Anti-aging care composition comprising a perfume
By using diethylaminohydroxybenzoyl hexyl benzoate and other ingredients in the anti-aging care composition, the problem of fragrance instability under UV radiation is solved, achieving composition stability and UV protection effect, and reducing the risk of skin reaction.
Patent Information
- Application Number
- CN202180020519.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2020-03-13
- Filing Date
- 2021-03-11
- Publication Date
- 2025-12-16
- Estimated Expiration
- 2041-03-11
AI Technical Summary
Fragrances are prone to forming free radicals when exposed to UV radiation, which can destabilize anti-aging skincare compositions, reduce the effectiveness of UV filters, and may trigger skin reactions and allergies.
Diethylaminohydroxybenzoylhexyl benzoate (DHHB) is added to anti-aging care compositions to reduce oxidative degradation and lipid peroxidation, and to protect fragrance from UV radiation. Butylmethoxydibenzoylmethane and additional UV filters can be used to enhance protection.
It effectively reduces the oxidative degradation of fragrances and lipid peroxidation, prevents skin reactions, improves the UV protection capability of the composition, and ensures the stability and safety of the composition under UV radiation.
Smart Images

Figure BDA0003840522040000011 
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Figure BDA0003840522040000242
Abstract
Description
[0001] The present invention relates to the use of diethylaminohydroxybenzoyl hexyl benzoate in an anti-aging care composition comprising at least one fragrance.
[0002] UV radiation has a harmful effect on human skin. In addition to the acute effects of sunburn on the skin, UV radiation is also known to increase the risk of skin cancer. Furthermore, long-term exposure to UV-A and UV-B light can cause phototoxic and photoallergic reactions on the skin and can accelerate skin aging. UV filters are therefore suitable ingredients for anti-aging care compositions.
[0003] In order to protect human skin from UV radiation, various sunscreen UV filters (also called UV absorbers) are present, including UV-A filters, UV-B filters and broadband filters. These filters are added to, for example, sunscreen or cosmetic compositions. UV filters are organic or inorganic, particulate or non-particulate compounds, all of which have a high absorption power in the UV light range. UV light can generally be divided into UV-A radiation (320-400 nm) and UV-B radiation (280-320 nm). Depending on the position of the absorption maximum, UV filters are divided into UV-A and UV-B filters. In the case of a UV filter that absorbs both UV-A and UV-B light, it is referred to as a broadband absorber.
[0004] Since 2006, the European Commission has recommended that all sunscreen or cosmetic compositions should have a UV-A protection factor of at least one third of the labeled sun protection factor (SPF), wherein the sun protection factor mainly relates to UV-B protection.
[0005] 2-(4'-Diethylamino-2'-hydroxybenzoyl)hexyl benzoate (also known as diethylaminohydroxybenzoyl hexyl benzoate or DHHB) is an effective UV-A filter and is used, for example, in sunscreens, for protecting the skin from UV radiation. 2-(4'-Diethylamino-2'-hydroxybenzoyl)hexyl benzoate is shown below and is also referred to hereinafter as the compound of formula (I).
[0006]
[0007] EP 2276452 and EP 2276449 relate to cosmetic preparations comprising DHHB and at least one fragrance, in order to examine the odor stability.
[0008] Anti-aging care compositions usually additionally comprise fragrances which produce a pleasant odor. However, fragrances tend to react to free radicals upon exposure to UV radiation. This can initiate a free radical chain reaction, leading to instability of the formulation itself. Thus, the efficacy of UV filters in this unstable formulation is also reduced in terms of protection against UV radiation. Furthermore, the presence of hydroperoxides and other peroxide radicals is known to induce contact dermatitis and severe allergic reactions (Miyachi, Contact Dermatitis, 70, 2014, 129-138).
[0009] Since anti-aging care compositions are usually applied to body parts which are directly exposed to UV radiation, there is a continuous need to provide an anti-aging care composition comprising at least one fragrance which can be safely applied to body parts exposed to UV radiation. In this regard, it is an object of the present invention to provide an anti-aging care composition comprising at least one fragrance with reduced radical formation. Furthermore, it is an object of the present invention to provide an anti-aging care composition comprising at least one fragrance with reduced lipid peroxidation. Finally, it is an object of the present invention to provide a body care composition for use in a method for preventing skin reactions caused by fragrances.
[0010] Surprisingly, it has been found that at least one of the above objects can be achieved by using diethylaminohydroxybenzoyl hexyl benzoate in a body care composition comprising at least one fragrance.
[0011] The inventors of the present invention have inter alia found that the oxidative degradation is reduced when DHHB is used in an anti-aging care composition comprising at least one fragrance.
[0012] Thus, the present invention relates in a first aspect to the use of diethylaminohydroxybenzoyl hexyl benzoate in an anti-aging care composition comprising at least one fragrance.
[0013] In the following, preferred embodiments of the use are described in more detail. It is to be understood that each preferred embodiment is relevant both independently and in combination with other preferred embodiments.
[0014] In a preferred embodiment A1 of the first aspect, the diethylaminohydroxybenzoyl hexyl benzoate in said anti-aging care composition comprising at least one fragrance is used to reduce oxidative degradation.
[0015] In a preferred embodiment A2 of the first aspect, the diethylaminohydroxybenzoyl hexyl benzoate in said anti-aging care composition comprising at least one fragrance is used to reduce lipid peroxidation.
[0016] In a preferred embodiment A3 of the first aspect, the anti-aging care composition further comprises butylmethoxydibenzoylmethane.
[0017] In a preferred embodiment A4 of the first aspect, the anti-aging care composition further comprises at least one additional UV filter.
[0018] In a preferred embodiment A5 of the first aspect, the at least one fragrance is selected from the group consisting of limonene, citral, linalool, alpha-isomethyl ionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert- pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6- hexamethyltetralin, adipic acid diester, alpha-amylcinnamaldehyde, alpha-methyl ionone, amyl C butylphenylmehtylpropionalcinnamal, amyl salicylate, amylcinnamic alcohol, anisic alcohol, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropional, cardamom oil, cedrol, cinnamaldehyde, cinnamic alcohol, citronellyl methyl methacrylate, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac wood oil, hexyl cinnamal, hexyl salicylate, hydroxycitronellal, lavender oil, lemon oil, linalyl acetate, mandarin oil, menthyl PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
[0019] In a preferred embodiment A6 of the first aspect, the at least one fragrance is selected from the group consisting of geraniol, linalool, hydroxycitronellal, alpha-isomethyl ionone, citral, coumarin, limonene, citronellol, benzyl benzoate, benzyl salicylate, hexyl cinnamal, vanillin, eugenol, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof, in particular wherein the at least one fragrance is selected from the group consisting of geraniol, alpha-isomethyl ionone, citral, coumarin, benzyl salicylate, hexyl cinnamal, eugenol, and mixtures thereof.
[0020] In a preferred embodiment A7 of the first aspect, the at least one fragrance is selected from the group consisting of geraniol, linalool, alpha-isomethyl ionone, citral, coumarin, citronellol, benzyl salicylate, hexyl cinnamal, vanillin, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof, preferably wherein the at least one fragrance is selected from the group consisting of alpha-isomethyl ionone, citral, coumarin, citronellol, benzyl salicylate, hexyl cinnamal, vanillin, orange oil, cinnamaldehyde, and mixtures thereof, more preferably wherein the at least one fragrance is selected from the group consisting of alpha-isomethyl ionone, citral, coumarin, benzyl salicylate, hexyl cinnamal, vanillin, cinnamaldehyde, bitter orange oil, and mixtures thereof, especially wherein the at least one fragrance is selected from the group consisting of alpha-isomethyl ionone, citral, hexyl cinnamal, and mixtures thereof.
