JP2011168535A - Dental fiber post containing light-guide fiber for constructing anchor tooth, and kit for dental care including the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a dental fiber post containing a light-guide fiber which can be embedded and to provide a kit, wherein the fiber post can focus light irradiation on a place which light does not reach easily and a region which needs light intensity, such as the depth and a region which light does not reach, to subject them to photopolymerization curing, without attenuating light until it reaches a target region. <P>SOLUTION: The dental fiber post containing a light-guide fiber has a light-guide fiber in which the light which is incident from a light-incident end is emitted at least from an emitting end at the other end and a side part. The light-guide fiber is made from a polymer having a hetero atom and hydrogen bonded to the same. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to a fiber post containing a light guiding fiber and a kit using the same, which can be improved in the photocuring efficiency of the composition by being embedded in a dental photocurable composition. More specifically, photocurable composite resin, photocurable composition for filling in root canal, photocurable composition for abutment tooth, adhesive composition to tooth, metal, ceramics, hard resin, floor As an alternative to root canal filling points such as gutta perture points and silver points, or post materials for building abutments such as metal points and fiber posts, which are embedded in dental photocurable compositions such as resins. The present invention relates to a fiber post containing a light guiding fiber and a kit thereof. That is, the present invention relates to a dental curable composition including photopolymerization curing, a fiber post containing a light guiding fiber, and a kit thereof suitable for the combination.

  A dental photocurable composition that is polymerized and cured by irradiation with light is highly useful because it takes time to work in the oral cavity and can be completed by irradiation with light. Since such light irradiation is performed from the top of the dentition corresponding to the superstructure of the tooth, the depth of the tooth anatomy is difficult to reach and the light cannot reach or reach anatomically. Examples of materials that can be applied to difficult parts include root canal filling sealers, gutter percher points, and post-building post materials (such as fiber posts). However, in these materials, when the curing time is increased in consideration of the work in the oral cavity, the components before curing are in contact with the living tissue for a relatively long time, and thus the biological safety may be impaired. . On the other hand, if the curing time is shortened to minimize the biosafety, the working time is shortened, so that there is a problem that accurate treatment becomes difficult.

  As a specific example, for example, in the construction of an abutment of a non-medullary tooth (a tooth from which a nerve has been removed), since the applied force is strong, a metal cast post, a core, and an adhesive are used to provide a root portion and a crown portion. I have been trying to strengthen. However, since there is a possibility of lack of aesthetics and root fracture, there is a method of applying a curable composition having the same color as the color of the tooth instead of metal and a fiber post in which fiber fibers are bundled and cured. is there. Especially, since it takes time for treatment because it works in the oral cavity, a dental photocurable composition that is polymerized and cured by irradiation with light is considered to have very high utility. For example, the above-mentioned root canal filling sealer, gutter percher point, and abutment building post material (fiber post or the like) are available. In that case, since the photocurable composition cannot be filled, a self-curable curable composition is unavoidably applied. As a result, there is a case where satisfactory treatment cannot be performed because the product is cured before the work is sufficiently completed.

  A method for solving such a problem has been proposed. In Patent Document 1, the tip of the light guide fiber is embedded to the vicinity of the bottom of the cavity filled with the photopolymerizable composition, and from the bottom of the cavity. A method of polymerizing and curing the photopolymerizable composition in the surface layer direction has been proposed. However, this has a problem that the light guide fiber and the light irradiator need to be physically connected, so that the handling is complicated, and the light irradiation direction irradiated from the front end of the light guide fiber Since the photopolymerizable composition is cured toward the surface layer portion in the opposite direction, the curing may be insufficient.

JP-A-10-146348

  The object of the present invention is to combine a dental photo-curing composition with a fiber post containing a light-guiding fiber whose irradiation site is not limited, and the depth of light that does not reach without reaching the target site without attenuating the light. To provide implantable light guide fiber-containing dental fiber posts and kits that can be photopolymerized and hardened by concentrating light irradiation on places where light is difficult to reach or where light intensity is required, such as sheaths It is in.

  Still other objects and advantages of the present invention will become apparent from the following description.

  The above objects and advantages of the present invention are as follows. First, light incident from a light incident end has a light guiding fiber that emits light from at least a light emitting end and a side surface at the other end. It is a fiber post, and the light guide fiber is achieved by a dental fiber post containing a light guide fiber, which is made of a polymer having a hetero atom and hydrogen bonded thereto.

  The above objects and advantages of the present invention are secondly achieved by a dental treatment kit comprising a fiber post containing a light guiding fiber of the present invention.

With the fiber post containing the light guiding fiber of the present invention, the dental photocurable composition can be polymerized and cured to the depth or part where light does not reach. Further, it can be applied as it is as a fiber post material embedded in a polymerized and cured dental photocurable composition and embedded in the root of a tooth.
A dental photocurable composition that is polymerized and cured by irradiating with light has a high usefulness because sufficient work time can be taken in the oral cavity and the operation can be completed by irradiating with light. However, since the light irradiation is performed from above the dentition corresponding to the superstructure portion of the tooth, the dental photocurable composition is sufficiently cured to the depth and part where the light cannot reach due to the anatomical structure of the tooth. I couldn't.
By introducing a combination of a fiber post containing a light guiding fiber and a dental photocurable composition to a portion where light does not reach while taking advantage of the advantages of the dental photocurable composition, it can be a beneficial treatment method. In addition, there are root canal filling sealers, gutter perture points, post materials for abutment construction, etc., as materials that can be applied to parts that are not reachable by light and are difficult to irradiate light anatomically. If a combination of a fiber post containing a light guide fiber that can be applied as a material and a dental photocurable composition is possible, it is an extremely useful material, and a treatment method using this can be provided.

