CN101406442A - Nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof - Google Patents

Nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof Download PDF

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CN101406442A
CN101406442A CNA2008102032779A CN200810203277A CN101406442A CN 101406442 A CN101406442 A CN 101406442A CN A2008102032779 A CNA2008102032779 A CN A2008102032779A CN 200810203277 A CN200810203277 A CN 200810203277A CN 101406442 A CN101406442 A CN 101406442A
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lipid
acid
benzophenone
sun
nanometer
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CN101406442B (en
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张婉萍
牛庆华
曹磊昌
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Shanghai Institute of Technology
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Shanghai Institute of Technology
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Abstract

The invention discloses nanometer lipid sunblocking particle suspension fluid and a preparation method thereof. The nanometer lipid sunblocking particle suspension fluid consists of a UVA sunscreen agent, a UVB sunscreen agent, solid lipid, an emulsifier, a preservative and water. The preparation method comprises the following steps: the solid lipid, the emulsifier and the sunscreen agents are melted and dispersed evenly at a temperature of between 65 and 95 DEG C to obtain an evenly dispersed oil phase, and components of the oil phase are mixed evenly with water and then are cooled down to finally form the nanometer lipid sunblocking particle suspension fluid. In order to prevent the permeability of the chemical sunscreen agents on the skin, the particle diameter of lipid particles can not be too small; the lipid particles can be prepared through a common homogenous technology; and the preparation method has a simple process, few steps, and an easily controlled course. The method avoids high-pressure homogenizing and has safer operation. The particle diameter of the particles in the nanometer lipid sunblocking particle suspension fluid is between 80nm and 500nm, wherein the particle diameter between 100nm and 300nm is preferred. The nanometer lipid sunblocking particle suspension fluid has a sunscreen function within the wavelength coverage between 290nm and 400nm.

Description

A kind of nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof
Technical field
The present invention relates to a kind of nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof.
Background technology
The chemistry sunscreen mainly is meant the organic compound with the ultraviolet radiation that can be absorbed with injury effect, is commonly referred to chemical ultraviolet absorbent.According to the radiating wave band difference of protection, UV (ultraviolet) absorbent can be divided into UVA (life ultraviolet) and two kinds of absorbent of UVB (outdoor ultraviolet).Can be divided into para-amino benzoic acid and esters, salicylic acid esters and derivant thereof, o-aminobenzoa class, benzophenone and derivant thereof, p-methoxycinnamic acid class, methane Derivatives etc. on the chemical constitution.Be applied to the chemical sunscreen in the cosmetics because its photo-labile and to the zest of skin can produce certain side effect, belong at European Union's part sunscreen and limit the use of raw material, the part sunscreen then belongs to the forbidding raw material.Simultaneously, general sunscreen only has anti-sunlight function in a kind of wavelength band to UVA or UVB wave band.
Solid lipid microgranule (SLN) is a solid lipid higher with fusing point, good biocompatibility, as polyunsaturated fatty acid ester, fatty acid, aliphatic alcohol, mixed ester, wherein one or more mixture are carrier material, with the emulsifying agent stably dispersing, a kind of newtype drug slow-released carrier that forms, mainly be applicable to the coating of close ester active component, also can coat again after the hydroaropic substance elder generation formation Water-In-Oil system.SLN can effectively control the release of active component; The good biocompatibility of carrier material.Can realize coating, improve the safety of using the skin irritation material.
The solid lipid sun-prevention microparticle is to coat two kinds of sun-screening agents that chemical sunscreen makes by the utilization solid lipid nanoparticle, and its anti-sunlight function is formed by two kinds of chemical sunscreen and lipid particles Synergistic.The solid lipid sun-prevention microparticle that has coated chemical sunscreen has the triple function of absorption, scattering and uv reflectance, the chemistry sunscreen is by the coating effect of lipid particles, in the process in being applied to cosmetics, avoided contacting with the direct of skin, can reduce the zest of chemical sunscreen greatly, anti-sunlight function is all arranged in the broadband scope simultaneously skin.
