KR20070014252A - Synthetic methods for oleophillic nanoporous silica composites - Google Patents

Abstract

Provided are a method for preparing a lipophilic functional urethane-based oligomer, a method for a mesoporous silica composite by using the oligomer, which has a large specific surface area and a controlled pore size, and a functional cosmetic composition. The lipophilic urethane-based oligomer represented by the formula 1 is prepared by adding polypropylene glycol or its derivative and isophorone diisocyanate or its derivative to a reactor, and slowly raising the temperature to react them; adding 2-hydroxyethyl acrylate as a catalyst to react the obtained one; and reacting the obtained one with polyethylene glycol, wherein R1 is polyethylene glycol, polypropylene glycol or their copolymer; R2 is a compound having at least one double-bond and at least one hydroxyl, amine or amide group, an epoxy, a methacrylate, an acrylate or a silane compound having an amine group; R3 is a compound having at least one hydroxyl group or a compound having at least one amine or amide group; R4 is an aliphatic or aromatic compound having an ether group, an organic acid group or an isocyanate group; and R5 is an aromatic or aliphatic compound having at least two isocyanate groups.

Description

Synthetic methods for oleophillic nanoporous silica composites

1 is a schematic diagram of a single particle structure of a lipophilic nanoporous silica composite. (The bolded part is a nano-porous inner wall composed of lipophilic polymer, which absorbs hydrophobic organic molecules or oil.)

2 is an adsorption and desorption curve of the synthesized nanoporous silica composite.

3 is a nano pore size distribution obtained from an adsorption desorption curve.

4 and 5 are particle size distribution results using a dynamic light scattering device.

6 is an electron micrograph of the synthesized lipophilic mesoporous silica composite.

The present invention is to prepare a lipophilic nanoporous silica composite for synthesizing a urethane-acrylic oligomer surfactant to increase the production effect of the lipophilic mesopores and to synthesize a meso nanoporous silica composite that can capture hydrophobic organic molecules or oil as a raw material It is about a method.

Recently, extensive research and development have been conducted on the preparation of mesoporous colloids using surfactants and their applications.

Mesoporous materials can be used as carriers to collect, store and transport various functional materials that are physically and chemically unstable in the pupils due to their pore size, and can be used as catalysts or adsorbents because of their very large specific surface area.

Currently used as a template surfactant is a monomolecular surfactant such as cations and anions and polyethylene oxide-polypropylene hybrid polymers are generally used. Since all these surfactants tend to dissolve easily in water or an organic solvent, mesoporous silica is synthesized by burning the surfactant at a temperature of about 500 ° C. The mesoporous silica thus synthesized exhibits no other functionality except for the advantage of having a large specific surface area. In addition, in the case of a polymer or a wooden material as a carrier, there is a case that can not be heat-treated at a high temperature of 500 ℃ there is a limit to the application of mesoporous material.

In the present invention, various types of urethane-acrylic polymer surfactants having hydrophobicity and having a double bond to a polymer functional group are synthesized, and mesoporous silica is synthesized using the polymer surfactant as a template. When the prepared mesoporous silica is heat-treated at a temperature range of 100-200 ° C., the oligomers synthesized in the mesopores react to form a polymer. This polymer is stably collected in the mesopores without being dissolved in a specific solvent. Since the hydrophobic polymer has a property of strongly adsorbing oil into the pupil, it may be used as a functional cosmetic raw material for removing oil components of the skin or as a fragrance that releases sustained release by adsorbing fragrance oil (FIG. 1). As sustained release carriers for fragrance oils, anhydrous salt crystals such as salt or microcapsules have been used. The problem with these methods is that the product must be produced by specifying the type of fragrance at the manufacturing stage. A feature of the present invention lies in its versatility, since the carrier is synthesized in a solid state and the fragrance oil is adsorbed so that the carrier can be mass produced to adsorb the desired fragrance when needed. Even after all the incense is released, it is also possible to re-adsorb the desired incense. Another feature is mesoporous SiO ² in powder form In addition, the mesoporous nano colloidal solution can be prepared into a thin film or used as a paper, polymer, and various fiber additives.

