Curable composition

Patent metadata

Field	Value
Publication number	US-11065183-B2
Application number	US-201816605602-A
Country	US
Kind code	B2
Filing date	Apr 16, 2018
Priority date	Apr 18, 2017
Publication date	Jul 20, 2021
Grant date	Jul 20, 2021

Abstract

Provided is a curable composition comprising a polymerizable monomer (A); spherical particles (B) having an average primary-particle diameter in a range of 230 nm to 1,000 nm; and a polymerization initiator (C), in which 90% or more of individual particles constituting the spherical particles (B) lies in a range of ±5% based on the average primary-particle diameter, and the refractive index of the spherical particles (B) is larger than the refractive index of a polymer of the polymerizable monomer (A). When a 1 mm-thick cured product is formed from the curable composition and the Y value (Yb) of the colored light of the cured product on a black background and the Y value (Yw) of the colored light of the cured product on a white background are each measured using a color difference meter, the ratio therebetween, Yb/Yw, being within a range of 0.2 to 0.5.

First claim

The invention claimed is:

1. A curable composition comprising a polymerizable monomer (A); spherical particles (B) having an average primary-particle diameter in a range of 230 nm to 1,000 nm; a polymerization initiator (C), and inorganic particles (D) having an average primary-particle diameter of less than 100 nm, wherein
90% or more of individual particles constituting the spherical particles (B) lies in a range of ±5% based on the average primary-particle diameter,
the polymerizable monomer (A) and the spherical particles (B) satisfy requirement (X1) represented by the following formula (1):
nP<nF   (1)

in formula (1), nP represents a refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF represents a refractive index at 25° C. of the spherical particles (B), and
when a 1 mm-thick cured product is formed from the curable composition and the Y value (Yb) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a black background and the Y value (Yw) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a white background are each measured using a color difference meter, the ratio therebetween, Yb/Yw, being within a range of 0.2 to 0.5.

2. The curable composition according to claim 1 , wherein the average primary-particle diameter of the spherical particles (B) is in a range of 240 nm to 500 nm.

3. The curable composition according to claim 1 , wherein the difference between the refractive index nF at 25° C. of the spherical particles (B) and the refractive index nP at 25° C. of a polymer of the polymerizable monomer (A) is 0.001 or more.

4. A dental restorative material consisting of the curable composition according to claim 1 .

5. A curable composition comprising a polymerizable monomer (A); spherical particles (B) having an average primary-particle diameter in a range of 230 nm to 1,000 nm; a polymerization initiator (C), and inorganic particles (D) having an average primary-particle diameter of less than 100 nm, wherein
90% or more of individual particles constituting the spherical particles (B) lies in a range of ±5% based on the average primary-particle diameter,
the polymerizable monomer (A) and the spherical particles (B) satisfy requirement (X1) represented by the following formula (1):
nP<nF   (1)

in formula (1), nP represents a refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF represents a refractive index at 25° C. of the spherical particles (B),
when a 1 mm-thick cured product is formed from the curable composition and the Y value (Yb) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a black background and the Y value (Yw) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a white background are each measured using a color difference meter, the ratio therebetween, Yb/Yw, being within a range of 0.2 to 0.5, and
when a cured product is formed from the curable composition, the cured product exhibits yellow to reddish colored light.

6. The curable composition according to claim 5 , wherein the average primary-particle diameter of the spherical particles (B) is in a range of 240 nm to 500 nm.

7. The curable composition according to claim 5 , wherein the difference between the refractive index nF at 25° C. of the spherical particles (B) and the refractive index nP at 25° C. of a polymer of the polymerizable monomer (A) is 0.001 or more.

8. A curable composition comprising a polymerizable monomer (A);
spherical particles (B) having an average primary-particle diameter in a range of 230 nm to 1,000 nm; and a polymerization initiator (C), wherein
90% or more of individual particles constituting the spherical particles (B) lies in a range of ±5% based on the average primary-particle diameter,
the polymerizable monomer (A) and the spherical particles (B) satisfy requirement (X1) represented by the following formula (1):
nP<nF   (1)

in formula (1), nP represents a refractive index at 25° C. of a polymer obtained by polymerizing the polymerizable monomer (A); and nF represents a refractive index at 25° C. of the spherical particles (B),
when a 1 mm-thick cured product is formed from the curable composition and the Y value (Yb) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a black background and the Y value (Yw) of the colorimetric value according to the Munsell Color System of the colored light of the cured product on a white background are each measured using a color difference meter, the ratio therebetween, Yb/Yw, being within a range of 0.2 to 0.5, and
wherein the 1 mm thick cured product has a maximum spectral reflectance at a wavelength of 607 nm to 757 nm as measured on a black background using a color difference meter.

9. The curable composition according to claim 8 , wherein the average primary-particle diameter of the spherical particles (B) is in a range of 240 nm to 500 nm.

10. The curable composition according to claim 8 , wherein the difference between the refractive index nF at 25° C. of the spherical particles (B) and the refractive index nP at 25° C. of a polymer of the polymerizable monomer (A) is 0.001 or more.

11. The curable composition according to claim 8 , comprising inorganic particles (D) having an average primary-particle diameter of less than 100 nm.

Assignees

• Tokuyama Dental Corp

Inventors

• Matsuo Takuma
• Akizumi Hironobu

Classifications

• C08F2/44

  Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers · CPC title

• A61K6/887 Primary

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

• A61K6/802

  comprising ceramics · CPC title

• A61K6/17

  Particle size · CPC title

• A61K6/16

  Refractive index · CPC title