JP3457384B2 - Oral molding material composition - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oral molding material composition such as an impression material containing a plant-derived antibacterial component.

[0002]

2. Description of the Related Art Oral molding materials in the dentistry field include pulp-protecting materials (pulp covering materials, lining materials), molding fillers, temporary sealing materials, preventive filling materials (sealant materials), root canal filling materials, etc. There are direct molding materials, and also model making materials (impression materials, model materials,
There are indirect molding materials such as tooth profile materials, tray materials), adhesive materials, resin molding materials (resins for floors, resin teeth, hard resins for crowns, room temperature polymerization resins, soft resins).

Among the impression materials, non-elastic impression materials (modeling compound, zinc oxide eugenol paste, etc.), elastic impression materials (alginate impression material, agar impression material, silicone rubber impression material, polysulfide rubber impression material, etc.) are available. Of these, alginate impression materials are most often used.

The actual products of alginate impression materials are of powder type and paste type. The powder type has a composition such as alginate, gypsum, diatomaceous earth,
When water is added and kneaded when used, a curing reaction occurs.
For the paste type, alginate, diatomaceous earth, water, etc. are made into a paste, and gypsum is added when using.

In handling oral molding materials such as impression materials, antibacterial measures are often not taken at present, but from the viewpoint of hygiene, giving antibacterial properties should also be considered. Is. In particular, when a raw material in which microorganisms easily propagate, such as an alginate impression material, is used in which microorganisms are easily attached and used for a time sufficient for the microorganism to propagate, it is desirable to take antibacterial measures.

As one of the antibacterial measures, it is possible to add a synthetic antibacterial agent having a strong antibacterial activity to the molding material for oral cavity.
However, considering that the molding material for oral cavity is applied to the oral cavity, the use of synthetic antibacterial agents is hesitant.

[0007]

By the way, the components extracted from various plants such as ginger, ginger, mugwort, and the like with water or an organic solvent contain a component exhibiting antibacterial activity. For example, JP-A-60-32705 discloses an antimicrobial agent containing an extract of ginger rhizome as an active ingredient. If such an extract can be used for the purpose of imparting antibacterial properties to molding materials for the oral cavity, such as impression materials, it is a natural product, so it is a safety issue. can do.

However, an antibacterial agent extracted from a plant with water or an organic solvent has the advantage that it is safer than synthetic antibacterial agents (synthetic preservatives and synthetic bactericides), but on the other hand, antibacterial agents are superior to synthetic antibacterial agents. Since it has an inherent problem of low power and has an unavoidable odor, taste and coloring peculiar to the plant, it is not suitable as an antibacterial agent to be added to an oral molding material such as an impression material.

The inventor of the present invention has been earnestly researching antibacterial components contained in plants, but in some plants, the antibacterial component is a condensate in which functional groups originally exhibiting antibacterial activity are bound to each other. Since it is in a high molecular state and the functional group is blocked even if this condensed or polymerized substance is extracted and separated, the idea is that the antibacterial activity may not be fully exerted. It was

Under these circumstances, the present invention has an object to provide a molding material for oral cavity, which uses an antibacterial component derived from a natural product and has an excellent antibacterial activity.

Although not related to the antibacterial agent, Japanese Patent Publication No. 61-8694, which is filed by the present applicant, discloses:
18 when boiling point range obtained by dry distillation of tea is 20 mmHg
0 to 200 ° C (boiling point changes depending on pressure)
Have been shown to be used as a deodorant for eliminating odors such as ammonia odor, amine odor and mercaptan odor.

[0012]

The oral molding material composition of the present invention comprises a vacuum dry distillation product of a plant selected from the group consisting of perilla, bamboo, ginger, and mugwort (particularly in the oral molding material). In addition, the antibacterial component consisting of a vacuum dry distillation product of bamboo) is contained.

The present invention will be described in detail below.

