, the acyl donor is not covered by the term "solvent" in the process of the present invention.

[0119] Possible solvents are, for example, ketones, such as methyl isobutyl ketone or cyclohexanone, sterically hindered secondary alcohols, such as 2-butyl-1-octanol, methylcyclohexanol, 1-methoxy-2-propanol, butane-2,3-diol, 2-octanol, diacetone alcohol, 2-methyl-2-butanol, and ethers, such as 1,4-dioxane, tetrahydrofuran and Varonic APM.

[0120] Based on the entire reaction mixture, the solvent is contained in total at most less than 20% by weight, preferably less than 10% by weight, in particular less than 5% by weight. The expression "contains at most less than X% by weight" can be equated with "having a content of less than X% by weight".

[0121] Particular preference is given to carrying out the process according to the invention in the absence of solvents.

[0122] A preferred process according to the invention is characterized in that the molar ratio of xylitol provided to the acyl groups contained in all acyl donors provided is 1.00:0.30 to 1.00:5.00, preferably 1.00:0.70 to 1.00:3.00, particularly preferably 1.00:1.00 to 1.00:2.25, alternatively particularly preferably 1.00:2.3 to 1.00:4.50.

[0123] A preferred method according to the invention is characterized in that method step A) comprises

[0124] blending xylitol and the at least one acyl donor for at least ten minutes, preferably 30 minutes, even more preferably 60 minutes,

[0125] Wherein the blending is preferably carried out in a temperature range of 80°C to 120°C, preferably 90°C to 120°C, even more preferably 95°C to 120°C, even more preferably 100°C to 120°C.

[0126] The lipase preferably used according to the invention in process step B) is present in the form of an immobilized solid support.

[0127] The lipase preferably used according to the invention in process step B) is selected from the group consisting of the lipases from Thermomyces lanuginosus ( Thermomyces lanuginosus ) lipase (Accession No. O59952), Candida antarctica ( Candida antarctica ) lipase A and B (accession number P41365) and from Mucor miehei ( Mucor miehei ) lipase (Accession No. P19515), from Humicola ( Humicola sp. ) (Accession No. O59952), Rhizomucor javanica ( Rhizomucor javanicus ) lipase (Accession No. S32492), Rhizopus oryzae ( Rhizopus oryzae ) lipase (Accession No. P61872), Candida rugosa ( Candida rugosa ) (Accession Nos. P20261, P32946, P32947, P3294 and P32949), Rhizopus niveus ( Rhizopus niveus ) lipase (Accession No. P61871), Penicillium camembertii ( Penicillium camemberti ) lipase (Accession No. P25234), from Aspergillus niger ( Aspergillus niger ) lipases (ABG73613, ABG73614 and ABG37906) and lipases from Penicillium circumflexum ( Penicillium cyclopium ) (Accession No. P61869), of which the lipase from Candida antarctica ( Candida antarctica ) lipase A and B (accession number P41365), and their respective homologues at least 60%, preferably at least 80%, preferably at least 90%, especially preferably at least 95%, 98% or 99% at the amino acid level.

[0128] The accession numbers listed in the context of the present invention correspond to the NCBI ProteinBank database entry dated 2017.01.01; the version number of an entry in this context is usually identified by a ".number", such as ".1".

[0129] Compared to the reference sequence, an enzyme which is homologous at the amino acid level preferably has at least 50%, in particular at least 90% of the enzyme activity expressed in propyl laurate units (PLU) as defined in the context of the present invention.

[0130] To determine the enzyme activity expressed in PLU (propyl laurate units), 1-propanol and lauric acid are mixed homogeneously in an equimolar ratio at 60° C. The reaction is started by adding the enzyme and the reaction time is measured. Samples are taken from the reaction mixture at regular intervals and the content of converted lauric acid is determined by titration with potassium hydroxide solution. The enzyme activity expressed in PLU is derived from the rate at which 1 g of the relevant enzyme synthesizes 1 µmol of propyl laurate per minute at 60° C.; see also US20070087418, in particular

[0185] .

[0131] Commercial examples and lipases which are likewise preferably used in the process according to the invention are the commercial products Lipozyme TL IM, Novozym 435, Lipozyme IM 20, Lipase SP382, Lipase SP525, Lipase SP523 (all products from Novozymes A / S, Bagsvaerd, Denmark), Chirazyme L2, Chirazyme L5, Chirazyme L8, Chirazyme L9 (all products from Roche Molecular Biochemicals, Mannheim, Germany), CALB Immo Plus TM from Purolite and Lipase M "Amano", Lipase F-AP 15 "Amano", Lipase AY "Amano", Lipase N "Amano", Lipase R "Amano", Lipase A "Amano", Lipase D "Amano", Lipase G "Amano" (all products from Amano, Japan).

[0132] "Homology at the amino acid level" is understood in the present invention to mean "amino acid identity", which can be determined by known methods. Usually, special computer programs are used, in which the algorithm takes into account specific requirements. The preferred method for determining identity first produces the greatest correspondence between the sequences to be compared. Computer programs for determining identity include, but are not limited to, the GCG program package, including

[0133] - GAP (Deveroy, J. et al., Nucleic Acid Research 12 (1984), p. 387, Genetics Computer Group University of Wisconsin, Medicine (WI), and

[0134] - BLASTP, BLASTN and FASTA (Altschul, S. et al., Journal of Molecular Biology 215 (1990), pp. 403-410. The BLAST programs are available from the National Center for Biotechnology Information (NCBI) and other sources (BLAST Manual, Altschul S. et al., NCBI NLM NIH Bethesda ND 22894; Altschul S. et al., supra).

[0135] Those skilled in the art will appreciate that various computer programs can be used to calculate the similarity or identity between two nucleotide sequences or amino acid sequences. For example, the percent identity between two amino acid sequences can be determined, for example, by an algorithm developed by Needleman and Wunsch (J. Mol. Biol. (48): 444-453 (1970)), which has been incorporated into the GAP program of the GCG software package (available from http: / / www.gcg.com), using a Blossom 62 matrix or a PAM250 matrix with a gap weight of 16, 14, 12, 10, 8, 6 or 4 and a length weight of 1, 2, 3, 4, 5 or 6. Those skilled in the art will recognize that using different parameters will result in slightly different results, but the percent identity between two amino acid sequences will not be significantly different overall. The Blossom 62 matrix is ​​typically used with the default settings (gap weight: 12, length weight: 1).

[0136] In the context of the present invention, 60% identity means 60% homology according to the above algorithm. The same applies to higher identities.

[0137] In process step B), preferably according to the invention 500 PLU to 2000 PLU, preferably 200 PLU to 1500 PLU, more preferably 25 PLU to 1250 PLU of lipase are used per gram of xylitol to be converted.

[0138] Process step B) according to the invention is preferably carried out at a pressure of less than 1 bar, preferably less than 0.5 bar, more preferably less than 0.1 bar.

[0139] According to the invention, process step B) is alternatively preferably carried out in a bubble column reactor, wherein at least one inert gas is passed through the reaction mixture; the inert gas is preferably selected from the group comprising, preferably consisting of, nitrogen and argon. In this respect, it is preferred according to the invention that the gas flow rate is from 1 to 60 kg / h, preferably from 5 to 25 kg / h, even more preferably from 10 to 14 kg / h.

[0140] According to the invention, process step B) is preferably characterized in that process step B) is ended at the latest 180 hours, preferably 120 hours, more preferably 100 hours after the addition of the lipase.

[0141] A preferred process according to the invention is characterized in that in process step B), by-products formed, such as water when the acyl donor used is an acid and the corresponding alcohol when the acyl donor used is an ester, are removed. This can be done, for example, by distillation.

[0142] Process step C) of the process according to the invention comprises the purification of the xylitol carboxylic acid ester. For this purpose, all processes which allow the xylitol carboxylic acid ester to be obtained in higher concentrations can be used.

[0143] Preferably according to the invention, the process according to the invention comprises isolating the lipase used in the process according to the invention in process step C).

[0144] When the lipase is present in a form immobilized on a carrier, it is preferred according to the invention to separate the lipase by filtering through a filter, in particular a bag filter, having a fineness of 0.1 μ to 1250 μ, preferably 0.5 μ to 100 μ.

[0145] Preferably according to the invention, the process according to the invention is characterized in that no molecular sieves are used therein.

[0146] Preferably according to the invention, the process according to the invention is characterized in that the substrate is used in a form which is not immobilized on a solid support, such as silica.

[0147] A further subject of the present invention is the xylitol carboxylic acid esters obtainable by the process according to the invention.

[0148] A further subject matter of the present invention is the use of the xylitol carboxylic acid esters according to the invention and / or of the xylitol carboxylic acid esters obtainable by the process according to the invention as viscosity regulators, care active ingredients, foam boosters or solubilizers, antimicrobial agents, antistatic agents, adhesives, corrosion inhibitors, dispersants, emulsifiers, film formers, moisturizers, sunscreens, oral care agents, preservatives, skin care agents, hydrophilic emollients, foam stabilizers and nonionic surfactants, preferably as viscosity regulators, emulsifiers, antimicrobial agents and hydrophilic emollients, particularly preferably as viscosity regulators, in particular as thickeners, in particular in cleaning or care formulations.

[0149] The invention is described by way of example in the following examples, without intending to limit the invention to the embodiments mentioned in the examples, the scope of application of the invention being derived from the entire description and claims.

[0150] Example:

[0151] Various xylitol carboxylates were prepared as described below.

[0152] Methods for determining color values

[0153] Aliquots (approximately 10 g, so that the cuvette is completely filled) were measured in a Lico 690 spectrocolorimeter at room temperature or at 90° C. in 11 mm round cuvettes, and the color value given in each case was recorded.

[0154] Example 1: Enzymatic esterification of xylitol with 2.00 equivalents of octanoic acid (the present invention)

[0155] A mixture of xylitol (60.0 g, 0.394 mol, 1.00 equiv.) and octanoic acid (acid number = 389 mg KOH / g, > 98%, 113.70 g, 0.788 mol, 2.00 equiv.) was heated to 80° C. under stirring and N2 flow, and after 1 hour, immobilized Candida antarctica lipase B enzyme (5.21 g; Purolite D5619, corresponding to 45110 PLU) was added. The mixture was stirred at 80° C. and 15 mbar for 24 hours, during which the water formed was continuously distilled off. The mixture was then filtered at 80° C. through a Buchner funnel with a black belt filter to remove the enzyme. The product obtained was homogeneous, colorless in the melt and had an acid number of 1.2 mg KOH / g. The triester content was 27% by weight, based on the sum of all carboxylic acid esters of xylitol contained, which was determined by the area % value of the GC-FID peak.

[0156] Example 2: Enzymatic esterification of xylitol with 2.00 equivalents of caprylic acid / capric acid (present invention)

[0157] A mixture of xylitol (70.8 g, 0.465 mol, 1.00 equivalent) and a mixture of caprylic acid / capric acid (acid number = 362 mg KOH / g, mixing ratio of caprylic acid to capric acid 60:40, 146.0 g, 0.930 mol, 2.00 equivalent) was heated to 90° C. for 1 hour under stirring and N2 flow, and after cooling to 85° C., an immobilized Candida antarctica lipase B enzyme (6.50 g; Purolite D5619, corresponding to 56280 PLU) was added. The mixture was stirred at 85° C. and 50 mbar for 24 hours, during which the water formed was continuously distilled off. The mixture was then filtered at 80° C. through a Buchner funnel with a black belt filter to remove the enzyme. The product obtained was homogeneous, colorless in the melt and had an acid number of 2.7 mg KOH / g. The triester content, determined via the area % value of the GC-FID peak, was 26% by weight, based on the sum of all carboxylic acid esters of xylitol contained.

