KR101850911B1 - Porous particles having antimicrobial, method of prepairing the same and dental impression material comprising the same - Google Patents

Abstract

The present invention relates to a porous particle having an antibacterial substance containing an antibacterial substance containing porous particles and an antibacterial substance supported on the porous particle, wherein the porous particle having the antibacterial substance of the present invention controls the amount of the antibacterial agent added to the dental impression material, And the size of the particle and the size of the pore of the particle can be controlled by using the emulsion method in the production of the porous particle having the antibacterial substance.

Description

TECHNICAL FIELD [0001] The present invention relates to a porous particle having an antibacterial substance, a method for producing the porous particle, and a dental impression material containing the same. BACKGROUND ART [0002]

The present invention relates to a porous particle having an antibacterial substance, a method for producing the same, and a dental impression material containing the porous particle. The porous particle having an antibacterial substance is used to control the amount of the antibacterial agent added to the dental impression material, Which can control the size of the particles and the pore size of the particles using an emulsion method using porous particles having an antibacterial substance capable of improving stability and a hydrophile-lipophile balance (HLB) in an oil phase and a liquid phase To a method for producing porous particles having an antibacterial substance.

In general, dental impression materials are materials used to make impressions of oral tissues in the mouth. These impression materials are substances that are applied to the patient's mouth and therefore require high safety. Also, teeth and tissues can be replicated precisely, and there should be no unpleasant taste, odor, toxicity, irritation and allergic reaction, and adequate flow, elasticity and stability against size changes are needed. It should have sufficient mechanical strength to resist tearing and permanent deformation when removed in the mouth, and should not have size or physical changes after disinfection. In addition, the impression material is excellent in affinity with the model material, can secure sufficient working time, is easy to store, and is strong against discoloration.

The dental impression material is inserted into the oral cavity by an impression tray containing an impression material composition in order to make an impression. Most of the dental infants are visited by inflammatory patients and the second infection and crossing of the dental practitioners by the microorganisms of the tooth surface and gingival epithelium There is a possibility of infection. In order to solve the above-described problems, there have been actively studied techniques for applying silver nanomaterials, natural antimicrobial materials, artificial synthetic antimicrobial materials, etc. to dental materials.

Korean Patent Laid-Open No. 2006-0111042 discloses a restorative material which can be used in a clean and hygienic manner by inhibiting the generation and propagation of microorganisms by blending or coating silver nano materials to the tissue of the tooth restoration material at 0.01 to 20 wt%. However, because the surface energy of silver nanoparticles is too high, there is a problem that if the surface is not protected by an organic ligand, it easily flocculates and can not be returned to the state of silver nanoparticles again. In addition to silver nanomaterials, research has also been conducted to apply natural antimicrobial agents to dental impression materials, but it is difficult to control the amount of antimicrobial agent added, and there is a problem that the dental impression material and the antimicrobial agent are separated.

Therefore, it is necessary to develop a dental impression material that can prevent contamination, secondary infection, and cross infection that may occur during impression while maintaining the physical and mechanical properties of the dental impression material. Further, it is necessary to develop a technique which can easily control the amount of the antibacterial agent added, and can solve the problem that the dental impression material and the antibacterial agent are separated.

An object of the present invention is to provide a porous particle having an antimicrobial substance capable of controlling the addition amount of an antimicrobial agent in a dental impression material and improving the stability so that a dental impression material and an antimicrobial agent are not separated.

It is another object of the present invention to provide a method for producing porous particles having an antibacterial substance capable of controlling the size of particles and the size of pores of particles using an emulsion method.

According to an aspect of the present invention,

Porous particles; And an antimicrobial substance supported on the porous particle.

The porous particles may have an average particle diameter (D50) in the volume-based cumulative particle size distribution by the laser diffraction method of 0.1 to 10 mu m.

The porous particles may have a pore area of 5 to 20 m ² / g.

The porosity of the porous particles may be 40 to 90%.

The porous particles may be at least one selected from silica (SiO ₂ ), alumina (Al ₂ O ₃ ), zinc oxide (ZnO), zirconia (ZrO ₂ ), ceria (CeO ₂ ), and titania (TiO ₂ ).

The antimicrobial substance may be a natural antimicrobial substance.

Wherein said natural antimicrobial substance is selected from the group consisting of naringin, chitosan, tocopherol, terpene, vitamin A, vitamin B complex, vitamin C, vitamin D, vitamin E, vitamin F, vitamin K, vitamin U, vitamin L, vitamin P, nisin ), e-polylysine, natamycine, natural sulfur, carrot extract, jujube extract, rhubarb extract, lavender extract, garlic extract, pear extract, pyrene extract, bokbunja extract, broccoli extract, ginger Extracts, Magnoliaceae Extracts, Pomegranate Extracts, Herbal Extracts, Burdock Root Extracts, Strawberry Extracts, Saururus chinensis Extract, Licorice Extracts, Herbal Extracts, Black Tea Extracts, Composite Herb Extracts, Yucca Extracts, Gossam Extracts, Green Tea Extracts, Citrus Extracts, Rosemary Extracts, Dandelion Extract, marroni extract, michi extract, white bark extract, willow extract, grass extract, peony extract, chestnut extract, rose extract, , It may be at least one selected from a film full extract, hwangbaekpi extract, ginseng extract and grapefruit seed extract.

According to another aspect of the present invention,

Porous particles having the antibacterial substance; And an impression material paste.

The weight ratio (D: E) of the base paste (D) and the catalyst paste (E) may be 1:10 to 10: 1, and the impression material paste may be an addition type polymerization type paste in which the base paste and the catalyst paste are mixed. .

The impression material paste may be any one selected from a light viscous paste, an intermediate paste, and a high-viscosity paste.

The dental impression material composition containing the light-weighted paste may contain 1 to 20 wt% of the porous particles having the antibacterial substance based on the total weight.

The dental impression material composition comprising the intermediate paste may contain 1 to 15 wt% of the porous particles having the antibacterial substance based on the total weight.

The dental impression material composition containing the high-viscosity paste may contain 1 to 10 wt% of the porous particles having the antibacterial substance based on the total weight.

According to another aspect of the present invention,

There is provided a dental impression material produced by curing the dental impression material composition.

According to another aspect of the present invention,

Preparing an oil phase comprising a stabilizer and a lipophilic nonionic surfactant (step a); Preparing a liquid phase comprising a catalyst and a hydrophilic nonionic surfactant (step b); Mixing the oil phase and the liquid phase to prepare a mixed solution (step c); Forming porous particles by injecting a precursor of porous particles into the mixed solution (step d); And a step (e) of supporting an antibacterial substance on the porous particles. The present invention also provides a method for producing a porous particle having an antibacterial substance.

The hydrophilic-lipophile balance (HLB) of the mixed solution of step c may be 6 to 11.

