Use of [6]-paradol for the stabilization of cosmetic compositions

[6]-paradol addresses the instability of cosmetic compositions by providing effective oxidation protection, ensuring color and odor stability in cleansing and fragrance products, replacing the need for BHT while being safer.

JP7599335B2Active Publication Date: 2024-12-13SYMRISE GMBH & CO KG
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Patent Information

Application Number
JP2020541665
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2018-02-07
Publication Date
2024-12-13
Estimated Expiration
2038-02-07

AI Technical Summary

Technical Problem

Cosmetic compositions, particularly cleansing and fragrance compositions, are highly susceptible to oxidation from light and heat, leading to color and odor deviations, and current antioxidants like BHT pose health risks and instability issues.

Method used

Utilizing [6]-paradol as a stabilizer in cosmetic compositions to protect against oxidation and maintain color and odor stability without the need for additional additives like BHT.

Benefits of technology

[6]-paradol effectively stabilizes cosmetic compositions, preventing color and odor changes, and can be used alone or in combination with conventional stabilizers, offering a safer and more effective alternative to BHT.

✦ Generated by Eureka AI based on patent content.

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Abstract

The use of [6]-paradol for stabilizing a cosmetic composition is proposed, the cosmetic composition being selected from the group consisting of a cleansing composition and a fragrance composition.
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Description

[Technical Field]

[0001] The present invention relates to a method for stabilizing cosmetic compositions, the use of [6]-paradol for stabilizing cosmetic compositions, and in particular to soaps and eau de toilettes containing [6]-paradol. [Background technology]

[0002] [6]-paradol is a known substance [IUPAC name: 1-(4-hydroxy-3-methoxyphenyl)-decan-3-one, CAS number: 27113-22-0, FEMA 4665]. [6]-paradol can be synthesized by catalytic hydrogenation of the corresponding unsaturated analogue, for example, according to the procedure reported by HDLocksley et al. (J. Chem. Soc. Perkin Trans. I 1972, 442, 3001-3006) or purified from natural sources. [6]-paradol is a pale yellow to colorless solid or liquid, depending on temperature (melting point 31-32°C, Dictionary of Natural Products), and has a low odor, especially at the low use levels required for the compositions of the present invention.

[0003] The antioxidant and antitumor-promoting effects of [6]-paradol and its congeners have been reported (Mutation Research 2001, 400279, 1-8). [6]-paradol attenuates the formation of oxidized DNA bases induced by H2O2 and UV light in vitro. The antioxidant effect of [6]-paradol is also estimated from the observation that oral administration of 30 mg / kg body weight of [6]-paradol to DMBA-treated hamsters every other day for 14 weeks significantly improved the antioxidant status (Pharmacological Reports, 2010, 62, 1178-1185).

[0004] Compositions of [6]-paradol and unsaturated fatty acids are known from WO / 2017 / 097362. However, the main focus here is on the stabilization of foods containing vegetable oils or cosmetic compositions containing resorcinol, such as some creams. The stabilization of cosmetic compositions, such as cleansing and fragrance compositions, is not described.

[0005] Cosmetic compositions, such as cleansing and fragrance compositions, are highly sensitive to oxidation from light and heat. For example, in cleansing compositions, oxidation induces rancidity, discoloration, and odor deviations. Usually, to mask the unpleasant typical odor and / or color of the resulting oxidized soap compositions, Fragrance and colorants are used in soaps.

[0006] However, these frequently used additives, such as colorants and fragrances, also suffer from instability issues that result in strong color and odor deviations over time, especially when exposed to oxidizing agents such as air, UV, light, and heat.

[0007] For this reason, antioxidants are often used in cleansing formulations to protect fatty acids, fragrances, and colorants from oxidation. Based on the same principle, fragrance compositions are also highly susceptible to oxidation and exhibit strong color and odor variations. The most widely used antioxidant on the market for color and odor protection in cleansing and fragrance compositions is butylated hydroxytoluene, also known as dibutylhydroxytoluene (BHT).

[0008] BHT is a lipophilic organic compound and chemically a derivative of phenol. Industrially, BHT is prepared by the sulfuric acid-catalyzed reaction of p-cresol (4-methylphenol) and isobutylene (2-methylpropene). Alternatively, BHT is prepared from 2,6-di-tert-butylphenol by hydroxymethylation or aminomethylation followed by hydrogenolysis.