The first object of the present invention is to synthesize and provide a hydrophobic oligomer for imparting lipophilic to the interior of the pupil.

   The second object of the present invention is to prepare nanoporous silica composite particles (50 nm-5 μm) having a large specific surface area using the hydrophobic oligomer.

   A third object of the present invention is to provide a method for controlling the size of the nanopores prepared therefrom in the range of 2-12 nm by adjusting the molecular structure of the hydrophobic oligomer.

    Fourth object of the present invention is to provide nanoporous silica composite particles for use as cosmetic raw materials for oil adsorption or various fragrance oil carriers, characterized in that the size of the nanopores is controlled to a desired size using the hydrophobic oligomer.

In the present invention, various types of urethane-acrylic polymer surfactants having hydrophobicity and having a double bond to a polymer functional group are synthesized, and mesoporous silica is synthesized using the polymer surfactant as a template. When the prepared mesoporous silica is heat-treated at a temperature range of 100-200 ° C., the oligomers synthesized in the mesopores react to form a polymer. This polymer is stably collected in the mesopores without being dissolved in a specific solvent. Since the hydrophobic polymer has a property of strongly adsorbing oil into the pupil, it may be used as a functional cosmetic raw material for removing oil components of the skin or as a fragrance that releases sustained release by adsorbing fragrance oil (FIG. 1). FIG. 1 is a schematic diagram of a single particle structure of a lipophilic nanoporous silica composite, in which a thickened portion is a nanoporous inner wall composed of a lipophilic polymer and absorbs hydrophobic organic molecules or oil. A feature of the present invention lies in its versatility, since the carrier is synthesized in a solid state and the fragrance oil is adsorbed so that the carrier can be mass produced to adsorb the desired fragrance when needed. Even after all the incense is released, it is also possible to re-adsorb the desired incense. Another feature is mesoporous SiO ² in powder form In addition, the mesoporous nano colloidal solution can be prepared into a thin film or used as a paper, polymer, and various fiber additives.

In the present invention, the structure of the oligomer used as a surfactant for the preparation of the nanoporous silica composite is represented by the following Chemical Formula 1.

In Chemical Formula 1,

R ₁ ; Polyethylene glycol or polypropylene glycol or copolymers thereof containing two or more hydroxyl groups,

R ₂ ; Silane compounds having at least one double bond and at least one hydroxy or amine or amide group and an epoxy, methacrylate, acrylate and amine group,

R ₃ ; A compound having at least one hydroxy group having hydrophilicity or a compound having at least one amine group or an amide group,

R ₄ ; Aliphatic or aromatic compounds having an ether functional group and an organic acid or isocyanate reactor in an intermediate by adding anhydrous organic acid,

R ₅ ; It is an aromatic or aliphatic compound which has two or more isocyanate groups.

The oligomer used as the surfactant in the present invention is a polyethylene glycol or polypropylene glycol containing two or more hydroxy groups and a urethane reaction by using an aromatic or aliphatic compound having two or more isocyanate groups, at least one double A polymer intermediate is formed by further urethane reaction using a compound having a bond and at least one hydroxy group or a compound having an amine or an amide group and at least one hydroxy group having a hydrophilicity or a compound having at least one amine group or an amide group. This polymer intermediate is subjected to the next step of reaction to continuously increase the hydrophilicity and hydrophobicity selectively. In the step of improving hydrophilicity, anhydrous organic acids are added to impart ether functional groups and organic acid groups to the intermediate and continuously react aliphatic or aromatic compounds having an isocyanate reactor to increase hydrophobicity. In particular, when the oligomer has a silane functional group by reacting a silane compound having an epoxy, methacrylate, acrylate, or amine group, the silica and the silane compound are strongly bonded to each other in the pores of the mesoporous silica. There is an advantage to prepare a hybrid material.

