KR101837721B1 - resin composition for temporary crown and manufacturing method of polymer for temporary crown - Google Patents

Abstract

The present invention relates to a temporary tooth composition resin and a method for producing a temporary tooth toothpaste using the same. More particularly, the present invention relates to a temporary tooth composition resin which releases fluorine in oral cavity to inhibit the growth and infection of bacteria in the oral cavity, The present invention relates to a temporary tooth composition having aesthetic properties and physical properties, and a method for producing a temporary tooth composition using the same.
The temporary cavity resin composition of the present invention contains polymethyl methacrylate, an initiator, a pigment, and a fluorine compound.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention [0001] The present invention relates to a temporary composition for temporary crown,

The present invention relates to a temporary tooth composition resin and a method for producing a temporary tooth toothpaste using the same. More particularly, the present invention relates to a temporary tooth composition resin which releases fluorine in oral cavity to inhibit the growth and infection of bacteria in the oral cavity, The present invention relates to a temporary tooth composition having aesthetic properties and physical properties, and a method for producing a temporary tooth composition using the same.

Generally, when a tooth is damaged by tooth decay, gum disease, or tooth extraction, it may be difficult to chew food, or the shape of the face may be asymmetrically deformed so that it may have an atrophy for the gaze of the other person. Rapid treatment and implantation into artificial teeth are essential for this.

Various prosthetic procedures such as implants, bridges, and dentures have been developed as a method of treating teeth damaged by tooth decay, gingival diseases, or extraction as described above. However, known prosthetic procedures are commonly used to treat an injured tooth Temporary prosthesis is needed during a period of healing. Particularly, recently, the widely-used implant treatment is performed in a period of healing period that allows osseointegration in the jaw after implantation in the jaw, and during the healing period, Prosthesis should be done at the time when the bone attachment to the permanent implant is completed and the jaw of the implant is healed without prosthesis. Therefore, during the healing period, stress should not be applied on the permanent implant so as not to interfere with the progress of bone adhesion. In order to prevent the stress on the permanent implant due to chewing activity during food intake, I need a tooth prosthesis.

Temporary crown is often used for temporary use as temporary dental prosthesis. The temporary crown is intended to prevent the removal of the removed tooth and the displacement of the removed tooth until the tooth is removed and the final prosthesis is mounted.

The temporary crown is made by polymerizing the temporary dental restorative resin and preparing it according to the deleted tooth in the patient's mouth. The dentist or the dental hygienist can make the dental prosthesis directly, and the impression is obtained, .

Usually, PMMA (Poly methylmethacrylate) is widely used as a main material of temporary crown resin. PMMA has advantages such as easy fabrication and handling, low density, excellent appearance, ease of fabrication and repair, and generally has excellent abrasion resistance, chemical resistance, heat resistance and mechanical properties, And is widely used as a medical material including dentistry.

However, PMMA has a problem in that odor is generated during the polymerization process. Further, there is a problem that the antibacterial property and the strength are low.

Korean Registered Patent No. 10-1445524: temporary resin-based crown

The present invention provides a temporary tooth cavity resin composition having excellent esthetics and physical properties capable of releasing fluorine in oral cavity to inhibit the growth and infection of bacteria in the oral cavity and reduce odor, and to provide a method for producing a temporary tooth cavity polymer using the same It has its purpose.

In order to achieve the above object, the present invention provides a temporary-strength resin composition comprising polymethyl methacrylate, an initiator, a pigment, and a fluorine compound.

The fluorine compound is CaF ₂ .

The fluorine compound is contained in an amount of 0.01 to 10% by weight based on the total weight of the resin composition.

The resin composition further contains any inorganic filler selected from silica, aluniima, and zirconia.

According to another aspect of the present invention, there is provided a method of preparing a temporary toothbrush polymer, comprising: mixing a polymethylmethacrylate and a pigment to obtain a pigment mixture; Mixing polymethylmethacrylate and an initiator to obtain an initiator mixture; Mixing the pigment mixture and the initiator mixture with polymethyl methacrylate and a fluorine compound to form a resin composition in powder form; Mixing a functional monomer, a crosslinking agent, and an accelerator to form a polymerization solution; Mixing the resin composition and the polymer solution at a weight ratio of 1: 3: 1; And a polymerization step of polymerizing the mixture obtained in the mixing step.

