CN115970602A - Preparation and application of oil-phase dispersible titanium dioxide nano slow-release microcapsule - Google Patents
Preparation and application of oil-phase dispersible titanium dioxide nano slow-release microcapsule Download PDFInfo
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Abstract
The invention discloses a preparation method and application of novel oil-dispersed nano titanium dioxide slow-release microcapsule powder. Preparing a dispersing promoter consisting of a hydrophobic organosilicon Si-O-Si main chain and PEG chain segments with hydrophilic two ends, preparing an oil phase continuous phase mixture, preparing a water phase dispersed phase mixture at the third part, and preparing titanium dioxide nano slow-release microcapsule powder by a water-in-oil emulsion method at the fourth part. The method has the advantages of simple process, no toxicity or pollution, controllable particle size of less than 100nm, spherical appearance, good dispersion performance in oil phase, fine hand feeling, and not only has the ultraviolet resistance of nano titanium oxide, but also can wrap various active substances in the nano titanium oxide and slowly release the active substances, endows the nano titanium oxide with the functions of improving the ultraviolet absorption capacity, moistening, whitening, sterilizing, disinfecting and the like, meets different requirements, and is particularly suitable for the cosmetic industry.
Description
Technical Field
The invention belongs to the field of nano titanium dioxide materials, and particularly relates to preparation and application of an oil-phase dispersible titanium dioxide nano slow-release microcapsule.
Background
The titanium dioxide is also called titanium dioxide, and is generally called nano titanium dioxide when the average particle size is in a nano scale, and the nano titanium dioxide has the characteristics of no toxicity, no odor, no stimulation, good thermal stability, large specific surface area, ultraviolet resistance, photocatalytic property, stable chemical property, excellent antibacterial performance and the like, so that the nano titanium dioxide is widely applied to various fields of coatings, paper, rubber, plastics, batteries, antibiosis, cosmetics and the like.
At present, the preparation method of the nano titanium dioxide mainly comprises three methods: gas phase processes, liquid phase processes and solid phase processes. Among them, the liquid phase method is most widely used due to its simple operation and low cost. The liquid phase method is a method for causing the nano particles to be uniformly precipitated and separated out by adding substances such as an initiator or a precipitator and the like into liquid, and mainly comprises a sol-gel method, a hydrothermal method, a liquid phase deposition method, a micro-emulsion method and the like. For example, japanese patent No. 2007-176753 discloses that nano titanium dioxide is produced by hydrothermal treatment of a mixed solution of a titanate, a titanium salt, tetramethylammonium hydroxide (TMAH), a diol, a triol, or the like. However, the TMAH used as a raw material is a toxic hazardous chemical, so that the production and the application of the TMAH are limited. In addition, the Chinese patent (patent number: CN 107074581B) introduces a nitrogen-containing 5-membered ring compound to replace toxic TMAH to prepare the nano titanium dioxide and use the nano titanium dioxide in a dye-sensitized solar cell.
In Chinese patent (patent No. CN 103917494B), isopropyl titanium and carboxylic acid are reacted in supercritical fluid to prepare spherical porous nanometer titanium dioxide which is used as a carrier for a gene gun. However, this method requires supercritical methanol fluid and the addition of compounds such as benzamide and erbium acetate, which results in complex preparation process and higher cost.
In Chinese patent (patent No. CN 109112661A), tetrabutyl phthalate is hydrolyzed into sol-gel, then N-Au or/and N-Ag co-hyperbranched polymer is prepared, and finally the polymer is added into the sol-gel to prepare the N-Au or/and N-Ag co-doped composite titanium dioxide, which has the advantages of antibiosis, ultraviolet resistance, high catalytic activity, environmental protection and no pollution and is used in a spinning process. In addition, valan Arasu et al (Renewable Energy,2020,152 2 The Ag composite nano particles further improve the thermal conductivity of the nano titanium dioxide. However, these methods have many steps and complicated processes.
