CN111643376A - Nano-emulsion composition and application thereof - Google Patents

Nano-emulsion composition and application thereof Download PDF

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Publication number
CN111643376A
CN111643376A CN202010540527.9A CN202010540527A CN111643376A CN 111643376 A CN111643376 A CN 111643376A CN 202010540527 A CN202010540527 A CN 202010540527A CN 111643376 A CN111643376 A CN 111643376A
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component
oil
alcohol
emulsifier
content
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CN111643376B (en
Inventor
何健
容宝珊
冯有好
何廷刚
许显
刘思欣
徐碧茜
张兴宏
余育玲
李艳媚
郑晓旻
罗竺荔
魏云传
艾勇
邱孟德
任璐
耿林
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Hua An Tang Biotech Group Co ltd
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Hua An Tang Biotech Group Co ltd
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    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/068Microemulsions
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
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    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/10Foods or foodstuffs containing additives; Preparation or treatment thereof containing emulsifiers
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    • A61K47/24Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing atoms other than carbon, hydrogen, oxygen, halogen, nitrogen or sulfur, e.g. cyclomethicone or phospholipids
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    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
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    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • A61K8/355Quinones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A61K8/498Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • A61K8/553Phospholipids, e.g. lecithin
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
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    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/68Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
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    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K9/107Emulsions ; Emulsion preconcentrates; Micelles
    • A61K9/1075Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
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    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
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Abstract

The invention discloses a nano-emulsion composition and application thereof, wherein the nano-emulsion composition comprises the following components: (A) 0.005-2.5% of emulsifier; (B) 0.01-5% of higher alcohol; (C) 0.02-60% of grease; (D) oil soluble active 0.01-15%; (E) 3-30% of polyol or polysaccharide; wherein the content of the component (C) is more than or equal to the sum of the content of the component (A) and the content of the component (B). According to the invention, the nano-emulsion composition with the average particle size of less than or equal to 200nm is prepared by selecting the low-content and specific emulsifier, compounding the low-content and specific emulsifier with the specific higher alcohol, the oil-soluble active substance and the polyol or polysaccharide, and controlling the oil content to be more than or equal to the sum of the compounding weights of the emulsifier and the emulsifier, and the nano-emulsion composition can obviously reduce the irritation caused by the emulsifier; the irritation effect is reduced by improving the stability and transdermal absorption effect of the oil-soluble active substance, so that the utilization rate, the efficacy and the skin tolerance of the active ingredients are improved.

Description

Nano-emulsion composition and application thereof
Technical Field
The invention relates to the technical field of cosmetics, foods or medicines, in particular to a nano emulsion composition with the functions of improving the stability and efficacy of oil-soluble active ingredients and reducing irritation and application thereof.
Background
Various emulsion compositions added with functional active substances are widely applied to the fields of cosmetics, foods or medicines, but most of the emulsion compositions are cream-shaped or white turbid emulsion traditional O/W emulsion systems, the emulsion compositions have no effect of improving the stability of the functional active substances, and are easy to discolor and taste, even have stability layering under severe conditions, for example, oil-soluble active substances such as ascorbyl tetraisopalmitate, retinol palmitate, resveratrol and the like are easy to generate high-temperature discoloration decomposition, and can influence the appearance of products and cause the reduction of the content of the active substances; due to the larger particle size, the composition has no effect of promoting transdermal absorption; and because part of the effective active matters have certain irritation, the irritation is reduced mainly by reducing the dosage of the effective active matters or adding soothing components in the traditional O/W emulsification system, for example, oil-soluble active matters such as glabridin are easy to cause skin irritation due to larger irritation. These characteristics limit their use in cosmetics, foods or pharmaceuticals for skin, scalp and hair applications.