Hydrophilicity and hydrophobicity (lipophilic), and the pore size distribution of the mesoporous silica prepared using the same, vary depending on the molecular weight of the oligomer. There is an advantage that can be properly adjusted.

In particular, when mesoporous silica is used as an adsorbent or catalyst, the size of the pores of the mesoporous silica should be large, but when the size of the pores increases, the structure of the pores tends to collapse easily. Since the amphoteric oligomer of the present invention generally exhibits an effect of increasing the formation of mesoporous silica, there is an advantage of not only controlling the pore size but also increasing the stability of the pupil.

In synthesizing the mesoporous colloid, the amphoteric polymer surfactant synthesized in the present invention may be used alone, or other anionic, cationic, and nonionic surfactants may be mixed and used. In addition, by dispersing a functional material that is not dissolved in a specific solvent with the polymer surfactant synthesized in the present invention, there is an advantage in that a porous colloid containing a functional compound in the mesopores may be synthesized.

In the present invention, both inorganic silane compounds such as organosilane compounds and metasilicate alkali salts can be used as precursors of mesoporous silica. As a solvent, any solvent that can dissolve silica precursors or water or an alcohol solvent can be used. In particular, when the material to be adsorbed-removed is dissolved in a solvent that shows hydrophobicity, synthesizing mesoporous colloids using alcohol or another organic solvent can increase the collection efficiently because the surface of the colloid is lipophilic. In addition, when the material to be adsorbed is dissolved in a relatively polar solvent such as water, the surface of the mesoporous colloid should be hydrophilic, so it is more effective to prepare the mesoporous colloid using water as a solvent.

In the method for producing a mesoporous colloid, oligomers are dispersed and dissolved in 1 L of water or an alcohol solvent in a range of 0.1-50% by mass relative to silica. The silicon precursor is added to the solution in terms of silica in the range of 1-500 g, and in the case of water, an acid is added as a catalyst and in the case of alcohol, a base is added as a catalyst to hydrolyze the silicon precursor. In the case of water, a base may be used, and in the case of alcohol, an acid may be used as a catalyst, but there is a disadvantage in that the particle size distribution of the prepared mesoporous silica becomes uneven. It is more effective to add the salt consisting of acid or base used in this solution to adjust the desired acidity to hydrolyze it. In general, during the hydrolysis process, pH is adjusted to 0.1-3 range in acidic conditions, and acid and base are added so that pH is in the range of 10-14 in basic conditions. The acid or base to be added may be an organic acid, an inorganic acid, an organic base, or an inorganic base, but an acid having a monovalent anion such as hydrochloric acid, acetic acid, and nitric acid is effective, and in the case of a base, more acid than Adding a base with strong basicity is more effective as a hydrolysis catalyst. The solution may be heated at room temperature to -70 ° C to promote hydrolysis. When the solution is heated to a temperature higher than room temperature, the particle size of the silica prepared at a temperature higher than the particle size of the mesoporous silica formed at room temperature may be increased, and thus the particle size may be appropriately adjusted.