In Chinese patent No. CN 102015540B, a polymer prepared from a carboxylic acid and a carboxylic acid derivative is added to an acidic water-dispersible titanium dioxide fine particle, and neutralized with an alkali to obtain a titanium dioxide fine particle composite formed of a carboxylic acid monomer or a polymer deposited on the surface of titanium dioxide. The titanium dioxide particle composite can be uniformly dispersed in water, has high transparency and high stability, and can be used for preparing skin care products with ultraviolet protection effect. However, the nano titanium dioxide particles prepared by the method are water-dispersible and have poor water resistance, and the added composition of ultraviolet absorbent and the like and the nano titanium dioxide particles are simply and physically mixed, so that the retention effect is poor and the retention time is short.
Furthermore, there are reports in the literature that titanium dioxide is used as a shell material to encapsulate various active substances to form titanium dioxide microcapsules. For example, cheng et al (Powder Technology,2021,385 2 The heat conductivity of the microcapsule is improved by 100.69 percent compared with paraffin. Also provided areLi et al (Energy Technology,2020,8 (12): 2000550.) hydrolysis in NaNO by sol-gel method using tetrabutyl titanate 3 Forming a titanium dioxide shell material on the outer layer of the particle core material, thereby preparing a novel TiO 2 The high-temperature phase change microcapsule is applied to the fields of latent heat functional fluid, heat utilization and recovery and the like. However, tiO prepared by these methods 2 The microcapsule has large particle size (5-15 μm), poor and irregular appearance, poor dispersibility in oil phase, easy agglomeration, difficult release of core material and the like.
Disclosure of Invention
The invention aims to provide a preparation method of an oil-phase dispersible titanium dioxide nano slow-release microcapsule aiming at the defects of the prior art, wherein the preparation method comprises the step of preparing a dispersing promoter consisting of a hydrophobic organic silicon Si-O-Si main chain and PEG chain segments with hydrophilic two ends.
The specific technical scheme is as follows:
a preparation method of oil phase dispersible titanium dioxide nano slow-release microcapsules is prepared by the following four steps of reaction: (1) preparing a dispersion promoter; (2) preparing an oil phase continuous phase mixture; (3) preparing a water phase dispersed phase mixture; (4) Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture, adding a titanium-containing diluent, and preparing titanium dioxide nano slow-release microcapsule powder by a water-in-oil emulsion method; the oil phase continuous phase mixture is an oil phase solvent in which a dispersion promoting agent and an oil phase surfactant are dissolved, and the dispersion promoting agent is composed of a hydrophobic organic silicon Si-O-Si main chain and PEG chain segments with hydrophilic two ends.
Wherein the dispersion promoter is prepared by the following reaction: 1) Putting polyethylene glycol monomethyl ether and isophorone diisocyanate with the same molar weight into a solvent to react to prepare PEG with NCO end, and 2) subsequently reacting with amino-terminated silicone oil or aminopropyl-terminated silicone oil with half molar weight of PEG with-NCO end to prepare the dispersing promoter PEG- (Si-O-Si) -PEG.
Specifically, the chain number of the polyethylene glycol monomethyl ether is n =5-20; the number of the chain links of the amino-terminated silicone oil or the aminopropyl-terminated silicone oil is m =5-20.
The reaction formula is as follows:
specifically, the solvent is one or a mixture of several of ethyl acetate, butyl acetate and toluene, and preferably, the solvent is nontoxic and harmless ethyl acetate. The ratio of the mass of the solvent to the molar weight of the polyethylene glycol monomethyl ether is (4-5) kg:1mol.
Specifically, in the step 1), the temperature is firstly heated to 40-60 ℃, and then the catalyst is added for reaction for 6-8 h.
Specifically, the catalyst is one or a mixture of several of organic tin, organic bismuth, organic zinc and tertiary amine catalysts, and preferably, the catalyst is a nontoxic and harmless organic zinc catalyst. The mass of the catalyst and the molar weight ratio of the polyethylene glycol monoether are (10-50) g:1mol.
Specifically, after the amino-terminated silicone oil or the aminopropyl-terminated silicone oil is added in the step 2), the mixture is heated to 50-60 ℃ and reacts for 2-4 h.
