Stabilizer or stabilizer composition for stabilizing dihydrooat alkaloid D
By mixing stabilizers such as lycyanylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidol) citrate with dihydro-oat alkaloid D, the problem of insufficient color stability in cosmetic compositions is solved, and stronger color stability and reduced odor formation is achieved, while avoiding acne-induced activity.
Patent Information
- Application Number
- CN202480004781.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2023-06-15
- Filing Date
- 2024-06-14
- Publication Date
- 2025-06-27
AI Technical Summary
In the prior art, dihydro oat alkaloid D has insufficient color stability in cosmetic compositions, resulting in discoloration under storage and high temperature conditions, and the commonly used stabilizer ascorbyl palmitate has acne-induced activity.
Diethylhexyl syringyl malonic acid, sodium metabisulfite, tris(tetramethylhydroxypiperidol) citrate and mixtures thereof are used as stabilizers to obtain stronger color stability and reduce odor formation by mixing with dihydro oat alkaloid D.
It significantly reduces the discoloration degree and odor formation of dihydro oat alkaloid D, provides stronger color stability and does not cause acne activity.
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Abstract
Description
Technical Field
[0001] The present invention relates to the use of a stabilizer or stabilizer composition for stabilizing dihydrooat avenanthramide D in a mixture containing dihydrooat avenanthramide D, a mixture containing dihydrooat avenanthramide D and a stabilizer, and a cosmetic preparation containing such a mixture. Background Art
[0002] Dihydrooat avenanthramide D is a particularly important compound in the cosmetic industry. Dihydrooat avenanthramide D belongs to the avenanthramide family, i.e., anthranilic acid amides, also known as hydroxyphenylpropionamide benzoic acid. The CAS number of dihydrooat avenanthramide D is 697235-49-7 (registered by the European Chemicals Agency), and its chemical structure is as follows:
[0003]
[0004] In the prior art, dihydrooat avenanthramide D has been used in various cosmetic applications. For example, WO 2006 / 134013A1 describes the use of dihydrooat avenanthramide D for relieving itching and / or for reducing skin redness.
[0005] US2006 / 089413A1 describes that dihydrooat avenanthramide D can be used to inhibit the release of histamine from mast cells induced by substance P. In this way, itching, skin redness, scar spread or skin allergic reactions can be prevented.
[0006] Generally, dihydrooat avenanthramide D is formulated with other substances into a cosmetic composition. One challenge in using dihydrooat avenanthramide D is how to ensure and maintain its color stability in the cosmetic composition. If dihydrooat avenanthramide D does not have sufficient color stability in the cosmetic composition, or even has no color stability at all, it will cause the cosmetic composition to change color. In this case, the cosmetic composition will turn yellow to light brown, and this phenomenon will become more serious as the color stability of dihydrooat avenanthramide D decreases.
[0007] Consumers are often difficult to accept cosmetic compositions with such color changes, regardless of the function of such compositions.
[0008] Therefore, dihydrooat avenanthramide D is usually stabilized in the cosmetic composition. The stabilizer ascorbyl palmitate is widely used in cosmetic compositions.
[0009]
[0010] Ascorbic acid palmitate is often added to cosmetic compositions as a color stabilizer for dihydrooat alkaloids. It has been found that ascorbic acid palmitate can stabilize dihydrooat alkaloid D in cosmetic compositions. However, it has further been found that this function of ascorbic acid palmitate has limitations, since a decrease in the color stability of dihydrooat alkaloid D is observed after long-term storage of the cosmetic composition containing dihydrooat alkaloid D. Even with the addition of the stabilizer ascorbic acid palmitate, the composition still shows discoloration, usually turning yellow to light brown, after storage for several months and / or under conditions that promote the instability of the compounds in the composition, such as at high temperatures (e.g., above 40 °C or above 50 °C).
[0011] Therefore, there is still a need for further, preferably improved, color stabilizers for dihydrooat alkaloid D in cosmetic compositions.
[0012] In addition, discussions about ascorbic acid palmitate as a stabilizer have recently started. It is (controversially) discussed that ascorbic acid palmitate has comedogenic activity, i.e., it promotes the formation of acne.
[0013] Acne is caused by an increased secretion of sebum from the sebaceous glands, resulting in blockage of the skin hair follicles. Acne is the visible blackheads on the skin, mainly appearing on the face, neck, upper chest, shoulders and back, and is a simple skin appearance condition.
[0014] Generally, the areas treated with cosmetic compositions are visible in daily life, and these areas need to present a neat appearance. Therefore, it is necessary to prevent acne from appearing in these areas.
[0015] Therefore, dihydrooat alkaloid D in cosmetic compositions requires further color stabilizers that preferably have stronger color stabilizing ability. Summary of the Invention
[0016] In view of this, the main object of the present invention is to provide a stabilizer for dihydrooat alkaloid D, which preferably has stronger color stabilizing ability than ascorbic acid palmitate.
[0017] The main object of the present invention is solved by using a stabilizer or a stabilizer composition to stabilize dihydrooat alkaloid D in a mixture containing dihydrooat alkaloid D, wherein the or one or all of the stabilizers in the stabilizer or stabilizer composition are respectively selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof,
[0018] wherein stabilizing dihydrooat alkaloid D means preventing or reducing the discoloration of the mixture and / or preventing or reducing the formation of off-odor,
[0019] And the weight ratio of the stabilizer to dihydrooat alkaloid D ranges from 0.0125 to 0.175, preferably from 0.015 to 0.15, and particularly preferably from 0.02 to 0.1.