[0158] Example 3: Enzymatic esterification of xylitol with 1.80 equivalents of caprylic acid / capric acid (present invention)

[0159] A mixture of xylitol (75.7 g, 0.497 mol, 1.00 equivalent) and a mixture of caprylic acid / capric acid (acid number = 362 mg KOH / g, mixing ratio of caprylic acid to capric acid 60:40, 140.5 g, 0.895 mol, 1.80 equivalent) was heated to 90° C. for 1 hour under stirring and N2 flow, and after cooling to 85° C., an immobilized Candida antarctica lipase B enzyme (6.48 g; Purolite D5619, corresponding to 56106 PLU) was added. The mixture was stirred at 85° C. and 50 mbar for 24 hours, during which the water formed was continuously distilled off. The mixture was then filtered at 80° C. through a Buchner funnel with a black belt filter to remove the enzyme. The product obtained was homogeneous, colorless in the melt and had an acid number of 1.5 mg KOH / g. The triester content was 25% by weight, based on the sum of all carboxylic acid esters of xylitol contained, which was determined via the area % value of the GC-FID peak.

[0160] Example 4: Enzymatic esterification of xylitol with 2.00 equivalents of stearic acid (present invention)

[0161] A mixture of xylitol (40.00 g, 0.263 mol, 1.00 equiv) and stearic acid (acid value = 198 mg KOH / g, > 92%, 148.18 g, 0.526 mol, 2.00 equiv) was heated to 90° C. under stirring and N2 flow, and an immobilized Candida antarctica lipase B enzyme (5.65 g; Purolite D5619, corresponding to 48919 PLU) was added after 1 hour. The mixture was stirred at 90° C. and 15 mbar for 24 hours, during which the water formed was continuously distilled off. The mixture was then filtered at 80° C. through a Buchner funnel with a black belt filter to remove the enzyme. The product obtained was homogeneous, colorless, light yellow in the melt and had an acid value of 1.3 mg KOH / g. The triester content was 35% by weight, based on the sum of all the carboxylic acid esters of xylitol contained, which was determined by the area % value of the GC-FID peak.

[0162] Example 5: Enzymatic esterification of xylitol with 2.00 equivalents of oleic acid (present invention)

[0163] A mixture of xylitol (40.00 g, 0.263 mol, 1.00 equiv) and oleic acid (acid value = 200 mg KOH / g, iodine value = 92.3 g I2 / 100 g, 147.5 g, 0.526 mol, 2.00 equiv) was heated to 90° C. under stirring and N2, and after 1 hour, immobilized Candida antarctica lipase B enzyme (5.65 g; Purolite D5619, corresponding to 48919 PLU) was added. The mixture was stirred at 80° C. and 15 mbar for 24 hours, during which the water formed was continuously distilled off. The mixture was then filtered at 80° C. through a Buchner funnel with a black belt filter to remove the enzyme. The product obtained was homogeneous, transparent, light yellow in the melt and had an acid value of 1.1 mg KOH / g. The triester content, based on the sum of all carboxylic acid esters of xylitol contained, was 34% by weight, as determined by means of the area % value of the GC-FID peak.

[0164] Example 6: Xylitol capric acid / caprylate (not of the present invention)

[0165] The commercial product GiO™-103 from GiOrbis Laboratories was used as a sample.

[0166] Example 7: Esterification of xylitol according to KR101939851 with 2.00 equivalents of octanoic acid (not according to the present invention)

[0167] For example, KR101939851 or EP2902009A1 describe the esterification of xylitol with fatty acids at high temperatures in the presence of an acidic catalyst:

[0168] After adding p-toluenesulfonic acid (0.29 g, 0.2% based on octanoic acid), a mixture of xylitol (76.1 g, 0.500 mol, 1.00 equiv) and octanoic acid (acid value = 389 mg KOH / g, > 98%, 144.2 g, 1.00 mol, 2.00 equiv) was heated to 200° C. with stirring and N2. The mixture was then stirred at this temperature for 8 hours, during which the water formed was continuously distilled off until an acid value of 0.7 mg KOH / g was reached. The resulting product was yellow to brown with a Gardner color value of 6.4.

[0169] Example 8: Enzymatic esterification of xylitol with 2.00 equivalents of octanoic acid at low temperature (not of the present invention)

[0170] As described in Basri et al. (Carbohydr. Res. 2011, 346, 472-479), a mixture of xylitol (75.2 g, 0.494 mol, 1.00 equiv.), octanoic acid (acid value = 389 mg KOH / g, > 98%, 142.6 g, 0.989 mol, 2.00 equiv.) was enzymatically reacted at 60° C. for 29 hours with stirring and passing N2. The product obtained was heterogeneous in the melt (i.e., it formed two phases) with an acid value of about 360 mg KOH / g.

[0171] Table 1 compares the parameters determined by the embodiment of the present invention and the embodiments not of the present invention.

[0172] Table 1: Examples of the present invention are marked with *

[0173] Example Xylitol:degradation product ratio NMR (primary:secondary) Free xylitol by GC [%] Acid value Gardner Color Value 1 * > 99:1 51:49 1.9 1.2 0 2 * > 99:1 53:47 1.6 2.7 0 3 * > 99:1 54:46 4.4 1.5 0 4 * > 99:1 57:43 0.9 1.3 0 5 * > 99:1 55:45 1.3 1.1 1 6 95:5 67:33 10 3 7 7 1:99 Method not available < 0,05 0.7 6.4 8 > 99:1 81:19 0.3 (360) 0

[0174] Example 9: Thickening properties in cosmetic formulations

[0175] The thickening effect of inventive examples 1, 2 and 3 compared with a thickener not according to the invention was evaluated. For this purpose, a cosmetic formulation consisting of 9% SLES, 3% cocamidopropyl betaine and 0.7% aqueous NaCl solution was prepared. The pH value of the formulation was adjusted to 5.2 with citric acid. In each case 1.1% of the above-described example substances were incorporated into the formulation by stirring at 60° C. for 30 minutes and the viscosity was measured at 22° C. using a Brookfield viscometer (spindle 62, 30 rpm). The viscosity measurement results are shown in Table 2.

[0176] Table 2: Viscosity of Example Formulations Containing 1.1% Thickener

[0177] Example Viscosity [mPa*s] 1 The present invention 7733 2 The present invention 7200 3 The present invention 7776 6 Not the present invention 5995 7 Not the present invention 1313 8 Not the present invention 3968

[0178] The results in Table 2 show that the formulations obtained in inventive examples 1, 2 and 3 have higher viscosities than in the non-inventive examples.

[0179] Formulation Examples

[0180] Formulations 1a, 1b and 1c: Antiperspirant / deodorant formulations containing aluminum salts

[0181] formula 1a 1b 1c Composition of Example 4 3.2％ 3.2％ 3.2％ C18-C22 Hydroxyalkyl Hydroxypropyl Guar Gum (ESAFLOR HM 22, Lamberti SpA) 0.2％ Hydroxypropyl guar gum (ESAFLOR HDR, Lamberti SpA) 0.2％ 0.2％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 5.4％ 5.4％ 5.4％ water to 100% to 100% to 100% Aluminum chlorohydrate (50% aqueous solution; Locron LIC, Clariant AG) 20.0％ 20.0％ 20.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Undecylenamidopropyltrimethylammonium methylsulfate; water; propylene glycol (dermosoft® UTM, Evonik Dr. Straetmans GmbH) 1.0％

[0182] Formulations 2a, 2b and 2c: Aluminum-free deodorant formulations without antiperspirant active ingredients

[0183] formula 2a 2b 2c Composition of Example 4 3.2％ 3.2％ 3.2％ Hydroxypropyl guar gum (ESAFLOR HDR, Lamberti SpA) 0.15％ C18-C22 Hydroxyalkyl Hydroxypropyl Guar Gum (ESAFLOR HM 22, Lamberti SpA) 0.15％ 0.15％ Polyglyceryl-3 Caprylate (TEGO® Cosmo P 813, Evonik Operations GmbH) 0.5％ 0.5％ 0.5％ Zinc ricinoleate (TEGODEO® PY 88 G, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ Caprylic / capric triglyceride (TEGOSOFT® CT, Evonik Operations GmbH) 5.65％ 5.65％ 5.65％ water to 100% to 100% to 100% glycerin 3.0％ 3.0％ 3.0％ Benzyl alcohol, benzoic acid, sorbic acid (Rokonsal BSB-N, Ashland Specialty Ingredients) 1.0％ 1.0％ 1.0％ Citric acid (50% aqueous solution) Moderate Moderate Moderate Pentylene glycol (dermosoft® Pentiol eco, Evonik Dr. Straetmans GmbH) 4.0

[0184] Formulations 3a, 3b and 3c: O / W deodorant emulsions containing potassium alum

[0185] formula 3a 3b 3c Composition of Example 4 4.8％ 4.8％ 4.8％ C18-C22 Hydroxyalkyl Hydroxypropyl Guar Gum (ESAFLOR HM 22, Lamberti SpA) 0.25％ Hydroxypropyl guar gum (ESAFLOR HDR, Lamberti SpA) 0.25％ 0.25％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ water to 100% to 100% to 100% glycerin 3.0％ 3.0％ 3.0％ Potassium Alum 5.0％ 5.0％ 5.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Pentylene glycol (dermosoft® Pentiol eco, Evonik Dr. Straetmans GmbH) 3.5％

[0186] Formulas 4a and 4b: Antiperspirant / Deodorant Lotion

[0187] formula 4a 4b Composition of Example 4 3.0％ 3.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 3.0％ 3.0％ PPG-14 butyl ether (TEGOSOFT® PBE, Evonik Operations GmbH) 3.0％ 3.0％ Polyglyceryl-3 Caprylate (TEGO® Cosmo P813, Evonik Operations GmbH) 0.5％ 0.5％ Demineralized water to 100% to 100% Hydroxyethylcellulose (Natrosol 250 HHR, Ashland Specialty Chemicals) 1.0％ 1.0％ Aluminum chlorohydrate (50%) (Reach 501L, Reheis) 15.0％ 15.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 3.0％ 1,2-Hexanediol (dermosoft® Hexiol, Evonik Dr. Straetmans GmbH) 2.8％

[0188] Formulas 5a, 5b, and 5c: Antiperspirant / Deodorant Cream

[0189] formula 5a 5b 5c Composition of Example 4 3.0％ 2.5％ 2.5％ Cetearyl sulfate (Lanette E, BASF SE) 0.5％ 0.5％ Glyceryl Stearate 1.0％ 1.0％ 1.0％ Stearyl Alcohol 1.0％ 1.0％ 1.0％ PPG-15 stearyl ether 5.0％ 5.0％ 5.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ 2.0％ 2.0％ 2.0％ Polyglyceryl-3 Caprylate (TEGO® Cosmo P813, Evonik Operations GmbH) 0.5％ 0.5％ 0.5％ Zinc ricinoleate (TEGODEO® PY88 G, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ Demineralized water to 100% to 100% to 100% Hydroxyethylcellulose (Natrosol 250 HHR (Ashland Specialty Chemicals) 1.0％ 1.0％ 1.0％ Aluminum chlorohydrate (50% aqueous solution; Locron LIC, Clariant AG) 15.0％ 15.0％ 15.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Methylpropanediol; Caprylyl glycol; Phenylpropanol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 3.5％