In order to reduce the odor of the polymerization liquid, the polymerization liquid further includes a perfume which releases mangosteen fragrance.

Wherein the pigment mixture is a mixture of at least one selected from a white pigment mixture, a red pigment mixture, a yellow pigment mixture and a black pigment mixture, wherein the white pigment mixture contains 98% by weight of polymethylmethacrylate and 2% The red pigment mixture is formed by mixing 99.95% by weight of polymethylmethacrylate and 0.05% by weight of red pigment, and the yellow pigment mixture is composed of 99.9% by weight of polymethylmethacrylate and 0.1% by weight of yellow pigment And the black pigment mixture is formed by mixing 99.95% by weight of polymethylmethacrylate and 0.05% by weight of a black pigment.

The present invention makes it possible to produce temporary crown having excellent esthetics using various kinds of pigments.

Further, the present invention can significantly reduce the odor of the polymerization solution by using the perfume, thereby improving the odor.

Further, the present invention can greatly improve the strength of the polymer through the inorganic filler.

In addition, since the present invention has the effect of preventing dental caries and inhibiting microbial propagation due to addition of a fluorine compound, application of a temporary crown made of a polymer containing a fluorine compound to a patient's mouth prevents dental caries, And infection can be suppressed.

1 is a result of measuring the flexural strength of the temporary crown polymer,
Figure 2 shows the fluorine dissolution rate of the temporary crown polymer,
3 is a result of the total amount of fluorine elution of the temporary crown polymer,
Fig. 4 shows results of an antibacterial test of a temporary dental polymer.

Hereinafter, a temporary cavity resin composition according to a preferred embodiment of the present invention and a method for producing a temporary tooth cavity polymer using the same will be described in detail.

The temporary cavity resin composition of the present invention contains polymethyl methacrylate, an initiator, a pigment, and a fluorine compound. For example, the temporary cavity resin composition may be composed of 88 to 98% by weight of polymethylmethacrylate, 0.1 to 3% by weight of an initiator, 0.01 to 10% by weight of a fluorine compound, and 0.0001 to 0.05% by weight of a pigment.

Polymethylmethacrylate (hereinafter referred to as PMMA) is advantageous in that it is easy to make and handle, has low density, excellent appearance, easy to manufacture and repair, and has excellent abrasion resistance, chemical resistance, heat resistance and mechanical properties But also has excellent biocompatibility because there is no elution of harmful components.

The pigment is for imparting color, and at least one selected from a white pigment, a yellow pigment, a red pigment and a black pigment may be used. Conventional inorganic pigments or organic pigments may be applied to each pigment.

Pigmentation is extremely difficult to weigh and disperse when mixing pigments with other materials since the content of the pigment in the total weight of the temporary resin composition is very small, from 0.0001 to 0.05% by weight. Therefore, in order to improve weighing and dispersibility, the pigment may be used in the present invention in the form of a pigment mixture prepared by mixing PMMA with a certain ratio. For example, the pigment mixture can be obtained by mixing 99.99 to 99.5% by weight of PMMA with 0.01 to 0.5% by weight of pigment.

Azo-based or peroxide-based materials may be used as initiators. For example, azobisisobutyronitrile, benzoyl peroxide, potassium peroxydisulfate, lauroyl peroxide, dicumyl peroxide, cumene hydroperoxide and t-butyl hydroperoxide may be used as initiators. Benzoyl peroxide is preferably used as the initiator.

Initiators may also be used in the present invention in the form of initiator mixtures made by blending PMMA with certain proportions to improve weighing and dispersibility, such as the pigments described above. For example, the initiator mixture can be obtained by mixing 75 to 85 wt% of PMMA with 15 to 25 wt% of initiator.

On the other hand, an inorganic filler may be further added to the initiator mixture. For example, the initiator mixture can be made by blending 75 wt% of PMMA, 20 wt% of initiator, and 5 wt% of inorganic filler. As the inorganic filler, any one selected from silica, aluniima, and zirconia may be used. The inorganic filler can greatly improve the strength of the polymer. Therefore, temporary crown containing inorganic filler has a high flexural strength and a proper flexural modulus, which can effectively suppress cracking.

