JPH0149326B2 - - Google Patents

Description

[Detailed description of the invention]

TECHNICAL FIELD The present invention relates to a dental cement composition that is effective and has features in terms of less irritation, particularly less irritation, in dental treatment. Various types of dental cement are used in practice, but one of them is that the A component is zinc white (ZnO) and the B component is Eugenol (also called eugenol, which is the main component of clove oil). There is Eugenol cement, which is a combination preparation consisting of clove oil itself (sometimes referred to as clove oil itself), and is used as a paste by kneading Parts A and B together, and has a long history. It remains a clinically indispensable cement today. The clinical uses of this cement include gingival bandages, pulp caps, temporary seals, root canal fillings, denture linings, and impressions. The present invention was achieved as a result of research to improve the cement, and in particular, does not use eugenol. A more detailed explanation of the cement is as follows. That is, the A and B components of the cement are kneaded in appropriate amounts to form a paste during treatment, and the mixing ratio is arbitrary to some extent depending on the treatment. The strength of the object can be adjusted within a certain range. However, there is a limit to this, so cements with devised compositions and manufacturing methods have been put into practical use depending on the purpose of use. That is, the present applicant disclosed the following facts regarding the improvement of the Eugenol cement in the prior invention. For example, patent application 1975-75545
In Japanese Patent Application No. 1987-98112, a cement composition to which metal soap or the like is added in advance is a cement with good margin sealing properties (described later), and in Japanese Patent Application No. 1986-98112, a cement composition to which fine particles of silicon oxide are added is To improve the latter's operability when kneading before use and during treatment, Japanese Patent Application No. 47-79749 proposed that a cement composition to which cut synthetic fibers were added in advance had high toughness and could be used under occlusal pressure. To provide a temporary sealant (described later) that is hard to chip and easy to remove from the affected area if necessary, and furthermore, in Japanese Patent Application No. 51-78405, a cement composition in which calcium hydroxide is added to agent A and mixed with silicone oil is It is disclosed that the cured product after curing has some elasticity and is suitably used for root canal filling and gingival bandage purposes. As described above, the basic composition of cement is ZnO and eugenol, but by modifying the formulation, it can be used for various purposes. The general prescription content is that if agent A is powder, agent B is
When the agent is liquid and agent A is in the form of an ointment, agent B is often also in the form of an ointment. However, in cases where agent A is powder, agent A mainly consists of ZnO and rosin, with some of the ZnO It is also possible to use formulations in which inorganic oxide salts and inorganic acid salts such as magnesium oxide, zinc acetate, barium sulfate, aluminum silicate, and magnesium aluminate are substituted. As agent B, eugenol is mainly used, and some are mixed with olive oil, but depending on the formulation, a small amount of an organic acid such as propionic acid or benzoic acid is added and mixed as a curing accelerator. As mentioned above, a major feature of eugenol cement is that the curing time of eugenol cement and the strength of the cured cement can be achieved to some extent as desired by devising the formulation of eugenol cement. Since agent B is mainly composed of eugenol, it has a characteristic odor and contains phenolic OH in its molecules, so it is suitable for procedures that involve direct contact with hard tissues, especially open wounds, such as gingival bandages or sometimes root canal fillings. This may cause discomfort to the patient. In addition, Eugenol is an imported product and has a high price and is subject to fluctuations.
Furthermore, since it is a natural product, it is difficult to obtain one of a certain quality.
It also has a tendency to become discolored over time and impair its commercial value.
The present inventors have found that there is no irritating odor or coloring peculiar to Eugenol as mentioned above, and it is also inexpensive as a raw material, and has a curing time similar to that of cement compositions using Eugenol, and the curing behavior is not much different. The present invention was obtained as a result of research on compositions that exhibit the same or higher strength of cured products. That is, to explain the present invention in detail, a previously known agent A consisting of ZnO or other inorganic acid salts, inorganic oxidized salts, and rosin, an organic unsaturated fatty acid, an organic unsaturated fatty acid, an organic saturated fatty acid, and a polyhydric alcohol or polyalkylene glycol. Or a dental cement composition consisting of agent B according to the present invention, which is a mixture of these and a small amount of an organic acid added, and is used as a paste by kneading agent A and agent B at the time of treatment. One of the important effects of the present invention is that it cures within an appropriate time. Next, embodiments of the present invention will be described. As mentioned above, the present invention has found a composition that can be substituted for eugenol in order to improve the drawbacks of eugenol, which constitutes the conventionally used eugenol cement, but an even more significant feature is A, which is used as the A agent in eugenol cement. One of the important effects of the present invention is that the agent can be used as is as agent A in the composition of the present invention. Therefore, agent B based on the present invention will be explained below. That is, this agent B contains (a) an organic unsaturated fatty acid or an organic unsaturated fatty acid and an organic saturated fatty acid, (b) a polyhydric alcohol or a polyalkylene glycol, or a mixture of both, and (c) a small amount of an optionally used organic acid. It is a mixture consisting of the three. That is, this agent B consists of an organic unsaturated fatty acid, an organic saturated fatty acid, or a mixture thereof, with the addition of a polyhydric alcohol, a polyalkylene glycol, or a mixture thereof. Consists of organic acids. The organic unsaturated fatty acid used in the present invention has the general formula
C _o H _2o-1 Oleic acid, elaidic acid, erucic acid, and undecylenic acid equivalent to COOH, C _o H _2o-3
Linoleic acid, which corresponds to COOH, linolenic acid, which corresponds to C _o H _2o-5 COOH, and the like are easily available in the market, and these acids can be preferably used. Furthermore, organic saturated fatty acids such as lauric acid, impalmitic acid, and isostearic acid, which correspond to the general formula C _o H _2o+1 COOH, are easily available in the market, and therefore these can be suitably used. However, in the above formula n
means a number from 1 to 22. It is known that the principle that O _o O, which is the main component of agent A, solidifies when mixed with an acid is applied to dental cement. However, the acids that are currently in practical use include inorganic phosphoric acid, polyacrylic acid, and esters of polyacrylic acid, and cements made of these elements are harsh, and hardened cement is too strong to be temporarily sealed. It is not suitable for use or for root canal filling. In the present invention, an organic acid, which is not currently in practical use, was used, and a polyhydric alcohol or glycol was further added thereto to obtain a B agent composition that can be substituted for the conventional B agent for eugenol cement. In the B agent composition of the present invention, organic unsaturated fatty acids or organic unsaturated fatty acids, organic saturated fatty acids, and polyhydric alcohols or glycols are essential. A specific example is as follows. Example: Agent A: Manufactured by Showa Yakuhin Kako KK. Root canal filling agent [trade name "Canals"] Agent A (g) Zinc white 40 Rosin 30 Barium sulfate 15 Bismuth subcarbonate 15 100 Agent B: Using prescriptions a and b in Table 1, agent A 3g agent B Knead at a ratio of 1 ml, JIS T-6602
The mixture was kneaded according to the method described in 1. The mixture was left in a small box at 37°C and 100% relative humidity to solidify. The method for measuring crushing drag (strength: Kg/cm ² ) was also based on JIS T-6602 (see later for an outline).