It is a schematic explanatory drawing of the fiber post containing a light guide fiber of the present invention. It is the schematic of the fiber post containing the other light guide fiber of this invention.

As a preferable structure of the fiber post containing the light guide fiber of the present invention, for example, a light guide fiber that conducts light disposed substantially at the center of the fiber post, and an inorganic fiber and / or an organic fiber disposed substantially parallel to the light guide fiber. An example is a structure in which fibers are integrated.
The fiber post with a light guide fiber of the present invention is preferably capable of transmitting light having a wavelength of 350 to 520 nm.
In addition, it is preferable that light is emitted from the light-emitting portion that is a light source at an output of preferably 10 to 10,000 mW, more preferably 100 to 6,000 mW.
As the light source, those currently applied to dentistry can be used, and halogen, xenon, light emitting diode system, and the like can be suitably used. The wavelength of the light from the light source is preferably in the range of 350 to 520 nm as described above. The light intensity can be used in the range of 10 to 3,000 mW / cm ² .

The light guide fiber of the fiber post containing the light guide fiber of the present invention is exclusively used for the treatment of light irradiation in a non-connected state or a non-contact state with the light irradiator. In other words, the light emitted from the light irradiator travels through the air and then enters from the exposed light incident surface of the light guiding fiber post. Thus, since light is irradiated in a non-connected state or a non-contact state, handling and operability are good.
The material of the light guide fiber of the fiber post containing the light guide fiber of the present invention is a polymer having a hetero atom and hydrogen bonded thereto. It is a resin other than a resin that has been suitably used for conventional optical fibers, such as polyolefin, polycarbonate, and (meth) acrylic resin, which are generally known as optical fibers.

  The hetero atom is preferably an atom having an electronegativity higher than that of a carbon atom, and examples thereof include oxygen, nitrogen, phosphorus, and sulfur. That is, it is preferable that the hydrogen bonded to the hetero atom is relatively electropositive. The polymer preferably has an appropriate water absorption, and the water absorption at 25 ° C. and 1 atm (according to ASTM D570 (24h)) is preferably 0.05 to 6.5% by weight, more preferably 0. .15 to 3% by weight, more preferably 0.3 to 1.5% by weight. By having hydrogen bonded to a heteroatom and having water absorption, the adhesiveness and affinity with the adhesive and the impregnating resin are improved. On the other hand, if the water absorption is too high, the adhesiveness and affinity are rather lowered, which is not preferable. In addition, it is more preferable that the said polymer does not contain aromatic rings, such as a benzene ring.

  Preferable polymers having a hetero atom and hydrogen bonded thereto include, for example, a polyamide resin. A polyamide resin is a polymer formed by bonding a large number of monomers through amide bonds, and generally a polyamide containing an aliphatic skeleton is generically called nylon. Nylon includes nylon (n-nylon) synthesized by polycondensation reaction of ω amino acids and nylon (n, m-nylon) synthesized by co-condensation polymerization reaction of diamine and dicarboxylic acid. Examples of the former include nylon 6 synthesized from ε-caprolactam, nylon 11 synthesized from undecane lactam, nylon 12 synthesized from lauryl lactam, and the latter example synthesized from hexamethylenediamine and adipic acid. Nylon 66, nylon 610 synthesized from hexamethylenediamine and sebacic acid, nylon 6T synthesized from hexamethylenediamine and terephthalic acid, nylon 6I synthesized from hexamethylenediamine and isophthalic acid, synthesized from nonanediamine and terephthalic acid Nylon 9T, nylon M5T synthesized from methylpentadiamine and terephthalic acid. In addition to these, there is a co-condensation polymer of ω amino acids such as nylon 612 which is a co-condensation polymer of caprolactam and lauryl lactam.

The light guide fiber of the present invention is transparent to visible light, and the visible light transmittance (according to JIS K7375 at a thickness of 2 mm) is preferably 70% or more, more preferably 80% or more, and still more preferably. 90% or more.
As described above, the light guiding fiber is preferably located at substantially the center of the disposed fiber post. However, the light guiding fiber may be eccentric or may be a number on a clock face. In addition, a plurality of light guiding fibers may be arranged on the edge of the fiber post in a substantially circumferential shape at substantially equal intervals.
The fiber (fiber) constituting the fiber post may be, for example, an organic fiber, an inorganic fiber, or a mixed fiber or a composite fiber thereof.