[0009] However, BHT is also known for its toxicity. Currently, there is controversy regarding the association of BHT with cancer risk and asthma. Furthermore, there are in vitro indications of endocrine disruption. Furthermore, BHT is suspected of causing allergy-like symptoms. Allergic skin reactions have been reported, particularly with the use of BHT in cosmetics. Therefore, new cosmetic compositions, particularly BHT-free cleansing and fragrance compositions, are needed.

[0010] Therefore, it is an object of the present invention to provide a substitute for BHT in cosmetic compositions that overcomes the drawbacks of the prior art. Specifically, it is an object of the present invention to provide an efficient and cost-effective substitute for BHT that can protect cleansing and fragrance compositions from color and / or odor deviations. Summary of the Invention

[0011] This object is solved by the subject matter of the present invention, which is the use of [6]-paradol for stabilizing a cosmetic composition, the cosmetic composition being selected from the group consisting of a cleansing composition and a fragrance composition.

[0012] Surprisingly, it has been found that [6]-paradol stabilizes cleansing and fragrance compositions.Stabilization in the sense of the present invention should be understood as stabilizing at least part of the cosmetic composition.In other words, the use of [6]-paradol protects the cosmetic composition, for example, the cleansing and fragrance composition, from oxygen, temperature, and / or light, and therefore the use of [6]-paradol protects the cosmetic composition components from odor changes and / or discoloration.

[0013] Another advantage of the present invention is that [6]-paradol can be used as a stabilizing component or antioxidant without adding additional stabilizing components or antioxidants, such as BHT, to the cosmetic composition. Thus, 6-paradol can be used alone or in combination with conventional stabilizers or antioxidants, such as EDTA or BHT.

[0014] In a preferred embodiment according to the present invention, the use of [6]-paradol stabilizes the odor and / or color of the cosmetic composition. In another preferred embodiment according to the present invention, [6]-paradol protects the cosmetic composition from discoloration and / or odor deviation. A cosmetic composition in the sense of the present invention should be understood as a cleansing composition and / or a fragrance composition.

[0015] The cleansing compositions according to the present invention include, for example, soaps, detergents, cleansing lotions, etc. for cleansing the skin, shampoos, conditioners, etc. for cleaning and protecting the hair, toothpastes, tooth powders, etc. for oral hygiene, and creams, emulsions, sunscreens, sun protection agents, lubricants and massage agents, insect repellents, etc. for protecting the skin from the harmful effects of chemicals, dust, soil, ultraviolet light, insects, or other harmful substances present in the environment. Antiperspirants, foot deodorants, mouthwashes, etc., which improve or eliminate odor or personal wetness by eliminating bacterial action, and / or retention of medications on surfaces, also fall within this basic cosmetic category. In a preferred embodiment according to the present invention, the cleansing composition is a soap.

[0016] The fragrance composition according to the present invention may contain, for example, fragrance compounds and flavor compounds well known in the art. These flavors may be selected from synthetic flavor liquids and / or oils derived from plant leaves, flowers, fruits, etc., and combinations thereof. Representative flavor liquids include artificial, natural, or synthetic fruit flavors such as eucalyptus, lemon, orange, banana, grape, lime, apricot, and grapefruit oils, and fruit essences such as apple, strawberry, cherry, orange, and pineapple. Also included are flavors derived from beans and nuts such as coffee, cocoa, cola, peanut, and almond, and flavors derived from roots such as licorice and ginger.

[0017] Flavoring compounds are preferably selected from the group consisting of essential oils and extracts, tinctures and balsams, such as anisole, basil oil, bergamot oil, bitter almond oil, camphor oil, citronella oil, lemon oil, eucalyptus citriodora oil, eucalyptus oil, fennel oil, grapefruit oil, chamomile oil, spearmint oil, caraway oil, lime oil, mandarin oil, nutmeg oil (especially nutmeg blossom oil = mace oil), myrrh oil, clove oil, clove blossom oil, orange oil, oregano oil, parsley (seed) oil, peppermint oil, rosemary oil, sage oil (clary sage, Dalmatian or Spanish sage oil), star anise oil, thyme oil, vanilla extract, juniper oil (especially juniper berry oil), wintergreen oil and cinnamon leaf oil. cinnamon bark oil, and fractions thereof or isolated therefrom.