Since the fluoride compound has the effect of preventing dental caries and inhibiting microbial propagation, applying a temporary crown made of a polymer containing a fluorine compound to a patient's mouth prevents dental caries and inhibits the proliferation and infection of bacteria in the oral cavity. The fluorine compound is preferably contained in an amount of 0.01 to 10% by weight based on the total weight of the resin composition. When the content of the fluorine compound is within the above range, the effect of preventing dental caries and inhibiting microbial propagation can be maximized.

The fluorine compound is any one selected from the group consisting of NaF, CaF ₂ , NH ₄ F, KF, Na ₂ FPO ₄ , K ₂ FPO ₄ and SnF ₂ . Preferably, the fluorine compound is CaF ₂ . Since the fluorine compound is uniformly dispersed on the polymethylmethacrylate base in the polymer, the present invention can continuously release the fluorine component.

Hereinafter, a production method for producing a temporary tentable polymer will be described.

First, a pigment mixture and an initiator mixture are prepared to form the resin composition.

PMMA and pigment are mixed to obtain a pigment mixture. The pigment mixture may be prepared in two or more kinds depending on the type of the pigment. For example, a white pigment mixture in which a white pigment is mixed, a red pigment mixture in which red pigment is mixed, a yellow pigment mixture in which yellow pigment is mixed, and a black pigment mixture in which a black pigment is mixed.

The white pigment mixture may be formed by mixing 98% by weight of polymethylmethacrylate and 2% by weight of a white pigment.

The red pigment mixture may be formed by mixing 99.95% by weight of polymethylmethacrylate and 0.05% by weight of red pigment.

The yellow pigment mixture may be formed by mixing 99.9% by weight of polymethylmethacrylate and 0.1% by weight of a yellow pigment.

The black pigment mixture can be formed by mixing 99.95% by weight of polymethylmethacrylate and 0.05% by weight of a black pigment.

The above-mentioned various kinds of pigment mixtures may be used singly or two or more may be appropriately mixed.

Initiator mixture is obtained by mixing PMMA and initiator. For example, the initiator mixture may be formed by mixing 80 wt% of PMMA and 20 wt% of initiator. The inorganic filler can then be further blended into the initiator mixture. In this case, the initiator mixture can be formed by mixing 75 wt% of PMMA, 20 wt% of initiator, and 5 wt% of inorganic filler.

The prepared pigment mixture and the initiator mixture are mixed with PMMA and a fluorine compound to obtain a temporary denture resin composition.

The mixing method is not particularly limited and can be carried out by a ball mill mixer, a V-type mixer or the like commonly used in the art. The mixing time is not particularly limited, and may be sufficiently performed so that the composition can be homogeneously mixed, and may be performed, for example, for 10 minutes to 48 hours. The temporary tooth composition prepared by mixing as described above is in powder form.

Each of the pigment mixture and the initiator mixture contains 88 to 98% by weight of PMMA, 0.1 to 3% by weight of an initiator, 0.01 to 10% by weight of a fluorine compound, 0.0001 to 0.05% by weight of a pigment in the total weight of the temporary tooth- %, The initiator mixture, the PMMA and the fluorine compound are appropriately mixed.

Next, a polymerization solution is prepared. The polymerization liquid is obtained by mixing a functional monomer, a crosslinking agent and an accelerator.

As the functional monomer, methylmethacrylate (MMA) monomer can be used.

The crosslinking agent may be dibutyl phthalate as a substance which induces crosslinking in polymerization in order to increase the strength of the PMMA base material and improve the impact resistance.

The accelerator serves as a chemical catalyst for decomposing the initiator, and N, N-dimethyl-p-tolidine can be used.

A functional liquid monomer can be obtained by mixing a functional monomer with a crosslinking agent and an accelerator. For example, a polymerized liquid can be obtained by mixing 80 to 98% by weight of a functional monomer, 0.5 to 10% by weight of a crosslinking agent, and 0.5 to 10% by weight of an accelerator.

In addition to the functional monomer, the crosslinking agent and the accelerator, the polymer solution may further contain a perfume. For example, a polymerized liquid can be obtained by mixing 80 to 98% by weight of a functional monomer, 0.5 to 10% by weight of a crosslinking agent, 0.5 to 10% by weight of an accelerator, and 0.1 to 5% by weight of a perfume.