[0021] In a preferred embodiment A8 of the first aspect, the anti-aging care composition comprises hexyl cinnamal, diethylamino hydroxybenzoyl glycine, optionally butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0022] In a preferred embodiment A9 of the first aspect, the anti-aging care composition comprises the at least one fragrance, diethylamino hydroxybenzoyl glycine, butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0023] In a preferred embodiment A10 of the first aspect, the anti-aging care composition comprises: the at least one fragrance in an amount of 0.00001 to 1 wt.-%, preferably 0.001 to 0.5 wt.-%, based on the total weight of the anti-aging care composition;
[0024] diethylamino hydroxybenzoyl glycine in an amount of 0.1 to 10 wt.-%, preferably 0.1 to 8 wt.-%, based on the total weight of the anti-aging care composition;
[0025] optionally butyl methoxydibenzoylmethane in an amount of 0.1 to 5 wt.-%, preferably 0.1 to 4 wt.-%, based on the total weight of the anti-aging care composition; and
[0026] optionally at least one additional UV filter in an amount of 0.1 to 10 wt.-%, preferably 0.1 to 8 wt.-%, based on the total weight of the anti-aging care composition.
[0027] In a preferred embodiment A11 of the first aspect, the anti-aging care composition comprises: the at least one fragrance in an amount of 0.001 to 0.5 wt.-%, based on the total weight of the anti-aging care composition;
[0028] diethylamino hydroxybenzoyl glycine in an amount of 0.1 to 8 wt.-%, based on the total weight of the anti-aging care composition;
[0029] Butylmethoxydibenzoylmethane, in an amount of 0.1-4% by weight based on the total weight of the anti-aging care composition;
[0030] Optional at least one additional UV filter, the amount of which is 0.1-8% by weight based on the total weight of the anti-aging care composition.
[0031] In a preferred embodiment A12 of the first aspect, the anti-aging care composition further comprises a dermatologically acceptable emulsifier, thickener, and / or emollient.
[0032] In the preferred embodiment A13 of the first aspect, the anti-aging care composition is free of polyethylene glycol and polypropylene glycol.
[0033] In the preferred embodiment A14 of the first aspect, the anti-aging care composition is free of ethylhexyl methoxycinnamate and octocrylene.
[0034] In a preferred embodiment A15 of the first aspect, the diethylaminohydroxybenzoyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce lipid peroxidation caused by UV radiation.
[0035] In a preferred embodiment A16 of the first aspect, the diethylaminohydroxybenzoylhexyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce aldehyde formation caused by UV radiation, particularly to reduce malondialdehyde formation.
[0036] In a second aspect, the present invention relates to a body care composition in a method for preventing skin diseases and allergic reactions caused by fragrances, comprising diethylaminohydroxybenzoyl benzoate and at least one fragrance.
[0037] Detailed description
[0038] Before describing exemplary embodiments of the present invention in detail, definitions important for understanding the present invention are given.
[0039] The singular forms “a” and “an” as used in this specification and the appended claims also include the corresponding plural forms, unless the context clearly specifies otherwise. In the context of this invention, the terms “about” and “approximately” indicate a range of accuracy that, as will be understood by those skilled in the art, still ensures the technical effect of the stated features. This term typically indicates a deviation from the indicated value of ±20%, preferably ±15%, more preferably ±10%, and even more preferably ±5%. It should be understood that the term “comprising” is not restrictive. For the purposes of this invention, the term “consisting of” should be considered a preferred embodiment of the term “comprising.” If below a group is defined as comprising at least a certain number of embodiments, this is also intended to include a group preferably consisting only of these embodiments. Furthermore, the terms “first,” “second,” “third,” or “(a),” “(b),” “(c),” “(d),” etc., used in the specification and claims are used to distinguish similar elements and are not necessarily used to describe succession or chronological order. It should be understood that the terms thus used can be interchanged where appropriate and embodiments of the invention described herein can operate in orders other than those described or shown herein. In cases where the terms "first," "third," or "(a)," "(b)," "(c)," "(d)," "i," "ii," etc., refer to steps of a method, use, or analysis, there is no temporal or time interval coherence between the steps; that is, these steps may be performed simultaneously or there may be time intervals of seconds, minutes, hours, days, weeks, months, or even years between these steps, unless otherwise specified in this application as described above or below. It should be understood that the invention is not limited to the specific methods, procedures, reagents, etc., described herein, as they can vary. It should also be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of the invention solely by the appended claims. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art.
[0040] The term “compound of formula (I)” refers to 2-(4'-diethylamino-2'-hydroxybenzoyl)hexyl benzoate (also known as diethylaminohydroxybenzoyl hexyl benzoate or DHHB).
[0041] The term "body care composition" refers to any product suitable for application to the human body, such as anti-aging care compositions, sun protection compositions, bath and shower products, formulations containing fragrances and aromatic substances, hair care products, dental cleaning agents, decorative formulations, and cosmetic formulations containing active ingredients. Sun protection compositions are preferred.
[0042] The terms "sunscreen composition" or "sunscreen agent" refer to any topical product that reflects and / or absorbs certain portions of UV radiation. Therefore, the term "sunscreen composition" should be understood to include not only sunscreen compositions but also any cosmetic compositions that provide UV protection. The term "topical product" refers to products applied to the skin and may include, for example, sprays, lotions, creams, oils, foams, powders, or gels. According to the invention, the sunscreen composition may contain one or more active agents, such as organic UV filters, as well as other ingredients or additives, such as emulsifiers, emollients, viscosity modifiers, stabilizers, preservatives, or fragrances.
[0043] The term "anti-aging care composition" refers to any topical product that absorbs and may further reflect and scatter certain portions of UV radiation and is used as a daily care product for the human body, such as the face, body, or hair. This anti-aging care composition may contain one or more active agents, such as organic or inorganic UV filters, as well as other ingredients or additives, such as emulsifiers, emollients, viscosity modifiers, stabilizers, preservatives, or fragrances. It should be understood that the anti-aging care compositions of the present invention provide a reduction in oxidative degradation and limit the skin aging process induced by free radicals.
[0044] Suitable bath and shower additives include shower gels, bath salts, foaming bath products, and soaps.
[0045] Suitable preparations containing fragrances and aromatic substances, especially perfumes, perfumes, colognes, and shaving lotions (aftershave preparations).
[0046] Suitable hair care products include human and animal shampoos, especially dog shampoos, conditioners, hair styling and treatment products, perming products, hair gels and waxes, hair gels, hair setting products, and hair dyes or bleaching products.
[0047] Suitable dental cleaning agents include tooth cream, toothpaste, mouthwash, oral rinse, anti-plaque preparations, and denture cleaners.
[0048] Suitable decorative preparations include lipstick, nail polish, eyeshadow, mascara, dry and wet cosmetics, blush, powder, hair removal products, and tanning lotion.
[0049] Suitable cosmetic formulations containing active ingredients include, for example, hormone formulations, vitamin formulations, plant extract formulations, and antibacterial formulations.
[0050] The body care compositions may be in the form of creams, ointments, pastes, foams, gels, lotions, powders, cosmetics, sprays, sticks, or aerosols. They preferably contain a compound of formula (I) in a lipophilic phase.
[0051] The term "moisturizer" refers to cosmetic formulations used to protect, moisturize, and lubricate the skin. The word "moisturizer" is derived from the Latin word "mollire," meaning to soften. Moisturizers typically prevent water from evaporating from the skin by forming a occlusive coating. They can be grouped into different categories based on their polarity index.
[0052] The term "photostability" refers to the ability of a UV filter or any other molecule exposed to sunlight to remain stable when irradiated. This specifically means that the compound does not undergo degradation when exposed to UV radiation.
