JP2934781B2 - Filling composition for living hard tissue - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a filling composition for living hard tissue used for complementing (protecting) a tooth or bone defect and bonding to a prosthesis. It is.

[Conventional technology]

Recently, a two-component filling composition composed of a liquid agent and a powder agent has been used for complementing a defective portion of a tooth or a bone and bonding the same to a prosthesis.
For example, there is a liquid agent using a methyl methacrylate monomer to which a curing accelerator such as a tertiary amine is added, and a powder using a methyl methacrylate polymer to which a catalyst such as benzoyl peroxide is added. Normally, such a filling composition mixes two types of components immediately before use and then fills the defective portion and cures naturally. However, the reactivity when mixing the two components is too high. However, there is a disadvantage that the operability (mixing time and uniformity) is poor, and the heat generation temperature during curing becomes extremely high, which adversely affects the living tissue.

On the other hand, α-cyanoacrylate is well known as an instant adhesive, and this compound cures in a short time and has a characteristic that a strong adhesive force can be obtained. It has been applied to various fields up to the field. For example, in the medical field, it is used for applications such as blood vessel bonding and bone bonding by utilizing its strong adhesive force. However, α-cyanoacrylate is an extremely reactive substance,
There are problems such as poor operability in bonding, and difficulty in adjusting the curing time.

Furthermore, when a filling composition for living hard tissue comprising an α-alkyl cyanoacrylate having such high reactivity and an active inorganic powder such as barium sulfate and titanium oxide is used as a filling material for teeth. In spite of the fact that the α-alkyl cyanoacrylate has excellent curability and adhesiveness, the reactivity becomes extremely high depending on the type of the inorganic powder to be mixed, and the curing of the filling composition during the mixing is performed. The reaction is promoted and uniform mixing cannot be performed, and a mass is formed.

As described above, α-alkyl cyanoacrylate is
Although excellent in terms of curability and adhesiveness, the filling composition for living body hard tissue using the same has the problem that the curing reaction is too fast and the operability is poor, and to date, these problems have been solved. Little is known about how to do this.

[Problems to be solved by the invention]

An object of the present invention is to provide a filling composition for living hard tissue which can improve the above-mentioned drawbacks, can easily adjust the curing reaction, and is excellent in operability at the time of mixing.

[Means for solving the problem]

The filling composition for living hard tissue of the present invention, when contacted with an α-alkyl cyanoacrylate, excessively promotes the reaction of the compound, barium, barium sulfate, barium chloride, barium oxide, strontium, strontium sulfate, strontium chloride. An active inorganic powder selected from the group consisting of strontium oxide, titanium oxide, iron oxide, and hydroxyapatite, in a state where the surface is coated with an inert resin, is contained together with an α-alkyl cyanoacrylate and a basic catalyst. It is characterized by having.

Here, the inert resin refers to a polymer that has no influence on the α-alkyl cyanoacrylate, the basic catalyst, and the inorganic powder, and is compatible without adversely affecting the living body.

In the present invention, since the inorganic powder contained in the filling composition for living hard tissue is coated with the above-described resin, even if an inorganic powder that transiently promotes the reaction of α-alkyl cyanoacrylate is used as the inorganic powder, , Can be prevented from coming into direct contact with the α-alkyl cyanoacrylate. As a result, a rapid curing reaction can be alleviated, and the reaction speed of the filling composition can be adjusted to an arbitrary speed. Therefore, in the present invention, a sufficient operation time at the time of mixing can be ensured, and a uniform paste can be obtained without forming a lump.

In the present invention, the resin coated on the surface of the inorganic powder is preferably a methyl methacrylate polymer, a 2-cyanoacrylate polymer, an acrylic rubber, or the like.

On the other hand, the inorganic powder used in the present invention is preferably a fine powder finer than 80 mesh, and any biocompatible powder can be used. Barium, barium sulfate, barium chloride,
Barium oxide, strontium, strontium sulfate,
Examples thereof include strontium chloride, strontium oxide, titanium oxide, iron oxide, and hydroxyapatite, and barium sulfate is particularly preferred since it has X-ray contrast properties.