[0190] Formulas 6a and 6b: Sunscreen Spray SPF 30

[0191] formula 6a 6b Composition of Example 4 4.0％ 4.0％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 3.2％ 3.2％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 2.0％ 2.0％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 3.0％ 3.0％ Butyl Methoxydibenzoylmethane 2.0％ 2.0％ EHC 2.0％ 2.0％ Ethylhexyl salicylate 4.0％ 4.0％ Octocrylene 4.0％ 4.0％ glycerin 3.0％ 3.0％ water to 100% to 100% Carbomer Suspension 1 (Acrylates / C10-30 Alkyl Acrylate Crosspolymer, TEGO® Carbomer 341ER, Evonik Operations GmbH, 20% in phenoxyethyl caprylate) 1.0％ 1.0％ Tris(hydroxymethyl)aminomethane (30% aqueous solution) 0.6％ 0.6％ UV filter (20% phenylbenzimidazole sulfonic acid, 8.8% tris(hydroxymethyl)aminomethane, demineralized water to 100%) 10.0％ 10.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ Methylpropanediol; Caprylyl glycol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 4.0

[0192] Formulas 7a, 7b and 7c: Sunscreen spray

[0193] formula 7a 7b 7c Composition of Example 4 3.0％ 2.5％ 2.5％ Glyceryl citrate stearate (AXOL® C 62, Evonik Operations GmbH) 0.5％ 0.5％ Glyceryl Stearate 0.5％ 0.5％ 0.5％ Stearyl Alcohol 0.5％ 0.5％ 0.5％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 3.0％ 3.0％ 3.0％ Butyl Methoxydibenzoylmethane 2.0％ 2.0％ 2.0％ Ethylhexyl methoxycinnamate 2.0％ 2.0％ 2.0％ Ethylhexyl salicylate 4.0％ 4.0％ 4.0％ Octocrylene 4.0％ 4.0％ 4.0％ Isopropyl Palmitate 2.0％ 2.0％ 2.0％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 3.2％ 3.2％ 3.2％ glycerin 3.0％ 3.0％ 3.0％ Demineralized water to 100% to 100% to 100% Carbomer suspension (acrylates / C10-30 alkyl acrylate crosspolymer, TEGO® Carbomer 341ER, 20% in phenoxyethyl octanoate) 1.0％ 1.0％ 1.0％ Tromethamine (30%) 0.9％ 0.9％ 0.9％ UV filter (20% phenylbenzimidazole sulfonic acid, 8.8% tris(hydroxymethyl)aminomethane, demineralized water to 100%) 10.0％ 10.0％ 10.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Methylpropanediol; Caprylyl glycol; Phenylpropanol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 3.0％

[0194] Formulas 8a, 8b and 8c: Sunscreen Lotion, SPF 30

[0195] formula 8a 8b 8c Composition of Example 4 3.00％ 2.00％ 2.00％ Cetearyl Glucoside (TEGO® Care CG 90, Evonik Operations GmbH) 0.50％ 0.50％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 8.00％ 8.00％ 8.00％ Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A Plus, BASF SE) 6.00％ 6.00％ 6.00％ Ethylhexyl methoxycinnamate 8.00％ 8.00％ 8.00％ Stearyl Alcohol 1.00％ 1.00％ 1.00％ Glyceryl Stearate 1.00％ 1.00％ 1.00％ Tocopheryl acetate 0.50％ 0.50％ 0.50％ glycerin 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Tromethamine 0.90％ 0.90％ 0.90％ Phenylbenzimidazole sulfonic acid 2.00％ 2.00％ 2.00％ Acrylates / C10-30 Alkyl Acrylate Crosspolymer (TEGO® Carbomer 341 ER, Evonik Operations GmbH) 0.30％ 0.30％ 0.30％ Sodium hydroxide (10% aqueous solution) Moderate Moderate Moderate Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Caprylyl glycol; glycerin; glyceryl caprylate; phenylpropanol; water (dermosoft® LP MB; Evonik Dr. Straetmans GmbH) 1.0

[0196] Formulas 9a, 9b and 9c: Sunscreen lotion SPF 30, high UVA protection

[0197] formula 9a 9b 9c Composition of Example 4 3.00％ 2.50％ 2.50％ Sodium cetearyl sulfate (Lanette E, BASF SE) 0.50％ 0.50％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 7.30％ 7.30％ 7.30％ Butyl Methoxydibenzoylmethane 5.00％ 5.00％ 5.00％ Diethylhexyl butyramido triazone (UVAsorb HEB, 3V Sigma) 1.00％ 1.00％ 1.00％ Ethylhexyl salicylate 1.50％ 1.50％ 1.50％ Octocrylene 3.50％ 3.50％ 3.50％ Titanium dioxide; diethylhexyl carbonate; polyglyceryl-6 polyhydroxystearate (TEGO® Sun TDEC 45, Evonik Operations GmbH) 2.20％ 2.20％ 2.20％ Stearyl Alcohol 1.00％ 1.00％ 1.00％ Nylon-10 / 10 (TEGOLON® ECO 10-10, Evonik Operations GmbH) 0.50％ 0.50％ 0.50％ Glyceryl Stearate 1.00％ 1.00％ 1.00％ Tocopheryl acetate 0.50％ 0.50％ 0.50％ glycerin 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Citric acid (50% aqueous solution) 0.10％ 0.10％ 0.10％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 20.00％ 20.00％ 20.00％ Acrylates / C10-30 Alkyl Acrylate Crosspolymer (TEGO® Carbomer 341 ER, Evonik Operations GmbH) 0.30％ 0.30％ 0.30％ Sodium hydroxide (10% aqueous solution) 0.90％ 0.90％ 0.90％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Triethyl citrate; Caprylyl glycol; Benzoic acid (Verstatil® TBO; Evonik Dr. Straetmans GmbH) 1.0％

[0198] Formulas 10a, 10b and 10c: Sunscreen Lotion, SPF 30

[0199] formula 10a 10b 10c Composition of Example 4 3.00％ 2.00％ 2.00％ Methylglucose sesquistearate (TEGO® Care PS, Evonik Operations GmbH) 1.00％ 1.00％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 1.50％ 1.50％ 1.50％ Octocrylene 10.00％ 10.00％ 10.00％ Butyl Methoxydibenzoylmethane 3.50％ 3.50％ 3.50％ Titanium dioxide; diethylhexyl carbonate; polyglyceryl-6 polyhydroxystearate (TEGO® Sun TDEC 45, Evonik Operations GmbH) 14.50％ 14.50％ 14.50％ Stearyl Alcohol 0.20％ 0.20％ 0.20％ Glyceryl Stearate 0.20％ 0.20％ 0.20％ Tocopheryl acetate 0.50％ 0.50％ 0.50％ glycerin 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Acrylates / C10-30 Alkyl Acrylate Crosspolymer (TEGO® Carbomer 341 ER, Evonik Operations GmbH) 0.20％ 0.20％ 0.20％ Sodium hydroxide (10% aqueous solution) 0.60％ 0.60％ 0.60％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Methylpropanediol; Caprylyl glycol; Phenylpropanol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 3.0％

[0200] Formulas 11a, 11b and 11c: Sunscreen lotion SPF 50, high UVA protection

[0201] formula 11a 11b 11c Composition of Example 4 3.00％ 2.50％ 2.50％ Polyglycerol-3-methylglucose distearate (TEGO® Care 450, Evonik Operations GmbH) 0.50％ 0.50％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 2.00％ 2.00％ 2.00％ Nylon-10 / 10 (TEGOLON® ECO 10-10, Evonik Operations GmbH) 0.50％ 0.50％ 0.50％ Butyl Methoxydibenzoylmethane 5.00％ 5.00％ 5.00％ Diethylhexyl butyramido triazone (UVAsorb HEB, 3V Sigma) 1.00％ 1.00％ 1.00％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 3.00％ 3.00％ 3.00％ Ethylhexyl salicylate 1.00％ 1.00％ 1.00％ Octocrylene 8.00％ 8.00％ 8.00％ Stearyl Alcohol 0.45％ 0.45％ 0.45％ Glyceryl Stearate 0.45％ 0.45％ 0.45％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.30％ 0.30％ 0.30％ Tocopheryl acetate 0.50％ 0.50％ 0.50％ Hydroxyethylcellulose (Natrosol 250 HHR (Ashland Specialty Chemicals) 0.50％ 0.50％ 0.50％ Demineralized water to 100% to 100% to 100% Sodium hydroxide (10% aqueous solution, pH adjusted to 7.5) Moderate Moderate Moderate Disodium phenyl dibenzimidazole tetrasulfonate (Neoheliopan AP, Symrise) 5.00％ 5.00％ 5.00％ Methylene bisbenzotriazolyl tetramethylbutylphenol (Tinosorb M, BASF SE) 8.00％ 8.00％ 8.00％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Methylpropanediol; Caprylyl glycol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 3.8％

[0202] Formulas 12a, 12b and 12c: Sunscreen Lotion, SPF 50

[0203] formula 12a 12b 12c Composition of Example 4 3.50％ 3.00％ 3.00％ Glyceryl citrate stearate (AXOL® C 62, Evonik Operations GmbH) 1.00％ 1.00％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 2.50％ 2.50％ 2.50％ Diethylamino Hydroxybenzoyl Hexyl Benzoate 10.00％ 10.00％ 10.00％ Ethylhexyl methoxycinnamate 10.00％ 10.00％ 10.00％ Stearyl Alcohol 1.00％ 1.00％ 1.00％ Glyceryl Stearate 1.00％ 1.00％ 1.00％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.50％ 0.50％ 0.50％ Tocopheryl acetate 0.50％ 0.50％ 0.50％ glycerin 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Phenylbenzimidazole sulfonic acid 4.00％ 4.00％ 4.00％ Tromethamine 1.80％ 1.80％ 1.80％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Triethyl citrate; Glyceryl caprylate; Benzoic acid (Verstatil® TBG MB, Evonik Dr. Straetmans GmbH) 1.2％

[0204] Formulas 13a, 13b and 13c: Sunscreen lotion SPF 50+

[0205] formula 13a 13b 13c Composition of Example 4 3.00％ 2.5％ 2.5％ Potassium cetyl phosphate 1.0％ 1.0％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 3.00％ 3.00％ 3.00％ Butyl Methoxydibenzoylmethane 5.00％ 5.00％ 5.00％ Octocrylene 4.90％ 4.90％ 4.90％ Ethylhexyl methoxycinnamate 0.10％ 0.10％ 0.10％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 4.70％ 4.70％ 4.70％ Diethylhexyl butyramido triazone (UVAsorb HEB, 3V Sigma) 3.70％ 3.70％ 3.70％ Titanium dioxide; diethylhexyl carbonate; polyglyceryl-6 polyhydroxystearate (TEGO® Sun TDEC 45, Evonik Operations GmbH) 11.00％ 11.00％ 11.00％ Stearyl Alcohol 0.50％ 0.50％ 0.50％ Glyceryl Stearate 0.50％ 0.50％ 0.50％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.20％ 0.20％ 0.20％ glycerin 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Triethyl citrate; Caprylyl glycol; Benzoic acid (Verstatil® TBO; Evonik Dr. Straetmans GmbH) 0.9％

[0206] Recipes 14a and 14b: Body Lotion

[0207] formula 14a 14b Composition of Example 4 4.0％ 4.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 2.5％ 2.5％ Caprylic / capric triglyceride (TEGOSOFT® CT, Evonik Operations GmbH) 3.5％ 3.5％ water to 100% to 100% Creatine (TEGO® Cosmo C 100, Evonik Operations GmbH) 0.5％ 0.5％ Carbomer suspension 2 (Carbomer, TEGO® Carbomer 141, Evonik Operations GmbH, 20% in ethylhexyl stearate) 1.0％ 1.0％ Sodium hydroxide (10% aqueous solution) 0.6％ 0.6％ Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ Water; sodium levulinate; sodium benzoate (Verstatil® BL; Evonik Dr. Straetmans GmbH) 1.5％ Glyceryl caprylate (dermosoft® GMCY MB; Evonik Dr. Straetmans GmbH) 0.3％