Nitrogen gas adsorption-desorption isotherms of mesoporous silica prepared from tetraethoxysilane with water as a solvent in the present invention, and the specific surface area and pupil size distribution calculated therefrom are shown in FIGS. 2 and 3. The specific surface area is larger than 8 m2 / g, the average size of the pupil is in the range of 2-12 nm, and the specific volume of the pupil has a distribution of about 3-10 mL / g. Generally, the particle size of the mesoporous silica prepared at room temperature is 50-100nm size and when the sol-gel solution is heated to 70 ℃ as shown in the following examples, the particle size of the mesoporous colloid ranges from 0.05-5μm Have As a representative example, two types of colloidal particles were prepared under different conditions and measured in aqueous solution. Figure 4 is a particle size distribution of the lipophilic carrier particles prepared in the colloidal state, the average size is 219 nm, Figure 5 is an average size of 2.1μm. The measurement was performed using a dynamic light scattering type real-time particle size analyzer (Qudix Scatteroscope I), the correlation function (correlation function) shown in Figs. 4 and 5 from the scattering data was obtained from the particle size distribution through the inverse Laplace transform. This result shows that it is possible to control the size of the particle size while changing the manufacturing conditions. 6 is an electron micrograph of a powder sample having an average size of approximately 100 nm in the synthesized lipophilic mesoporous silica. JEOL JSM-6700F was used to measure the magnification of 100,000 times under the voltage of 5.0 kV. The figures clearly show that the particles have a spherical shape and the surface of the particles is porous. Particles have functional properties as lipophilic carriers by adsorbing fragrance oils, hydrophobic compounds or oil components to such a porous structure connected to the inside.

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples, but the scope of the present invention is not limited to these Examples.

<Example 1>

Example 1 relates to a method for preparing an oligomer.

 1) Add 195.21 g of polypropylene glycol having three hydroxyl groups (triol) and 130.19 g of isopron diisocyanate to a 1 L reactor, and gradually increase the temperature. The reaction is continued for 1 hour and the first reaction.

 2) 45.34 g of 2-hydroxyethyl acrylate and 0.01 g of a catalyst are added thereto, and the secondary reaction is continued for 2 hours.

 3) In the tertiary reaction, 128.84 g of polyethylene glycol (molecular weight 600, polyol Korea) is added and the reaction is continued for 2 hours to prepare a primary oligomer.

<Example 2>

43.22g of aminopropyltriethoxysilane was added instead of 2-hydroxyethylacrylate in the second reaction step of Example 1, and the first and third reaction steps reacted in the same manner to prepare oligomers having silane functional groups. do. All of the silane compounds used in the present invention are (OR ₁ ) n Si (R ₂ NH ₂ ) m, n + m = 4, R is a hydrocarbon compound, both aromatic and aliphatic. OR ₁ is also applied to the silane compound which is a halogen element.

<Example 3>

In the second reaction step of Example 1, 49.38 g of triethoxysilane propyl isocyanate is added instead of 2-hydroxyethyl acrylate, and the first and third reaction steps are reacted in the same manner to prepare an oligomer having a silane functional group. do.

<Example 4>

In the second reaction step of Example 1, instead of 2-hydroxyethylacrylate, 54.78 g of 3- (2-imidazolinyl) propyltriethoxysilane was added to react the reactions. Reaction produces an oligomer having a silane functional group.

<Example 5>

 In the second reaction step of Example 1, instead of 2-hydroxyethyl acrylate, 44.48 g of 2-((trimethoxysilyl) methyl) -1-4-butanediamine was added to the reaction, followed by a first and third reaction steps. Reacts in the same manner to prepare an oligomer having a silane functional group.

<Example 6>

In the first reaction step of Example 1, instead of polypropylene glycol having three hydroxyl groups (triols), 117.13 g of polyglycol having two hydroxyl groups (PEG 600) was added and the remaining steps were reacted in the same manner to prepare the oligomer. Manufacture.

<Example 7>

30 g of the oligomer prepared in Example 1 was dissolved in 300 mL of hexane, and 0.1 g of a radical catalyst (eg, 2,2-azobisisobutylonitrile) was added to the mixture to further increase the molecular weight of the oligomer. As the molecular weight of the oligomer increases, the pore size of the mesopolyporous silica increases significantly.

<Example 8>

The oligomer having a silane functional group is prepared by reacting 30 g of the oligomer prepared in Example 1 with 2.3 g of triethoxysilane propylepoxide.

Example 9

It is a step of preparing mesoporous silica using all oligomers of various kinds prepared in the present invention. The reaction process cannot be represented for all the compositions, but as shown in the detailed description of the invention, the amount of oligomer added is added in the range of 0.1-50% by mass ratio of silica.