The oil phase surfactant is at least one of polyoxyethylene ether modified polysiloxane, sodium fatty acid, potassium lauryl sulfate, polyoxyethylene ether sodium lauryl phosphate, polyglycerol-4 isostearate or cetyl polyethylene glycol; the oil phase solvent is at least one of n-hexane, cyclohexane, octamethylcyclotetrasiloxane, hexamethyldisiloxane, cyclohexane, n-octane, benzene or toluene; the mass ratio of the dispersion promoter to the oil phase solvent is 0.1-5%; the mass ratio of the oil phase surfactant to the oil phase solvent is 0.1-5%.
The aqueous phase dispersed phase mixture comprises a water soluble active, an aqueous phase surfactant and a water soluble acid.
The water-soluble active substance is at least one of glycerol, erythritol, polyethylene glycol, polypropylene glycol, retinoic acid, vitamin B6, PCA zinc, PCA sodium, L-valine, a membrane-covered yeast fermentation product, sclerotinia sclerotiorum glue gel, carnosine, ceruloplasmin, acetyl tetrapeptide-2, snake venom peptide, L-carnitine, ergothioneine, glycyrrhizic acid dimethyl ester or sodium hyaluronate, and the mass ratio of the water-soluble active substance to water is 1-20%.
The water phase surfactant is at least one of sodium dodecyl benzene sulfonate, sodium dodecyl sulfate, dodecyl trimethyl ammonium chloride or dodecyl trimethyl ammonium bromide, and the mass ratio of the water phase surfactant to water is 0.5-10%.
The water-soluble acid is at least one of hydrochloric acid, citric acid, acetic acid or butyric acid, and the mass ratio of the water-soluble acid to water is 0-10%.
The water-in-oil emulsion method for preparing the oil-phase dispersible titanium dioxide nano slow-release microcapsule comprises the following specific steps:
adding the water phase dispersed phase mixture into the oil phase continuous phase mixture at 25-40 ℃ for violent stirring, then dropwise adding a titanium-containing diluted solution, wherein the titanium-containing active substance is subjected to hydrolysis reaction with small water drops in the water dispersion phase and is gathered on the surfaces of the water drops, heating to 70-80 ℃ after the dropwise adding is finished, reacting overnight, centrifuging, washing, drying and the like to obtain the titanium dioxide nano slow-release microcapsule powder.
Wherein the titanium-containing active substance in the titanium-containing diluted solution is one or a mixture of more of tetrabutyl titanate, tetraethyl phthalate, titanium tetrachloride, titanyl sulfate, tetraisopropyl phthalate and isopropyl tri (dioctyl pyrophosphoryl) titanate; preferably, the titanium source is tetraethyl phthalate, the solvent is octamethylcyclotetrasiloxane, and the mixing volume ratio is 1:4-1.
The invention also provides the oil-phase dispersible titanium dioxide nano slow-release microcapsule prepared by the preparation method.
The invention also provides application of the oil phase dispersible titanium dioxide nano slow-release microcapsule, and the oil phase dispersible titanium dioxide nano slow-release microcapsule is mixed in a medical product or a cosmetic for use, or is used as a basic formula, and is added with auxiliary components to prepare the medical product or the cosmetic.
Compared with the prior art, the invention has the following outstanding effects:
the dispersion promoting agent designed by the invention is composed of a hydrophobic organosilicon Si-O-Si main chain and PEG chain segments with hydrophilic ends, so that the PEG at the hydrophilic sections at the two ends of the dispersion agent is in water drops, and the organosilicon chain segment at the middle section is dispersed in a continuous phase oil phase. When the titanate is hydrolyzed in water drops to form titanium oxide, part of PEG segments at two ends of the dispersing agent are embedded in the titanium oxide powder, and the organosilicon segments in the middle are free at the outer side, so that the dispersibility in an oil phase is improved. In addition, the addition of other emulsifiers also helps to promote dispersibility in the oil phase.