In the present invention, a plant selected from the group consisting of perilla, bamboo, ginger, and mugwort is used as the antibacterial component. Among these, bamboo is the most excellent in that an antibacterial component having particularly excellent antibacterial properties can be obtained, a large amount of raw materials can be obtained at low cost, and a low-odor antibacterial component can be obtained.

The desired antibacterial component can be obtained by pulverizing, if necessary, a plant selected from these four species, drying and then vacuum-distilling.

It is particularly desirable to carry out the vacuum dry distillation at this time at a high temperature. Typical vacuum distillation conditions are 120-35.
0 ° C (preferably 130-320 ° C, especially 140-30
0 ° C.) and 100 mmHg or less (preferably 60 mmHg or less, especially 10 to 50 mmHg, especially 15 to 45 mmHg). The first distillate during vacuum distillation may be appropriately cut.

If the temperature during the vacuum distillation is too low, the thermal decomposition becomes insufficient, and if it is too high, the carbonization proceeds to reduce the yield of the desired product. When the degree of vacuum is insufficient or when no vacuum is applied, the target distillate is reduced, and the dry distillate thus obtained does not provide the desired antibacterial component.

The vacuum-distilled product obtained by the above-mentioned operation is usually a viscous liquid, so it can be treated by diluting it with water, ethanol, propylene glycol or the like. Further, the obtained dry distillation fraction can be further purified.

The antibacterial ingredient obtained by the above method has slightly different active ingredients due to the difference in the raw material plant.
2 of these plants to broaden the antibacterial spectrum
It is also possible to subject one or more species to vacuum dry distillation together, or to use two or more species of vacuum dry distillation obtained from these plants as a mixture. It is also possible to use the vacuum-distilled product of these plants together with the vacuum-distilled products or extracts of other plants or other antibacterial components.

In the present invention, the antibacterial component obtained by the above-mentioned dry distillation under reduced pressure is contained in the molding material for the oral cavity.

As the oral molding material, as described in the section of the prior art, pulp protecting material (pulp covering material, lining material), molding filling material, temporary sealing material, preventive filling material (sealant material), Examples include direct molding materials such as root canal filling materials, model making materials (impression materials, model materials, tooth mold materials, tray materials), bonding materials, resin molding materials (hardening resin for floors, resin teeth, crowns). Resin,
Indirect molding materials such as room temperature polymerization resins and soft resins) can be mentioned.

Among the impression materials, non-elastic impression materials (modeling compound, zinc oxide eugenol paste, etc.), elastic impression materials (alginate impression material, agar impression material, silicone rubber impression material, polysulfide rubber impression material, etc.) can give.

Of these, impression materials, especially alginate impression materials, are the most important. The main compositions of alginate impression materials are alginate, gypsum (sometimes lead silicate is used), and diatomaceous earth (some other fillers are also used). As alginate, sodium alginate, potassium Salts, magnesium salts, ammonium salts, trieanolamine salts and the like are used. In addition, tribasic sodium phosphate, sodium carbonate and the like are used as a curing time adjusting agent, and a lubricant (zinc fluoride or the like), a coloring agent, a fragrance and the like can be appropriately added.

The content of the antibacterial component is 0.0 based on the molding material.
The amount is 01 to 15% by weight, preferably 0.005 to 10% by weight, and more preferably 0.01 to 8% by weight. If the content of the antibacterial component is too low, the desired antibacterial property cannot be obtained. On the other hand, if the content is too high, the antibacterial property does not rise above a certain level, and it is disadvantageous in cost. Depending on the case, the curing reaction of the molding material may be negatively affected.