Wherein the lipophilic nonionic surfactant is selected from the group consisting of ethylene glycol fatty acid esters, diethylene glycol oleate, diethylene glycol stearate, propylene glycol fatty acid ester, propylene glycol stearate, tetraglycololate, glycerol stearate, sorbitan oleate, Polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, Tetraethylene glycol monolaurate, and hexaethylene glycol monolaurate.

Wherein the hydrophilic nonionic surfactant is selected from the group consisting of polyoxyethylene oleate, polyoxyethylene stearate, polyoxyethylene palmitate, polyoxyethylene sorbitan trileate, polyoxyethylene lauryl ether, polyoxyethylene sorbitol lanolin derivative, polyoxyethylene sorbate Polyoxyethylene stearate, polyoxyethylene stearate, polyoxyethylene stearate, polyoxyethylene glycol monopalmitate, and polyoxyethylene sorbitan monopalmitate.

The stabilizer may include at least one selected from the group consisting of hydroxypropyl cellulose, polyvinyl alcohol and ethyl cellulose.

The catalyst may include at least one selected from the group consisting of ammonium hydrogen carbonate, ammonium nitrate, ammonium hydroxide, and sodium hydroxide.

The precursor of the porous particles is selected from the group consisting of tetraethyl orthosilicate (TEOS), tetramethylorthosilicate (TMOS), methyl triethoxysilane (MTES), methyl trimethoxysilane Methyl trimethoxysilane (MTMS), vinyl trimethoxysilane (VTMS), 3-aminopropyl trimethoxysilane (APS), and γ-methacryloxypropyl trimethoxysilane -methacryloxypropyl trimethoxysilane, and? -MAPTS).

The antimicrobial substance may be an antibacterial substance diluted with water, ethanol, phosphate buffered saline (PBS), propylene glycol, butylene glycol, aqueous hydrogen chloride solution or tetrahydrofuran.

The concentration of the diluted antimicrobial material may be 1,000 to 100,000 ppm.

In step e, the diluted antimicrobial material may be loaded in an amount of 10 to 30 ml per 1 g of the porous particles.

The lipophilic nonionic surfactant may be contained in an amount of 0.1 to 7 wt% based on the total weight of the mixed solution.

The hydrophilic nonionic surfactant may be contained in an amount of 0.1 to 2.5 wt% based on the total weight of the mixed solution.

Washing the porous particles after step d (step d-1); Drying the porous particles through step d-1 (step d-2); And a step (step d-3) of heat-treating the porous particles through the step d-2.

The porous particles having the antibacterial substance of the present invention have an effect of controlling the addition amount of the antibacterial agent of the dental impression material and improving the stability so that the dental impression material and the antibacterial agent are not separated from each other.

In addition, there is an effect that the particle size and particle pore size can be controlled by using the emulsion method in the production of the porous particles having the antibacterial substance.

BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a flow chart showing a method for producing porous particles having an antibacterial substance according to the present invention.
2 is an electron microscope image of the porous silica particles prepared according to Production Examples 1 to 30 of the present invention.
FIG. 3 is a graph showing changes in hardness, viscosity, and viscosity of the impression material containing the porous silica particles having the antimicrobial material of the present invention measured to measure the physical properties thereof.
Fig. 4 shows shark fin test results, permanent strain and elastic strain measured to measure the physical properties of an impression material comprising porous silica particles having an antibacterial substance of the present invention.
Fig. 5 shows the results of measurement of the fine detail reproducibility of the impression material paste prepared according to Examples 2 to 17, Examples 19 to 23, and Comparative Examples 1 to 3. Fig.
6 shows the results of measuring hardness changes of the impression material paste prepared according to Example 4, Example 13, Example 21, and Comparative Examples 1 to 6 at 180 ° C for a certain period of time.

Hereinafter, embodiments of the present invention will be described in detail with reference to the accompanying drawings so that those skilled in the art can easily carry out the present invention.

However, the following description does not limit the present invention to specific embodiments. In the following description of the present invention, detailed description of related arts will be omitted if it is determined that the gist of the present invention may be blurred .

The terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. The singular expressions include plural expressions unless the context clearly dictates otherwise. In the present application, the terms "comprises ", or" having ", and the like, specify that the presence of stated features, integers, steps, operations, elements, or combinations thereof, But do not preclude the presence or addition of one or more other features, integers, steps, operations, elements, or combinations thereof.

Hereinafter, the porous particles having the antibacterial substance of the present invention will be described in detail.

The porous particles having the antibacterial substance of the present invention include porous particles and antibacterial materials carried on the porous particles.

The porous particles may have an average particle diameter (D50) of 0.1 to 10 mu m, preferably 0.5 to 9 mu m, more preferably 2 to 7 mu m in volume-based cumulative particle size distribution by laser diffraction. If the average particle diameter (D50) is less than 0.1 탆, the porous particles may be small in size and porous, and if the average particle diameter is more than 10 탆, the flowability may be deteriorated when applied to a dental impression material.

The porous particles may have a pore area of 5 to 20 m ² / g, preferably 5 to 15 m ² / g, more preferably 5 to 10 m ² / g. The porosity of the porous particles may be 40 to 90%, preferably 50 to 80%, more preferably 60 to 70%. If the porosity and porosity of the porous particles exceed the lower limit, it may be difficult to support the antibacterial substance, and if the porosity and the porosity exceed the upper limit, it may be difficult to maintain the shape of the porous particles.

The porous particles may be formed of silica (SiO ₂ ), alumina (Al ₂ O ₃ ), zirconia (ZrO ₂ ), titania (TiO ₂ ), or the like.

The antimicrobial substance may preferably be a natural antimicrobial substance and the natural antimicrobial substance may be selected from the group consisting of naringin, chitosan, tocopherol, terpene, vitamin A, vitamin B complex, vitamin C, vitamin D, vitamin E, vitamin F, K, Vitamin U, Vitamin L, Vitamin P, Nisin, e-Polylysine, Natamycine, Natural Sulfur, Carrot Extract, Jujube Extract, Rhubarb Extract, Lavender Extract, Garlic Extract, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Herbal extracts, Burdock root extracts, , Gosam extract, green tea extract, citrus extract, rosemary extract, dandelion extract, marroni extract, horsetail extract, white paper extract, willow extract, grass Extracts, peony extracts, chestnut extracts, rose extracts, comfrey extracts, capsid grass extracts, extracts of Hwangbaekipi, red ginseng extract and grapefruit seed extract.

Hereinafter, the dental impression material composition of the present invention will be described.

The dental impression material composition of the present invention may include the porous particles and the impression material paste having the antibacterial substance.

The weight ratio (D: E) of the base paste (D) and the catalyst paste (E) may be in the range of 1:10 to 10: 1 . The weight ratio (D: E) of the base paste (D) and the catalyst paste (E) may preferably be 1: 5 to 5: 1, more preferably 1: 2 to 2: 1.

The impression material paste may be any one selected from a light viscous paste, a medium viscosity paste and a high viscosity paste.