The prior art is complex in technology for preparing nano titanium oxide, toxic and harmful substances are often used in raw materials, microcapsules with substances wrapped by inner cores have large (micron-sized) particle sizes and poor and irregular shapes, and the nano titanium oxide microcapsules prepared by the traditional method have poor dispersibility in an oil phase and are easy to agglomerate due to the oil-in-water preparation method and the fact that the nano titanium oxide contains a large amount of hydrophilic Ti-OH, so that core materials are difficult to release; the preparation method has the advantages of simple preparation process, low cost, high efficiency, controllable particle size of less than 100nm to 300nm, round appearance, fine powder, no abrasive feeling when being applied to skin, no toxicity, no harm, good oil dispersion, no easy agglomeration and good stability. In addition, various active substances can be wrapped in the inner part and slowly released, so that the drug effect of the active substances is improved, the risks of toxicity, allergy and the like are reduced, higher ultraviolet absorption capacity, moistening, whitening, sterilization, disinfection and other functions are endowed, different requirements are met, and the cosmetic/skin care product/medicine composite is particularly suitable for industries such as cosmetics, skin care products or medicines.
Drawings
FIG. 1 is a scanning electron microscope image of the titanium dioxide nano slow-release microcapsule powder prepared in example 4;
fig. 2 is a schematic view showing the effect of oil dispersibility and sustained-release property of the titanium dioxide nano sustained-release microcapsule powder prepared in example 4.
Detailed Description
The present invention will be described in detail with reference to specific examples. The following examples will aid those skilled in the art in further understanding the present invention, but are not intended to limit the invention in any manner. It should be noted that variations and modifications can be made by persons skilled in the art without departing from the spirit of the invention. All falling within the scope of the present invention.
Example 1
An oil phase dispersible titanium dioxide nano sustained-release microcapsule is prepared by the following method:
the above object of the present invention is achieved by the following technical solution, comprising the steps of:
(1) Preparation of dispersing promoter
10.0g (0.01 mol) of polyethylene glycol monomethyl ether 1000 and 0.22g (0.01 mol) of isophorone diisocyanate (IPDI) are put into a three-neck flask filled with 50g of ethyl acetate and stirred evenly, after the temperature is heated to 40 ℃, 0.1g of organic zinc catalyst is added and stirred for reaction for 6 hours, and then the reaction product IPDI-PEG is obtained. Then 5.0g (0.005 mol) of terminal amino silicone oil 1000 is added, after the reaction is carried out for 2h under the condition of heating to 60 ℃, the solvent is removed by rotary evaporation, and the dispersion promoter PEG-Si-PEG is obtained.
(2) Preparing oil phase continuous phase mixture
0.1g of dispersion promoter and 0.5g of oil phase surfactant are added into cyclohexane and stirred uniformly to obtain an oil phase continuous phase.
(3) Preparing aqueous phase dispersion phase mixture
0.5g of glycerol, 0.5g of sodium dodecyl sulfate and 0.5g of acetic acid are added into 5.0g of ultrapure water, and the mixture is stirred uniformly to obtain a water phase dispersion phase.
(4) Oil-phase dispersible titanium dioxide nano slow-release microcapsule prepared by water-in-oil emulsion method
Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture at 25 ℃, violently stirring at the rotating speed of 1000rpm, then dropwise adding an octamethylcyclotetrasiloxane solution containing 10% tetraethyl phthalate, heating to 70 ℃ after the dropwise adding is finished, reacting overnight, centrifuging, washing, drying and the like to obtain the titanium dioxide nano slow-release microcapsule powder.
Example 2
An oil phase dispersible titanium dioxide nano sustained-release microcapsule is prepared by the following method:
the above object of the present invention is achieved by the following technical solution, comprising the steps of:
(1) Preparation of dispersing promoter
6.0g (0.01 mol) of polyethylene glycol monomethyl ether 600 and 0.22g (0.01 mol) of isophorone diisocyanate (IPDI) are put into a three-neck flask filled with 40g of butyl acetate and stirred evenly, after the temperature is heated to 45 ℃, 0.05g of organic zinc catalyst and 0.05g of organic bismuth catalyst are added and stirred for reaction for 8 hours, and then the reaction product IPDI-PEG is obtained. Then 10.0g (0.005 mol) of amino-terminated silicone oil 2000 is added, after the reaction is carried out for 2h under the condition of heating to 60 ℃, the solvent is removed by rotary evaporation, and the dispersion promoter PEG-Si-PEG is obtained.
(2) Preparing oil phase continuous phase mixture
0.2g of dispersion promoter and 0.8g of oil phase surfactant are added into toluene and stirred uniformly to obtain an oil phase continuous phase.