Compared with the traditional O/W emulsification system, the nano emulsion is more suitable for the transmission of the efficacy active substance, and is more beneficial to the transmission and transdermal absorption of the internal phase efficacy active substance due to small droplet size and large surface area, and simultaneously, the use of a penetration enhancer can be reduced, and potential stimulation is eliminated. Due to its slow release effect, it can reduce the irritation of the efficacy actives.
However, the nano emulsion mainly adopts D-phase emulsification, agglutination method or PIT emulsification, so that the selection of the emulsifier in the formula, the dosage of the emulsifier, the type and content of the grease and the process have certain requirements; increased emulsifier content, which may lead to increased formulation irritation; due to stability, the oil content of the oil-soluble active ingredient cannot be too high, so that the oil-soluble active ingredient cannot be fully dissolved, and the stability of the oil-soluble active ingredient is easy to cause problems; the kind of the oil is limited, and the oil-soluble active ingredients cannot be dissolved satisfactorily. These characteristics limit their use in cosmetics, foods or pharmaceuticals for skin, scalp and hair applications.
Disclosure of Invention
In view of this, the present invention aims to overcome the disadvantages of the prior art, and to provide a nanoemulsion composition (average particle size ≤ 200nm) with improved stability and efficacy of oil-soluble active ingredients and reduced irritation, which has low viscosity and thus convenient use; the dosage of the emulsifier is reduced to 1/214 of the dosage of the grease, so that the irritation caused by the emulsifier can be obviously reduced, and the tolerance of the skin is improved; aiming at the characteristic that different oils and fats need different HLB (hydrophile-lipophile balance) emulsification systems are not considered in the formula of the traditional emulsification system, different types of oils and fats can be directly used without changing the type and the dosage of an emulsifier in the formula, and the characteristic can be used for dissolving different oils and fats aiming at different oil-soluble active substances, so that the adaptability of the formula to the oil-soluble active substances can be greatly widened, and excellent formula stability is provided, thereby simplifying the formula development; can improve the stability of the oil-soluble active substance, improve the transdermal absorption effect of the oil-soluble active substance and reduce the irritation of the oil-soluble active substance through slow release, thereby improving the utilization rate of the functional components and the product efficacy.
The nano emulsion composition comprises the following components in percentage by weight:
Figure BDA0002538748020000021
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
Preferably, the nano emulsion composition comprises the following components in percentage by weight:
Figure BDA0002538748020000022
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
More preferably, the nano emulsion composition comprises the following components in percentage by weight:
Figure BDA0002538748020000023
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
Wherein the component (A) is selected from one or more of alkyl glycoside emulsifier, polyglycerol emulsifier, amino acid group gemini surfactant, lecithin and modified emulsifier thereof.
As the alkyl glycoside emulsifier of the component (A) of the present invention, saturated and unsaturated alkyl groups having 8 to 22 carbons can be used. They may be used alone or in admixture of two or more of the foregoing. In view of the raw material source, one or more of lauryl, cocoyl, myristyl, cetyl and stearyl groups are particularly preferable.
The polymerization degree of glucose in the alkyl glycoside as the component (A) is not particularly limited, and the average polymerization degree of the glycoside is particularly preferably 1 to 5 in consideration of the origin of the raw material.
As the polyglycerin emulsifier of the component (A) of the present invention, saturated and unsaturated alkyl groups of 8 to 22 carbons can be used. They may be used alone or in admixture of two or more of the foregoing. In view of the raw material source, one or more of lauryl, cocoyl, myristyl, cetyl and stearyl groups are particularly preferable.
The polymerization degree of the polyglycerin emulsifier of the component (A) glycerin is selected to be 6 to 10 in consideration of the source of the raw material.
The amino acid group gemini surfactant of the component (A) has at least two hydrophobic hydrocarbon chains, two polar head groups and a connecting group, and is specifically selected from one or more of arginine group gemini surfactant, lysine group gemini surfactant, cystine group gemini surfactant and serine group gemini surfactant; more preferably sodium bis (lauramidoglutamine) lysine.
