IP Library › Granted Patent US 11,780,947
Granted Patent B2
US 11,780,947 · App. 16/498,448 · Granted Oct 10, 2023

Photocurable composition, denture base, and plate denture

Inventor: Toshikazu Sakamaki (Tokyo, JP)
Assignee: MITSUI CHEMICALS, INC.
C08F222/1025A61C13/087A61K6/887C08F2/48C08F20/30C08F222/1063C08F220/1807
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Quick Facts
Patent No.
US 11,780,947
App. No.
16/498,448
Granted
Oct 10, 2023
Kind
B2
Abstract

The present invention provides a photocurable composition for use in stereolithography, the photocurable composition including: a (meth)acrylic monomer (X) that is at least one selected from the group consisting of di(meth)acrylic monomers containing, within one molecule, two aromatic rings and two (meth)acryloyloxy groups, and that has a weight average molecular weight of from 400 to 580; a (meth)acrylic monomer (D) that is at least one selected from the group consisting of (meth)acrylic monomers containing, within one molecule, at least one aromatic ring and one (meth)acryloyloxy group, and that has a weight average molecular weight of from 140 to 350; and a photopolymerization initiator.

Claims (25)

1. A photocurable composition for use in stereolithography, the photocurable composition comprising:

a (meth)acrylic monomer (X) that is at least one selected from the group consisting of di(meth)acrylic monomers containing, within one molecule, two aromatic rings and two (meth)acryloyloxy groups, and that has a weight average molecular weight of from 400 to 580;

a (meth)acrylic monomer (D) that is at least one selected from the group consisting of (meth)acrylic monomers containing, within one molecule, at least one aromatic ring and one (meth)acryloyloxy group, and that has a weight average molecular weight of from 140 to 350; and

a photopolymerization initiator,

wherein a total content of the (meth)acrylic monomer (X) and the (meth)acrylic monomer (D) in the (meth)acrylic monomer component is 80% by mass or more, with respect to a total amount of the (meth)acrylic monomer component, and

wherein the photocurable composition is used for production, by stereolithography, of a dental prosthesis, a medical device for intraoral use, or a tooth and jaw model.

2. The photocurable composition according to claim 1 , wherein at least one di(meth)acrylic monomer configuring the (meth)acrylic monomer (X) contains an ether bond within one molecule.

3. The photocurable composition according to claim 1 , wherein at least one di(meth)acrylic monomer configuring the (meth)acrylic monomer (X) contains from one to four ether bonds within one molecule.

4. The photocurable composition according to claim 1 , wherein at least one di(meth)acrylic monomer configuring the (meth)acrylic monomer (X) is a compound represented by the following Formula (x-1):

wherein, in Formula (x-1), each of R 1x , R 2x , R 11x , and R 12x independently represents a hydrogen atom or a methyl group; each of R 3x and R 4x independently represents a linear or branched alkylene group having from 2 to 4 carbon atoms; each of mx and nx independently represents a number from 0 to 4; and mx and nx satisfy the relationship: 1≤(mx+nx)≤4.

5. The photocurable composition according to claim 1 , wherein at least one di(meth)acrylic monomer configuring the (meth)acrylic monomer (X) is a compound represented by the following Formula (x-2):

wherein, in Formula (x-2), each of R 5x , R 6x , R 7x , R 8x , R 11x , and R 12x independently represents a hydrogen atom or a methyl group; each of mx and nx independently represents a number from 0 to 4; and mx and nx satisfy the relationship: 1≤(mx+nx)≤4.

6. The photocurable composition according to claim 1 , wherein at least one (meth)acrylic monomer configuring the (meth)acrylic monomer (D) is a compound represented by the following Formula (d-1):

wherein, in Formula (d-1), R 1d represents a hydrogen atom or a methyl group; each R 2d independently represents a single bond, or a linear or branched alkylene group having from 1 to 5 carbon atoms; each R ad independently represents a single bond, an ether bond (—O—), an ester bond (—O—(C═O)—), or —C 6 H 4 —O—; A 1d represents at least one aromatic ring which may have a substituent; and nd represents a number from 1 to 2.

7. The photocurable composition according to claim 1 , wherein the at least one (meth)acrylic monomer configuring the (meth)acrylic monomer (D) is a compound represented by the following Formula (d-2):

wherein, in Formula (d-2), each of R 1d , R 4d and R 5d independently represents a hydrogen atom or a methyl group; A 2d represents at least one aromatic ring which may have a substituent; and nd represents a number from 1 to 2.

8. The photocurable composition according to claim 1 , wherein a content of the (meth)acrylic monomer (X) is 300 parts by mass or more with respect to 1,000 parts by mass of a total content of a (meth)acrylic monomer component.

9. The photocurable composition according to claim 1 , wherein a content of the (meth)acrylic monomer (D) is from 30 parts by mass to 700 parts by mass with respect to 1,000 parts by mass of a total content of a (meth)acrylic monomer component.

10. The photocurable composition according to claim 1 , wherein the photopolymerization initiator is at least one selected from the group consisting of alkylphenone compounds and acylphosphine oxide compounds.

11. The photocurable composition according to claim 1 , wherein a content of the photopolymerization initiator is from 1 part by mass to 50 parts by mass with respect to 1,000 parts by mass of a total content of a (meth)acrylic monomer component.

12. The photocurable composition according to claim 1 , wherein the photocurable composition has a viscosity, as measured using a Type E viscometer at 25° C. and 50 rpm, of from 20 mPa·s to 3,000 mPa·s.

13. The photocurable composition according to claim 1 , wherein the photocurable composition is used for production, by stereolithography, of a denture base or a mouthpiece.

14. The photocurable composition according to claim 1 , wherein the photocurable composition is used for production, by stereolithography, of a denture base.

15. A denture base that is a cured product of the photocurable composition according to claim 14 .

16. A plate denture comprising the denture base according to claim 15 and an artificial tooth fixed to the denture base.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2019
From: SAKAMAKI, TOSHIKAZU
To: MITSUI CHEMICALS, INC.
Reel/Frame 050509/0715 →
Priority Claims (1)
JP 2017-066065 · Mar 29, 2017 · national
Continuity (1)
Related Publication 20210038353A1 · Feb 11, 2021
Cited By (1)
US 12,344,691