3-hydroxypropyl esters as antioxidants and tocopherol promoters

By using compounds of formula (I) as antioxidants or promoters, the antioxidant properties of the formulation are enhanced, solving the problem that existing antioxidants cannot meet the requirements, achieving higher performance and lower dosage, and protecting the human body from oxidative damage.

CN122003227APending Publication Date: 2026-05-08SYMRISE GMBH & CO KG
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SYMRISE GMBH & CO KG
Filing Date
2023-07-10
Publication Date
2026-05-08

AI Technical Summary

Technical Problem

Existing antioxidants cannot meet all needs, and oxidation control is inadequate in personal care, household, and food products, affecting product lifespan and health.

Method used

Compounds of formula (I) are used as antioxidants or promoters to enhance the antioxidant properties of formulations, reduce the amount of antioxidants used, and are used in combination with other antioxidants to improve the effect.

Benefits of technology

It enhances the antioxidant properties of the formulation, extends its shelf life, protects the human body from oxidative damage, and meets toxicological and skin tolerance requirements, making it environmentally friendly.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention mainly relates to compounds of formula (I) and their use as antioxidants and / or antioxidant promoters.
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Description

Technical Field

[0001] This invention relates primarily to compounds of formula (I) and their use as antioxidants and / or antioxidant promoters. This invention relates to one of a series of inventions concerning 3-hydroxypropyl esters and structurally related compounds co-filed by the same applicant on the same date as the PCT patent applications entitled “3-hydroxypropyl esters as antioxidants and tocopherol promoters,” “3-hydroxypropyl esters as solubility enhancers for lipophilic components,” “3-hydroxypropyl esters as foaming and viscosity modifiers in surfactant-containing formulations,” “3-hydroxypropyl esters as emulsifiers,” and “3-hydroxypropyl esters as antimicrobial agents,” the contents of which are incorporated herein by reference. Background Technology

[0002] Oxidation of lipids (primarily unsaturated fatty acids) in personal care products, household products, pharmaceuticals, and food is a critical factor that needs to be controlled and prevented because it affects product lifespan, consumer perception, nutritional value, and consumer health. The oxidation of unsaturated fatty acids in the presence of atmospheric oxygen begins with a free radical chain reaction, producing highly reactive peroxides and hydroperoxides. These peroxides and hydroperoxides, in turn, react with substrates present in the matrix to produce carboxylic acids, aldehydes, and ketones, which can alter the sensory properties of the product and potentially harm consumer health. Therefore, antioxidants are widely used in the industry to prevent or delay oxidative decomposition.

[0003] Many natural and synthetic substances have been shown to have antioxidant properties. Besides vitamin C (ascorbic acid), the most well-known antioxidants include various carotenoid derivatives (such as beta-carotene, lycopene, and lutein), and especially vitamin E and its derivatives (tocopherol, tocopheryl acetate, and tocopheryl palmitate). Another important group of antioxidants includes polyphenols, particularly anthocyanins and isoflavones, which are found, for example, in various red fruits.

[0004] A wide variety of antioxidants are known. However, there is no doubt that no single antioxidant can meet all needs. Furthermore, there is a widespread desire to replace existing substances with "green" alternatives. Therefore, there is a need to continuously improve the efficacy potential and range of these antioxidants, achieving higher performance at the same dosage, or conversely, achieving the same performance at lower dosages.

[0005] Furthermore, when searching for antioxidants, it is essential to consider that substances permitted for use by regulatory authorities must be toxicologically acceptable, well-tolerated by users (e.g., their skin), and stable within the matrix of the product. Additionally, preferred antioxidants are odorless or at least pleasantly odorless, inexpensive, and readily available.

[0006] However, there is no clear correlation between the chemical structure of a substance and its antioxidant properties, which makes finding suitable substances difficult. Furthermore, the relationship between a substance's antioxidant properties, toxicological acceptability, tolerability, and stability is unpredictable. Summary of the Invention

[0007] Therefore, the object of the present invention is to provide a formulation, such as a personal care formulation, a household formulation, a pharmaceutical formulation, or a food formulation, comprising an antioxidant, thereby causing the formulation to exhibit enhanced antioxidant properties. Its antioxidant properties advantageously give the formulation, such as a personal care formulation, a household formulation, a pharmaceutical formulation, or a food formulation, antioxidant stability, or make the formulation, such as a personal care formulation, or a pharmaceutical formulation, suitable for protecting the human body from oxidative damage, for example, protecting the human skin when the formulation is applied to the skin.

[0008] Another object of the present invention is to provide a substance that enhances the antioxidant activity of an antioxidant and / or enhances the antioxidant activity of a formulation when applied.

[0009] Furthermore, the object of the present invention is to provide a substance by which the amount of antioxidant in formulations, such as personal care formulations, household formulations, pharmaceutical formulations, or food formulations, can be reduced.

[0010] The above objectives are achieved through various aspects of the invention as described herein.

[0011] The first aspect of the invention relates to the use of at least one compound of formula (I) as an antioxidant and / or an antioxidant promoter.

[0012] The compounds of formula (I) described herein are defined as follows:

[0013] ,

[0014] in

[0015] X is:

[0016] Straight-chain C5-C 14 C6-C is preferred. 14 More preferably C7-C 13 Even more preferred is C8-C 12 The optimal choice is C9-C. 11 alkyl or alkenyl groups;

[0017] or

[0018] Choose from the following groups:

[0019] ,or

[0020] , where R 3 It can be -OCH3, -OCH2CH3 or -O(CH2)2CH3.

[0021] And among them

[0022] R 1 Choose the group consisting of -H and -OH, and R 2 Choose the group consisting of -H, -CH2(OH), -CH(OH)-CH2(OH), and -CH(OH)-CH(OH)-CH2(OH);

[0023] or

[0024] R 1 It is -OH and R 2 Combined with the -OH group shown in formula (I) to form a compound of formula (Ia):

[0025]

[0026] or

[0027] R 1 and R 2 Combined to form compounds of the following formula (Ib):

[0028] .

[0029] When X is At that time, R 3 (As defined above) can be located at any free carbon atom on the benzyl ring, that is, X can be chosen from the following groups:

[0030] , , , and .

[0031] Preferred uses as antioxidants and / or antioxidant promoters relate to the use of protecting unsaturated fatty acids from oxidation, wherein the fatty acids are preferably a portion of vegetable oils.

[0032] As used herein, the term "antioxidant" refers to a substance or composition that can significantly delay, prevent, or inhibit oxidation. Antioxidants reduce free radicals to stable, non-reactive products by reacting with them.

[0033] According to another aspect of the present invention, an formulation comprises:

[0034] (i) at least one compound of formula (I) as defined herein;

[0035] (ii) Unsaturated fatty acids, preferably derived from oils, preferably vegetable oils, or contained in oils, preferably vegetable oils; and / or

[0036] (iii) At least one other antioxidant that is different from the compound of formula (I) as defined herein.

[0037] Whenever the term “contains” is used in this document, it should be understood, unless the context otherwise requires, to encompass both the meanings of “containing” and “consisting of” as alternatives.

[0038] Preferably, the formulation is selected from the group consisting of personal care formulations, household formulations, pharmaceutical formulations, and food formulations.

[0039] In another aspect of the invention, a method for preventing oxidation of an object includes or is composed of the following steps:

[0040] (a) Provide at least one compound of formula (I) as defined herein or an formulation as defined herein;

[0041] (b) Provide the object to be protected from oxidation; and

[0042] (c) Apply the compound or preparation from step (a) to the object in step (b) in an amount sufficient to provide an antioxidant effect.

[0043] In one specific embodiment of the invention, the object to be prevented from oxidation is a preparation containing unsaturated fatty acids. Preferably, the unsaturated fatty acids are derived from oils, particularly vegetable oils. More preferably, the preparation is selected from the group consisting of personal care preparations, household preparations, pharmaceutical preparations, and food preparations.

[0044] As used herein, the term "antioxidant effect" refers to a significant increase in antioxidant performance resulting from the addition of compound (I). Therefore, the increase in antioxidant performance can be determined by comparing the antioxidant performance in the presence of compound (I) with that in the absence of compound (I). Antioxidant performance can be determined by assessing pressure changes after oxygen treatment, optionally under heating conditions (Oxipres method), odor assessment, or acid value analysis, optionally after accelerated aging or heating. Preferably, antioxidant performance is determined by one or more of the Oxipres method, odor assessment, and acid value analysis, as described in the Examples section herein.

[0045] The expression “amount sufficient to provide antioxidant effects” as understood in this article refers to the amount of compound (I) that results in a significant increase in antioxidant performance attributable to the presence of compound (I).

[0046] Surprisingly, it was found that compounds of formula (I) possess antioxidant properties and can enhance the antioxidant potential of other antioxidants, such as tocopherol. Therefore, by adding compounds of formula (I) to formulations, such as personal care formulations, household formulations, pharmaceutical formulations, or food formulations, their antioxidant performance is improved compared to corresponding formulations without compounds of formula (I). If the formulation also contains other antioxidants besides compounds of formula (I), then adding compounds of formula (I) can further enhance the antioxidant capacity of the formulation. Alternatively, compounds of formula (I) can replace some or all of other antioxidants while still maintaining antioxidant properties. Therefore, compounds of formula (I) can reduce the amount of another antioxidant in the formulation.

[0047] By introducing compounds of formula (I) as described herein, the shelf life of the formulation can be improved as the antioxidant effect is enhanced.

[0048] Furthermore, compounds of formula (I) as described herein have the advantage of being liquid at or slightly above room temperature. Therefore, they are easier to incorporate into semi-finished or finished products, and their availability in the product is improved. Moreover, in emulsions, compounds of formula (I) tend to remain in the oil phase, allowing them to directly exert their antioxidant potential where needed.

[0049] The antioxidant properties produced by the compound of formula (I), optionally mixed with another antioxidant, advantageously endow the formulation with antioxidant stability and / or make the formulation suitable for protecting the human body from oxidative damage, such as protecting human skin when the formulation is applied to the skin. This means that the compound of formula (I) is suitable for enhancing the antioxidant effect of antioxidants, protecting the formulation from (auto)oxidation, and enhancing the antioxidant effect of the formulation upon application.

[0050] Furthermore, compounds of formula (I) are environmentally friendly and meet the requirements for use in personal care products, including oral care formulations and / or household formulations. In particular, compounds of formula (I) are toxicologically and dermatologically acceptable, odorless, and ethoxylated (non-penetrating to the skin).

[0051] Other aspects and embodiments of the invention will arise from the following description, and in particular from the embodiments and the appended patent claims.

[0052] According to a preferred embodiment of the present invention, the compound of formula (I) is a compound in which X is selected from the group consisting of:

[0053] ,

[0054] ,

[0055] ,

[0056] and

[0057] .

[0058] More preferably, in the compound of formula (I), R 1 and R 2 All are -H.

[0059] The most preferred compounds of formula (I) include the following compounds of formulas (Ia) to (Ie):

[0060]

[0061] As used herein, the term “at least one” means one, two, three, four, or five, or even more different components of the corresponding ingredient described after the term. For example, the phrase “at least one compound of formula (I)” includes both any one of the compounds described and all possible combinations of two, three, four, or five, or even more different compounds of formula (I).

[0062] The abbreviations shown in the table above are used to refer to the corresponding compounds. Specific combinations of two of the preferred compounds of formulas (Ia) to (Ie) include the following:

[0063] A+B, A+C, A+D, A+E, B+C, B+D, B+E, C+D, C+E and D+E.

[0064] Specific combinations of three of the preferred compounds of formulas (Ia) to (Ie) include the following:

[0065] A+B+C, A+B+D, A+B+E, A+C+D, A+C+E, A+D+E, B+C+D, B+C+E, B+D+E and C+D+E.

[0066] Specific combinations of four of the preferred compounds of formulas (Ia) to (Ie) include the following:

[0067] A+B+C+D, A+B+D+E, A+C+D+E and B+C+D+E.