[0053] The term "critical wavelength" is defined as the wavelength at which the area under a UV protection curve (protection % per wavelength) occupies 90% of the total area under that curve in the UV region (280-400 nm). For example, a critical wavelength of 370 nm means that the protection of the sunscreen composition is not limited to the wavelengths of UV-B, i.e., 280-320 nm, but extends to 370 nm in such a way that 90% of the total area under the protection curve in the UV region is achieved at 370 nm.
[0054] As used herein, the term "ultraviolet filter" or "UV filter" refers to organic or inorganic compounds that can absorb and / or reflect UV radiation caused by sunlight. UV filters can be classified as UV-A, UV-B, or broadband filters based on their UV protection profile. In the context of this application, broadband filters can be listed as UV-A filters because they also provide UV-A protection. In other words, preferred UV-A filters also include broadband filters.
[0055] The definition of “broadband” protection (also known as broadband or broad-spectrum protection) is based on the “critical wavelength.” Broadband coverage must provide both UV-B and UV-A protection. According to US requirements, a critical wavelength of at least 370 nm is required to achieve broadband protection. Furthermore, the European Commission recommends that all sunscreen or cosmetic compositions have a UVA protection factor of at least one-third of the labeled sun protection factor (SPF). For example, if a sunscreen composition has an SPF of 30, then the UVA protection factor must be at least 10.
[0056] Preferred embodiments of the invention are described below for their intended use. It should be understood that preferred embodiments of the invention are preferred individually or in combination with each other.
[0057] As shown above, in one embodiment of the present invention, the use of diethylaminohydroxybenzoyl benzoate hexyl ester in an anti-aging care composition comprising at least one fragrance is described.
[0058] The preferred implementation scheme for this purpose is defined below.
[0059] According to the present invention, the diethylaminohydroxybenzoyl benzoate used in the anti-aging care composition comprising at least one fragrance may be included in the anti-aging care composition in an amount of 0.1-10% by weight, preferably 0.1-9% by weight, more preferably 0.1-8% by weight, even more preferably 0.1-7% by weight, or 0.1-6% by weight, or 0.1-5% by weight, especially 0.1-4% by weight, based on the total weight of the anti-aging care composition.
[0060] In one embodiment of the invention, the diethylaminohydroxybenzoylhexyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce oxidative degradation. Oxidation (i.e., oxidative degradation) of sensitive ingredients may occur in the anti-aging care composition or application film containing at least one fragrance after UV irradiation. In this regard, it should be understood that the generated free radicals may further react with compounds, such as those present in the formulation or on the skin, such as components derived from sebum, or with molecules of sensitive skin, producing undesirable skin reactions caused by the fragrance.
[0061] In one embodiment of the invention, the diethylaminohydroxybenzoyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce oxidative degradation in the formulation or on the skin.
[0062] In one embodiment of the invention, the diethylaminohydroxybenzoylhexyl benzoate in the anti-aging care composition comprising at least one fragrance is used to reduce lipid peroxidation. In this regard, it should be understood that this reduces the formation of lipid peroxides or lipid oxidation products (LOPs). Furthermore, according to one embodiment of the invention, the diethylaminohydroxybenzoylhexyl benzoate in the anti-aging care composition comprising at least one fragrance is used to reduce damage to cell membranes.
[0063] In one embodiment of the invention, the anti-aging care composition further comprises butyl methoxydibenzoylmethane. Butyl methoxydibenzoylmethane (also known as 4-tert-butyl-4'-methoxydibenzoylmethane or BMDBM) may be included in the anti-aging care composition in an amount of 0.1-5% by weight, preferably 0.2-4.5% by weight, more preferably 0.3-3% by weight, and especially 0.5-2% by weight, based on the total weight of the anti-aging care composition.
[0064] In one embodiment of the invention, the anti-aging care composition further comprises at least one additional UV filter. The at least one additional UV filter may be included in the anti-aging care composition in an amount of 0.1-10% by weight, preferably 0.2-9% by weight, more preferably 0.3-8% by weight, even more preferably 0.4-7% by weight or 0.4-6% by weight, particularly 0.5-5% by weight, based on the total weight of the anti-aging care composition.
[0065] The at least one additional UV filter can be selected from UV-A filters, UV-B filters, broadband filters, and mixtures thereof. Suitable UV filters can be organic or inorganic, particulate or non-particulate compounds.
[0066] In one embodiment of the invention, the at least one additional UV filter is an organic UV filter.
[0067] In another embodiment of the invention, the at least one additional UV filter is an inorganic UV filter. Suitable inorganic UV filters may, exemplarily, be zinc oxide and titanium dioxide.
[0068] In another embodiment of the invention, the anti-aging care composition comprises at least one organic UV filter and at least one inorganic UV filter.
[0069] In one embodiment of the invention, the at least one additional UV filter is selected from triazine derivatives, dibenzoylmethane derivatives, benzotriazole derivatives, benzimidazole derivatives, and combinations thereof.
[0070] In a preferred embodiment, the at least one other UV filter is a UV-A filter, preferably selected from 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI bis-ethylhexyloxyphenol methoxyphenyl triazine), 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1-disiloxyl]propyl]phenol (INCI cresoltrazol trisiloxane), 2-(2H-benzotriazol-2-yl)-6-(2-ethylhexyloxymethyl)-4-methylphenol, methylene bis-benzotriazolyl tetramethylbutylphenol, terephthalic acid dicamphor sulfonic acid, and combinations thereof.
[0071] In another preferred embodiment, the at least one other UV filter is a UV-B filter, preferably selected from 4,4',4”-(1,3,5-triazine-2,4,6-triyltriimino)tribenzoate tri(2-ethylhexyl) ester (INCI ethylhexyl triazine ketone), malonic acid ester derivatives such as diethyl dimethylsiloxane benzenemethylene malonate, diethylhexylbutamidotriazine ketone, phenylbenzimidazole sulfonic acid, and combinations thereof.
[0072] In one embodiment of the invention, the at least one additional UV filter is selected from 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI bis-ethylhexyloxyphenol methoxyphenyl triazine), 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1-disiloxyl]propyl]phenol (INCI cresoltrazol trisiloxane), 2-(2H-benzotriazol-2-yl)-6-(2-ethylhexyloxymethyl)-4-methylphenol, and 4,4',4”-(1,3,5-triazine-2,4,6-triyltriimino)tri(2-ethylhexyl)tribenzoate. (INCI ethylhexyl triazine), malonate derivatives such as diethyl dimethylsiloxane benzenemethylene malonate, diethylhexylbutamidotriazine, 4,4'-[[6-[[4-[[(1,1-dimethylethyl)amino]carbonyl]phenyl]amino]-1,3,5-triazine-2,4-diyl]diimino]dibenzoate di(2-ethylhexyl) ester, [(3Z)-3-[[4-[(Z)-[7,7-dimethyl-2-oxo-1-sulfonyl-3-bicyclo[2.2.1]heptyl]methyl]phenyl]methylene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptyl]methanesulfonic acid (INCI terephthalimethylene dicamphor sulfonic acid), disodium phenyl dibenzimidazole tetrasulfonate, phenyl benzimazole sulfonic acid and combinations thereof.
[0073] In one embodiment of the invention, the at least one additional UV filter is selected from 2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine (INCI bis-ethylhexyloxyphenol methoxyphenyl triazine), 4,4',4”-(1,3,5-triazine-2,4,6-triyltriimino)tribenzoate tri(2-ethylhexyl) ester (INCI ethylhexyltriazinone), 4,4'-[[6-[[4-[[(1,1-dimethylethyl)amino]carbonyl]phenyl]amino]-1,3,5-triazine-2,4-diyl]diimino]dibenzoate di(2-ethylhexyl) ester (INCI diethylhexylbutamidotriazinone), and mixtures thereof.
