Dental restoration material composition
A technology for repairing materials and compositions, used in dentistry, dental preparations, dental prostheses, etc., can solve problems such as tooth irritation, secondary caries, and fall off, achieve excellent mechanical strength and abrasiveness, and small polymerization shrinkage stress. Effect
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[0145] Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated concretely, this invention is not limited to these.
[0146] [(meth)acrylate compound (A) having two or more (meth)acryloyloxy groups in one molecule, polymerizable monomer (d2)]
[0147] D2.6E: 2,2-bis[4-methacryloyloxypolyethoxyphenyl]propane (average number of moles of ethoxy groups added: 2.6)
[0148] UDMA: 2,2,4-trimethylhexamethylenebis(2-carbamoyloxyethyl)dimethacrylate
[0149] Bis-GMA: 2,2-bis[4-(3-methacryloyloxy-2-hydroxypropoxy)phenyl]propane
[0150] 3G: Triethylene glycol dimethacrylate
[0151] 9G: Polyethylene glycol #400 dimethacrylate
[0152] [Mono(meth)acrylate compound (B)]
[0153] POB-A: m-phenoxybenzyl acrylate (manufactured by Kyeisha Chemical Co., Ltd.)
[0154] POB-MA: m-phenoxybenzyl methacrylate (manufactured by Kyeisha Chemical Co., Ltd.)
[0155] [Mono(meth)acrylate compound]
[0156] IBX-MA: isobornyl methacrylate (manufactured ...
manufacture example 1
[0176] 100 parts by mass of E-1 was added as an inorganic filler (d1) with respect to 100 parts by mass of the composition containing 1 mass % of AIBN as a polymerization initiator and containing the polymerizable monomer (d2) in the mass ratio shown in Table 1 in advance (content of inorganic filler: 50 mass %), it mixed, and it was set as a paste. This was heated and polymerized at 100°C under a reduced pressure atmosphere for 5 hours. Using a vibration ball mill, the obtained polymer cured product was pulverized to a desired average particle diameter. 100 g of the obtained pulverized filler was subjected to surface treatment in 200 mL of an ethanol solution containing 2 mass % of γ-methacryloyloxypropyltrimethoxysilane at 90° C. for 5 hours to obtain an organic-inorganic composite filler ( D-2).
manufacture example 2~3
[0178] The same procedure as in Production Example 1 was carried out, except that the inorganic filler (d1) and the polymerizable monomer (d2) described in Table 1 were used, and the content and average particle diameter of the inorganic filler (d1) were changed as desired. By operation, the organic-inorganic composite fillers (D-1A) and (D-1B) of Production Examples 2 to 3 were produced.
[0179]
[0180] [Prepolymer (F-1)]
[0181]13 g of D2.6E and 7 g of IBX-MA as polymerizable monomers, 11 g of 2,4-diphenyl-4-methyl-1-pentene as a chain transfer agent, and 90 g of toluene as a solvent were put into a cone. bottle, dissolve, and carry out nitrogen bubbling for 30 minutes. To this, 0.7 g of benzoyl peroxide as a polymerization initiator was added and stirred to obtain a toluene solution.
[0182] This toluene solution was heated and stirred at 80°C in an oil bath under reflux. Heating was stopped after 240 minutes, and it was added dropwise to 500 g of hexane to obtain...
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