[0068] It can be considered that combinations of two, three, four, or five, or even more, of the compounds of formula (I), preferably combinations of two, three, four, or five of the specific preferred compounds of formulas (Ia) to (Ie), have further enhanced antioxidant potential.

[0069] The preferred purpose or use of compounds of formula (I) involves protecting unsaturated fatty acids from oxidation. For this purpose, compounds of formula (I) may be added to or included in preparations containing unsaturated fatty acids. These unsaturated fatty acids may be derived from or contained in oils, such as vegetable oils.

[0070] Oils can be used as part of a formulation, for example, they can form an oil phase and act as a carrier in topical formulations. Oils can contain oily components from the group consisting of: vegetable oils, hydrocarbons, fatty alcohols, fatty acid esters, liquid ultraviolet filters, or mixtures of two or more of the above oily components.

[0071] Vegetable oils, or vegetable-derived oils, are oils extracted from seeds, or less frequently from other parts of the fruit. Similar to animal fats, vegetable oils are mixtures of triglycerides. Soybean oil, rapeseed oil, and cocoa butter are typical examples of vegetable oils extracted from seeds. Olive oil, palm oil, and rice bran oil are typical examples of oils extracted from other parts of the fruit. In everyday usage, vegetable oil or vegetable-derived oil may specifically refer to vegetable fats that are liquid at room temperature or at skin temperature (35°C to 37°C). Vegetable oils are generally edible.

[0072] The term "vegetable oil" also includes unsaturated vegetable oils. Unsaturated oils, or vegetable oils, can be converted into oils with higher melting points through partial or complete "hydrogenation." As each carbon-carbon double bond is chemically reduced to a single bond, two hydrogen atoms form single bonds with two carbon atoms. The process of eliminating double bonds by adding hydrogen atoms is called saturation; as saturation increases, the oil gradually tends towards complete hydrogenation. Hydrogenation of oil can improve its resistance to rancidity (oxidation) or alter its physical properties. With increasing saturation, both the viscosity and melting point of the oil increase.

[0073] In a preferred embodiment, the vegetable oil is selected from avocado oil, fir seed oil, Michelia alba seed oil, Chinese kiwifruit seed oil, millet seed oil, peanut oil, stellaria media seed oil, stellaria palm seed oil, stellaria palm seed oil, stellaria palm seed oil, stellaria palm kernel oil, oat kernel oil, white mustard seed oil, rapeseed sterol, shea butter, shea butter, calendula seed oil, crabapple seed oil, chamomile seed oil, and camellia seed oil. Yunnan camellia seed oil, tea seed oil, low erucic acid rapeseed oil, safflower seed oil, chlorella oil, watermelon seed oil, lemon seed oil, sweet orange seed oil, grapefruit seed oil, cocoa coconut seed oil, cocoa coconut seed butter, small-fruit coffee seed oil, chlorella oil (biotechnology), American hazelnut seed oil, European hazelnut seed oil, melon seed oil, cucumber seed oil, pumpkin seed oil, African oil palm oil, African oil palm fruit oil, wild soybean oil. Cottonseed oil, upland cottonseed oil, sunflower seed oil, macadamia seed oil, macadamia nut seed oil, mango seed butter, mango seed oil, lemon balm seed oil, microalgae oil, moringa seed oil, arabic moringa seed oil, evening primrose oil, olive fruit oil, soybean oil, babassu seed oil, merino palm kernel oil, rice bran / germ oil, rice bran oil, rice bran germ oil, rice protein, rice seed oil, passion fruit seed oil, avocado butter, avocado. The group consisting of oils, sweet almond oil, apricot kernel oil, peach kernel oil, pomegranate seed oil, apple seed oil, ricinoleic acid / caproic acid / capric acid / capric acid triglycerides, castor seed oil, canine rosehip oil, musk rosehip seed oil, raspberry seed oil, sesame seed oil, soybean glycerides, cocoa seed butter, large-flowered cocoa seed butter, wheat bran lipids, wheat germ oil, wine grape (grape) seed oil, corn germ oil and corn oil, and mixtures of two or more of the above-mentioned vegetable oils.

[0074] Preferably, the vegetable oil is selected from the group consisting of caprylic / capric triglycerides, sunflower seed oil, jojoba seed oil, olive fruit oil, argan oil, sweet almond oil, avocado oil, shea butter, cocoa coconut seed oil, cocoa butter, and mixtures of two or more of the above-mentioned vegetable oils.

[0075] Vegetable oils can be used as a single ingredient or in combination with one or more other different vegetable oils listed above.

[0076] If the compound of formula (I) as defined herein is used in combination with at least one other antioxidant, then preferably, said at least one other antioxidant is selected from dimethylmethoxychromanol, hydroxyacetophenone, ascorbic acid and its salts, hydroxymethoxyphenyldecone, β-aspartic arginine, uric acid, urea, hydroxypinazone retinate, vitamin A and vitamin A derivatives, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), hydroxyphenylpropionamide benzoic acid, ascorbyl palmitate, and other antioxidants. The group comprises ascorbyl phosphate and its salts, carnosine, rutin, tocopherol, tocopheryl acetate, ubiquinone-10, dilauryl thiodipropionate, pentaerythritol tetra(bis-tert-butylhydroxycinnamate) ester, triethyl citrate, diethylhexyl eugenol malonate, Lactobacillus ferment, Lactobacillus filtrate, Lactobacillus lysate, hydroxyphenylpropionamide benzoic acid, green tea extract, ginger root extract, cycloheptatrienolone, allantoin, o-cymene-5-ol, and mixtures of two or more of the above antioxidants. More preferably, at least one other antioxidant is selected from the group consisting of tocopherols, preferably, wherein at least one other antioxidant comprises or is composed of α-tocopherol. In the latter group, compounds of formula (I) can bind to them in an advantageous manner, thereby producing a promoting effect on the antioxidant properties of tocopherols.

[0077] Preferably, the formulation comprises, based on the total weight of the formulation, 0.0001 wt.-% to 10.0 wt.-%, preferably 0.0005 wt.-% to 8.0 wt.-%, more preferably 0.001 wt.-% to 5.0 wt.-%, of at least one other antioxidant, preferably tocopherol.

[0078] In a preferred embodiment, at least one compound of formula (I) is used in an amount of 0.01 wt.-% to 10 wt.-%, preferably 0.05 wt.-% to 2.5 wt.-%, more preferably 0.1 wt.-% to 1.0 wt.-%. For example, based on the total weight of the formulation, at least one compound of formula (I) is added to or included in the formulation in an amount of 0.01 wt.-% to 10 wt.-%, preferably 0.05 wt.-% to 2.5 wt.-%, more preferably 0.1 wt.-% to 1.0 wt.-%.

[0079] Generally, the use of compounds of formula (I) is not limited to a specific type of formulation. However, preferred formulations are selected from the group consisting of dispersions, anhydrous oily formulations, liquid surfactant formulations, solid surfactant formulations, micellar water, and aqueous solutions. More preferably, the dispersion is an emulsion, particularly an oil-in-water emulsion, an oil-in-water emulsion, a complex emulsion, an aqueous dispersion gel, a balm, an oil-in-water (water-in-oil-in-water) or water-in-oil (oil-in-water-in-oil) complex emulsion, a PIT emulsion, a Pickering emulsion, a microemulsion, a liquid, a lotion, a suspension, an emulsion, an ointment, a paste, a gel, an oil-based cream, or a liposome-based formulation. Aqueous solutions preferably include aqueous solutions, aqueous alcoholic solutions, and aqueous glycolic acid solutions.

[0080] The formulations described herein can be included in personal care products, household products, pharmaceuticals, and food.

[0081] Preferably, the personal care products are selected from the group consisting of deodorant products, body care and cleansing products, feminine hygiene products, foot care and cleansing products, oral care and cleansing products, scalp care and cleansing products, and facial care and cleansing products. More preferably, the personal care products are selected from the group consisting of deodorant sprays, deodorant sticks, deodorant creams, foot creams, lotions, body lotions, serums, shower gels, mouthwashes, toothpastes, shampoos, conditioners, styling waxes, and styling gels. A group consisting of gel, styling foam, styling cream, styling mousse, styling essence, styling hair oil, feminine wash, facial cleanser, makeup remover, toner, serum, moisturizer, eye cream, skin cream, soap, face mask, sunscreen, wet wipes, primer, concealer, foundation, blush, bronzer, highlighter, eyebrow pencil, eyebrow gel, eyebrow wax, eyebrow powder, eyeshadow, eyeliner, mascara, lipstick, lip gloss, lip liner, lip balm, face powder, setting powder, setting spray, and nail polish.

[0082] Preferably, the household products are selected from the group consisting of alcohol-free glass cleaners, glass cleaners, multi-purpose cleaners, multi-purpose sprays, degreasers, carpet cleaners, wood floor cleaners, floor cleaners, composite floor cleaners, vinyl cleaners, ceramic cleaners, cork floor cleaners, linoleum cleaners, porcelain cleaners, stone cleaners, concrete cleaners, parquet floor cleaners, high-gloss floor cleaners, kitchen cleaners, grease-dissolving cleaners, bathroom cleaners, toilet cleaners, chalk cleaners, dishwasher detergents, hand wash detergents, antibacterial hand wash detergents, fabric softeners, laundry liquids, laundry powders, and sanitary detergents.

[0083] Preferably, the medicine is selected from the group consisting of deodorant sprays, deodorant sticks, deodorant creams, foot creams, shower gels, mouthwashes, toothpastes, shampoos, feminine washes, facial cleansers, serums, moisturizers, eye creams, skin creams, soaps, face masks, sunscreens, and wet wipes.

[0084] The optional ingredients of the formulations described herein include one or more of the following: abrasives, anti-acne agents, anti-skin aging agents, anti-cellulite agents, anti-dandruff agents, anti-inflammatory agents, antimicrobial agents, irritant preventatives, irritant inhibitors, antioxidants, astringents, deodorants, antiperspirants, preservatives, antistatic agents, binders, buffers, carrier materials, chelating agents, cell stimulants, cleansers, depilatory agents, surfactants, deodorants, antiperspirants, emulsifiers, enzymes, enzyme inhibitors, essential oils, and fibers. Film-forming agents, fixatives, foaming agents, foam stabilizers, defoamers, foam promoters, gelling agents, gelling agents, hair conditioners, styling agents, hair straighteners, moisturizers, humectants, water-retaining substances, bleaching agents, fortifying agents, stain removers, optical brighteners, impregnating agents, antifoaming agents, dyes, friction reducers, lubricants, moisturizing creams, ointments, sunscreens, plasticizers, opacifiers, polishing agents, preservatives, brightening agents, natural and synthetic polymers, powders, proteins, re-lubricants, abrasives, silicones, skin soothing agents. Slowing agents, skin cleansers, skin care agents, skin repair agents, skin brighteners, skin protectants, skin softeners, growth promoters, cooling agents, skin cooling agents, warming agents, skin warming agents, stabilizers, surfactants, ultraviolet absorbers, ultraviolet filters, primary sunscreen factors, secondary sunscreen factors, detergents, fabric conditioners, suspending agents, tanning agents, active substances that regulate skin or hair pigmentation, matrix metalloproteinase inhibitors, skin moisturizers, glycosaminoglycan stimulants, TRPV1 antagonists, peeling agents, anti-cellulite agents or liposomes, hair growth activators or inhibitors, thickeners, rheology modifiers, vitamins, oils, waxes, pearlescent waxes, fats, phospholipids, saturated fatty acids, monounsaturated or polyunsaturated fatty acids, α-hydroxy acids, polyhydroxy fatty acids, liquefying agents, dyes, color-protecting agents, pigments, corrosion inhibitors, fragrances or essential oils, flavorings, odorants, polyols, electrolytes, organic solvents, and mixtures of two or more of the above substances.

[0085] Preferred ingredients of the formulations described herein include one or more of the following: anti-skin aging agents, antimicrobial agents, (other) antioxidants, chelating agents, emulsifiers, surfactants, preservatives, natural and synthetic polymers, skin cooling agents, rheology modifiers, oils, fragrances, essential oils and polyols (different from compounds of formula (I) as described herein and optional antioxidants).