The dental impression material composition containing the light-weighted paste may contain 1 to 20 wt% of the porous particles having the antibacterial substance based on the total weight, and the dental impression material composition containing the durable paste may include 1 to 15 wt%, and the dental impression material composition containing the high-viscosity paste may contain 1 to 10 wt% based on the total weight. When the content of the porous particles having an antibacterial substance is less than 1 wt%, the antibacterial ability of the impression material is lost. When the content of the antibacterial substance is higher than 20 wt%, the concentration of the antibacterial substance is increased. On the surface of the porous particle. The dental impression material composition containing the light-weighted paste may include porous particles having a relatively high flowability and a relatively large amount of the antimicrobial material as compared with the dental impression material composition containing the high-viscosity paste. Further, the high-viscosity paste may preferably include porous particles having an average particle diameter of 2 to 10 mu m, and the intermediate paste preferably has an average particle diameter of 3 to 6 mu m, And the light-weighted paste may preferably comprise porous particles having an average particle size of 4 to 5 占 퐉 and an antimicrobial material. Accordingly, the high-viscosity paste may include porous particles having an antibacterial substance having a relatively large average particle diameter, but the light-viscous paste may include porous particles having an antibacterial substance having a relatively small average particle diameter.

1 is a flow chart showing a method for producing porous particles having an antibacterial substance using the emulsion method of the present invention.

Hereinafter, a method of producing porous particles having an antibacterial substance of the present invention will be described with reference to FIG.

First, an oil phase containing a stabilizer and a lipophilic nonionic surfactant is prepared (step a).

The lipophilic nonionic surfactant is selected from the group consisting of ethylene glycol fatty acid esters, diethylene glycol oleate, diethylene glycol stearate, propylene glycol fatty acid ester, propylene glycol stearate, tetraglycololate, glycerol stearate, sorbitan oleate, Polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, Tetraethylene glycol monolaurate, hexaethylene glycol monolaurate, and the like.

The stabilizer may be hydroxypropyl cellulose, polyvinyl alcohol, ethyl cellulose, and the like.

As the solvent, octyl alcohol, n-hexane, n-decane, n-heptadecane, benzene, n-heptane and the like can be used as the solvent.

Next, a liquid phase comprising a catalyst and a hydrophilic nonionic surfactant is prepared (step b).

The hydrophilic nonionic surfactant may be at least one selected from the group consisting of polyoxyethylene oleate, polyoxyethylene stearate, polyoxyethylene palmitate, polyoxyethylene sorbitan trileate, polyoxyethylene lauryl ether, polyoxyethylene sorbitol lanolin derivative, polyoxyethylene sor Polyoxyethylene stearate, polyoxyethylene glycol monopalmitate, polyoxyethylene sorbitan monopalmitate, and the like may be used.

The catalyst may be ammonium bicarbonate, ammonium nitrate, ammonium hydroxide, sodium hydroxide, and the like.

The water phase can use water as a solvent.

Next, the oil phase and the liquid phase are mixed to prepare a mixed solution (step c).

The hydrophile-lipophile balance (HLB) of the mixed solution of step c may be from 6 to 11, more preferably from 7 to 10, and still more preferably from 8 to 9. The HLB value is an index showing the balance between hydrophilicity and lipophilicity of the surfactant. The large HLB means that the ratio of hydrophilicity is large, and the smallness means that the ratio of hydrophilicity is small. When the HLB value is 6 or less, the size of the porous particles becomes too small. When the HLB value is larger than 11, the size of the porous entrance becomes too large and some shapes may collapse. When the HLB value is less than 6, silica particles having no pores may appear, and when the HLB value is larger than 11, too much pores may occur and the shape of the particles may collapse.

The lipophilic nonionic surfactant may be contained in an amount of 0.1 to 7 wt% based on the total weight of the mixed solution.

The hydrophilic nonionic surfactant may be contained in an amount of 0.1 to 2.5 wt% based on the total weight of the mixed solution.

Next, the precursor of the porous particles is injected into the mixed solution to prepare porous particles (step d).

The precursor of the porous particles may be selected from the group consisting of tetraethylorthosilicate, tetramethylorthosilicate, methyltriethoxysilane, methyltrimethoxysilane, vinyltrimethoxysilane, 3-aminopropyltrimethoxysilane, and gamma - methacryloxypropyltrimethoxysilane, and the like.

The precursor of the porous particles may be preferably injected at a constant rate. In addition, the injection rate may be 0.018 to 0.058 g / sec, preferably 0.028 to 0.048, and more preferably 0.033 to 0.043 g / sec.

And washing the porous particles after step d (step d-1). Further, the method may further include a step (step d-2) of drying the porous particles through step d-1, and further includes a step (step d-3) of heat-treating the porous particles through step d-2 can do.

Finally, an antimicrobial substance is carried on the porous particles (step e).

The antimicrobial material may be water, ethanol, phosphate buffered saline, propylene glycol, butylene glycol, aqueous hydrogen chloride solution, tetrahydrofuran And the concentration of the diluted antimicrobial substance may be 1,000 to 100,000 ppm. The concentration of the diluted antimicrobial substance may preferably be 5,000 to 80,000 ppm, more preferably 10,000 to 50,000 ppm.

In step e, the diluted antimicrobial substance may be loaded in an amount of 10 to 30 ml, more preferably 15 to 25 ml, and even more preferably 18 to 22 ml per 1 g of the porous particles.

[Example]

Hereinafter, preferred embodiments of the present invention will be described. However, this is for illustrative purposes only, and thus the scope of the present invention is not limited thereto.

Production Examples 1 to 30: Preparation of porous silica particles

Hydroxypropyl cellulose, a stabilizing agent, was mixed with 1-octyl alcohol as an oily solvent and Span 80, a lipophilic nonionic surfactant, was dispersed at 40 ° C to prepare an oil phase. Ammonium hydroxide as a catalyst was mixed with a liquid solvent, and Tween 20, a hydrophilic nonionic surfactant, was dispersed to prepare a liquid phase. The oil phase and the liquid phase were mixed at 40 DEG C and 0.038 g per one second of tetraethyl orthosilicate as a precursor was injected to prepare porous silica particles. The porous silica particles were washed with a centrifuge at 3,000 rpm and dried at 105 DEG C for 24 hours. Finally, the porous silica particles were prepared by heat treatment at 600 ° C for 3 hours.