[0074] In one embodiment of the invention, the at least one additional UV filter is selected from [(3Z)-3-[[4-[(Z)-[7,7-dimethyl-2-oxo-1-sulfonyl-3-bicyclo[2.2.1]heptyl]methyl]phenyl]methylene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptyl]methanesulfonic acid (INCI terephthalimide dicamphor sulfonic acid), disodium phenyl dibenzimidazole tetrasulfonate, phenyl benzimidazole sulfonic acid, and combinations thereof.
[0075] Any suitable fragrance can be used as the at least one fragrance according to the present invention. The at least one fragrance may be included in the anti-aging care composition in an amount of 0.00001-1% by weight, preferably 0.0001-0.9% by weight, more preferably 0.001-0.8% by weight, or 0.001-0.7% by weight, especially 0.01-0.6% by weight, based on the total weight of the anti-aging care composition.
[0076] In one embodiment of the invention, the at least one fragrance is selected from limonene (also known as 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene), citral (also known as 3,7-dimethyloct-2,6-dienal), linalool (also known as 3,7-dimethyl-1,6-octadien-3-ol), α-isomethylionone (also known as α-isomethylionone), geraniol (also known as (2E)-3,7-dimethyl-2,6-octadien-1-ol), citronellol (also known as 3,7-dimethyloct-6-en-1-ol), 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-amylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3-dimethylcyclohexyl acetate, etc. 4,4,6-Hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methylionone, pentylcyclobutylphenylmethylpropanal cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate (also known as benzyl 2-hydroxybenzoate), bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropanal, cardamom oil, cedrol, cinnamaldehyde (also known as (2E)-3-phenylprop-2-enal), cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin (also known as 2H-benzopyran-2-one), diethyl succinate, ethyl linalool, eugenol (also known as 2-methoxy-4-(prop-2-en-1-yl)phenol), evernia extracts of *Furfuracea*, extracts of *Evernia prunastri*, farnesol, guaiac oil, hexylcinnamaldehyde (also known as hexylcinnamaldehyde or 2-benzylidene octanal), hexyl salicylate, hydroxycitronellol, lavender oil, lemon oil, linalyl acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin (also known as 4-hydroxy-3-methoxybenzaldehyde), and mixtures thereof.
[0077] In one embodiment of the invention, the at least one fragrance is a sensitive fragrance. For this purpose, it should be understood that the term "sensitive fragrance" refers to a fragrance that is sensitive to oxidative degradation, particularly to oxidative degradation caused by UV radiation. Sensitivity can be determined using the following tests:
[0078] To measure the generation of free radicals within the formulation after UV irradiation, the concentration of a photostable spin-tagged compound added to the test sample was tracked by electron spin resonance (ESR) spectroscopy before and after UV irradiation. This photostable spin-tagged compound rapidly reacts with the free radicals generated in the formulation after UV irradiation.
[0079] 0.1 wt% of the test fragrance was incorporated into the formulation, which was then diluted in distilled water (1:10 dilution factor) and an aqueous solution of spin-labeled PCA (2,2,5,5-tetramethylpyrrolidine N-oxygen radical) was added to obtain a spin-labeled concentration of 0.01 mM. Knowing the concentration of the spin trapping agent PCA in the formulation, the amount of reduced PCA could be calculated (Herrling et al., SOFW-Journal, 5-2014, 140, 10-16). The sample was inserted into a quartz capillary before and after 20 minutes of UV irradiation for ESR measurements. Irradiance as an integral value within the spectral range of the solar simulator can be exemplarily given for UVB at E = 23.5 W / m. 2 And for UVA it is 180W / m 2 .
[0080] The percentage of UV-induced free radicals in a formulation containing the tested fragrance is used as an indicator of the fragrance's sensitivity. According to the above test, the formulation containing the sensitive fragrance contains at least 1%, preferably at least 2%, more preferably at least 3%, even more preferably at least 4%, even more preferably at least 5%, even more preferably at least 10%, even more preferably at least 15%, even more preferably at least 20%, and especially at least 50% of UV-induced free radicals after 20 minutes of UV irradiation.
[0081] In one embodiment of the present invention, the at least one fragrance is selected from geraniol, linalool, hydroxycitronellol, α-isomethylionone, citral, coumarin, limonene, citronellol, benzyl benzoate, benzyl salicylate, hexylcinnamaldehyde, vanillin, eugenol, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof.
[0082] In one embodiment of the present invention, the at least one fragrance is selected from geraniol, linalool, α-isomethylionone, citral, coumarin, citronellol, benzyl salicylate, hexylcinnamaldehyde, vanillin, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof.
[0083] In a preferred embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, vanillin, cinnamaldehyde, bitter orange oil, and mixtures thereof.
[0084] In one embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, vanillin, cinnamaldehyde, and mixtures thereof. In one embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, benzyl salicylate, hexylcinnamaldehyde, vanillin, and mixtures thereof. In one embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, hexylcinnamaldehyde, vanillin, and mixtures thereof. In one embodiment of the present invention, the at least one fragrance is selected from hexylcinnamaldehyde, vanillin, and mixtures thereof.
[0085] In a preferred embodiment of the present invention, the at least one fragrance is selected from geraniol, α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, eugenol and mixtures thereof.
[0086] In one embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, hexylcinnamaldehyde, and mixtures thereof. In one embodiment of the present invention, the at least one fragrance is hexylcinnamaldehyde. In another embodiment of the present invention, the at least one fragrance is α-isomethylionone. In another embodiment of the present invention, the at least one fragrance is citral. In another preferred embodiment of the present invention, the at least one fragrance is geraniol. In another preferred embodiment of the present invention, the at least one fragrance is coumarin. In another preferred embodiment of the present invention, the at least one fragrance is benzyl salicylate. In another preferred embodiment of the present invention, the at least one fragrance is eugenol.
[0087] In one embodiment of the invention, the at least one fragrance is not selected from linalool, hexylcinnamaldehyde, benzyl salicylate, and citronellol.
[0088] In one embodiment of the invention, the anti-aging care composition comprises hexyl cinnamaldehyde, hexyl diethylamino hydroxybenzoyl benzoate, optionally butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0089] In another embodiment of the invention, the anti-aging care composition comprises α-isomethylionone, hexyl diethylaminohydroxybenzoylbenzoate, optionally butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0090] In another embodiment of the invention, the anti-aging care composition comprises citral, hexyl diethylaminohydroxybenzoylbenzoate, optionally butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0091] In one embodiment of the invention, the anti-aging care composition comprises hexyl cinnamaldehyde, hexyl diethylamino hydroxybenzoyl benzoate, butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0092] In one embodiment of the invention, the anti-aging care composition comprises at least one fragrance, hexyl ethylamino hydroxybenzoyl benzoate, butyl methoxydibenzoylmethane, and optionally at least one additional UV filter.
[0093] In one embodiment of the present invention, the anti-aging care composition comprises:
[0094] The amount of the at least one fragrance is 0.00001-1% by weight, preferably 0.001-0.5% by weight, based on the total weight of the anti-aging care composition;
[0095] The amount of diethylaminohydroxybenzoyl benzoate is 0.1-10% by weight, preferably 0.1-8% by weight, based on the total weight of the anti-aging care composition;
[0096] Optional butylmethoxydibenzoylmethane, in an amount based on the total weight of the anti-aging care composition of 0.1-5% by weight, preferably 0.1-4% by weight; and
[0097] Optional at least one additional UV filter, in an amount of 0.1-10% by weight, preferably 0.1-8% by weight, based on the total weight of the anti-aging care composition.