[0018] It is particularly advantageous if the fragrance composition according to the invention comprises at least one flavor compound, preferably 2, 3, 4, 5, 6, 7, 8 or more flavor compounds, selected from the following group: menthol (preferably l-menthol and / or racemic menthol), anethole, anisole, anisaldehyde, anisyl alcohol, (racemic) neomenthol, eucalyptol (1,8-cineole), menthone (preferably L-menthone), isomenone (preferably D-isomenthone), isopulegol, menthyl acetate (preferably L-menthyl acetate), menthyl propionate, carvone (preferably (-)-carvone), optionally components of spearmint oil. (as a component of wintergreen oil), methyl salicylate (optionally as a component of wintergreen oil), eugenol acetate, isoeugenol methyl ether, beta-homocyclocitral, eugenol, isobutyraldehyde, 3-octanol, dimethyl sulfide, hexanol, hexanal, trans-2-hexenal, cis-3-hexenol, 4-terpineol, piperitone, linalool, 8-ocimenyl acetate, isoamyl alcohol, isovaleraldehyde, alpha-pinene, beta-pinene, limonene ( Preferably D-limonene, optionally as a component of essential oils), piperitone, trans-sabinene hydrate, menthofuran, caryophyllene, germacrene D, cinnamaldehyde, mint lactone, thymol, gamma-octalactone, gamma-nonalactone, gamma-decalactone, (1,3E,5Z)-undecatriene, 2-butanone, ethyl formate, 3-octyl acetate, isoamyl isovalerate, cis- and trans-carbyl acetate, p-cymol, da Macenone, damascone, cis-rose oxide, trans-rose oxide, fenchol, acetaldehyde diethyl acetal, 1-ethoxyethyl acetate, cis-4-heptenal, cis-jasmone, methyl dihydrojasmonate, 2'-hydroxypropiophenone, menthyl methyl ether, myrtenyl acetate, 2-phenylethyl alcohol, 2-phenylethyl isobutyrate, 2-phenylethyl isovalerate, geraniol, nerol, and viridiflorol.

[0019] Particularly preferred fragrance or flavoring compounds are menthol, cineole, eugenol, thymol, cinnamaldehyde, peppermint oil, spearmint oil, eucalyptus oil, thyme oil, cinnamon oil, clove oil, spruce needle oil, fennel oil, sage oil, anise oil, star anise oil, chamomile oil, caraway oil, and mixtures thereof.

[0020] In one embodiment according to the present invention, the fragrance composition can be included in a cleansing composition, preferably a soap. When the fragrance composition is included in a cleansing composition, preferably a soap blend, it is usually made up of a number of different compounds, in order to achieve a balanced perfume and / or eau de toilette, but they are not all released at once from the cleansing composition, but are preferably released upon use or storage of the soap, or in a controlled manner upon use of the cleansing composition, preferably the soap.

[0021] In another embodiment according to the present invention, Fragrance The composition can be included in other compositions, such as hygiene products or light sources. In a preferred embodiment according to the present invention, Fragrance The composition is added to an air freshener. In another preferred embodiment according to the present invention, the fragrance composition is added to a candle.

[0022] In one embodiment according to the present invention, the fragrance composition is a perfume or an eau de toilette. In a preferred embodiment according to the present invention, Fragrance The composition is an eau de toilette.

[0023] As used herein, the singular forms "a," "an," and "the" include plural references unless the context clearly dictates otherwise. For example, the term "compound" or "at least one compound" can include a plurality of compounds, including mixtures thereof. Thus, for example, reference to a "cosmetic composition," "cosmetic compositions," or "cosmetic compositions" also includes a plurality of cosmetic compositions.

[0024] In a further embodiment according to the present invention, [6]-paradol stabilizes the odor of the cosmetic composition. In a further embodiment according to the present invention, [6]-paradol stabilizes the color of the cosmetic composition. In a further embodiment according to the present invention, [6]-paradol stabilizes the odor and color of the cosmetic composition. In a preferred embodiment according to the present invention, [6]-paradol stabilizes the odor of the cleansing composition. In a preferred embodiment according to the present invention, [6]-paradol stabilizes the color of the cleansing composition. In a preferred embodiment according to the present invention, [6]-paradol stabilizes the odor and color of the cleansing composition. In a preferred embodiment according to the present invention, [6]-paradol Fragrance In a preferred embodiment according to the present invention, the [6]-paradol stabilizes the color of the composition. In a preferred embodiment according to the present invention, the [6]-paradol stabilizes the color of the composition. Fragrance Stabilizes the odor and color of the composition.