Further, in the present invention, simultaneously with such an active inorganic powder, an inorganic powder such as silica, alumina and zircon may be used.These inert inorganic powders may be coated on the surface with a resin as described above. Alternatively, it may be used as it is without coating the surface with a resin.

The method of coating the surface of the active inorganic powder with the resin is not particularly limited. For example, a method of growing the resin from the surface of the inorganic powder by suspension polymerization is suitable.

Further, the basic catalyst used in the filling composition of the present invention,
There is no particular limitation as long as it does not adversely affect the living body, but preferred examples include dimethyl paratoluidine and dihydroxyethyl paratoluidine.

In general, such a catalyst is preferably used by adhering to the surface of an inorganic powder coated with a resin as described above, particularly when an inert inorganic powder not coated with a resin is used in combination. Directly on the surface of such an inorganic powder,
It is preferred to use a catalyst attached.

On the other hand, the α-alkyl cyanoacrylate used in the present invention is not particularly limited as long as it does not adversely affect the living body.
-Methyl cyanoacrylate, α-ethyl cyanoacrylate, α-chloroethyl cyanoacrylate, α-n
-Propyl cyanoacrylate, α-i-propyl cyanoacrylate, α-allyl cyanoacrylate, α-
Propargyl cyanoacrylate, α-n-butyl cyanoacrylate, α-i-butyl cyanoacrylate,
α-t-butyl cyanoacrylate, α-n-pentylcyanoacrylate, α-n-hexylcyanoacrylate, α-cyclohexylcyanoacrylate, α-phenylcyanoacrylate, α-tetrahydrofurfurylcyanoacrylate, α-heptylcyanoacrylate, α-2-ethylhexyl cyanoacrylate, α-
n-octylcyanoacrylate, α-nonylcyanoacrylate, α-oxononylcyanoacrylate, α
-Decyl cyanoacrylate, α-n-dodecyl cyanoacrylate, α-ethoxyethyl cyanoacrylate, α-3-methoxybutyl cyanoacrylate, α
-Ethoxyethoxyethyl cyanoacrylate, α
-Trifluoroethyl cyanoacrylate, α-hexafluoroisopropyl cyanoacrylate and the like, among which α-isobutylcyanoacrylate is preferable.

When preparing the filling composition for living hard tissue of the present invention,
It is preferable that the total amount of the basic powder and at least a part of the inorganic powder having at least a part of the activity be 0.2 to 0.8 g with respect to 1.0 g of the α-alkyl cyanoacrylate,
A particularly preferred range is from 1.0 to 3.5 g.

The filling composition for living hard tissue of the present invention obtained as described above exhibits excellent physical properties and biocompatibility at the time when the curing reaction is completed. Of bone and bone defects and adhesion to prostheses.

Next, in order to examine the operability when mixing the inorganic powder and the α-alkyl cyanoacrylate, as the inorganic powder, a case where the inorganic powder whose surface is coated with an inert resin was used, and the case where the inert resin was used. The experimental result in the case of using the inorganic powder before coating is shown.

Experimental Example 1 Barium sulfate having a surface coated with a methyl methacrylate polymer (PMMA) and having a weight ratio of PMMA to barium sulfate of 30:70 was prepared as an inorganic powder.

The α-alkyl cyanoacrylate used for this was α-isobutyl cyanoacrylate.

Evaluation of operability (mixing time and uniformity) when these components were mixed and used was carried out by the following method.

First, 1 g of α-isobutyl cyanoacrylate was weighed on polyethylene paper, and separately from this, 2 g of the above inorganic powder was weighed.

Thereafter, the weighed components were mixed and mixed with a polyethylene spatula so as to be uniform, and the mixing time and uniformity at this time were evaluated.

Experimental Examples 2 to 7 Evaluation was performed in the same manner as in Experimental Example 1 except that the inorganic powders described in the following table were used instead of the inorganic powders in Experimental Example 1.

The evaluation results of the operability in Experimental Examples 1 to 7 are shown in Table 1 below.

In the following table, those in which sufficient operation time for mixing can be obtained, and those which can be mixed in a paste without forming a lump are marked with ○, and those in which sufficient operation time for mixing cannot be obtained, and Those in which a lump was formed were represented by x.