The classic methods of preparation solid lipid microgranule is high pressure homogenization method and microemulsion method, and high pressure homogenization method divides thermally homogenising and cold homogenizing, and these two kinds of methods all need high pressure homogenize, the step complexity, but more easily make the less lipid particles of particle diameter by high pressure homogenize.Microemulsion method equipment is simple, and energy consumption is low, but owing to exist microemulsion dilution dispersive process to make that the dispersion liquid solid content is low, and need to use a large amount of emulsifying agent and coemulsifier.The lipid particles that makes by different preparation technologies respectively has its pluses and minuses.
The preparation of at present domestic disclosed relevant nano-lipid microgranule is mainly used in the coating medicine active component, is used to coat the cosmetic active component seldom, and the Shang Weijian that coats sunscreen is open.
Summary of the invention
A kind of nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof that provides of the present invention.
The technical solution used in the present invention is:
A kind of nanometer lipid sun-prevention agent microparticle suspending liquid, its composition is as follows by weight percentage:
UVA sunscreen 0.1~20%
UVB sunscreen 0.1~20%
Solid lipid 2~20%
Emulsifying agent 1~15%
Antiseptic 0.01~1%
Water surplus
Wherein solid lipid is one of fatty glyceride (as glyceryl monostearate, glycerol disterate fat, glycerine tristearate), fatty acid (as dodecoic acid, tetradecylic acid, stearic acid), aliphatic alcohol (as hexadecanol, octadecanol or docosanol etc.), native paraffin or synthetic wax (comprising Cera Flava, ceresine, paraffin), or several lipids are compound, and the lipid that during room temperature is liquid state is also within the scope of lipid screening;
Emulsifying agent is one of dehydration sorbic alcohol fatty acid ester, polyoxyethylene dehydration sorbic alcohol fatty acid ester, fatty alcohol-polyoxyethylene ether, cithrol, ethoxylated castor oil, glycerine monofatty ester, polyglycerin ester, sucrose monostearate;
The UVA sunscreen is that the o-aminobenzoa class is (as Antisolaire, N-acetyl group ortho-aminobenzoic acid 3-methyl cyclohexanol ester), benzophenone and derivant thereof are (as 2-hydroxyl-4-methoxyl group benzophenone, 2,2 '-dihydroxy-4-methoxyl group benzophenone, 2-hydroxyl-4-methoxyl group benzophenone-5-sulfonic acid, 2,4 '-dihydroxy benzophenone, 2,2 ', 2,4 '-tetrahydroxybenzophenone, 2,2 '-dihydroxy-4,4 '-dimethoxy benzophenone, 2-hydroxyl-4-N-ethylhexyl benzophenone), methane Derivatives is (as 4-methyl-4-ethoxybenzene formyl methane, one of butyl methoxydibenzoylmethise);
The UVB sunscreen is that para-amino benzoic acid and esters thereof are (as para-amino benzoic acid, para-amino benzoic acid glyceride, N, the N-amyl dimethyl paraaminobenzoic acid, two (hydroxypropyl) Aminobenzoates of ethyl-4-, N, the N-octyl dimethyl p-aminobenzoic acid), salicylic acid esters and derivant thereof are (as phenyl salicytate, benzyl salicylate, menthyl salicylate, p-isopropyl phenyl salicylate), benzophenone and derivant thereof are (as 2-hydroxyl-4-methoxyl group benzophenone, 2,2 '-dihydroxy-4-methoxyl group benzophenone, 2-hydroxyl-4-methoxyl group benzophenone-5-sulfonic acid, 2,4 '-dihydroxy benzophenone, 2,2 ', 2,4 '-tetrahydroxybenzophenone, 2,2 '-dihydroxy-4,4 '-dimethoxy benzophenone, 2-hydroxyl-4-N-ethylhexyl benzophenone), the p-methoxycinnamic acid class is (as the methyl cinnamic acid monooctyl ester, ethylhexyl methoxy cinnamate), one of Camphora class.
Antiseptic is parabens, benzyl alcohol, phenyl phenol, 2-bromo-2-nitropropane-1, one of ammediol (Bronopol), hexamethylenetetramine derivant, imidazolidinyl urea, dehydroacetic acid, sorbic acid, Kazon, glyceryl monolaurate, diazonium ureine, methylol glycolylurea, dihydroxymethyl dimethyl hydantion.