[0208] Recipes 15a and 15b: Natural Care Cream

[0209] formula 15a 15b Composition of Example 4 6.0％ 6.0％ Caprylic / capric triglyceride (TEGOSOFT® CT, Evonik Operations GmbH) 8.0％ 8.0％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 11.0％ 11.0％ Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0％ 10.0％ water to 100% to 100% glycerin 3.0％ 3.0％ Sodium hydroxide (10% aqueous solution) 0.2％ 0.2％ Benzyl alcohol, benzoic acid, sorbic acid (Rokonsal BSB-N, Ashland Specialty Ingredients) 0.8％ Glycerin; water; sodium levulinate; sodium anisate (dermosoft® 1388 eco; Evonik Dr. Straetmans GmbH) 3％ Glyceryl caprylate (dermosoft® GMCY MB; Evonik Dr. Straetmans GmbH) 0.2％

[0210] Formulas 16a and 16b: Anti-Aging Cream

[0211] formula 16a 16b Composition of Example 4 6.0％ 6.0％ Caprylic / capric triglyceride (TEGOSOFT® CT, Evonik Operations GmbH) 9.5％ 9.5％ C12-15 Alkyl Benzoate (TEGOSOFT® TN, Evonik Operations GmbH) 9.5％ 9.5％ water to 100% to 100% glycerin 3.0％ 3.0％ Tetrapeptide-21; Glycerin; Butylene Glycol; Water (TEGO® Pep 4-17, Evonik Operations) 4.0％ 4.0％ Sodium hyaluronate (HyaCare®, Evonik Operations GmbH) 0.1％ 0.1％ Hydrolyzed hyaluronic acid (HyaCare® 50, Evonik Operations GmbH) 0.1％ 0.1％ Water; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; Polyglyceryl-4 Diisostearate / Polyhydroxystearate / Sebacate; Sodium Isostearate (HyaCare® Filler CL, Evonik Operations GmbH) 5.0％ 5.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ Water; sodium levulinate; potassium sorbate (VERSTATIL SL non GMO; Evonik Dr. Straetmans GmbH) 1.2％ Octanediol (dermosoft® Octiol; Evonik Dr. Straetmans GmbH) 0.2％

[0212] Formula 17a and 17b: O / W foundation

[0213] formula 17a 17b Composition of Example 4 6.0％ 6.0％ Myristyl myristate (TEGOSOFT® MM, Evonik Operations GmbH) 2.0％ 2.0％ Isopropyl myristate (TEGOSOFT® M, Evonik Operations GmbH) 6.0％ 6.0％ Decyl Cocoate (TEGOSOFT® DC, Evonik Operations GmbH) 6.0％ 6.0％ Cetyl ricinoleate (TEGOSOFT® CR, Evonik Operations GmbH) 1.0％ 1.0％ water to 100% to 100% glycerin 1.0％ 1.0％ Titanium dioxide (Hombitan AC 360, Sachtleben) 8.0％ 8.0％ Iron oxide (Sicovit Yellow 72, Rockwood Pigments) 0.9％ 0.9％ Iron oxide (Sicovit Red E 172, Rockwood Pigments) 0.2％ 0.2％ Iron oxide (Sicovit Brown 172, Rockwood Pigments) 0.4％ 0.4％ Iron oxide (Sicovit Black 80 E 172, Rockwood Pigments) 0.1％ 0.1％ Cellulose (TEGO® Feel Green, Evonik Operations GmbH) 2.0％ 2.0％ Sodium hydroxide (10% aqueous solution) 0.2％ 0.2％ Benzyl alcohol, benzoic acid, sorbic acid (Rokonsal BSB-N, Ashland Specialty Ingredients) 1.0％ Methylpropanediol; Caprylyl glycol; Phenylpropanol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 3.2％

[0214] Formulations 18a, 18b, 18c and 18d: Body lotion containing cosmetic active ingredients

[0215] formula 18a 18b 18c 18d Composition of Example 4 3.5％ 3.5％ 3.0％ 3.0％ Stearic acid 0.5％ 0.5％ Glyceryl Stearate 0.5％ 0.6％ 0.6％ 0.6％ Cetearyl Alcohol 0.5％ 0.6％ 0.6％ 0.6％ Caprylic / capric triglyceride 8.5％ 8.5％ 8.5％ 8.5％ Ethylhexyl palmitate (TEGOSOFT® OP, Evonik Operations GmbH) 8.5％ 8.5％ 8.5％ 8.5％ Demineralized water to 100% to 100% to 100% to 100% Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.8％ 0.8％ 0.8％ 0.8％ Terminalia chebula bark extract; Pentylene glycol (recommended; TEGO® Arjuna S, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ Betaine; urea; potassium lactate; sodium polyglutamate (recommended); hydrolyzed sclerotium gum (TEGO® Smooth; Evonik Operations GmbH) 5.0％ Phenoxyethanol, methylparaben, ethylparaben, propylparaben (Phenonip XB (Clariant International Ltd.) 1.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Caprylyl glycol; Glyceryl caprylate; Dipropylene glycol (dermosoft® MCAV MB; Evonik Dr. Straetmans GmbH) 1.0％

[0216] Formulas 19a, 19b, and 19c: Low-Oil Body Lotions

[0217] formula 19a 19b 19c Composition of Example 4 3.0％ 2.0％ 2.0％ Polyglyceryl-3 dicitrate / stearate (TEGO® Care PSC 3 (Evonik Operations GmbH) 1.0％ 1.0％ Cetearyl Alcohol 0.5％ 0.5％ 0.5％ Caprylic / capric triglyceride 6.5％ 6.5％ 6.5％ Demineralized water to 100% to 100% to 100% Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.5％ 0.5％ 0.5％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ Glycerin; Water; Sodium Levulinate; Sodium Anisate (dermosoft® 1388; Evonik Dr. Straetmans GmbH) 3.0％

[0218] Formula 20a, 20b, 20c and 20d: O / W Serum 1

[0219] formula 20a 20b 20c 20d Composition of Example 4 2.5％ 2.5％ 4.0％ 4.0％ Sodium stearoyl glutamate (Eumulgin SG, BASF SE) 1.0％ Glyceryl Stearate 0.75％ 0.75％ Stearyl Alcohol 0.75％ 0.75％ Caprylic / capric triglyceride 2.0％ 2.0％ 2.0％ 2.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ 2.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 3.0％ 3.0％ Avocado (Persea gratis) oil 1.0％ 1.0％ 1.0％ 1.0％ Water; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; Polyglyceryl-4 Diisostearate / Polyhydroxystearate / Sebacate; Sodium Isostearate (HyaCare® Filler CL, Evonik Operations) 3.0％ 3.0％ Demineralized water to 100% to 100% to 100% to 100% Butanediol 5.0％ 5.0％ 5.0％ 5.0％ Tetrapeptide-21; Glycerin; Butylene Glycol; Water (TEGO® Pep 4-17, Evonik Operations) 2.0％ 2.0％ 2.0％ 2.0％ Hydrolyzed hyaluronic acid (HyaCare® 50, Evonik Operations) 0.1％ 0.1％ 0.1％ 0.1％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.5％ 0.5％ 0.5％ 0.5％ Sodium hydroxide (10% aqueous solution) 0.2％ 0.2％ 0.2％ 0.2％ Benzyl alcohol, benzoic acid, sorbic acid (Rokonsal BSB-N, Ashland Specialty Ingredients) 0.8％ 0.8％ 0.8％ Polyglutamic acid; sclerotium glucan; betaine; urea; potassium lactate (TEGO® Smooth Complex, Evonik Operations) 3.0％ 3.0％ 3.0％ 3.0％ Triethyl citrate; Glyceryl caprylate; Benzoic acid (Verstatil® TBG; Evonik Dr. Straetmans GmbH) 1.2％

[0220] Formula 20e, 20f, 20g and 20h: O / W Serum 2

[0221] formula 20e 20f 20g 20h Composition of Example 4 3.0％ 3.0％ 2.0％ 2.0％ Cetearyl Glucoside (TEGO® Care CG 90, Evonik Operations GmbH) 0.5％ Polyglyceryl-3 dicitrate / stearate (TEGO® Care PSC 3, Evonik Operations GmbH) 1.5％ 1.5％ Glyceryl Stearate 0.75％ 0.5％ 0.5％ 0.5％ Stearyl Alcohol 0.75％ 0.5％ 0.5％ 0.5％ Caprylic / capric triglyceride 2.0％ 2.0％ 2.0％ 2.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ 2.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 3.0％ Avocado (Persea gratis) oil 1.0％ 1.0％ 1.0％ 1.0％ Water; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; Polyglyceryl-4 Diisostearate / Polyhydroxystearate / Sebacate; Sodium Isostearate (HyaCare® Filler CL, Evonik Operations) 3.0％ 3.0％ 3.0％ Demineralized water to 100% to 100% to 100% to 100% Butanediol 5.0％ 5.0％ 5.0％ 5.0％ Tetrapeptide-21; Glycerin; Butylene Glycol; Water (TEGO® Pep 4-17, Evonik Operations) 2.0％ 2.0％ 2.0％ 2.0％ Hydrolyzed hyaluronic acid (HyaCare® 50, Evonik Operations) 0.1％ 0.1％ 0.1％ 0.1％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.5％ 0.5％ 0.5％ 0.5％ Sodium hydroxide (10% aqueous solution) 0.2％ 0.2％ 0.2％ 0.2％ Benzyl alcohol, benzoic acid, sorbic acid (Rokonsal BSB-N, Ashland Specialty Ingredients) 0.8％ 0.8％ 0.8％ Polyglutamic acid; sclerotium glucan; betaine; urea; potassium lactate (TEGO® Smooth Complex, Evonik Operations) 3.0％ 3.0％ Triethyl citrate; Caprylyl glycol; Benzoic acid (Verstatil® TBO; Evonik Dr. Straetmans GmbH) 1.0％

[0222] Formulas 21a, 21b and 21c: O / W Concealer

[0223] formula 21a 21b 21c Composition of Example 4 4.00％ 3.00％ 3.00％ Polyglycerol-3-methylglucose distearate (TEGO® Care 450, Evonik Operations GmbH) 1.00％ 1.00％ Glyceryl Stearate 0.75％ 0.75％ 0.75％ Stearyl Alcohol 0.75％ 0.75％ 0.75％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 7.40％ 7.40％ 7.40％ Water; Ethylhexyl Stearate; Sodium Hyaluronate Crosspolymer; Polyglyceryl-4 Diisostearate / Polyhydroxystearate / Sebacate; Sodium Isostearate (HyaCare® Filler CL, Evonik Operations) 2.00％ 2.00％ 2.00％ Ethylhexyl methoxycinnamate 5.00％ 5.00％ 5.00％ Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A Plus, BASF SE) 3.00％ 3.00％ 3.00％ Phytosphingosine 0.10％ 0.10％ 0.10％ Hydrolyzed hyaluronic acid (HyaCare® 50, Evonik Operations) 0.10％ 0.10％ 0.10％ Tetrapeptide-21; Glycerin; Butylene Glycol; Water (TEGO® Pep 4-17, Evonik Operations) 2.00％ 2.00％ 2.00％ Demineralized water to 100% to 100% to 100% Titanium dioxide (Hombitan AC 360, Sachtleben) 3.00％ 3.00％ 3.00％ talc 2.00％ 2.00％ 2.00％ Iron oxide (Unipure Yellow LC 182, Sensient Technologies) 0.36％ 0.36％ 0.36％ Iron oxide (Unipure Red LC 381, Sensient Technologies) 0.12％ 0.12％ 0.12％ Iron oxide (Unipure Black LC 989, Sensient Technologies) 0.08％ 0.08％ 0.08％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 4.44％ 4.44％ 4.44％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 4.00％ 4.00％ 4.00％ Nylon-10 / 10 (TEGOLON® ECO 10-10, Evonik Operations GmbH) 3.00％ 3.00％ 3.00％ glycerin 3.00％ 3.00％ 3.00％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.50％ 0.50％ 0.50％ Ethanol 3.00％ 3.00％ 3.00％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.80％ 0.80％ Methylpropanediol; Caprylyl glycol (dermosoft® OMP; Evonik Dr. Straetmans GmbH) 4.0％

