Avocado makeup remover cream containing modified avocado oil additive

By using modified avocado oil additives in makeup remover, the existing makeup remover has solved the problem of large irritation and incomplete emulsification, achieving efficient makeup removal, moisturizing and repair effects, reducing the risk of skin allergies and acne.

CN119564549BActive Publication Date: 2025-05-16SHANGHAI ZHENGSHENG BRAND MANAGEMENT CO LTD
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Patent Information

Application Number
CN202510138125.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2025-02-08
Publication Date
2025-05-16
Estimated Expiration
2045-02-08

AI Technical Summary

Technical Problem

In the existing makeup remover, oil or emulsifier has high irritation and strong cleaning ability, which leads to skin allergies; the other part of the makeup remover emulsified slowly and does not emulsify thoroughly, which leads to residual oil after washing and acne problems.

Method used

A ceramide analog is prepared by reacting avocado oil fatty acids with sphingosine, and combining them with modified chitosan through multiple reactions to form a modified avocado oil additive and added to the makeup remover.

Benefits of technology

Modified avocado oil additives can provide excellent moisturizing, repairing and nourishing effects during makeup removal, reduce skin barrier damage caused by cleaning, help repair damaged skin, avoid oily film and acne problems, and also have good antibacterial properties.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention discloses an avocado makeup remover cream containing a modified avocado oil additive, and relates to the technical field of daily chemical products. The invention discloses an avocado makeup remover cream containing a modified avocado oil additive, comprising the following raw materials in weight percentage: 50-80% of a grease composition, 10-30% of an emulsifier, 2-10% of an oil phase thickener, 0.1-1% of a plant extract composition, 4-8% of a modified avocado oil additive, 3-6% of a functional additive, and the balance is water, and the sum of the raw material percentages is 100%; the modified avocado oil additive prepared by the present application is added to the makeup remover cream, while ensuring excellent makeup removal power, effectively improving the emulsification speed of the makeup remover cream and reducing the oil film feeling after washing; and it has high affinity with the skin, good mildness, and can effectively inhibit the reproduction of Propionibacterium acnes.
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Description

Technical Field

[0001] The invention relates to the technical field of daily chemical products, and in particular to an avocado makeup remover cream containing a modified avocado oil additive. Background Art

[0002] The stratum corneum is located at the outermost layer of the epidermis. It has unique structural, physical and biochemical properties and is an important protective barrier for the body. It can resist the penetration of exogenous harmful substances and prevent the loss of body water. Recent studies have shown that various external stimuli such as ultraviolet radiation, mechanical friction, and organic solvents may cause damage to the structure and function of the stratum corneum. Most of the current makeup removers can effectively remove makeup, but some of them use oils or emulsifiers that are highly irritating and have too strong cleaning ability. During use, they may stimulate hair follicles to cause acne and damage the skin barrier, leading to skin allergies. Some other makeup removers have slow emulsification speed, incomplete emulsification, large amounts of oil or wax residues after washing, and a strong oil film after washing, which may cause acne after use.

[0003] Ceramide, also known as brain amide and N-acylsphingosine, is a common structural unit of (neuro)sphingolipids. It exists in eukaryotic cells and plays an important regulatory role in life activities such as cell differentiation, proliferation, apoptosis, and aging. In human skin, ceramide, as one of the important components of the stratum corneum of the skin, not only acts as a second messenger molecule in the sphingomyelin pathway, but also plays an important role in the formation process of the epidermal stratum corneum. It has physiological functions such as maintaining the skin barrier, moisturizing, anti-aging, and anti-allergy. Therefore, it has attracted a lot of research and attention in the fields of medicine and cosmetics. Avocado, also known as avocado, avocado, and avocado, is a tropical and subtropical fruit of the genus Avocado in the family Sapotaceae. Avocado flesh is delicate and residue-free, with high nutritional value. It contains a variety of vitamins, unsaturated fatty acids, proteins, and mineral elements such as sodium, potassium, and magnesium. It is the most popular and unique high-energy, low-sugar fruit with good edible health and medicinal value; among them, avocado oil is very similar to the structure of natural cortical membranes, has strong penetration ability into the skin, can penetrate deeply into the skin to nourish it, and can be used as a carrier for a variety of substances. A new type of modified avocado oil additive is synthesized by using avocado oil fatty acid as the fatty acid part and sphingosine. The avocado oil fatty acid is added to a makeup remover cream, so that the makeup remover cream can achieve excellent moisturizing, repairing and nourishing capabilities while removing makeup. Summary of the invention

[0004] The purpose of the present invention is to provide an avocado makeup remover cream containing a modified avocado oil additive to solve the following technical problems:

[0005] The oils or emulsifiers added in existing makeup removers are highly irritating and have too strong a cleaning ability. During use, they may stimulate hair follicles to cause acne and damage the skin barrier, leading to skin allergies. Some other makeup removers have a slow emulsification speed and incomplete emulsification. After washing, a large amount of oil or wax remains, and there is a strong oil film feeling after washing, which may cause acne after use.

