JPH0466444B2 - - Google Patents

Description

[Detailed description of the invention]

INDUSTRIAL APPLICATION FIELD The present invention relates to a curing time adjusting agent for dental composite resin, particularly to a curing time adjusting agent used in combination with a two-paste type composite lens. BACKGROUND TECHNOLOGY Dental composite resin used to fill and repair cavities from which carious areas have been removed is a paste-like mixture of polymerizable monomers, powder fillers, and polymerization initiators. Then, curing is performed. Since curing must be carried out near body temperature, a redox type initiator consisting of an organic peroxide and an amine is usually used as an initiator. For this reason, in terms of storage stability, conventional composite ranges use polymerizable monomers,
It has been supplied to dentists in two paste types: a catalyst paste consisting of a filler and an organic peroxide, and a universal paste consisting of a polymerizable monomer, a filler and an amine.
No. 24869). During treatment, dentists mixed the two pastes and filled them into tooth cavities. Problems to be Solved by the Invention When filling a kneaded composite resin into a tooth cavity and fixing the shape, the hardening of the composite resin depends on the viscosity of the composite resin, the position and shape of the tooth cavity, etc. In some cases, it may be convenient for the repair operation to occur quickly, while in other cases, it may be preferable for the composite resin to cure slowly. For this reason, in conventional two-paste type composite resins, the curing time has been adjusted by changing the kneading ratio of catalyst paste and universal paste. However, in this case, there was a problem in that although it was possible to make adjustments to delay the curing, it was not possible to make adjustments to speed up the curing. Means for Solving the Problems The present inventors conducted studies to solve these problems, and found that in the conventional method of changing the kneading ratio of two-paste type composite resin, organic peroxide and Even if the ratio of amines is changed, the total amount of initiator (organic peroxide plus amine) cannot be changed, so there is a limit to adjusting the curing time.In particular, in order to shorten the curing time, two pastes and Separately, it was confirmed that it is effective to prepare a curing time adjusting agent and mix an appropriate amount of this into the two pastes, and the present invention was achieved. That is, the present invention provides a paste-like material comprising a polymerizable monomer, a filler, and an amine as a polymerization promoter, wherein the polymerizable monomer contains 10 to 40
% by weight (based on polymerizable monomer + filler), the filler is contained in a proportion of 60 to 90% by weight (based on polymerizable monomer + filler), and the amine is contained in a proportion of 5 to 20% by weight (based on polymerizable monomer). This is a curing time adjusting agent for dental composite resin, which is characterized by: Such cure time modifiers are used in combination with conventional two-paste composite resins. The paste-like curing time regulator of the present invention contains 10 to 40% by weight (preferably 20 to 30% by weight) of polymerizable monomer (based on polymerizable monomer + filler) and 60% by weight of filler.
~90% by weight (preferably 70-80% by weight) (polymerizable monomer + filler) and an initiator component are kneaded into a paste. If the proportion of filler exceeds 90% by weight, a paste with appropriate dispersibility cannot be obtained, and if it is less than 60% by weight, the scientific and engineering properties of the cured product deteriorate, so it cannot be used. These pastes preferably have a viscosity in the range of 5.0×10 ² to 4.0×10 ³ poise when measured at a temperature of 30° C. and a shear rate of 7.0 sec ⁻¹ . In the present invention, the polymerizable monomers used include bisphenol A di(2-hydroxypropoxy) dimethacrylate (hereinafter simply referred to as BisGMA), neopentyl glycol dimethacrylate (hereinafter simply referred to as NPG), and triethylene glycol dimethacrylate (hereinafter simply referred to as NPG). 3G), 1, 2
-Bis(3-methacryloxy-2-hydroxypropoxy)ethane is preferably used, especially
It is preferable to use a combination of BisGMA and NPG in terms of storage stability of the paste. In addition, methyl methacrylate, bisphenol A-dimethacrylate, 2,2'-bis[methacryloxy(poly)ethoxyphenyl]propane, mono, di, tetraethylene glycol dimethacrylate, N,
N'-(2,2,4-trimethylhexamethylene)
Bis[2-(aminocarboxy)propane-1,
[3-diol] Methacrylate monomers such as tetramethacrylate, corresponding acrylate monomers, and various liquid polymerizable monomers that are not harmful to the human body such as styrene and vinyl acetate are used. It will be done. As the filler, inorganic fillers such as silica powder, glass beads, aluminum oxide powder, and quartz powder, and organic fillers such as polymethyl methacrylate powder are used. The particle size of these fillers is 100 μm or less, usually 30 μm or less, and fine fillers with a particle size of 10 to 50 μm are also used. Incidentally, the surface of the inorganic filler is subjected to a surface treatment with a shirashi binder according to a conventional method. As the amine, N,N'-dimethylaniline,