The materials used in the preparation of the porous silica particles according to Preparation Examples 1 to 30 and the amounts thereof used are shown in Table 1 below.

division 1-octyl alcohol Hydroxypropylcellulose Span 80 water Ammonium hydroxide Tween 20 Tetraethyl orthosilicate Production Example 1 500ml 3.2 g 0ml 42ml 4ml 4ml 129ml Production Example 2 500ml 3.2 g 5ml 42ml 4ml 4ml 129ml Production Example 3 500ml 3.2 g 10ml 42ml 4ml 4ml 129ml Production Example 4 500ml 3.2 g 15ml 42ml 4ml 4ml 129ml Production Example 5 500ml 3.2 g 20ml 42ml 4ml 4ml 129ml Production Example 6 500ml 3.2 g 25ml 42ml 4ml 4ml 129ml Production Example 7 500ml 3.2 g 0ml 42ml 4ml 6ml 129ml Production Example 8 500ml 3.2 g 5ml 42ml 4ml 6ml 129ml Production Example 9 500ml 3.2 g 10ml 42ml 4ml 6ml 129ml Production Example 10 500ml 3.2 g 15ml 42ml 4ml 6ml 129ml Production Example 11 500ml 3.2 g 20ml 42ml 4ml 6ml 129ml Production Example 12 500ml 3.2 g 25ml 42ml 4ml 6ml 129ml Production Example 13 500ml 3.2 g 0ml 42ml 4ml 8ml 129ml Production Example 14 500ml 3.2 g 5ml 42ml 4ml 8ml 129ml Production Example 15 500ml 3.2 g 10ml 42ml 4ml 8ml 129ml Production Example 16 500ml 3.2 g 15ml 42ml 4ml 8ml 129ml Production Example 17 500ml 3.2 g 20ml 42ml 4ml 8ml 129ml Production Example 18 500ml 3.2 g 25ml 42ml 4ml 8ml 129ml Production Example 19 500ml 3.2 g 0ml 42ml 4ml 10ml 129ml Production example 20 500ml 3.2 g 5ml 42ml 4ml 10ml 129ml Production Example 21 500ml 3.2 g 10ml 42ml 4ml 10ml 129ml Production Example 22 500ml 3.2 g 15ml 42ml 4ml 10ml 129ml Production Example 23 500ml 3.2 g 20ml 42ml 4ml 10ml 129ml Production Example 24 500ml 3.2 g 25ml 42ml 4ml 10ml 129ml Production example 25 500ml 3.2 g 0ml 42ml 4ml 12ml 129ml Production Example 26 500ml 3.2 g 5ml 42ml 4ml 12ml 129ml Production Example 27 500ml 3.2 g 10ml 42ml 4ml 12ml 129ml Production Example 28 500ml 3.2 g 15ml 42ml 4ml 12ml 129ml Production Example 29 500ml 3.2 g 20ml 42ml 4ml 12ml 129ml Production Example 30 500ml 3.2 g 25ml 42ml 4ml 12ml 129ml

Example 1: Preparation of porous silica particles having antibacterial substance

To 20 ml of ethanol as a solvent was added 20 ml of grapefruit seed extract (df-100, FFA Bank) as a natural antimicrobial substance to the porous silica particles prepared in Preparation Example 6, and diluted solution of grapefruit seed extract diluted to 10 ⁵ ppm was added to a vortex mixer (Voltex mixer), and the solvent was removed in a drier at 95 ° C to prepare porous silica particles having an antibacterial substance.

Examples 2 to 10: Preparation of an impression material composition containing a light-weight paste

A light viscous base paste (Vonflex S Light, Vericom) and a light viscous catalyst paste (Vonflex S Light, Vericom) were prepared. The light-viscous base paste and the light-viscous catalyst paste were mixed at a ratio of 1: 1 to prepare a light-viscous paste. The lightweight paste was mixed with porous silica particles having an antimicrobial material prepared according to Example 1 to prepare an impression material composition containing a light-weight paste.

The following Table 2 shows the contents of the lightweight paste of the impression material composition containing the light-weighting paste according to Examples 2 to 10 and the porous silica particles having the antimicrobial substance.

division Lightweight paste (wt%) Porous silica particles (wt%) having an antibacterial substance Example 2 99 One Example 3 97 3 Example 4 95 5 Example 5 93 7 Example 6 90 10 Example 7 88 12 Example 8 85 15 Example 9 80 20 Example 10 75 25

Examples 11 to 18: Preparation of an impression material composition containing a neutral paste

Vonflex S Medium and Vonflex S Medium (Vericom) were prepared. The intermediate base paste and the intermediate catalytic paste were mixed at a ratio of 1: 1 to prepare an intermediate paste. An impression material composition comprising the intermediate paste was prepared by mixing porous silica particles having an antimicrobial material prepared according to Example 1 with the above-mentioned intermediate paste.

Table 3 below shows the contents of porous silica particles having an intermediate paste and an antimicrobial material of an impression material composition containing the intermediate paste according to Examples 11 to 18.

division Medium viscosity paste (wt%) Porous silica particles (wt%) having an antibacterial substance Example 11 99 One Example 12 97 3 Example 13 95 5 Example 14 93 7 Example 15 90 10 Example 16 88 12 Example 17 85 15 Example 18 80 20

Examples 19 to 23: Preparation of an impression material composition containing a high-viscosity paste

A high viscosity base paste (Vonflex S Heavy, Vericom) and a high viscosity catalyst paste (Vonflex S Heavy, Vericom) were prepared. The high-viscosity base paste and the high-viscosity catalyst paste were mixed at a ratio of 1: 1 to prepare a high-viscosity paste. The high-viscosity paste was mixed with the porous silica particles having the antibacterial substance prepared according to Example 1 to prepare an impression material composition containing a high-viscosity paste.

Table 4 below shows the content of the porous silica particles having the high-viscosity paste and the antimicrobial material of the impression material composition containing the high-viscosity paste according to Examples 19 to 23.

division High Viscosity Paste (wt%) Porous silica particles (wt%) having an antibacterial substance Example 19 99 One Example 20 97 3 Example 21 95 5 Example 22 93 7 Example 23 90 10

Example 24: Preparation of an impression material composition containing a light-weight paste

Impression material composition and comprises a light viscous paste in the same manner as in Example 4 except that the grapefruit seed extract is diluted solution in place of the yeonip mixed extract was diluted to a 10 ⁵ ppm (㈜ Vance Lab) diluted solution diluted with 10 ⁵ ppm .

Example 25: Preparation of an impression material composition comprising a heavy-duty paste

The impression material composition and comprises a focus pastes in the same manner as in Example 13 except instead of the grapefruit seed extract is diluted solution diluted with 10 ⁵ ppm was used to form the mixed extract yeonip diluted solution diluted with 10 ⁵ ppm were prepared.

Example 26: Preparation of an impression material composition comprising a heavy-duty paste

The impression material composition and comprises a focus pastes in the same manner as in Example 11, except instead of the grapefruit seed extract is diluted solution diluted with 10 ⁵ ppm was used to form the mixed extract yeonip diluted solution diluted with 10 ⁵ ppm were prepared.

Example 27: Preparation of an impression material composition comprising a heavy-duty paste

The impression material composition and comprises a focus pastes in the same manner as in Example 25 except instead of the mixed extract yeonip diluted solution diluted with 10 ⁵ ppm was used to form the mixed extract yeonip diluted solution diluted with 10 ⁴ ppm was prepared.