From the results in the above table, the composition comprising the inorganic powder whose surface was coated with PMMA and α-isobutylcyanoacrylate (Experimental Examples 1 to 3) was the same as the inorganic powder whose surface was not coated with an inert resin. Compared with the composition comprising α-isobutylcyanoacrylate (Experimental Examples 4 to 7), it is clear that the operability at the time of mixing is remarkably excellent, and a sufficient operation time is obtained at the time of mixing, and the compound is hardened at the time of mixing. Was obtained, and a uniform paste was obtained.

Next, an α-alkyl cyanoacrylate, a basic catalyst, and an inorganic powder whose surface is coated with an inert resin, the operability of the filling composition for living hard tissue of the present invention, and an inert resin. 2 shows comparative results regarding the operability of a filling composition containing an inorganic powder whose surface is not coated.

〔Example〕

Example 1 As a basic catalyst, diethanol paratoluidine was prepared, 0.03 g was weighed, and then 2 g of an inorganic powder (barium sulfate having a surface coated with PMMA) described in Experimental Example 1 and α-isobutyl cyanoacrylate Example 1 with 1g
By mixing according to the method described, a filling composition for living hard tissue of the present invention was prepared, and the operability at this time was evaluated by the same method as in Experimental Example 1.

Example 2 Evaluation was performed in the same manner as in Example 1 except that the inorganic powder described in Experimental Example 2 (titanium oxide whose surface was coated with PMMA) was used instead of the inorganic powder of Example 1. went.

Comparative Example 1 Except for using the inorganic powder (barium sulfate) described in Experimental Example 4 in place of the inorganic powder in Example 1,
The operability was evaluated in the same manner as in Example 1.

Comparative Example 2 The operability was evaluated in the same manner as in Example 1 except that the inorganic powder (titanium oxide) described in Experimental Example 5 was used instead of the inorganic powder in Example 1.

In the filling composition for living hard tissue of the present invention containing an inorganic powder whose surface is coated with PMMA, as described in Examples 1 and 2 above, the same as in the cases of Experimental Examples 1 to 3 described above. It was evident that the operability during mixing was remarkably excellent, a sufficient operation time was obtained during mixing, and a uniform paste was obtained without forming a lump during mixing.

Further, when the curing reaction was completed, it exhibited excellent physical properties and biocompatibility, and was particularly suitable for use in complementing tooth and bone defects and bonding to prostheses.

On the other hand, the filling compositions described in Comparative Examples 1 and 2 did not provide sufficient operation time for mixing, and formed a lump by mixing, which was not suitable for use as a filling composition for living hard tissue. Was something.

〔The invention's effect〕

In the filling composition for living hard tissue of the present invention, since the curing speed when the α-alkyl cyanoacrylate, the basic catalyst and the inorganic powder are mixed can be adjusted, a sufficient mixing time can be obtained, and the solidification can be performed. , And a uniform paste can be obtained without forming the same.

In addition, the filling composition for living hard tissue of the present invention exhibits excellent physical properties and biocompatibility, so that it is used for living hard tissue, particularly for complementing tooth and bone defects and bonding to prostheses. Very effective if you do.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-50-12125 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A61L 25/00 A61L 27/00 A61L 6 / 00

Claims (3)

(57) [Claims] A barium, which excessively promotes the reaction of the compound when contacted with an α-alkyl cyanoacrylate.
An active inorganic powder selected from the group consisting of barium sulfate, barium chloride, barium oxide, strontium, strontium sulfate, strontium chloride, strontium oxide, titanium oxide, iron oxide, and hydroxyapatite is coated on the surface with an inert resin. A filling composition for living hard tissue, characterized in that the filling composition is contained together with an α-alkyl cyanoacrylate and a basic catalyst. 2. The filling according to claim 1, wherein the inert resin is selected from the group consisting of methyl methacrylate polymer, 2-cyanoacrylate polymer and acrylic rubber. Composition. 3. The method according to claim 1, wherein an inorganic powder selected from the group consisting of silica, alumina, and zircon is also included in a state where the surface is not coated with the inert resin. Filling composition for living hard tissue.