[0006] The purpose of the present invention can be achieved by the following technical solutions:

[0007] An avocado makeup remover cream containing a modified avocado oil additive, comprising the following raw materials in percentage by weight: 50-80% of an oil composition, 10-30% of an emulsifier, 2-10% of an oil phase thickener, 0.1-1% of a plant extract composition, 4-8% of a modified avocado oil additive, 3-6% of a functional additive, and the balance being water, wherein the sum of the percentages of the raw materials is 100%;

[0008] The preparation method of the modified avocado oil additive comprises the following steps:

[0009] S1: Add avocado oil fatty acid, sphingosine, 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, triethylamine, and dichloromethane to reactor A and disperse evenly, react at room temperature for 1-3 hours, add water to terminate the reaction, take the organic layer, add anhydrous sodium sulfate to dry, filter, and vacuum concentrate to obtain component 1;

[0010] S2: Add carboxymethyl chitosan, sodium hydroxide and isopropanol into a reaction kettle and disperse them evenly, control the temperature at 40-45°C, keep the temperature for reaction for 0.5-1h, add p-chloromethylbenzoyl chloride, control the temperature at 70-80°C, keep the temperature for reaction for 24-36h, adjust the pH to 7, add anhydrous ethanol for precipitation, filter and dry to obtain component 2;

[0011] S3: adding N,N-dimethylethanolamine, component 2 and isopropanol into a reaction kettle and dispersing them uniformly, heating and refluxing for 9-12 hours, adding acetone / ethanol mixed solution for precipitation after cooling, filtering, washing and drying to obtain modified chitosan;

[0012] S4: Add phosphorus oxychloride and acetonitrile into the reaction kettle and disperse them evenly, control the temperature at -5 to 0°C, add triethylamine component one and component one, keep the temperature for reaction for 2-4 hours, continue to add triethylamine component two and modified chitosan, control the temperature at 25-35°C, keep the temperature for reaction for 2-4 hours, wash and dry to obtain modified avocado oil additive.

[0013] As a further embodiment of the present invention: the preparation method of avocado oil fatty acid comprises the following steps:

[0014] C1: Remove the peel and core of ripe and softened avocados, add water to the pulp and beat it to obtain pulp;

[0015] C2: Add papain to the pulp, perform enzymatic hydrolysis, and centrifuge to obtain the supernatant oil layer to obtain avocado oil;

[0016] C3: Hydrolyze avocado oil under alkaline conditions to obtain avocado oil fatty acids.

[0017] As a further embodiment of the present invention: the carboxymethyl chitosan is o-carboxymethyl chitosan.

[0018] As a further embodiment of the present invention, the addition ratio of avocado oil fatty acid, sphingosine, 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, triethylamine, and dichloromethane in S1 is 10 g: 12-18 g: 6.8-13 g: 3.5-7 g: 50-200 mL.

[0019] As a further solution of the present invention: the addition ratio of carboxymethyl chitosan, sodium hydroxide, isopropanol and p-chloromethylbenzoyl chloride in S2 is 10g:5-8g:100-500mL:2-3.5g.

[0020] As a further solution of the present invention: the addition ratio of N,N-dimethylethanolamine, component 2, and isopropanol in S3 is 3-5g:10g:100-200mL.

[0021] As a further solution of the present invention: in S4, the addition ratio of phosphorus oxychloride, acetonitrile, triethylamine component one, component one, triethylamine component two, and modified chitosan is 10-15g: 100-300mL: 5-10g: 20g: 10-15g: 5-10g.

[0022] As a further scheme of the present invention: the oil composition comprises a mixture of fermented oil, vegetable oil and synthetic oil; the fermented oil is a fermentation product of Candida albicans / glucose / rapeseed oleic acid methyl ester, and the fermented oil accounts for 0.01-1% of the total mass of the makeup remover cream; the synthetic oil is cetyl ethylhexanoate, ethylhexyl palmitate, isopropyl palmitate, isopropyl myristate, caprylic / capric triglyceride, caprylic / capric glyceride, coconut oil-caprylate / caprate, tri(ethylhexanoic acid) glyceride, hydrogenated polyisobutene, hydrogenated polydecene, pentaerythritol tetra(ethylhexanoate), dicaprylyl carbonate, diethylhexyl carbonate, dicaprylyl ether, isononyl isononanoate, isotridecanol isononanoate, diisopropyl sebacate, octyldodecanol, octyldodecanol The synthetic oil is obtained by mixing one or more of isostearic acid ester, C12-15 alcohol benzoate, C13-15 alkane, C15-19 alkane, C13-16 isoparaffin, C14-16 isoparaffin, isododecane, isohexadecane and mineral oil, and the synthetic oil accounts for 40-70% of the total mass of the makeup remover cream; the plant oil is obtained by mixing one or more of European filbert oil, sunflower seed oil, coconut oil, rice germ oil, avocado tree fat oil, wild soybean oil, macadamia seed oil, sweet almond oil, olive fruit oil, safflower seed oil, wheat germ oil, tangerine peel oil, jojoba seed oil, babassu seed oil, camellia seed oil, small fruit coffee seed oil, eucalyptus leaf oil and evening primrose oil, and the plant oil accounts for 0.1-10% of the total mass of the makeup remover cream.

[0023] As a further embodiment of the present invention: the emulsifier is sorbitol polyether-30 tetraoleate, sorbitol polyether-30 tetraisostearate, PEG-20 glyceryl triisostearate, PEG-20 glyceryl isostearate, PEG-12 diisostearate, PEG-10 isostearate, PEG-8 caprylic / capric glycerides, PEG-8 glyceryl isostearate, PEG-7 glyceryl cocoate, PEG-5 glyceryl triisostearate, PEG-3 glyceryl isostearate, poly The composition is obtained by mixing one or more esters of glyceryl-10 laurate, polyglyceryl-10 stearate, polyglyceryl-10 dioleate, polyglyceryl-4 oleate, polyglyceryl-3 polyricinoleate, polyglyceryl-2 isostearate, polyglyceryl-2 caprate, polyglyceryl-2 sesquioleate, polyglyceryl-2 sesquicaprylate, olive oil PEG-7 esters, polysorbate-20, polysorbate-85, propylene glycol laurate, propylene glycol isostearate, soya bean sterols, and hydrogenated lecithin.