[0025] In another embodiment of the present invention, the amount of [6]-paradol used is 0.00001 to 1 wt. %, preferably 0.001 to 0.1 wt. %, and particularly preferably 0.005 to 0.05 wt. % based on the total weight of the composition. The most preferred amount of [6]-paradol is 0.01 to 0.02 wt. % based on the total weight of the composition. Another most preferred amount of [6]-paradol is 0.05 wt. % based on the total weight of the composition. Another most preferred amount of [6]-paradol is 0.005 wt. % based on the total weight of the composition.

[0026] In a preferred embodiment according to the present invention, the cosmetic composition does not contain BHT. In other words, in a preferred embodiment according to the present invention, [6]-paradol is used alone to stabilize the cosmetic composition. In this context, the term "alone" refers to the use of [6]-paradol without the use of BHT.

[0027] In one embodiment of the present invention, [6]-paradol is added to the cosmetic composition as a mixture with a solvent. Any suitable solvent for [6]-paradol, such as vegetable oil triglycerides, can be used herein. For example, caprylic / capric triglyceride or vegetable oils (e.g., refined, hydrogenated, or untreated), soybean (Glycine soja) oil, sunflower (Helianthus annuus) seed oil, castor (Ricinus communis) seed oil, wheat (Triticum vulgare) germ oil, corn (Zea mays) oil, sweet almond (Prunus amygdalus dulcis) seed oil, sesame (Sesamum indicum) seed oil, olive (Olea europaea) oil, and mineral oil (paraffinum liquidum). Organic solvents (synthetic or natural) can also be used, such as dipropylene glycol, isopropyl myristate, isopropyl palmitate, ethyl myristate, methyl myristate, dioctyl adipate, triethyl citrate, triacetin, diethyl tartrate, ethyl lactate, and butyl lactate. Isoparaffinic hydrocarbons can also be used, such as the Isopar series, including Isopar M, Isopar L, Isopar H, and Isopar G. Alcohols can also be used, such as ethanol, isopropyl alcohol, benzyl alcohol, phenoxyethyl alcohol, propylene glycol, butylene glycol, 1,3-propanediol, hexylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, or a mixture of two or more of the above solvents.

[0028] In a preferred embodiment according to the present invention, caprylic / capric triglyceride (CCTG) is used as the solvent. In a further preferred embodiment according to the present invention, soybean (Glycine soja) oil, sunflower (Helianthus annuus) seed oil, or mineral oil is used as the solvent. In a further preferred embodiment, water and / or miscible solvents are used as the solvent, such as ethanol, isopropyl alcohol, triethyl citrate, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-pentanediol, and 1,2-hexanediol. In a further preferred embodiment according to the present invention, dipropylene glycol (DPG) is used as the solvent. In a further preferred embodiment according to the present invention, isopropyl myristate (IPM) or isopropyl palmitate (IPP) is used as the solvent. In a further preferred embodiment according to the present invention, dioctyl adipate (DOA) is used as the solvent. In a further preferred embodiment according to the present invention, an isoparaffinic hydrocarbon, such as Isopar M, is used as the solvent.

[0029] Further disclosed herein is a method of stabilizing a cosmetic composition, wherein [6]-paradol is added to the cosmetic composition, wherein the cosmetic composition is selected from the group consisting of a cleansing composition and a fragrance composition.

[0030] In a preferred embodiment of the method of the present invention, [6]-paradol stabilizes the odor and / or color of the cosmetic composition. In another preferred embodiment according to the present invention, [6]-paradol protects the cosmetic composition from discoloration and / or odor deviation. A cosmetic composition in the sense of the present invention should be understood as a cleansing composition and / or a fragrance composition.

[0031] In a preferred embodiment according to the method of the present invention, the cleansing composition is a soap.

[0032] In one embodiment according to the method of the present invention, the fragrance composition is a perfume or an eau de toilette. In a preferred embodiment according to the present invention, FragranceThe composition is an eau de toilette.

[0033] In another embodiment of the method of the present invention, [6]-paradol is used in an amount ranging from 0.0001 to 1% by weight, preferably from 0.001 to 0.1% by weight, and particularly preferably in an amount ranging from 0.005 to 0.05% by weight, relative to the total weight of the composition. The most preferred amount of [6]-paradol is 0.01 to 0.02% by weight, relative to the total weight of the composition. Another most preferred amount of [6]-paradol is 0.05% by weight, relative to the total weight of the composition.