The lecithin and modified emulsifier of the component (A) are selected from one or more of soybean lecithin, hydroxylated lecithin, hydrogenated lysolecithin and lysolecithin.
Wherein the sum of the contents of the component (A) and the component (B) is more than or equal to 0.015 percent, and the moisture is partially volatilized during coating, so that cream-like use feeling can be obtained under the dosage; the sum of the contents of the component (A) and the component (B) is preferably more than or equal to 0.1 percent; when the sum of the contents of the component (A) and the component (B) is less than 0.015%, gelation does not occur, and a cream-like feeling of use does not occur.
Preferably, the component (a): the compound weight ratio of the component (B) is more than or equal to 1: 0.3, preferably 1: 0.6. a component (A): component (B) < 1: at 0.3, the viscosity increases during formulation stability and the low viscosity requirements of the present invention are not met.
The higher alcohol of the component (B) may include one or more of octanol, decanol, lauryl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, oleyl alcohol, linoleyl alcohol, behenyl alcohol, octanol, undecyl alcohol, tridecyl alcohol, pentadecyl alcohol, heptadecyl alcohol, nonadecyl alcohol, and heneicosyl alcohol. They may be used alone or in admixture of two or more of the foregoing, with stearyl alcohol and cetyl alcohol being particularly preferred.
The component (C) is selected from one or more of silicone oil, silica gel and modified substances thereof, fat, oil, wax, hydrophobic plant extract, olefin, lipoid, ester, liquid alcohol, vitamin, sun-screening agent, essential oil and phospholipid. The silicone oil, the silica gel and modified substances thereof, such as linear or cyclic polydimethylsiloxane, amino, alkyl, phenyl silicone oil and the like; the fats and oils include natural fats and oils such as shea butter, jojoba seed oil, avocado oil, rice bran oil, olive oil, grape seed oil, sunflower seed oil, soybean oil, almond oil, coconut oil, beef tallow, lard, etc.; saturated oil obtained by hydrogenating the oil; and synthetic mono-, di-or triglycerides; among them, waxes such as lanolin and the like and their corresponding derivatives; the hydrophobic plant extract is an oil-soluble plant extract; olefins such as liquid paraffin, mineral esters, squalene, squalane, mineral oil, and the like; such lipids as cholesterol, sucrose esters, and the like; esters such as isopropyl myristate, isopropyl palmitate, and the like; the liquid alcohol such as octyldodecanol, etc.; the essential oil, such as oleum Menthae Dementholatum, oleum Jasmini sambac, lemon oil, oleum Eucalypti, tea tree oil, and oleum Lavandula Angustifolia; they may be used alone or in admixture of two or more of the foregoing.
The component (D) is selected from phytosterol, resveratrol, ceramide, coenzyme Q10, kojic acid dipalmitate, fullerene, glabridin and oil-soluble vitamin and derivatives thereof. The oil soluble vitamins and their derivatives, such as vitamins A, D and E, and vitamin alkyl esters, including vitamin C alkyl esters.
The component (E) is selected from one or more of glycerol, sorbitol, propylene glycol, butanediol, pentanediol, isoprene glycol, hexanediol, glucose, maltose, maltitol, sucrose, fructose, xylitol, pentaerythritol and starch degrading sugar.
Wherein the average particle size of the nano emulsion composition is less than or equal to 200nm, and the application process can be one or more of high-pressure homogenization, microjet or ultrasonic in high-energy emulsification. If the average particle diameter exceeds 200nm, demulsification or viscosity increase may occur at a low viscosity. The average particle diameter used here was measured by a dynamic scattering method, specifically, particle diameter measurement was performed using a malvern mastersizer 3000.