Here, examples of the organic fiber include acrylic fiber, acetate fiber, copper ammonia fiber, polyamide fiber (for example, nylon 46 fiber, nylon 6 fiber, nylon 66 fiber, nylon 612 fiber, nylon 10 fiber, semi-aromatic polyamide fiber, aromatic fiber) Polyamide fiber), aramid fiber, polyimide amide fiber, polyimide fiber, viscose rayon fiber, polyvinylidene fiber, vinylon fiber, fluororesin fiber, promix fiber, polyacetal fiber, polyurethane fiber, polyethylene fiber, polypropylene fiber, ultra high molecular weight polyethylene Mention may be made of fibers, ultra-high molecular weight polypropylene fibers and polyvinyl chloride fibers.
Examples of the inorganic fiber material include alumina (Al ₂ O ₃ ), zirconia (ZrO ₂ ), calcium aluminate (CaO—Al ₂ O ₃ series), and aluminosilicate (Na ₂ O—Al ₂ O ₃ —). In-vivo inert oxides such as SiO ₂ ; biological inactive non-oxides such as carbon (vitreous, pyrolytic, graphite), silicon nitride (Si ₃ N ₄ ) and silicon carbide (SiC); ordinary glass fiber In particular, bioglass (SiO ₂ —Na ₂ O—CaO—P ₂ O ₅ system), cerabutal (SiO ₂ —CaO—Na ₂ O—P ₂ O ₅ —K ₂ O—MgO system) and CPSA glass (CaO—). Biologically active biological glass such as P ₂ O ₅ —SiO ₂ —Al ₂ O ₃ ); Mica-based crystal glass (SiO ₂ —B ₂ O _{3) -Al 2 O 3 -MgO-K 2} O-F system), A-W crystallized glass _{(SiO 2 -CaO-MgO-P} 2 O 5 system) and β-Ca _(PO 4) 2 based crystallized glass ( Bioactive crystallized glass such as CaO-P ₂ O ₅ system; Bioactive calcium phosphate such as hydroxyapatite (Ca ₁₀ (PO ₄ ) ₆ (OH) ₂ ); Tricalcium phosphate (TCP: (Ca ₃ (PO _{3 4} ) ₂ ), biodegradable calcium phosphates such as tetracalcium phosphate (4CP: (Ca ₄ O (PO ₄ ) ₂ ) and low crystalline hydroxyapatite; and soluble calcium aluminate (CaO-Al ₂ O ₃ system) Examples thereof include fibers formed from bioerodible calcium aluminum aluminate such as.

Among these fibers, inorganic fibers are preferred, glass fibers are more preferred, and biocompatible fibers such as glass fibers for CaO—P ₂ O ₅ —SiO ₂ —Al ₂ O ₃ based biomaterials (CPSA glass fibers). Is particularly preferred. In this CPSA glass fiber, the molar ratio of calcium / phosphorus in the fiber is preferably in the range of 0.5 to 3.0, and the total of the calcium oxide component and the diphosphorus pentoxide component is preferably 20 to The total amount of the silicon dioxide component and the aluminum oxide component is preferably in the range of 35 to 80% by weight. Details of such glass fiber for CaO—P ₂ O ₅ —SiO ₂ —Al ₂ O ₃ based biomaterial (CPSA glass fiber) are disclosed in Japanese Patent Publication Nos. 62-12322, 1-30927 and 1 No. 2-10244 and U.S. Pat. No. 4,613,577 and U.S. Pat. No. 4,820,573.

The single fiber diameter of the organic fiber or inorganic fiber used in the present invention is preferably in the range of 1 to 30 μm, more preferably 3 to 15 μm. Such fibers can be used alone, but adjustment of the elastic modulus can be facilitated by using twisted yarns or crossed yarns (knitted fibers, assembled fibers). In this case, the number of twists or the number of crossings is preferably 0.5 to 10 times / 25 mm, more preferably 1 to 5 times / 25 mm. Such twisted or crossed yarns are preferably in the range of 10-20,000 denier, more preferably 50-10,000 denier.
In the present invention, a plurality of fibers as described above are contained, but the plurality of fibers may be the same or different.
The fibers as described above are preferably used after pretreatment with a coupling agent, particularly a coupling agent such as γ-methacryloxypropyltriethoxysilane. As a pretreatment using such a coupling agent, preferably, the coupling agent is dissolved in an organic solvent, and the fiber, the knitted fiber, or the assembled fiber is crushed in the solution, and then a solution. The method of lifting from and drying. Moreover, it is preferable to heat this fiber after being soaked and pulled up in the coupling agent.

It is preferable that the fiber post containing the light guiding fiber of the present invention approximates the characteristics of human teeth (dentin). For example, it is desirable that the bending elastic modulus is 12 to 19 GPa and the bending strength is 140 to 270 GPa. Therefore, the bending elastic modulus of the above fiber is preferably 10 to 40 GPa, more preferably 12 to 35 GPa, still more preferably 15 to 30 GPa, and the bending strength of the above fiber is preferably 200 MPa or more, more preferably 220 MPa or more, more preferably 250 MPa or more.
In the fiber post containing the light guiding fiber of the present invention, for example, the irradiation end portion preferably has a diameter of 0.5 to 3 mm, more preferably 0.7 to 2.5 mm, and still more preferably 0.9 to 2 mm. It is. If the value falls below the lower limit of the numerical range, it becomes easy to break, and if it exceeds the upper limit, it is too thick and cannot be used in the root canal.

Moreover, 0.08-0.8 mm is preferable, as for the diameter of the light guide fiber resin which induces irradiation light, More preferably, it is 0.1-0.7 mm, More preferably, it is 0.25-0.5 mm. When the value falls below the lower limit of the numerical range, the intensity of irradiation light becomes weak, and when the value exceeds the upper limit, the amount of glass fiber fibers covering the light guide fiber resin decreases, which is not preferable.
The ratio of the light guide fiber diameter / fiber post diameter is preferably 0.04 to 1, more preferably 0.08 to 0.9, and still more preferably 0.12 to 0.8. If the lower limit of the numerical range is not reached, the intensity of the irradiated light is weak and easily broken, and if the upper limit is exceeded, it is too thick and cannot be used in the root canal, and the amount of glass fiber fibers covering the light guide fiber resin is reduced. It is not preferable.
Here, when there are a plurality of light guiding fibers, the diameter of the light guiding fiber is the diameter of a circle having the same area as the total area obtained by adding up the cross-sectional areas of each light guiding fiber single fiber. Further, the diameter of each light guide fiber single fiber is preferably 0.1 mm or more, more preferably 0.3 mm or more, and further preferably 0.5 mm or more. If the value falls below the lower limit of the numerical range, it is easy to break, which is not preferable.