[0020] Surprisingly, it has been found that the stabilizer used according to the invention is particularly advantageous for the color stability of dihydrooat alkaloid D. Surprisingly, a particularly low degree of discoloration has been observed when using this stabilizer or stabilizer composition compared to the stabilizers commonly used for dihydrooat alkaloid D, namely ascorbyl palmitate or tocopheryl acetate, another commonly used stabilizer.
[0021] Furthermore, surprisingly, less off - flavor formation occurs when using this stabilizer or stabilizer composition compared to the stabilizers commonly used for dihydrooat alkaloid D, namely ascorbyl palmitate or tocopheryl acetate, another commonly used stabilizer.
[0022] It has further surprisingly been found that the best effect is achieved when the weight ratio of diethylhexyl syringylmalonate to dihydrooat alkaloid D is higher than 0.01 and lower than 0.2, as shown in Example 3 and Figure 1 as shown.
[0023] Diethylhexyl syringylmalonate is also known as Oxynex ST (and thus preferably is or comprises diethylhexyl syringylmalonate, triglyceride caprylic / capric acid), is preferably described by the CAS number 444811 - 29 - 4 (registered by the European Chemicals Agency), and is preferably described as malonic acid, 2 - [(4 - hydroxy - 3,5 - dimethoxyphenyl)methylene] -, 1,3 - bis(2 - ethylhexyl) ester.
[0024] Tocopheryl acetate, preferably α - tocopheryl acetate, is preferably described by the CAS number 52225 - 20 - 4 (registered by the European Chemicals Agency) and is preferably described as [2R*(4R*,8R*)]-(±)-3,4 - dihydro - 2,5,7,8 - tetramethyl - 2 - (4,8,12 - trimethyltridecyl)-2H - benzopyran - 6 - yl acetate.
[0025] Sodium metabisulfite is preferably described by the CAS number 7681 - 57 - 4 (registered by the European Chemicals Agency) and is preferably described as disodium disulfite.
[0026] Tris(2,2,6,6 - tetramethyl - 4 - piperidinyl) citrate is preferably described by the CAS number 220410 - 74 - 2 (registered by the European Chemicals Agency) and is preferably described as 1,4 - dihydroxy - 2,2,6,6 - tetramethylpiperidinium - 2 - hydroxy - 1,2,3 - propanetricarboxylate.
[0027] Advantageously, there is no description of comedogenic activity for diethylhexyl syringylmalonate, sodium metabisulfite or tris(tetramethylhydroxypiperidinol) citrate.
[0028] As used herein, the term "stabilizer composition" refers to a composition comprising one or more stabilizers. If the composition comprises multiple stabilizers, two, three or more or all of the stabilizers may be mixed.
[0029] Preferably, for the stabilization of dihydrooat alkaloid D, the stabilizer or stabilizer composition is mixed with dihydrooat alkaloid D separately. In the case of a stabilizer composition, if multiple stabilizers are present in the stabilizer composition, each stabilizer may be mixed with dihydrooat alkaloid D individually. In the case of a stabilizer composition, if multiple stabilizers are present in the stabilizer composition, the individual stabilizers may first be mixed with each other and then with dihydrooat alkaloid D. In the case of a stabilizer composition, if multiple stabilizers are present in the stabilizer composition, two, three or more of the individual stabilizers may first be mixed with each other and then with dihydrooat alkaloid D, and, if multiple stabilizers are present in the stabilizer composition, one, two, three or more of the individual stabilizers may be mixed with dihydrooat alkaloid D individually. Generally, before mixing one or the said (multiple) stabilizers with dihydrooat alkaloid D, the said or one or more or all of the stabilizers are dissolved in a solvent. Additionally or alternatively, before mixing one or the said (multiple) stabilizers with dihydrooat alkaloid D, dihydrooat alkaloid D is generally dissolved in a solvent.
[0030] Preferably, as used herein, the term "stabilizer" refers to a compound that reduces or prevents discoloration and / or the formation of off-odor of dihydrooat alkaloid D or a mixture containing dihydrooat alkaloid D, respectively.
[0031] The term "stabilize dihydrooat alkaloid D in a mixture containing dihydrooat alkaloid D" preferably refers to preventing or reducing discoloration of the mixture. Discoloration can be measured by comparing the CIE L*a*b* coordinates of two samples, which is a method well known to those skilled in the art.
[0032] Additionally or alternatively, the term "stabilize dihydrooat alkaloid D in a mixture containing dihydrooat alkaloid D" preferably refers to preventing or reducing the formation of off-odor. The formation of off-odor can be tested by sensory evaluation, for example by a panel of members.
[0033] Preferably, as used herein, the terms "discoloration reduction" or "off-odor formation reduction" describe a comparison of a mixture containing a stabilizer with the same mixture without a stabilizer.
[0034] Preferably, color change can be measured by determining the ΔL* value, preferably where when ΔL* (i.e., the absolute value) is greater than 1.5, preferably greater than 1.75, particularly preferably greater than 2, further preferably greater than 2.25, more preferably greater than 2.5, even further preferably greater than 2.75, and most preferably greater than 3, a color change can be considered to have occurred.