[0086] Examples of the optional and preferred ingredients, as well as other ingredients that may be included in formulations as described herein, can be found in paragraphs

[0284] to

[0351] of WO2022 / 122935.

[0087] Although the foregoing description is primarily based on the compounds of formula (I) and their corresponding formulations, it should be understood that the description is also made in conjunction with the various uses and methods of the present invention, and the embodiments, features and effects described in conjunction with the compounds and formulations of formula (I) should also be understood to apply to all (other) aspects of the present invention.

[0088] Furthermore, the compound of formula (I) should be understood only as the preferred compound in this disclosure, and the aspects, embodiments, features, and effects described for the compound of formula (I) should also be understood to apply accordingly to the compound of formula (II). This means, for example, that the compound of formula (II) may be used in place of the compound of formula (I) in the purposes, methods, or formulations described herein. It also means, for example, that in a preferred compound of formula (II), the definition of X is the same as that in formula (I), or that a preferred formulation may contain the compound of formula (II) in the same amount as described for the compound of formula (I).

[0089] Compounds of formula (II) are defined as follows:

[0090] ,

[0091] Where X is:

[0092] Straight-chain C5-C 14 C6-C is preferred. 14 More preferably C7-C 13 Even more preferred is C8-C 12 The optimal choice is C9-C. 11 alkyl or alkenyl; or

[0093] Choose from the following groups:

[0094] .or

[0095] , where R 3 It can be -OCH3, -OCH2CH3 or -O(CH2)2CH3.

[0096] Where n=1:

[0097] R 1 Choose the group consisting of -H and -OH, and R 2 Choose the group consisting of -H, -CH2(OH), -CH(OH)-CH2(OH), and -CH(OH)-CH(OH)-CH2(OH); or

[0098] R 1It is -OH and R 2 Combined with the -OH group shown in formula (II) to form a compound of formula (II-a):

[0099] (II-a); or

[0100] R 1 and R 2 They are combined to form compounds of the following formula (II-b):

[0101] (II-b);

[0102] Where if n=2-10, R 1 It is -OH, and R 2 =-H.

[0103] When X is At that time, R 3 (As defined above) can be located at any free carbon atom on the benzyl ring, that is, X can be chosen from the following groups:

[0104] , , , and .

[0105] The following structures deserve particular attention:

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113] .

[0114] Compound (I) can be obtained not only from petrochemical-derived precursors, but also advantageously from bio-based starting materials containing only non-fossil fuel-based carbon in a sustainable and / or cost-effective manner. The assessment of bio-based carbon in the material can be performed using standard testing methods. The bio-based content of the material can be determined using radiocarbon and isotope ratio mass spectrometry. ASTM International, formally known as the American Society for Testing and Materials, has established a standard testing method for assessing the bio-based content of materials. The ASTM method is designated ASTM D6866. According to a preferred embodiment of the invention, more than 50% of the carbon atoms in compound (I) are bio-based, based on the total number of carbon atoms contained in the compound. More preferably, more than 60%, 70%, 75%, 80%, 85%, or 90% of the carbon atoms in compound (I) are bio-based, based on the total number of carbon atoms contained in the compound. The above conclusions also apply to compound (II). Attached Figure Description

[0115] The present invention will be further described below with reference to embodiments and accompanying drawings. These embodiments are for illustrative purposes only and should not be construed as limiting the invention.

[0116] Figure 1 The effect of adding 0.5 wt.% 3-hydroxypropyl ester to sunflower oil on the time required for pressure increase (induction period) was observed compared with sunflower oil without the corresponding 3-hydroxypropyl ester.

[0117] Figure 2 The effect of adding 0.5 wt.% 3-hydroxypropyl ester to sunflower oil on the acid value of sunflower oil compared to sunflower oil without the corresponding 3-hydroxypropyl ester.

[0118] Figure 3 The effect of adding 0.5 wt.% 3-hydroxypropyl ester to sunflower oil on the odor intensity of sunflower oil compared to sunflower oil without the corresponding 3-hydroxypropyl ester.

[0119] Figure 4 The study investigated the effect of adding 0.5 wt.% 3-hydroxypropyl ester to sunflower oil containing tocopherol on the time required for pressure escalation (induction period), comparing it with sunflower oil containing tocopherol but without the corresponding 3-hydroxypropyl ester (labeled "sunflower oil") and sunflower oil containing neither tocopherol nor the corresponding 3-hydroxypropyl ester (labeled "tocopherol-free sunflower oil").

[0120] Figure 5 The effect of adding 0.5 wt.% 3-hydroxypropyl ester to tocopherol-containing sunflower oil on the acid value compared to sunflower oil containing tocopherol but without the corresponding 3-hydroxypropyl ester (labeled as "sunflower oil") and sunflower oil containing neither tocopherol nor the corresponding 3-hydroxypropyl ester (labeled as "tocopherol-free sunflower oil").

[0121] Figure 6 The effect of adding 0.5 wt.% 3-hydroxypropyl ester to sunflower oil containing tocopherol on the odor intensity of sunflower oil compared to sunflower oil containing tocopherol but without the corresponding 3-hydroxypropyl ester (labeled as "sunflower oil") and sunflower oil containing neither tocopherol nor the corresponding 3-hydroxypropyl ester (labeled as "tocopherol-free sunflower oil"). Detailed Implementation

[0122] Example:

[0123] In the following description, the inventors used sunflower oil containing compounds of formulas (1-a) to (1-e) and optionally tocopherol as exemplary compounds and formulations to investigate the effects of compounds of formula (1) as defined herein on their antioxidant capacity. For this purpose, sunflower oil containing or without tocopherol was used as a base formulation, and compounds of formulas (1-a) to (1-e) were added thereto.

[0124] 1. Materials

[0125]

[0126] Compounds of formula (I) and (II) can be obtained, for example, by following the synthetic methods described below: Synthesis, 2003, (15), 2373-2377; Journal of the Korean Chemical Society, 2002, 46(5); Tetrahedron Letters, 2015, 56(15), 1973-1975; and JP2011207990A.

[0127] 2. Methods

[0128] 2.1 Oxipres method

[0129] Prior to evaluation, each sample was prepared by stirring with a magnetic stirrer (250 rpm) for 15 minutes at ambient temperature (20°C to 25°C). 15 g of the sample was transferred to the Oxipres device, and another 15 g was taken as a comparison sample and starting value.

[0130] Samples were treated at 80°C and 5 bar oxygen for 48 hours, and the time at which pressure decrease was observed was recorded. Pressure is related to the degree of oxidation, so the initial pressure decrease indicates the onset of oxidation. The time before the pressure begins to decrease is defined as the induction period (IP). The longer the induction period, the later oxidation begins.

[0131] Based on the measured values, the so-called protection factor is calculated using the following formula:

[0132] Protection Factor (PF) = IP (sample) / IP (reference sample)

[0133] The difference between the reference sample and the (test) sample is that the reference sample does not contain 3-hydroxypropyl ester (3-HPE) or tocopherol as other antioxidants.

[0134] After Oxipres treatment, the samples were evaluated for odor and acid value:

[0135] 2.2 Odor Assessment

[0136] Using plant oils as natural ingredients in cosmetics is beneficial to human health; however, as mentioned earlier, plant oils often contain free fatty acids, especially heat- and oxygen-labile unsaturated fatty acids, which can lead to rancidity. To assess antioxidant properties, at least five panel members evaluated the odor of the samples using a rating scale of 1 to 5.

[0137] 1 = Odorless

[0138] 5 = Extremely strong odor

[0139] 2.3 Acid value

[0140] Acid value is determined by potassium hydroxide (KOH) titration and is defined as the amount of KOH required to neutralize the acidic components in 1g of sample. The acid value of an oil sample indicates the degree of aging of the oil. The higher the acid value, the greater the degree of oxidation of the fat.

[0141] 3. Results

[0142] 3.1 Antioxidant properties of 3-hydroxypropyl ester

[0143] sample IP PF Acid value [mg KOH / g] Odor intensity Sunflower oil 29.6 - 7.4 3.8 0.5% 3-hydroxypropyl decanoate 30.1 1.02 6.4 3.2 0.5% 3-hydroxypropyl dodecanoate 30.5 1.03 6.0 3.4 0.5% 3-hydroxypropyl undec-10-enoate 31.0 1.05 5.0 3.0 0.5% 3-hydroxypropyl benzoate 32.2 1.09 4.3 3.0 0.5% 3-hydroxypropyl 4-methoxybenzoate 31.0 1.05 5.8 2.8

[0144] The results are presented in chart form. Figures 1 to 3 middle.

[0145] 3.2 Tocopherol-promoting effect

[0146] Unless otherwise stated, all samples were prepared in the same manner as described above, except that 0.1% of α-tocopherol was added to each sample.

[0147] sample IP PF Acid value [mg KOH / g] Odor intensity Sunflower oil without tocopherol (placebo) 29.6 - 7.4 3.8 Sunflower oil containing tocopherol 35.6 1.20 3.9 3.5 0.5% 3-hydroxypropyl decanoate 37.7 1.27 2.7 2.5 0.5% 3-hydroxypropyl dodecanoate 38.8 1.31 2.9 2.4 0.5% 3-hydroxypropyl undec-10-enoate 38.4 1.29 1.7 1.7 0.5% 3-hydroxypropyl benzoate 37.6 1.27 2.6 2.0 0.5% 3-hydroxypropyl 4-methoxybenzoate 37.3 1.26 3.0 2.6

[0148] The results also show Figures 4 to 6 middle.

[0149] 4. Formulation Examples

[0150]

[0151]

[0152] Cosmetic formulations (compositions) - All formulations are expressed in weight percentage (wt.%).

[0153] 4.1 Deodorizing products

[0154] a) Deodorizing spray

[0155] Element EU INCI quantity water water Add to 100 Volarest™ FL Acrylic ester / behenol polyether-25 methacrylate copolymer 1.2 <![CDATA[Dracorin ® GOC]]> Glyceryl oleate citrate; Caprylic / capric triglyceride 2.0 <![CDATA[SymDeo ® Upgraded version Lauryl alcohol, phenoxyethanol, 2-benzylheptyl alcohol, decanediol 0.5 3-Hydroxypropylbenzoate 0.5 <![CDATA[SymOcide ® PS]]> Phenoxyethanol, Decanediol, 1,2-Hexanediol 0.8 <![CDATA[Dow Corning ® 245 Liquid]]> Cyclomethylsiloxane 5.0 Isopropyl myristate Isopropyl myristate 2.0 Farnesol Farnesol 0.25 Ethylhexylglycerin Ethylhexylglycerin 0.2 <![CDATA[SymDeo ® B125]]> 2-Methyl-5-cyclohexylpentanol 0.15 <![CDATA[Tego ® Cosmo P 813MB]]> Polyglycerol-3 octanoate 0.25 essential oils essence 0.8 <![CDATA[Natural Frescolat ® ML]]> Menthyl lactate 0.2

[0156] b) Deodorizing spray

[0157] Element EU INCI quantity <![CDATA[Belsil ® DM 0.65]]> Disiloxane Add to 100 Isohexamethylenetetramine Diisopropyl adipate 5.0 3-Hydroxypropyl 4-methoxybenzoate 0.7 <![CDATA[Tegosoft ® TN]]> C12-15 alkylbenzoate 10.0 Vitamin E acetate Tocopheryl acetate 0.5 Farnesol Farnesol 0.3 Ethylhexylglycerin Ethylhexylglycerin 0.2 <![CDATA[SymDeo ® MPP]]> Xylmethylbutanol 0.2 <![CDATA[Natural Frescolat ® ML]]> Menthyl lactate 0.25 essential oils essence 0.6

[0158] c) Deodorizing rollerball

[0159] Element EU INCI quantity water water Add to 100 Hydrolite® CG Octanediol 0.3 SymSave® H Hydroxyacetophenone 0.5 EDTA NA2 Disodium ethylenediaminetetraacetate 0.1 Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 4.0 Dragoxat® 89 Ethylhexyl isononanoate 5.0 Green SymMollient® S Cetearyl nonanoate 1.0 Genuvisco® CG 131 Carrageenan 0.5 Potassium sorbate Potassium sorbate 0.5 Farnesol Farnesol 0.3 essential oils essence 1.0 SymGuard® CD Phenylacetol, o-cymene-5-ol, decanediol 0.3 3-Hydroxypropyl undec-10-enoate 0.9 50% sodium hydroxide solution Water, sodium hydroxide 0.2