The length of the fiber post containing the light guiding fiber of the present invention is preferably in the range of 5 to 30 mm, for example, when used in the oral cavity. For storage, for example, a length of 10 to 50 mm is appropriate, and it can be cut to an appropriate length immediately before use. Within the above range, the diameter and length can be appropriately set according to the size of the tooth to be treated.
In the fiber post containing the light guiding fiber of the present invention, it is preferable to process the end portion of the deep portion to be embedded immediately before use into a pencil tip shape with a dental grinding bar and a drill. It is not necessary to reach the deep part filled with the photocurable composition, and there may be a distance of a length equal to or less than the curing depth of the photocurable composition between the light emitting end part and the deep part.
The organic matrix impregnated around the fibers is preferably an acrylic organic matrix. For example, a curable composition containing a polymerizable (meth) acrylic acid ester and a polymerization initiator is preferable. it can.
As the polymerizable (meth) acrylic acid ester, any of a monofunctional polymerizable monomer and a polyfunctional polymerizable monomer can be used. As the monofunctional polymerizable monomer, a (meth) acrylate monomer is preferable.

Examples of monofunctional polymerizable (meth) acrylate monomers include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) Alkyl esters of (meth) acrylic acid such as acrylate, lauryl (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate; 2-hydroxyethyl (meth) acrylate 2-, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 5-hydroxypentyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate , 1,2- or 1,3-dihydroxypropyl mono (meth) acrylate, hydroxyalkyl esters of (meth) acrylic acid such as erythritol mono (meth) acrylate; diethylene glycol mono (meth) acrylate, triethylene glycol mono (meth) Polyoxyalkylene mono (meth) acrylates such as acrylate, polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate;
Ethylene glycol monomethyl ether (meth) acrylate, ethylene glycol monoethyl ether (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, triethylene glycol monomethyl ether (meth) acrylate, polyethylene glycol monomethyl ether (meth) acrylate, polypropylene glycol monoalkyl (Poly) oxyalkylene monoalkyl ether (meth) acrylate such as ether (meth) acrylate; fluoroalkyl ester of (meth) acrylic acid such as perfluorooctyl (meth) acrylate and hexafluorobutyl (meth) acrylate;
a silane compound having a (meth) acryloxyalkyl group such as γ- (meth) acryloxypropyltrimethoxysilane, γ- (meth) acryloxypropyltri (trimethylsiloxy) silane; and tetrahydrofurfuryl (meth) acrylate Examples thereof include (meth) acrylate having a heterocyclic ring.
Moreover, as a polyfunctional polymerizable monomer, polyfunctional polymerizable (meth) acrylic acid ester is preferable. Examples include ethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, hexylene glycol di (meth) acrylate, trimethylolpropane. Poly (meth) acrylates of alkane polyols such as tri (meth) acrylate and pentaerythritol tetra (meth) acrylate; diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, dipropylene Glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, dibutylene glycol di (meth) acrylate, dipentaery Ritoruhekisa (meth) acrylates such as polyoxyethylene alkane polyol poly (meth) acrylates, aliphatic represented by the following formula (1), alicyclic or aromatic (meth) acrylate;

(In the above formula, each R independently represents a hydrogen atom or a methyl group, m and n each represents 0 or a positive number, and R ¹ represents a divalent group described below);

An alicyclic or aromatic epoxy di (meth) acrylate represented by the following formula (2);

(In the above formula, each R independently represents a hydrogen atom or a methyl group, n represents 0 or a positive number, and each R ² independently represents — (CH ₂ ) ₂ — or — (CH ₂ ) ₄ —. Or the following divalent group):

Furthermore, the polyfunctional (meth) acrylate etc. which have a urethane bond in the molecule | numerator represented by following formula (3) can be mentioned.

(In the above formula, each R independently represents a hydrogen atom or a methyl group, and R ³ represents — (CH ₂ ) ₂ —, — (CH ₂ ) ₄ —, — (CH ₂ ) ₆ —, or Group).

Among the compounds exemplified above, monofunctional polymerizable (meth) acrylic acid esters include methyl (meth) acrylate, alkyl (meth) acrylate such as ethyl (meth) acrylate, and 2-hydroxyethyl (meth) acrylate. 1,3-dihydroxypropyl mono (meth) acrylate, hydroxyl group-containing (meth) acrylate such as erythritol mono (meth) acrylate, triethylene glycol monomethyl ether (meth) acrylate, triethylene glycol mono (meth) acrylate and the like (Meth) acrylate having an ethylene glycol chain in the molecule is particularly preferably used.
Moreover, as polyfunctional polymerizable (meth) acrylic acid ester, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, 1,6-bis (methacryloxyethyloxycarbonylamino) -2,2 , 4- (or -2,4,4-) trimethylhexane, di (meth) acrylate having an ethylene glycol chain in the molecule, represented by the following formulas (3) -1 to (3) -3

(In the above formula, each R independently represents a hydrogen atom or a methyl group, and m + n is 2 to 20),

(In the above formula, each R independently represents a hydrogen atom or a methyl group),

(In the above formula, each R independently represents a hydrogen atom or a methyl group),
The compounds represented by each of these are particularly preferably used.
The (meth) acrylic acid esters as described above can be used alone or in combination of two or more.