[0034] In a preferred embodiment of the method of the present invention, the cosmetic composition does not contain BHT. In other words, in a preferred embodiment of the method of the present invention, [6]-paradol is used alone to stabilize the cosmetic composition. In this context, the term "alone" refers to the use of [6]-paradol without BHT.

[0035] In one embodiment of the method of the present invention, [6]-paradol is added to the cosmetic composition as a mixture with a solvent. Any suitable solvent for [6]-paradol can be used herein, including, for example, vegetable oil triglycerides, such as caprylic / capric triglyceride, and vegetable oils (e.g., refined, hydrogenated, or untreated), such as soybean (Glycine soja) oil, sunflower (Helianthus annuus) seed oil, castor (Ricinus communis) seed oil, wheat (Triticum vulgare) germ oil, corn (Zea mays) oil, sweet almond (Prunus amygdalus dulcis) seed oil, sesame (Sesamum indicum) seed oil, olive (Olea europaea) oil, and mineral oil (paraffinum liquidum). Organic solvents (synthetic or natural) such as dipropylene glycol, isopropyl myristate, isopropyl palmitate, ethyl myristate, methyl myristate, dioctyl adipate, triethyl citrate, triacetin, diethyl tartrate, ethyl lactate, and butyl lactate can also be used. Isoparaffinic hydrocarbons, such as the Isopar series (Isopar M, Isopar L, Isopar H, and Isopar G), can also be used. Alcohols, such as ethanol, isopropyl alcohol, benzyl alcohol, phenoxyethyl alcohol, propylene glycol, butylene glycol, 1,3-propanediol, hexylene glycol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, or a mixture of two or more, can also be used.

[0036] In a preferred embodiment of the method of the present invention, caprylic / capric triglyceride (CCTG) is used as the solvent. In a further preferred embodiment of the method of the present invention, soybean (Glycine soja) oil, sunflower (Helianthus annuus) seed oil, or mineral oil is used as the solvent. In a further preferred embodiment, water and / or miscible solvents such as ethanol, isopropyl alcohol, triethyl citrate, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-pentanediol, and 1,2-hexanediol are used as the solvent. In a further preferred embodiment of the method of the present invention, dipropylene glycol (DPG) is used as the solvent. In a further preferred embodiment of the method of the present invention, isopropyl myristate (IPM) or isopropyl palmitate (IPP) is used as the solvent. In a further preferred embodiment of the method of the present invention, dioctyl adipate (DOA) is used as the solvent. In a further preferred embodiment of the method of the present invention, an isoparaffinic hydrocarbon such as Isopar M is used as the solvent.

[0037] Further disclosed herein are soaps containing [6]-paradol, which encompass any soap, including synthetic soaps made from petroleum-based products, heavy soaps made from lead, zinc, or other heavy metal compounds, liquid soaps, or solid soaps.

[0038] In one embodiment, [6]-paradol is present in the soap in an amount of 0.0001 to 1 wt. %, preferably 0.001 to 0.1 wt. %, and particularly preferably 0.005 to 0.05 wt. %, based on the total weight of the soap. The most preferred amount of [6]-paradol is 0.01 to 0.02 wt. %, based on the total weight of the soap. Another most preferred amount of [6]-paradol is 0.005 wt. %, based on the total weight of the soap.

[0039] Further disclosed herein is an eau de toilette containing [6]-paradol. In one embodiment, [6]-paradol is present in the eau de toilette in an amount ranging from 0.0001 to 1 wt. %, preferably from 0.001 to 0.1 wt. %, and particularly preferably from 0.005 to 0.05 wt. %, based on the total weight of the eau de toilette. The most preferred amount of [6]-paradol is 0.01 to 0.02 wt. %, based on the total weight of the eau de toilette. Another most preferred amount of [6]-paradol is 0.05 wt. %, based on the total weight of the eau de toilette.

[0040] Further disclosed herein is an air freshener comprising [6]-paradol. In one embodiment, [6]-paradol is present in the air freshener in an amount of 0.0001 to 1 wt. %, preferably in the range of 0.001 to 0.1 wt. %, and particularly preferably in the range of 0.005 to 0.05 wt. %, relative to the total weight of the air freshener. The most preferred amount of [6]-paradol is 0.01 to 0.02 wt. %, relative to the total weight of the air freshener. Another most preferred amount of [6]-paradol is 0.05 wt. %, relative to the total weight of the air freshener.