[0035] Preferably, color change can be measured by determining the Δa* value, preferably where when the Δa* value (i.e., the absolute value) is greater than 1.5, preferably greater than 1.75, particularly preferably greater than 2, further preferably greater than 2.25, more preferably greater than 2.5, even further preferably greater than 2.75, and most preferably greater than 3, a color change can be considered to have occurred.
[0036] Preferably, color change can be measured by determining the Δb* value, preferably where when the Δb* value (i.e., the absolute value) is greater than 1.5, preferably greater than 1.75, particularly preferably greater than 2, further preferably greater than 2.25, more preferably greater than 2.5, even further preferably greater than 2.75, and most preferably greater than 3, a color change can be considered to have occurred.
[0037] Preferably, color change can be measured by determining the ΔE* value, preferably where when the ΔE* value (i.e., the absolute value) is greater than 1.5, preferably greater than 1.75, particularly preferably greater than 2, further preferably greater than 2.25, more preferably greater than 2.5, even further preferably greater than 2.75, and most preferably greater than 3, a color change can be considered to have occurred. Preferably, ΔE* is determined according to the following formula:
[0038]
[0039] Preferably, the or one or all of the stabilizers in the stabilizer or stabilizer composition are each independently selected from the group consisting of diethylhexyl syringylidenemalonate, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof.
[0040] Preferably, the or one stabilizer in the stabilizer or stabilizer composition is diethylhexyl syringylidenemalonate.
[0041] Preferably, the or one stabilizer in the stabilizer or stabilizer composition is sodium metabisulfite.
[0042] Preferably, the or one stabilizer in the stabilizer or stabilizer composition is tris(tetramethylhydroxypiperidinol) citrate.
[0043] Preferably, in the (stable) mixture, the weight ratio of the total weight of diethylhexyl syringylmalonate, sodium metabisulfite, and tris(tetramethylhydroxypiperidinol) citrate to the weight of dihydrooat alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite, and tris(tetramethylhydroxypiperidinol) citrate are absent from the (stable) mixture, their weight is considered 0 for calculating the total weight.
[0044] Preferably, the mixture containing dihydrooat alkaloid D comprises:
[0045] i) Dihydrooat alkaloid D; and
[0046] ii) One or more alkylene diols.
[0047] Preferably, one, two, three, or more or all of the alkylene diols are selected from the group consisting of 1,2-alkylene diols, 1,3-alkylene diols, 2,3-alkylene diols, and mixtures thereof.
[0048] Preferably, one, two, three, or more or all of the alkylene diols are selected from the group consisting of 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-undecanediol, 1,2-dodecanediol, and 1,2-tridecanediol; 1,3-propanediol, 1,3-butanediol, 1,3-pentanediol, 1,3-hexanediol, 1,3-heptanediol, 1,3-octanediol, 1,3-nonanediol, 1,3-decanediol, 1,3-undecanediol, 1,3-dodecanediol, and 1,3-tridecanediol; 2-methyl-2,4-pentanediol, 2,3-butanediol, 2,3-pentanediol, 2,3-hexanediol, 2,3-heptanediol, 2,3-octanediol, 2,3-nonanediol, 2,3-decanediol, 2,3-undecanediol, 2,3-dodecanediol, 2,3-tridecanediol; and mixtures thereof.
[0049] Preferably, one or two of the alkylene diols are selected from the group consisting of 1,3-butanediol, 1,2-pentanediol, and mixtures thereof.
[0050] Thus, preferably, the mixture containing dihydrooat alkaloid D comprises:
[0051] i) Dihydrooat alkaloid D;
[0052] ii.a) 1,3-Butanediol; and
[0053] ii.b) Pentanediol.
[0054] Preferably, a stabilizer or a stabilizer composition is mixed with a mixture comprising dihydrooat alkaloid D separately to obtain a stable mixture,
[0055] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of diethylhexyl syringylmalonate, and / or
[0056] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of sodium metabisulfite, and / or
[0057] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of tris(tetramethylhydroxypiperidinol) citrate, and / or
[0058] wherein the resulting stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate.
[0059] Preferably, the term "stable mixture" refers to a mixture comprising a stabilizer or a stabilizer composition and dihydrooat alkaloid D and optionally other components, which other components are preferably one or more solvents as described herein. The term "stable" refers to the stabilization of dihydrooat alkaloid D, as described herein, i.e., reducing discoloration and / or odor formation.
[0060] Preferably, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.1 wt.-% to 20 wt.-%, preferably 0.5 wt.-% to 15 wt.-%, preferably 1 wt.-% to 10 wt.-%, preferably 2.5 wt.-% to 7.5 wt.-% of dihydrooat alkaloid D.
[0061] Preferably, in the (stable) mixture, the weight ratio of dihydrooat alkaloid D to sodium metabisulfite ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1.
[0062] Preferably, in the (stable) mixture, the weight ratio of dihydrooat alkaloid D to tris(tetramethylhydroxypiperidinol) citrate ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1.
[0063] Preferably, in the (stable) mixture, the weight ratio of dihydrooat alkaloid D to the total weight of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate are absent from the (stable) mixture, their weight is considered 0 for calculating the total weight.