[0024] As a further embodiment of the present invention: the oil phase thickener includes one or more of synthetic wax, polyethylene wax, ozokerite, microcrystalline wax, silica, silica silylate, polydimethylsilicone silica silylate, tribehenin, glyceryl behenate / eicosanedioate, beeswax, candelilla wax, sunflower seed wax, carnauba wax, micon wax, and lacquer wax.

[0025] As a further embodiment of the present invention: the plant extract composition comprises lemon fruit extract, European currant fruit extract, and rose flower extract;

[0026] The functional additives include moisturizers and antioxidants; the moisturizer is a mixture of one or more of glycerol, 1,3-butylene glycol, 1,3-propylene glycol, and dipropylene glycol, and the moisturizer accounts for 0.05-5% of the total mass of the makeup remover cream; the antioxidant is a mixture of one or more of phenol acetate, vitamin E, and bisabolol, and the antioxidant accounts for 0.05-0.5% of the total mass of the makeup remover cream.

[0027] As a further solution of the present invention: the functional additive also includes a colorant; the colorant is obtained by mixing CI 61565 and CI47000, the CI 61565 accounts for 0.00001%-0.01% of the total mass of the makeup remover cream; the CI 47000 accounts for 0.0001%-0.01% of the total mass of the makeup remover cream.

[0028] As a further embodiment of the present invention: the functional auxiliary agent also includes a moisturizing bactericide; the moisturizing bactericide is a mixture of one or more of 1,2-pentanediol, 1,2-hexanediol, 2,3-butylene glycol, ethylhexylglycerin, caprylyl glycol, and polyquaternium-51, and the moisturizing bactericide accounts for 0.1-5% of the total mass of the makeup remover cream.

[0029] As a further solution of the present invention: the fermentation product of Candida albicans / glucose / rapeseed oleic acid methyl ester is listed in the "List of Used Cosmetic Raw Materials (2015 Edition)" with serial number: 03364, and is a fermentation product.

[0030] Beneficial effects of the present invention:

[0031] (1) The present application peels and removes the core of avocados, then disperses the avocado pulp mechanically, destroys the avocado cell wall, and then further decomposes the cell wall using an enzyme, thereby separating the oil in the avocado to obtain avocado oil; avocado oil has a strong ability to repair traumatic skin, and avocado oil is rich in unsaponifiable matter. As an anti-inflammatory compound, the unsaponifiable matter is effective in antioxidant and analgesic effects on the human body; the present application hydrolyzes avocado oil under an alkaline environment to obtain avocado oil fatty acid; the avocado oil fatty acid is reacted with sphingosine to obtain a ceramide analog, namely component one; component one prepared in the present application has an anti-inflammatory and repairing effect on the skin.

[0032] The present application then uses p-chloromethylbenzoyl chloride and carboxymethyl chitosan in isopropanol in an alkaline environment to react through N-alkylation to obtain component two, and then uses N,N-dimethylethanolamine to react with component two to obtain terminal hydroxyl quaternized chitosan, i.e., modified chitosan; the present application continues to use sphingosine to covalently bind to component one through an amide bond to obtain a ceramide analog, i.e., component one; the present application finally uses phosphorus oxychloride to phosphorylate component one, and uses its grafted phosphate group to react with the terminal hydroxyl group of the modified chitosan to obtain a modified avocado oil additive. The modified avocado oil additive prepared by the present application is added to a makeup remover to reduce barrier damage caused by cleaning, protect the integrity of the skin structure, and repair damaged skin barriers.

[0033] (2) This application utilizes chitosan modified by carboxymethylation. The introduction of carboxymethyl groups makes chitosan an amphiphilic chitosan containing both amino and carboxyl groups, thereby improving the solubility and applicability of chitosan and greatly improving its hydrophilicity. It also uses p-chloromethylbenzoyl chloride and N,N-dimethylethanolamine to graft chitosan, giving chitosan antibacterial properties and amphiphilicity. This application grafts the modified chitosan with component 1 through a phosphate group, effectively improving the stability of ceramide analogs in the cleansing cream and the emulsification effect of the cleansing cream after use, effectively avoiding the incomplete emulsification of the cleansing cream after use, which leads to the appearance of oily film and acne on the skin.

[0034] (3) The ceramide analogue and chitosan in the modified avocado oil additive prepared in the present application are cross-linked through molecular chains, wherein the molecular chains contain antibacterial groups with structures similar to cell phospholipids, which have high affinity with the skin and good mildness, and can effectively inhibit the reproduction of Propionibacterium acnes. The makeup remover cream of the present invention is added with the modified avocado oil additive prepared in the present application, which can quickly remove makeup and has good cleaning ability for skin oil, can help reduce skin acne, and can thus be applied to modern external makeup remover preparations. DETAILED DESCRIPTION

[0035] The following will be described clearly and completely in conjunction with the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0036] Example 1 The preparation method of avocado oil fatty acid comprises the following steps:

[0037] C1: Remove the peel and core of the ripe and softened avocado, and beat the pulp at a material-water ratio of 1g:5mL to obtain pulp;

[0038] C2: Add papain to the pulp, the reagent addition amount is 1wt% of the pulp, adjust the pH to 6, control the temperature to 45°C, enzymolysis at 150r / min for 6h, centrifuge at 4000r / min for 15min, take the supernatant oil layer to obtain avocado oil;

[0039] C3: 50 g avocado oil and 100 mL 25 wt% potassium hydroxide solution were added to a reactor and dispersed evenly. The mixture was stirred at room temperature for 2 h. A 3 mol / L hydrochloric acid aqueous solution was added to adjust the pH value to 3. The aqueous phase was extracted with ethyl acetate and washed with saturated salt. The organic phase was added with anhydrous Na2SO4 and dried. The mixture was filtered and concentrated in vacuo to obtain avocado oil fatty acids.