It is preferable that the fragrance can reduce the odor of the polymerization solution without changing the color of the polymerization solution. It is more preferable to use a flavor to release the fruit flavor. Fragrances that release mangosteen fractions with such fragrances can be used.

The polymerization liquid may further contain a stabilizer.

When the resin composition and the polymerization solution are prepared, a mixing step of mixing at a constant ratio is performed. For example, the resin composition to polymer solution may be mixed in a weight ratio of 1: 3: 1. The mixture obtained by mixing the solid resin composition and the polymerization liquid becomes a paste state.

Next, a polymerization step is carried out to polymerize a mixture of the resin composition and the polymerization liquid. The mixture of the resin composition and the polymerization liquid becomes a dough stage like a dough after a lapse of a predetermined time. In this state, it can be injected into a molding mold and subjected to polymerization at an appropriate temperature and pressure.

Through the polymerization process, a specific type of temporary temporary polymer is finally produced. Such a temporary toughening polymer forms a network structure between the solid phase components by polymerizing the functional monomer of the liquid phase component to form polymethylmethacrylate. Since the fluorine compound is dispersed evenly on the polymethyl methacrylate base material, the temporary fluorine-containing polymer can continuously release the fluorine component.

The flexural strength of the temporary tentative polymer according to the present invention is 70 MPa or more, which is excellent in properties. When inorganic fillers such as alumina, silica and zirconia are added, the bending strength can be further improved. In particular, when alumina is added, the bending strength can be increased to 100 MPa or more.

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to the following examples. However, the scope of the present invention is not limited to the following examples.

(Example)

1. Preparation of pigment mixture

(1) White pigment mixture: A mixture of 98% by weight of PMMA and ₂ % by weight of white pigment (TiO ₂ ) was blended and mixed with a ball mill.

(2) Red pigment mixture: A mixture of 99.95% by weight of PMMA and 0.05% by weight of a red pigment (iron oxide) was mixed with a ball mill.

(3) Yellow pigment mixture: A mixture of 99.9% by weight of PMMA and 0.1% by weight of yellow pigment (CI Pigment Brown 24) was mixed with a ball mill.

(4) Black pigment mixture: A mixture of 99.95% by weight of PMMA and 0.05% by weight of a black pigment (carbon black) was mixed with a ball mill.

2. Preparation of initiator mixture

The initiator mixture was prepared by blending 75% by weight of PMMA, 20% by weight of an initiator and 5% by weight of an inorganic filler, followed by mixing with a ball mill.

3. Preparation of Temporary Resin Resin Compositions

A white pigment mixture, 7 wt% of a white pigment mixture, 23 wt% of a yellow pigment mixture, 3 wt% of a red pigment mixture, 3 wt% of a black pigment mixture, 4 wt% of an initiator mixture and 6 wt% of a fluorine compound (CaF) And mixed for 4 hours to prepare a temporary cavity resin composition.

4. Preparation of polymerization solution

The polymer solution was mixed with a ball mill for 1 hour by mixing 95 wt% of MMA (methylmethacrylate) monomer, 2 wt% of dibutyl phthalate, 2 wt% of N, N-dimethyl-p- .

5. Preparation of polymer

Next, after mixing the resin composition for temporary teeth with the polymerization solution at a weight ratio of 2: 1, after about 15 minutes, when the dough state is attained, it is kneaded by hand to remove air bubbles, ) To prepare block shaped temporary pitch polymer specimens.

≪ Odor Experiment of Polymer Solution >

The odor of the polymer solution prepared in the above Examples was confirmed. Five fragrances with strawberry, grape, lemon, apple, and mangosteen fragrances were used as the fragrances used in the preparation of the polymer solution.

The odor improving effect according to the perfume used in the preparation of the polymerization solution is shown in Table 1 below.