[0064] The present invention also relates to a method for stabilizing dihydrooat alkaloid D in a mixture containing dihydrooat alkaloid D, comprising the following steps:
[0065] a) providing a mixture containing dihydrooat alkaloid D;
[0066] b) providing a stabilizer or a stabilizer composition, wherein the stabilizer or one or all of the stabilizers in the stabilizer composition are respectively selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof;
[0067] c) mixing the components provided in step a) and step b) (to obtain a stable mixture),
[0068] Among them, stabilized dihydrooat alkaloid D means preventing or reducing the discoloration of the mixture and / or preventing or reducing the formation of off-odor,
[0069] and in the mixture obtained in step c), the weight ratio of the stabilizer to dihydrooat alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.1.
[0070] Preferably, providing the stabilizer or stabilizer composition in step b) includes dissolving the stabilizer or stabilizer composition or one, two, three or more or all of the stabilizers in the stabilizer composition in a solvent.
[0071] The above-mentioned content regarding the use according to the present invention applies accordingly.
[0072] In particular, the above-mentioned content regarding the stabilizer or stabilizer composition or regarding stabilization applies accordingly.
[0073] Preferably, the said or one or all of the stabilizers in the stabilizer or stabilizer composition are respectively selected from the group consisting of diethylhexyl syringylmalonate, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof.
[0074] Preferably, the said or one of the stabilizers in the stabilizer or stabilizer composition is diethylhexyl syringylmalonate respectively.
[0075] Preferably, the said or one of the stabilizers in the stabilizer or stabilizer composition is sodium metabisulfite respectively.
[0076] Preferably, the said or one of the stabilizers in the stabilizer or stabilizer composition is tris(tetramethylhydroxypiperidinol) citrate respectively.
[0077] Preferably, in the (stabilized) mixture obtained in step c), the total weight of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate and dihydrooat alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate are not present in the (stabilized) mixture, their weights are regarded as 0 for calculating the total weight.
[0078] Preferably, the mixture provided in step a) comprises:
[0079] i) Dihydrooat alkaloid D;
[0080] ii) One or more alkylene glycols.
[0081] The content described above for the alkanediol applies accordingly.
[0082] Particularly preferably, the mixture provided in step a) comprises:
[0083] i) Dihydroavenanthramide D;
[0084] ii.a) 1,3 - Butanediol; and
[0085] ii.b) Pentanediol.
[0086] Furthermore, it is preferred that after mixing in step c), a stable mixture is obtained,
[0087] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of diethylhexyl syringylmalonate, and / or
[0088] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of sodium metabisulfite, and / or
[0089] wherein, based on the total weight of the resulting stable mixture, the stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of tris(tetramethylhydroxypiperidinol) citrate, and / or
[0090] wherein the resulting stable mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate.
[0091] Preferably, the term "stable mixture" refers to a mixture comprising a stabilizer or stabilizer composition and dihydroavenanthramide D and optionally other components, said other components preferably being one or more solvents as described herein. The term "stable" refers to the stabilization of dihydroavenanthramide D as described herein, i.e., reducing discoloration and / or odor formation.
[0092] Preferably, based on the total weight of the resulting (stable) mixture, the stable mixture comprises 0.1 wt.-% to 20 wt.-%, preferably 0.5 wt.-% to 15 wt.-%, preferably 1 wt.-% to 10 wt.-%, preferably 2.5 wt.-% to 7.5 wt.-% of dihydrooat alkaloid D.
[0093] Preferably, in the (stable) mixture, the weight ratio of dihydrooat alkaloid D to sodium metabisulfite is in the range of 1,000:1 to 1:1,000, preferably in the range of 500:1 to 1:250, further preferably in the range of 400:1 to 1:100, particularly preferably in the range of 300:1 to 1:25, even further preferably in the range of 200:1 to 1:1, more preferably in the range of 175:1 to 2:1, and especially preferably in the range of 150:1 to 5:1.
[0094] Preferably, in the (stable) mixture, the weight ratio of dihydrooat alkaloid D to tris(tetramethylhydroxypiperidinol) citrate is in the range of 1,000:1 to 1:1,000, preferably in the range of 500:1 to 1:250, further preferably in the range of 400:1 to 1:100, particularly preferably in the range of 300:1 to 1:25, even further preferably in the range of 200:1 to 1:1, more preferably in the range of 175:1 to 2:1, and especially preferably in the range of 150:1 to 5:1.
[0095] Preferably, in the stable mixture, the weight ratio of dihydrooat alkaloid D to the total weight of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate is in the range of 1,000:1 to 1:1,000, preferably in the range of 500:1 to 1:250, further preferably in the range of 400:1 to 1:100, particularly preferably in the range of 300:1 to 1:25, even further preferably in the range of 200:1 to 1:1, more preferably in the range of 175:1 to 2:1, and especially preferably in the range of 150:1 to 5:1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate are absent from the (stable) mixture, their weights are considered 0 for calculating the total weight.
[0096] The present invention also relates to a mixture comprising:
[0097] i) dihydrooat alkaloid D;
[0098] ii) one or more alkanediols; and
[0099] iii) A stabilizer selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof,
[0100] wherein in the mixture, the weight ratio of iii) the stabilizer to i) dihydrooat alkaloid D ranges from 0.0125 to 0.175, preferably from 0.015 to 0.15, and particularly preferably from 0.02 to 0.1.