Example 28: Preparation of an impression material composition containing a high-viscosity paste

The impression material composition and comprises a high-viscosity paste in the same manner as in Example 21 except instead of the grapefruit seed extract is diluted solution diluted with 10 ⁵ ppm was used to form the mixed extract yeonip diluted solution diluted with 10 ⁵ ppm were prepared.

Example 29: Preparation of an impression material composition containing a high-viscosity paste

The impression material composition and comprises a high-viscosity paste in the same manner as in Example 19 except instead of the grapefruit seed extract is diluted solution diluted with 10 ⁵ ppm was used to form the mixed extract yeonip diluted solution diluted with 10 ⁵ ppm were prepared.

Example 30: Preparation of an impression material composition containing a high-viscosity paste

An impression material composition containing a high-viscosity paste was prepared in the same manner as in Example 28, except that a diluting solution of the starting mixed extract diluted with 10 ⁴ ppm was used in place of the diluting solution diluted with 10 ⁵ ppm.

Comparative Example 1: Production of light-viscous paste

Light-weight pastes were prepared in the same manner as in the light-weight pastes used in Examples 2 to 10.

Comparative Example  2: Focus Paste  Produce

The intermediate pastes were prepared in the same manner as the intermediate pastes used in Examples 11 to 18.

Comparative Example 3: Production of high-viscosity paste

High-viscosity pastes were prepared in the same manner as in the high-viscosity pastes used in Examples 19 to 23.

Comparative Example 4: Preparation of light-viscous impression material paste

The light-viscous impression material paste prepared according to Comparative Example 1 was mixed with 5 wt% of the porous silica particles prepared according to Preparation Example 6 to prepare a light-viscous impression material paste.

Comparative Example 5: Preparation of the intermediate impression material paste

The intermediate impression material paste prepared according to Comparative Example 2 was mixed with 5 wt% of the porous silica particles prepared according to Preparation Example 6 to prepare an intermediate impression material paste.

Comparative Example 6: Production of high-viscosity impression material paste

The high-viscosity impression material paste prepared according to Comparative Example 3 was mixed with 5 wt% of porous silica particles prepared according to Preparation Example 6 to prepare a high-viscosity impression material paste.

[Test Example]

Test Example 1: Confirmation of Production of Porous Silica Particles

2 is an electron microscope image of the porous silica particles prepared according to Production Examples 1 to 30 of the present invention. S refers to Span80, a lipophilic nonionic surfactant, the number next to it represents the amount (ml) of Span 80, T means Tween 20, a hydrophilic nonionic surfactant, Indicates usage (ml).

2, the porous materials prepared according to Production Example 1, Production Example 7, Production Example 8, Production Example 13, Production Example 14, Production Example 19, Production Example 20, Production Example 25, Production Example 26 and Production Example 27 It was confirmed that the size of the silica particles was so large that some shapes collapsed. In contrast, porous silica particles with HLB values between 6 and 11 were found to contain optimized porous silica particle sizes and pores.

Therefore, it was found that the porous silica particles prepared under the conditions of an HLB value of 6 to 11 had a desirable pore size and particle size.

Test Example  2: Impression material  Determination of the content of porous silica particles with antimicrobial material applicable to the composition

The degree of mixing according to the contents (1, 3, 5, 7, 10, 12, 15, 20 and 25 wt%) of the porous silica particles having antimicrobial materials of the light-viscous paste prepared according to Examples 2 to 10 was observed.

Also, the degree of mixing according to the contents (1, 3, 5, 7, 10, 12, 15, 20, 25 and 30 wt%) of the porous silica particles having antibacterial substance of the base paste used in the production of the light- , The mixing degree according to the content (1, 3, 5, 7, 10, 12, 15, 20, 25 and 30 wt%) of the porous silica particles having the antibacterial substance of the catalyst paste used for the production of the light- Respectively.

The lightly viscous base paste and lightly viscous catalyst paste were separated without mixing some of the particles when 30 wt% of the porous silica particles having an antibacterial substance were contained. The lightweight paste was separated without mixing some particles when 25 wt% of the porous silica particles having an antibacterial substance were contained.

The degree of mixing according to the contents (1, 3, 5, 7, 10, 12, 15 and 20 wt%) of the porous silica particles having the antibacterial substance of the intermediate paste prepared according to Examples 11 to 18 was observed. The degree of mixing according to the contents (1, 3, 5, 7, 10, 12, 15 and 20 wt%) of the porous silica particles having antimicrobial substances in the base paste and the catalyst paste used for the production of the above- Respectively.

The intermediate base paste, the intermediate catalytic paste and the intermediate paste were separated without mixing some of the particles when the porous silica particles having antimicrobial substances contained 20 wt%.

The degree of mixing according to the contents (1, 3, 5, 7 and 10 wt%) of the porous silica particles having antimicrobial materials of the high-viscosity paste prepared according to Examples 19 to 23 was observed. In addition, the degree of mixing according to the content (1, 3, 5, 7, 10 and 12 wt%) of the porous silica particles having antimicrobial substances in each of the base paste and the catalyst paste used for the production of the high viscosity paste was observed.

The high viscosity base paste and the high viscosity catalyst paste were separated without mixing some particles when 12 wt% of the porous silica particles having antibacterial substance were contained. The high-viscosity paste was separated without mixing some particles when 10 wt% of the porous silica particles having an antibacterial substance were contained.

According to the above results, the content of the porous silica particles having a preferable antimicrobial substance applicable to each paste was 25 wt% for the light-viscous base paste and light-viscous catalyst paste, and 20 wt% for the light-viscous paste. The intermediate base paste, the intermediate catalytic paste and the intermediate impression material paste were found to have a porous silica particle content with antimicrobial content of up to 15 wt%. The high-viscosity base paste and the high-viscosity catalyst paste were found to have a porous silica particle content of 10 wt% and the high-viscosity paste had a desirable antimicrobial content up to 10 wt%.

Test Example  3: a porous silica particle comprising an antibacterial substance Impression  Check physical properties

FIG. 3 (a) shows the hardness change rate measured on the basis of the impression material paste containing no porous silica particles having an antibacterial substance by curing the impression material paste produced according to Examples 2 to 17 and Examples 19 to 23 for a predetermined time This is a result. 3 (b) is a graph showing the results obtained in accordance with Example 4, Example 6, Example 8, Example 9, Example 13, Example 15, Example 17, Example 21, Example 23 and Comparative Examples 1 to 3 FIG. 3 (c) is a result of measuring the viscosity of the impression material paste. FIG. Fig. 4 (a) is a graph showing the results obtained in the case of Example 4, Example 6, Example 8, Example 9, Example 13, Example 15, Example 17, Example 21, Example 23 and Comparative Examples 1 to 3 FIG. 4 (b) shows the permanent strain, and FIG. 4 (c) shows the elastic strain. FIG. 4 shows the result of shark fin test by curing the impression material paste for a certain period of time. FIG.