[Table] (Note) % is weight%
The fatty acids used in the present invention are C _9-17 H _19-35 COOH
It has the structure of linoleic acid,
These include oleic acid or isostearic acid. Polyhydric alcohols include propylene glycol (PG) or glycerin, and polyalkylene glycols include polyethylene glycol (PEG).
or polypropylene glycol (PPG) or a mixture thereof. The cement composition of the present invention may be a composition that hardens in 2 to 4 minutes in the oral cavity (when used as a temporary sealant, etc.) or a root canal filling composition that should harden in 15 to 60 minutes. be. 15 in such case
A composition that hardens in ~60 minutes can be achieved by adjusting the quantitative relationship between the composition ratios of agent B of the present invention, but a composition that hardens in 2 to 4 minutes can be achieved using the conventional technique of Eugenol cement. A desired amount of an acidic substance known in the art, such as acetic acid, propionic acid or benzoic acid, usually in an amount of around 1% or less, is added to the composition of the invention. The composition range of the dental cement composition as a specific example of the present invention is as follows: Linoleic acid 5-50% by weight Isostearic acid 5-50% by weight Polyhydric alcohol or polyalkylene glycol
The amount is 20 to 80% by weight, and during treatment, the above agents A and B are kneaded together and used in the form of a paste. Further, a specific composition example of the above agent B is as follows: (i) Linoleic acid: PG = 1:1 (ii) Linoleic acid: PEG = 1:1 (iii) Oleic acid: PG = 1 :1 (iv) Oleic acid: PEG = 1:1 (v) Linoleic acid: Isostearic acid: PG = 2:
3:5 (vi) Oleic acid: Isostearic acid: PG=2:
3:5 (vii) Linoleic acid: Isostearic acid: PEG=
2:3:5 (viii) Oleic acid: Isostearic acid: PEG=
2:3:5 PPG can be used in place of PEG in these composition examples, and a portion of PG can also be replaced with glycerin or a mixture thereof. Furthermore, 0.5 to 1.0% by weight of a curing accelerator may or may not be added to the above-mentioned composition components, and this is determined depending on the purpose of use. Although the B agent according to the present invention is in a liquid state in many cases, it may be mixed with a suitable shape retaining agent (for example, light silica, bentonite, aluminum silicate, rosin, wax, etc. or melted under heat). When used in combination, a semi-solid ointment can be produced. This is because, as mentioned above, if the B agent is in the form of an ointment, it is convenient for use if the A agent is also in the form of an ointment. For example, by kneading part A with parsam or olive oil, or by adding some or all of the ingredients of part B that do not normally participate in the chemical reaction with part A, such as polyhydric alcohols or glycols. It is also within the technical scope of the present invention to form Form A into an ointment. In any case, the B agent according to the present invention is stable over time, does not change in appearance such as coloring, and is therefore easy to store. Next, we will explain the case where this agent is used as a temporary sealant. What is a temporary sealant? For example, when an affected tooth is ground down in the treatment of caries (cavity), the cut part forms a recess, and the cutting exposes fresh tooth structure, so it is impossible to eat as is. In such cases, until the next visit to the hospital (3 to 7 days later),
The cement used to seal the recess is called a temporary sealant, and it hardens in about 3 to 5 minutes after filling, and the hardened product is non-irritating, can withstand chewing of food, and will not break or wear away.
It must adhere tightly to the tooth structure and completely seal off the gap between the edge of the cement and the tooth structure (referred to as margin sealing) until it is removed, completely preventing the invasion of bacteria in the oral cavity. . The degree of adhesion of the cement composition or the strength of the cement after hardening are largely related to the edge sealing properties. The following methods are used to measure the sealing property and strength. a Measurement of sealing property A glass tube with an inner diameter of 4 mm and a length of 70 mm was dehydrated and filled with copper sulfate powder, one end was sealed with the paste and the other end with silicone rubber, and then placed in hot water at 37°C for 7 days.