[0101] The above-mentioned content regarding the uses and / or methods according to the present invention applies accordingly.
[0102] Preferably, the mixture according to the present invention is a stable mixture, in which dihydrooat alkaloid D is stable in the mixture.
[0103] Preferably, the mixture according to the present invention is a stable mixture as described herein, in which dihydrooat alkaloid D is stable in the mixture.
[0104] In particular, the above-mentioned content regarding the stabilizer or stabilizer composition or regarding stabilization applies accordingly.
[0105] Preferably, the said or one or all of the stabilizers in the stabilizer or stabilizer composition are respectively selected from the group consisting of diethylhexyl syringylmalonate, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof.
[0106] Preferably, the said or one stabilizer in the stabilizer or stabilizer composition is diethylhexyl syringylmalonate respectively.
[0107] Preferably, the said or one stabilizer in the stabilizer or stabilizer composition is sodium metabisulfite respectively.
[0108] Preferably, the said or one stabilizer in the stabilizer or stabilizer composition is tris(tetramethylhydroxypiperidinol) citrate respectively.
[0109] Preferably, in the mixture, the total weight ratio of diethylhexyl syringylmalonate, sodium metabisulfite, and tris(tetramethylhydroxypiperidinol) citrate to the weight of dihydrooat alkaloid D ranges from 0.0125 to 0.175, preferably from 0.015 to 0.15, and particularly preferably from 0.02 to 0.1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite, and tris(tetramethylhydroxypiperidinol) citrate are absent in the mixture, their weights are considered 0 for calculating the total weight.
[0110] In particular, the above-mentioned content regarding the alkylene glycol applies accordingly.
[0111] Therefore, preferably, the mixture comprises:
[0112] i) Dihydro Avenanthramide D;
[0113] ii.a) 1,3 - Butanediol;
[0114] ii.b) Pentanediol; and
[0115] iii) A stabilizer selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof.
[0116] Preferably,
[0117] Based on the total weight of the stable mixture, the mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of diethylhexyl syringylmalonate, and / or
[0118] Based on the total weight of the stable mixture, the mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of sodium metabisulfite, and / or
[0119] Based on the total weight of the stable mixture, the mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of tris(tetramethylhydroxypiperidinol) citrate,
[0120] The mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylmalonate, sodium metabisulfite, and tris(tetramethylhydroxypiperidinol) citrate.
[0121] Preferably, based on the total weight of the mixture, the mixture contains 0.1 wt.-% to 20 wt.-%, preferably 0.5 wt.-% to 15 wt.-%, preferably 1 wt.-% to 10 wt.-%, preferably 2.5 wt.-% to 7.5 wt.-% of dihydro avenanthramide D.
[0122] Preferably, in the mixture, the weight ratio of dihydrooat alkaloid D to sodium metabisulfite ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1.
[0123] Preferably, in the mixture, the weight ratio of dihydrooat alkaloid D to tris(tetramethylhydroxypiperidinol) citrate ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1.
[0124] Preferably, in the mixture, the weight ratio of dihydrooat alkaloid D to the total weight of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate ranges from 1,000:1 to 1:1,000, preferably from 500:1 to 1:250, more preferably from 400:1 to 1:100, particularly preferably from 300:1 to 1:25, even more preferably from 200:1 to 1:1, still more preferably from 175:1 to 2:1, and most preferably from 150:1 to 5:1. If one or more of diethylhexyl syringylmalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate are absent from the mixture, their weights are considered 0 for calculating the total weight.
[0125] The present invention also relates to a cosmetic preparation comprising the mixture according to the present invention.
[0126] As described herein, a cosmetic preparation is a preparation particularly suitable for topical application to the human skin, especially for achieving a cosmetic effect.
[0127] As described herein, the cosmetic preparation may further comprise one, two, three or more or all of the substances of the group consisting of: odorants, perfume oils, fatty oils, fatty acids, ceramides, ceramide-like substances, sterols, phytosterols, hydrocarbons, anti-acne active ingredients, anti-dandruff active ingredients, anti-microbial active ingredients, preservatives, antiperspirants, anti-irritants, anti-itching active ingredients, refreshing active ingredients, anti-aging active ingredients, skin brightening and skin tanning active ingredients, skin moisturizing regulators, penetrants, enzyme inhibitors, odor absorbers, dyes, abrasives, anti-acne agents, anti-cellulitis agents, anti-dandruff agents, anti-inflammatory agents, irritation preventives, irritation inhibitors, antioxidants, astringents, antiperspirants, antibacterial agents, antistatic agents, adhesives, buffers, carrier materials, chelating agents, cell stimulants, detergents, care agents, depilatory agents, surface active substances, deodorants, antiperspirants, softeners, emulsifiers, enzymes, essential oils, fibers, film formers, fixatives, foaming agents, foam stabilizers, anti-foaming substances, foam promoters, gelling agents, gel formers, hair care agents, hair setting agents, hair straightening agents, wetting agents, moisturizing substances, bleaching agents, boosters, detergents, optical brighteners, impregnating agents, soil repellents, friction reducers, lubricants, moisturizing creams, ointments, opacifiers, plasticizers, finishing agents, polishes, gloss agents, polymers, powders, proteins, re-oiling agents, abrasives, silicones, skin soothers, skin detergents, skin care agents, skin healing agents, skin brighteners, skin protectors, skin softeners, hair conditioners, cooling agents, skin cooling agents, warming agents, skin warming agents, stabilizers, UV absorbers, UV filters, detergents, fabric conditioners, suspending agents, skin tanning agents, thickeners, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, mono-unsaturated or poly-unsaturated fatty acids, alpha-hydroxy acids, polyhydroxy fatty acids, liquefiers, colorants, color fixatives, pigments, corrosion inhibitors, aromatic fragrances, flavoring substances, odorants, polyols, surfactants, electrolytes, organic solvents and silicone derivatives.