[0041] Also disclosed herein is a candle containing [6]-paradol. In one embodiment, the [6]-paradol is present in the candle in an amount of 0.0001 to 1 wt. %, preferably 0.001 to 0.1 wt. %, and particularly preferably 0.005 to 0.05 wt. %, based on the total weight of the candle. The most preferred amount of [6]-paradol is 0.01 to 0.02 wt. %, based on the total weight of the candle. Another most preferred amount of [6]-paradol is 0.05 wt. %, based on the total weight of the candle.

[0042] The foregoing description, as well as the following description of exemplary embodiments, do not represent a disclaimer of any particular embodiment or feature. [Brief explanation of the drawings]

[0043] The invention will now be described in more detail with reference to specific embodiments thereof as illustrated in the drawings. [Figure 1] Figure 1 shows the results for rancidity (peroxide value) of soap base 1 [Figure 2] FIG. 2 shows the results for the oxidative odor (peroxide value) of soap base 2. [Figure 3] FIG. 3 shows the results for the oxidized odor (colorimetric measurement) of soap base 1. [Figure 4] FIG. 4 shows the results of the oxidation odor (colorimetric measurement) of soap base 2. [Figure 5] FIG. 5 shows the results for the oxidized odor (Oxypress test) of soap base 1. [Figure 6] Figure 6 shows the results for the oxidized odor of soap base 2 (Oxypress test). [Figure 7] FIG. 7 shows the results for color protection (colorimetric measurement) of soap base 1. [Figure 8] FIG. 8 shows the results for color protection (colorimetric measurement) of soap base 2. [Figure 9] FIG. 9 shows the results for color protection (Oxypress test) of soap base 1. [Figure 10] FIG. 10 shows the results for color protection (Oxypress test) of soap base 2. Example 1

[0044] Example 1: Stabilization of fragrance compositions This study will be initiated with two fragrances (FEROCE and ECLAT) to verify whether [6]-paradol can replace BHT in fragrance compositions. The effectiveness of [6]-paradol will be compared to BHT alone for protecting the fragrance ECLAT and for protecting the fragrance FEROCE in the presence of EDTA. The fragrance ECLAT appears to be highly sensitive to discolouration issues, while the fragrance FEROCE is considered to be more susceptible to colour and odour changes. Fragrance FEROCE scent description: Top notes: bergamot, citrus HEART notes: floral, jasmine, gardenia Base notes: wood, cedarwood, animal, musk, sandalwood Fragrance ECLAT scent description: Top notes: pepper, leafy green, mandarin Heart notes: jasmine, floral, lily of the valley, rosewood, orris, violet, Base notes: wood, musk, sandalwood, balsam, cedarwood, animal [6]-Paradol was solubilized in either ethanol or DPG at a concentration of 10% (the "blend"). Fragrance Add 6-paradol to the formulation to achieve a final concentration of 0.01% or 0.05%. BHT is pre-dissolved in ethanol at a concentration of 10% and subsequently added to the formulation to reach a final concentration of 0.05%.

[0045] [Table 1] [Table 2]

[0046] Visual and olfactory assessment

[0047] All samples of EDT are placed under different conditions - RT dark, RT light, 5°C ("fresh"), 40°C for 3 months and 50°C for 1 month - and evaluated monthly. A Sun test (equipped with a 1500W xenon lamp) was also performed for 16 hours. Visual color evaluations were performed monthly for all conditions. Olfactory evaluations were performed on the stored samples at 50°C, 40°C, and after the Sun test. [Table 3]

[0048] [Table 4] In all conditions tested, the fragrance effect remained unchanged in the control samples (without antioxidants). The addition of antioxidants ([6]-paradol or BHT) did not affect the protection of the fragrance effect.

[0049] All additives increase the stability of the fragrance compared to the control sample.

[0050] After 1 month at 50°C: All concentrations of [6]-paradol improve fragrance stability compared to BHT and the control sample (BHT improves less than [6]-paradol compared to the control sample).

[0051] After 3 months at 40°C: All additives increase the stability of the fragrance compared to the control sample.

[0052] [Table 5] In all conditions tested, the fragrance effect was slightly altered in the control samples (without antioxidants). The addition of antioxidants ([6]-paradol or BHT) did not affect the protection of the fragrance effect.