[0160] e) Roll-on gel deodorant

[0161] Element INCI quantity 1,3-Butanediol 1,3-Butanediol 2.0 Cremophor® CO 40 surfactant PEG-40 hydrogenated castor oil 2.0 Hydroxyethyl cellulose Hydroxyethyl cellulose 0.5 essential oils essence 0.3 1,3-Propanediol 1,3-Propanediol 0.5 SymGuard® CD 3-Phenylacetol, o-Cymene-3-ol, Decanediol 0.4 3-Hydroxypropyl Decanoate 0.3 Ethylhexylglycerin Ethylhexylglycerin 0.1 water Add to 100

[0162] 4.2 Gels

[0163] a) Photosensitive Aloe Vera Emergency Gel

[0164] Element EU INCI quantity Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 0.6 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 6.0 Dragoxat® 89 Ethylhexyl isononanoate 5.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 1.5 Frescolat® X-Cool Menthyl acetaminooxalate 1.0 SymRelief® 100 Bisabolol, ginger root extract 0.1 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 0.8 DL-α-tocopherol Tocopherol 0.1 Carbopol® Ultrez 20 polymer Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.4 water water Add to 100 glycerin glycerin 3.0 SymMollient® W / S Tridecyl alcohol polyether-9, PEG-5 isonononate, water 1.0 SymDiol® 68 1,2-Hexanediol, Octanediol 0.5 SymSave® H Hydroxyacetophenone 0.5 Hydroviton® Upgraded Version 2290 Water, pentylene glycol, glycerol, fructose, urea, citric acid, sodium hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 2.5 3-Hydroxypropyl Decanoate 1.0 Aloe vera gel concentrate Curacao Aloe Vera Leaf Juice 1.5 10% sodium hydroxide solution Water, sodium hydroxide 0.7 essential oils essence 0.5 pigment 0.03

[0165] b) Aftershave

[0166] Element EU INCI content Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 1.0 Dragoxat® 89 Ethylhexyl isononanoate 5.0 SymMollient® S Cetearyl nonanoate 1.0 Tocopheryl acetate Tocopheryl acetate 0.25 water water Add to 100 Pemulen™ TR-2 Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.3 10 / 1 Aloe Vera Gel Concentrate Curacao Aloe Vera Leaf Juice 0.5 SymCare® W2 PEG-40 hydrogenated castor oil, tridecyl alcohol polyether-9, pentanediol, 4-tert-butylcyclohexanol, propylene glycol, water, hydroxyphenylpropionamide benzoic acid 1.0 glycerin glycerin 3.0 SymDiol® 68 1,2-Hexanediol, Octanediol 0.5 SymSave® H Hydroxyacetophenone 0.5 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 0.2 Extrapone® Glacier Water GW Glycerin, water 1.0 Allantoin Allantoin 0.15 3-Hydroxypropyl undec-10-enoate 0.25 10% sodium hydroxide solution Water, sodium hydroxide 0.54 essential oils essence 1.0 Frescolat® ML crystal Menthyl lactate 0.5

[0167] c) After-sun cooling gel

[0168] Element EU INCI quantity water water Add to 100 Hydrolite® 5 Green Pentylene glycol 2.5 SymSave® H Hydroxyacetophenone 0.5 Panthenol 75W Panthenol 0.5 1,3-Butanediol Butylene glycol 3.0 99.5% glycerin glycerin 2.0 DragoCalm® Water, glycerin, oat kernel extract 1.5 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 5.0 Dragosine® Carnosine 0.1 Nativacare™ 5600 corn starch 2.0 Guar gum Guar gum 0.1 Rheocare® XGN Xanthan Gum 0.1 Solubilizer PEG-40 hydrogenated castor oil, tridecyl alcohol polyether-9, propylene glycol, water 1.5 SymMollient® W / S Tridecyl alcohol polyether-9, PEG-5 isonononate, water 1.0 SymBright® 2036 Perilla lactone 0.1 SymSitive® 1609 Pentylene glycol, 4-tert-butylcyclohexanol 1.0 SymUrban® benzyldimethoxydimethylchalcone 0.15 Frescolat® ML crystal Menthyl lactate 0.3 3-Hydroxypropylbenzoate 0.1 essential oils essence 0.05 10% sodium hydroxide solution Water, sodium hydroxide 0.8 pigment 0.4 Extrapone® Cucumber CL Water, propylene glycol, cucumber juice 1.0 SymFinity® 1298 Echinacea extract 0.06

[0169] d) Men's aftershave

[0170] Element EU INCI quantity Deionized water water Add to 100 glycerin glycerin 3.00 Dermosoft® 1388 Water, glycerin, sodium levulinate, sodium anethole 3.00 Tego® Care CG90 Cetearyl glucoside 1.00 Covathick 2009 Microcrystalline cellulose, cellulose gum 0.50 Cutina® GMSV Glyceryl stearate 1.00 Refined coconut oil, organic Coconut (coconut) seed oil 10.00 Dermofeel® BGC Butylene glycol dioctyl ester / didecanoate 5.00 Keltrol® CG-SFT Xanthan Gum 0.30 Genuvisco® CG-131 Carrageenan 0.30 10% citric acid solution Water, citric acid 1.70 ethanol ethanol 5.00 essential oils essence 0.50 Dragosantol® 100 Bisabolol 0.20 Frescolat® X-Cool Menthyl acetaminooxalate 1.00 3-Hydroxypropyl dodecanoate 0.20 Green SymCalmin® Butylene glycol, pentylene glycol, hydroxyphenylpropionamide benzoic acid 1.00

[0171] e) Transparent beard gel

[0172] Element INCI quantity water water Add to 100 Edeta® BD Disodium ethylenediaminetetraacetate 0.10 glycerin glycerin 3.00 SymOcide® PH Phenoxyethanol, hydroxyacetophenone, octanediol, water 0.50 Keltrol® CG-T Xanthan Gum 0.10 Aristoflex® AVC Acryloyldimethyltaurate ammonium / VP copolymer 2.00 KeraSym™ Shield Pentylene glycol, water, glycerin, wheat bran extract, 1,2-hexanediol, octylene glycol 1.00 Actipone® Arctic Cloudberry GW (Arctic Cloudberry Extract) Glycerin, water, Rubus seed extract 0.50 Hydroviton® Upgraded Version 2290 Water, pentylene glycol, glycerol, fructose, urea, sodium citrate hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 1.00 Propylene glycol Propylene glycol 1.50 10% sodium hydroxide solution Water, sodium hydroxide 0.15 SymSol® PF-3 Water, sodium lauryl sulfacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 3.00 essential oils essence 0.40 Hydrolite® 5 Pentylene glycol 3.75 3-Hydroxypropyl 4-methoxybenzoate 0.25 96% ethanol ethanol 18.00 Frescolat® MGA Menthone glycerol acetal 0.25 SymCalmin® Pentylene glycol, butanediol, hydroxyphenylpropionamide, benzoic acid 0.50 SymDeo® B125 2-Methyl-5-cyclohexylpentanol 0.1

[0173] 4.3 Emulsion

[0174] a) Anti-wrinkle night lotion

[0175] raw material INCI quantity Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.5 Dragoxat® 89 Ethylhexyl isononanoate 2.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 2.0 SymRepair® 100 Hexyldecyl alcohol, bisabolol, hexadecyl hydroxyproline palmitamide, stearic acid, rapeseed sterol 2.5 Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride 3.0 Green SymMollient® S Cetearyl nonanoate 2.0 Isohexamethylenetetramine Diisopropyl adipate 2.0 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 2.0 DL-α-tocopherol Tocopherol 0.5 Argan kernel oil Argan oil 1.0 Jojoba oil Jojoba seed oil 1.0 Avocado oil CA avocado oil 1.0 SymUrban® benzyldimethoxydimethylchalcone 0.5 Food color: Iron oxide red E172 CI77491 0.005 Keltrol® CG-BT Xanthan Gum 0.2 Cosmedia® SP Sodium polyacrylate 0.5 water water Add to 100 glycerin glycerin 3.0 Edeta® BD Disodium ethylenediaminetetraacetate 0.1 SymSave® H Hydroxyacetophenone 0.5 SymDiol® 68 1,2-Hexanediol, Octanediol 0.5 Actipone® Laminaria Saccharina GW CA (Giant Kelp Extract) Glycerin, water, and giant kelp extract 1.0 Macadamia nut oil Macadamia ulmoides seed oil 2.0 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 2.0 Hydrovition® Upgrade Version 2290 Water, pentylene glycol, glycerol, fructose, urea, citric acid, sodium hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 2.0 3-Hydroxypropyl Decanoate 0.3 SymVital® AR Ginger (ginger extract) 0.2 96% ethanol ethanol 3.0 10% sodium hydroxide solution Water, sodium hydroxide 0.7 essential oils essence 0.3

[0176] b) Facial and body basic care cream

[0177] raw material INCI quantity Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.0 Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 0.5 Lanette® O Cetearyl alcohol 3.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 4.0 Green SymMollient® S Cetearyl nonanoate 4.0 Refined Brazilian wood cream Mulu star fruit palm seed oil, sunflower seed oil, tocopherol 2.0 water water Add to 100 Dragosine® Carnosine 0.2 Carbopol® Ultrez 21 polymer Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.2 glycerin glycerin 3.0 Keltrol® CG-T Xanthan Gum 0.1 SymSave® H Hydroxyacetophenone 0.6 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 5.0 DL-α-tocopherol Tocopherol 0.1 essential oils essence 0.4 SymCalmin® Pentylene glycol, butanediol, hydroxyphenylpropionamide benzoic acid 2.0 3-Hydroxypropyl Decanoate 0.6 10% sodium hydroxide solution Water, sodium hydroxide 0.4

[0178] c) Barrier Repair Cream

[0179] Element INCI quantity Abil 350 polydimethylsiloxane 0.5 Allantoin Allantoin 0.25 Ceramide BIO Hexadecyl hydroxyproline palmitamide 0.5 Dracorin® CE Glyceryl stearate citrate 1.5 Dragoxat® 89 Ethylhexyl isononanoate 2.0 Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.0 Extrapone® RosemaryGW (Rosemary Extract) Glycerin, water, rosemary leaf extract 0.5 essential oils essence 0.1 85% glycerin glycerin 3.0 Glyceryl stearate Glyceryl stearate 2.0 Hydroviton® 24 Water, glycerin, sodium lactate, triethanolamine lactic acid, serine, lactic acid, urea, sorbitol, sodium chloride, dodecyl diethylidene diaminoglycine, dodecyl aminopropylglycine, allantoin 1.0 Isodragol® Three Different Essences 3.0 Lanette® O Cetearyl alcohol 2.0 10% sodium hydroxide solution Water, sodium hydroxide 0.3 Vegetable oil triglycerides Caprylic / Capric Triglyceride 10.0 SymCalmin® Pentylene glycol, butanediol, hydroxyphenylpropionamide benzoic acid 1.0 3-Hydroxypropylbenzoate 0.35 SymRepair® 100 Hexyldecyl alcohol, bisabolol, hexadecyl hydroxyproline palmitamide, stearic acid, rapeseed sterol 2.0 SymDiol® 68 T Octanediol, 1,2-Hexanediol, Cycloheptatrienolone 1.0 Tegosoft® PC 31 Polyglycerol 3-octanoate 0.3 Tocopheryl acetate Tocopheryl acetate 0.3 Deionized water water Add to 100 Trisodium ethylenediaminedisuccinate Trisodium ethylenediaminedisuccinate 0.1