 1) Dissolve 20g of oligomer in 700mL of water. At this time, it is more effective to melt by heating to 50-60 ℃.

 2) 200 g of tetraethoxysilane is added to this solution and 2 mL of hydrochloric acid is added as a catalyst. Instead of hydrochloric acid, other inorganic or organic acids may be used. Only kinds of acids having monovalent anions such as hydrochloric acid, nitric acid and acetic acid are more effective.

 3) The solution is hydrolyzed at 50-60 ° C. for at least 5 hours.

 4) Filter the mesoporous silica powder and wash it more than twice with alcohol and water.

 5) The first drying at 70 ℃ in air and heat treatment at 120-170 ℃.

<Example 10>

In Example 9 the same amount of alcohol is used instead of the water solvent and the catalyst uses alkylamine instead of hydrochloric acid. The addition amount is added so that pH may be in the range of 10-14. Alcohols apply to almost all kinds of alcohols, but it is generally effective to use alcohols of relatively low molecular weight depending on various conditions.

<Example 11>

In step 2) of Example 9, 10 g of sodium fluoride or ammonium fluoride is added together with hydrochloric acid to further increase the surfactant effect of the oligomer.

<Example 12>

In step 2) of Example 9, 10 mL of ethylacetoacetate (2,4-pentanedione) is added together with hydrochloric acid to further increase the hydrolysis reaction rate.

Example 13

Cationic, anionic, nonionic, and amphoteric surfactants may be used together with the oligomers prepared in the present invention. In Example 24, mesoporous silica is prepared by adding 15 g of oligomer and polyethylene oxide, polypropylene oxide, copolymers thereof, or composite polymer polymers together with about 5 g. The addition amount of such surfactant may be added in 10-50% range with respect to the mass ratio of an oligomer.

<Example 14>

Mesoporous silica is prepared by adding polyethylene oxide, polypropylene oxide, copolymers thereof, or a composite polymer polymer together with about 20 g of the oligomer. The addition amount of such surfactant may be added in 10-50% range with respect to the mass ratio of an oligomer.

<Example 15>

The preparation method of mesoporous silica having a size of 50-100 nm is as follows. In addition, using this method has the advantage that the particle size can be prepared very uniformly.

1) Dissolve 20g of oligomer in 350mL of water. At this time, it is more effective to melt by heating to 50-60 ℃.

2) Add 200 g of tetraethoxysilane to 350 mL of water and add 3 mL of hydrochloric acid as a catalyst to sufficiently hydrolyze.

3) The solution of 1), 2) is added to the 1L reactor slowly and simultaneously with stirring.

4) The solution is hydrolyzed at 50-60 ° C. for at least 5 hours.

4) Filter the mesoporous silica powder and wash it more than twice with alcohol and water.

5) The first drying at 70 ℃ in air and heat treatment at 120-170 ℃.

<Example 16>

In Example 15, mesoporous silica was prepared using the same amount of alcohol as solvent instead of water.

<Example 17>

In Example 15, 10-50 g of alkylsilane together with 200 g of tetraethoxy silane were added to further increase the size of the mesopores. Alkylsilanes are (R ₁ ) n Si (OR ₂ ) m, n + m = 4, and R ₁ and R ₂ are all aromatic, aliphatic hydrocarbon compounds. All of these silane compounds can be used.

Example 18

Example 18 is a step for preparing a mesoporous silica nanocolloidal solution. The nano colloidal solution may be used for thin film coating using various methods on an existing carrier.

1) Dissolve 50g of oligomer in 350mL of water. At this time, it is more effective to melt by heating to 50-60 ℃.

2) Add 200 g of tetraethoxysilane to 350 mL of water and add 10 mL of hydrochloric acid as a catalyst to sufficiently hydrolyze.