(3) Preparing aqueous phase dispersion phase mixture
Adding 1.0g of erythritol, 1.0g of sodium dodecyl sulfate and 0.1g of acetic acid into 5.0g of ultrapure water, and uniformly stirring to obtain a water phase dispersion phase.
(4) Preparation of titanium dioxide nano slow-release microcapsule powder by water-in-oil emulsion method
Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture at 30 ℃, violently stirring at the rotating speed of 1200rpm, then dropwise adding a cyclohexane solution containing 20% tetrabutyl phthalate, heating to 80 ℃ after the dropwise adding is finished, reacting overnight, centrifuging, washing, drying and the like to obtain the titanium dioxide nano slow-release microcapsule powder.
Example 3
An oil phase dispersible titanium dioxide nano sustained-release microcapsule is prepared by the following method:
the above object of the present invention is achieved by the following technical solution, comprising the steps of:
(1) Preparation of dispersing promoter
4.0g (0.01 mol) of polyethylene glycol monomethyl ether 400 and 0.22g (0.01 mol) of isophorone diisocyanate (IPDI) are put into a three-neck flask filled with 40g of butyl acetate and are stirred uniformly, after the temperature is heated to 50 ℃, 0.05g of organic bismuth catalyst is added and stirred for reaction for 7 hours, and the reaction product IPDI-PEG is obtained. Then 7.5g (0.005 mol) of amino-terminated silicone oil 1500 is added, after reaction for 4h under the condition of heating to 55 ℃, the solvent is removed by rotary evaporation, and the dispersion promoter PEG-Si-PEG is obtained.
(2) Preparing oil phase continuous phase mixture
0.1g of dispersion promoter and 0.4g of oil phase surfactant are added into cyclotetrasiloxane and stirred uniformly to obtain an oil phase continuous phase.
(3) Preparing aqueous phase dispersion phase mixture
Adding 1.0g of vitamin B6,1.0g of sodium dodecyl sulfate and 0.1g of acetic acid into 5.0g of ultrapure water, and uniformly stirring to obtain a water phase dispersion phase.
(4) Preparation of titanium dioxide nano slow-release microcapsule powder by water-in-oil emulsion method
Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture at 35 ℃ and violently stirring at the rotating speed of 1500rpm, then dropwise adding a hexamethyldisiloxane solution containing 15% tetrabutyl phthalate, heating to 75 ℃ after the dropwise adding is finished, reacting overnight, centrifuging, washing, drying and the like to obtain the titanium dioxide nano slow-release microcapsule powder.
Example 4
An oil phase dispersible titanium dioxide nano sustained-release microcapsule is prepared by the following method:
the above object of the present invention is achieved by the following technical solution, comprising the steps of:
(1) Preparation of dispersing promoter
10.0g (0.01 mol) of polyethylene glycol monomethyl ether 1000 and 0.22g (0.01 mol) of isophorone diisocyanate (IPDI) are put into a three-neck flask filled with 40g of ethyl acetate and stirred evenly, after the mixture is heated to 60 ℃, 0.10g of organic zinc catalyst is added and stirred for reaction for 8 hours, and then the reaction product IPDI-PEG is obtained. Then 5.0g (0.005 mol) of terminal amino silicone oil 1000 is added, after reaction for 4h under the condition of heating to 55 ℃, the solvent is removed by rotary evaporation, and the dispersion promoter PEG-Si-PEG is obtained.
(2) Preparing oil phase continuous phase mixture
0.2g of dispersion promoter and 0.6g of oil phase surfactant are added into cyclotetrasiloxane and stirred uniformly to obtain an oil phase continuous phase.
(3) Preparing aqueous phase dispersion phase mixture
0.1g of tretinoin, 1.0g of sodium dodecyl sulfate and 0.01g of acetic acid are added into 5.0g of ultrapure water, and the mixture is stirred uniformly to obtain a water phase dispersion phase.