3 (a), the light-viscous impression material has a hardness similar to that of the light-weight impression material (Comparative Example 1) which does not contain porous particles having an antibacterial substance until the content of the porous particles having an antibacterial substance becomes 10 wt% Respectively. The intermediate impression material exhibited hardness similar to that of the intermediate impression material (Comparative Example 2) containing no porous particles having an antibacterial substance until the content of the porous particles having the antibacterial substance became 5 wt%. The high-viscosity impression material showed similar hardness to that of the high-viscous impression material (Comparative Example 3) which did not contain the porous particles having the antibacterial substance until the content of the porous particles having the antibacterial substance became 3 wt%.

If the hardness difference (hardness change ratio) of the impression material containing no porous particles having an antibacterial substance and the porous particles having porous particles having an antibacterial substance exceeds 10%, it is difficult to obtain a precise impression, Can not do it. Therefore, it was confirmed that the content of the porous particles having a preferable antibacterial substance was 20 wt% for the light viscous impression material, 15 wt% for the intermediate impression material, and 10 wt% for the high viscous impression material.

Referring to FIG. 3 (b), the viscosity of the light-viscous impression material was increased about twice as much as that of Comparative Example 1 when the content of the porous particles having an antibacterial substance was 20 wt%, and the viscosity of the intermediate impression material When the content of the porous particles was 15 wt%, the viscosity of the high-viscosity impression material increased by about 25% as compared with that of the comparative example 2. The viscosity of the high-viscosity impression material increased by about 50% when the content of the porous particles having the antibacterial material was 10 wt%

Referring to FIG. 3 (c), the dot lead of the impression material was measured based on the ISO 4823 standard. 0.5 ml of an impression material paste containing porous silica particles having an antibacterial substance was placed on a polyethylene film on a glass plate, and then another glass plate and a film were covered. After applying a load of 14.7N for 5 seconds, it was cured at room temperature for 15 minutes, and the average value was calculated by measuring the diameter of the major axis and the minor axis. The viscosity of the light viscous impression material was measured until the content of the porous silica particles with antimicrobial material increased to 15 wt%, until the viscosity impression material increased to 15 wt%, until the viscosity impression material increased to 10 wt% Standard. This means that the impression material is flowable and does not affect the fine detail reproducibility. However, when the content of the porous silica particles having the antimicrobial material of the light viscous impression material is 20 wt%, it is lower than 36 mm, which is the ISO 4823 standard, and it is undesirable because it affects the fine detail reproducibility.

Referring to FIG. 4 (a), both the light viscous impression material, the intermediate impression material, and the high viscous impression material showed a decrease in height as the content of the porous silica particles having an antibacterial substance increased. When the content of the porous silica particles having the antimicrobial material of the light viscous impression material was 20 wt%, the height was reduced by 30% or more as compared with Comparative Example 1. In the case of the intermediate impression material, the content of the porous silica particles having the antibacterial substance was 15 wt% , The height of the high-viscosity impression material was reduced by 30% or more when the content of the porous silica particles having the antibacterial substance was 10 wt%, as compared with the impression material containing no porous silica particles having the antibacterial substance. Therefore, it was found that the flowability of the impression material deteriorates as the content increases.

4 (b), in order to measure the permanent strain of the impression material, the impression material paste is prepared by mixing the porous silica particles having the base paste, the catalyst paste and the antimicrobial material, Half of it. Thereafter, when a separating mold was inserted and the impression material paste was extruded out of the fixing ring, a glass plate with a polyethylene film was placed thereon to remove the surplus impression material. When 60 seconds had elapsed after the completion of the mixing, the fixing ring was placed in a constant temperature water bath at (35 ± 2) ° C. for the curing time. Next, within 45 seconds after the curing time, the specimen was separated from the mold and placed in a permanent strain test instrument equipped with a dial gauge with an accuracy of 0.01 mm (1.22 ± 0.1) to give an initial load of N. After 10 seconds, it was recorded as h ₁ match the dial gauge graduation to zero. The strain was deformed by (6 ± 0.1) mm for 1 second and the strain was slowly removed for 5 seconds. After a period of 170 seconds from the time the specimen was separated from the mold, the spindle of the dial gauge was contacted and h ₂ was recorded after 10 seconds. The percentage K of the elastic recovery rate was calculated using the following equation (1).

[Equation 1]

Where P is the permanent strain, h ₁ is the pre-test height, and h ₂ is the post-test height.

The light - viscous impression material, the intermediate impression material and the high viscous impression material increased in permanent strain as the content of the porous silica particles having the antimicrobial material increased. However, the difference between the maximum value and the minimum value of the permanent strain was less than 1%, and it was found that the inclusion of the porous silica particles having the antimicrobial substance in the impression material is advantageous for the impression formation because the permanent strain is small.

Referring to FIG. 4C, the elastic strain of the impression material is mixed with porous silica particles having a base paste, a catalyst paste and an antimicrobial substance in a removable metal mold having an inner diameter (12.5 ± 0.05) mm and a height (20 ± 0.2) After 60 seconds of injection, the mixture was cured in (35 ± 1) ° C water bath. The specimen was removed from the metal mold within 60 seconds after curing and then placed on a compression strain gauge. After 30 seconds, the dial gauge scale was changed to h _3. After 60 seconds, the total stress was increased to 12.25N. The total stress was applied within 30 seconds at intervals of 15 seconds and the scale was recorded after 30 seconds (h ₄ ). The compressive strain E was calculated as a percentage using the following equation (2).

[Formula 2]

E is the compressive strain, h ₃ is the pre-test height, and h ₄ is the post-test height.

As a result of calculation using the formula 2, it was found that both the light viscous impression material, the intermediate impression material and the high viscous impression material exhibited an increase in the content of the porous silica particles having the antimicrobial material within the range of 0.2% .

Thus, it was found that the impression material containing the porous silica particles having the antibacterial substance had the physical properties equivalent to those of the impression material not including the porous silica particles having the antibacterial substance, and the impressions could be made precisely without decreasing the flowability .

Test Example  4: a porous silica particle comprising an antibacterial substance Impression US Cebu  Confirm reproducibility

Fig. 5 is a graph showing the results obtained by using the light-viscous impression material paste LB, the intermediate impression material paste MB and the high-viscosity impression material paste HB prepared according to Examples 2 to 17, Examples 19 to 23 and Comparative Examples 1 to 3 It is the result of measuring the detail reproducibility.