The acrylic organic matrix of the present invention may contain a polymerizable monomer having an acidic group in the molecule. By containing a polymerizable monomer having an acidic group in the molecule, the adhesion performance with reinforcing fibers, inorganic materials and tooth materials can be greatly improved, and therefore it is particularly desirable to use in the present invention. Specific examples of the polymerizable monomer having an acidic group in the molecule include (meth) acrylic acid and its anhydride, 1,4-di (meth) acryloxyethyl pyromellitic acid, and 6- (meth) acryloxyethyl. Naphthalene-1,2,6-tricarboxylic acid, N- (meth) acryloyl-p-aminobenzoic acid, N- (meth) acryloyl-o-aminobenzoic acid, N- (meth) acryloyl-m-aminobenzoic acid, N- (meth) acryloyl-5-aminosalicylic acid, N- (meth) acryloyl-4-aminosalicylic acid, 4- (meth) acryloxyethyl trimellitic acid and its anhydride, 4- (meth) acryloxybutyl trimellitic Acid and its anhydride, 4- (meth) acryloxyhexyl trimellitic acid and its anhydride, 4- (meth) acryloxydecyl Limellitic acid and its anhydride, 2- (meth) acryloyloxybenzoic acid, 3- (meth) acryloyloxybenzoic acid, 4- (meth) acryloyloxybenzoic acid, β- (meth) acryloyloxyethyl hydrogen succinate , Β- (meth) acryloyloxyethyl hydrogen maleate, β- (meth) acryloyloxyethyl hydrogen phthalate, 11- (meth) acryloyloxy-1,1-undecanedicarboxylic acid, p-vinylbenzoic acid, etc. Monomers containing acid groups or anhydrides thereof;
A monomer containing a phosphoric acid group such as (2- (meth) acryloxyethyl) phosphoric acid, (2- (meth) acryloxyethylphenyl) phosphoric acid, 10- (meth) acryloxydecylphosphoric acid; and p -Monomers containing sulfonic acid groups such as styrenesulfonic acid and 2-acrylamido-2-methylpropanesulfonic acid.
Among these, a monomer containing a carboxylic acid group is preferable, and 4-methacryloxyethyl trimellitic acid and its anhydride are particularly preferable. The polymerizable monomer having an acidic group in the molecule is preferably 1 to 50% by weight, particularly preferably 3 to 30% by weight, based on the total amount of polymerizable components in the acrylic organic matrix. Used.

The polymerizable monomers having an acidic group in the molecule as described above can be used alone or in combination of two or more.
In the present invention, the acrylic organic matrix contains the polymerizable (meth) acrylic acid ester and, if necessary, a polymerizable monomer having an acidic group in the molecule. These may be contained as a monomer or may be contained as a partial polymer thereof.

These monomers and partial polymers can be used alone or in admixture of two or more.
The acrylic organic matrix used in the present invention contains a polymerization initiator. Examples of such polymerization initiators include organic peroxides, inorganic peroxides, boron-containing polymerization initiators, α-diketone compounds, organic amine compounds, organic sulfinic acids, organic sulfinates, inorganic sulfur compounds, organic phosphorus compounds and Mention may be made of barbituric acids. These can be used alone or in combination of two or more. For convenience, these polymerization initiators are classified into a room temperature chemical polymerization type, a photopolymerization type, or a combined dual type thereof, but any type can be used in the present invention. Examples of the peroxide used in the room temperature chemical polymerization type include diacetyl peroxide, dipropyl peroxide, dibutyl peroxide, dicapryl peroxide, dilauryl peroxide, benzoyl peroxide (BPO), p, p′-dichlorobenzoyl peroxide, p. , P'-dimethoxybenzoyl peroxide, p, p'-dimethylbenzoyl peroxide, organic peroxides such as p, p'-dinitrodibenzoyl peroxide and ammonium persulfate, potassium persulfate, potassium chlorate, potassium bromate and superphosphorus Mention may be made of inorganic peroxides such as potassium acid. These peroxides are preferably used in an amount in the range of 0.01% by weight to 5% by weight with respect to the polymerizable component in the acrylic organic matrix.
Among the polymerization initiators, examples of the boron-containing polymerization initiator include an organic boron compound or a composition containing the same. Examples of the organic boron compound include triethyl boron, tripropyl boron, triisopropyl boron, tributyl boron, tri-sec-butyl boron, triisobutyl boron, tripentyl boron, trihexyl boron, trioctyl boron, tridecyl boron, and tridodecyl. Tri (cyclo) alkylboron such as boron, tricyclopentylboron, tricyclohexylboron; alkoxyalkylboron such as butoxydibutylboron; dialkylborane such as butyldicyclohexylborane, diisoamylborane, 9-borabicyclo [3.3.1] nonane And a compound in which a part of the above compound is partially oxidized. Furthermore, these compounds can be used in combination. Among these, tributyl boron or partially oxidized tributyl boron is preferably used. As the partially oxidized tributyl boron, for example, one obtained by adding 0.3 to 0.9 mol of oxygen to 1 mol of tributyl boron is preferably used. These organoboron compounds are preferably used in an amount within the range of 0.1% by weight to 50% by weight with respect to the polymerizable component contained in the acrylic organic matrix.