(4) Preparation of titanium dioxide slow nano-release microcapsule powder by water-in-oil emulsion method
Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture at 35 ℃ and violently stirring at the rotating speed of 1100rpm, then dropwise adding a hexamethyldisiloxane solution containing 20% tetrabutyl phthalate, heating to 80 ℃ after the dropwise adding is finished, reacting overnight, centrifuging, washing, drying and the like to obtain the titanium dioxide nano slow-release microcapsule powder.
Claims (10)
1. The preparation and application of the oil-phase dispersible titanium dioxide nano slow-release microcapsule are characterized by being prepared by the following four steps of reaction: (1) preparing a dispersion promoter; (2) preparing an oil phase continuous phase mixture; (3) preparing a water phase dispersed phase mixture; (4) Adding the water phase dispersed phase mixture into the oil phase continuous phase mixture, adding a titanium-containing diluent, and preparing titanium dioxide nano slow-release microcapsule powder by a water-in-oil emulsion method; the oil phase continuous phase mixture is an oil phase solvent in which a dispersion promoting agent and an oil phase surfactant are dissolved, and the dispersion promoting agent is composed of a hydrophobic organic silicon Si-O-Si main chain and PEG chain segments with hydrophilic two ends.
2. The preparation method of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 1, wherein the dispersion promoter is prepared by the following reaction: 1) Putting polyethylene glycol monomethyl ether and isophorone diisocyanate with the same molar weight into a solvent to react to prepare PEG with NCO, and 2) subsequently reacting with amino-terminated silicone oil or aminopropyl-terminated silicone oil with half molar weight of PEG with NCO to prepare the dispersing promoter PEG- (Si-O-Si) -PEG.
3. The preparation method of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 2, wherein the number of the chain links of the polyethylene glycol monomethyl ether is n =5-20; the number of the chain links of the amino-terminated silicone oil or the aminopropyl-terminated silicone oil is m =5-20.
4. The preparation method of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 1, wherein the oil-phase surfactant is at least one of polyoxyethylene ether modified polysiloxane, sodium fatty acid, potassium lauryl sulfate, polyoxyethylene ether sodium lauryl phosphate, polyglycerol-4 isostearate or cetyl polyethylene glycol; the oil phase solvent is at least one of n-hexane, cyclohexane, octamethylcyclotetrasiloxane, hexamethyldisiloxane, cyclohexane, n-octane, benzene or toluene; the mass ratio of the dispersion promoter to the oil phase solvent is 0.1-5%; the mass ratio of the oil phase surfactant to the oil phase solvent is 0.1-5%.
5. The method for preparing the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 1, wherein the water-phase dispersed-phase mixture comprises a water-soluble active substance, a water-phase surfactant and a water-soluble acid.
6. The method for preparing the oil-phase dispersible titanium dioxide nano sustained-release microcapsule according to claim 5, wherein the water-soluble active substance is at least one of glycerol, erythritol, polyethylene glycol, polypropylene glycol, retinoic acid, vitamin B6, zinc PCA, sodium PCA, L-valine, fermentation products of coated yeast, sclerotinia sclerotiorum glue gel, carnosine, cerulenin, acetyl tetrapeptide-2, snake venom like peptide, L-carnitine, ergothioneine, dipotassium glycyrrhizinate or sodium hyaluronate, and the mass ratio of the water-soluble active substance to water is 1-20%.
7. The preparation method of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 5, wherein the water-phase surfactant is at least one of sodium dodecyl benzene sulfonate, sodium dodecyl sulfate, dodecyl trimethyl ammonium chloride or dodecyl trimethyl ammonium bromide, and the mass ratio of the water-phase surfactant to water is 0.5-10%.
8. The preparation method of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 5, wherein the water-soluble acid is at least one of hydrochloric acid, citric acid, acetic acid or butyric acid, and the mass ratio of the water-soluble acid to water is 0-10%.
9. An oil phase dispersible titanium dioxide nano slow release microcapsule prepared by the preparation method of any one of claims 1 to 8.
10. The application of the oil-phase dispersible titanium dioxide nano slow-release microcapsule according to claim 9, which is characterized in that: the oil phase dispersible titanium dioxide nano slow-release microcapsule is mixed in a medical product or a cosmetic for use, or is used as a basic formula, and is added with auxiliary components to prepare the medical product or the cosmetic.
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