The curing reaction in the case of alginate impression materials is
First, the phosphate ion and carbonate ion of the trisodium phosphate and sodium carbonate, which are curing time regulators, are consumed, and only after these ions are consumed, the curing from the water-soluble alginate to calcium alginate (insoluble salt). The reaction takes place. That is, the curing reaction time can be adjusted depending on the amount of the curing time adjusting agent. The above reaction is represented by the following equation. First stage reaction 2 Na ₃ PO ₄ + 3 CaSO ₄ → Ca ₃ (PO ₄ ) ₂ + 3 Na ₂ SO ₄ or Na ₂ CO ₃ + CaSO ₄ → CaCO ₃ + Na ₂ SO ₄ Second stage reaction (Curing reaction) Na _n・ Alg + n / 2 CaSO ₄ → n / 2 Na ₂ SO ₄ + Ca _{n / 2}・ Alg
, Or K _n・ Alg + n / 2 CaSO ₄ → n / 2 K ₂ SO ₄ + Ca _{n / 2}・ Alg

After obtaining the impression from the alginate impression material, a model material (usually gypsum) is injected therein. In this case, in order to prevent the surface hardening of the model from being delayed or the surface to be roughened, it is usual to immerse the obtained impression in the fixing solution for several minutes (within 5 minutes). Examples of fixatives are aqueous solutions of zinc sulfate, potassium sulfate, manganese sulfate, alum and the like (eg 2% aqueous solution).

[0027]

[Function] Although the antibacterial components contained in the plant are partially present in a free form, most of them are condensed or polymerized antibacterial components in which functional groups that originally exert antibacterial activity are bound to each other. It is considered to be a complex. Therefore,
Simply extracting and separating this with water or an organic solvent leaves it in the form of a complex, which blocks the functional groups that should exert antibacterial activity. As described above, the extract contains only a small amount of free form, and thus exhibits a relatively small antibacterial activity.

In the present invention, however, the above-mentioned composite material is thermally decomposed and exerts its original antibacterial activity because it is brought to high temperature conditions (high temperature conditions not excessively high temperature) by the vacuum distillation operation. It is considered that, at the same time as the functional group is exposed, it is distilled out in a state rich in the active ingredient and separated from the residue. That is, the vacuum distillation operation plays a role of thermally decomposing the complex and a role of separating the antibacterial component, which is a thermal decomposition product thereof, from the residue in a state in which inclusion of contaminants is minimized.

In the present invention, a plant (particularly bamboo) selected from the group consisting of perilla, bamboo, ginger, and mugwort is selected from a large number of experiments and obtained by extraction with water or an organic solvent. Not only the extract but also the vacuum-distilled product obtained by vacuum-distillation of other plants yields an antibacterial component having a significantly stronger antibacterial activity than that of the plant. However, they succeeded in obtaining a molding material for oral cavity such as an impression material having an excellent antibacterial property.

[0030]

EXAMPLES The present invention will be further described with reference to examples. Hereinafter, "%" means% by weight.

Example 1 Obtaining Bamboo Dry Distillation The crushed bamboo (Moso bamboo) was fed to a vacuum distillation device and vacuum dried under conditions of a temperature of about 200 ° C. and a pressure of about 20 mmHg.
The distillate was taken up in ethanol. As a result, a solution having a distillate concentration of 20% was obtained.

Impression Materials Sodium alginate, gypsum, diatomaceous earth, and three types of commercially available alginate impression materials (elastic irreversible aqueous colloidal impression materials) whose main ingredients are setting agents (tribasic sodium phosphate) (A , B, and C) were prepared.

Bacterial species used The following three species were used. 1. Staphyrococcus aureus IFO 13276 (Staphylococcus aureus) 2. Streptococcus mutans IFO 13955 (caries) 3. Candida albicans IFO 1594 (mold)

Medium to be used, preculture Sterilized heart infusion liquid medium (abbreviated as HI medium) was inoculated with bacteria and cultured.

Sample Preparation The impression material was kneaded with water according to the prescribed method to prepare a disk having a diameter of 8 mm and a thickness of 2 mm. To this disc, an ethanol solution of the bamboo vacuum-distilled product obtained above was blended in an amount of 1%, 3%, or 5% on a wet basis, and a blank product without any additive was prepared.