Referring to FIG. 5, the fine detail reproducibility measurement of the impression material was performed using molds having widths of 25, 50, and 75 microns. First, an impression material paste was prepared and placed in the mold at room temperature for 30 seconds. Next, the mold was covered with a flat and hard metal sheet and a polyethylene sheet. The mold was transferred to a hot water pot at 32 ± 2 ° C and left for 3 minutes. The mold and the impression material were separated, and the impression material obtained was magnified 6 times under low angle illumination. It was observed that there was a difference in the fine detail reproducibility of the 50 micron line (micron line) and the impression material not containing the antimicrobial porous silica. As a result, all the impression materials including the porous silica particles having the antibacterial substance were found to have excellent reproducibility. In addition, impression material pastes having a relatively high porous silica particle content having antimicrobial materials prepared according to Example 9, Example 17, and Example 23 also showed excellent fine detail reproducibility.

Accordingly, it was found that the particulate porous silica particles having antibacterial substance did not deteriorate the flowability of the impression material, and that the impression material containing the porous silica particles having an antibacterial substance was excellent in the fine detail reproducibility, so that the impression can be precisely made.

Test Example  5: A porous silica particle comprising an antibacterial substance Impression  Hardness test

FIG. 6 is a graph showing the results of a comparison between a light body viscous material paste, a medium body impression material paste, a high body impression material paste, a high viscous impression material paste, and a high viscous impression material paste prepared according to Example 4, Example 13, Example 21, ) Is a result of measuring the change in hardness at 180 캜 for a certain period of time. LB represents a light viscous impression material paste (Comparative Example 1), LB + Powder represents Comparative Example 4, and LB + Powder + Anti represents Example 4. MB represents the intermediate impression material paste (Comparative Example 2), MB + Powder represents Comparative Example 5, and LB + Powder + Anti represents Example 13. HB represents a high-viscosity impression material paste (Comparative Example 3), HB + Powder represents Comparative Example 6, and LB + Powder + Anti represents Example 21.

Referring to FIG. 6, as the time increases, the impression material including the porous silica particles having antimicrobial materials and the impression material containing the filler exhibits a change in hardness similar to that of the impregnated porous silica particles having no antimicrobial material and the filler .

Therefore, it was found that the physical properties and the reliability of the impression material paste can be secured, since the variation of the hardness is small.

Test Example  6: a porous silica particle comprising an antibacterial substance Impression material  Identify the antimicrobial properties of the composition

Using the impression material paste prepared according to Example 4, Example 11, Example 13, Example 19, Example 21, and Examples 24 to 30, the antibacterial agent type, concentration, and antimicrobial porous silicon particles (antibacterial filler) Are shown in Tables 5 and 6 below. Here, the number of bacteria means the number of bacteria present per 1 cm ² . The antibacterial activity values were calculated using the following formula 3 based on the test standards ISO 22196 and JIS Z 2801.

[Formula 3]

Antibacterial activity value = log (number of bacteria after 24 hours of blank / number of bacteria after 24 hours of sample)

Referring to Tables 5 and 6, the impression material paste prepared according to Example 4 and Example 24 showed an antibacterial effect because the antibacterial activity value was greater than 2.0 in both E. coli and S. aureus. The intermediate impression material paste prepared according to Example 11, Example 13 and Examples 25 to 27 exhibited antibacterial effects in all of S. aureus but only in Example 25 of E. coli. The viscous impression material pastes prepared according to Example 19, Example 21 and Examples 28 to 30 exhibited antibacterial effects in E. coli except for Example 30, and in Example 22 and S.Aureus, Only Example 29 showed an antibacterial effect.

Therefore, the impression material composition of the present invention showed antimicrobial effect in E. coli and S. aureus in both the light-viscous impression material paste, the intermediate impression material paste, and the high-viscous impression material paste.

Light Body (light viscous impression paste) division S.Aureus E. coli Blank Psalter Blank Psalter Example 4
(Grapefruit seed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.4 x 10 ⁴ 1.4 x 10 ⁴ 1.4 x 10 ⁴ 1.4 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 1.0 x 10 ⁶ <0.63 Antimicrobial activity value - 4.5 - 6.2 Example 24
(Lotus leaf mixed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.4 x 10 ⁴ 1.4 x 10 ⁴ 1.4 x 10 ⁴ 1.4 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 1.0 x 10 ⁶ <0.63 Antimicrobial activity value - 4.5 - 6.2

Medium Body (Impression Imprint Paste) division S.Aureus E. coli Blank Psalter Blank Psalter Example 13
(Grapefruit seed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 1.4 x 10 ⁴ Antimicrobial activity value - 4.5 - 1.7 Example 11
(Grapefruit seed extract, 10 ⁵ ppm, 1 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 8.1 x 10 ⁵ Antimicrobial activity value - 4.5 - -0.1 Example 25
(Lotus leaf mixed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ <0.63 Antimicrobial activity value - 4.5 - 6.0 Example 26
(Lotus leaf mixed extract, 10 ⁵ ppm, 1 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 1.4 x 10 ⁵ Antimicrobial activity value - 4.5 - 0.7 Example 27
(Lotus leaf mixed extract, 10 ⁴ ppm, 1 wt%) Initial number of bacteria 1.8 x 10 ⁴ 1.8 x 10 ⁴ 1.3 x 10 ⁴ 1.3 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ 3.3 x 10 ² 6.3 x 10 ⁵ 4.8 x 10 ⁴ Antimicrobial activity value - 1.8 - 1.4 Heavy Body (high viscous impression paste) division S.Aureus E. coli Blank Psalter Blank Psalter Example 21
(Grapefruit seed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 2.5 x 10 ⁴ Antimicrobial activity value - 4.5 - 1.4 Example 19
(Grapefruit seed extract, 10 ⁵ ppm, 1 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 5.0 x 10 ⁵ Antimicrobial activity value - 4.5 - 0.1 Example 28
(Lotus leaf mixed extract, 10 ⁵ ppm, 5 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 2.6 x 10 ³ Antimicrobial activity value - 4.5 - 2.4 Example 29
(Lotus leaf mixed extract, 10 ⁵ ppm, 1 wt%) Initial number of bacteria 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ 1.6 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ <0.63 6.3 x 10 ⁵ 1.0 x 10 ³ Antimicrobial activity value - 4.5 - 2.6 Example 30
(Lotus leaf mixed extract, 10 ⁴ ppm, 1 wt%) Initial number of bacteria 1.8 x 10 ⁴ 1.8 x 10 ⁴ 1.5 x 10 ⁴ 1.5 x 10 ⁴ After 24 hours, the number of bacteria 1.9 x 10 ⁴ 1.1 x 10 ³ 9.4 x 10 ⁵ 1.9 x 10 ⁶ Antimicrobial activity value - 1.2 - -0.3

The scope of the present invention is defined by the appended claims rather than the detailed description and all changes or modifications derived from the meaning and scope of the claims and their equivalents are to be construed as being included within the scope of the present invention do.