Moreover, as a polymerization initiator used by a photopolymerization type, the polymerization initiator which can be photopolymerized, for example by irradiating an ultraviolet ray or visible light is used. The polymerization initiator that can be used in the photopolymerization is not particularly limited, and examples thereof include benzyl, 4,4′-dichlorobenzyl, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzophenone, and 9,10-anthraquinone. And ultraviolet or visible light sensitizers such as diacetyl, d, l-camphorquinone (CQ), and trimethylbenzoyldiphenylphosphine oxide. The polymerization initiator that can be photopolymerized by irradiation with ultraviolet rays or visible rays is preferably within a range of 0.01% by weight to 5% by weight with respect to the polymerizable component in the acrylic organic matrix. Used in quantity.
When the acrylic organic matrix is polymerized by room temperature chemical polymerization or photopolymerization, a reducing compound can be used in combination. Examples of the organic reducing compound include N, N-dimethylaniline, N, N-dimethyl-p-toluidine (DMPT), N, N-diethyl-p-toluidine, N, N-diethanol-p-toluidine. (DEPT), N, N-dimethyl-p-tert-butylaniline, N, N-dimethylanisidine, N, N-dimethyl-p-chloroaniline, N, N-dimethylaminoethyl (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate, N, N-dimethylaminobenzoic acid and its alkyl ester, N, N-diethylaminobenzoic acid (DEABA) and its alkyl ester, N, N-dimethylaminobenzaldehyde (DMABAd), etc. Aromatic amines; N-phenylglycine (NPG), N-tolylglycine NTG), N, etc. N- (3--methacryloyloxy-2-hydroxypropyl) phenylglycine (NPG-GMA) may be used.
In particular, in order to reliably cure the acrylic organic matrix used in the present invention and to further improve the adhesion to reinforcing fibers, inorganic materials and teeth, an amine compound represented by the following formula (4) or the following It is preferable to contain at least one amine compound represented by the formula (5).

In the above formula (4), R ⁴ and R ⁵ are each independently a hydrogen atom or an alkyl group which may have a functional group or a substituent, and R ⁶ is a hydrogen atom or a metal atom. .

In the above formula (5), R ⁷ and R ⁸ are each independently a hydrogen atom or an alkyl group, and R ⁹ is a hydrogen atom, a functional group, an alkyl group which may have a functional group or a substituent, or Similar alkoxyl groups.
These amine compounds are preferably blended in the acrylic organic matrix in an amount within the range of 0.01% by weight to 5% by weight.

Examples of the amine compound represented by the formula (4) include NPG, NTG, NPG-GMA, and the like. Of these, NPG is particularly preferably used.
Examples of the amine compound represented by formula (5) include N, N-dimethylaminobenzoic acid and its alkyl ester, N, N-diethylaminobenzoic acid (DEABA) and its alkyl ester, Aliphatic alkylaminobenzoic acid and its alkyl ester represented by propylaminobenzoic acid and its alkyl ester, N-isopropylaminobenzoic acid and its alkyl ester, N-isopropyl-N-methylaminobenzoic acid and its alkyl ester, etc .; Aliphatic alkylaminobenzaldehyde represented by DMABAd, N, N-diethylaminobenzaldehyde, N, N-dipropylaminobenzaldehyde, N-isopropyl-N-methylaminobenzaldehyde, etc .; N, N-dimethylaminoacetyl N, N-diethylaminoacetylbenzene, N, N-dipropylaminoacetylbenzene, N-isopropylaminoacetylbenzene, N-isopropyl-N-methylaminoacetylbenzene and the like aliphatic alkylaminoacetylbenzene and fat Group alkylaminoacylbenzene. These amine compounds can be used alone or in combination.

  Examples of reducing compounds that may be used in the present invention include benzenesulfinic acid, o-toluenesulfinic acid, p-toluenesulfinic acid, ethylbenzenesulfinic acid, decylbenzenesulfinic acid, dodecylbenzenesulfinic acid, and chloro. Mention may also be made of aromatic sulfinic acids such as benzenesulfinic acid and naphthalene sulfinic acid or salts thereof. As the inorganic reducing compound, a reducing inorganic compound containing sulfur can be preferably used. As such a compound, a reducing inorganic compound used as a redox polymerization initiator when polymerizing a radically polymerizable monomer in a medium such as water or an aqueous solvent is preferable. For example, sulfurous acid, bisulfite, metasulfite, Bisulfite, pyrosulfite, thiosulfuric acid, 1 dithionic acid, 1,2 thionic acid, hyposulfite, hydrosulfurous acid and salts thereof may be mentioned. Of these, sulfites are preferably used, and sodium sulfite, potassium sulfite, sodium hydrogen sulfite, and potassium hydrogen sulfite are particularly preferable. These reducing inorganic compounds can be used alone or in combination. These reducing inorganic compounds are preferably used in an amount in the range of 0.01% by weight to 5% by weight with respect to the polymerizable component in the acrylic organic matrix.