[0098] In one embodiment of the present invention, the anti-aging care composition comprises:
[0099] The amount of the at least one fragrance is 0.0001-1% by weight, preferably 0.001-0.5% by weight, based on the total weight of the anti-aging care composition;
[0100] The amount of diethylaminohydroxybenzoyl hexyl benzoate is 0.1-8% by weight, preferably 0.1-7% by weight, based on the total weight of the anti-aging care composition;
[0101] Optional butylmethoxydibenzoylmethane, in an amount based on the total weight of the anti-aging care composition of 0.1-4% by weight, preferably 0.1-3% by weight; and
[0102] Optional at least one additional UV filter, in an amount of 0.1-8% by weight, preferably 0.1-6% by weight, based on the total weight of the anti-aging care composition.
[0103] In one embodiment of the present invention, the anti-aging care composition comprises:
[0104] The amount of the at least one fragrance is 0.001-0.5% by weight based on the total weight of the anti-aging care composition;
[0105] The amount of diethylaminohydroxybenzoyl benzoate is 0.1-8% by weight based on the total weight of the anti-aging care composition;
[0106] Butylmethoxydibenzoylmethane, in an amount of 0.1-4% by weight based on the total weight of the anti-aging care composition;
[0107] Optional at least one additional UV filter, the amount of which is 0.1-8% by weight based on the total weight of the anti-aging care composition.
[0108] In one embodiment of the present invention, the anti-aging care composition comprises:
[0109] The amount of the at least one fragrance is 0.01-0.4% by weight based on the total weight of the anti-aging care composition;
[0110] The amount of diethylaminohydroxybenzoyl benzoate is 0.1-5% by weight based on the total weight of the anti-aging care composition;
[0111] Butylmethoxydibenzoylmethane, in an amount of 0.1-3% by weight based on the total weight of the anti-aging care composition;
[0112] Optional at least one additional UV filter, the amount of which is 0.1-8% by weight based on the total weight of the anti-aging care composition.
[0113] In one embodiment of the invention, the anti-aging care composition further comprises at least one additional anti-aging ingredient. In this regard, alpha-lipoic acid, ceramides, collagen, coenzyme Q10, uridine diphosphate disodium, ethyl ferulic acid, folic acid, glycolic acid, sunflower (Helianthus annuus) seed oil, hyaluronic acid, jojoba oil, lactic acid, niacinamide, polyglycerol-5 trioleate, retinol, rosemary (Rosmarinus officinalis), rosemary extract, and vitamin C may be mentioned.
[0114] In one embodiment of the invention, the anti-aging care composition further comprises dermatologically acceptable emulsifiers, thickeners, and / or emollients.
[0115] Preferred emulsifiers include:
[0116] - Glucose derivatives such as cetearyl glucoside, arachidyl glucoside, lauryl glucoside, polyglycerol-3-methylglucose distearate, and methylglucose sesquistearate;
[0117] - Sucrose derivatives such as sucrose polystearate and sucrose palmitate;
[0118] -Sorbitol derivatives;
[0119] - Fatty acid glycerides such as glyceryl stearate and glyceryl oleate;
[0120] -Glutamic acid derivatives such as sodium stearoyl glutamate;
[0121] -Sulfosuccinic acid derivatives such as disodium cetearyl sulfosuccinate;
[0122] - Phosphate derivatives such as potassium cetyl phosphate;
[0123] - Fatty acid esters of polyglycerol, such as polyglycerol-3 diisostearate and polyglycerol-2 dihydroxystearate;
[0124] -Oxygen-chain alkenylated organic modified silicone / polysiloxane / polyalkyl / polyether copolymers and derivatives.
[0125] Preferred emollients include:
[0126] - Esters of linear or branched fatty acids and linear or branched fatty alcohols, such as propyl heptyl octanoate, cocoyl octanoate, isopropyl myristate, and ethylhexyl palmitate.
[0127] - Esters of aromatic carboxylic acids and linear or branched fatty alcohols, such as benzoic acid C 12 -C 15 Alkyl esters, ethylhexyl benzoate, phenethyl benzoate;
[0128] - Linear or branched alcohol dicarboxylic acid esters such as hexanediol dibutyl ester, dioctyl carbonate, and diisopropyl sebacate;
[0129] 1-hydroxycarboxylic acid esters with linear or branched fatty alcohols;
[0130] - Esters of linear or branched fatty acids with polyols, such as butylene glycol dioctanoate / didecanoate;
[0131] -Based on C6-C 18 Fatty acid monoglycerides, diglycerides, and triglycerides, such as caprylic / capric triglycerides and cocoyl glycerides;
[0132] -Gerbert alcohols, such as octyldodecynyl alcohol;
[0133] - Hydrocarbons such as hydrogenated polyisobutylene, mineral oil, squalene, and isohexadecane;
[0134] -Ethers such as dioctyl ether;
[0135] - Silicone derivatives (organically modified polysiloxanes) such as dimethyl polysiloxane and cyclic silicones.
[0136] Preferred thickeners (also known as viscosity modifiers) include:
[0137] - Fatty alcohols such as cetyl alcohol, cetearyl alcohol, stearyl alcohol;
[0138] - Fatty acids such as stearic acid;
[0139] - Fatty acid esters such as myristyl stearate;
[0140] - Waxes such as beeswax, carnauba wax, microcrystalline wax, pure terrestrial wax, and terrestrial wax;
[0141] - Polysaccharides or derivatives such as xanthan gum, guar gum, agar, alginate, gellan gum, carrageenan; - Polyacrylates or network acrylic homopolymers or polyacrylamides such as carbomer, acrylate copolymers, acrylate / acrylic acid C 10 -C 30 Alkyl ester crosspolymer, acrylate / betaine polyether
[0142] -25 methacrylate copolymer;
[0143] - Silicate derivatives such as magnesium silicate;
[0144] - Cellulose derivatives such as hydroxypropyl cellulose.
[0145] In one embodiment of the invention, the anti-aging care composition further comprises an additive selected from sensory enhancers, adjuvants, preservatives, and combinations thereof.
[0146] Preferred sensory enhancers include:
[0147] - Polyamide derivatives such as Nylon-12;
[0148] - Polymethyl methacrylate;
[0149] -Silicon dioxide;
[0150] -Mica;
[0151] - Polymethylsilsesquioxane;
[0152] -Polyethylene;
[0153] - Starch derivatives such as aluminum octenyl succinate;
[0154] - Polydimethylsiloxane derivatives;
[0155] - Boron nitride;
[0156] -HDI / trimethylolhexyl lactone crosslinked polymer.
[0157] Preferred adjuvants include:
[0158] -Tocopherol derivatives;
[0159] -Retinol derivatives;
[0160] -Ascorbic acid derivatives;
[0161] -Biospermol;
[0162] -Allantoin;
[0163] -Panthenol;
[0164] - Chelating agents (EDTA, EDDS, EGTA, phytic acid, piroctone olamine salt);
[0165] -Ethylhexylglycerin;
[0166] -Octanol;
[0167] -Hydroxyacetophenone;
[0168] -Octayl isohydroxamic acid;
[0169] - Propellants such as propane, butane, isobutylene, and dimethyl ether;
[0170] - Styrene / PVP or styrene / acrylamide copolymer;
[0171] - Insect repellents such as butyl acetaminopropionate.
[0172] Preferred preservatives include:
[0173] -Benzyl alcohol;
[0174] - Gingerone.
[0175] Regarding the above embodiments, it should be understood that if the body care composition (e.g., the anti-aging care composition) contains two or more additives, then the combination of additives as defined above is also part of the invention.