[0053] After 1 month at 50°C: Increased fragrance and color stability with all additives compared to the control sample.

[0054] After 3 months at 5°C: better color stability with 0.05% [6]-paradol (blend in DPG), other additives worse than the control sample.

[0055] After 3 months at 40°C: All additives protect the color of the fragrance, which has changed significantly due to the control.

[0056] [Table 6] [6]-Paradol helps stabilize the aroma compared to the control sample, providing better results than BHT in most situations. A concentration of 0.01% of [6]-Paradol in DPG appears to provide better stability in light than other concentrations. Of the antioxidants tested, neither [6]-Paradol nor BHT provided any improvement in aroma impact.

[0057] [Table 7]

[0058] [6]-Paradol, like BHT, helps protect fragrance color at high temperatures (40°C and 50°C). 0.01% [6]-Paradol in DPG is the only additive that stabilizes fragrance color after the Sun test. [6]-Paradol was not effective in protecting EDT from discoloration due to light. Example 2

[0059] Stabilization of cleansing compositions

[0060] [6] - Two studies were initiated to examine whether paradol could be a substitute for BHT in bar soaps. [6] - The effectiveness of paradol and BHT in protecting against oxidized odor, color, and odor and color changes was compared. soap base1 contains 80% fat (including 1% free fatty acids) and is high in moisture (12%). It is known to be highly susceptible to rancidity. soap base 2 contains 96% fat (no free fatty acids) and a low moisture content (2%). It has been shown to be less susceptible to rancidity.

[0061] [Table 8]

[0062] [Table 9]

[0063] All soap samples are subjected to different conditions: 5°C (used as a control sample), RT dark, RT light, 40°C for three months, and 50°C for one month, with monthly evaluations. Crush tests (CT, 5 cycles of 50°C / room temperature / -20°C) and SUN tests (ST) are also performed. Oxipress tests are also performed on all soap samples. Oxipress determines the oxidation resistance of fats and oils in all kinds of raw materials, semi-finished products, and finished products, such as food, animal feed, cosmetics, and biodiesel. Oxipress allows for the testing of heterogeneous products. Therefore, there is no need to extract fats and oils from the product before analysis. Samples can be placed in a reaction vessel without any preparation.

[0064] SymDecanox™ HA has a concentration of [6]-paradol of 1% by weight.

[0065] For rancidity studies, a quantitative assessment of malodour is carried out: measurement of the peroxide value. The peroxide value is a marker of primary oxidative products. Colorimetric measurements of samples are also carried out monthly.

[0066] For the color protection study, colorimetric measurements of samples are taken monthly. The equation for the colorimetric results is: JPEG0007599335000010.jpg28110JPEG0007599335000011.jpg28141

[0067] Rancidity Research Results

[0068] Hydrogen peroxide level Figures 1 and 2 are Soap base 1 and soap base The results of 2 are shown. soap base From Figure 1, it can be seen that 0.5% SymDecanox HA achieves good results under two months of light exposure. Figure 3 shows the results of the colorimetric measurements of soap base 1. These results show that SymDecanox HA has a positive effect under light exposure and provides good protection under high temperatures. Regarding the crush test, 1% SymDecanox HA prevents discoloration of the soap. After the Sun test, it can be seen that both BHT and 1% SymDecanox HA had a negative effect, resulting in increased discoloration compared to the control sample (Control). Figure 4 shows the results of the colorimetric measurements for Soap Base 2. As can be seen, 1% SymDecanox HA is a more effective antioxidant for preventing discoloration not only after the crash test, but also under light and high temperatures.

[0069] In the Oxipress test, a control sample soap is presented, along with a soap containing 0.1% BHT, a soap containing 0.5% SymDecanox, and a soap containing 1% SymDecanox HA. [Table 10] [Table 11]

[0070] For both soap bases 1 and 2, oxygen consumption was more significant for the soap containing 0.5% SymDecanox HA and the control sample compared to the soap containing 0.1% BHT and 1% SymDecanox HA. This indicates that both 0.1% BHT and 1% SymDecanox HA protect the soap from oxidation. Figure 5 shows the results for soap base 1. Figure 6 shows the results for soap base 2.