The inorganic fiber and the organic fiber covering the light guide fiber of the fiber post containing the light guide fiber of the present invention are preferably impregnated in the acrylic organic matrix described above. This matrix is preferably 10 to 30% by weight, more preferably 11 to 25% by weight, and still more preferably based on the weight of the total fiber including the light guide fiber and the post fiber of the fiber post containing the light guide fiber. It is contained at 12 to 20% by weight. When the value falls below the lower limit of the numerical range, it becomes easy to break, and when the value exceeds the upper limit, it deviates from the standard dimension, which is not preferable.
The photocurable composition used in combination with the fiber post containing the light guide fiber of the present invention is polymerized and cured by light such as visible light, and is also a curable composition combined with a curing mechanism other than light. Good. Especially, what shows 2 mm or more of the hardening depth at the time of light irradiation on the conditions as described in an Example is suitable, and what shows 3 mm or more is more preferable.

  The photocurable composition used in combination with the fiber post containing the light guide fiber of the present invention is composed of a polymerizable monomer and a polymerization initiator, or in addition to them, an inorganic filler and / or an organic filler. Consists of fillers and other additives as required. Examples of such a photocurable composition include a photopolymerization type or dual polymerization type composite resin, bonding material, coating material, core resin, post resin, sealer material, and back layer material. For restoration of a tooth defect, an adhesive that fills substantially all or a part of the tooth defect part and bears the mechanical strength at the time of meshing, and the adhesive and the tooth part are fixed and bonded. A prosthetic material made of an agent or a prosthetic method using them is preferred.

When the photocurable composition in the present invention contains the filler, the former filler is preferably used in the advantageous effects of the present invention, and hereinafter, as the photocurable composition in the present invention, An example including a filler will be described.
Examples of these polymerizable monomers include alkyl (meth) acrylic acid or aromatic ester (1 to 20 carbon atoms), polyalkylene glycol di (meth) acrylate (2 to 20 carbon atoms), and ethylene glycol. Oligomer (meth) acrylate (2-30 mer), bisphenol A di (meth) acrylate, 2,2- [p- (γ-methacryloxy-β-hydroxypropoxy) phenyl] propane, 2,2-di (4- Monofunctional or polyfunctional (meth) acrylic such as methacryloxypolyethoxyphenyl) propane (2 to 10 ethoxy groups in one molecule), trimethylolpropane tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, etc. Acid ester; (meth) acrylic acid ester having hydroxy group Can. Moreover, the monomer etc. which are proposed by the photopolymerization curable composition are suitable, and it is preferable to use these monomers individually or in mixture of 2 or more types.
As said photopolymerization type initiator, conventionally well-known initiators, such as what consists of (alpha) -diketone and a tertiary amine, (alpha) -diketone and a peroxide, a phenyl phosphine oxide compound, are mentioned.

As the filler, for example, various inorganic fillers, organic fillers, or inorganic / organic composite fillers conventionally used can be used. Specific examples thereof include silicon dioxide (for example, quartz, quartz glass, silica gel) and alumina. Various glasses containing silicon as a main component and containing boron and / or aluminum together with various heavy metals, various ceramics, calcium fluoride, calcium phosphate, barium sulfate, zirconium dioxide, titanium dioxide, and the like can also be used. For the surface treatment of the filler, a commonly used silane coupling agent, for example, ω-methacryloxyalkyltrimethoxysilane (carbon number between methacryloxy group and silicon atom: 3 to 12), ω-methacryloxyalkyltrimethyl. Organosilicon compounds such as ethoxysilane (carbon number between methacryloxy group and silicon atom: 3 to 12), vinyltrimethoxysilane, vinyltriethoxysilane, and vinyltriacetoxysilane are used. Furthermore, general additives such as an organic solvent, water, a stabilizer, and a pigment can be blended with the photopolymerization curable composition used in the present invention, if necessary.
As these components, specifically, those described in JP-A-6-9327 and JP-A-7-97306 can be used, and the photocurable composition can also be used. it can.

  A dental post in which the fiber post containing the light guide fiber of the present invention is embedded in a dental photopolymerizable composition filled in a cavity of a model or a cavity or root canal using dental plaster, and the surface is irradiated with light As an example of a method for curing the photopolymerizable composition, a specific example applied to a root canal will be described. A light guiding fiber that is several mm longer than the depth of the hole formed in the root canal in advance is prepared. Predicting from the depth and shape of the hole, predicting the part that is difficult to receive light when irradiated from the entrance of the hole and the part exceeding the curing depth of the photocurable composition to be used together, and the light guide fiber corresponding to that part Sharpen the sides. When light is irradiated from one end of the light guide fiber, it is confirmed in advance that light is emitted from the shaved portion. A photopolymerization curable adhesive is applied to the entire inner wall of the hole and irradiated with light. Subsequently, the photocurable composition (hole filling material) is filled without any gap, and the light guide fiber prepared in advance is immediately completely inserted. At this time, it is preferable that one end of the light guiding fiber is exposed by several mm. The photocurable composition and one end of the light guiding fiber are simultaneously irradiated with light from the entrance portion of the root canal hole to be cured. At this time, since light is normally emitted through the light guide fiber even in a portion where light is difficult to reach deeper, the teeth, the photocurable composition, and the light guide fiber are firmly integrated.