N,N'-dimethyl-p-toluidine, N-methyl-N'-β-hydroxyethylaniline, N,
N'-di(β-hydroxyethyl)aniline, N,
N'-diethanol-p-toluidine-N,N'-
Dipropanol-p-toluidine, N-methyl-
p-toluidine and the like are used. The content of amine is 5-20% by weight (preferably
(8 to 20% by weight) [to polymerizable monomer]. When the amine content is 20% by weight or more, the curing time adjustment effect becomes excessive, making it difficult to control the curing time of the composite resin. If the amine content is less than 5% by weight, the effect of shortening the curing time of the composite resin will be reduced. The reason why an amine is used as an initiator component and no organic peroxide is used in the curing time regulator of the present invention is as follows. In order to adjust the curing time of the composite resin and prevent the physical properties from deteriorating due to the addition of a regulator, it is necessary to add an initiator component to the polymerizable monomer at a high concentration, but in the case of organic peroxides, If it is added to the monomer at a high concentration (for example, 5% by weight or more), the storage stability of the paste will be extremely reduced. As mentioned above, the curing time regulator contains amine at a high concentration, so by adding a small amount of this regulator to the kneaded product of Catalyst Paste and Universal Paste, the curing time of the kneaded product can be effectively adjusted. It is possible to adjust to. In addition to the above-mentioned components, polymerization inhibitors, colorants, ultraviolet absorbers, etc. can be added as necessary. These ingredients are mixed into a paste. The curing time adjusting agent of the present invention is usually supplied in a syringe so that it can be easily collected in small quantities. Since the amine concentration is high and storage stability is a concern, it is made of polyolefin such as polypropylene with high gas permeability, and has an inner diameter of 5 to 10 mmφ and a wall thickness of 0.5 to 1.5 mm.
It is preferable to fill a syringe container. When dentists fill tooth cavities with composite resin, if they want to shorten the curing time of the composite resin, they can add a small amount of the modifier when kneading the composite resin.
Dental restoration can be performed effectively. EXAMPLES The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited to these Examples. Catalyst paste, universal paste and curing time adjuster having the following compositions were prepared. Catalyst Paste Quartz powder (particle size 30 μm or less, surface treated with Shirasi binder) 76.0 parts by weight Hydrophilic colloidal silica 1.9 〃 Hydrophobic colloidal silica 0.4 〃 3G 5.4 〃 BisGMA 16.3 〃 Benzoyl peroxide 0.4 〃 2,6-di- t-Butyl-p-cresol Trace amount of universal paste quartz powder (particle size 30 μm or less, surface treated with Shirasi binder) 73.0 parts by weight Hydrophilic colloidal silica 1.8 〃 Hydrophobic colloidal silica 0.4 〃 BisGMA 17.9 〃 NPG 3.5 〃 1,2- Bis(3-methacryloxy-2-hydroxypropoxy)ethane 3.5 〃 Paratolylethanoltoluidine 0.3 〃 4-Methoxy-2-hydroxybenzophenone
Trace amount of hydroquinone monomethyl ether 〃 Coloring agent 〃 Curing time adjusting agent Quartz powder (particle size 30 μm or less, surface treated with silica binder) 77.0 parts by weight Hydrophilic colloidal silica 0.7 〃 BisGMA 12.7 〃 NPG 9.6 〃 Paratolyldiethanolamine 2.2 〃 2-6 -Di-t-butyl-p-cresol Trace amount of 4-t-butylcatechol Coloring agent Example 1 0 to 0.1 of the curing time adjuster of the present invention was added to 0.2 g of the catalyst paste and 0.2 g of the universal paste. When kneaded at a ratio of 1.5 g, the curing time (measured at 25° C.) was as shown in Table 1.

[Table] The curing time could be shortened by changing the amount of curing time regulator added. Comparative Example 1 When no curing time regulator is used, curing is fastest when the ratio of catalyst paste to universal paste is 1:1. When the ratio of catalyst paste and universal paste was changed, the result was shown in Table 2. When the paste ratio was 1:1, the curing time was the shortest, and in other cases, the curing time was longer. As shown in No. 1, it was not possible to obtain a short curing time.

[Table] Effects of the Invention By using a pasty curing time regulator in combination with a conventional two-paste type composite resin, it has become possible to adjust the curing time of the composite resin over a wide range.

Claims (1)

[Claims] 1 A paste-like material consisting of a polymerizable monomer, a filler, and an amine as a polymerization accelerator,
The polymerizable monomer is 10 to 40% by weight (to polymerizable monomer + filler), and the filler is 60 to 90% by weight.
1. A curing time regulator for dental composite resin, characterized in that it contains (based on polymeric synthesis monomers + filler) and the amine in a ratio of 5 to 20% by weight (based on polymeric synthesis monomers).