DENTAL PHOTOPOLYMERIZABLE COMPOSITION

Abstract

According to one aspect of the present invention, a dental photopolymerizable composition includes: a (meth)acrylate compound; a filler; a photopolymerization initiator; and a phthalic acid derivative and/or a thiophene derivative, wherein a content of the phthalic acid derivative and/or the thiophene derivative is greater than or equal to 0.05% by mass and less than or equal to 0.25% by mass.

Claims

1. A dental photopolymerizable composition comprising: a (meth)acrylate compound; a filler; a photopolymerization initiator; and a phthalic acid derivative and/or a thiophene derivative, wherein a content of the phthalic acid derivative and/or the thiophene derivative is greater than or equal to 0.05% by mass and less than or equal to 0.25% by mass.

2. The dental photopolymerizable composition according to claim 1, wherein the dental photopolymerizable composition is used for three-dimensional fabrication of a dental prosthesis.

Description

EXAMPLES

[0050] In the following, although Examples of the present invention will be described, the present invention is not limited to Examples.

Examples 1-4 and Comparative Examples 1-3

[0051] The respective components were mixed at proportions indicated in Table 1 [Part by Mass] to prepare photopolymerizable compositions.

[0052] <Three-Dimensional Fabrication of Full Bridge>

[0053] After preparing an intraoral gypsum model, the gypsum model was scanned with an optical scanner to create digital data (model). Next, after using CAD to design a full bridge (dental prosthesis) conforming to the digital data, a 3D printer and the dental photopolymerizable composition were used to three-dimensionally fabricate a full bridge.

[0054] The surface property and the accuracy of the three-dimensional fabricated bridge were then evaluated.

[0055] <Surface Property>

[0056] The full bridge was visually checked to evaluate the surface property. Note that the determination criteria for the surface property are as follows.

[0057] Good: When the full bridge is successfully fabricated three-dimensionally

[0058] Bad: When the three-dimensionally fabricated full bridge is delaminated

[0059] Very bad: When the full bridge is not fabricated three-dimensionally

[0060] <Accuracy of Three-Dimensional Fabrication>

[0061] The full bridge was fitted to a gypsum model to evaluate the accuracy of the three-dimensional fabrication. Note that the determination criteria for the accuracy of three-dimensional fabrication are as follows.

[0062] Good: When the full bridge fits the gypsum model

[0063] Bad: When the full bridge does not fit the gypsum model

[0064] Table 1 indicates the evaluation results of the surface property and the accuracy of three-dimensional fabrication the full bridges.

TABLE-US-00001 TABLE 1 Comparative Example Example 1 2 3 4 1 2 3 PHTHALIC ACID DIETHYL-2,5-DIHYDROXY 0.1 0.2 0.25 0.5 0.3 DERIVATIVE TEREPHTHALATE THIOPHENE 2,5-BIS(5-TERT-BUTYL-2- 0.2 DERIVATIVE BENZOXAZOLYL)THIOPHENE (METH)ACRYLATE DI-2-METHACRYLOYLOXYETHYL- 55 45 40 50 55 45 40 COMPOUND 2,2,4-TRIMETHYLHEXAMETHYLENE DICARBAMATE ETHOXYLATED BISPHENOL A DI 5 10 20 5 5 10 20 METHACRYLATE TRIETHYLENE GLYCOL DI 15 20 20 20 15 20 20 METHACRYLATE FILLER SILICA FILLER (MEDIAN 20 19 12 16 20 19 12 DIAMETER: 1 m) SILICA FILLER (MEDIAN 2 3 5 6 2 3 5 DIAMETER: 50 nm) PHOTOPOLYMERIZATION 2,4,6-TRIMETHYLBENZOYL- 2.2 2.2 2.2 2.2 2.2 2.2 2.2 INITIATOR DIPHENYL-PHOSPHINE OXIDE PHOTOPOLYMERIZATION ETHYL 0.6 0.6 0.6 0.6 0.6 0.6 0.6 ACCELERATOR 4-DIMETHYLAMINOBENZOATE POLYMERIZATION 2,6-DI-TERT-BUTYL-P-CRESOL 0.1 0.1 0.1 0.1 0.1 0.1 0.1 INHIBITOR PIGMENT TITANIUM DIOXIDE 0.07 0.07 0.07 0.07 0.07 0.07 0.07 IRON OXIDE 0.02 0.01 0.01 0.01 0.01 0.01 0.01 TRIIRON TETROXIDE 0.001 0.001 0.001 0.001 0.001 0.001 0.001 SURFACE PROPERTY GOOD GOOD GOOD GOOD GOOD VERY BAD BAD ACCURACY OF THREE-DIMENSIONAL FABRICATION GOOD GOOD GOOD GOOD BAD GOOD

[0065] Table 1 indicates that the accuracy of three-dimensional fabrication of the full bridges of the photopolymerizable compositions of Examples 1-4 is high.

[0066] In contrast, because the photopolymerizable composition of Comparative Example 1 does not contain a phthalic acid derivative or a thiophene derivative, the accuracy of three-dimensional fabrication of the full bridge is low.

[0067] In the photopolymerizable composition of Comparative Example 2, because the content of diethyl-2,5-dihydroxy terephthalate is 0.5% by mass, a full bridge cannot be three-dimensionally fabricated.

[0068] In the photopolymerizable composition of Comparative Example 3, because the content of diethyl-2,5-dihydroxy terephthalate is 0.3% by mass, part of the full bridge is delaminated.

[0069] The present international application is based upon and claims priority to Japanese Patent Application No. 2017-171877, filed on Sep. 7, 2017, the entire contents of Japanese Patent Application No. 2017-171877 are hereby incorporated herein by reference.