The nano-emulsion composition of the present invention has improved stability and efficacy of oil-soluble active ingredients and reduced irritation, and can suitably contain various suitable components used in general cosmetics, special cosmetics, foods, pharmaceuticals, etc., in addition to the above-mentioned main ingredients, without deteriorating the effects of the present invention. More specifically, water, essence, ultraviolet absorber, moisturizer, physiologically active ingredient, antioxidant, anti-inflammatory agent, antibacterial agent, antiperspirant, chelating agent (e.g., disodium EDTA), thickener, neutralizer, pH adjuster (e.g., citric acid), etc. may be included, and the above components may be included according to specific use and form, in the amounts conventionally added in cosmetics, foods or pharmaceuticals.
After the thickening agent such as carbomer is added, the moisturizing effect of the cream emulsion is achieved, the effect of wiping water is achieved, and the use feeling of the cream emulsion has good use feeling which cannot be achieved by the existing cream emulsion formula.
The nano-emulsion composition has the advantages of improving the stability and efficacy of oil-soluble active ingredients and reducing irritation, and is suitable for application in cosmetics, foods or medicines for skin, scalp and hair.
Compared with the prior art, the invention has the following beneficial effects:
according to the invention, the nano-emulsion composition with the average particle size of less than or equal to 200nm is prepared by selecting the low-content and specific-type emulsifier, compounding the low-content and specific-type emulsifier with the emulsifier, the grease, the oil-soluble active substance and the polyol or polysaccharide with specific content and controlling the grease content to be more than or equal to the sum of the compounding weight of the emulsifier and the emulsifier, and the nano-emulsion composition has low viscosity, so that the nano-emulsion composition has convenient use feeling; the dosage of the emulsifier is reduced to 1/214 of the dosage of the grease, so that the irritation caused by the emulsifier can be obviously reduced, and the tolerance of the skin is improved; aiming at the characteristic that different oils and fats need different HLB (hydrophile-lipophile balance) emulsification systems are not considered in the formula of the traditional emulsification system, different types of oils and fats can be directly used without changing the type and the dosage of an emulsifier in the formula, and the characteristic can be used for dissolving different oils and fats aiming at different oil-soluble active substances, so that the adaptability of the formula to the oil-soluble active substances can be greatly widened, and excellent formula stability is provided, thereby simplifying the formula development; can improve the stability of the oil-soluble active substance, improve the transdermal absorption effect of the oil-soluble active substance and reduce the irritation of the oil-soluble active substance through slow release, thereby improving the utilization rate of the functional components and the product efficacy.
Detailed Description
The present invention is further illustrated by the following specific examples, which are, however, not intended to limit the scope of the invention.
The raw materials used in the examples of the present invention are all commercially available.
The test method of each performance index is as follows:
stability test method of nanoemulsion composition: the samples were placed in an oven at room temperature and 50 ℃ for 4 weeks, respectively, and tested for appearance, particle size, viscosity, and oil-soluble active stability.
Method for testing the appearance of the nanoemulsion composition: and (4) carrying out visual observation at room temperature under direct sunlight.
Method for testing average particle size of nanoemulsion composition: particle size measurements were performed using a malvern mastersizer3000, using D50 as the particle size measurement.
Method for testing viscosity of nanoemulsion composition:
viscosity range 0-50 mPas: brookfiltered DV-C digital viscometer, No. 61 rotor, rotating speed 60rpm, material body temperature: 25 ℃, reading time: readings were taken 1 minute after start-up.
Viscosity range 51-300 mPas: brookfiltered DV-C digital viscometer, No. 62 rotor, rotating speed 60rpm, material body temperature: 25 ℃, reading time: readings were taken 1 minute after start-up.
Viscosity range 301-: brookfiltered DV-C digital viscometer, No. 63 rotor, rotating speed 60rpm, material body temperature: 25 ℃, reading time: readings were taken 1 minute after start-up.
Viscosity range 1200-6000 mPas: brookfiltered DV-C digital viscometer, No. 64 rotor, rotating speed of 60rpm, material body temperature: 25 ℃, reading time: readings were taken 1 minute after start-up.