Kinds Whether or not the polymer solution is discolored Odor removal Strawberry incense
(Flavor-Strawberry, Aroma Hitech) O X Grape incense
(Flavor-Grape, Aroma HiTech) O X Lemon incense
(Flavor-Lemon, Aroma HiTech) X X Apple
(Flavor-Apple, Aroma HiTech) X X Mangosteen incense
(Flavor-Mangosteen, Aroma HiTech) X O

Referring to Table 1, when the strawberry flavor and grape flavor were added to the polymerization liquid, the color of the polymerized liquid turned yellow and the odor of the polymerization liquid could not be removed. When the lemon flavor and the apple flavor were added, the color of the polymer solution did not change, but the odor of the polymer solution could not be removed. On the other hand, when the mangosteen fragrance was added, the odor was hardly felt without changing the color of the polymer solution, so that the odor removal effect was excellent.

<Strength Test>

The flexural strength of the polymer when the inorganic filler was added and when the inorganic filler was not added was measured. The flexural strength was measured according to the type and amount of inorganic filler.

As the inorganic filler, SiO ₂ , Al ₂ O ₃ , ZrO ₂ 3 kinds were used and the addition amounts were 1%, 3% and 5%.

In the case where no inorganic filler was added, the composition of the initiator mixture in the above example was 80% by weight of PMMA and 20% by weight of initiator. When 1% of inorganic filler was added, the initiator mixture in the above example was composed of 79% by weight of PMMA, 20% by weight of initiator and 1% by weight of inorganic filler. In the case where 3% The composition of the mixture was 77% by weight of PMMA, 20% by weight of an initiator, and 3% by weight of an inorganic filler.

The flexural strength of the temporary crown polymer was tested according to the KSP ISO 20795-1: 2010 standard approved by the KFDA. The polymer specimens were stored in water at a temperature of 37 ± 1 ℃ for 24 hours, and specimen pieces were taken out. The specimen pieces were taken out at a crosshead speed of (1 ± 0.3) mm / min using a flexural strength tester, And the flexural strength was measured. The measurement results are shown in Table 2 below. The average value is shown in the graph of FIG. In Table 2 and Figure 1, control refers to a polymer sample without the addition of an inorganic filler.

Time
Flexural Strength (MPa) mean
Specimen 1 Specimen 2 Specimen 3 Specimen 4 Control 71.89 75.94 78.51 71.34 74.42 Al ₂ O ₃ 1% 95.98 101.68 101.68 90.65 97.50 Al ₂ O ₃ 3% 106.65 88.44 108.67 104.26 102.00 Al ₂ O ₃ 5% 100.40 148.39 76.68 109.96 108.85 SiO ₂ 1% 79.18 86.42 81.09 85.87 81.64 SiO ₂ 3% 108.30 89.55 96.53 61.23 88.90 SiO ₂ 5% 92.78 126.69 78.70 82.93 95.27 ZrO ₂ 1% 83.85 66.38 64.54 69.87 71.16 ZrO ₂ 3% 91.02 94.88 65.64 69.69 80.31 ZrO ₂ 5% 90.10 82.56 82.74 79.62 83.75

Referring to Table 3 and FIG. 1, the flexural strength of the polymer prepared without the inorganic filler was measured to be 74.42 MPa, which is good.

When inorganic filler was added, the flexural strength of specimens with 1%, 3%, and 5% Al ₂ O ₃ was 97.5 MPa, 102 MPa, and 108 MPa, respectively, Respectively.

However, the addition of 1% ZrO ₂ showed a somewhat lower strength than the control specimen (71 MPa), but the addition of 3% and 5% of ZrO ₂ showed a somewhat greater increase than that of the control specimen.

<Fluorine dissolution test>

The fluorine release test was conducted on polymer specimens prepared by adding the fluorine compound in the resin composition in an amount of 1 wt%, 3 wt%, and 6 wt%. When the addition amount of the fluorine compound was 1 wt%, the PMMA in the resin composition was 56 wt%, and when the amount of the fluorine compound was 3 wt%, the PMMA in the resin composition was adjusted to 54 wt%.

The polymer specimens used in the fluorine release test were prepared using dicumyl peroxide as initiator, mangosteen fragrance as alumina and alumina as inorganic filler.

1. Experimental equipment

- Ion Selective Electrode

- Distilled water

- fluorine electrode filling solution

Optimum results a filling solution

- TISAB II, 3.8 L bottle (Total Ionic Strength Adjustment Buffer)

- fluoride standard solution

10ppm Fluorine ion with TISAB II, 475ml bottle

1ppm Fluorine ion with TISAB II, 475ml bottle

2. Elution of specimen

- Sterilize the specimen for elution on autoclave.