[0128] Preferably, based on the total weight of the preparation, the amount of dihydrooat alkaloid D in the preparation according to the invention ranges from 0.000005 wt.-% to 2.5 wt.-%, preferably from 0.0000075 wt.-% to 2 wt.-%, more preferably from 0.00001 wt.-% to 1.5 wt.-%, particularly preferably from 0.000025 wt.-% to 1.25 wt.-%, even more preferably from 0.00005 wt.-% to 1 wt.-%, still more preferably from 0.000075 wt.-% to 0.75 wt.-%, especially preferably from 0.0001 wt.-% to 0.5 wt.-%, even more preferably from 0.00025 wt.-% to 0.25 wt.-%, and most preferably from 0.0005 wt.-% to 0.1 wt.-%.
[0129] Preferably, based on the total weight of the cosmetic preparation, the total weight of dihydrooat alkaloid D and a stabilizer selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof in the preparation ranges from 0.01 wt.-% to 4 wt.-%, preferably from 0.05 wt.-% to 3 wt.-%, and more preferably from 0.1 wt.-% to 2 wt.-%. If one or more of the above compounds are absent from the mixture, their weight is considered 0 for calculating the total weight.
[0130] Preferably, based on the total weight of the cosmetic preparation, the total weight of dihydrooat alkaloid D, a stabilizer selected from the group consisting of diethylhexyl syringylmalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate, and mixtures thereof, and an alkylene glycol in the preparation ranges from 0.01 wt.-% to 4 wt.-%, preferably from 0.05 wt.-% to 3 wt.-%, and more preferably from 0.1 wt.-% to 2 wt.-%. If one or more of the above compounds are absent from the mixture, their weight is considered 0 for calculating the total weight.
[0131] Preferably, the cosmetic preparation according to the invention is a rinse-off preparation.
[0132] Preferably, the cosmetic preparation according to the invention is a leave-on preparation.
[0133] What has been said above regarding the use and / or method and / or mixture according to the invention applies accordingly. In particular, what has been said above regarding the stabilizer or stabilizer composition or regarding stabilization applies accordingly. In particular, what has been said above regarding the alkylene glycol applies accordingly. Description of the Drawings
[0134] Figure 1 Shows the results of Example 1, and the percentage of b * values for mixtures 2 to 12 compared to mixture 1. Detailed Description
[0135] Other aspects and advantages of the present invention come from the description of the following preferred embodiments.
[0136] Example
[0137] Example 1: Comparing different stabilizers - discoloration
[0138] Compositions A - M were prepared as described below and stored at 40 °C and 50 °C for 1 month.
[0139] Composition A was used as a comparative sample.
[0140] At the start of the test and after storage at different temperatures for 1 month, the color of all samples was measured using colorimetry (L*a*b* values). Based on these values, the overall color change degree (ΔE) was calculated.
[0141] The following stabilizing ingredients were used:
[0142] Ascorbyl palmitate (Composition B)
[0143] Oxynex ST Liquid (International Nomenclature of Cosmetic Ingredients (INCI): Diethylhexyl syringylmalonate, Caprylic / Capric / Triglyceride, 90% AS) (Compositions C and D)
[0144] Tinogard TT (INCI: Pentaerythrityl tetra(bis - tert - butylhydroxyhydrocinnamate)) (Compositions E and F)
[0145] Tocopheryl acetate (Compositions G and H)
[0146] Covastyle MBS (INCI: Sodium metabisulfite) (Compositions I and K)
[0147] Tinogard Q (INCI: Tris(tetramethylhydroxypiperidinol) citrate) (Compositions L and M)
[0148] Table 1
[0149]
[0150]
[0151] Table 1 (continued)
[0152]
[0153] Preparation method (Compositions A to M)
[0154] Heat butanediol and pentanediol to a maximum of 70 °C, and then mix the two components by stirring. Add each stabilizer at 65 °C - 80 °C and stir at this temperature for 5 minutes. Add dihydrooat alkaloid D at 60 °C and stir for 30 minutes.
[0155] Color determination (Lico 690 (Hach Lange))
[0156] At the start of the test and after storage at different temperatures for 1 month, measure the color of the samples using colorimetry (L*a*b* values).
[0157] Based on these values, calculate the overall color change degree (ΔE) according to the following formula:
[0158]
[0159] Since recrystallization occurred just after preparation, color determination could not be performed on Samples E and F (containing pentaerythritol tetra(bis-tert-butyl hydroxydrocinnamate)). These samples were not stored and were not further evaluated.
[0160] The following results were obtained:
[0161]
[0162]
[0163] The above data show that Compositions C and D (containing diethylhexyl syringylmalonate), I and K (containing sodium metabisulfite), and L and M (containing tris(2,2,6,6-tetramethyl-4-piperidyl) citrate) have a very low degree of color change after 1 month of storage, indicating that these compositions are much more stable than Composition B (containing ascorbyl palmitate), Compositions G and H (containing tocopheryl acetate), or Composition A (without stabilizer).