Method for testing stability of oil-soluble active: the content of the oil-soluble active substance is calibrated by methods such as liquid chromatography, and the retention rate is obtained by comparing the test results of the stability sample with the initial sample at 50 ℃ for 1 month. Examples 1-33 and comparative examples 1-12:
heating the emulsifier (A), the higher alcohol (B), the grease (C) and the oil-soluble active substance (D) to a specified temperature according to the proportion, and stirring to dissolve uniformly to obtain oil phase premix; heating water and the polyhydric alcohol or polysaccharide of the component (E) to a specified temperature, and stirring and dissolving uniformly to obtain water phase premix; adding the oil phase into the water phase for premixing, preserving heat and stirring uniformly, and homogenizing under high pressure until the average grain diameter of the material body is less than or equal to 200nm (the grain diameter is homogenized to about 250nm and 350nm in a comparative example); cooling, adding the rest components, and adjusting pH to a specified range to obtain the nanoemulsion composition. Specific data on performance indexes such as appearance, average particle size, viscosity, feeling in use, and stability of oil-soluble active substance of the prepared nano emulsion composition are shown in tables 1 to 6.
TABLE 1 comparative examples and comparative examples (percent by weight) comparing the content and type of emulsifier of component (A)
Figure BDA0002538748020000061
Figure BDA0002538748020000071
Wherein the viscosity of the 50 ℃ stability sample in examples 2 and 3 is increased to 25.5-47.3, which affects the pumping efficiency of the spray pump head and has higher selectivity to the pump head, the 50 ℃ stability sample in comparative example 1 is layered, and the 50 ℃ stability sample in comparative example 2 has deepened color and obviously increased particle size and viscosity. It is shown that different amounts of emulsifier can lead to oxidation of actives, increase in particle size and viscosity during sample stability.
TABLE 2 examples and comparative examples (in% by weight) comparing the content and kind of higher alcohols of component (B)
Figure BDA0002538748020000072
Figure BDA0002538748020000081
Wherein the viscosity of the 50 ℃ stability samples of examples 10, 11 and 13 increased to 37.9-89.4, which affects the pumping efficiency of the spray pump head, has higher selectivity to the pump head, and the 50 ℃ stability samples of comparative examples 3, 4 and 5 have deepened color, obviously increased particle size and viscosity. It is shown that different amounts of higher alcohols lead to oxidation of the active, increase in particle size and viscosity during sample stability.
TABLE 3 examples and comparative examples (in% by weight) comparing the content and kind of fats and oils of component (C)
Figure BDA0002538748020000082
Figure BDA0002538748020000091
Wherein the viscosity of the 50 ℃ stability sample in examples 16 and 17 is increased to 29.7-41.6, which affects the pumping efficiency of the spray pump head and has higher selectivity to the pump head, the 50 ℃ stability sample in comparative example 6 has deepened color and obviously increased particle size and viscosity, and the 50 ℃ stability in comparative example 7 has demulsification and stratification. Indicating that different amounts of oil will result in oxidation of actives, increased particle size and viscosity during sample stability.
TABLE 4 comparative examples and comparative examples (percent by weight) for the content and type of oil-soluble active of component (D)
Figure BDA0002538748020000101
Figure BDA0002538748020000111
Wherein the viscosity of the 50 ℃ stability samples in examples 25 and 26 is increased to 27.9-34.2, which affects the pumping efficiency of the spray pump head, has higher selectivity to the pump head, and has darker color, which affects the application range. In comparative example 8, no active substance is added, no specific effect is provided, the requirement of the consumer on the effect cannot be met, and the cosmetic can only be used as a basic cosmetic; comparative example 9 demulsifies and stratifies at 50 ℃ stability, and after being stirred uniformly, the retention rate of the oil-soluble active substance is lower than that of examples 23-30. It is stated that different amounts of oil soluble actives can result in oxidation and reduced levels of actives, increased particle size and viscosity during sample stability, and even demulsification and stratification.