A kind of preparation method of nanometer lipid sun-prevention agent microparticle suspending liquid is characterized in that comprising being prepared as follows step:
(1) solid lipid, emulsifying agent and sunscreen obtain finely dispersed oil phase 65~95 ℃ of fusions and be uniformly dispersed;
(2) oil-phase component that step (1) is obtained and water intimate mixing between 65~95 ℃, the homogenizing speed during mixing is at 8000~20000 rev/mins, and homogenizing time was at 2~10 minutes;
(3) cooling, the time cooled to 40~60 ℃ at 30 minutes~1 hour, and mixing speed adds antiseptic at 100~700 rev/mins in the cooling procedure;
(4) continue cooling, mixing speed cools to 25~30 ℃ of room temperatures at 100~700 rev/mins in the cooling procedure, finally forms the suspension of nanometer lipid sun-prevention agent microgranule.
The raw material that the present invention adopts as lipid, sunscreen, emulsifying agent, is the common raw material that can be used for the nanometer lipid sun-prevention agent in this field.
The dispersion of nano-lipid microgranule can have the surfactant of emulsification and polymer etc., make the SLN surface arrange amphiphilic material, its hydrophobic partly gos deep into granular core, hydrophilic segment is towards disperse medium on every side, in the lipid forming process, make lipid particles be easy to form the particle diameter smaller particles, oil-soluble material is easy to be coated in the lipid core simultaneously.
Beneficial effect of the present invention
Because for fear of the permeability of chemical sunscreen on skin, the particle diameter of lipid particles is difficult for too little, can use common homogeneous technology to prepare lipid particles, technology is simple, and step is few, process is easy to control, avoided high pressure homogenize, operated safelyr, the particle diameter of microgranule is between 80nm~500nm in the nanometer lipid sun-prevention agent microparticle suspending liquid of gained, preferred 100nm~300nm has anti-sunlight function in 290nm~400nm wave-length coverage.
Description of drawings
Fig. 1 is the sem photograph of microgranule in the nanometer lipid sun-prevention microparticle suspending liquid
Fig. 2 is the particle size distribution figure of microgranule in the nanometer lipid sun-prevention microparticle suspending liquid
Fig. 3 is the Zeta potential scattergram of microgranule in the nanometer lipid sun-prevention microparticle suspending liquid
The specific embodiment
Below in conjunction with instantiation the present invention is described further, but protection scope of the present invention is not limited in this:
Example 1:
Take by weighing 3.0g monoglyceride, 5.0g PEG-20 dehydration sorbic alcohol monoleate, the sad capric acid triglyceride of 4.0g, 3.0g methyl cinnamic acid monooctyl ester, 2.0g Antisolaire respectively in the oil phase beaker; Take by weighing distilled water 83.0g again in the water beaker, heat oil phase and water to 85 ℃ respectively, in 8000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 2 minutes, mixing speed is 100 rev/mins, when the system for the treatment of is cooled to 40 ℃, add the 0.2g imidazolidinyl urea, restir is cooled to room temperature and gets final product for 25 ℃.
Example 2:
Take by weighing 2.0g monoglyceride, 5.0g dehydration sorbic alcohol monoleate, 2.0g isopropyl palmitate, 2.0 Antisolaires, 4.0g 2-hydroxyl-4-methoxyl group benzophenone respectively in the oil phase beaker; Take by weighing distilled water 85.0g again in the water beaker, heat oil phase and water to 90 ℃ respectively, in 10000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 3 minutes, mixing speed is 300 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.2g phenyl phenol, restir is cooled to room temperature and gets final product for 30 ℃.
Example 3:
Take by weighing 2.0g monoglyceride, 4.0g PEG-20 dehydration sorbic alcohol monostearate, 4.0g isopropyl palmitate, 4.0g N respectively, N-octyl dimethyl p-aminobenzoic acid, 2.0g 4-methyl-4-ethoxybenzene formyl methane are in the oil phase beaker; Take by weighing distilled water 84.0g again in the water beaker, heat oil phase and water to 80 ℃ respectively, in 15000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 4 minutes, mixing speed is 600 rev/mins, when the system for the treatment of is cooled to 60 ℃, add the 0.2g imidazolidinyl urea, restir is cooled to room temperature and gets final product for 25 ℃.