[0224] Formulas 22a, 22b, 22c and 22d: Body Lotion for Sensitive Skin

[0225] formula 22a 22b 22c 22d Composition of Example 4 3.0％ 3.0％ 3.0％ 3.0％ Glyceryl Stearate 0.5％ 1.0％ 0.5％ 0.5％ Cetearyl Alcohol 1.0％ 1.0％ 1.0％ 1.0％ Shea (Shea) Butter 3.0％ 3.0％ 3.0％ 3.0％ Caprylic / capric triglyceride 5.0％ 5.0％ 5.0％ 5.0％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ 5.0％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.2％ 0.2％ 0.2％ 0.2％ glycerin 5.0％ 5.0％ 5.0％ 5.0％ Urea 10.0％ 15.0％ 20.0％ 20.0％ Demineralized water to 100% to 100% to 100% to 100% Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ Sodium hydroxide (10% aqueous solution) (pH adjusted to 5.0) Moderate Sodium benzoate, potassium sorbate (Euxyl K 712, Schülke & Mayr GmbH) 1.2％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ Sodium anisate (dermosoft® anisate; Evonik Dr. Straetmans GmbH) 0.12％ Levulinic acid; sodium levulinate; glycerin; water (dermosoft® 700B; Evonik Dr. Straetmans GmbH) 1.0％ Glyceryl caprylate (dermosoft® GMC MB; Evonik Dr. Straetmans GmbH) 0.3％

[0226] Formulas 23a, 23b, 23c and 23d: Dry Skin Lotion 1

[0227] formula 23a 23b 23c 23d Composition of Example 4 3.0％ 2.5％ 3.0％ 3.0％ Sodium stearoyl glutamate (Eumulgin SG, BASF SE) 1.0％ Glyceryl Stearate 1.0％ 1.0％ 1.5％ 1.5％ Cetearyl Alcohol 1.0％ 1.0％ 1.5％ 1.5％ Cetyl ricinoleate 2.0％ 2.0％ 2.0％ 2.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ 5.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 8.0％ 8.0％ 8.0％ 8.0％ Decyl Cocoate (TEGOSOFT® DC, Evonik Operations GmbH) 3.0％ 3.0％ 3.0％ 3.0％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.2％ 0.2％ 0.2％ 0.2％ glycerin 5.0％ 5.0％ 5.0％ 5.0％ Urea 10.0％ 10.0％ 15.0％ 15.0％ Demineralized water to 100% to 100% to 100% to 100% Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ 0.8％ Phenethyl alcohol (dermosoft® PEA; Evonik Dr. Straetmans GmbH) 1.0％

[0228] Formulas 23e, 23f, 23g and 23h: Dry Skin Lotion 2

[0229] formula 23e 23f 23g 23h Composition of Example 4 2.5％ 3.0％ 3.0％ 3.0％ Polyglyceryl-6 Distearate 0.5％ Stearic acid 0.5％ 0.5％ Glyceryl Stearate 1.5％ 1.5％ 1.5％ 1.5％ Cetearyl Alcohol 1.5％ 1.5％ 1.5％ 1.5％ Cetyl ricinoleate 2.0％ 2.0％ 2.0％ 2.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ 5.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 8.0％ 8.0％ 8.0％ 8.0％ Decyl Cocoate (TEGOSOFT® DC, Evonik Operations GmbH) 3.0％ 3.0％ 3.0％ 3.0％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.2％ 0.2％ 0.2％ 0.2％ glycerin 5.0％ 5.0％ 5.0％ 5.0％ Urea 15.0％ 20.0％ 20.0％ 20.0％ Demineralized water to 100% to 100% to 100% to 100% Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ 0.8％ 0.8％ Phenylpropanol (dermosoft® 250 eco; Evonik Dr. Straetmans GmbH) 0.4％ 1,2-Hexanediol (dermosoft® Hexiol; Evonik Dr. Straetmans GmbH) 3.0％

[0230] Formulas 24a, 24b and 24c: Paraben-free Body Lotion 1

[0231] formula 24a 24b 24c Composition of Example 4 3.0％ 2.0％ 3.0％ (AXOL® C 62, Evonik Operations GmbH) 1.0％ Glyceryl Stearate 0.2％ 0.2％ 0.5％ Stearyl Alcohol 0.2％ 0.2％ 0.5％ Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0％ 10.0％ 10.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 6.6％ 6.6％ 6.0％ glycerin 4.0％ 4.0％ 4.0％ Demineralized water to 100.0% to 100.0% to 100.0% Caprylyl glycol, glycerin, glyceryl caprylate, phenylpropanol (Dermosoft® LP; Evonik Dr. Straetmans GmbH) 1.0％ 1.0％ Methylpropanediol, Caprylyl Glycol, Phenylpropanol (Dermosoft® OMP, Evonik Dr. Straetmans GmbH) 4.0％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.5％ 0.5％ 0.5％

[0232] Formulas 24d, 24e and 24f: Paraben-free Body Lotion 2

[0233] formula 24d 24e 24f Composition of Example 4 3.0％ 3.0％ 1.5％ Glyceryl Stearate SE 0.5％ Polyglyceryl-3 dicitrate / stearate (TEGO® Care PSC 3, Evonik Operations GmbH) 1.5％ Glyceryl Stearate 0.5％ 0.5％ 0.5％ Stearyl Alcohol 0.5％ 0.5％ 0.5％ Prunus Amygdalus Dulcis (Sweet Almond) Oil 10.0％ 10.0％ 10.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 6.0％ 6.0％ 6.0％ glycerin 4.0％ 4.0％ 4.0％ Demineralized water to 100.0% to 100.0% to 100.0% Methylpropanediol, Caprylyl Glycol, Phenylpropanol (Dermosoft® OMP, Evonik Dr. Straetmans GmbH) 4.0％ Octanediol (Dermosoft® Octiol, Evonik Dr. Straetmans GmbH) 0.4％ 0.4％ p-Anisic acid 10% solution (dissolve 3.0 g sodium hydroxide in 56.5 g demineralized water, add 30.0 g glycerol and 10.0 g dermosoft® Octiol [Evonik Dr. Straetmans GmbH] and stir until the solution is clear) 2.0％ 2.0％ Citric acid (10% aqueous solution) (pH adjusted to 6.0) Moderate Moderate Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.5％ 0.5％ 0.5％

[0234] Formula 25a and 25b: W / O Body Lotion

[0235] formula 25a 25b Composition of Example 5 2.0％ 2.0％ beeswax 0.5％ 0.5％ Castor wax 0.5％ 0.5％ Full liquid paraffin 10.5％ 10.5％ Decyl Cocoate (TEGOSOFT® DC, Evonik Operations GmbH) 8.0％ 8.0％ Tocopheryl acetate 0.5％ 0.5％ Cyclopentasiloxane 6.0％ 6.0％ Sodium chloride 0.5％ 0.5％ water to 100% to 100% glycerin 3.0％ 3.0％ Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ Ethanol 5.0％ 5.0％ Glyceryl caprylate (dermosoft® GMC; Evonik Dr. Straetmans GmbH) 0.4％ Zinc sulfate 1.0％

[0236] Formula 26a and 26b: W / O Cream

[0237] formula 26a 26b Composition of Example 5 2.0％ 2.0％ Mineral oil 17.0％ 17.0％ Castor wax 0.4％ 0.4％ Microcrystalline wax 0.6％ 0.6％ water to 100% to 100% Sodium chloride 0.5％ 0.5％ Urea 10.0％ 10.0％ Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ Glyceryl caprylate (dermosoft® GMC; Evonik Dr. Straetmans GmbH) 0.35％ Pentylene glycol (dermosoft® Pentiol eco; Evonik Dr. Straetmans GmbH) 2.0％

[0238] Recipes 27a and 27b: Instant Cream

[0239] formula 27a 27b Composition of Example 5 0.8％ 0.8％ Cetyl dimethicone (ABIL® Wax 9801, Evonik Operations GmbH) 1.6％ 1.6％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 4.0％ 4.0％ Polydimethylsiloxane (ABIL® 350, Evonik Operations GmbH) 1.0％ 1.0％ Cyclopentasiloxane 4.0％ 4.0％ Magnesium Stearate 0.3％ 0.3％ water to 100% to 100% Propylene glycol 5.0％ 5.0％ Sodium chloride 1.0％ 1.0％ Methylisothiazolinone, methylparaben, ethylparaben; dipropylene glycol (Microcare MEM, Thor) 0.8％ Glyceryl caprylate (dermosoft® GMC; Evonik Dr. Straetmans GmbH) 0.25％ Phenylpropanol (dermosoft® 250 eco; Evonik Dr. Straetmans GmbH) 0.35％

[0240] Formulas 28a, 28b and 28c: Cooling Body Lotion

[0241] formula 28a 28b 28c Composition of Example 5 2.0％ 1.5％ 1.5％ Polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate (ISOLAN® GPS, Evonik Operations GmbH) - 0.5％ 0.5％ Castor wax 0.5％ 0.5％ 0.5％ beeswax 0.5％ 0.5％ 0.5％ Ethylhexyl stearate (TEGOSOFT® OS, Evonik Operations GmbH) 10.0％ 10.0％ 10.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 8.5％ 8.5％ 8.5％ Polydimethylsiloxane (Belsil DM 5, Wacker Chemical Corp.) 6.0％ 6.0％ 6.0％ Tocopheryl acetate 0.5％ 0.5％ 0.5％ glycerin 3.0％ 3.0％ 3.0％ water to 100% to 100% to 100% Sodium chloride 1.0％ 1.0％ 1.0％ Ethanol 20.0％ 20.0％ 20.0％ Ethylhexylglycerin (dermosoft® EHG; Evonik Dr. Straetmans GmbH) 0.5％

[0242] Formulas 29a, 29b and 29c: W / O creams based on natural ingredients

[0243] formula 29a 29b 29c Composition of Example 5 3.0％ 2.5％ 2.5％ Diisostearoyl polyglyceryl-3 dimer dilinoleate (ISOLAN® PDI, Evonik Operations GmbH) - 0.5％ 0.5％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 7.0％ 7.0％ 7.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 3.0％ 3.0％ 3.0％ Almond Oil 7.0％ 7.0％ 7.0％ Shea Butter 2.0％ 2.0％ 2.0％ Cetyl ricinoleate (TEGOSOFT® CR, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ beeswax 0.6％ 0.6％ 0.6％ Castor wax 0.4％ 0.4％ 0.4％ glycerin 5.0％ 5.0％ 5.0％ water to 100% to 100% to 100% Magnesium sulfate heptahydrate 1.5％ 1.5％ 1.5％ Sodium benzoate, potassium sorbate (Euxyl K 712, Schülke & Mayr GmbH) 0.5％ 0.5％ Pentylene glycol (dermosoft® Pentiol eco; Evonik Dr. Straetmans GmbH) 3.0％