TABLE 5 comparative examples and comparative examples (in% by weight) comparing the content and type of polyol or polysaccharide of component (E)
Figure BDA0002538748020000112
Figure BDA0002538748020000121
Wherein the viscosity of the 50 ℃ stability samples in examples 32 and 33 is increased to 29.8-47.3, which affects the pumping efficiency of the spray pump head and has higher selectivity to the pump head; in the comparative example 10, the color of the 50 ℃ stability sample deepens, and the particle size and the viscosity increase are obvious; although the sample stability at 50 ℃ was good in the sample of comparative example 11, the initial viscosity was high due to the excessive amount of polyol, which affected the spray pump-out and resulted in sticky skin feel. It is not recommended that the use of excessive amounts of polyol or polysaccharide results in oxidation of the active during sample stability, increased particle size and viscosity, and increased amounts of polyol or polysaccharide results in a higher initial viscosity of the formulation, sticky and greasy skin feel.
Table 6 comparison of different emulsified particle sizes
Figure BDA0002538748020000122
Figure BDA0002538748020000131
In comparative example 14, the samples with stability at normal temperature and 50 ℃ are layered and cannot form a stable formula, so the formula needs to use high-pressure homogenization, microjet or ultrasonic to ensure that the particle size of the sample is less than or equal to 200 nm. In comparative example 12 (particle size of more than 200nm, 264nm) and comparative example 11 (particle size of more than 200nm, 347nm), the room temperature viscosity was higher than that of example 38, and the 50 ℃ stability sample was darker in color, and the particle size and viscosity increased significantly, both resulting in difficulty in pumping out by spraying. The particle sizes are different, and the particle size is not more than 200nm without high-energy emulsification, so that the viscosity of a sample at normal temperature is high, and the sample cannot be pumped out easily through a spray pump; active oxidation, particle size and viscosity increase during high temperature stability, making it more difficult to pump through a spray.
Application formulation example 1: the nanoemulsion composition described in example 1 was mixed with other cosmetic, food or pharmaceutical raw materials to prepare gel, and the specific formulation is shown in table 7:
TABLE 7
Figure BDA0002538748020000132
Application formulation example 2: the nanoemulsion composition described in example 17 was mixed with other cosmetic, food or pharmaceutical raw materials to prepare an emulsion, the specific formulation of which is shown in table 8:
TABLE 8
Figure BDA0002538748020000133
Figure BDA0002538748020000141

Claims (10)

1. A nano emulsion composition is characterized by comprising the following components in percentage by weight:
(A) 0.005-2.5% of emulsifier;
(B) 0.01-5% of higher alcohol;
(C) 0.02-60% of grease;
(D) oil soluble active 0.01-15%;
(E) 3-30% of polyol or polysaccharide;
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
2. The nanoemulsion composition of claim 1, comprising the following components in weight percent:
(A) 0.01 to 1.5 percent of emulsifier;
(B) 0.02-3% of higher alcohol;
(C) 0.5-40% of grease;
(D) 0.01-10% of oil-soluble active matter;
(E) 6-25% of polyol or polysaccharide;
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
3. The nanoemulsion composition of any of claims 1-2, comprising the following components, in weight percent:
(A) 0.03-1.2% of emulsifier;
(B) 0.06-2% of higher alcohol;
(C) 2-20% of grease;
(D) 0.01-5% of oil-soluble active matter;
(E) 10-20% of polyhydric alcohol or polysaccharide;
wherein the content of the component (C) is more than or equal to the sum of the contents of the component (A) and the component (B).
4. The nanoemulsion composition of any of claims 1-3, wherein component (A) is selected from one or more of alkyl glycoside emulsifiers, polyglycerol emulsifiers, amino acid based gemini surfactants, lecithins and modified emulsifiers thereof.