[0180] d) Detoxifying makeup primer

[0181] Element EU INCI quantity water water Add to 100 99.5% glycerin glycerin 1.0 Sodium benzoate Sodium benzoate 0.3 Dragosine® Carnosine 0.1 UniqSens® SFE-System Pectin, xanthan gum, carrageenan 1.25 Keltrol® CG-SFT Xanthan Gum 0.25 Dermofeel® Sensolv Isoamyl laurate 2.5 essential oils essence 0.3 SymOcide® PS Phenoxyethanol, Decanediol, 1,2-Hexanediol 0.6 3-Hydroxypropyl undec-10-enoate 0.15 Actipone® Alpha Cranberry CA Glycerin, Cranberry Fruit Extract, Pentylene Glycol, Glyceryl Caprylate 1.5 10% citric acid solution Water, citric acid 0.15

[0182] e) Eye cream for mature skin

[0183] Element EU INCI quantity water water Add to 100 Dermosoft® 1288 Glycerin, water, sodium levulinate, sodium anethole 3.5 glycerin glycerin 3.0 Sisterna SP30-C Sucrose distearate 3.0 Lanette® O Cetearyl alcohol 2.0 Sisterna SP70-C Sucrose stearate 1.0 Keltrol® CG-SFT Xanthan Gum 0.3 Amisoft® HS-11P(F) Sodium stearoyl glutamate 0.2 Genuvisco® CG-131 Carrageenan 0.1 Cocoa butter Cocoa seed butter 2.0 Avocado oil Avocado oil 2.0 Vegetable oil triglycerides Caprylic / Capric Triglyceride 17.0 essential oils essence 1.0 3-Hydroxypropyl Decanoate 0.6 SymOcide® PH Phenoxyethanol, hydroxyacetophenone, octanediol, water 1.0 10% citric acid solution Water, citric acid 3.5

[0184] f) Refreshing and soothing after-sun repair cream

[0185] Element EU INCI quantity Dracorin® CE Glyceryl stearate citrate 2.5 Cutina® GMS V Glyceryl stearate 2.5 Coconut oil Coconut oil 3.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 8.0 Vegetable oil triglycerides Caprylic / Capric Triglyceride 4.0 Tocopherol Tocopherol 0.05 3-Hydroxypropyl 4-methoxybenzoate 0.05 Deionized water water Add to 100 glycerin glycerin 2.0 SymOcide® PS Phenoxyethanol, Decanediol, 1,2-Hexanediol 1.0 Nativacare® 8600 Rice starch 1.0 Keltrol® CG-SFT Xanthan Gum 0.4 Rhamnosesilanol Silanetriol (and) rhamnose 3.0 75L D-panthenol Panthenol 1.0 essential oils essence 0.3

[0186] 4.4 No-rinse oil-in-water emulsion

[0187] a) Infant erythema cream

[0188] raw material INCI quantity Dehymuls® PGPH Polyglycerol-2-dihydroxystearate 5.25 Tegosoft® MM Myristyl myristate 1.00 Cocoa butter Cocoa seed butter 0.50 Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride 5.00 DL-α-tocopherol Tocopherol 0.10 Jojoba oil Jojoba seed oil 10.00 Bentone Gel® GTCCV Caprylic / capric triglycerides, silachlorite hydrate, propylene carbonate 2.50 Sweet almond oil (organic) Sweet almond oil 10.00 Cutina® HR Hydrogenated castor oil 2.50 Zinc oxide Zinc oxide 1.20 Cetiol® SB 45 Shea butter 0.50 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.00 3-Hydroxypropyl dodecanoate 0.45 water water Add to 100 Magnesium sulfate heptahydrate Magnesium sulfate heptahydrate 0.50 glycerin glycerin 5.00 SymOcide® PS Phenoxyethanol, Decanediol, 1,2-Hexanediol 1.00 Hydrolite® 5 Green Pentylene glycol 1.00 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 5.00 Extrapone® Cotton Milk P Glycerin, water, PEG-40 hydrogenated castor oil, tridecyl alcohol polyether-9, skim milk powder, cottonseed oil, 1,2-hexanediol, octanediol 1.00 DragoCalm® Water, glycerin, oat kernel extract 1.00 essential oils essence 0.05

[0189] b) Natural Anti-Stretch Mark Cream

[0190] raw material INCI quantity Deionized water water Add to 100 85% glycerin Glycerin; Water 7.00 Zinc sulfate heptahydrate Zinc sulfate 1.00 Cristalhyal MW+ Sodium hyaluronate 0.05 Dermofeel® GOSoft Polyglycerol-2-sesquioleate 2.50 SymLite® G8 Caprylic glyceride 0.50 Kahlwax 8104 White beeswax 2.00 Cutina HRPowder Hydrogenated castor oil 0.50 Dermofeel® sensolv Isoamyl laurate 8.00 Refined and rustic Aso fruit oil Large-flowered cocoa seed butter; tocopherols; sunflower seed oil 2.00 Refined almond oil (European Pharmacopoeia) Sweet almond oil 2.00 Dermofeel® Toco70 non GM Tocopherols, sunflower seed oil 0.20 DL-α-Tocopherol Acetate Tocopheryl acetate 0.50 magnesium stearate magnesium stearate 0.70 Vegetable-grade plant squalane squalane 10.00 3-Hydroxypropylbenzoate 0.80 HydraproneNature Betaine, water, glycerin, hydrogenated lecithin, honey, caprylic / capric triglyceride, potassium sorbate, xanthan gum, cinnamic acid, levulinic acid, pectin, sodium levulinate, tocopherol, sodium phytate 2.00 essential oils essence 0.35

[0191] c) Windproof Moisturizing Cream

[0192] raw material INCI quantity Deionized water water Add to 100 85% glycerin Glycerin; Water 7.00 Zinc sulfate heptahydrate Zinc sulfate 1.00 Dermofeel® GO Soft Polyglycerol-2-sesquioleate 2.50 Kahlwax 8104 White beeswax 2.00 Cutina HR Powder Hydrogenated castor oil 1.00 Dermofeel® sensolv Isoamyl laurate 7.00 Refined and rustic Aso fruit oil Large-flowered cocoa seed butter; tocopherols; sunflower seed oil 2.00 SOFTIGEN® PURA Soybean oil 5.00 Dermofeel® Toco 70 non GM Tocopherols, sunflower seed oil 0.20 3-Hydroxypropylbenzoate 0.20 DL-α-Tocopherol Acetate Tocopheryl acetate 0.50 magnesium stearate magnesium stearate 0.70 Vegetable-grade plant squalane squalane 10.00 Organic denatured ethanol denatured alcohol 5.00 essential oils essence 0.35

[0193] d) Natural Aloe Vera Night Cream

[0194] raw material INCI quantity Deionized water water Add to 100 99.5% glycerin glycerin 2.0 Dermofeel PA-3 Sodium phytate; water; ethanol 0.1 3-Hydroxypropyl undec-10-enoate 0.4 Dermosoft 1388 eco Glycerin, water, sodium levulinate, sodium anethole 3.0 Magnesium aluminum silicate super particles Magnesium aluminum silicate 0.5 Keltrol CG-RD Xanthan Gum 0.5 Dermofeel SL Sodium stearoyl lactylate 2.0 Dermofeel PS Polyglycerol-3 stearate 3.0 Dermosoft decalact MB Sodium hexanoyl / lauroyl lactyl lactylate 0.8 Vegetable-grade plant squalane squalane 4.0 Cegosoft SBE Shea butter; tocopherol 2.0 Cutina GMS Glyceryl stearate 2.0 Lanette® O Cetearyl alcohol 1.0 Sunflower oil Sunflower seed oil 4.0 Dermofeel sensolv Isoamyl laurate 5.0 10 / 1 Aloe Vera Gel Concentrate Curacao Aloe Vera Leaf Juice 0.3 essential oils essence 0.3

[0195] e) Heel Crack Repair Cream

[0196] raw material INCI quantity Deionized water water Add to 100 99.5% glycerin glycerin 4.5 RonaCare allantoin Allantoin 0.2 SymOcide PS Phenoxyethanol, Decanediol, 1,2-Hexanediol 0.5 Zinc sulfate heptahydrate, Emprove (European Pharmacopoeia) Zinc sulfate 1.0 Panthenol 75W Panthenol, water, citric acid 1.0 Urea beads Improve urea 10.0 Dermofeel PGPR Polyglycerol-3 polyricinoleate 5.0 Dermofeel PO Glyceryl oleate, tocopherol, ascorbyl palmitate 1.0 SOFTIGEN® PURA Soybean oil 5.0 Pharmalan (European Pharmacopoeia) Lanolin, BHT 1.0 Dermofeel viscolid Hydrogenated vegetable oil 1.0 Natural Jojoba Oil Jojoba seed oil 5.0 DL-α-tocopherol Tocopherol 0.2 3-Hydroxypropyl dodecanoate 0.9 Vegetable-grade plant squalane squalane 8.0 Zinc stearate Zinc stearate 0.5 ethanol Alcohol 5.0 methanol Menthol 0.1 Extrapone Marigold GW (Calendula Extract) Glycerin, water, calendula extract, glucose 1.0 essential oils essence 0.35

[0197] 4.5 Sunscreen Care

[0198] a) Sunscreen lotion (oil-in-water emulsion)

[0199] Element INCI quantity Dehymuls PGPH Polyglycerol-2-dihydroxystearate 3.0 Beeswax 8100 beeswax 1.0 Monomuls 90-0-18 Glyceryl oleate 1.0 Zinc stearate Zinc stearate 1.0 Cetiol SN Cetearyl isononanoate 5.0 Cetiol OE Dioctyl ether 5.0 Tegosoft TN C12-15 alkylbenzoate 4.0 Vitamin E Tocopherol 0.5 Neo Heliopan® OS Ethylhexyl salicylate 5.0 Neo Heliopan® AV Ethylhexyl methoxycinnamate 7.5 Uvinul® T150 Ethylhexyltriazine 1.5 distilled water water Add to 100 Trilon BD Disodium ethylenediaminetetraacetate 0.1 glycerin glycerin 5.0 10% Neo Heliopan® AP solution neutralized with sodium hydroxide Disodium phenyldibenzimidazole tetrasulfonate 15.0 essential oils essence 0.3 3-Hydroxypropyl 4-methoxybenzoate 0.5 α-bisabolol Bisabolol 0.1 SymOcide® PT Phenoxyethanol, Cycloheptatrienolone 0.3

[0200] b) Anti-pollution hair care products (SPF15)

[0201] raw material INCI quantity Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride 18.0 SymOleo® Vita7 (637260) Wild soybean oil, cottonseed oil, mango seed oil, olive fruit oil, avocado oil, sweet almond oil, cocoa seed butter 2.0 SymMollient® PDCC (102119) Propylene glycol dioctyl ester / decyl ester 5.0 Neo Heliopan® BMT0 (102814) Diethylhexyloxyphenol methoxyphenyl triazine 2.0 Neo Heliopan® 303 (600154) Octylene 5.0 Neo Heliopan® OS (131494) Ethylhexyl salicylate 5.0 Cetiol® CC dioctyl carbonate 5.0 3-Hydroxypropyl undec-10-enoate 0.6 Sweet almond oil (659831) Sweet almond oil 15.0 Cottonseed oil (628612) cottonseed oil 15.0 Refined grape seed oil for winemaking (604680) Wine grape (grape) seed oil 12.0 Xiameter® PMX-345 Cyclopentasiloxane, cyclohexylsiloxane 10.0 SymHair® Shape & Color (805457) Cetearyl nonanoate, wheat germ oil, caprylic / capric triglyceride, linoleic acid, wheat bran extract, wheat germ extract, camellia seed oil 1.0 SymDecanox™ HA (972276) Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 2.0 essential oils essence 2.4

[0202] c) Dark-toned BB cream SPF-20 (expected)