[0040] The preparation method of carboxymethyl chitosan comprises the following steps: adding 10g chitosan and 100mL 1wt% acetic acid into a reaction kettle and dispersing them uniformly, adding 30mL 50wt% sodium hydroxide aqueous solution, alkalizing for 2h, adding 70mL 4mol / L chloroacetic acid isopropanol solution, reacting at room temperature for 3h, adding dilute hydrochloric acid to adjust the pH to neutral, washing with ethanol, separating and purifying, and obtaining carboxymethyl chitosan.

[0041] Example 2 The preparation method of the modified avocado oil additive comprises the following steps:

[0042] S1: 10 g of avocado oil fatty acid prepared in Example 1, 12 g of sphingosine, 6.8 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 3.5 g of triethylamine, and 50 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 1-3 h, and water was added to terminate the reaction. The organic layer was dried by adding anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain component 1.

[0043] S2: 10 g of the carboxymethyl chitosan prepared in Example 1, 5 g of sodium hydroxide, and 100 mL of isopropanol were added to a reaction kettle and dispersed evenly, the temperature was controlled at 40° C., and the reaction was kept warm for 0.5 h. 2 g of p-chloromethylbenzoyl chloride was added, the temperature was controlled at 70° C., and the reaction was kept warm for 24 h. The pH was adjusted to 7, anhydrous ethanol was added for precipitation, suction filtration, and drying to obtain component 2;

[0044] S3: 3 g N,N-dimethylethanolamine, 10 g component 2, and 100 mL isopropanol were added to a reactor and dispersed evenly, heated and refluxed for 9 h, and after cooling, acetone / ethanol mixed solution (v / v=50 / 50) was added for precipitation, filtered, washed, and dried to obtain modified chitosan;

[0045] S4: Add 5 g of phosphorus oxychloride and 50 mL of acetonitrile into a reactor and disperse them evenly. Control the temperature at -5°C. Add 2.5 g of triethylamine and 10 g of component 1. Keep the temperature for 2 h. Continue to add 5 g of triethylamine and 2.5 g of modified chitosan. Control the temperature at 25°C. Keep the temperature for 2 h. Wash and dry to obtain a modified avocado oil additive.

[0046] Example 3 The preparation method of the modified avocado oil additive comprises the following steps:

[0047] S1: 10 g of avocado oil fatty acid prepared in Example 1, 15 g of sphingosine, 10 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 5 g of triethylamine, and 100 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 2 h, and water was added to terminate the reaction. The organic layer was taken and dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain component 1.

[0048] S2: 10 g of the carboxymethyl chitosan prepared in Example 1, 6.5 g of sodium hydroxide, and 200 mL of isopropanol were added to a reaction kettle and dispersed evenly, the temperature was controlled at 40° C., and the reaction was kept warm for 1 h. 2.5 g of p-chloromethylbenzoyl chloride was added, the temperature was controlled at 70-80° C., and the reaction was kept warm for 24-36 h. The pH was adjusted to 7, anhydrous ethanol was added for precipitation, suction filtration, and drying to obtain component 2;

[0049] S3: 3-5 g N,N-dimethylethanolamine, 10 g component 2, and 150 mL isopropanol were added to a reaction kettle and dispersed evenly, and the temperature was raised to reflux for reaction for 9 h. After cooling, an acetone / ethanol mixture (v / v=50 / 50) was added for precipitation, and the mixture was filtered, washed, and dried to obtain modified chitosan;

[0050] S4: Add 6 g of phosphorus oxychloride and 100 mL of acetonitrile into the reactor and disperse them evenly. Control the temperature at -5°C. Add 3.5 g of triethylamine and 10 g of component 1. Keep the temperature for 3 h. Continue to add 6.5 g of triethylamine and 4 g of modified chitosan. Control the temperature at 30°C. Keep the temperature for 3 h. Wash and dry to obtain a modified avocado oil additive.

[0051] Example 4 The preparation method of the modified avocado oil additive comprises the following steps:

[0052] S1: 10 g of avocado oil fatty acid prepared in Example 1, 18 g of sphingosine, 13 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 7 g of triethylamine, and 200 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 3 h, and water was added to terminate the reaction. The organic layer was dried by adding anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain component 1.

[0053] S2: 10 g of the carboxymethyl chitosan prepared in Example 1, 8 g of sodium hydroxide, and 500 mL of isopropanol were added to a reaction kettle and dispersed evenly, the temperature was controlled at 45° C., and the reaction was kept warm for 1 h. 3.5 g of p-chloromethylbenzoyl chloride was added, the temperature was controlled at 80° C., and the reaction was kept warm for 36 h. The pH was adjusted to 7, anhydrous ethanol was added for precipitation, suction filtered, and dried to obtain component 2;

[0054] S3: 5 g N,N-dimethylethanolamine, 10 g component 2, and 200 mL isopropanol were added to the reactor and dispersed evenly, and the temperature was raised to reflux for reaction for 12 h. After cooling, an acetone / ethanol mixture (v / v=50 / 50) was added for precipitation, and the mixture was filtered, washed, and dried to obtain modified chitosan;

[0055] S4: Add 7.5 g of phosphorus oxychloride and 150 mL of acetonitrile into a reactor and disperse them evenly. Control the temperature at -5°C. Add 5 g of triethylamine and 10 g of component 1. Keep the temperature for 4 h. Continue to add 7.5 g of triethylamine and 5 g of modified chitosan. Control the temperature at 35°C. Keep the temperature for 4 h. Wash and dry to obtain a modified avocado oil additive.