[0176] With regard to the above embodiments, it should be understood that the body care composition (e.g., the anti-aging care composition) may be present in a variety of forms in its final formulation, including:
[0177] - Liquid formulations such as W / O, O / W, O / W / O, W / O / W or PIT emulsions and all types of microemulsions;
[0178] -gel;
[0179] - Oil, cream, lotion, or lotion;
[0180] - Powders, paints, tablets, or cosmetics;
[0181] -Great;
[0182] - Spray (a spray with jetting gas or a pump-driven spray) or aerosol;
[0183] -Foam;
[0184] -paste.
[0185] In one embodiment of the invention, the anti-aging care composition is free of polyethylene glycol and polypropylene glycol.
[0186] Regarding the preferred embodiments of the anti-aging care composition described above, particularly concerning the UV filter DHHB and BMDBM, the inventors of the present invention have surprisingly discovered that BMDBM remains stable in the composition. Those skilled in the art know that BMDBM is a commonly used UV absorber and tends to isomerize under irradiation conditions to produce a triplet diketone. This diketone is likely to undergo photodegradation, leading to the degradation of BMDBM. Therefore, it is necessary to add a stabilizer to compositions containing BMDBM, such as a generally recommended light-stabilized UV absorber like ethylhexyl 2-cyano-3,3-diphenylacrylate (INCI octocrylene). Thus, the inventors of the present invention have surprisingly discovered that BMDBM can be stabilized even in the presence of at least one fragrance in sunscreen compositions without octocrylene by using the UV filter DHHB.
[0187] In one embodiment of the invention, the anti-aging care composition is free of ethylhexyl methoxycinnamate and octocrylene.
[0188] In one embodiment of the invention, the diethylaminohydroxybenzoyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce lipid peroxidation caused by UV radiation.
[0189] In one embodiment of the invention, the diethylaminohydroxybenzoylhexyl benzoate in the anti-aging care composition containing at least one fragrance is used to reduce aldehyde formation caused by UV radiation, particularly to reduce malondialdehyde formation.
[0190] In another embodiment of the invention, a body care composition is disclosed for use in methods of preventing skin reactions, preferably dermatological and / or allergic reactions, comprising diethylaminohydroxybenzoylhexyl benzoate and at least one fragrance. Preferably, this body care composition comprising diethylaminohydroxybenzoylhexyl benzoate and at least one fragrance is used in methods of preventing dermatological and / or allergic reactions caused by fragrances.
[0191] In one embodiment of the invention, the body care composition is a sunscreen.
[0192] In another embodiment of the invention, the body care composition is an anti-aging care composition.
[0193] In one embodiment of the invention, the body care composition further comprises butyl methoxydibenzoylmethane.
[0194] In one embodiment of the invention, the body care composition further comprises at least one additional UV filter. Suitable additional UV filters are as described above.
[0195] In one embodiment of the present invention, the at least one fragrance is selected from limonene, citral, linalool, α-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methyl Ionone, pentylcyclobutylphenylmethylpropionaldehyde, cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom oil, cedrol, cinnamaldehyde, cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellol, lavender oil, lemon oil, linalool acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
[0196] In one embodiment of the invention, the at least one fragrance is selected from geraniol, linalool, hydroxycitronellol, α-isomethylionone, citral, coumarin, limonene, citronellol, benzyl benzoate, benzyl salicylate, hexyl cinnamaldehyde, vanillin, eugenol, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof, preferably selected from geraniol, linalool, α-isomethylionone, citral, coumarin, citronellol, benzyl salicylate, hexyl cinnamaldehyde, vanillin, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof, more preferably selected from α-isomethylionone, citral, coumarin, citronellol, benzyl salicylate, hexyl cinnamaldehyde, vanillin, orange oil, cinnamaldehyde, and mixtures thereof, and even more preferably selected from α-isomethylionone, citral, hexyl cinnamaldehyde, and mixtures thereof, especially hexyl cinnamaldehyde.
[0197] In a preferred embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, vanillin, cinnamaldehyde, bitter orange oil, and mixtures thereof.
[0198] In a preferred embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, vanillin, cinnamaldehyde, and mixtures thereof. In a preferred embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, citral, benzyl salicylate, hexylcinnamaldehyde, vanillin, and mixtures thereof. In a preferred embodiment of the present invention, the at least one fragrance is selected from α-isomethylionone, hexylcinnamaldehyde, vanillin, and mixtures thereof. In a preferred embodiment of the present invention, the at least one fragrance is selected from hexylcinnamaldehyde, vanillin, and mixtures thereof.
[0199] In a preferred embodiment of the present invention, the at least one fragrance is selected from geraniol, α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, eugenol and mixtures thereof.
[0200] In a preferred embodiment of the present invention, the at least one fragrance is selected from geraniol, α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, eugenol and mixtures thereof.
[0201] In a preferred embodiment of the invention, the fragrance is α-isomethylionone. In another preferred embodiment of the invention, the at least one fragrance is citral. In another preferred embodiment of the invention, the at least one fragrance is hexylcinnamaldehyde. In another preferred embodiment of the invention, the at least one fragrance is geraniol. In another preferred embodiment of the invention, the at least one fragrance is coumarin. In another preferred embodiment of the invention, the at least one fragrance is benzyl salicylate. In another preferred embodiment of the invention, the at least one fragrance is eugenol.
[0202] In one embodiment of the invention, the body care composition comprises:
[0203] The amount of the at least one fragrance is 0.00001-1% by weight, preferably 0.001-0.5% by weight, based on the total weight of the anti-aging care composition;
[0204] The amount of diethylaminohydroxybenzoyl benzoate is 0.1-10% by weight, preferably 0.1-8% by weight, based on the total weight of the anti-aging care composition;
[0205] Optional butylmethoxydibenzoylmethane, in an amount based on the total weight of the anti-aging care composition of 0.1-5% by weight, preferably 0.1-4% by weight; and
[0206] Optional at least one additional UV filter, in an amount of 0.1-10% by weight, preferably 0.1-8% by weight, based on the total weight of the anti-aging care composition.
[0207] In one embodiment of the invention, the body care composition comprises:
[0208] The amount of the at least one fragrance is 0.001-0.5% by weight based on the total weight of the anti-aging care composition;
[0209] The amount of diethylaminohydroxybenzoyl benzoate is 0.1-8% by weight based on the total weight of the anti-aging care composition;
[0210] Butylmethoxydibenzoylmethane, in an amount of 0.1-4% by weight based on the total weight of the anti-aging care composition;
[0211] Optional at least one additional UV filter, the amount of which is 0.1-8% by weight based on the total weight of the anti-aging care composition.
[0212] In one embodiment of the invention, the body care composition further comprises a dermatologically acceptable emulsifier, thickener, and / or emollient.
[0213] In one embodiment of the invention, the body care composition is free of polyethylene glycol and polypropylene glycol.
[0214] In one embodiment of the invention, the body care composition is free of ethylhexyl methoxycinnamate and octocrylene.
[0215] In one embodiment of the invention, skin reactions such as dermatitis and / or allergic reactions are prevented by reducing oxidative degradation, preferably by reducing lipid peroxidation. In one embodiment of the invention, skin reactions such as dermatitis and / or allergic reactions are prevented by reducing lipid peroxidation induced by UV radiation. In one embodiment of the invention, skin reactions such as dermatitis and / or allergic reactions are prevented by reducing aldehyde formation induced by UV radiation, preferably by reducing malondialdehyde formation.