[0203] raw material INCI quantity Emulsiphos® Cetyl phosphate potassium hydrogenated palm glyceride 2.5 Eumulgin® SG Sodium stearoyl glutamate 0.5 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 2.0 Lanette® O Cetearyl alcohol 1.0 Dragoxat® 89 Ethylhexyl isononanoate 1.0 Cutina® PES Pentaerythritol distearate 1.0 SymMollient® S Cetearyl nonanoate 1.0 Xiameter® PMX-0245 Cyclopentasiloxane Cyclopentasiloxane 2.0 Xiameter PMX-200 silicone oil 50cs polydimethylsiloxane 1.0 Neo Heliopan® 357 Butylmethoxydibenzoylmethane 3.0 Neo Heliopan® 303 Octylene 7.0 Neo Heliopan® HMS Humosalt 7.0 Neo Heliopan® OS Ethylhexyl salicylate 5.0 SymDecanox™ HA Caprylic / Capric Triglyceride Hydroxymethoxyphenyldecone 2.0 talc talc 2.0 Food-grade pigment titanium dioxide powder E171 Ci 77891 0.8 Keltrol® CG-SFT Xanthan Gum 0.4 Carbopol® Ultrez20 polymer Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.3 EDTA NA2 Disodium ethylenediaminetetraacetate 0.2 water water Add to 100 Neo Heliopan® Hydro Phenylenoidimidazolium sulfonic acid 1.0 Biotive® L-Arginine Arginine 1.0 10% sodium hydroxide solution Water, sodium hydroxide 0.7 Cosmetic brown powder CI 77891, CI 77492, CI 77491, CI 77499 1.5 Food coloring iron oxide yellow E172 CI 77492 0.3 glycerin glycerin 3.0 Hydrolite® 5 Green Pentylene glycol 1.5 Hydrolite® CG Octanediol 0.2 SymSave® H Hydroxyacetophenone 0.5 Hydroviton® Upgraded Version 2290 Water, pentylene glycol, glycerol, fructose, urea, citric acid, sodium hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 2.0 3-Hydroxypropylbenzoate 1.0 essential oils essence 0.5

[0204] d) Natural Tanning Sunscreen SPF30

[0205] raw material INCI quantity water water Add to 100 Vivapur® CS Tex Sun Microcrystalline cellulose, cellulose gum 1.0 Vivapur® CS 032 XV Microcrystalline cellulose, xanthan gum 1.0 SymSave® H Hydroxyacetophenone 0.5 Hydrolite® 5 Green Pentylene glycol 1.5 Hydrolite® CG Octanediol 0.25 Dragosine® Carnosine 0.2 Neo Helipan® BMT Diethylhexyloxyphenol methoxyphenyl triazine 3.5 Neo Heliopan® 357 Butylmethoxydibenzoylmethane 4.5 Neo Heliopan® 303 Octylene 7.5 Neo Heliopan® HMS Humosalt 8.0 Neo Heliopan® OS Ethylhexyl salicylate 4.0 Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.5 SymSol® PF-3 Water, pentylene glycol, sodium lauryl sulfoacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 2.0 Green SymMollient® S Cetearyl nonanoate 1.5 Dragoxat® 89 Ethylhexyl isononanoate 2.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 2.0 Mango butter Mango seed fat 3.0 3-Hydroxypropyl undec-10-enoate 0.7 Prisorine® 3505 Isostearic acid 1.5 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 Floraesters K-100® Jojoba Oil Hydrolyzed jojoba esters, jojoba esters, water 0.5 Edeta® BD Disodium ethylenediaminetetraacetate 0.1 Keltrol® CG-BT Xanthan Gum 0.3 Phytoconcentrole® Carrot Sunflower seed oil, beta-carotene, carrot root extract 1.0 SymBronze® 1659 Caprylic / capric triglycerides, golden algae extract 2.0 Tapioca Pure Tapioca starch 2.0 Pure cassava essence 0.5 Pearl Gold Makeup Powder BB Mica, titanium dioxide (CI77891), iron oxide (CI77491) 2.0

[0206] e) UV protection spray SPF50

[0207] Element INCI quantity Isolan GPS Isododecane 10.0 Dermofeel sensolv MB Diethylhexyl carbonate 5.0 Tegosoft DC MB Phenoxyethyl octanoate 5.0 Neo Heliopan 357 (622501) Butylmethoxydibenzoylmethane 5.0 Neo Heliopan HMS (182573) Humosalt 5.0 Neo Heliopan 303 (600154) Octylene 5.0 Neo Heliopan OS (131494) Ethylhexyl salicylate 5.0 Neo Heliopan BMT (102814) Diethylhexyloxyphenol methoxyphenyl triazine 4.0 Uvinul T150 Ethylhexyltriazine 3.0 Dermofeel Toco 70 non GMO Tocopherols, sunflower seed (sunflower) oil 0.5 3-Hydroxypropyl 4-methoxybenzoate 0.9 Tego SP 13 Sun Up C10-30 alkyl polyacrylate 0.4 SymEffect Sun (105604) White beeswax, sodium stearoyl lactylate 1.5 SymRepair 100 (445662) Hexyldecyl alcohol, bisabolol, hexadecyl hydroxyproline palmitamide, stearic acid, rapeseed sterol 1.0 SymDecanox HA (972276) Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 PCL Liquid 100 (660089) Cetearyl alcohol ethylhexanoate 2.0 essential oils essence 0.5 Dermosoft OMP Methylpropanediol, octanediol, phenylpropanol 3.0 water water Add to 100 Neo Heliopan Hydro(103089) Phenylenoidimidazolium sulfonic acid 2.0 glycerin Glycerin, water 0.5 10% sodium hydroxide solution Water, sodium hydroxide 0.3 EDTA BD Disodium ethylenediaminetetraacetate 0.1 Dragosine (844033) Carnosine 0.1 Triethanolamine Triethanolamine 0.1

[0208] f) Urban sunscreen spray SPF50+ (expected)

[0209] Element INCI quantity water water Add to 100 Vivapur® CS Tex sun Microcrystalline cellulose, cellulose gum 1.0 Vivapur® CS 032 XV Microcrystalline cellulose, xanthan gum 1.0 SymOcide® PH Phenoxyethanol, hydroxyacetophenone, octanediol, water 1.4 Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.5 Dragoxat®89 Ethylhexyl isononanoate 2.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 3.5 SymSol® PF-3 Water, pentylene glycol, sodium lauryl sulfoacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 2.0 Prisorine™ 3505 Isostearic acid 1.5 Neo Heliopan® BMT Diethylhexyloxyphenol methoxyphenyl triazine 2.5 Neo Heliopan® 357 Butylmethoxydibenzoylmethane 4.5 Neo Heliopan® 303 Octylene 10.0 Neo Heliopan® HMS Humosalt 10.0 Neo Heliopan® OS Ethylhexyl salicylate 5.0 Dragosine® Carnosine 0.2 SymUrban® benzyldimethoxychalcone 0.2 SymVital® AR 3040 ginger (ginger) root extract 0.1 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 Floraesters K-100® Jojoba Oil Hydrolyzed jojoba esters, jojoba esters, water 0.5 3-Hydroxypropyl Decanoate 0.15 EDTA BD Disodium ethylenediaminetetraacetate 0.1 Keltrol® CG-BT Xanthan Gum 0.3 essential oils essence 0.5 Farmal® MS6135 Calcium octenyl succinate starch 2.0 cassava Tapioca starch 1.5

[0210] g) Sunscreen spray, * SPF50+, super waterproof

[0211] Element INCI quantity Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 2.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 5.0 Green SymMollient® S Cetearyl nonanoate 2.5 Neo Heliopan® 357 Butylmethoxydibenzoylmethane 5.0 Neo Heliopan® HMS Humosalt 8.0 Neo Heliopan® 303 Octylene 8.0 Neo Heliopan® OS Ethylhexyl salicylate 4.0 Neo Heliopan® BMT Diethylhexyloxyphenol methoxyphenyl triazine 4.0 3-Hydroxypropylbenzoate 0.5 DL-α-tocopherol Tocopherol 0.2 Edeta® BD Disodium ethylenediaminetetraacetate 0.1 SymEffect® Sun White beeswax, sodium stearoyl lactylate 3.0 Keltrol® CG-SFT Xanthan Gum 0.2 water water Add to 100 Neo Heliopan® Hydro Phenylenoidimidazolium sulfonic acid 1.5 Biotive® L-Arginine Arginine 1.0 Dragosine® Carnosine 0.1 SymSave® H Hydroxyacetophenone 0.5 Hydrolite® 5 Green Pentylene glycol 1.8 Cranberry Oil CC Large-fruited blueberry seed oil 1.0 Pure cassava Tapioca starch 2.0 VITACEL® CS 20 FC Cellulose 2.0 essential oils essence 0.3

[0212] 4.6 Wet wipes

[0213] a) Acne-Clearing Wipes

[0214] Element INCI quantity Farnesol Farnesol 0.2 Methylisothiazolinone Methylisothiazolinone 0.1 Isopropanol Isopropanol 45.0 distilled water water Add to 100 Chamomile CL Chamomile (mother chamomile) flower water, butylene glycol, pentylene glycol 1.0 3-Hydroxypropylbenzoate 1.0 witch hazel distilled spirits North American witch hazel (Witch hazel) water, water, ethanol, North American witch hazel (Witch hazel) extract 1.0 10% citric acid solution Water, citric acid 0.03 essential oils essence 0.1 Hydroxyethoxyphenylbutanone Hydroxyethoxyphenylbutanone 0.4

[0215] b) Feminine hygiene wipes

[0216] Element INCI quantity Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 2.2 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 3.0 SymCalmin® Pentylene glycol, butanediol, hydroxyphenylpropionamide benzoic acid 1.0 3-Hydroxypropyl dodecanoate 0.6 Frescolat® X-Cool Menthyl acetaminooxalate 0.5 essential oils essence 0.2 distilled water water Add to 100 Pemulen™ TR-2 high molecular weight emulsifier Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.2 SymOcide® PH Phenoxyethanol, hydroxyacetophenone, octanediol, water 1.3 Potassium sorbate Potassium sorbate 0.1 Extrapone® Camomille GW (Chamomile Extract) Glycerin, water, chamomile, chamomile flower extract 0.5 10% sodium hydroxide solution Water, sodium hydroxide 0.45 PCA Cocoyl Arginine Ethyl Ester Salt PCA Cocoyl Arginine Ethyl Ester Salt 0.1

[0217] 4.7 Lip Care

[0218] a) Refreshing lip gloss

[0219] raw material INCI quantity Covaclear Isonononyl isononate, polybutene, pentaerythritol tetraisostearate, isostearyl alcohol 19.7 PCL - solid Stearyl heptanoate, stearyl octanoate 8.0 Isodragol Three Different Essences 7.0 Dragoxat® 89 Ethylhexyl isononanoate 5.0 Rewopal® PIB1000 Polyisobutylene 8.0 Covapate Unired LC3703 Castor seed oil, CI15850 0.006 Versagel® ME750 Hydrogenated polyisobutylene, ethylene / propylene / styrene copolymer, butene / ethylene / styrene copolymer Add to 100 Tocopheryl acetate Tocopheryl acetate 0.3 3-Hydroxypropyl 4-methoxybenzoate 0.1 Frescolat® X-Cool Menthyl acetaminooxalate 1.0 Frescolat® ML Menthyl lactate 0.5 SymRelief® 100 Bisabolol, ginger root extract 0.1 fragrance Flavor 0.1

[0220] 4.8 face mask

[0221] a) Temperature-sensitive mineral mask

[0222] Element EU INCI quantity glycerin glycerin 3.0 Keltrol® CG-SFT Xanthan Gum 0.3 water water Add to 100 Edeta BD Disodium ethylenediaminetetraacetate 0.1 Kaolin Kaolin 10.0 Bentonite Bentonite 5.0 Dracorin® CE Glyceryl stearate citrate 2.0 Lanette® O Cetearyl alcohol 1.7 Brij™ 72 Stearyl alcohol polyether-2 0.8 Green SymMollient® S Cetearyl nonanoate 1.0 Mango butter Mango seed fat 0.8 3-Hydroxypropyl dodecanoate 1.2 DL-α-tocopherol Tocopherol 0.2 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 0.1 SymClariol® Sebacdiol 0.25 SymSave® H Hydroxyacetophenone 0.5 Hydrolite® 5 Green Pentylene glycol 4.0 30% citric acid solution Water, citric acid 0.07 SymVital® AR 3040 Ginger (ginger extract) 0.15 Thermolat® Vanillyl alcohol butyl ether, 1,2-hexanediol, octanediol 0.3 Hydroviton® Upgraded Version 2290 Water, pentylene glycol, glycerol, fructose, urea, citric acid, sodium hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 2.0 essential oils essence 0.3 Extrapone Charcol® G CA Glycerin, Charcoal 5.0 Extrapone® CoconutWater GW (Coconut Water Extract) Water, glycerin, coconut juice 10.0 Pigment I 0.8 Pigment II 4.0

