JPH06256130A - Photopolymerizable resin material for dental use - Google Patents

Abstract

PURPOSE:To provide z resin material excellent in workability prior to its polymerization, operability such as moldability, toughness and mechanical strength after polymerized, polymerizability and preservability, suitable as a patterning material. CONSTITUTION:The clay-like resin material can be obtained by incorporating (A) a photopolymerizable solution with (B) 50-70wt., based on the final resin material, of polymethyl methacrylate macromonomer powder as the chief component of organic filler.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photopolymer resin material for dental use which is used in the process of producing a pattern material, for example, a clasp pattern, a crown bridge pattern, an inlay pattern, etc., particularly in the field of dental technology.

[0002]

2. Description of the Related Art Dental materials using photopolymer resin materials are
Some have already been commercialized and are commercially available. Related arts in this field are also known. For example, those relating to a photopolymerizable resin composition for producing a clasp pattern (JP-A-1
No. -110609), a material for producing a similar pattern in which a urethane acrylate resin liquid is mixed with a powder such as polystyrene (JP-A-62-115013).

The inventors of the present invention have previously applied for this type of photopolymerizable resin material (Japanese Patent Application No. 3-323941).
And Japanese Patent Application No. 3-323942).

[0004]

According to experiments conducted by the present inventors, the pattern material made of a dental photopolymerization resin which has been put into practical use has a low viscosity before polymerization and is inferior in moldability and operability. Those that are liable to deform after polymerization and curing, those that are weak in strength after polymerization and hard to break when removed from the tooth model when made into a thin shape such as a clasp, and have adhesiveness before polymerization and curing, Some of them adhere to the instrument.

The present invention has been made to solve such a problem. The operability before polymerization and curing is almost equal to that of the wax conventionally used as this kind of material, and sufficient toughness is obtained after the polymerization. The present invention realizes a dental photopolymerized resin material that satisfies the conditions that it does not break when attached to and detached from an artificial dental gypsum model and that it does not deform after polymerization.

[0006] The inventors of the present invention continued their research after the earlier application, and as a result, by using polymethylmethacrylate macromonomer as the organic filler, it was possible to realize a clay-like material with extremely good operability. The present invention has been made by paying attention.

[0007]

Means for Solving the Problems The present invention is a photopolymerizable solution obtained by adding a photopolymerization initiator and a polymerization aid to a photopolymerizable monomer or photopolymerizable oligomer, and kneading the mixture with an organic filler to knead the mixture. A dental photopolymerizable resin material that is irradiated with light to polymerize and cure, and the organic filler contains a polymethylmethacrylate macromonomer as a main component.

[0008]

The polymethylmethacrylate macromonomer, for example, 50 to 75% by weight, is used as an organic filler which is mixed with the photopolymerization solution and turns it into a clay. The kneaded product of the polymethylmethacrylate macromonomer and the above solution has a viscosity very similar to wax, has good moldability on a gypsum model, and is easy to operate.

[0009]

[Examples] 33% by weight of polyethylene glycol dimethacrylate as a photopolymerizable monomer, 0.5% by weight of 2,4-dimethylthioxanthone as a photopolymerization initiator, and 4-dimethylaminobenzoic acid as a polymerization aid. The photopolymerization solution mixed with 0.5% by weight was kneaded with 66% by weight of polymethylmethacrylate macromonomer powder as an organic filler to obtain a clay. Such clay-like resin is translucent,
Before polymerization, the operability is similar to wax, and it is easy to cut and mold with a knife, spatula, etc.
Easy to place on the plaster model. In addition, it does not deform even if it is touched by a finger or a device is in contact with it, and its shape retention is excellent. The above resin is rapidly polymerized and cured by irradiation with visible light or ultraviolet light. Also, the above resin burns completely, leaving no residue.

The use of polymethylmethacrylate macromonomer as an organic filler has been reported in the prior application (Japanese Patent Application No.
No. 323942) as a comparative example. In this comparative example, the material became slightly brittle after polymerization and curing, and it was determined that the material might break when it was removed from the model after molding and curing such as the clasp. We came to the conclusion that there is. That is, the good viscosity, moldability and operability obtained by using a polymethylmethacrylate macromonomer as an organic filler are more than enough to compensate for the drawback of slight brittleness after curing.

In order to solve the above problems, an organic filler containing a polymethylmethacrylate macromonomer as a main component is added to a polymethylmethacrylate powder, a polyethylmethacrylate powder, or a polybutylmethacrylate powder alone or a complex, and polymethylmethacrylate powder is used. It suffices to add a few% by weight to the methacrylate macromonomer. It has been confirmed that the addition of several wt% of these other organic materials improves the viscosity and toughness and improves the strength after curing. This addition amount is adjusted according to the purpose of the technique, and the clasp,
When molding a bar or the like, it is preferable to set the material to about 10% to make the material harder, and to connect the clasp, the bar, or to modify the shape, about 2% to make the material soft. still,
Polypropylene short fibers may be mixed in order to mechanically improve the strength of the resin material.