[0216] In a preferred embodiment of the invention, dermatological and / or allergic reactions are prevented by reducing oxidative degradation, preferably by reducing lipid peroxidation, wherein the dermatological and / or allergic reactions are caused by fragrances. In a preferred embodiment of the invention, dermatological and / or allergic reactions are prevented by reducing lipid peroxidation caused by UV radiation, wherein the dermatological and / or allergic reactions are caused by fragrances. In a preferred embodiment of the invention, dermatological and / or allergic reactions are prevented by reducing aldehyde formation caused by UV radiation, preferably by reducing malondialdehyde formation, wherein the dermatological and / or allergic reactions are caused by fragrances.
[0217] In another embodiment, the present invention relates to a light-stabilized body care composition comprising diethylaminohydroxybenzoylhexyl benzoate and at least one fragrance. It should be understood that the light-stabilized body care composition remains stable under UV irradiation, and in particular, the compounds contained herein do not undergo a decomposition process under UV irradiation.
[0218] The present invention is further illustrated by the following embodiments. Example
[0219] method
[0220] Electron spin resonance (ESR) measurements were performed using a MiniScope MS300, a high-sensitivity X-band benchtop electron spin resonance spectrometer supplied by Magnettech GmbH Berlin, Germany.
[0221] The UV radiation of the samples was conducted using a xenon arc lamp solar simulator equipped with a 300W xenon lamp from Newport-ORIEL Product Line 81260 (US, Newport SolarSimulators – Product Manual).
[0222] 2,2,5,5,-Tetramethylpyrrolidine N-oxygen radical was purchased from Merck.
[0223] Artificial sebum was purchased from wfk Testgewebe GmbH (Brüggen, DE).
[0224] Example 1: Determination of free radicals generated in flavoring formulations
[0225] To measure the generation of free radicals within the formulation after UV irradiation, the concentration of a photostable spin-tagged compound added to the test sample was tracked by electron spin resonance (ESR) spectroscopy before and after UV irradiation. This photostable spin-tagged compound rapidly reacts with the free radicals generated in the formulation after UV irradiation.
[0226] 0.1 wt% of the test fragrance (compared to Table 1) was incorporated into the formulation. The formulation was then diluted in distilled water (1:10 dilution factor) and an aqueous solution of the spin-labeled PCA (2,2,5,5-tetramethylpyrrolidine N-oxygen radical) was added to obtain a spin-labeled concentration of 0.01 mM. Knowing the concentration of the spin trapping agent PCA in the formulation, the amount of reduced PCA could be calculated. The sample was inserted into a quartz capillary before and after 20 minutes of UV irradiation for ESR measurements. The irradiance as an integral value for UVB within the spectral range of the solar simulator was E = 23.5 W / m². 2 And for UVA it is 180W / m 2 .
[0227] The percentage of UV-induced free radicals in formulations containing the tested fragrance is given in Table 1.
[0228] Table 1. Percentage of UV-induced free radicals in the presence of corresponding fragrances
[0229] Flavor CAS % Radicals after UV irradiation 20 min. Geraniol 106-24-1 4.9 Linalool 78-70-6 4.6 Hydroxy-citronellal 107-75-5 3.7 Alpha-isomethyl ionone 127-51-5 22.4 Citral 5392-40-5 16.5 Coumarin 91-64-5 11.5 Limonene 5989-27-5 1.9 Citronellol 106-22-9 6.6 Benzyl benzoate 120-51-4 3.4 Benzyl salicylate 118-58-1 17.5 Hexyl cinnamic aldehyde 101-86-0 75.7 Vanillin 121-33-5 85.9 Eugenol 97-53-0 2.6 Orange oil 8028-48-6 8.4 Benzyl alcohol 100-51-6 4.4 Berberis vulgaris oil 8007-75-8 4.8 Cinnamaldehyde 104-55-2 10.5
[0230] Example 2: The effect of UV filter system on reducing fragrance-induced sebum oxidation
[0231] Squalene in sebum is highly sensitive to oxidation. Peroxidized squalene byproducts affect cellular and tissue physiology. In this lipid oxidative degradation, free radicals steal electrons from lipids. Lipid peroxidation forms reactive aldehydes such as malondialdehyde (MDA) as natural byproducts and can be used as a marker of lipid peroxidation to assess oxidative damage.
[0232] Based on this principle, the following in vitro methods were developed to evaluate sebum lipid oxidation.
[0233] The test formulation was prepared as follows.
[0234] Combine the components of Part A and Part B provided in Tables 2.1, 2.2, 2.3, and 2.4 for each test sunscreen composition, and heat them separately to 80°C, wherein Part A is added to Part B with stirring and further homogenized. Then cool the composition to room temperature with stirring. If present, add Parts C, D, and E with stirring, and adjust the pH of each composition to 5.5–7.00 with NaOH (30%) if necessary.
[0235] The remaining flavorings from Table 1 are incorporated into the formulations according to Table 2.1.
[0236] Table 2.1 Formulations without UV filters
[0237]
[0238] Table 2.2 Formulations containing BMDBM
[0239]
[0240]
[0241] Table 2.3 Formulations without UV filters
[0242]
[0243] Table 2.4 Formulations containing DHHB
[0244]
[0245]
[0246] Table 2.5 Formulations containing DHHB
[0247]
[0248]
[0249] Table 2.6 Formulations containing DHHB
[0250]
[0251]
[0252] The test preparation was placed in a petri dish at a concentration of 2 mg / cm³. 2 The amount was applied to an artificial sebum film. The sebum film was previously prepared as follows: 1 g of artificial sebum was added to 100 mL of heptane to obtain a sebum solution. 1 mL of this sebum solution was deposited onto a Petitvell dish (6 cm in diameter) and placed in a nitrogen chamber until the solvent completely evaporated. The prepared film was dried in a nitrogen chamber and then subjected to a 1.25 mW / cm² pressure. 2 Irradiate with UVA for 2 hours.
[0253] Sebum was collected by adding heptane to a petri dish and dissolving the sebum film using an ultrasonic bath. The MDA level corresponding to the oxidation products from sebum was then determined using the TBARS (Thiobarbituric Acid Reactive Substance) method. MDA in the sample reacts with thiobarbituric acid (TBA) to form an MDA-TBA adduct. This MDA-TBA adduct was quantified colorimetrically at 532 nm.
[0254] For this purpose, 0.3 mL of sebum sample solution, 0.2 mL of 8% SDS solution, 1.5 mL of 20% acetic acid, 1.5 mL of TBA solution, and 0.5 mL of deionized water were added to a container. The mixture was then heated at 95 °C for 60 minutes, cooled to room temperature in an ice bath and held for 15 minutes, and centrifuged at 3000 rpm for 5 minutes. The absorbance of the reaction solution was measured at 532 nm using a UV spectrophotometer to detect the presence of the TBA-MDA adduct.
[0255] Table 3. Detection of MDA levels in test formulations; # - Test series 1; * - Test series 2; nd - Not determined
[0256]
[0257]
[0258] As shown in Table 3, the lowest MDA level was achieved when the formulation contained DHHB.
Claims
1. Diethylaminohydroxybenzoylhexyl benzoate for use in anti-aging care compositions comprising at least one fragrance and butyl methoxydibenzoylmethane and free of octocrylene for reducing oxidative degradation from fragrance upon exposure to UV radiation.
2. The use according to claim 1, for reducing lipid peroxidation.
3. The use according to claim 1, wherein the anti-aging care composition further comprises at least one additional UV filter.
4. The use according to claim 2, wherein the anti-aging care composition further comprises at least one additional UV filter.