[0244] Formulas 30a, 30b and 30c: Cool Toning Body Lotion

[0245] formula 30a 30b 30c Composition of Example 5 3.0％ 2.5％ 2.5％ Polyglyceryl-3 oleate (ISOLAN® GO 33, Evonik Operations GmbH) - 0.5％ 0.5％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 12.0％ 12.0％ 12.0％ Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) 4.0％ 4.0％ 4.0％ Zinc stearate 0.5％ 0.5％ 0.5％ water to 100% to 100% to 100% glycerin 3.0％ 3.0％ 3.0％ Sodium chloride 1.5％ 1.5％ 1.5％ Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ 0.7％ Benzyl alcohol; Caprylyl glycol; Benzoic acid (VERSTATIL® BOB; Evonik Dr. Straetmans GmbH) 1.5％

[0246] Formulas 31a, 31b and 31c: Moisturizing lotion containing urea

[0247] formula 31a 31b 31c Composition of Example 5 2.0％ 1.5％ 1.5％ Cetyl PEG / PPG-10 / 1 Dimethicone (ABIL® EM 180, Evonik Operations GmbH) - 0.5％ 0.5％ Microcrystalline wax 0.5％ 0.5％ 0.5％ Castor wax 0.5％ 0.5％ 0.5％ C12-15 Alkyl Benzoate 7.5％ 7.5％ 7.5％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Ethylhexyl palmitate (TEGOSOFT® OP, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Caprylic / capric triglyceride 5.0％ 5.0％ 5.0％ glycerin 3.0％ 3.0％ 3.0％ Urea 20.0％ 20.0％ 20.0％ Magnesium sulfate heptahydrate 1.0％ 1.0％ 1.0％ water to 100% to 100% to 100% Phenoxyethanol, ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.70％ 0.70％ perfume 0.10％ 0.10％ 0.10％ Methylpropanediol; phenoxyethanol; caprylyl glycol (VERSTATIL® MPC; Evonik Dr. Straetmans GmbH) 1.5％

[0248] Formulas 32a, 32b, 32c and 32d: W / O body lotion with a silky light feel

[0249] formula 32a 32b 32c 33d Composition of Example 5 2.5％ 2.0％ 2.0％ 2.0％ Cetyl PEG / PPG-10 / 1 Dimethicone (ABIL® EM 90, Evonik Operations GmbH) - 0.5％ - - Bis-PEG / PPG-14 / 14 Dimethicone; Dimethicone (ABIL® EM 97 S, Evonik Operations GmbH) - - 1.0％ 1.0％ Microcrystalline wax 0.1％ 0.1％ 0.1％ 0.1％ Castor wax 0.1％ 0.1％ 0.1％ 0.1％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 11.8％ 11.8％ 11.8％ 11.8％ Myristyl myristate (TEGOSOFT® MM, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ 1.0％ Polydimethylsiloxane (Belsil DM 5, Wacker Chemical Corp.) 8.0％ 8.0％ 8.0％ 8.0％ Polydimethylsiloxane (ABIL® 350, Evonik Operations GmbH) 0.5％ 0.5％ 0.5％ 0.5％ glycerin 3.0％ 3.0％ 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.5％ 1.5％ 1.5％ 1.5％ water to 100% to 100% to 100% to 100% Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ 0.7％ Phenoxyethanol; Ethylhexylglycerin (VERSTATIL® PE; Evonik Dr. Straetmans GmbH) 1.0％

[0250] Formulas 33a, 33b and 33c: Baby care products

[0251] formula 33a 33b 33c Composition of Example 5 3.0％ 2.0％ 2.0％ Liquid paraffin; petrolatum; ozokerite; glyceryl oleate; lanolin alcohol (PROTEGIN ® XN, Evonik Operations GmbH) - 1.0％ 1.0％ Castor wax 0.1％ 0.1％ 0.1％ Microcrystalline wax 0.1％ 0.1％ 0.1％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 3.8％ 3.8％ 3.8％ Ethylhexyl palmitate (TEGOSOFT® OP, Evonik Operations GmbH) 1.0％ 1.0％ 1.0％ Almond Oil 1.0％ 1.0％ 1.0％ Zinc Oxide 20.0％ 20.0％ 20.0％ glycerin 3.0％ 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.0％ 1.0％ 1.0％ Sodium lactate; sodium PCA; glycine; fructose; urea; niacinamide; inositol; sodium benzoate; lactic acid (LACTIL, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Betaine (TEGO® Natural Betaine, Evonik Operations GmbH) 3.0％ 3.0％ 3.0％ water to 100% to 100% to 100% Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ p-Anisic acid (dermosoft® 688; Evonik Dr. Straetmans GmbH) 0.12％ Pentylene glycol (dermosoft® Pentiol eco; Evonik Dr. Straetmans GmbH) 2.5％

[0252] Formulations 34a, 34b and 34c: Foot Care Products

[0253] formula 34a 34b 34c Composition of Example 5 3.0％ 2.5％ 2.5％ Petrolatum; Ozokerite; Hydrogenated castor oil; Glyceryl isostearate; Polyglyceryl-3 oleate (PROTEGIN ® W, Evonik Operations GmbH) - 0.5％ 0.5％ Castor wax 0.1％ 0.1％ 0.1％ Microcrystalline wax 0.1％ 0.1％ 0.1％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 9.0％ 9.0％ 9.0％ Ethylhexyl palmitate (TEGOSOFT® OP, Evonik Operations GmbH) 9.0％ 9.0％ 9.0％ Stearyl Heptanoate (TEGOSOFT® SH, Evonik Operations GmbH) 8.8％ 8.8％ 8.8％ glycerin 3.0％ 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.0％ 1.0％ 1.0％ Ceramide NP; Ceramide AP; Ceramide EOP; Phytosphingosine; Cholesterol; Sodium lauroyl lactylate; Carbomer; Xanthan gum (SK-INFLUX V, Evonik Operations GmbH) 5.0％ 5.0％ 5.0％ Betaine (TEGO® Natural Betaine, Evonik Operations GmbH) 3.0％ 3.0％ 3.0％ water to 100% to 100% to 100% Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ Phenoxyethanol; Benzoic acid (Verstatil® BP; Evonik Dr. Straetmans GmbH) 1.0％

[0254] Formulas 35a and 35b: Sunscreen lotion SPF 30 UVA with insect repellent protection

[0255] formula 35a 35b Composition of Example 5 3.0％ 2.0％ Polyglyceryl-2 dipolyhydroxystearate (Dehymuls PGPH, BASF SE) - 1.0％ Oleyl erucate (TEGOSOFT® OER, Evonik Operations GmbH) 1.5％ 1.5％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 1.5％ 1.5％ Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A Plus, BASF SE) 5.4％ 5.4％ Ethylhexyl methoxycinnamate 10.0％ 10.0％ Octocrylene 2.0％ 2.0％ Polyacrylamide; C13-14 isoparaffin; Laureth-7 (Sepigel 305, Seppic) 2.1％ 2.1％ Butylacetylaminopropionic acid ethyl ester (R3535, Merck KGaA) 4.0％ 4.0％ Tocopheryl acetate 0.5％ 0.5％ glycerin 3.0％ 3.0％ Ethanol 0.5％ 0.5％ Magnesium sulfate heptahydrate 1.0％ 1.0％ water to 100% to 100% Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ perfume 0.1％ 0.1％

[0256] Formulas 36a and 36b: Sunscreen lotion SPF 30 UVA according to Ecocert standards

[0257] formula 36a 36b Composition of Example 5 3.0％ 2.0％ Cithrol PG3PR, (Croda Int. Plc) - 1.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 2.0％ 2.0％ Decyl Cocoate (TEGOSOFT® DC, Evonik Operations GmbH) 10.0％ 10.0％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 10.0％ 10.0％ Zinc oxide (zinc oxide PI, Symrise) 16.0％ 16.0％ Titanium dioxide (nano); aluminum oxide; stearic acid (Eusolex TS, Merck KGaA) 9.0％ 9.0％ water to 100% to 100% glycerin 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.0％ 1.0％ Sodium benzoate, potassium sorbate (Euxyl K 712, Schülke & Mayr GmbH) 0.5％ 0.5％

[0258] Formulas 37a, 37b, 37c and 37d: Sunscreen Spray SPF 30 UVA

[0259] formula 37a 37b 37c 37d Composition of Example 5 3.0％ 2.0％ 3.0％ 2.0％ Cetyl PEG / PPG-10 / 1 Dimethicone (ABIL® EM 90, Evonik Operations GmbH) - 1.0％ - - Polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate (ISOLAN® GPS, Evonik Operations GmbH) - - - 1.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 13.0％ 13.0％ 11.3％ 11.3％ C12-15 Alkyl Benzoate 13.0％ 13.0％ 11.3％ 11.3％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 1.0％ 1.0％ 1.5％ 1.5％ Butyl Methoxydibenzoylmethane - - 3.0％ 3.0％ Ethylhexyl methoxycinnamate 5.0％ 5.0％ - - Octocrylene - - 6.0％ 6.0％ Homosalate - - 4.0％ 4.0％ Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A Plus, BASF SE) 5.0％ 5.0％ - - water to 100% to 100% to 100% to 100% glycerin 3.0％ 3.0％ 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.0％ 1.0％ 1.0％ 1.0％ UV filter (20% phenylbenzimidazole sulfonic acid (Eusolex 232, Merck KGaA, 8.8% tris(hydroxymethyl)aminomethane, water to 100%) 15.0％ 15.0％ 15.0％ 15.0％ Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ 0.7％ 0.7％

[0260] Formulas 38a, 38b, 38c and 38d: Sunscreen lotion SPF 50 UVA

[0261] formula 38a 38b 38c 38d Composition of Example 5 3.0％ 2.5％ 3.0％ 2.5％ Cetyl PEG / PPG-10 / 1 Dimethicone (ABIL® EM 90, Evonik Operations GmbH) - 1.0％ - 1.0％ Microcrystalline wax 0.3％ 0.3％ 0.3％ 0.3％ Castor wax 0.3％ 0.3％ 0.3％ 0.3％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 2.4％ 2.4％ - - Phenoxyethyl octanoate (TEGOSOFT® XC, Evonik Operations GmbH) - - 3.9％ 3.9％ Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S, BASF SE) 6.0％ 6.0％ - - Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A Plus, BASF SE) 7.0％ 7.0％ 5.0％ 5.0％ Butyl Methoxydibenzoylmethane - - 4.5％ 4.5％ Ethylhexyl salicylate 3.0％ 3.0％ 5.0％ 5.0％ Ethylhexyl methoxycinnamate 7.0％ 7.0％ - - Octocrylene - - 9.0％ 9.0％ Homosalate 3.0％ 3.0％ 5.0％ 5.0％ Ethylhexyl triazone (Uvinul T 150, BASF SE) 1.0％ 1.0％ 2.0％ 2.0％ Titanium dioxide; Silicon dioxide; Dimethicone (Parsol TX (DSM Nutritional Products Llc.) 2.0％ 2.0％ 2.0％ 2.0％ water to 100% to 100% to 100% to 100% glycerin 3.0％ 3.0％ 3.0％ 3.0％ Magnesium sulfate heptahydrate 1.5％ 1.5％ 1.5％ 1.5％ Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K 900, Schülke & Mayr GmbH) 0.7％ 0.7％ 0.7％ Natural phenylethyl alcohol 0.7％

