# US 10,441,512 B2 · Dental curable composition and method of manufacturing same

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- Number: US 10,441,512 B2
- Document ID: US10441512B2
- Status: Granted
- Kind: B2
- Application number: 15/553,661
- Filed: 2016-03-15
- Published: 2018-02-22
- Granted: 2019-10-15
- Earliest claimed: 2015-03-20
- Assignees: GC Corporation
- Applicants: GC Corporation
- Inventors: Hiroaki Tanaka; Naofumi Matsumoto
- Web page: https://patentgrep.com/patent/US10441512B2

## CPC

- A61K 6/84: comprising metals or alloys
- A61K 6/884: comprising natural or synthetic resins
- A61K 6/887: Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C08K 9/06: with silicon-containing compounds
- C08K 2201/005: Additives being defined by their particle size in general
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A dental curable composition includes a polymerizable monomer, inorganic particles (A), and inorganic particles (B), wherein the inorganic particles (A) have a volume-median particle size of more than or equal to 0.1 μm and less than or equal to 0.9 μm and are surface-treated with a compound expressed by a general formula (1), the inorganic particles (B) have an average primary particle size of more than or equal to 5 nm and less than or equal to 50 nm, where at least one of a group expressed by a general formula (A) and a group expressed by a general formula (B) is present at surfaces of the inorganic particles (B), and the ratio of the mass of the inorganic particles (B) to the total mass of the inorganic particles (A) and the inorganic particles (B) is more than or equal to 0.02 and less than or equal to 0.05.

## Claims

### Claim 1

A dental curable composition comprising:
a polymerizable monomer, inorganic particles (A), and inorganic particles (B),
wherein the inorganic particles (A) have a volume-median particle size of more than or equal to 0.1 μm and less than or equal to 0.9 μm and are surface-treated with a compound expressed by a general formula
(where R1 is a hydrogen atom or a methyl group, R2 is a hydrolyzable group, R3 is a hydrocarbon group having 1 to 6 carbon atoms, p is 2 or 3, and q is an integer greater than or equal to 8 and smaller than or equal to 13),
wherein the inorganic particles (B) have an average primary particle size of more than or equal to 5 nm and less than or equal to 50 nm, where at least one of a group expressed by a general formula
(where R4 and R5 are independently a methyl group or an ethyl group) and a group expressed by a general formula
(where R6, R7, and R8 are independently a methyl group or an ethyl group) is present at surfaces of the inorganic particles (B),
wherein a ratio of a mass of the inorganic particles (B) to a total mass of the inorganic particles (A) and the inorganic particles (B) is more than or equal to 0.02 and less than or equal to 0.05,
wherein a ratio of a mass of the polymerizable monomer to the total mass of the inorganic particles (A) and the inorganic particles (B) is 0.25 to 0.5, and
wherein an extrusion strength is less than or equal to 10 kgf.

### Claim 2 (depends on 1)

The dental curable composition as claimed in claim 1, wherein the dental curable composition is a flowable composite resin.

### Claim 3

A method of manufacturing a dental curable composition, the method comprising:
mixing a polymerizable monomer, inorganic particles (A), and inorganic particles (B),
wherein the inorganic particles (A) have a volume-median particle size of more than or equal to 0.1 μm and less than or equal to 0.9 μm and are surface-treated with a compound expressed by a general formula
(where R1 is a hydrogen atom or a methyl group, R2 is a hydrolyzable group, R3 is a hydrocarbon group having 1 to 6 carbon atoms, p is 2 or 3, and q is an integer greater than or equal to 8 and smaller than or equal to 13),
wherein the inorganic particles (B) have an average primary particle size of more than or equal to 5 nm and less than or equal to 50 nm, where at least one of a group expressed by a general formula
(where R4 and R5 are independently a methyl group or an ethyl group) and a group expressed by a general formula
(where R6, R7, and R8 are independently a methyl group or an ethyl group) is present at surfaces of the inorganic particles (B),
wherein a ratio of a mass of the inorganic particles (B) to a total mass of the inorganic particles (A) and the inorganic particles (B) is more than or equal to 0.02 and less than or equal to 0.05,
wherein a ratio of a mass of the polymerizable monomer to the total mass of the inorganic particles (A) and the inorganic particles (B) is 0.25 to 0.5, and
wherein an extrusion strength is less than or equal to 10 kgf.

### Claim 4 (depends on 1)

The dental curable composition as claimed in claim 1, wherein the inorganic particles (A) are spherical.