[0056] Example 5 An avocado cleansing cream containing a modified avocado oil additive, wherein 100 g of the cleansing cream comprises: 42 g of cetyl ethylhexanoate, 0.1 g of coryl filbert (corylus avella) seed oil, 0.1 g of helianthus annuus (sunflower) seed oil, 0.1 g of coconut (cocos nucifera) oil, 0.1 g of rice (oryza sativa) germ oil, 0.1 g of butyrospermum parkii (butyrospermum parkii) fruit fat oil, 0.5 g of candida albicans / glucose / rapeseed methyl ester fermentation product; 8 g of sorbitan polyether-30 tetraoleate, 5 g of PEG-7 glyceryl cocoate, 0.7 g of polyglyceryl-2 isostearate, 0.1 g of soybean (glycine soja) SOJA) sterols, 2g propylene glycol laurate; 5g synthetic wax (purchased from AOWEN, trade name: PERFORMA SW-84 Synthetic Wax); 0.8g lemon (CITRUS LIMON) fruit extract, 0.05g European currant fruit extract, 0.05g rose (ROSA RUGOSA) flower extract; 20g C15-19 alkane, 8g modified avocado oil additive prepared in Example 2; 0.05g glycerin, 4g caprylic / capric triglyceride, 0.05g phenol acetate, 0.05g hydrogenated lecithin, 0.4g vitamin E, 0.05g octyldodecyl isostearate, 0.0001g colorant CI 61565, 0.0004g colorant CI 47000, 0.1g 1,2-pentanediol, 0.1g 1,2-hexanediol, 0.1g polyquaternium-51, and the balance is water.

[0057] Example 6 An avocado cleansing cream containing a modified avocado oil additive, wherein 100 g of the cleansing cream comprises: 42 g of cetyl ethylhexanoate, 0.1 g of coryl avella seed oil, 0.1 g of helianthus annuus seed oil, 0.1 g of cocos nucifera oil, 0.1 g of rice germ oil, 0.1 g of butyrospermum parkii fruit fat oil, 0.5 g of candida albicans / glucose / rapeseed methyl ester fermentation product; 8 g of sorbitan polyether-30 tetraoleate, 5 g of PEG-7 glyceryl cocoate, 0.7 g of polyglyceryl-2 isostearate, 0.1 g of soybean (glycine soja) SOJA) sterols, 2g propylene glycol laurate; 5g synthetic wax (purchased from AOWEN, trade name: PERFORMA SW-84 Synthetic Wax); 0.8g lemon (CITRUS LIMON) fruit extract, 0.05g European currant fruit extract, 0.05g rose (ROSA RUGOSA) flower extract; 20g C15-19 alkane, 8g modified avocado oil additive prepared in Example 3; 0.05g glycerin, 4g caprylic / capric triglyceride, 0.05g hydroxybenzoic acid acetate, 0.05g hydrogenated lecithin, 0.4g vitamin E, 0.05g octyldodecyl isostearate, 0.0001g colorant CI 61565, 0.0004g colorant CI 47000, 0.1g 1,2-pentanediol, 0.1g 1,2-hexanediol, 0.1g polyquaternium-51, and the balance is water.

[0058] Example 7 An avocado cleansing cream containing a modified avocado oil additive, wherein 100 g of the cleansing cream comprises: 42 g of cetyl ethylhexanoate, 0.1 g of coryl filbert (corylus avella) seed oil, 0.1 g of sunflower (helianthus annuus) seed oil, 0.1 g of coconut (cocos nucifera) oil, 0.1 g of rice (oryza sativa) germ oil, 0.1 g of avocado tree (butyrospermum parkii) fruit fat oil, 0.5 g of candida albicans / glucose / rapeseed methyl ester fermentation product; 8 g of sorbitan polyether-30 tetraoleate, 5 g of PEG-7 glyceryl cocoate, 0.7 g of polyglyceryl-2 isostearate, 0.1 g of soybean (glycine soja) SOJA) sterols, 2g propylene glycol laurate; 5g synthetic wax (purchased from AOWEN, trade name: PERFORMA SW-84 Synthetic Wax); 0.8g lemon (CITRUS LIMON) fruit extract, 0.05g European currant fruit extract, 0.05g rose (ROSA RUGOSA) flower extract; 20g C15-19 alkane, 8g modified avocado oil additive prepared in Example 4; 0.05g glycerin, 4g caprylic / capric triglyceride, 0.05g hydroxybenzoic acid acetate, 0.05g hydrogenated lecithin, 0.4g vitamin E, 0.05g octyldodecyl isostearate, 0.0001g colorant CI 61565, 0.0004g colorant CI 47000, 0.1g 1,2-pentanediol, 0.1g 1,2-hexanediol, 0.1g polyquaternium-51, and the balance is water.

[0059] Comparative Example 1 The preparation method of the modified avocado oil additive comprises the following steps:

[0060] S1: 10 g of avocado oil fatty acid prepared in Example 1, 15 g of sphingosine, 10 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 5 g of triethylamine, and 100 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 2 h. Water was added to terminate the reaction. The organic layer was dried by adding anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain a modified avocado oil additive.

[0061] Comparative Example 2 The preparation method of the modified avocado oil additive comprises the following steps:

[0062] S1: 10 g of avocado oil fatty acid prepared in Example 1, 15 g of sphingosine, 10 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 5 g of triethylamine, and 100 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 2 h, and water was added to terminate the reaction. The organic layer was taken and dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain component 1.