Example 4:
Take by weighing 4.0g monoglyceride, 2.0g dehydration sorbic alcohol monostearate, 2.0g isopropyl myristate, 3.0g butyl methoxydibenzoylmethise, 5.0g 2-hydroxyl-4-methoxyl group benzophenone respectively in the oil phase beaker; Take by weighing distilled water 84.0g again in the water beaker, heat oil phase and water to 90 ℃ respectively, in 20000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 2 minutes, mixing speed is 700 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.2g imidazolidinyl urea, restir is cooled to room temperature and gets final product for 30 ℃.
Example 5:
Take by weighing the stearic alcohol ether-2 of 2.0g 16,2.0g, the sad capric acid triglyceride of 4.0g, 3.0g butyl methoxydibenzoylmethise, 5.0g N respectively, the N-amyl dimethyl paraaminobenzoic acid is in the oil phase beaker; Take by weighing distilled water 84.0g again in the water beaker, heat oil phase and water to 85 ℃ respectively, in 15000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 2 minutes, mixing speed is 600 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.2g imidazolidinyl urea, restir is cooled to room temperature and gets final product for 25 ℃.
Example 6:
Take by weighing 2.0g octadecanol, the stearic alcohol ether-21 of 3.0g, the sad capric acid triglyceride of 3.0g, 4.0g N respectively, N-octyl dimethyl p-aminobenzoic acid, 2.0g 4-methyl-4-ethoxybenzene formyl methane are in the oil phase beaker; Take by weighing distilled water 86.0g again in the water beaker, heat oil phase and water to 85 ℃ respectively, in 15000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 2 minutes, mixing speed is 600 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.3g Kazon, restir is cooled to room temperature and gets final product for 25 ℃.
Example 7:
Take by weighing the stearic alcohol ether-25 of 3.0g 16,2.0g, the sad capric acid triglyceride of 2.0g, 3.0g benzyl salicylate, 4.0g 2 respectively, 2 '-dihydroxy-4-methoxyl group benzophenone is in the oil phase beaker; Take by weighing distilled water 86.0g again in the water beaker, heat oil phase and water to 90 ℃ respectively, in 13000 rev/mins of following homogenizing waters, slowly oil phase component is poured into, homogenizing began to stir cooling after 4 minutes, mixing speed is 600 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.3g imidazolidinyl urea, restir is cooled to room temperature and gets final product for 25 ℃.
Example 8:
Take by weighing 3.0g octadecanol, 4.0g polyoxyethylene fatty acid ester, the sad capric acid triglyceride of 4.0g, 3.0g methyl cinnamic acid monooctyl ester, 2.0g Antisolaire respectively in the oil phase beaker; Take by weighing distilled water 84.0g again in the water beaker, heat oil phase and water to 80 ℃ respectively, in 13000 rev/mins of following homogenizing waters, oil phase component is poured into, and homogenizing began to stir cooling after 3 minutes, mixing speed is 600 rev/mins, when the system for the treatment of is cooled to 50 ℃, add the 0.2g Kazon, restir is cooled to room temperature and gets final product for 30 ℃.
Evaluation to nanometer lipid sun-prevention microparticle particle diameter, Zeta potential and sun-proof performance is implemented as follows:
1. the scanning electron microscope of microgranule in the nanometer lipid sun-prevention microparticle suspending liquid
(accelerating potential 5~30kv) characterizes the microscopic appearance of product to utilization Quanta 200F type scanning electron microscope, the results are shown in accompanying drawing 1 for Holland, FEI Co..
2. the particle size distribution of microgranule and Zeta potential distribute in the nanometer lipid sun-prevention microparticle suspending liquid
With nano-lipid suspension Zetasizer Nano ZS type nano particle size and Zeta potential analyser, the particle diameter of working sample and Zeta potential distribute, and the results are shown in accompanying drawing 2, Fig. 3.
