Curable composition for dental use, and method for producing same

Patent metadata

Field	Value
Publication number	US-11058608-B2
Application number	US-201816605617-A
Country	US
Kind code	B2
Filing date	Apr 16, 2018
Priority date	Apr 18, 2017
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

Provided is a method for producing a dental curable composition, the method includes mixing a polymerizable monomer (A); a spherical filler (B) having an average primary particle diameter within a range of 230 nm to 290 nm; a spherical filler (C) having an average primary particle diameter within a range of 100 nm to 500 nm, the spherical filler having an average primary particle diameter different from that of the spherical filler (B); and a polymerization initiator (D), in which 90% or more in number of the individual particles constituting the spherical filler (B) and the spherical filler (C) are present in a range of ±5% from the average primary particle diameter, and the refractive indices of the spherical filler (B) and the spherical filler (C) are larger than the refractive index of a polymer of a polymerizable monomer (A).

First claim

The invention claimed is:

1. A method for producing a dental curable composition, the method comprising mixing a polymerizable monomer (A); a spherical filler (B) having an average primary particle diameter within a range of 230 nm to 290 nm; a spherical filler (C) having an average primary particle diameter within a range of 100 nm to 500 nm, the spherical filler (C) having the average primary particle diameter different from that of the spherical filler (B); and
a polymerization initiator (D), wherein
90% or more in number of individual particles constituting the spherical filler (B) and the spherical filler (C) are present in a range of ±5% from the average primary particle diameter, and
the polymerizable monomer (A), the spherical filler (B), and the spherical filler (C) satisfy requirement (X1) represented by the following formulae (1) and (2):
nP<nF B   (1)

in formula (1), nP represents a refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF B represents a refractive index at 25° C. of the spherical filler (B),
nP<nF C   (2)

in formula (2), nP represents the refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF C represents a refractive index at 25° C. of the spherical filler (C);
the difference between the average primary particle diameters of the spherical filler (B) and the spherical filler (C) is 40 nm or more;
a mixing ratio of the spherical filler (B) and the spherical filler (C) is in the range from 1:2 to 2:1 on a mass basis; and
when the dental curable composition is cured to form a cured product, the spherical filler (B) in the cured product exhibits yellow to red colored light and the spherical filler (C) exhibits bluish-yellowish-reddish colored light.

2. The method for producing a dental curable composition according to claim 1 , wherein the spherical filler (B) and the spherical filler (C) are incorporated in a total amount of 100 parts by mass to 1,500 parts by mass with respect to 100 parts by mass of the polymerizable monomer (A).

3. The method for producing a dental curable composition according to claim 2 , wherein the spherical filler (B) is incorporated in an amount of 50 parts by mass or more, and the spherical filler (C) is incorporated in an amount of 50 parts by mass or more, with respect to 100 parts by mass of the polymerizable monomer (A).

4. The method for producing a dental curable composition according to claim 1 , wherein the spherical filler (C) has the average primary particle diameter within a range of 230 nm to 290 nm.

5. The method for producing a dental curable composition according to claim 1 , wherein the polymerizable monomer (A) includes a plurality of (meth)acrylic compounds, and a refractive index at 25° C. of the polymerizable monomer (A) is within a range of 1.38 to 1.55.

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

7. The method for producing a dental curable composition according to claim 1 , wherein the dental curable composition is a dental filling restorative material.

8. A dental curable composition comprising a polymerizable monomer (A); a spherical filler (B) having an average primary particle diameter within a range of 230 nm to 290 nm; a spherical filler (C) having an average primary particle diameter within a range of 100 nm to 500 nm, the spherical filler (C) having the average primary particle diameter different from that of the spherical filler (B); and a polymerization initiator (D), wherein 90% or more in number of individual particles constituting the spherical filler (B) and the spherical filler (C) are present in a range of ±5% from the average primary particle diameter, and
the polymerizable monomer (A), the spherical filler (B), and the spherical filler (C) satisfy requirement (X1) represented by the following formulae (1) and (2):
nP<nF B   (1)

in formula (1), nP represents a refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF B represents a refractive index at 25° C. of the spherical filler (B),
nP<nF C   (2)

in formula (2), nP represents the refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nFc represents a refractive index at 25° C. of the spherical filler (C);
the difference between the average primary particle diameters of the spherical filler (B) and the spherical filler (C) is 40 nm or more;
a mixing ratio of the spherical filler (B) and the spherical filler (C) is 1:2 to 2:1 on a mass basis; and
when the dental curable composition is cured to form a cured product, the spherical filler (B) in the cured product exhibits yellow to red colored light and the spherical filler (C) exhibits bluish-yellowish-reddish colored light.

9. The dental curable composition according to claim 8 , wherein the spherical filler (B) and the spherical filler (C) are incorporated in a total amount of 100 parts by mass to 1,500 parts by mass with respect to 100 parts by mass of the polymerizable monomer (A).

10. The dental curable composition according to claim 9 , wherein the spherical filler (B) is incorporated in an amount of 50 parts by mass or more, and the spherical filler (C) is incorporated in an amount of 50 parts by mass or more, with respect to 100 parts by mass of the polymerizable monomer (A).

11. The dental curable composition according to claim 8 , wherein the spherical filler (C) has the average primary particle diameter within a range of 230 nm to 290 nm.

12. The dental curable composition according to claim 8 , wherein the polymerizable monomer (A) includes a plurality of (meth)acrylic compounds, and a refractive index at 25° C. of the polymerizable monomer (A) is within a range of 1.38 to 1.55.

13. The dental curable composition according to claim 8 , wherein the spherical filler (B) is spherical silica-titanium group oxide-based composite oxide particles, and a refractive index thereof at 25° C. is within a range of 1.45 to 1.58.

14. A dental filling restorative material consisting of the dental curable composition according to claim 8 .

15. The method for producing a dental curable composition according to claim 1 , wherein the average primary particle diameter of the spherical filler (C) is within a range of 230 nm to 350 nm.

16. The dental curable composition according to claim 8 , wherein the average primary particle diameter of the spherical filler (C) is within a range of 230 nm to 350 nm.

Assignees

• Tokuyama Dental Corp

Inventors

• Morisaki Hiroshi
• Akizumi Hironobu

Classifications

• A61K6/887 Primary

  Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61K6/76

  comprising silicon-containing compounds · CPC title

• A61K6/62

  Photochemical radical initiators · CPC title

• A61K6/54

  Filling; Sealing · CPC title

• A61K6/17

  Particle size · CPC title