After soaking for a day, the degree of discoloration of copper sulfate in the glass tube is examined. b Measurement of cement strength (JIS T-6602) A cylindrical test piece with an outer diameter of 6 mm and a length of 12 mm was prepared using a mold, and after being immersed in hot water at 37°C for 24 hours, it was heated at a rate of 0.25 mm per minute. The test piece is compressed and the compressive strength is measured by a conventional method. The above A test measures the sealing property, and if the copper sulfate changes color, it means that moisture has entered from the interface between the cement and the tooth structure, and it may be an indicator of the risk of bacteria entering, so it is rejected. It is determined that In addition, the compressive strength of cement for temporary sealing according to b test is at least
It is said that 70 to 200 kg/cm ² is required. The dental temporary sealing cement composition used in the present invention passed the A test, and had a strength of about 100 kg/cm ² . If the temporary sealant is too strong (for example, in the case of 500Kg or 1000Kg exceeding 200Kg), it will be difficult to remove it at a later date.
100Kg/cm ² is practically sufficient strength. Next, the case where the cement composition of the present invention is used as a root canal filling material will be explained. There is a canal called a root canal in the center of the tooth, and nerve fibers and blood vessels run through this canal, but if the pulp has to be removed (called pulp extraction) due to infection, etc. Since it becomes a cavity, it must be filled without any gaps. The cement used for this purpose is called root canal filling cement, and currently there is a special Eugenol cement [a good example is "Canals" manufactured by Showa Yakuhin Kako.
Made by KK] is used. The prerequisites for root canal filling agents are that a contrast agent (barium sulfate or bismuth salt) is prescribed to confirm the condition after filling, and that a mixture of agents A and B is mixed ( The mud-like state before hardening is called kneaded mud) is smooth and has some stickiness, and the kneaded mud is 37
Cure in 15 to 60 minutes in an environment of 100% humidity and should not shrink during curing. In the present invention, Canals' A agent, which is a prescribed contrast medium, is used as the A agent, and as the B agent, the B agent based on the present invention is used. As mentioned above, the dental cement composition of the present invention has improved operability and improved operability compared to conventional dental cement compositions.
It surpasses those of the prior art Eugenol cement used for the same purpose in terms of curing time, edge sealing properties, and strength of the cured product, and also has no irritating taste and/or odor and is durable over time. There is no color change, and the cured product is white and has an excellent appearance (aesthetics in the patient's oral cavity). In addition, the unit price of raw materials is low, there is no fluctuation in quality, and there are secondary benefits such as easy availability, and it can make a great contribution to the medical treatment. Example 1 Agent A was “Canals” (Showa Yakuhin Kako Co., Ltd.), which is made from zinc white, rosin, and contrast agent.
Use agent A (manufactured by KK). Agent B was prepared by adding 50 g of polyethylene glycol (Japanese Pharmacopoeia reagent) to 50 g of linoleic acid (purity 95%) and stirring the mixture evenly throughout. The cement composition is suitable as a root filler. Example 2 "Canals" manufactured by Showa Yakuhin Kako KK, in which zinc white, rosin, and contrast medium are prescribed as Agent A
reagent). As agent B, 20 g of oleic acid (first class reagent), 30 g of isostearic acid (first class reagent)
g, polyethylene glycol #400 (first class reagent) 50
g was added and stirred to dissolve and evenly distribute the mixture. This cement composition is used in the same manner as in Example 1. Example 3 Agent A was produced by mixing 78 g of JP Zinc White, 20 g of JP Rosin (Stabelite Rosin, manufactured by Hercules, USA), and 2 g of magnesium stearate, and pulverizing the mixture into 150 meshes. Agent B was produced by uniformly mixing 50 g of oleic acid (first grade reagent) and 50 g of propylene glycol (special grade reagent). The cement composition is suitable as a temporary sealant. The values for curing time, sealing properties and strength measured for the compositions obtained in Examples 1, 2 and 3 above are shown in Table 2.

