Photocurable composition and dental restoration filling material

Patent metadata

Field	Value
Publication number	US-11273104-B2
Application number	US-201816491143-A
Country	US
Kind code	B2
Filing date	Mar 5, 2018
Priority date	Mar 6, 2017
Publication date	Mar 15, 2022
Grant date	Mar 15, 2022

Abstract

Provided is a photocurable composition that contains a polymerizable monomer (A), a spherical filler (B) having an average particle size within the range of 230-1000 nm, and a polymerization initiator (C), the photocurable composition being such that: 90% or more of the individual particles that constitute the spherical filler (B) are within a range of ±5% of the average particle size; the polymerizable monomer (A) and the spherical filler (B) satisfy condition (X1) represented by formula (1): nP<nF (where nP represents the refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A), and nF represents the refractive index at 25° C. of the spherical filler (B)); and the polymerization initiator (C) includes a photosensitizing compound (C1), a tertiary amine compound (C2), and a photoacid generator (C3).

First claim

The invention claimed is:

1. A photocurable composition comprising: a polymerizable monomer (A); a spherical filler (B) having an average particle size in a range of 230 nm to 1,000 nm; and a polymerization initiator (C),
wherein when measurement is made for the photocurable composition in a state of having formed a cured product having a thickness of 1 mm, using a color difference meter, the cured product of the photocurable composition gives out a colored light having a hue (H) of 0RP or greater and less than 10RP, 0R or greater and less than 10R, 0YR or greater and less than 10YR, or 0Y or greater and less than 10Y in the colorimetric values according to the Munsell Color System on a black background,
wherein the spherical filler (B) is incorporated in a state in which a part or the entirety of the spherical filler (B) constitutes a composite filler with an organic resin matrix, into the composition,
wherein 90% or more of individual particles constituting the spherical filler (B) are present in a range of 5% greater or less than the average particle size,
the polymerizable monomer (A) and the spherical filler (B) satisfy requirement (X1) represented by the following Formulas (1) and (2):
nP<nF   (1)

nF−nP≥ 0.002  (2);

wherein nP represents a refractive index at 25° C. of a polymer obtainable by polymerizing the polymerizable monomer (A); and nF represents a refractive index at 25° C. of the spherical filler (B),
the organic resin matrix and the spherical filler (B) satisfy requirement (X2) represented by the following Formula (3):
nD<nF   (3);

wherein nD represents a refractive index at 25° C. of the organic resin matrix, and
the polymerization initiator (C) includes a photosensitizing compound (C1), a tertiary amine compound (C2), and a photoacid generator (C3).

2. The photocurable composition according to claim 1 , wherein the photocurable composition includes an aryliodonium salt or an s-triazine compound having a trihalomethyl group as a substituent, as the photoacid generator (C3).

3. The photocurable composition according to claim 2 , wherein the aryliodonium salt is an aryliodonium salt capable of producing, by a cleavage reaction, an acid having an acid dissociation constant of −3.0 or higher in water at 25° C.

4. The photocurable composition according to claim 2 , wherein the photocurable composition includes an s-triazine compound having a trihalomethyl group as a substituent as the photoacid generator (C3), and includes an aromatic tertiary amine compound and an aliphatic tertiary amine compound as the tertiary amine compound (C2).

5. The photocurable composition according to claim 1 , wherein the photocurable composition includes a plurality of (meth)acrylic compounds as the polymerizable monomer (A), and the refractive index at 25° C. of the polymerizable monomer (A) is in a range of 1.38 to 1.55.

6. The photocurable composition according to claim 1 , wherein the spherical filler (B) is spherical silica-titanium group oxide-based composite oxide particles, and the refractive index thereof at 25° C. is in a range of 1.45 to 1.58.

7. A dental filling restorative material consisting of the photocurable composition according to claim 1 .

8. The dental filling restorative material according to claim 7 , wherein the average particle size of the spherical filler (B) is in a range of 230 nm to 500 nm, and the dental filling restorative material is to be used for the restoration of a cavity having a dentine positioned at a surface of a deep part.

Assignees

• Tokuyama Dental Corp

Inventors

• Furuhashi Koji
• Akizumi Hironobu

Classifications

• C08F2/50

  with sensitising agents · CPC title

• C08F220/18

  with acrylic or methacrylic acids · CPC title

• C08K3/34

  Silicon-containing compounds · CPC title

• A61K6/17

  Particle size · CPC title

• A61K6/878

  Zirconium oxide · CPC title