[0063] S2: 10 g of the carboxymethyl chitosan prepared in Example 1, 6.5 g of sodium hydroxide, and 200 mL of isopropanol were added to a reaction kettle and dispersed evenly, the temperature was controlled at 40° C., and the reaction was kept warm for 1 h. 2.5 g of p-chloromethylbenzoyl chloride was added, the temperature was controlled at 70-80° C., and the reaction was kept warm for 24-36 h. The pH was adjusted to 7, anhydrous ethanol was added for precipitation, suction filtration, and drying to obtain component 2;

[0064] S3: 3-5 g N,N-dimethylethanolamine, 10 g component 2, and 150 mL isopropanol were added to a reaction kettle and dispersed evenly, and the temperature was raised to reflux for reaction for 9 h. After cooling, an acetone / ethanol mixture (v / v=50 / 50) was added for precipitation, and the mixture was filtered, washed, and dried to obtain modified chitosan;

[0065] S4: 10 g of component 1 and 4 g of modified chitosan were blended to obtain a modified avocado oil additive.

[0066] Comparative Example 3 The preparation method of the modified avocado oil additive comprises the following steps:

[0067] S1: 10 g of avocado oil fatty acid prepared in Example 1, 15 g of sphingosine, 10 g of 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, 5 g of triethylamine, and 100 mL of dichloromethane were added to reactor A and dispersed evenly. The mixture was reacted at room temperature for 2 h, and water was added to terminate the reaction. The organic layer was taken and dried with anhydrous sodium sulfate, filtered, and concentrated in vacuo to obtain component 1.

[0068] S2: 10 g of the carboxymethyl chitosan prepared in Example 1, 6.5 g of sodium hydroxide, and 200 mL of isopropanol were added to a reaction kettle and dispersed evenly, the temperature was controlled at 40° C., and the reaction was kept warm for 1 h. 2.5 g of p-chloromethylbenzoyl chloride was added, the temperature was controlled at 70-80° C., and the reaction was kept warm for 24-36 h. The pH was adjusted to 7, anhydrous ethanol was added for precipitation, suction filtration, and drying to obtain component 2;

[0069] S3: 3-5 g N,N-dimethylethanolamine, 10 g component 2, and 150 mL isopropanol were added to a reaction kettle and dispersed evenly, and the temperature was raised to reflux for reaction for 9 h. After cooling, an acetone / ethanol mixture (v / v=50 / 50) was added for precipitation, and the mixture was filtered, washed, and dried to obtain modified chitosan;

[0070] S4: Add 6 g of phosphorus oxychloride and 100 mL of acetonitrile into a reactor and disperse them evenly. Control the temperature at -5°C, add 3.5 g of triethylamine and 10 g of component 1, keep the temperature for 3 h, wash and dry, add 4 g of modified chitosan, and obtain a modified avocado oil additive.

[0071] Comparative Example 4 Compared with Example 6, Comparative Example 4 is only replaced by an equal amount of the modified avocado oil additive prepared in Example 3 added in Example 6 with the modified avocado oil additive prepared in Comparative Example 1, and the other components and preparation method are completely the same as those in Example 6.

[0072] Comparative Example 5 Compared with Example 6, Comparative Example 5 is only replaced by an equal amount of the modified avocado oil additive prepared in Example 3 added in Example 6 with the modified avocado oil additive prepared in Comparative Example 2, and the other components and preparation method are completely the same as those in Example 6.

[0073] Comparative Example 6 Compared with Example 6, Comparative Example 6 is only replaced by an equal amount of the modified avocado oil additive prepared in Example 3 added in Example 6 with the modified avocado oil additive prepared in Comparative Example 3, and the other components and preparation method are completely the same as those in Example 6.

[0074] Performance Testing

[0075] (1) Antibacterial properties:

[0076] ①Prepare the culture medium

[0077] Prepare LB liquid culture medium: dissolve 1.0 g peptone, 1.0 g NaCl, 0.5 g yeast extract, and 1.0 g NaCl in 100 mL deionized water, adjust the pH value to 7.0, and sterilize at 121°C and 0.1 MPa high pressure steam for 30 min to obtain LB liquid culture medium;

[0078] Prepare LB-agar solid medium: Dissolve 1.0g peptone, 1.0g NaCl, and 0.5g yeast extract in 100mL deionized water, adjust the pH to 7.0, and then add 2.0g agar. After sterilizing at 121℃ and 0.1MPa high pressure steam for 30min, pour the LB-agar solid medium with residual temperature and not solidified into a culture dish in a sterile operating table while it is still hot, and cool and solidify it by ventilation to obtain LB-agar solid medium;

[0079] ②Preparation of bacterial suspension

[0080] Preparation of Propionibacterium acnes suspension: Inoculate Propionibacterium acnes ATCC 11827 into the corresponding slant culture medium for activation. Culture the bacteria in a 37°C constant temperature incubator for 24 hours; pick 1 loop of activated bacteria and put it into 9 mL of sterile saline, break it up and disperse it in the saline, shake it evenly, and prepare Propionibacterium acnes suspension;

[0081] Prepare Staphylococcus aureus suspension: inoculate Staphylococcus aureus ATCC 29213 onto the corresponding slant culture medium for activation. Place the bacteria in a 37°C constant temperature incubator for 24 hours; pick one loop of activated bacteria and place it in 9 mL of sterile saline, break it up and disperse it in the saline, shake it evenly, and prepare Staphylococcus aureus suspension;

[0082] ③Detection steps

[0083] Take 5 test tubes, prepare sample solutions of different concentrations, draw 2.0mL into the marked sterile culture dishes, and accurately add 0.2mL of bacterial suspension, then promptly pour in 18mL of culture medium that has been melted and cooled to about 45°C, shake gently and let the culture medium stand to solidify. After the plate solidifies, invert it in a 37°C incubator and culture it for 24 hours, and use a blank culture medium without sample as a comparison. After a clearly visible single colony grows, count the colonies, and calculate the antibacterial rate as shown in the following formula:

[0084] η=[(A0-A1) / A0]×100%

[0085] Where: η-inhibition rate, %; A0-colony count of blank solution without additives; A1-colony count of treated solution after adding additives; test results are shown in Table 1;

[0086] Table 1: Statistical table of antibacterial test results of Examples 2-4 and Comparative Examples 1-3

[0087]

[0088] As can be seen from Table 1, the modified avocado oil additive prepared in the present application has excellent antibacterial properties against Propionibacterium acnes, Staphylococcus aureus, etc.