Claims (27)

Porous particles having an antibacterial substance; And
1. A dental impression material composition comprising an impression material paste,
Wherein the porous particles having the antibacterial substance comprise porous particles and an antibacterial substance carried on the porous particles,
Wherein the impression material paste is any one selected from a light viscous paste, an intermediate paste, and a high-viscosity paste,
Wherein the dental impression material composition containing the light-weighted paste contains 1 to 20 wt% of the porous particles having the antibacterial substance based on the total weight,
Wherein the dental impression material composition comprising the intermediate paste comprises 1 to 15 wt% of the porous particles having the antibacterial substance based on the total weight,
Wherein the dental impression material composition containing the high-viscosity paste contains 1 to 10 wt% of the porous particles having the antibacterial substance based on the total weight. The method according to claim 1,
Wherein the porous particles have an average particle diameter (D50) in a volume-based cumulative particle size distribution by laser diffraction method of 0.1 to 10 占 퐉. The method according to claim 1,
Wherein the porous particles have a pore area of 5 to 20 m ² / g. The method according to claim 1,
Wherein the porous particles have a porosity of 40 to 90%. The method according to claim 1,
In that the porous particles include silica (SiO _2), alumina (Al ₂ O _3), zinc oxide (ZnO), zirconia (ZrO _2), ceria (CeO _2), and titania, at least one selected from (TiO ₂₎ &Lt; / RTI &gt; The method according to claim 1,
Wherein the antimicrobial substance is a natural antimicrobial substance. The method according to claim 6,
Wherein said natural antimicrobial substance is selected from the group consisting of naringin, chitosan, tocopherol, terpene, vitamin A, vitamin B complex, vitamin C, vitamin D, vitamin E, vitamin F, vitamin K, vitamin U, vitamin L, vitamin P, nisin ), e-polylysine, natamycine, natural sulfur, carrot extract, jujube extract, rhubarb extract, lavender extract, garlic extract, pear extract, pyrene extract, bokbunja extract, broccoli extract, ginger Extracts, Magnoliaceae Extracts, Pomegranate Extracts, Herbal Extracts, Burdock Root Extracts, Strawberry Extracts, Saururic Acid Extracts, Licorice Extracts, Mulberry Extracts, Black Tea Extracts, Composite Herb Extracts, Yucca Extracts, Gossam Extracts, Green Tea Extracts, Citrus Extracts, Rosemary Extracts, Dandelion Extract, marroni extract, michi extract, white bark extract, willow extract, grass extract, peony extract, chestnut extract, rose extract, , Film full extract, hwangbaekpi extract, ginseng extract and dental impression material composition comprising at least one member selected from the group consisting of grapefruit seed extract. delete The method according to claim 1,
The weight ratio (D: E) of the base paste (D) and the catalyst paste (E) is 1:10 to 10: 1, and the impression material paste is an addition type polymerization type paste in which the base paste and the catalyst paste are mixed. Gt; dental &lt; / RTI &gt; impression material composition. delete delete delete delete A dental impression material prepared by curing the dental impression material composition of claim 1. Preparing an oil phase comprising a stabilizer and a lipophilic nonionic surfactant (step a);
Preparing a liquid phase comprising a catalyst and a hydrophilic nonionic surfactant (step b);
Mixing the oil phase and the liquid phase to prepare a mixed solution (step c);
Forming porous particles by injecting a precursor of porous particles into the mixed solution (step d);
Supporting the antibacterial substance on the porous particles to prepare porous particles having an antibacterial substance (step e); And
Mixing the impression material paste and the porous particles having the antibacterial substance to prepare a dental impression material composition (step f);
Lt; RTI ID = 0.0 &gt; 1, &lt; / RTI &gt; 16. The method of claim 15,
Wherein the hydrophilic-lipophile balance (HLB) of the mixed liquid of step (c) is in the range of 6 to 11. 16. The method of claim 15,
Wherein the lipophilic nonionic surfactant is selected from the group consisting of ethylene glycol fatty acid esters, diethylene glycol oleate, diethylene glycol stearate, propylene glycol fatty acid ester, propylene glycol stearate, tetraglycololate, glycerol stearate, sorbitan oleate, Polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monostearate, Tetraethylene glycol monolaurate, and hexaethyleneglycol monolaurate. 2. The method of claim 1, wherein the dental impression material composition further comprises at least one selected from the group consisting of tetraethylene glycol monolaurate and hexaethylene glycol monolaurate. 16. The method of claim 15,
Wherein the hydrophilic nonionic surfactant is selected from the group consisting of polyoxyethylene oleate, polyoxyethylene stearate, polyoxyethylene palmitate, polyoxyethylene sorbitan trileate, polyoxyethylene lauryl ether, polyoxyethylene sorbitol lanolin derivative, polyoxyethylene sorbate Wherein the dental impression material composition comprises at least one selected from the group consisting of non-stearate, polyoxyethylene stearate, polyoxyethylene glycol monopalmitate, and polyoxyethylene sorbitan monopalmitate. 16. The method of claim 15,
Wherein the stabilizer comprises at least one selected from the group consisting of hydroxypropyl cellulose, polyvinyl alcohol, and ethyl cellulose. 16. The method of claim 15,
Wherein the catalyst comprises at least one selected from the group consisting of ammonium hydrogen carbonate, ammonium nitrate, ammonium hydroxide and sodium hydroxide. Way. 16. The method of claim 15,
The precursor of the porous particles is selected from the group consisting of tetraethyl orthosilicate (TEOS), tetramethylorthosilicate (TMOS), methyl triethoxysilane (MTES), methyl trimethoxysilane Methyl trimethoxysilane (MTMS), vinyl trimethoxysilane (VTMS), 3-aminopropyl trimethoxysilane (APS), and γ-methacryloxypropyl trimethoxysilane -methacryloxypropyl trimethoxysilane, and [gamma] -MAPTS). 2. The method for manufacturing a dental impression material composition according to claim 1, 16. The method of claim 15,
Wherein the antimicrobial substance is an antimicrobial substance diluted with water, ethanol, phosphate buffered saline (PBS), propylene glycol, butylene glycol, aqueous hydrogen chloride solution or tetrahydrofuran. &Lt; / RTI &gt; 23. The method of claim 22,
Wherein the concentration of the diluted antimicrobial substance is 1,000 to 100,000 ppm. 24. The method of claim 23,
Wherein the diluted antimicrobial substance is loaded in an amount of 10 to 30 ml per 1 g of the porous particles in step (e). 16. The method of claim 15,
Wherein the lipophilic nonionic surfactant is contained in an amount of 0.1 to 7 wt% based on the total weight of the mixed solution. 16. The method of claim 15,
Wherein the hydrophilic nonionic surfactant is contained in an amount of 0.1 to 2.5 wt% based on the total weight of the mixed solution. 16. The method of claim 15,
Washing the porous particles after step d (step d-1);
Drying the porous particles through step d-1 (step d-2); and
(Step d-3) heat-treating the porous particles passed through the step d-2;
&Lt; / RTI &gt; wherein the dental impression material composition further comprises at least one of the following ingredients.

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