[0164] Example 2: Comparing different stabilizers - off - flavor formation
[0165] Compositions A, B, C, G, I, and L were prepared as described in Example 1.
[0166] Store the compositions at 22 °C for 1 month.
[0167] Subsequently, 4 experienced panelists (P1 to P4) evaluated the intensity of off-odor using a scale of 0 to 10, where 0 = no off-odor and 10 = strong off-odor.
[0168] The following results were obtained:
[0169] Team members A B C G I L P1 5 5 2 2 4 1 P2 3 3 2 3 2 1 P3 4 3 4 4 4 3 P4 4 4 2 3 3 2 Average value 4.0 3.75 2.5 3.0 3.25 1.75
[0170] The above data shows that Composition C (containing diethylhexyl syringylmalonate), I (containing sodium metabisulfite), and L (containing tris(tetramethylhydroxypiperidinol) citrate) form less off-odor after 1 month of storage, indicating that these compositions are much more stable than Composition B (containing ascorbyl palmitate), Compositions G and H (containing tocopheryl acetate), or Composition A (without stabilizer).
[0171] For Composition C (containing diethylhexyl syringylmalonate) and L (containing tris(tetramethylhydroxypiperidinol) citrate), particularly low off-odor formation was observed.
[0172] Example 3: Optimal ratio of stabilizer to dihydrooat extract D
[0173]
[0174]
[0175] The preparation method of the above Mixtures 1 to 14 is as follows: Provide 1,3-butanediol and heat it to 70 °C. Then add pentylene glycol while stirring. Add diethylhexyl syringylmalonate at 65 °C and stir at this temperature for 5 minutes. Then add dihydrooat alkaloid D at 60 °C and stir it for 30 minutes.
[0176] Then store the mixture at 50 °C for 1 month. After 1 month, measure the * b value. Surprisingly, it was found that when the weight ratio of diethylhexyl syringylmalonate to dihydrooat alkaloid D is higher than 0.01 and lower than 0.2, the effect is optimal, as Figure 1 shown:
[0177]
[0178] # Compared with Mixture 1
[0179]
[0180] # Compared with Mixture 1
[0181] Application example:
[0182] Perfume Oil 1
[0183] Table 2: Components of Perfume Oil 1 (PO1, amounts in ‰ b.w.)
[0184]
[0185]
[0186]
[0187] Table 3: Components of perfume oil 2 (PO2, amounts in ‰ b.w.)
[0188]
[0189]
[0190] Table 4: Components of perfume oil 3 (PO3, amounts in ‰ b.w.)
[0191]
[0192]
[0193] Table 5: Components of perfume oil 4 (PO4, amounts in ‰ b.w.)
[0194]
[0195]
[0196] Table 6: Components of perfume oil 5 (PO5, amounts in ‰ b.w.)
[0197]
[0198]
[0199] The perfume oils PO1, PO2, PO3, PO4, or PO5 in the above embodiments are added to the preparation alone as follows.
[0200] Cosmetic preparation (composition) - The amounts of all preparations are expressed in weight percentages.
[0201] Energy concentrate
[0202]
[0203]
[0204] Natural beauty enhancer (solid concentrate type)
[0205]
[0206]
[0207] Solid body care oil
[0208]
[0209] Sensi SCALP (Green Solid Shampoo)
[0210]
[0211]
[0212] Advanced Lifting Essence
[0213]
[0214]
[0215] Hand Care Product (Perfect Hand), SPF 15, UVA / UVB Balance
[0216]
[0217]
[0218]
[0219] Warm Mineral Mask
[0220]
[0221]
[0222] Sheet Mask
[0223]
[0224]
[0225] Aftershave Lotion
[0226]
[0227] After-Sun Refreshing Gel
[0228]
[0229]
[0230] Flash SOS Aloe Gel
[0231]
[0232] Intimate Sensi-Gel
[0233]
[0234] Gentle Feminine Wash
[0235]
[0236]
[0237] Intimate Rescue Gel
[0238]
[0239]
[0240] Aftershave Lotion for Men
[0241]
[0242] Anti-Wrinkle Night Cream
[0243]
[0244]
[0245] Basic Care Facial Cream and Body Lotion
[0246]
[0247]
[0248] Natural Aloe Vera Night Cream
[0249]
[0250]
[0251] Repair Hair Conditioner
[0252]
[0253]
[0254] Refreshing Conditioning Foam
[0255]
[0256]
[0257] Anti-Dandruff Shampoo
[0258]
[0259]
[0260] Sulfate-Free Shampoo
[0261]
[0262] Gentle Conditioning Shampoo for Children / Infants
[0263]
[0264]
Claims
1. A use of a stabilizer or a stabilizer composition for stabilizing dihydroavenate alkaloid D in a mixture containing dihydroavenate alkaloid D, wherein the stabilizer or the one or all stabilizers in the stabilizer composition are selected from the group consisting of diethylhexyl syringylidenemalonate, sodium pyrosulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof, Wherein stabilizing the dihydroavenate alkaloid D means preventing or reducing discoloration of the mixture and / or preventing or reducing the formation of odor, And the weight ratio of the stabilizer to the dihydroavenate alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.