[0089] Makeup removal strength: Apply 1mL of foundation, mascara and lipstick to the leather surface, covering an area of ​​10×10cm 2 , and let it stand for 30 minutes; use the makeup remover cream prepared in Examples 5-7 and Comparative Examples 4-6 to rub and remove makeup with the same strength and duration, and gently wipe the skin surface with a paper towel to remove the residual makeup remover cream paste on the surface; use a skin colorimeter to measure the L*, a*, and b* data of the test area and the control area at each observation time point; after the test, place the skin under water for 10 seconds, gently wipe the skin surface with a paper towel to remove the residual water stains on the surface, and use a skin colorimeter to measure the L*, a*, and b* data of the test area and the control area at each observation time point; and calculate the color change δ1 of the skin after the makeup remover cream is removed and the color change δ2 after underwater rinsing. The test results are shown in Table 2;

[0090] Table 2: Statistical table of makeup removal test results of Examples 5-7 and Comparative Examples 4-6

[0091]

[0092] As can be seen from Table 2, the makeup remover cream prepared in the present application has an excellent removal effect on daily makeup, and the residual makeup remover cream after makeup removal has a good emulsification effect and can be washed thoroughly with water, effectively reducing the problem of heavy oil film on the face after using the makeup remover cream, and effectively avoiding makeup residue and makeup remover cream residue, which lead to skin acne and other problems.

[0093] (3) Stability: 500 g of the makeup remover cream prepared in Examples 5-7 and Comparative Examples 4-6 were placed in 10 stability test bottles, respectively, and three samples were placed at -18°C, 25°C, and 48°C. The appearance, odor, and other physical and chemical properties of the cream were observed after 90 days.

[0094] Melting point: Referring to the capillary method, take a sample of the makeup remover cream prepared in Examples 5-7 and Comparative Examples 4-6 at a height of 3 mm, attach a capillary tube to a thermometer, place the makeup remover cream sample and a mercury ball at the same height in a melting point tube, place the melting point tube in a water bath and heat it, observe the temperature when the sample appears in liquid phase, which is the initial dissolution temperature, and repeat the experiment for a second time, which is the melting point;

[0095] Table 3: Statistics of stability test data of Examples 5-7 and Comparative Examples 4-6

[0096]

[0097] It can be seen from Table 3 that the makeup remover cream prepared in the present application has good stability at different temperatures, and has a lower melting point than the makeup remover cream prepared in the comparative example, which facilitates the application of the makeup remover cream in actual use.

[0098] (4) Human skin patch test

[0099] ① 30 subjects were selected, including 10 males and 20 females, aged 24 to 59 years old, with an average age of 42.2±13.5 years old. They met the voluntary inclusion criteria;

[0100] ②Testing steps: Select qualified patch test equipment, use the closed patch test method, place 0.1g of the makeup remover cream prepared in Examples 5-7 and Comparative Examples 4-6 in the patch tester, apply it to the back of the subject with a hypoallergenic tape, remove the test substance after 0.5h, observe the skin reaction 0.5 and 24h after removal, and record the results according to the skin reaction grading standard in the "Safety Technical Specifications for Cosmetics" (2015 edition); the test results are shown in Table 4;

[0101] Table 4: Statistical table of human skin patch test results

[0102]

[0103] As shown in Table 4, the results of the human skin patch test showed that no adverse skin reactions occurred in 30 people.

[0104] The above is a detailed description of an embodiment of the present invention, but the content is only a preferred embodiment of the present invention and cannot be considered to limit the scope of implementation of the present invention. All equivalent changes and improvements made within the scope of the present invention should still fall within the scope of the patent coverage of the present invention.

Claims

1. An avocado makeup remover cream containing a modified avocado oil additive, characterized in that: The invention comprises the following raw materials in weight percentage: 50-80% oil composition, 10-30% emulsifier, 2-10% oil phase thickener, 0.1-1% plant extract composition, 4-8% modified avocado oil additive, 3-6% functional additive, and the balance is water, and the sum of the raw material percentages is 100%; The preparation method of the modified avocado oil additive comprises the following steps: S1: Add avocado oil fatty acid, sphingosine, 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, triethylamine, and dichloromethane to reactor A and disperse evenly, react at room temperature for 1-3 hours, add water to terminate the reaction, take the organic layer, add anhydrous sodium sulfate to dry, filter, and vacuum concentrate to obtain component 1; S2: Add carboxymethyl chitosan, sodium hydroxide and isopropanol into a reaction kettle and disperse them evenly, control the temperature at 40-45°C, keep the temperature for reaction for 0.5-1h, add p-chloromethylbenzoyl chloride, control the temperature at 70-80°C, keep the temperature for reaction for 24-36h, adjust the pH to 7, add anhydrous ethanol for precipitation, filter and dry to obtain component 2; S3: adding N,N-dimethylethanolamine, component 2 and isopropanol into a reaction kettle and dispersing them uniformly, heating and refluxing for 9-12 hours, adding acetone / ethanol mixed solution for precipitation after cooling, filtering, washing and drying to obtain modified chitosan; S4: Add phosphorus oxychloride and acetonitrile into the reaction kettle and disperse them evenly, control the temperature at -5 to 0°C, add triethylamine component one and component one, keep the temperature for reaction for 2-4 hours, continue to add triethylamine component two and modified chitosan, control the temperature at 25-35°C, keep the temperature for reaction for 2-4 hours, wash and dry to obtain modified avocado oil additive.

2. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The addition ratio of avocado oil fatty acid, sphingosine, 1-ethyl-3 (3-dimethylpropylamine) carbodiimide hydrochloride, triethylamine, and dichloromethane in S1 is 10 g: 12-18 g: 6.8-13 g: 3.5-7 g: 50-200 mL.

3. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The addition ratio of carboxymethyl chitosan, sodium hydroxide, isopropanol, and p-chloromethylbenzoyl chloride in S2 is 10 g: 5-8 g: 100-500 mL: 2-3.5 g.

4. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The addition ratio of N,N-dimethylethanolamine, component 2, and isopropanol in S3 is 3-5g:10g:100-200mL.

5. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The addition ratio of phosphorus oxychloride, acetonitrile, triethylamine component one, component one, triethylamine component two, and modified chitosan in S4 is 10-15g: 100-300mL: 5-10g: 20g: 10-15g: 5-10g.

6. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The oil composition comprises fermented oil, vegetable oil and synthetic oil; the fermented oil is a fermentation product of Candida albicans / glucose / rapeseed oleic acid methyl ester, and the fermented oil accounts for 0.01-1% of the total weight of the makeup remover cream; the synthetic oil is cetyl ethylhexanoate, ethylhexyl palmitate, isopropyl palmitate, isopropyl myristate, caprylic / capric triglyceride, caprylic / capric glyceride, coconut oil-caprylate / caprate, tri(ethylhexanoic acid) glyceride, hydrogenated polyisobutene, hydrogenated polydecene, pentaerythritol tetra(ethylhexanoate), dicaprylyl carbonate, diethylhexyl carbonate, dioctyl ether, isononyl isononanoate, isotridecanol isononanoate, diisopropyl sebacate, octyldodecanol, octyldodecanol isostearate The synthetic oil is obtained by mixing one or more of ester, C12-15 alcohol benzoate, C13-15 alkane, C15-19 alkane, C13-16 isoparaffin, C14-16 isoparaffin, isododecane, isohexadecane and mineral oil, and the synthetic oil accounts for 40-70% of the total mass of the makeup remover cream; the plant oil is obtained by mixing one or more of European filbert oil, sunflower seed oil, coconut oil, rice germ oil, avocado tree fat oil, wild soybean oil, macadamia seed oil, sweet almond oil, olive oil, safflower seed oil, wheat germ oil, tangerine peel oil, jojoba seed oil, babassu seed oil, camellia seed oil, small fruit coffee seed oil, eucalyptus leaf oil and evening primrose oil, and the plant oil accounts for 0.1-10% of the total mass of the makeup remover cream.

7. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The emulsifier is sorbitol polyether-30 tetraoleate, sorbitol polyether-30 tetraisostearate, PEG-20 glyceryl triisostearate, PEG-20 glyceryl isostearate, PEG-12 diisostearate, PEG-10 isostearate, PEG-8 caprylic / capric glycerides, PEG-8 glyceryl isostearate, PEG-7 glyceryl cocoate, PEG-5 glyceryl triisostearate, PEG-3 glyceryl isostearate, polyglyceryl-10 The mixture is obtained by mixing one or more of laurate, polyglyceryl-10 stearate, polyglyceryl-10 dioleate, polyglyceryl-4 oleate, polyglyceryl-3 polyricinoleate, polyglyceryl-2 isostearate, polyglyceryl-2 caprate, polyglyceryl-2 sesquioleate, polyglyceryl-2 sesquicaprylate, olive oil PEG-7 esters, polysorbate-20, polysorbate-85, propylene glycol laurate, propylene glycol isostearate, soy bean sterols, and hydrogenated lecithin.

8. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The oil phase thickener includes one or more of polyethylene wax, ozokerite, microcrystalline wax, silica, silica silylate, polydimethylsilicone silica silylate, tribehenin, glyceryl behenate / eicosanedioate, beeswax, candelilla wax, sunflower seed wax, carnauba wax, rice bran wax, and lacquer wax.

9. The avocado makeup remover cream containing modified avocado oil additive according to claim 1, characterized in that: The plant extract composition comprises lemon fruit extract, European gooseberry fruit extract and rose flower extract; The functional additives include moisturizers and antioxidants; the moisturizer is a mixture of one or more of glycerol, 1,3-butylene glycol, 1,3-propylene glycol, and dipropylene glycol, and the moisturizer accounts for 0.05-5% of the total mass of the makeup remover cream; the antioxidant is a mixture of one or more of tocopherol acetate, vitamin E, and bisabolol, and the antioxidant accounts for 0.05-0.5% of the total mass of the makeup remover cream.

10. The avocado makeup remover cream containing modified avocado oil additive according to claim 9, characterized in that: The functional additives also include a colorant; the colorant is obtained by mixing CI 61565 and CI 47000, wherein the CI 61565 accounts for 0.00001%-0.01% of the total mass of the makeup remover cream; the CI 47000 accounts for 0.0001%-0.01% of the total mass of the makeup remover cream; The functional auxiliary agent also includes a moisturizing bactericide; the moisturizing bactericide is a mixture of one or more of 1,2-pentanediol, 1,2-hexanediol, 2,3-butylene glycol, ethylhexylglycerin, caprylyl glycol, and polyquaternium-51, and the moisturizing bactericide accounts for 0.1-5% of the total mass of the makeup remover cream.

Citation Information

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