3) The solution of 1), 2) is added to the 1L reactor slowly and simultaneously with stirring.

4) This solution is hydrolyzed at 50-60 ℃ for at least 5 hours and then cooled to room temperature.

5) After cooling to room temperature, the surface of the carrier is coated by various methods, dried at room temperature, and then heat-treated at 120-170 ° C.

Example 19

In Example 18 alcohols are used as solvents instead of water solvents.

Example 20

In Example 18, 20 g of alkylsilane together with 200 g of tetraethoxysilane were added together to increase the size of the meso pupil and further stabilize the pupil.

Example 21

Example 21 is a method for further increasing the size of the mesopores.

1) Dissolve about 10-20g of solute insoluble in water such as 30g of oligomer and hexane in 700mL of water. Dispersion time is sufficiently stirred for at least 1 hour to allow the emulsion to thermodynamically equilibrate. In order to uniformly disperse the emulsion in nano size, it is more effective to prepare a nano emulsion solution using a homomixer or a microfluidizer. The solutes to be used can be used as long as they are not dissolved in water, but if they are liquid organic solvents that can easily evaporate due to their low molecular weight or organic compounds having a high vapor pressure at room temperature, the production efficiency is good during the drying process. In the case where the functional substance is insoluble in water and is in a solid phase, the solid phase may be dissolved in an alcohol or an organic solvent and dispersed together.

2) 200 g of tetraethoxysilane is added to this solution and 2 mL of hydrochloric acid is added as a catalyst. Instead of hydrochloric acid, other inorganic or organic acids may be used.

3) The solution is hydrolyzed at 50-60 ° C. for at least 5 hours.

4) Filter the mesoporous silica powder and wash it more than twice with alcohol and water.

5) The first drying at 70 ℃ in air and heat treatment at 120-170 ℃. If a functional substance is desired to be trapped in the mesopores, only the first drying process is carried out at 70 ° C.

The present invention is not limited to the above described and illustrated in the drawings, and of course, more modifications and variations are possible to those skilled in the art within the scope of the following claims.

As described above, the present invention synthesizes and provides a hydrophobic oligomer for imparting lipophilic property to the inside of the pupil, and prepares nanoporous silica composite particles (50 nm-5 μm) having a large specific surface area using the hydrophobic oligomer. By controlling the molecular structure of the hydrophobic oligomer, the size of the nanopores prepared therefrom can be controlled in the range of 2-12 nm, and the size of the nanopores is controlled to the desired size using the hydrophobic oligomer. The present invention provides nanoporous silica composite particles for use as cosmetic raw materials for oil adsorption or various fragrance oil carriers.

In other words, the carrier composed of the polymer / silica composite component of the present invention may capture a large amount of organic molecules, fats or oils by forming a support of silica and forming a nanopore inside. Such a structure having a large specific surface area can adsorb a large amount of hydrophobic gas or liquid and thus can be used as a functional oil absorbent.

As a representative application of the present invention, it can be used as a cosmetic raw material that adsorbs skin fat or as a raw material in the manufacturing process of various sustained-release products that release slowly after adsorbing fragrance components such as essential oils. The present invention controls the degree of sustained release of the fragrance product by adjusting the size of the nano-pores in the range of 2-12 nm, and by controlling the size of the particles in the range of 50nm -5 μm as an additive of paper, polymer plastics, and various textile products It may be used or manufactured in a gel type.

Unlike conventional microcapsules or inorganic crystal-type fragrances, oil absorbents are first prepared and then adsorbed with fragrance oils, so that they can be manufactured in large quantities at a low cost.