[0223] b) Brightening Dream Mask

[0224] Element EU INCI quantity water water Add to 100 SymSave® H Hydroxyacetophenone 0.5 EDTA Na2 Disodium ethylenediaminetetraacetate 0.1 Emulsiphos potassium cetyl phosphate, hydrogenated palmitate 4.0 Dragosine® Carnosine 0.2 Lanette® O Cetearyl alcohol 2.0 Lanette® 22 Mountain Yu Chun 1.0 Natural rice bran wax Rice bran ceramide 0.5 White beeswax BP White beeswax 1.5 Mango butter Mango seed fat 2.0 3-Hydroxypropyl Decanoate 0.8 Green SymMollient® S Cetearyl nonanoate 2.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 4.0 Sweet almond oil (organic) Sweet almond oil 3.0 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 SymBright® 2036 Perilla lactone 0.1 Frescolat® X-Cool Menthyl acetaminooxalate 0.5 DL-α-tocopherol Tocopherol 0.2 Aqua Keep 10SH-NFC Sodium acrylate cross-linked polymer-2 2.0 Covacryl MV60 Sodium polyacrylate 1.0 Hydrolite® 5 Green Pentylene glycol 3.0 Extrapone® Glacier Water GW Glycerin, water 1.0 Pure cassava Tapioca starch 1.5 Sunshine Glitter Gold C81-3410 (Shining Gold Pigment) Synthesis of fluorophlogopite and titanium dioxide 0.4 essential oils essence 0.3

[0225] c) Detoxifying face mask

[0226] raw material INCI quantity water water Add to 100 glycerin glycerin 6.0 Propylene glycol Propylene glycol 30.0 Sodium stearate Sodium stearate 9.5 Pigment I 0.12 Pigment II 0.06 Green Hydrolite 5 Pentylene glycol 3.0 water water 10.0 Food-grade pigment titanium dioxide powder E171 CI 77891 2.0 Matte ImerCare Kaolin 5.0 SymVital AR 3040 Ginger (ginger extract) 0.1 3-Hydroxypropylbenzoate 0.4 DL-α-tocopherol Tocopherol 0.3 SymDetox 3,3,5-Trimethylcyclohexylsuccinate dicarboxamide 0.5 Extrapone Green Tea (Organic) GW (Organic Green Tea Extract) Water, glycerin, tea extract 1.0 essential oils essence 0.3

[0227] d) Glacier Water Brightening and Snow Skin Mask

[0228] raw material INCI quantity water water Add to 100 SymSave® H Hydroxyacetophenone 0.5 EDTA NA2 Disodium ethylenediaminetetraacetate 0.1 Emulsiphos® potassium cetyl phosphate, hydrogenated palmitate 4.0 Dragosine® Carnosine 0.2 Lanette® O Cetearyl alcohol 2.0 Lanette® 22 Mountain Yu Chun 1.0 Natural rice bran wax Rice bran ceramide 0.5 White beeswax BP White beeswax 1.5 3-Hydroxypropyl undec-10-enoate 0.8 Brazilian wood emulsion Mulu star fruit palm seed oil, sunflower seed oil, tocopherol 2.0 PCL - solid Stearyl heptanoate, stearyl octanoate 2.0 PCL-Liquid® Cetearyl alcohol ethylhexanoate, isopropyl myristate 4.0 Sweet almond oil (organic) Sweet almond oil 3.0 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 SymBright® 2036 Perilla lactone 0.1 Frescolat® X-Cool Menthyl acetaminooxalate 0.3 Aqua Keep 10SH-NFC Sodium acrylate cross-linked polymer-2 2.0 Covacryl MV60 Sodium polyacrylate 1.0 Hydrolite® 5 Green Pentylene glycol 3.0 Extrapone® Glacier Water GW Glycerin, water 1.0 Pure cassava Tapioca starch 1.5 SunShine Glitter Gold C81-3410 (Glittering Gold Pigment) Synthetic phlogopite (and) titanium dioxide 0.4 essential oils essence 0.3

[0229] 4.9 Concentrates and Solid Dosage Forms

[0230] a) Energy Concentrator

[0231] Element EU INCI quantity water water Add to 100 Pemulen™ TR-2 high molecular weight emulsifier Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.5 99.5% glycerin glycerin 2.0 SymVital® AR 3040 Ginger (ginger extract) 0.1 SymFinity® 1298 Echinacea extract 0.5 Hydrovition® Upgrade Version 2290 Water, pentylene glycol, glycerol, fructose, urea, citric acid, sodium hydroxide, maltose, sodium PCA, sodium chloride, sodium lactate, trehalose, allantoin, sodium hyaluronate, glucose 1.0 3-Hydroxypropyl dodecanoate 0.05 Extrapone® Orange (Organic) GW (Orange Extract) Water, glycerin, sweet orange juice 1.0 Actipone® Black CoffeeGW (Black Coffee Extract) Aqueous solution, Arabica coffee seed extract, Robusta coffee seed extract 0.5 SymSol® PF-3 Water, pentylene glycol, sodium lauryl sulfoacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 3.0 SymRepair® 100 Hexyldecyl alcohol, bisabolol, hexadecyl hydroxyproline palmitamide, stearic acid, rapeseed sterol 0.2 DL-α-tocopherol Tocopherol 0.2 Hydrolite® 5 Green Pentylene glycol 5.0 essential oils essence 0.1 10% sodium hydroxide solution Water, sodium hydroxide 1.5

[0232] b) Natural beauty essence (solid essence)

[0233] Element EU INCI quantity Mango butter Mango seed fat Add to 100 White beeswax White beeswax 14.0 Organic light carnauba wax Brazilian carnauba wax 6.0 Rice bran wax Rice bran wax 6.0 ImerCare® Pharma 00T talc 2.0 Hydrolite® 5 Green Pentylene glycol 2.0 benzyl alcohol benzyl alcohol 0.5 SymReboot™ L19 Maltodextrin, lactic acid bacteria fermentation products 0.5 Sweet almond oil (organic) Sweet almond oil 26.0 SymVital® AR 3040 Ginger (ginger extract) 0.2 3-Hydroxypropyl 4-methoxybenzoate 0.8 DL-α-tocopherol Tocopherol 0.5 Argan kernel oil Argan oil 1.0 essential oils essence 0.5

[0234] c) Solid body oil

[0235] Element EU INCI quantity Ethox 4075 Glyceryl isostearate, caprylic / capric acid glyceride 27.8 Sodium stearate Sodium stearate 2.8 Green SymMollient® S Cetearyl nonanoate 3.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 10.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 7.5 Isodragol Three Different Essences 5.0 Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride Add to 100 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 0.5 3-Hydroxypropyl Decanoate 0.75 DL-α-tocopherol Tocopherol 0.1 Hydrolite® 5 Green Pentylene glycol 1.0 SymSave® H Hydroxyacetophenone 0.1 SymFit® 1617 Trimethylcyclohexylbutylcarbamate 0.2 essential oils essence 0.3

[0236] d) Beard styling products

[0237] Element EU INCI quantity Eutanol® G Octyldodecyl alcohol 1.0 GP-1 Butyllauroyl glutamine 2.4 EB-21 Dibutylethylhexanoyl glutamine 1.6 Dragoxat® 89 Ethylhexyl isononanoate 14.0 SymTriol® Octanediol, 1,2-Hexanediol, Methylbenzyl alcohol 0.3 Sweet almond oil (organic) Sweet almond oil Add to 100 Jojoba oil (organic) Jojoba seed oil 10.0 SymRelief® 100 Bisabolol, ginger root extract 0.1 Hydrolite® 5 Green Pentylene glycol 2.0 SymLite® G8 Caprylic glyceride 0.5 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 10.0 Moringa oil CA Moringa seed oil 1.0 3-Hydroxypropyl Decanoate 1.0 SymHair® Shape & Color Cetearyl nonanoate, wheat germ oil, caprylic / capric triglyceride, linoleic acid, wheat bran extract, wheat germ extract, camellia seed oil 0.5 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.5 essential oils essence 1.0

[0238] e) Nighttime serum

[0239] Element EU INCI quantity PCL - Liquid Cetearyl alcohol ethylhexanoate, isopropyl myristate 8.0 Dragoxat 89 Ethylhexyl isononanoate 7.0 Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride Add to 100 Refined wheat germ oil Wheat germ oil 25.0 Avocado oil CA avocado oil 4.0 Refined Brazilian Palm Oil Mauri palm fruit oil 4.0 3-Hydroxypropyl dodecanoate 0.7 Jojoba oil Jojoba seed oil 10.0 DL-α-tocopherol Tocopherol 0.5 Wine grape (grape) seed oil Wine grape (grape) seed oil 10.5 SymDetox™ 1711 3,3,5-Trimethylcyclohexylsuccinate dicarboxamide 0.5 SymRepair 100 Hexyldecyl alcohol, bisabolol, hexadecyl hydroxyproline palmitamide, stearic acid, rapeseed sterol 4.0 Flowerconcentrole Rose (Rose Extract) Pentylene glycol, rose extract, bisabolol 1.0 SymDecanox HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0

[0240] f) Eye Serum

[0241] Element EU INCI quantity Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 1.50 Dracorin® CE Glyceryl stearate citrate 3.00 Dragoxat® 89 Ethylhexyl isononanoate 3.00 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 2.00 SymMollient® S Cetearyl nonanoate 2.00 SymRelief® 100 Bisabolol, ginger root extract 0.10 SymDetox™ 1711 3,3,5-Trimethylcyclohexylsuccinate dicarboxamide 0.50 Tocopheryl acetate Tocopheryl acetate 0.25 water water Add to 100 Keltrol® CG-F Xanthan Gum 0.20 Carbopol® Ultrez 10 polymer Carbomer 0.30 SymLift® Water, Trehalose, Glycerin, Pentylene Glycol, Beta-glucan, Barley Seed Extract, Sodium Hyaluronate, 1,2-Hexanediol, Octanediol 5.00 SymSave® H Hydroxyacetophenone 0.50 EDTA NA2 Disodium ethylenediaminetetraacetate 0.10 10% sodium hydroxide solution Water, sodium hydroxide 1.80 Hydrolite® 6 1,2-Hexanediol 1.00 glycerin glycerin 4.00 3-Hydroxypropyl 4-methoxybenzoate 0.4 caffeine caffeine 0.10 Retinyl palmitate Retinyl palmitate 0.10 essential oils essence 0.50

[0242] g) Sensitive scalp care (green solid shampoo)

[0243] Element EU INCI quantity Amisoft® MS-11 Sodium myristoyl glutamate 30.0 ELFAN® AT 84 Sodium cocoyl hydroxyethyl sulfonate 15.0 ImerCare® 02K-S Kaolin 18.8 3-Hydroxypropyl undec-10-enoate 1.5 Hydrolite® 5 Green Pentylene glycol 1.5 Dragosantol® 100 Bisabolol 0.1 Potassium sorbate Potassium sorbate 0.3 water water Add to 100 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.5 DL-α-tocopherol Tocopherol 0.5 Cetiol® SB 45 Shea butter 13.0 Extrapone® Rooibus GW Water, glycerin, linear asparagus leaf extract 1.0 SymReboot™ L19 Maltodextrin, lactic acid bacteria fermentation products 0.5 SymOleo® Vita7 Wild soybean oil, cottonseed oil, mango seed oil, olive fruit oil, avocado oil, sweet almond oil, cocoa seed butter 1.0 essential oils essence 1.2