[0071] Results of color conservation studies Figure 7 shows the results for Soap Base 1. Figure 8 shows the results for Soap Base 2. As can be seen from Figure 7, BHT has a negative effect on discoloration after 3 months at 40°C compared to the control sample. After 1 month at 50°C, BHT strongly discolors the soap. Furthermore, the addition of 1% SymDecanox HA prevents the soap from discoloring after 3 months at 40°C. 0.5% SymDecanox HA also has a positive effect, but BHT discolors more than the control soap. Figure 8 shows that SymDecanox HA prevents discoloration of soap at high temperatures and this effect is dose-dependent. It has better efficacy than BHT and the control. At high temperatures, BHT does not protect the soap, resulting in the same results as the control. Both BHT and SymDecanox HA have a small effect on the control sample in light.

[0072] The Oxipress test provided control sample soaps containing 0.5% SymDecanox against soap containing 0.1% BHT, and soap containing 1% SymDecanox HA. [Table 12] [Table 13] Figure 9 shows the results for Soap Base 1. Figure 10 shows the results for Soap Base 2.

[0073]

Table 14

Claims

1. A use of [6]-paradol in a cosmetic composition selected from the group consisting of a cleansing composition and a fragrance composition for stabilizing the odor and / or color of a fragrance contained in the fragrance composition, or for stabilizing the color of a colorant (excluding titanium dioxide) contained in the cleansing composition, The fragrance is a flavor liquid and / or oil derived from plant leaves, flowers, or fruits. [6]-Use of paradol.

2. 2. The use according to claim 1, wherein the fragrance is selected from the group consisting of essential oils and extracts, tinctures and balsams.

3. 3. The use according to claim 2, wherein the fragrance is selected from the group consisting of anisole, basil oil, bergamot oil, bitter almond oil, camphor oil, citronella oil, lemon oil, eucalyptus citriodora oil, eucalyptus oil, fennel oil, grapefruit oil, chamomile oil, spearmint oil, caraway oil, lime oil, mandarin oil, nutmeg oil (especially nutmeg blossom oil = mace oil, mace oil), myrrh oil, clove oil, clove blossom oil, orange oil, oregano oil, parsley (seed) oil, peppermint oil, rosemary oil, sage oil (clary sage, Dalmatian or Spanish sage oil), star anise oil, thyme oil, vanilla extract, juniper oil (especially juniper berry oil), oil of wintergreen, cinnamon leaf oil, cinnamon bark oil, and fractions and isolated forms thereof.

4. 2. The use of claim 1, wherein the fragrance comprises menthol, cineole, eugenol, thymol, cinnamaldehyde, peppermint oil, spearmint oil, eucalyptus oil, thyme oil, cinnamon oil, clove oil, spruce needle oil, fennel oil, sage oil, anise oil, star anise oil, chamomile oil, caraway oil, and mixtures thereof.

5. [6]-The use according to claims 1 to 4, wherein the paradol is added to the cosmetic composition in an amount of 0.00001 to 1% by weight, based on the total weight of the composition.

6. 6. The use according to any one of claims 1 to 5, wherein the cosmetic composition does not contain butylated hydroxytoluene.

7. [6]-The use according to any one of claims 1 to 6, wherein the paradol is added to the cosmetic composition as a mixture with a solvent.

8. 8. The use according to claim 7, wherein the solvent is a water-soluble and / or miscible solvent.

9. 8. The use according to claim 7, wherein the solvent is caprylic / capric triglyceride or dipropylene glycol.

10. 10. The use according to any one of claims 1 to 9, wherein the cleansing composition is a soap.

11. 11. Use according to any one of claims 1 to 10, wherein the fragrance composition is an eau de toilette.

12. A method for stabilizing the odor and / or color of a fragrance contained in a fragrance composition in a cosmetic composition selected from the group consisting of a cleansing composition and a fragrance composition, or a method for stabilizing the color of a colorant (excluding titanium dioxide) contained in a cleansing composition, wherein [6]-paradol is added to the cosmetic composition.

13. The method of claim 12, wherein the fragrances and colorants contained in the cosmetic composition are odor and / or color stabilized.

14. 14. The method of claim 12 or claim 13, wherein the cleansing composition is a soap.

15. 14. The method of claim 12 or claim 13, wherein the fragrance composition is an eau de toilette.

16. A soap comprising a coloring agent (excluding titanium dioxide) and 0.0001 to 1% by weight of [6]-paradol based on the total weight of the soap.

17. An eau de toilette comprising 0.0001 to 1% by weight of [6]-paradol based on the total weight of the eau de toilette.

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