3. the sun-proof performance of microgranule in the mensuration nanometer lipid sun-prevention microparticle suspending liquid
The mensuration of the sun-proof performance of sunscreen adopts ultraviolet spectrophotometry among the present invention, measures by the evaluation methodology of the sun-proof performance of GB QB/T2410-98.
1) breathable adhesive tape that 3M company is produced is cut into 1cm * 4cm size, sticks on the quartz colorimetric utensil printing opacity and surveys on the surface.
2) energized, the preheating spectrophotometer, setting UVB district detection wavelength is 280nm, 290nm, 300nm, 310nm and 320nm, it is 330nm, 340nm, 350nm, 360nm, 370nm, 380nm, 390nm and 400nm that wavelength is detected in the UVA district.
3) quartz colorimetric utensil that will post adhesive tape places sample light path and reference light paths, adjusts instrument zero.
4) accurately take by weighing testing sample 8mg (error 0.2mg), sample is evenly spread upon on the quartz colorimetric utensil 3M adhesive tape, claim five parallel samples.
5) the sample cuvette for preparing is placed under the room temperature dry 30min.
6) the testing sample cuvette is placed the sample light path, another quartz cell that posts adhesive tape places reference light paths, measures the ultraviolet absorptivity value that 280nm~400nm district sets wavelength respectively, then measured value is asked arithmetic mean of instantaneous value A.
Five parallel sample A of sequentially determining 1~A 5, ask arithmetic mean of instantaneous value, be exactly the ultraviolet absorptivity value A of sample Sample, the results are shown in Table 1.
Table 1 is the sun-proof performance measurement data of the nanometer lipid sun-prevention microparticle (test condition: slit: 2.00nm wavelength number: 13) of the inventive method preparation
Figure A20081020327700131

Claims (5)

1. nanometer lipid sun-prevention microparticle suspending liquid, its composition is as follows by weight percentage:
UVA sunscreen 0.1~20%
UVB sunscreen 0.1~20%
Solid lipid 2~20%
Emulsifying agent 1~15%
Antiseptic 0.01~1%
Water surplus
Wherein solid lipid is that one or several of fatty acid, aliphatic alcohol, fatty glyceride, native paraffin or synthetic wax is compound; Fatty acid is dodecoic acid, tetradecylic acid or stearic acid; Aliphatic alcohol is hexadecanol, octadecanol or 22 carbon alcohol; Fatty glyceride is glyceryl monostearate, glycerol disterate fat or glycerine tristearate; Native paraffin or synthetic wax comprise Cera Flava, ceresine, paraffin;
Emulsifying agent is one of dehydration sorbic alcohol fatty acid ester, polyoxyethylene dehydration sorbic alcohol fatty acid ester, fatty alcohol-polyoxyethylene ether, cithrol, ethoxylated castor oil, glycerine monofatty ester, polyglycerin ester, sucrose monostearate;
The UVA sunscreen is one of o-aminobenzoa class, benzophenone and derivant thereof, methane Derivatives:
Wherein the o-aminobenzoa class is one of Antisolaire or N-acetyl group ortho-aminobenzoic acid 3-methyl cyclohexanol ester;
Benzophenone and derivant thereof are 2-hydroxyl-4-methoxyl group benzophenone, 2,2 '-dihydroxy-4-methoxyl group benzophenone, 2-hydroxyl-4-methoxyl group benzophenone-5-sulfonic acid, 2,4 '-dihydroxy benzophenone, 2,2 ', 2,4 '-tetrahydroxybenzophenone, 2,2 '-dihydroxy-4, one of 4 '-dimethoxy benzophenone or 2-hydroxyl-4-N-ethylhexyl benzophenone;
Methane Derivatives is 4-methyl-4-ethoxybenzene formyl methane or butyl methoxydibenzoylmethise;
The UVB sunscreen is one of para-amino benzoic acid and esters, salicylic acid esters and derivant, benzophenone and derivant thereof, p-methoxycinnamic acid class, Camphora class;
Wherein para-amino benzoic acid and esters thereof are para-amino benzoic acid, para-amino benzoic acid glyceride, N, N-amyl dimethyl paraaminobenzoic acid, two (hydroxypropyl) Aminobenzoates of ethyl-4-or N, one of N-octyl dimethyl p-aminobenzoic acid;
Salicylic acid esters and derivant thereof are one of phenyl salicytate, benzyl salicylate, menthyl salicylate or p-isopropyl phenyl salicylate;
Benzophenone and derivant thereof are 2-hydroxyl-4-methoxyl group benzophenone, 2,2 '-dihydroxy-4-methoxyl group benzophenone, 2-hydroxyl-4-methoxyl group benzophenone-5-sulfonic acid, 2,4 '-dihydroxy benzophenone, 2,2 ', 2,4 '-tetrahydroxybenzophenone, 2,2 '-dihydroxy-4, one of 4 '-dimethoxy benzophenone or 2-hydroxyl-4-N-ethylhexyl benzophenone
The p-methoxycinnamic acid class is methyl cinnamic acid monooctyl ester or ethylhexyl methoxy cinnamate;
Antiseptic is parabens, benzyl alcohol, phenyl phenol, 2-bromo-2-nitropropane-1, one of ammediol, hexamethylenetetramine derivant, imidazolidinyl urea, dehydroacetic acid, sorbic acid, Kazon, glyceryl monolaurate, diazonium ureine, methylol glycolylurea, dihydroxymethyl dimethyl hydantion.