[0262] Formulas 39a, 39b and 39c: Sunscreen SPF 50 according to FDA standards

[0263] formula 39a 39b 39c Composition of Example 5 2.0％ 1.5％ 1.5％ Lauryl PEG-10 tris(trimethylsiloxy)silylethyl dimethicone (ES-5300 formulation aid, Dow Corning Corp.) - 0.5％ 0.5％ Ethylhexyl methoxycinnamate; Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A+B, BASF SE) 7.5％ 7.5％ 7.5％ Ethylhexyl salicylate 5.0％ 5.0％ 5.0％ Homosalate 15.0％ 15.0％ 15.0％ Butyl Methoxydibenzoylmethane 3.0％ 3.0％ 3.0％ Benzophenone-3 6.0％ 6.0％ 6.0％ Octocrylene 10.0％ 10.0％ 10.0％ Triisostearate 2.0％ 2.0％ 2.0％ Microcrystalline wax 1.2％ 1.2％ 1.2％ Castor wax 0.8％ 0.8％ 0.8％ Cetyl dimethicone (ABIL® Wax 9801, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ water to 100% to 100% to 100% Sodium chloride 1.0％ 1.0％ 1.0％ EDTA 0.1％ 0.1％ 0.1％ Propylene glycol 3.0％ 3.0％ 3.0％ Phenoxyethanol; Ethylhexylglycerin (Euxyl PE 9010, Schülke & Mayr GmbH) 0.7％ 0.7％ Verstatil PC 1.0％

[0264] Formulations 40a, 40b, 40c, 40d, 40e and 40f: Foundation

[0265] formula 40a 40b 40c 40d 40e 40f Composition of Example 5 4.5％ 2.5％ 3.0％ 2.5％ 2.0％ 2.0％ Bis-(Glyceryl / Lauryl) Glyceryl Lauryl Dimethicone; Caprylic / Capric Triglyceride (ABIL® EM120, Evonik Operations GmbH) - 2.0％ - - - - Polyglyceryl-4 Isostearate (ISOLAN® GI 34, Evonik Operations GmbH) - - 1.0％ - - - Hexadecyl diglyceryl tris(trimethylsiloxy)silylethyl dimethicone (DC-5600, Dow Corning Corp.) - - - 1.0％ - - Lauryl Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone (KF-6105, Shin-Etsu Chemical Co.) - - - - 1.0％ - Polyglyceryl-4 Isostearate; Cetyl PEG / PPG-10 / 1 Dimethicone; Hexyl Laurate (ABIL® WE09, Evonik Operations GmbH) - - - - - 2.0％ Isoamyl Cocoate (TEGOSOFT® AC, Evonik Operations GmbH) 10.8％ 10.8％ 10.8％ 10.8％ 10.8％ 10.8％ Oleyl erucate (TEGOSOFT® OER, EvonikOperations GmbH) 8.0％ 8.0％ 8.0％ 8.0％ 8.0％ 8.0％ Titanium dioxide, aluminum oxide, triethoxyoctylsilane (HombitanAC360, Sachtleben) 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ Iron oxide (SicovitBrown 70E 172, Rockwood) 2.1％ 2.1％ 2.1％ 2.1％ 2.1％ 2.1％ Nylon-12 (TEGOLON®12-20, EvonikOperations GmbH) 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ Cyclopentasiloxane 3.5％ 3.5％ 3.5％ 3.5％ 3.5％ 3.5％ Disteardimethylammonium hectorite (Bentone38 V CG, Elementis) 1.0％ 1.0％ 1.0％ 1.0％ 1.0％ 1.0％ Propylene carbonate 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ water to 100% to 100% to 100% to 100% to 100% to 100% Magnesium sulfate heptahydrate 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ glycerin 5.0％ 5.0％ 5.0％ 5.0％ 5.0％ 5.0％ <![CDATA[Creatine (TEGO ® Cosmo C100, Evonik Operations GmbH)]]> 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ Ceteareth-25; Glycerin; Cetyl Alcohol; Behenic Acid; Cholesterol; Ceramide EOP; Ceramide EOS; Ceramide NP; Ceramide NS; Ceramide AP; Hexanoyl Phytosphingosine; Hexanoyl Sphingosine (SKINMIMICS, Evonik Operations GmbH) 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ Benzyl alcohol; Ethylhexylglycerin; Tocopherol (Euxyl K900, Schülke &MayrGmbH) 0.7％ 0.7％ 0.7％ 0.7％ 0.7％ 0.7％

[0266] Formulations 41a, 41b, 41c, 41d, 41e, 41f and 41g: CC (color control) fluids

[0267] formula 41a 41b 41c 41d 41e 41f 41g Composition of Example 5 3.0％ 2.0％ 2.5％ 3.0％ 2.5％ 2.0％ 1.0％ Polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate (ISOLAN® GPS, Evonik Operations GmbH) - 1.0％ - - - - - Sorbitan oleate (TEGO® SMO V, Evonik Operations GmbH) - - 0.5％ - - - - PEG-30 dipolyhydroxystearate (Arlacel P135, Croda) - - - 1.0％ - - - Polyglyceryl-3 diisostearate (Lameform TGI, BASF SE) - - - - 1.5％ - - Glyceryl Oleate, Polyglyceryl-3 Polyricinoleate, Olea Europaea (Olive) Oil Unsaponifiables (Plantasens Natural Emulsifier CP5, Clariant) - - - - - 1.0％ - Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone (KF-6038, Shin-Etsu Chemical Co.) - - - - - - 1.0％ Ethylhexyl methoxycinnamate; Diethylaminohydroxybenzoyl hexyl benzoate (Uvinul A+B, BASF SE) 10.0％ 10.0％ 10.0％ 10.0％ 10.0％ 10.0％ 10.0％ Cyclopentasiloxane 3.5％ 3.5％ 3.5％ 3.5％ 3.5％ 3.5％ 3.5％ Disteardimonium hectorite (Bentone 38 V CG, Elementis) 1.0％ 1.0％ 1.0％ 1.0％ 1.0％ 1.0％ 1.0％ Propylene carbonate 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ 0.5％ Titanium dioxide, aluminum oxide, triethoxyoctylsilane (Hombitan AC360, Sachtleben) 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ talc 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ Iron oxide; triethoxyoctylsilane (Unipure Yellow LC 182 AS-EM, Sensient) 0.4％ 0.4％ 0.4％ 0.4％ 0.4％ 0.4％ 0.4％ Iron oxide; triethoxycaprylylsilane (Unipure Red LC 381 AS-EM, Sensient) 0.12％ 0.12％ 0.12％ 0.12％ 0.12％ 0.12％ 0.12％ Iron oxide; triethoxycaprylylsilane (Unipure Black LC 989 AS-EM, Sensient) 0.08％ 0.08％ 0.08％ 0.08％ 0.08％ 0.08％ 0.08％ Diethylhexyl carbonate (TEGOSOFT® DEC, Evonik Operations GmbH) 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ C12-15 Alkyl Benzoate 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ Isopropyl palmitate (TEGOSOFT® P, Evonik Operations GmbH) 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ 4.0％ Nylon-12 (TEGOLON® 12-20, Evonik Operations GmbH) 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ 2.0％ water to 100% to 100% to 100% to 100% to 100% to 100% to 100% glycerin 5.0％ 5.0％ 5.0％ 5.0％ 5.0％ 5.0％ 5.0％ Sodium chloride 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ 1.5％ Tetrapeptide-30; Glycerin (TEGO® Pep 4-Even, Evonik Operations GmbH) 0.3％ 0.3％ 0.3％ 0.3％ 0.3％ 0.3％ 0.3％ Phenoxyethanol; Methylparaben; Ethylparaben; Propylparaben (Phenonip XB, Clariant) 0.7％ 0.7％ 0.7％ 0.7％ 0.7％ 0.7％ 0.7％

[0268] Formulations 42a, 42b, 42c, 42d and 42e: Antiperspirant / deodorant spray or aerosol spray

[0269]

[0270] Formulas 43a, 43b, 43c and 43d: Sunscreen Aerosol SPF 50 UVA

[0271]

[0272] Formulation 44: Shower Gel

[0273] water to 100.0% The composition of embodiment 1, 2 or 3 1.5％ Sodium laureth sulfate (Texapon NSO, BASF, 28%) 25.0％ Coco-glucoside (Plantacare 818 UP, BASF, 51%) 8.0％ Cocamidopropyl betaine (TEGO® Betain F 50, Evonik, 38%) 8.0％ PEG-18 Glyceryl Oleate / Cocoate (ANTIL® 171, Evonik) 1.5％ Sorbitan sesquioctanoate (ANTIL® Soft SC, Evonik) 0.8％ Olein (TEGIN® OV, Evonik) 0.8％ Spicy Herb(IFF) 0.2％ Polyglyceryl-4 caprate (TEGOSOFT® PC 41, Evonik) 0.6％ Helianthus annuus seed oil (AEC Sunflower Seed Oil, A & E Connock, Perfumery & Cosmetics Ltd.) 0.2％ Linalool (Lipofresh, Lipo Chemicals, Inc.) 0.1％ Coumarin (Rhodiascent extra pure, Solvay Rhodia) 0.1％ Glycerin (Glycerin EP, Vegetable, Spiga Nord) 0.4％ Hydroxypropyl methylcellulose (TEGOCEL ® HPM 50, Evonik) 0.2％ Ethylene glycol distearate (TEGIN ® G 1100 Pellets, Evonik) 0.4％ Sodium chloride 0.5％ Hydroxypropyl guar hydroxypropyltrimonium chloride (Jaguar C-162, Solvay Rhodia) 0.2％ dermofeel TOCO 70 non GMO 0.1％ Disodium EDTA (Dissolvine NA-2-P, AkzoNobel) 0.1％ preservative Moderate Citric acid To pH 5.2

[0274] Formulation 45: Shower Gel

[0275]

[0276] Formulation 46: Shampoo

[0277]

[0278] Formulas 47a and 47b: Shampoo

[0279] formula 47a 47b water to 100.0% to 100.0% The composition of embodiment 1, 2 or 3 2.5％ 2.5％ Composition of Example 4 1.5％ 1.5％ Cocamidopropyl betaine (TEGO® Betain F 50, Evonik, 38%) 22.0％ 22.0％ Lauryl glucoside (Plantacare 1200 UP, BASF, 50%) 6.0％ 6.0％ Sodium Cocoyl Glutamate (Plantapon ACG HC, BASF) 1.5％ 1.5％ Sodium Cocoyl Glycinate (Hostapon SG, Clariant) 0.8％ 0.8％ Zinc pyrithione (Microcare ZP, Thor) 0.1％ 0.1％ PEG-120 Methyl Glucose Dioleate (ANTIL® 120 Plus, Evonik) 0.4％ 0.4％ Sodium chloride 0.5％ 0.5％ Isostearamide MIPA; Glyceryl laurate (ANTIL® SPA 80, Evonik) 0.5％ 0.5％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 0.3％ 0.3％ Hydroxypropyl guar hydroxypropyltrimonium chloride (Jaguar C-162, Solvay Rhodia) 0.3％ 0.3％ Quaternary ammonium salt-80 (ABIL® Quat 3272, Evonik) 0.4％ 0.4％ Palmitamidopropyltrimethylammonium chloride (VARISOFT® PATC, Evonik) 0.4％ 0.4％ Argan Oil (Argan Oil, DSM Nutritional Products Ltd.) 0.1％ 0.1％ Glycerin (Glycerin EP, Vegetable, Spiga Nord) 0.6％ 0.6％ Tetrasodium EDTA (Versene 100, The Dow Chemical Company) 0.1％ 0.1％ Caffeine (Merck KGaA / EMD Chemicals, Inc.) 0.1％ 0.1％ Hydrolyzed wheat protein (Gluadin WLM, BASF) 0.1％ 0.1％ Limonene (Dipentene 122, Hercules Inc.) 0.1％ 0.1％ Citric acid To pH 5.5 To pH 5.5 Sodium phytate; water; alcohol (dermofeel® PA-3; Evonik Dr. Straetmans GmbH (PA-3) 0.1％ perfume 0.2％ preservative Moderate Water; sodium levulinate; sodium benzoate (Verstatil® BL non-GMO; Evonik Dr. Straetmans GmbH) 1.2％

