Dental photopolymerizable composition for 3D printer

Patent metadata

Field	Value
Publication number	US-11744781-B2
Application number	US-202017001853-A
Country	US
Kind code	B2
Filing date	Aug 25, 2020
Priority date	Aug 26, 2019
Publication date	Sep 5, 2023
Grant date	Sep 5, 2023

Abstract

To provide a dental photopolymerizable composition which can prepare a dental restoration with excellent aesthetic and mechanical properties by optical three-dimensional modeling method (stereolithography). The dental photopolymerizable composition for 3D printer of the present invention comprises: a (a) (meth)acrylate-based polymerizable monomer consisting of a (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure and a (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure, a (b) cohesive inorganic filler, and a (c) photopolymerization initiator, wherein; a ratio of the (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure and the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure in the (a) (meth)acrylate-based polymerizable monomer is 51 to 80: 49 to 20 pts.wt., a ratio of the (a) (meth)acrylate-based polymerizable monomer and the (b) cohesive inorganic filler is 50 to 91: 50 to 9 pts.wt., and the dental photopolymerizable composition for 3D printer contains 0.1 to 5 pts.wt. of the (c) photopolymerization initiator based on 100 pts.wt. of the (a) (meth)acrylate-based polymerizable monomer.

First claim

What is claimed is:

1. A dental photopolymerizable composition for 3D printer comprising:
a (a) (meth)acrylate-based polymerizable monomer consisting of a (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure, a (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure, and optionally, a (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties,
a (b) cohesive inorganic filler in which nano-sized primary particles are aggregated, and
a (c) photopolymerization initiator, wherein;
a ratio of the (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure and the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure in the (a) (meth)acrylate-based polymerizable monomer is 51 to 80: 49 to 20 pts.wt.,
a ratio of the (a) (meth)acrylate-based polymerizable monomer and the (b) cohesive inorganic filler is 65 to 90: 35 to 10 pts.wt.,
the dental photopolymerizable composition for 3D printer contains 0.1 to 5 pts.wt. of the (c) photopolymerization initiator based on 100 pts.wt. of the (a) (meth)acrylate-based polymerizable monomer, and
the (b) cohesive inorganic filler consists of 60 to 100 wt. % of SiO 2 and 0 to 40 wt. % of ZrO 2 .

2. The dental photopolymerizable composition for 3D printer according to claim 1 , wherein,
the (a) (meth)acrylate-based polymerizable monomer has the (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties.

3. The dental photopolymerizable composition for 3D printer according to claim 1 , wherein,
the (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties consists of the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure.

4. A dental photopolymerizable composition for 3D printer comprising:
a (a) (meth)acrylate-based polymerizable monomer consisting of a (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure, a (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure, and optionally, a (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties,
a (b) cohesive inorganic filler in which nano-sized primary particles are aggregated, and
a (c) photopolymerization initiator, wherein;
a ratio of the (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure and the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure in the (a) (meth)acrylate-based polymerizable monomer is 51 to 80: 49 to 20 pts.wt.,
a ratio of the (a) (meth)acrylate-based polymerizable monomer and the (b) cohesive inorganic filler is 65 to 90: 35 to 10 pts.wt., and
the specific surface area of the (b) cohesive inorganic filler is 10 to 300 m 2 /g.

5. The dental photopolymerizable composition for 3D printer according to claim 1 , wherein,
the frequency average particle diameter of the (b) cohesive inorganic filler is within a range of 1 to 15 μm.

6. The dental photopolymerizable composition for 3D printer according to claim 1 , wherein,
the dental photopolymerizable composition for 3D printer further contains an additive.

7. The dental photopolymerizable composition for 3D printer according to claim 6 , wherein,
the additive contains one or more selected from the group consisting of a coloring material, an ultraviolet absorber, a polymerization inhibitor and a fluorescent agent.

8. The dental photopolymerizable composition for 3D printer according to claim 6 , wherein,
the dental photopolymerizable composition for 3D printer contains 0.0001 to 2 pts.wt. of the additive based on 100 pts.wt. of the dental photopolymerizable composition for 3D printer excluding the additive.

9. A dental restoration prepared by a stereolithography-type 3D printer by using the dental photopolymerizable composition for 3D printer according to claim 1 .

10. The dental photopolymerizable composition for 3D printer according to claim 2 , wherein,
the (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties consists of the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure.

11. The dental photopolymerizable composition for 3D printer according to claim 4 , wherein,
the (b) cohesive inorganic filler consists of 60 to 100 wt. % of SiO 2 and 0 to 40 wt. % of ZrO 2 .

12. The dental photopolymerizable composition for 3D printer according to claim 1 , wherein,
the specific surface area of the (b) cohesive inorganic filler is 10 to 300 m 2 /g.

13. The dental photopolymerizable composition for 3D printer according to claim 4 , wherein,
the frequency average particle diameter of the (b) cohesive inorganic filler is within a range of 1 to 15 μm.

14. The dental photopolymerizable composition for 3D printer according to claim 4 , wherein,
the dental photopolymerizable composition for 3D printer further contains an additive.

15. The dental photopolymerizable composition for 3D printer according to claim 4 , wherein,
the additive contains one or more selected from the group consisting of a coloring material, an ultraviolet absorber, a polymerization inhibitor and a fluorescent agent.

16. The dental photopolymerizable composition for 3D printer according to claim 4 , wherein,
the dental photopolymerizable composition for 3D printer contains 0.0001 to 2 pts.wt. of the additive based on 100 pts.wt. of the dental photopolymerizable composition for 3D printer excluding the additive.

17. A dental restoration prepared by a stereolithography-type 3D printer by using the dental photopolymerizable composition for 3D printer according to claim 16 .

18. A dental photopolymerizable composition for 3D printer comprising:
a (a) (meth)acrylate-based polymerizable monomer consisting of a (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure, a (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure, and optionally, a (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched structure and at least 3 or more (meth)acrylate moieties,
a (b) cohesive inorganic filler in which nano-sized primary particles are aggregated, and
a (c) photopolymerization initiator, wherein;
a ratio of the (a1) (meth)acrylate-based polymerizable monomer containing a urethane structure and the (a2) (meth)acrylate-based polymerizable monomer not containing a urethane structure in the (a) (meth)acrylate-based polymerizable monomer is 51 to 80: 49 to 20 pts.wt.,
a ratio of the (a) (meth)acrylate-based polymerizable monomer and the (b) cohesive inorganic filler is 65 to 90: 35 to 10 pts.wt.,
the dental photopolymerizable composition for 3D printer contains 0.1 to 5 pts.wt. of the (c) photopolymerization initiator based on 100 pts.wt. of the (a) (meth)acrylate-based polymerizable monomer, and
the dental photopolymerizable composition for 3D printer contains no other filler other than the (b) cohesive inorganic filler.

19. The dental photopolymerizable composition for 3D printer according to claim 18 , wherein,
the (a) (meth)acrylate-based polymerizable monomer has a (a3) polyfunctional (meth) acrylate-based polymerizable monomer having a branched s

Assignees

• Shofu Inc

Inventors

• Hosokawa Mamoru
• Fujimura Hidefumi

Classifications

• A61K6/887 Primary

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

• A61K6/17

  Particle size · CPC title

• A61K6/62

  Photochemical radical initiators · CPC title

• A61K6/76

  comprising silicon-containing compounds · CPC title

• B33Y70/10

  Composites of different types of material, e.g. mixtures of ceramics and polymers or mixtures of metals and biomaterials · CPC title