Claims (20)

Polypropylene glycol having 3 hydroxyl groups (triol) or derivatives thereof and isopron diisocyanate or derivatives thereof were added to the reactor and gradually warmed up, followed by secondary reaction using a 2-hydroxyethyl acrylate catalyst. To prepare a lipophilic functional urethane-based oligomer of the general formula (1) through a third reaction with polyethylene glycol. <Formula 1>

 In Chemical Formula 1, R ₁ ; Polyethylene glycol or polypropylene glycol or copolymers thereof containing two or more hydroxyl groups, R ₂ ; A silane compound having at least one double bond and at least one hydroxy or amine or amide group and an epoxy, methacrylate, acrylate, and amine group, R ₃ ; A compound having at least one hydroxy group having hydrophilicity or a compound having at least one amine group or an amide group, R ₄ ; Aliphatic or aromatic compounds having an ether functional group and an organic acid or isocyanate reactor in an intermediate by adding anhydrous organic acid, R ₅ ; An aromatic or aliphatic compound having two or more isocyanate groups. Method for producing a mesoporous silica, characterized in that for preparing a nano mesoporous silica composite using a lipophilic functional urethane-based oligomer of formula (1). The method of claim 2, A method for producing mesoporous silica, comprising producing a mesoporous silica composite using at least one selected from a silane compound and water glass (aqueous solution of sodium silicate) as a silica source. The method according to claim 2 or 3, A method for producing mesoporous silica, characterized by enhancing the oil adsorption function by controlling the shape and / or size of the nanopores of the mesoporous silica composite prepared therefrom by changing the molecular structure of the oligomer used as the surfactant. Mesoporous silica composite prepared by the method of claim 4. The mesoporous silica composite of claim 5, wherein the nanopores have a size of 2-12 nm and a particle size of 50 nm −5 μm. An oil absorbent comprising the silica composite of claim 5 or 6. A functional cosmetic composition comprising the silica composite of claim 5 or 6. A fragrance oil carrier comprising the silica composite of claim 5 or 6. A paper comprising the silica composite of claim 5 or 6. A plastic comprising the silica composite of claim 5 or 6. A fiber comprising the silica composite of claim 5 or 6. An organic material or oil removing material comprising the silica composite according to claim 5 or 6. Mesoporous silica composite prepared by using the lipophilic functional urethane-based oligomer of Formula 1 as a surfactant. The method of claim 2, 1) dissolving oligomer of formula 1 in water without heating or optionally 50-60 ° C .; 2) hydrolyzing by adding tetraethoxysilane to water and adding hydrochloric acid as a catalyst; 3) adding the solutions obtained in 1) and 2) slowly and simultaneously with stirring in the reactor; 4) hydrolyzing the solution of 3) at a temperature of 50-60 ° C. for at least 5 hours; 5) filtering the resulting mesoporous silica powder and washing it with alcohol and water at least twice; 6) first drying in air at about 70 ° C. and then heat-treating at 120-170 ° C .; Mesoporous silica manufacturing method for producing a mesoporous silica of 50-100 nm size, comprising a. The method of claim 2, 1) adding an oligomer of Formula 1 and a water-insoluble liquid solute to water to disperse it for at least 1 hour; 2) adding tetraethoxysilane to the solution of 1) and adding one of an inorganic acid or an organic acid as a catalyst; 3) hydrolyzing the solution of 2) at 50-60 ° C. for at least 5 hours; 4) filtering the resulting mesoporous silica powder and washing it with alcohol and water at least twice; 5) first drying in air at about 70 ° C. and then optionally heat treatment at 120-170 ° C .; Mesoporous silica production method for producing a mesoporous silica comprising a. The method of claim 16, Method for producing a mesoporous silica characterized in that the alcohol or organic solvent in which the water-insoluble solid functional material to be adsorbed on the porous silica is dispersed together with the water-insoluble liquid solute in step 1). The method according to claim 16 or 17, Method for producing mesoporous silica dispersed using a homo mixer or a microfluidizer in step 1). The method according to claim 16 or 17, Method for producing mesoporous silica, characterized in that the water-insoluble liquid solute is hexane. 18. The method of claim 16 or 17, wherein the inorganic acid is hydrochloric acid.

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