[0280] Preparation 48: Hand sanitizer

[0281] water to 100% Glycerin (Glycerin EP, Vegetable, Spiga Nord) 4.0％ alcohol 4.0％ Sodium Cocoyl Sulfate (Texapon HC G, BASF) 3.0％ Lauryl glucoside (Plantacare 1200 UP, BASF, 50%) 6.0％ The composition of embodiment 1, 2 or 3 3.0％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 1.5％ Mangifera indica (Mango) fruit extract (Mango Extract, Draco Natural Products) 0.5％ Limonene (Dipentene 122, Hercules Inc.) 0.1％ Linalool (Lipofresh, Lipo Chemicals, Inc.) 0.1％ Citric acid To pH 4.9 preservative Moderate dye Moderate

[0282] Formulation 49: Soap paste

[0283] water to 100% Propylene glycol (Euxyl K 320, Schülke & Mayr GmbH) 2.0％ Coco-glucoside (Plantacare 818 UP, BASF, 51%) 10.0％ Glycerin (Glycerin EP, Vegetable, Spiga Nord) 5.0％ The composition of embodiment 1, 2 or 3 2.5％ Disodium cocoyl glutamate (Planatpon ACG LC, BASF) 2.5％ Xanthan gum (Keltrol CG-SFT, CP Kelco) 1.2％ Stearic acid (Pristerene 4922, Croda Europe, Ltd.) 1.2％ Citric acid To pH 5.5 Olive oil (Cropure Olive, Croda Europe, Ltd.) 0.2％ Olein (TEGIN® OV, Evonik) 1.0％ Sodium Cocoyl Glutamate (Plantapon ACG HC, BASF) 0.8％ Tetrasodium EDTA (Versene 100, The Dow Chemical Company) 0.2％ perfume 0.1％ preservative Moderate dye Moderate

[0284] Formulation 50: Oil bath

[0285] water to 100.0% Glycine soybean oil (Cropure Soybean, Croda Europe, Ltd.) 20.0％ The composition of embodiment 1, 2 or 3 12.0％ Polyglyceryl-3 palmitate (Dermofeel® PP, Evonik Dr. Straetmans) 4.5％ Glyceryl Caprylate (Dermosoft® GMCY, Evonik Dr. Straetmans) 3.0％ Jojoba oil (AEC Refined Jojoba Oil, A & E Connock, Perfumery & Cosmetics Ltd.) 1.2％ Prunus amygdalus dulcis (sweet almond) oil (Cropure Almond, Croda Europe, Ltd.) 1.0％ Wheat germ oil (Cropure Wheatgerm, Croda Europe, Ltd.) 0.5％ Tocopherol (Euxyl K 700, Schülke & Mayr GmbH) 0.2％ Limonene (Dipentene No. 122, Hercules Inc.) 0.1％ Citral 0.1％ preservative Moderate dye Moderate

[0286] Formulation 51: Micellar water for makeup removal

[0287] water to 100.0% perfume 0.1％ The composition of embodiment 1, 2 or 3 2.0％ Octyl / decamidopropyl betaine (TEGO® Betain 810, Evonik, 38%) 1.3％ Polyglyceryl-6 caprylate; Polyglyceryl-3 cocoate; Polyglyceryl-4 caprate; Polyglyceryl-6 ricinoleate (TEGO® Solve 61, Evonik) 1.0％ Betaine (TEGO® Natural Betaine, Evonik) 2.0％ Glycerin (Glycerin EP, Vegetable, Spiga Nord) 1.0％ preservative Moderate

[0288] Formulations 52a and 52b: Solution for Wet Wipes

[0289] formula 52a 52b The composition of embodiment 1, 2 or 3 3.5％ 3.5％ Aloe barbadensis leaf extract (Aloe-Con UP 40, Florida Food Products Inc.) 0.2％ 0.2％ Isopropyl myristate (TEGOSOFT® M, Evonik) 0.2％ 0.2％ Disodium cocoamphodiacetate (REWOTERIC® AM 2 C NM, Evonik, 39%) 1.5％ 1.5％ perfume 0.2％ 0.2％ Propylene glycol (Euxyl K 320, Schülke & Mayr GmbH) 2.5％ 2.5％ Hydrolyzed silk (Crosilk 10000, Croda Inc.) 0.2％ 0.2％ Caprylyl / decyl glucoside (Plantacare 810 UP, BASF) 1.0％ 1.0％ water to 100.0% to 100.0% Citric acid To pH 5.0 To pH 5.0 Phenoxyethanol (S&M Phenoxyethanol, Schülke & Mayr GmbH) 0.5％ 0.5％ Dehydroacetic acid (Unisept DHA (Universal Preserv-A-Chem, Inc.) 0.1％ 0.1％ Sodium benzoate (Euxyl K 712, Schülke & Mayr GmbH) 0.4％ 0.4％ Salicylic acid (natural salicylic acid; Evonik Dr. Straetmans GmbH) 0.5％

[0290] Formulation 53: Antiperspirant deodorant

[0291]

[0292] Formulation 54: Mouthwash

[0293]

[0294] Preparation 55: Toothpaste

[0295]

Claims

1. Xylitol carboxylate, comprising carboxylic acid esters of xylitol, carboxylic acid esters of 1,4-anhydroxylitol, carboxylic acid esters of 1,4-anhydroarabitol and carboxylic acid esters of 1,4-anhydroribitol, wherein the weight ratio of the xylitol residue contained in the xylitol carboxylic acid ester to the sum of all the 1,4-anhydroxylitol residues, 1,4-anhydroarabitol residues and 1,4-anhydroribitol residues contained in the xylitol carboxylic acid ester is greater than or equal to 96:4, Features: The molar ratio of the esterified primary hydroxyl group to the esterified secondary hydroxyl group in the carboxylic acid ester of xylitol is 80:20 to 20:80, The carboxylic acid moiety is derived from a carboxylic acid containing from 2 to 34 carbon atoms or a mixture thereof.

2. The xylitol carboxylate according to claim 1, characterized in that: The carboxylic acid moiety is derived from a carboxylic acid containing from 6 to 22 carbon atoms or a mixture thereof.

3. The xylitol carboxylate according to claim 1, characterized in that: The carboxylic acid moiety is derived from natural fatty acids or mixtures thereof.

4. The xylitol carboxylate according to claim 1, characterized in that: The weight ratio of the xylitol residues contained in the xylitol carboxylate to the sum of all 1,4-anhydroxylitol residues, 1,4-anhydroarabitol residues and 1,4-anhydroribitol residues contained in the xylitol carboxylate is greater than 99:

1.

5. The xylitol carboxylate according to claim 1, characterized in that: The molar ratio of the esterified primary hydroxyl group to the esterified secondary hydroxyl group in the carboxylic acid ester of xylitol is 65:35 to 40:

60.

6. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: The average degree of esterification of the contained carboxylic acid ester of xylitol is 0.3 to 4.

0.

7. The xylitol carboxylate according to claim 6, characterized in that: The average degree of esterification of the contained carboxylic acid ester of xylitol is 1.3 to 2.

6.

8. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: The included carboxylic acid esters of xylitol include xylitol monoesters, xylitol diesters and xylitol triesters.

9. The xylitol carboxylate according to claim 8, characterized in that: The contained carboxylic acid ester of xylitol contains the xylitol triester in an amount of 10 wt % to 50 wt % based on all contained carboxylic acid esters of xylitol.

10. The xylitol carboxylate according to claim 8, characterized in that: The contained carboxylic acid ester of xylitol contains the xylitol triester in an amount of 20 wt % to 40 wt % based on all contained carboxylic acid ester of xylitol.

11. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: It contains 0.05% to 40% by weight free xylitol.

12. The xylitol carboxylate according to claim 11, characterized in that: It contains 0.5 to 10% by weight of free xylitol.

13. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: It contains less than 25% by weight of at least one free carboxylic acid.

14. The xylitol carboxylate according to claim 13, characterized in that: It contains 0.05 to 10 wt. % of at least one free carboxylic acid.

15. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: The carboxylic acid ester of xylitol contains 5 to 25 wt % of secondary ester regioisomers in the entire monoester portion.

16. The xylitol carboxylate according to claim 15, characterized in that: The carboxylic acid ester of xylitol contains 9 to 13 wt % of secondary ester regioisomers in the entire monoester portion.

17. The xylitol carboxylate according to any one of claims 1 to 5, characterized in that: The entire monoester portion of the carboxylic acid ester of xylitol and the entire diester portion of the carboxylic acid ester of xylitol each contain at least two regioisomers.

18. A method for enzymatically preparing xylitol carboxylate according to any one of claims 1 to 17, comprising the following method steps: A) providing xylitol and at least one acyl donor, B) reacting xylitol with the at least one acyl donor in the presence of a lipase at a temperature of 75° C. to 110° C. to obtain xylitol carboxylate, and optionally C) purifying the xylitol carboxylate, The xylitol and the at least one acyl donor account for at least 95% by weight, based on the entire reaction mixture at the start of process step B).

19. The method according to claim 18, characterized in that: The acyl donor is selected from fatty acids.

20. The method according to claim 18, characterized in that: Xylitol is reacted with the at least one acyl donor in the presence of lipase at a temperature of 80°C to 95°C to obtain xylitol carboxylate.

21. The method according to any one of claims 18 to 20, characterized in that: The method step A) comprises blending xylitol and the at least one acyl donor for at least ten minutes, The blending is performed at a temperature ranging from 80°C to 120°C.

22. The method according to claim 21, characterized in that: Xylitol and the at least one acyl donor are blended for at least 60 minutes.

23. The method according to claim 21, characterized in that: The blending is performed at a temperature ranging from 100°C to 120°C.

24. The method according to any one of claims 18 to 20, characterized in that: The lipase is selected from the group consisting of a lipase from Thermomyces lanuginosus, lipases A and B from Candida antarctica and a lipase from Mucor miehei, a lipase from Humicola sp., a lipase from Rhizomucor javanicus, a lipase from Rhizopus oryzae, a lipase from Candida rugosa, a lipase from Rhizopus niveus, a lipase from Penicillium camemberti, a lipase from Aspergillus niger and a lipase from Penicillium cyclopium, and at least 60% homologues thereof at the amino acid level.

25. The method according to any one of claims 18 to 20, characterized in that: The process step B) is carried out at a pressure of less than 1 bar.

26. The method according to claim 25, characterized in that: The process step B) is carried out at a pressure of less than 0.1 bar.

27. Use of the xylitol carboxylic acid ester according to any one of claims 1 to 17 as a viscosity regulator, care active ingredient, foam booster or solubilizer, antimicrobial agent, antistatic agent, adhesive, corrosion inhibitor, dispersant, emulsifier, film former, humectant, sunscreen, oral care agent, preservative, skin care agent, hydrophilic emollient, foam stabilizer and nonionic surfactant.

28. Use according to claim 27 as thickener in cleaning or care formulations.

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