- Fill the tubes with 30 ml of distilled water and store in a heater maintained at 37 ° C.

- Place the specimen in a tube and elute it.

- For the elution method, insert the specimen, transfer the specimen to another tube and elute for a fixed time.

3. Calculation method

- Since the total amount of elution must be measured for each specimen, the elapsed time will be divided.

- Total elution time was 30 minutes, 1 hour, 2 hours, 4 hours, 8 hours, 12 hours, 1 day, 2 days ... so the elution time from each tube was 30 minutes, 30 minutes, 1 hour, 2 hours , 4 hours, 4 hours, 12 hours, 1 day ....

- If the amount eluted from each tube and the amount eluted in the previous time zone are combined, it will be the total amount eluted until that time.

4. Fluorine dissolution test result

a. Fluorine dissolution rate (ppm / day)

The fluorine release rate is a value obtained by converting the amount of fluorine measured at each time to the amount eluted per day. The results are shown in Table 3 and FIG.

Time (hr) 0% fluorine content 3% fluorine content 6% fluorine content #One #2 # 3 #One #2 # 3 #One #2 # 3 0.5 0.00 0.00 0.00 0.00 0.00 0.00 0.48 0.00 0.96 One 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.48 2 0.00 0.00 0.00 1.68 1.68 2.40 4.80 2.40 4.80 4 0.00 0.00 0.00 3.60 2.40 3.60 4.80 3.60 4.80 8 0.00 0.00 0.00 1.80 1.80 3.00 3.60 2.40 3.00 12 0.00 0.00 0.00 0.18 1.20 3.00 3.60 1.80 3.60 24 0.00 0.00 0.00 1.40 1.20 1.80 1.80 1.20 2.00 48 0.00 0.00 0.00 1.00 0.80 1.00 2.00 0.90 1.00 73 0.00 0.00 0.00 0.96 0.67 0.96 0.96 0.86 0.96 96 0.00 0.00 0.00 0.94 0.63 0.83 0.94 0.83 1.04 120 0.00 0.00 0.00 0.80 0.50 0.80 0.80 0.70 1.00 144 0.00 0.00 0.00 0.90 0.60 0.90 1.00 0.80 1.00 168 0.00 0.00 0.00 0.70 0.50 0.70 0.80 0.70 0.90 192 0.00 0.00 0.00 0.70 0.60 0.80 0.90 0.80 1.00 216 0.00 0.00 0.00 0.70 0.50 0.60 0.70 0.70 0.90 240 0.00 0.00 0.00 0.50 0.50 0.60 0.70 0.70 0.90 264 0.00 0.00 0.00 0.70 0.50 0.60 0.80 0.80 1.00 288 0.00 0.00 0.00 0.60 0.50 0.70 0.80 0.80 0.90 312 0.00 0.00 0.00 0.60 0.50 0.60 0.80 0.80 0.90 360 0.00 0.00 0.00 0.45 0.40 0.50 0.50 0.50 1.00 408 0.00 0.00 0.00 0.45 0.45 0.50 0.50 0.50 1.00 504 0.00 0.00 0.00 0.25 0.25 0.50 0.50 0.50 0.50

As can be seen from the above Table 3, it can be confirmed that the fluorine elution rate is more than 2 ppm / day for the first day, but the fluorine is steadily eluted until 2 weeks thereafter.

b. Total amount of fluorine released (ppm)

It is the total amount of elution summed up by the amount of fluoride measured for each hour. The results are shown in Table 4 and FIG.