Test method -Prepared bacterial solution was prepared by diluting the precultured bacterial solution in a sterilized HI liquid medium to the extent that faint turbidity of the bacteria was observed.
This number of bacteria is measured.・ The impression material disk is left in a clean bench under UV irradiation for 1 hour, then 10 μl of the prepared bacterial solution is applied to the disk, and left standing at room temperature for 1 hour.・ After leaving, put one disc into 10 ml of sterilized water,
Shake vigorously for 10 seconds, let stand for 1 minute, and repeat for 10 minutes.
After shaking for 2 seconds, serial dilution (10 times) is performed and the number of bacteria is measured. -The culture medium used for the measurement was Petrifilm medium AC plate (SA, SM) and YM plate manufactured by 3M Pharmaceutical Co., Ltd.・ Culture at 30 ℃ for 72 hours, 30 per plate
The number of bacteria was calculated from the plate in which ˜300 colonies were recognized.

Conditions and results when the above three kinds of bacteria are used are shown in Tables 1 to 3.

[0038]

[Table 1] Conditions Staphyrococcus aureus IFO 13276 Initial number of bacteria S-0 5.0 × 10 ⁷ cells / ml Theoretical value (10 μl) 2.5 × 10 ⁵ cells / disk direct 4.5 × 10 ⁵ cells / ml

[0039]

[Table 2] Conditions Streptococcus mutans IFO 13955 Initial cell count S-0 1.5 × 10 ⁸ cells / ml Theoretical value (10 μl) 7.5 × 10 ⁵ cells / disk direct 1.7 × 10 ⁵ cells / ml

[0040]

[Table 3] Conditions Candida albicans IFO 1594 Initial number of cells S-0 4.0 × 10 ⁵ cells / ml Theoretical value (10 μl) 2.0 × 10 ³ cells / disk direct 4.0 × 10 ³ cells / ml

Examples 2 to 4 and Comparative Examples 1 to 2 Instead of the dry distillation of bamboo, vacuum dry distillation of perilla (Example 2) obtained by vacuum dry distillation of Example 1 in the same manner as in Example 1 and vacuum dry distillation of ginger Substance (Example 3), vacuum dried distillate of mugwort (Example 4)
Was used.

The above-mentioned A was used as the impression material, and the bacterial species was Strept.
Using ococcus mutans IFO 13955, the additive amount was set to 3
%, The sample was prepared and tested in the same manner as in Example 1. The results are shown in Table 4.

[0043]

[Table 4] Conditions Streptococcus mutans IFO 13955 Initial bacterial count S-0 1.5 × 10 ⁸ cells / ml Theoretical value (10 μl) 7.5 × 10 ⁵ cells / disk Direct 1.7 × 10 ⁵ cells / ml Results Additives Additive amount Number of bacteria Example 2 Perilla vacuum reduced distillate 3% 350 Example 3 Ginger depressurized dry distillate 3% 400 Example 4 Wormwood reduced pressure distillate 3% 500 Comparative Example 1 Bamboo hot water extract 3% 6000 pieces Comparative Example 2 Bamboo ethanol extract 3% 4000 pieces Control 0% 19000 pieces

Example 5 An agar impression material D (elastic reversible aqueous colloidal impression material) consisting of agar, borax, potassium sulfate, gel strength modifier, viscosity modifier and water was used, and the strain was Streptococcus mu.
Samples were prepared and tested in the same manner as in Example 1, using tans IFO 13955, setting the blending amount of the bamboo vacuum dry distillation in Example 1 to 0 to 5%. The results were as follows. 0% blend: 15,000 bacteria 1% blend: 900 bacteria 3% blend: 50 bacteria 5% blend: 10 bacteria or less

Example 6 At the gutta-percha point (an example of a root canal filling material) containing gutta-percha as a main material, 1 part of the bamboo vacuum destillation product of Example 1
When blended up to 5%, a remarkable antibacterial property was obtained as compared with the unblended one.