5. The nanoemulsion composition of claim 4, wherein the alkyl group of the alkyl glycoside emulsifier is selected from one or more of lauryl, coco, myristyl, cetyl, stearyl; the polyglycerol emulsifier is selected from glycerol with the polymerization degree of 6-10, and the alkyl is selected from one or more of lauryl, coco, myristyl, cetyl and stearyl; the amino acid based gemini surfactant has at least two hydrophobic hydrocarbon chains, two polar head groups and a linking group selected from the group consisting of: one or more of arginine-based gemini surfactant, lysine-based gemini surfactant, cystine-based gemini surfactant and serine-based gemini surfactant; the lecithin and the modified emulsifier thereof are selected from one or more of soybean lecithin, hydroxylated lecithin, hydrogenated lysolecithin and lysolecithin.
6. A nanoemulsion composition according to any one of claims 1-3, characterised in that the sum of the contents of component (a) + component (B) is ≥ 0.015%, preferably ≥ 0.1%.
7. The nanoemulsion composition of any one of claims 1-3, wherein the ratio of component (A): the compound weight ratio of the component (B) is more than or equal to 1: 0.3, preferably ≥ 1: 0.6.
8. the nanoemulsion composition according to any one of claims 1 to 3, characterized in that the component higher alcohol (B) is selected from one or more of octanol, decanol, lauryl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, oleyl alcohol, linoleyl alcohol, behenyl alcohol, octanol, undecanol, tridecyl alcohol, pentadecanol, heptadecanol, nonadecanol, heneicosanol; the component (C) is one or more selected from silicone oil, silica gel and modified substances thereof, fat, oil, wax, hydrophobic plant extract, olefin, lipoid, ester, liquid alcohol, essential oil and phospholipid; the component (D) is one or more selected from phytosterol, resveratrol, ceramide, coenzyme Q10, kojic dipalmitate, fullerene, glabridin and oil-soluble vitamin and derivatives thereof; the component (E) is one or more selected from glycerol, sorbitol, propylene glycol, butanediol, pentanediol, isoprene glycol, hexanediol, glucose, maltose, maltitol, sucrose, fructose, xylitol, pentaerythritol and starch degrading sugar.
9. The nanoemulsion composition of any one of claims 1-8, wherein the nanoemulsion composition has an average particle size of 200nm or less, and can be used in one or more of high-pressure homogenization, microfluidization, and ultrasound in high-energy emulsification.
10. Use of a nanoemulsion composition as defined in any of claims 1-9 in cosmetics, foods or pharmaceuticals for the skin, scalp and hair, characterized in that: the nano emulsion composition can be used alone as a product, or can be mixed with other cosmetic, food or medicine raw materials to prepare spray, gel, emulsion, ointment and cream.
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112842940A (en) * 2020-12-29 2021-05-28 江苏瑞霆生物科技有限公司 Preparation and application of combined nano emulsion gel containing oregano oil
CN113730270A (en) * 2021-10-08 2021-12-03 广州蝶恋花生物科技有限公司 Nanoemulsion with anti-wrinkle effect prepared by using D-phase emulsification method and application thereof
CN114010516A (en) * 2021-11-09 2022-02-08 华熙生物科技股份有限公司 Nano liquid composition, preparation method and application thereof
CN114569498A (en) * 2021-09-02 2022-06-03 中山中研化妆品有限公司 Water-to-frost type cream and preparation method thereof
CN114681351A (en) * 2022-04-01 2022-07-01 广州市娇兰化妆品有限公司 Nanoemulsion of ceramide-like extract with triple effects and preparation method and application thereof
CN116392411A (en) * 2023-04-25 2023-07-07 露乐健康科技股份有限公司 Bionic fetal fat, preparation method thereof and skin care product application