5. The use according to claim 1, wherein the at least one fragrance is selected from limonene, citral, linalool, α-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methyl Ionone, pentylcyclobutylphenylmethylpropionaldehyde, cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom oil, cedrol, cinnamaldehyde, cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellol, lavender oil, linalool acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
6. The use according to claim 2, wherein the at least one fragrance is selected from limonene, citral, linalool, α-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methyl Ionone, pentylcyclobutylphenylmethylpropionaldehyde, cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom oil, cedrol, cinnamaldehyde, cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellol, lavender oil, linalool acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
7. The use according to claim 3, wherein the at least one fragrance is selected from limonene, citral, linalool, α-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methyl Ionone, pentylcyclobutylphenylmethylpropionaldehyde, cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom oil, cedrol, cinnamaldehyde, cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellol, lavender oil, linalool acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
8. The use according to claim 4, wherein the at least one fragrance is selected from limonene, citral, linalool, α-isomethylionone, geraniol, citronellol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyran, 2-tert-pentylcyclohexyl acetate, 3-methyl-5-phenyl-1-pentanol, 7-acetyl-1,1,3,4,4,6-hexamethyltetrahydronaphthalene, adipate diester, α-pentylcinnamaldehyde, α-methyl Ionone, pentylcyclobutylphenylmethylpropionaldehyde, cinnamaldehyde, pentyl salicylate, pentylcinnamyl alcohol, anisole, benzoin, benzyl alcohol, benzyl benzoate, benzyl cinnamate, benzyl salicylate, bergamot oil, orange oil, bitter orange oil, butylphenylmethylpropionaldehyde, cardamom oil, cedrol, cinnamaldehyde, cinnamyl alcohol, methyl crotonate citronellol, lemon oil, coumarin, diethyl succinate, ethyl linalool, eugenol, evernia furfuracea extract, evernia prunastri extract, farnesol, guaiac oil, hexyl cinnamaldehyde, hexyl salicylate, hydroxycitronellol, lavender oil, linalool acetate, orange oil, peppermint PCA, methyl heptenone, nutmeg oil, rosemary oil, sweet orange oil, terpineol, tonka bean oil, triethyl citrate, vanillin, and mixtures thereof.
9. The use according to any one of claims 5-8, wherein the at least one fragrance is selected from geraniol, linalool, hydroxycitronellol, α-isomethylionone, citral, coumarin, limonene, citronellol, benzyl benzoate, benzyl salicylate, hexylcinnamaldehyde, vanillin, eugenol, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof.
10. The use according to any one of claims 5-8, wherein the at least one fragrance is selected from geraniol, α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, eugenol and mixtures thereof.
11. The use according to any one of claims 1-4, wherein the at least one fragrance is selected from geraniol, linalool, α-isomethylionone, citral, coumarin, citronellol, benzyl salicylate, hexylcinnamaldehyde, vanillin, orange oil, benzyl alcohol, bergamot oil, cinnamaldehyde, and mixtures thereof.
12. The use according to claim 11, wherein the at least one fragrance is selected from α-isomethylionone, citral, coumarin, citronellol, benzyl salicylate, hexylcinnamaldehyde, vanillin, orange oil, cinnamaldehyde, and mixtures thereof.
13. The use according to claim 11, wherein the at least one fragrance is selected from α-isomethylionone, citral, coumarin, benzyl salicylate, hexylcinnamaldehyde, vanillin, cinnamaldehyde and mixtures thereof.
14. The use according to claim 11, wherein the at least one fragrance is selected from α-isomethylionone, citral, hexylcinnamaldehyde, and mixtures thereof.
15. The use according to any one of claims 1-8, wherein the anti-aging care composition comprises hexylcinnamaldehyde, hexyl diethylaminohydroxybenzoylbenzoate, and butyl methoxydibenzoylmethane.
16. The use according to claim 11, wherein the anti-aging care composition comprises hexylcinnamaldehyde, hexyl diethylaminohydroxybenzoylbenzoate, and butyl methoxydibenzoylmethane.
17. The use according to any one of claims 1-8, wherein the anti-aging care composition comprises the at least one fragrance, hexyl ethylaminohydroxybenzoylbenzoate, and butyl methoxydibenzoylmethane.
18. The use according to claim 16, wherein the anti-aging care composition comprises the at least one fragrance, hexyl ethylaminohydroxybenzoylbenzoate, and butyl methoxydibenzoylmethane.
19. The use according to any one of claims 1-8, wherein the anti-aging care composition comprises: The amount of the at least one fragrance is 0.00001-1% by weight based on the total weight of the anti-aging care composition; Diethylaminohydroxybenzoyl hexyl benzoate, in an amount of 0.1-10% by weight based on the total weight of the anti-aging care composition; and Butylmethoxydibenzoylmethane, in an amount of 0.1-5% by weight based on the total weight of the anti-aging care composition.
20. The use according to claim 18, wherein the anti-aging care composition comprises: The amount of the at least one fragrance is 0.00001-1% by weight based on the total weight of the anti-aging care composition; Diethylaminohydroxybenzoyl hexyl benzoate, in an amount of 0.1-10% by weight based on the total weight of the anti-aging care composition; and Butylmethoxydibenzoylmethane, in an amount of 0.1-5% by weight based on the total weight of the anti-aging care composition.
21. The use according to claim 19, wherein the amount of said at least one fragrance is 0.001-0.5% by weight based on the total weight of the anti-aging care composition.
22. The use according to claim 19, wherein the amount of diethylaminohydroxybenzoyl benzoate is 0.1-8% by weight based on the total weight of the anti-aging care composition.
23. The use according to claim 19, wherein the amount of butylmethoxydibenzoylmethane is 0.1-4% by weight based on the total weight of the anti-aging care composition.
24. The use according to any one of claims 1-8, wherein the anti-aging care composition comprises: The amount of the at least one fragrance is 0.001-0.5% by weight based on the total weight of the anti-aging care composition; Diethylaminohydroxybenzoyl hexyl benzoate, in an amount of 0.1-8% by weight based on the total weight of the anti-aging care composition; and Butylmethoxydibenzoylmethane, in an amount of 0.1-4% by weight based on the total weight of the anti-aging care composition.
25. The use according to claim 20, wherein the anti-aging care composition comprises: the at least one fragrance, in an amount of 0.001-0.5% by weight based on the total weight of the anti-aging care composition; Diethylaminohydroxybenzoyl hexyl benzoate, in an amount of 0.1-8% by weight based on the total weight of the anti-aging care composition; and Butylmethoxydibenzoylmethane, in an amount of 0.1-4% by weight based on the total weight of the anti-aging care composition.
26. The use according to any one of claims 1-8, wherein the anti-aging care composition further comprises a dermatologically acceptable emulsifier, thickener, and / or emollient.
27. The use according to claim 25, wherein the anti-aging care composition further comprises a dermatologically acceptable emulsifier, thickener, and / or emollient.
28. Use according to any one of claims 1-8, wherein the anti-aging care composition is free of polyethylene glycol and polypropylene glycol and / or free of ethylhexyl methoxycinnamate.
29. The use according to claim 27, wherein the anti-aging care composition is free of polyethylene glycol and polypropylene glycol and / or free of ethylhexyl methoxycinnamate.
30. The use according to any one of claims 1-8, for reducing lipid peroxidation caused by UV radiation.
31. The use according to claim 29, for reducing lipid peroxidation caused by UV radiation.
32. The use according to any one of claims 1-8, for reducing aldehyde formation caused by UV radiation.
33. The use according to claim 31, for reducing aldehyde formation caused by UV radiation.
34. The use according to claim 32, for reducing malondialdehyde formation.
35. The use of diethylaminohydroxybenzoylhexyl benzoate for the preparation of body care compositions comprising diethylaminohydroxybenzoylhexyl benzoate, at least one fragrance and butyl methoxydibenzoylmethane and free of octocrylene for the purpose of preventing dermatitis and / or allergic reactions caused by fragrance upon exposure to UV radiation.
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