1.
2. The use according to claim 1, wherein the mixture containing dihydroavenate alkaloid D comprises: i) dihydroavenate alkaloid D; and ii) one or more alkanediols.
3. The use according to any one of the preceding claims, wherein the mixture comprising dihydroavenate alkaloid D comprises: i) dihydroavenate alkaloid D; ii.a) 1,3-butanediol; and ii.b) Pentylene glycol.
4. The use according to any one of the preceding claims, wherein the stabilizer or stabilizer combination is mixed with the mixture comprising dihydroavenate alkaloid D, respectively, to obtain a stable mixture, wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of diethylhexyl syringylidenemalonate, based on the total weight of the stabilizing mixture obtained, and / or wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of sodium metabisulfite, based on the total weight of the stabilizing mixture obtained, and / or wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of tris(tetramethylhydroxypiperidinol) citrate, based on the total weight of the stabilizing mixture obtained, and / or The obtained stable mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylidenemalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate.
5. A method for stabilizing dihydroavenate alkaloid D in a mixture containing dihydroavenate alkaloid D, comprising the following steps: a) providing a mixture comprising dihydroavenate alkaloid D; b) providing a stabilizer or a stabilizer composition, wherein the stabilizer or the one or all stabilizers in the stabilizer composition are selected from the group consisting of diethylhexyl syringylidenemalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof; c) mixing the components provided in step a) and step b), Wherein stabilizing the dihydroavenate alkaloid D means preventing or reducing discoloration of the mixture and / or preventing or reducing the formation of odor, And wherein in the mixture obtained in step c), the weight ratio of the stabilizer to the dihydroavenate alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.
1.
6. The method according to claim 5, wherein the mixture provided in step a) comprises: i) dihydroavenate alkaloid D; ii) one or more alkanediols.
7. The method according to claim 5 or 6, wherein the mixture provided in step a) comprises: i) dihydroavenate alkaloid D; ii.a) 1,3-butanediol; and ii.b) Pentylene glycol.
8. The method according to any one of claims 5 to 7, wherein after mixing in step c), a stable mixture is obtained, wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of diethylhexyl syringylidenemalonate, based on the total weight of the stabilizing mixture obtained, and / or wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of sodium metabisulfite, based on the total weight of the stabilizing mixture obtained, and / or wherein the stabilizing mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of tris(tetramethylhydroxypiperidinol) citrate, based on the total weight of the stabilizing mixture obtained, and / or The obtained stable mixture contains 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylidenemalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate.
9. A mixture comprising: i) dihydroavenate alkaloid D; ii) one or more alkanediols; and iii) a stabilizer selected from the group consisting of diethylhexyl syringylidenemalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof, In the mixture, the weight ratio of iii) the stabilizer to i) the dihydroavenate alkaloid D is in the range of 0.0125 to 0.175, preferably in the range of 0.015 to 0.15, and particularly preferably in the range of 0.02 to 0.
1.
10. The mixture according to claim 9, comprising: i) dihydroavenate alkaloid D; ii.a) 1,3-butanediol; ii.b) pentanediol; and iii) a stabilizer selected from the group consisting of diethylhexyl syringylidenemalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof.
11. A mixture according to claim 9 or 10, wherein: The mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-%, of diethylhexyl syringylidenemalonate, based on the total weight of the stabilizing mixture, and / or The mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-%, of sodium metabisulfite, based on the total weight of the stabilizing mixture, and / or The mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-%, of tris(tetramethylhydroxypiperidinol) citrate, based on the total weight of the stabilizing mixture, and / or The mixture comprises 0.06 wt.-% to 0.9 wt.-%, preferably 0.075 wt.-% to 0.75 wt.-%, preferably 0.1 wt.-% to 0.5 wt.-% of a mixture comprising two or all of diethylhexyl syringylidenemalonate, sodium metabisulfite and tris(tetramethylhydroxypiperidinol) citrate.
12. A cosmetic preparation comprising the mixture according to any one of claims 9 to 11.
13. The cosmetic preparation according to claim 12, wherein the total weight of dihydroavenate alkaloid D and the stabilizer selected from the group consisting of diethylhexyl syringylidenemalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof in the preparation is in the range of 0.01 wt.-% to 4 wt.-%, preferably in the range of 0.05 wt.-% to 3 wt.-%, further preferably in the range of 0.1 wt.-% to 2 wt.-%, based on the total weight of the cosmetic preparation.
14. The cosmetic preparation according to claim 12 or 13, wherein the total weight of dihydroavenate alkaloid D, the stabilizer selected from the group consisting of diethylhexyl syringylidenemalonate, sodium metabisulfite, tris(tetramethylhydroxypiperidinol) citrate and mixtures thereof, and the alkanediol in the preparation is in the range of 0.01 wt.-% to 4 wt.-%, preferably in the range of 0.05 wt.-% to 3 wt.-%, further preferably in the range of 0.1 wt.-% to 2 wt.-%, based on the total weight of the cosmetic preparation.
Citation Information
Patent Citations
Double-color layered perfume and preparation method thereof
CN112315818A
Stabilized color depositing shampoo
US10245221B2
Composition comprising an aventhramide or an analogue thereof with improved stability
WO2021175453A1
Extracts of isochrysis species / tisochrysis species
WO2022129101A1