[0244] h) Skin-renewing UV protection stick SPF30

[0245] Element EU INCI quantity Neo Heliopan® 357 Butylmethoxydibenzoylmethane 3.0 Neo Heliopan® 303 Octylene 8.0 Neo Heliopan® HMS Humosalt 5.0 Neo Heliopan® OS Ethylhexyl salicylate 5.0 Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 1.0 SymMollient® PDCC Propylene glycol dioctyl ester / decyl ester 7.0 Green SymMollient® S Cetearyl nonanoate 3.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 8.2 Isohexamethylenetetramine Diisopropyl adipate 1.5 Isodragol® Three Different Essences 3.0 Caprylic / Capric Triglyceride Caprylic / Capric Triglyceride 6.5 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 0.9 DL-α-tocopherol Tocopherol 0.1 3-Hydroxypropylbenzoate 0.15 Food-grade pigment brown E172+E171 powder Titanium dioxide (CI 77891), iron oxide (CI 77492), iron oxide (CI 77491), iron oxide (CI 77499) 3.0 Cosmetic Pigment Titanium Dioxide CI77891 Titanium dioxide 6.0 Vitacel® CS 20 FC Cellulose Add to 100 Candelilla LT281BI Candelilla wax 10.0 Kahlwax 6642 Organic Light Carnauba Wax Brazilian carnauba wax 9.5 Kahlwax 6290 berries Lacquer fruit peel wax 1.0 Refined shea butter, biological Shea butter 5.0 Aerosil® 200 silicon dioxide 1.0 essential oils essence 0.5 Baobab oil (organic) Baobab seed oil 1.0

[0246] i) Firming and Lifting Serum

[0247] Element EU INCI quantity water water Add to 100 SymSave® H Hydroxyacetophenone 0.5 Dragosine® Carnosine 0.1 Extrapone® Pearl GW (Pearl Extract) Water, glycerin, hydrolyzed pearl, xanthan gum 0.5 Aristoflex® AVC Acryloyldimethyltaurate ammonium / VP copolymer 0.6 PCL - solid Stearyl heptanoate, stearyl caprylate 3.5 Refined Brazil Nut Oil Brazilian fruit seed oil 1.0 3-Hydroxypropyl Decanoate 0.5 Isodragol® Three Different Essences 3.0 PCL-Liquid® 100 Cetearyl alcohol ethylhexanoate 5.0 Xiameter PMC-200 silicone oil 350 CS polydimethylsiloxane 1.0 Frescolat® X-Cool Menthyl acetaminooxalate 1.0 SymDecanox™ HA Caprylic / capric triglyceride, hydroxymethoxyphenyldecone 1.0 Dracorin® GOC Glyceryl oleate citrate; Caprylic / capric triglyceride 1.0 SymLift® Water, Trehalose, Glycerin, Pentylene Glycol, Beta-glucan, Barley Seed Extract, Sodium Hyaluronate, 1,2-Hexanediol, Octanediol 5.0 SunPURO® Pearl Silver C80-1608 (Pearl Silver Pigment) Titanium dioxide, mica 0.5 essential oils essence 0.3

[0248] j) Brightening Essence

[0249] Element EU INCI quantity water water Add to 100 Pemulen™ TR-2 high molecular weight emulsifier Acrylic ester / C10-30 alkyl acrylate crosspolymer 0.5 Biotive® L-Arginine Arginine 0.3 SymGlucan® Water, glycerin, 1,2-hexanediol, octanediol, β-glucan 2.0 Dragosine® Carnosine 0.2 DL-α-tocopherol Tocopherol 0.15 3-Hydroxypropyl dodecanoate 0.15 SymPeptide® 225 Glycerin, water, myristoyl pentapeptide-11 2.0 Extrapone® Amber GW (Amber Extract) Water, glycerin, xanthan gum, amber powder 1.0 SymOcide® PS Phenoxyethanol, Decanediol, 1,2-Hexanediol 1.25 SymSol® PF-3 Water, pentylene glycol, sodium lauryl sulfoacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 3.0 SymUrban® benzyldimethoxydimethylindanone 0.1 99.5% glycerin glycerin 5.0 Butylene glycol Butylene glycol 2.0 essential oils essence 0.4 Pearl Gold Makeup Powder BB Mica, titanium dioxide (CI77891), iron oxide (CI77491) 0.2

[0250] k) Shampoo bar

[0251] Element EU INCI quantity Talco talc Add to 100 Vivapur® CS 032 XV Microcrystalline cellulose, xanthan gum 0.3 Texapon® ZACD Sodium dodecyl sulfate 10.00 SymOleo® Vita7 Wild soybean oil, cottonseed oil, mango seed oil, olive fruit oil, avocado oil, sweet almond oil, cocoa seed butter 2.00 Cetiol® SB 45 Shea butter 3.00 3-Hydroxypropyl undec-10-enoate 1.1 Mackamide® CMA Cocamide Mea 4.00 SymSol® PF-3 Water, pentylene glycol, sodium lauryl sulfoacetate, sodium oleoyl sarcosinate, sodium chloride, sodium oleate 5.00 Food coloring β-carotene oil-soluble E160A Sunflower seed oil, beta-carotene (CI40800) 0.45 SymOcide® PH Phenoxyethanol, hydroxyacetophenone, octanediol, water 1.00 SymHair® Restore Glycerin, wheat germ oil protein, water 1.00 essential oils essence 1.50

[0252] l) All-in-one solid soap (shampoo + body wash + aftershave)

[0253] Element EU INCI quantity Tego® Alkanol 1618 Cetearyl alcohol Add to 100 Tego® Feel Green Cellulose 1.0 Sisterna A10E-C Sucrose tetrastearate triacetate 2.5 HydraSynol™ DOI Isosorbide dicaprylate 2.0 Coconut (coconut) seed oil Coconut (coconut) seed oil 3.3 3-Hydroxypropylbenzoate 1.3 Cocoa butter Cocoa seed butter 2.0 Dehymuls® SMO Sorbitan oleate 0.2 Passion fruit oil Passion fruit seed oil 7.0 Isoamyl lauryl ester Isoamyl lauryl ester 1.0 Tocopherol Tocopherol 0.2 Amisoft® GS-11P Sodium stearoyl glutamate, sodium cocoyl glutamate 20.0 Hostapon® SCI-85 Sodium cocoyl hydroxyethyl sulfonate 30.0 essential oils essence 1.0

Claims

1. Use of at least one compound of formula (I) as an antioxidant and / or antioxidant promoter. , in X is a straight-chain C5-C 14 C6-C is preferred. 14 More preferably C7-C 13 Even more preferred is C8-C 12 The optimal choice is C9-C. 11 alkyl or alkenyl groups; or X can choose from the following groups: ,or , where R 3 It can be -OCH3, -OCH2CH3 or -O(CH2)2CH3. And among them R 1 Choose the group consisting of -H and -OH, and R 2 Choose the group consisting of -H, -CH2(OH), -CH(OH)-CH2(OH), and -CH(OH)-CH(OH)-CH2(OH); or R 1 It is -OH and R 2 Combined with the -OH group shown in formula (I) to form a compound of formula (Ia): , or R 1 and R 2 Combined to form compounds of the following formula (Ib): 。 2. The use according to claim 1, wherein X is selected from the group consisting of: 、 、 、 and 。 3. The use according to claim 1 or 2, wherein R 1 and R 2 All are -H.

4. The use according to any one of the preceding claims, wherein the use as an antioxidant and / or antioxidant promoter relates to protecting unsaturated fatty acids from oxidation, wherein the fatty acids are preferably a portion of vegetable oils.

5. The use according to any one of the preceding claims, wherein the formulation is selected from the group consisting of personal care formulations, household formulations, pharmaceutical formulations and food formulations.

6. A formulation, selected from the group consisting of personal care formulations, household formulations, pharmaceutical formulations, and food formulations, comprising: (i) at least one compound of formula (I) as defined in any one of claims 1 to 3; (ii) Unsaturated fatty acids, preferably derived from oils, preferably vegetable oils, or contained in oils, preferably vegetable oils; and / or (iii) At least one other antioxidant that is different from the compound of formula (I) as defined in any one of claims 1 to 3.

7. The formulation according to claim 6, wherein the vegetable oil is selected from the group consisting of caprylic / capric triglycerides, sunflower seed oil, jojoba seed oil, olive fruit oil, argan oil, sweet almond oil, avocado oil, shea butter, cocoa coconut seed oil, cocoa butter, and mixtures of two or more of the above vegetable oils.

8. The formulation according to claim 6 or 7, wherein the at least one other antioxidant is selected from dimethylmethoxychromanol, hydroxyacetophenone, ascorbic acid and its salts, hydroxymethoxyphenyldecone, β-aspartic acid arginine, uric acid, urea, hydroxypinazone retinate, vitamin A and vitamin A derivatives, butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), hydroxyphenylpropionamide benzoic acid, ascorbate palmitate, ascorbate phosphate and its salts. The group comprises carnosine, rutin, tocopherol, tocopheryl acetate, ubiquinone-10, dilaurate thiodipropionate, pentaerythritol tetra(bis-tert-butylhydroxycinnamate) ester, triethyl citrate, diethylhexyl eugenol malonate, Lactobacillus ferment, Lactobacillus filtrate, Lactobacillus lysate, hydroxyphenylpropionamide benzoic acid, green tea extract, ginger root extract, cycloheptatrienolone, allantoin, o-cymene-5-ol, and a mixture of two or more of the antioxidants mentioned above.

9. The formulation according to claim 8, wherein the at least one other antioxidant is selected from the group consisting of tocopherols, preferably wherein the at least one other antioxidant comprises or is composed of α-tocopherol.

10. The formulation according to any one of claims 6 to 9, comprising, based on the total weight of the formulation, 0.0001 wt.-% to 10.0 wt.-%, preferably 0.0005 wt.-% to 8.0 wt.-%, more preferably 0.001 wt.-% to 5.0 wt.-%, of the at least one other antioxidant, preferably tocopherol.

11. The formulation according to any one of claims 6 to 10, comprising, based on the total weight of the formulation, 0.01 wt.-% to 10 wt.-%, preferably 0.05 wt.-% to 2.5 wt.-%, more preferably 0.1 wt.-% to 1.0 wt.-% of one or more compounds of formula (I).

12. The formulation according to any one of claims 6 to 11, wherein the form of the formulation is selected from the group consisting of: Dispersions, anhydrous oily formulations, liquid surfactant formulations, solid surfactant formulations, and water-based solutions. in, Preferably The dispersion is preferably an emulsion, particularly an oil-in-water emulsion, a water-in-oil emulsion, a complex emulsion, an aqueous dispersion gel, a balm, a water-in-oil (water-in-oil-in-water) or oil-in-water (oil-in-water-in-oil) complex emulsion, a PIT emulsion, a Pickering emulsion, a microemulsion, a liquid, a lotion, a suspension, an emulsion, an ointment, a paste, a gel, an oil-based cream, or a liposome-based formulation; and / or The water-based solution includes aqueous solution, aqueous alcohol solution and aqueous glycolic acid solution.

13. A method for preventing oxidation of an object, comprising or consisting of the following steps: (a) Providing at least one compound of formula (I) as defined in any one of claims 1 to 3 or an formulation as defined in any one of claims 6 to 12; (b) Provide the object to be protected from oxidation; and (c) Apply the compound or the preparation from step (a) to the object from step (b) in an amount sufficient to provide an antioxidant effect.

14. The method of claim 13, wherein the object to be prevented from oxidation is a preparation containing unsaturated fatty acids, wherein the unsaturated fatty acids are preferably derived from oil, preferably vegetable oil, and wherein the preparation is preferably selected from the group consisting of personal care preparations, household preparations, pharmaceutical preparations, and food preparations.

15. The use according to any one of claims 1 to 5, wherein the formulation is defined as any one of claims 8 to 14.

Citation Information

Patent Citations

  • Fryer

    JP2002000465A

  • Processing stabilizer for resin, resin composition containing the same, and method for improving processing stability of resin

    JP2011207990A

  • Compositions comprising one or more (BIO)-alkanediols with active ingredients

    WO2022122935A1