Example 7 A methylmethacrylate monomer containing a polymerization inhibitor, a plasticizer and a crosslinking agent (glycol dimethacrylate) was mixed with spherical polymethylmethacrylate powder containing a catalyst, a colorant, a plasticizer and a fibrous dye compound. When 1 to 5% of the bamboo vacuum dry distillation product of Example 1 was blended with the acrylic resin (an example of a floor resin), a remarkable antibacterial property was obtained as compared with the unblended one.

<HPLC Analysis> HPLC of three kinds of vacuum-distilled bamboo, hot water extract and warm ethanol extract
(High performance liquid chromatography) was analyzed under the following conditions.・ Column 6 mmφ × 150 mm, using YMC Packed Column A312 manufactured by YMC Co., Ltd. Packing agent: ODS (Ocdadecyl silica gel) type packing agent ・ Carrier acetonitrile / water / acetic acid = 50/4
7/3 (v / v) mixture ・ Detector UV 280nm ・ Flow rate 1.0 ml / min ・ Chart speed 5 mm / min

The results are shown in FIGS. 1, 2 and 3. FIG. 1 is a chart of vacuum dry distillation of bamboo, FIG. 2 is a chart of hot water extract of bamboo, and FIG. 3 is a chart of hot ethanol extract of bamboo. From these figures, it is understood that the chart of the vacuum dry distillation by high performance liquid chromatography is significantly different from the charts of the hot water extract and the ethanol extract.

<GCMS Analysis> Further, the vacuum-distilled bamboo shoots were analyzed by GCMS (gas chromatograph mass spectrometer) under the following conditions. The results are shown in Fig. 4.・ GC column: methyl silicone, 25m × 0.2mm,
ID 0.33 μm ・ Injection temperature: 250 ° C ・ Interface temperature: 220 ° C ・ Column temperature: 50 to 200 ° C, 5 ° C / min ・ He flow rate: 40 ml / min

[0050]

INDUSTRIAL APPLICABILITY Since the molding material composition for oral cavity of the present invention uses a natural product-derived antibacterial component, it is safe to be applied in the oral cavity, and the antibacterial property contained Despite the fact that the components are derived from natural products, their antibacterial activity is extremely excellent, and the odor, taste, and color of the molding material composition containing the antibacterial component are also small.

[Brief description of drawings]

FIG. 1 is a chart of bamboo vacuum-distillation by HPLC.

FIG. 2 is a chart of bamboo hot water extract by HPLC.

FIG. 3 is a chart of a bamboo warm ethanol extract by HPLC.

FIG. 4 is a parent peak appearing in a mass spectrum of each component contained in a bamboo vacuum destillation product.

─────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-4-270207 (JP, A) JP-A-2-142711 (JP, A) JP-A-1-100110 (JP, A) JP-A-1- 40410 (JP, A) JP 63-112505 (JP, A) JP 6-227931 (JP, A) JP 5-306232 (JP, A) JP 5-95769 (JP, A) JP 60-32705 (JP, A) JP 4-99704 (JP, A) JP 45-12753 (JP, B1) (58) Fields investigated (Int.Cl. ⁷ , DB name) A61K 6/00-6/10

Claims (6)

(57) [Claims] 1. A molding material composition for an oral cavity, which comprises an antibacterial component composed of a vacuum-distilled product of a plant selected from the group consisting of perilla, bamboo, ginger, and mugwort in a molding material for the oral cavity. 2. The composition according to claim 1, which is obtained by dry distillation under reduced pressure at a temperature of 120 to 350 ° C. under a reduced pressure of 100 mmHg or less. 3. The composition according to claim 1, wherein the antibacterial component is a vacuum-distilled product of bamboo. 4. The content of the antibacterial component in the molding material is 0.0.
The composition according to claim 1, which is 01 to 15% by weight. 5. The composition according to claim 1, wherein the molding material is a direct molding material or an indirect molding material for the oral cavity. 6. The composition according to claim 1, wherein the molding material is an impression material among direct molding materials.