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100112017A1 (en) * 2006-09-14 2010-05-06 Yasue Mizutani Composition For The Preparation of Cosmetics, Cosmetic, and Method For the Preparation Of Water-Containing Cosmetics
WO2015152422A1 (en) * 2014-04-01 2015-10-08 L'oreal Composition in the form of nano- or micro-emulsion
WO2017103240A1 (en) * 2015-12-18 2017-06-22 L'oreal Composition comprising at least two fatty acid esters of (poly)glycerol, and use thereof in cosmetics
CN107875028A (en) * 2017-12-25 2018-04-06 广州市花安堂生物科技有限公司 A kind of nanoemulsions spraying and preparation method thereof
CN108938439A (en) * 2018-09-28 2018-12-07 广州市科能化妆品科研有限公司 Liquid crystal type emulsification composition and its preparation method and application
CN109528503A (en) * 2018-12-29 2019-03-29 花安堂生物科技集团有限公司 A kind of emulsifier combination and the preparation method and application thereof forming liquid crystal structure
CN110946777A (en) * 2019-12-19 2020-04-03 郑远元 Allantoin nano emulsion for feet and preparation method thereof

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100112017A1 (en) * 2006-09-14 2010-05-06 Yasue Mizutani Composition For The Preparation of Cosmetics, Cosmetic, and Method For the Preparation Of Water-Containing Cosmetics
WO2015152422A1 (en) * 2014-04-01 2015-10-08 L'oreal Composition in the form of nano- or micro-emulsion
WO2017103240A1 (en) * 2015-12-18 2017-06-22 L'oreal Composition comprising at least two fatty acid esters of (poly)glycerol, and use thereof in cosmetics
CN107875028A (en) * 2017-12-25 2018-04-06 广州市花安堂生物科技有限公司 A kind of nanoemulsions spraying and preparation method thereof
CN108938439A (en) * 2018-09-28 2018-12-07 广州市科能化妆品科研有限公司 Liquid crystal type emulsification composition and its preparation method and application
CN109528503A (en) * 2018-12-29 2019-03-29 花安堂生物科技集团有限公司 A kind of emulsifier combination and the preparation method and application thereof forming liquid crystal structure
CN110946777A (en) * 2019-12-19 2020-04-03 郑远元 Allantoin nano emulsion for feet and preparation method thereof

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
王淑君,等: "《美容产品制剂学》", 29 February 2012, 辽宁科学技术出版社, pages: 39 - 40 *
裘炳毅,等: "《现代化妆品科学与技术 中册》", 31 March 2016, 中国轻工业出版社, pages: 1050 *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112842940A (en) * 2020-12-29 2021-05-28 江苏瑞霆生物科技有限公司 Preparation and application of combined nano emulsion gel containing oregano oil
CN112842940B (en) * 2020-12-29 2022-03-25 江苏瑞霆生物科技有限公司 Preparation and application of combined nano emulsion gel containing oregano oil
CN114569498A (en) * 2021-09-02 2022-06-03 中山中研化妆品有限公司 Water-to-frost type cream and preparation method thereof
CN114569498B (en) * 2021-09-02 2024-02-06 中山中研化妆品有限公司 Water-to-cream type cream and preparation method thereof
CN113730270A (en) * 2021-10-08 2021-12-03 广州蝶恋花生物科技有限公司 Nanoemulsion with anti-wrinkle effect prepared by using D-phase emulsification method and application thereof
CN114010516A (en) * 2021-11-09 2022-02-08 华熙生物科技股份有限公司 Nano liquid composition, preparation method and application thereof
CN114010516B (en) * 2021-11-09 2024-02-09 华熙生物科技股份有限公司 Nano liquid composition, its preparation method and application
CN114681351A (en) * 2022-04-01 2022-07-01 广州市娇兰化妆品有限公司 Nanoemulsion of ceramide-like extract with triple effects and preparation method and application thereof
CN116392411A (en) * 2023-04-25 2023-07-07 露乐健康科技股份有限公司 Bionic fetal fat, preparation method thereof and skin care product application
CN116392411B (en) * 2023-04-25 2023-08-18 露乐健康科技股份有限公司 Bionic fetal fat, preparation method thereof and skin care product application

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