time 0% fluorine content 3% fluorine content 6% fluorine content #One #2 # 3 #One #2 #One #2 # 3 30m 0 0 0 0 0 0 0.01 0 1h 0 0 0 0 0 0 0.01 0 2h 0 0 0 0.07 0.07 0.01 .21 0.01 4h 0 0 0 0.37 0.27 0.31 0.61 0.4 8h 0 0 0 0.67 0.57 0.81 1.21 0.8 12h 0 0 0 0.7 0.77 1.31 1.81 1.2 1d 0 0 0 1.4 1.37 2.2 2.71 1.8 2d 0 0 0 2.4 2.17 3.21 4.71 2.7 3d 0 0 0 3.4 2.87 4.21 5.71 3.6 4d 0 0 0 4.3 3.47 5.01 6.61 4.4 5d 0 0 0 5.1 3.97 5.81 7.41 5.1 6d 0 0 0 6 4.57 6.71 8.41 5.8 7d 0 0 0 6.7 5.07 7.41 9.21 6.5 8d 0 0 0 7.4 5.67 8.21 10.11 7.3 9d 0 0 0 8.1 6.17 8.81 10.81 8 10d 0 0 0 8.6 6.67 9.41 11.51 8.7 11d 0 0 0 9.3 7.17 10.01 12.31 9.5 12d 0 0 0 9.9 7.67 10.71 13.11 10.3 13d 0 0 0 10.5 8.17 11.31 13.91 11.1 15d 0 0 0 11.4 8.97 12.31 15.91 12.1 17d 0 0 0 12.3 9.87 13.31 16.91 13.1 21d 0 0 0 13.3 10.87 15.31 18.91 15.1

The amount of fluorine elution was found to increase in proportion to the fluorine content in each specimen.

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<Antibacterial Experiment>

The antibacterial properties of the polymer specimen containing 3 wt% of the fluorine compound and the polymer specimen containing no fluorine compound were measured. About the antibacterial properties Escherichia which is generally used for antibacterial properties in oral cavity Antimicrobial assays were performed according to 'JIS Z 2801: 2000 Antimicrobial products Test for antimicrobial activity and efficacy' using E. coli and Streptococcus mutans (S. mutans ).

The experimental results are shown in Fig. 4 (A) and 4 (B) show antibacterial results of a polymer sample to which no fluorine compound is added, and photographs (C) and (D) show antibacterial activity of a polymer sample to which a fluorine compound is added.

Referring to FIG. 4, it was confirmed that both of E. coli and S. mutans had excellent antibacterial properties when a fluorine compound was added.

From the results of the above antimicrobial test, the bacteriostatic reduction rate was 34.7% and the antibacterial activity value was 0.18 in the antibacterial test using E. coli. In the antimicrobial test using S. mutans, the bacteriostatic reduction rate was 97.4% and the antibacterial activity value was 1.59.

While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be clearly understood that the same is by way of illustration and example only and is not to be taken by way of limitation. Accordingly, the true scope of protection of the present invention should be determined only by the appended claims.

Claims (7)

delete delete delete delete Mixing the polymethyl methacrylate and the pigment to obtain a pigment mixture;
Mixing an initiator and an inorganic filler with polymethylmethacrylate to obtain an initiator mixture;
Mixing the pigment mixture and the initiator mixture with polymethyl methacrylate and a fluorine compound to form a resin composition in powder form;
Mixing 95% by weight of a functional monomer and 2% by weight of a crosslinking agent, 2% by weight of an accelerator and 1% by weight of a perfume to form a polymerization solution;
Mixing the resin composition and the polymer solution at a weight ratio of 1: 3: 1;
And a polymerization step of polymerizing the mixture obtained in the mixing step,
The resin composition is composed of 36 wt% of the pigment mixture, 4 wt% of the initiator mixture, 54 wt% of the polymethyl methacrylate, and 6 wt% of the fluorine compound,
Wherein the inorganic filler is alumina,
The fluorine compound is CaF ₂ having antimicrobial activity against Streptococcus mutans ,
Wherein the perfume is a perfume which releases a mangosteen fragrance to reduce odor of the polymer solution. delete The pigment mixture according to claim 5, wherein the pigment mixture is prepared by mixing at least one selected from a white pigment mixture, a red pigment mixture, a yellow pigment mixture, and a black pigment mixture,
The white pigment mixture was formed by mixing 98 wt% of polymethyl methacrylate and 2 wt% of a white pigment,
The red pigment mixture was formed by mixing 99.95% by weight of polymethylmethacrylate and 0.05% by weight of red pigment,
The yellow pigment mixture was formed by mixing 99.9% by weight of polymethyl methacrylate and 0.1% by weight of a yellow pigment,
Wherein the black pigment mixture is formed by mixing 99.95 wt% of polymethylmethacrylate and 0.05 wt% of a black pigment.

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