Polyethylene glycol dimethacrylate is preferably used in the range of 25 to 50% by weight. If it is less than 25% by weight, the amount of the organic filler powder increases by the amount of the reduction, and as a result, it becomes hard and the operability such as molding work deteriorates, and if it exceeds 50% by weight, it is too soft and the operation becomes conversely. The sex becomes worse.

2,4-diethylthioxanthone and 4-
Ethyl dimethylaminobenzoate is preferably used in the range of 0.05 to 3.0% by weight. If the amount is less than 0.05% by weight, the polymerizability may be deteriorated to cause poor polymerization or the polymerization may take a long time. If the amount is more than 3% by weight, the operability, that is, the stability with time may be deteriorated.

The polymethylmethacrylate macromonomer is preferably used in the range of 50 to 75% by weight. If it is less than 50% by weight, the fluidity is increased and it becomes too soft, and if it exceeds 75% by weight, it becomes too hard. Polymethylmethacrylate, in the above-mentioned range, by itself, or by adding polymethylmethacrylate, polyethylmethacrylate, and polybutylmethacrylate by several% by weight, moldability, operability,
A resin material having excellent stability over time can be realized.

The following example is a resin material in which the same polymethylmethacrylate macromonomer as the above example is used as a main component as the organic filler and the photopolymerization solution is changed. That is, 25 to 50% by weight, optimally 40% by weight, of a mixed solution of a polyurethane acrylate resin liquid and an acrylic monomer is used as the photopolymerizable oligomer.
The photopolymerization initiator and the polymerization aid are the same as those in the above example. The mixing ratio of the polyurethane acrylate resin liquid and the acrylic monomer was about 50% by weight of the polyurethane acrylate resin liquid and about 50% by weight of the acrylic monomer.

Liquid paraffin can also be added as a filler. The addition amount is 1 with respect to the whole material.
A range of 6% to 6% by weight is suitable. The liquid paraffin eliminates stickiness of the entire material after mixing, and thus improves operability such as molding and improves releasability. Further, the liquid paraffin becomes a barrier (protective layer) and eliminates tack (unpolymerized layer) on the surface after polymerization due to the oxygen inhibition effect.

The resin material having the above composition is translucent before polymerization and has an appropriate viscosity similar to wax, and has excellent cutting and moldability with a spatula etc., shape retention, and on a plaster model. It is also excellent in disposition. It also hardens rapidly when exposed to visible light and is suitable for forming models such as clasps. In addition, no residue remains when incinerated.

[0018]

The dental photopolymerizable resin material according to the present invention comprises:
By using polymethylmethacrylate macromonomer as the main component of the organic filler added to the photopolymerization solution, the operation before polymerization, that is, workability, moldability, ease of handling, accurate polymerization, and long-term quality are guaranteed. Storability can be secured,
Suitable for producing clasp pattern, crown bridge pattern, inlay pattern, onlay pattern, etc.

Further, according to the present invention, as a photopolymerization solution,
A mixed solution of a photopolymerization monomer composed of polyethylene glycol dimethacrylate, a photopolymerization initiator composed of 2,4-diethylthioxanthone and a polymerization aid composed of ethyl 4-dimethylaminobenzoate, or a polyurethane acrylate resin liquid and an acrylic monomer. By using a mixed solution of a photopolymerization oligomer composed of a mixed solution, a photopolymerization initiator composed of 2,4-diethylthioxanthone, and a polymerization aid composed of ethyl 4-dimethylaminobenzoate, it is possible to visually check, depending on the weighing. It is possible to obtain an incineration residue equivalent to nothing that cannot be confirmed even by.

Claims (5)

[Claims] 1. A photopolymerization solution obtained by adding a photopolymerization initiator and a polymerization aid to a photopolymerizable monomer or photopolymerizable oligomer,
A dental photopolymerizable resin material in which an organic filler is added and kneaded to form a clay, which is irradiated with light to be polymerized and cured,
Dental photopolymerizable resin material, characterized in that the organic filler contains a polymethylmethacrylate macromonomer as a main component. 2. The dental photopolymerizable resin material according to claim 1, wherein the polymethylmethacrylate macromonomer is contained in the material in an amount of 50 to 75% by weight. 3. The organic filler contains the polymethylmethacrylate macromonomer as a main component, to which a simple substance or a complex of polymethylmethacrylate, polyethylmethacrylate, and polybutylmethacrylate is added, and a mixture thereof. The dental photopolymerizable resin material according to claim 1, characterized in that the content is 50 to 75% by weight with respect to the material. 4. The photopolymerizable monomer is 25 to 50% by weight of polyethylene glycol dimethacrylate, the photopolymerization initiator is 0.05 to 3% by weight of 2,4-diethylthioxanthone, and the polymerization aid is 4-dimethylaminobenzoic acid. Acid 0.
The dental photopolymerizable resin material according to any one of claims 1 to 3, wherein the content is 05 to 3% by weight. 5. The photopolymerizable oligomer is a mixed liquid 2 of a polyurethane acrylate resin liquid and an acrylic monomer.
5. The amount of photopolymerization initiator is 5 to 50% by weight, the photoinitiator is 0.05 to 3% by weight of 2,4-diethylthioxanthone, and the polymerization aid is 0.05 to 3% by weight of 4-dimethylaminobenzoic acid. The dental photopolymerizable resin material according to claim 3.