【table】

Claims (1)

[Claims] 1. Part A consisting of zinc oxide or other inorganic salt or a mixture thereof and rosin, and Part B which is generally liquid.
In a dental cement composition consisting of the A agent and the B agent, which are mixed at the time of use and the mixture hardens over time, the B agent is one of the following (a), (b) and (c). ), namely (a) an organic unsaturated fatty acid or an organic unsaturated fatty acid and an organic saturated fatty acid, (b) a polyhydric alcohol or a polyalkylene glycol or a mixture thereof, and (c) an optionally used small amount of hardening accelerator. The dental cement composition described above, characterized in that it comprises an organic acid as an agent. 2 The organic unsaturated fatty acid and the organic saturated fatty acid have 10 to 22 carbon atoms, and the former has the general formula C _o H _2o-1
Unsaturated fatty acids corresponding to either COOH, C _o H _2o-3 COOH, or C _o H _2o-5 COOH, the latter having the general formula C _o
Saturated fatty acid equivalent to H _2o+1 COOH (where n is 10
22). 3. The polyhydric alcohol includes propylene glycol or glycerin, and the polyalkylene glycol includes polyethylene glycol or polypropylene glycol, and the composition according to claim 1 also includes a mixture thereof. thing. 4 The content of organic unsaturated fatty acids in the composition of B agent is 5
~50% by weight, and the content of organic saturated fatty acids is 5~50%
The composition according to claim 1, wherein the content of polyhydric alcohol or polyalkylene glycol is in the range of 20 to 80% by weight.