(Preparation of fiber post with light guide fiber)
Schematic diagrams of one embodiment of the fiber post containing the light guiding fiber of the present invention are shown in FIG. 1 (one fiber post) and FIG. 2 (three fiber posts). The light guide fiber in the center and the peripheral fiber post, and the matrix filling the fiber gap were prepared as follows.
First, as a fiber post, a glass fiber (ECG-150 manufactured by Central Glass Co., Ltd., fiber diameter 9 μm, twist number 3.6 times / 25 mm) braided tube (200 glass fibers × 3 bundles 16 shots, inner diameter 1.5 mm, outer diameter 1.9 mm, basis weight 300 g / m ² ) was used.
As the light guiding fiber, a salt water special system shock leader (manufactured by Sunline Co., Ltd.), which is a polyamide monofilament having an outer diameter of 0.435 mm, was used.
The light guide fiber was inserted into the center of the tube to obtain a fiber post containing the light guide fiber.

Next, it is immersed in a liquid of γ-methacryloxypropyltrimethoxysilane (TSL8370: manufactured by GE Toshiba Silicone Co., Ltd.) for 10 minutes, taken out from the liquid and left at room temperature for 30 minutes, and then dried at 125 ° C. for 40 minutes. The glass fiber surface was silane treated.
After applying a tensile stress of 340 g in the major axis direction only to the surrounding glass fiber (the circumference became thinner, but no substantial stretching was observed in the major axis direction), it was cut to 25 mm to form a cylindrical structure I got a thing.
Furthermore, as a matrix for filling the fiber gap, 1 g of DRYBPO as a polymerization initiator is added as an external addition to 100 g of a mixture of acrylic organic art resin SH-500S (50 wt%) and NKESTER3G treated product (50 wt%), and polymerization is prohibited. 0.02 g of p-methoxyphenol as a material was added and a dissolved matrix was used.
That is, the cylindrical structure is dipped in the matrix mixed liquid for 10 minutes, the structure is taken out from the liquid, left at room temperature for 60 minutes, and then heated and polymerized at 125 ° C. for 50 minutes. Was used as a dental fiber post containing a light guiding fiber. The diameter of the dental fiber post containing the light guiding fiber was 1.31 mm.

(Light curing depth test)
A hard rubber mold having a lumen with an inner diameter of 2.5 mm and a depth of 10 mm and substantially neither transmitting nor reflecting light was produced. A post-resin of i-TFC manufactured by Sun Medical Co., Ltd. was filled as a photocurable composition, and irradiated with light from one direction with a visible light irradiator TransluxCL (Kulzer) for 20 seconds. The photocurable composition was taken out of the mold, the uncured portion was removed with a knife, and the length of the cured product that could not be removed was measured with a caliper to be 6.04 mm. Similarly, after filling the post resin into the mold, it is cut into Φ1.3mm length 10mm, and the re-deep part side end is processed into a pencil tip shape with a dental grinding bar. A fiber post was inserted into the center of the mold, and irradiated with light so that the level of the irradiation end plane and the surface of the filled photocurable composition coincided with each other (hereinafter referred to as complete insertion). The post resin curing depth at this time was measured.
As a comparative example, similarly, after filling the mold with a post resin, it was cut into Φ1.3 mm length 10 mm, and the re-deep side end was processed into a pencil tip with a dental grinding bar. Fiber post for building abutment manufactured by Co., Ltd .; inserted into the center of the i-TFC post so that the irradiation end plane and the surface level of the filled photocurable composition coincide (hereinafter, this is completely Light). The post resin curing depth at this time was measured and compared with the product of the present invention.

Example 1
The light guide property of the present invention was cut into a length of Φ1.3 mm and a length of 10 mm, filled with a post resin in the mold, and then processed from a light emitting end to 0.5 mm with a dental grinding bar into a pencil tip shape. The fiber post containing the fiber was completely inserted into the mold, and a light curing depth test was conducted. The filling depth of the filled post resin is 6.00 mm, and when the fiber post with the light guiding fiber is completely inserted into the mold, the curing depth is 8.44 mm. In combination with a post resin corresponding to a photocurable composition, an effect of increasing the curing depth of about 2 mm was observed from the results.

Comparative Example 1
The test was conducted in the same manner as in Example 1, and the light emitting end was compared with a combination of i-TFC post and post resin used as a commercial product processed into a pencil tip with a dental grinding bar. When it was completely inserted into the mold, it was found that the effect of the fiber post containing the light guiding fiber was suitably obtained from the result that the curing depth was 6.00 mm.

Example 2
After filling the post resin in the mold, mold the fiber post containing the light guide fiber of the present invention processed into a pencil tip from the light emitting edge to 0.5 mm with a dental grinding bar to a depth of 8 mm. It was inserted in and a photocuring depth test was performed. As a result, the post resin was completely cured and the curing depth was 10 mm.

Claims (6)

  A light guide fiber-containing dental fiber post having a light guide fiber that emits light from a light incident end and a side surface portion at least from the light emitting end of the other end, the light guide fiber, A dental fiber post containing a light guiding fiber, comprising a polymer having a hetero atom and hydrogen bonded thereto.   The dental fiber post containing a light guiding fiber according to claim 1, which is used as a post material for abutment construction and / or a point material for filling a root canal.   The dental fiber post with a light-guiding fiber according to claim 1 or 2, wherein a diameter of an irradiation end of the fiber post with the light-guiding fiber is 0.5 to 3 mm.   The dental fiber post containing the light guiding fiber according to any one of claims 1 to 3, wherein the material constituting the light guiding fiber is polyamide.   The diameter of a light guide fiber is 0.08 to 0.8 mm, The dental fiber post containing a light guide fiber according to any one of claims 1 to 4. A kit for dental treatment including the fiber post containing the light guiding fiber according to claim 1.