2. a kind of nanometer lipid sun-prevention microparticle suspending liquid as claimed in claim 1 is characterized in that preferred its composition is preferably 3%~10% lipid phase, 1%~10% UVA sunscreen, 1%~10% UVB sunscreen, 2%~10% emulsifying agent by weight percentage.
3. the preparation method of a nanometer lipid sun-prevention microparticle suspending liquid is characterized in that comprising being prepared as follows step:
(1) solid lipid, emulsifying agent and sunscreen obtain finely dispersed oil phase 65~95 ℃ of fusions and be uniformly dispersed;
(2) oil-phase component that step (1) is obtained and water intimate mixing between 65~95 ℃, the homogenizing speed during mixing is at 8000~20000 rev/mins, and homogenizing time was at 2~10 minutes;
(3) cooling, the time cooled to 40~60 ℃ at 30 minutes~1 hour, and mixing speed adds antiseptic at 100~700 rev/mins in the cooling procedure;
(4) continue cooling, the time cooled to 5~30 ℃ at 30 minutes~3 hours, and mixing speed finally forms nanometer lipid sun-prevention microparticle suspending liquid at 100~700 rev/mins in the cooling procedure.
4. the preparation method of nanometer lipid sun-prevention microparticle suspending liquid as claimed in claim 6, the particle diameter that it is characterized in that microgranule in the resulting nanometer lipid sun-prevention agent suspension be at 80~500nm, preferred 100nm~300nm.
5. the preparation method of nanometer lipid sun-prevention microparticle suspending liquid as claimed in claim 6 is characterized in that microgranule has anti-sunlight function in the resulting nanometer lipid sun-prevention microparticle suspending liquid in 290nm~400nm wave-length coverage.
CN2008102032779A 2008-11-25 2008-11-25 Nanometer lipid sun-prevention microparticle suspending liquid and preparation method thereof Expired - Fee Related CN101406442B (en)

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CN102688152A (en) * 2012-06-05 2012-09-26 东南大学 Composite anti-screening agent nanostructured lipid carrier and preparation method thereof
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CN103690388A (en) * 2013-12-12 2014-04-02 青岛海芬海洋生物科技有限公司 Sunscreen lotion applied during swimming
CN103919701A (en) * 2014-04-10 2014-07-16 上海应用技术学院 Sunscreen spray containing solid lipid microparticles and preparation method of sunscreen spray
CN104000740A (en) * 2014-05-16 2014-08-27 上海应用技术学院 Sun screening agent-coated solid lipid sunscreen particle and preparation method thereof
WO2018014314A1 (en) * 2016-07-22 2018-01-25 Beiersdorf Daily Chemical (Wuhan) Co. Ltd. Cosmetic composition containing hydrophobic flakes comprising fatty alcohols
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CN110613630B (en) * 2019-09-30 2022-08-30 汕头大学 Sunscreen cream containing benzophenone derivative nanocrystals and preparation method thereof
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