IP Library › Granted Patent US 11,952,447
Granted Patent B2
US 11,952,447 · App. 16/981,802 · Granted Apr 9, 2024

Polymerizable composition for dental material, and dental material obtained from said composition

Inventors: Takuya Matsumoto (Ichihara, JP); Naoyuki Kakinuma (Ichihara, JP)
Assignee: MITSUI CHEMICALS, INC.
C08F220/14C08K3/36
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Quick Facts
Patent No.
US 11,952,447
App. No.
16/981,802
Granted
Apr 9, 2024
Kind
B2
Abstract

Provided are a polymerizable composition for a dental material that can yield cured molded bodies having superior mechanical strength, a molded body obtained by curing the composition, and a dental material including the molded body. A polymerizable composition for a dental material, the polymerizable composition containing: one selected from the group consisting of allyl compound (A) and an oligomer of allyl compound (A); and (meth)acrylate compound (B).

Claims (33)

1. A polymerizable composition for a dental material, the polymerizable composition comprising:

one selected from the group consisting of allyl compound (A) and an oligomer of allyl compound (A),

(meth)acrylate compound (B), and

optionally a polymerization initiator,

wherein the allyl compound (A) includes compound (A1) represented by general formula (A1) below or compound (A2) represented by general formula (A2) below:

wherein m is an integer of 2 to 8, each group R 1 is a hydrogen atom or a methyl group, groups R 1 are the same or different, n is an integer of 0 or 1, X is an m-valent C 2-100 hydrocarbon group optionally having a substituent and optionally containing a heteroatom,

wherein l is an integer of 1 to 8, each group R 10 is a hydrogen atom or a methyl group, groups R 10 are the same or different;

if l is 2 to 8, then Y is an l-valent C 2-100 hydrocarbon group optionally having a substituent and optionally containing a heteroatom, and

if l is 1, then Y is a group represented by general formula (Y1) below:

wherein R 11 is a hydrogen atom or a methyl group, h is an integer of 0 or 1, and the dashed line part represents a bonding position to the group in the parentheses in formula (A2),

wherein the polymerization initiator comprises at least one selected from a room-temperature polymerization initiator, a thermal polymerization initiator and a photopolymerization initiator,

the room-temperature polymerization initiator is at least one selected from an organic peroxide/amine systems, a cumene hydroperoxide/thiourea system, an ascorbic acid/Cu 2+ salt system, an organic peroxide/amine/sulfinic acid, tributylborane, and organic sulfinic acid,

the thermal polymerization initiator is at least one selected from a peroxide and an azo compound.

2. The polymerizable composition for a dental material according to claim 1 , wherein a mass ratio of allyl compound (A) to (meth)acrylate compound (B) is in a range of 0.05 or higher and lower than 1.0.

3. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) is a compound having an allyloxy group.

4. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A1) represented by general formula (A1), and X in general formula (A1) is an m-valent C 2-100 chain hydrocarbon group optionally having a substituent and optionally containing a heteroatom, an m-valent C 5-16 alicyclic hydrocarbon group optionally having a substituent and optionally containing a heteroatom, or an m-valent C 6-50 aromatic hydrocarbon group optionally having a substituent and optionally containing a heteroatom.

5. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A1) represented by general formula (A1), and X in general formula (A1) is a group represented by any of general formulas (X1) to (X12) below:

wherein j is an integer of 1 to 50, and each dashed line part in formulas (X1) to (X12) represents a bonding position to the group in the parentheses in formula (A1).

6. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A1) represented by general formula (A1), and X in general formula (A1) is an m-valent C 5-16 alicyclic hydrocarbon group optionally having a substituent and optionally containing a heteroatom.

7. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A1) represented by general formula (A1), and X in general formula (A1) is a group represented by any of general formulas (X13) to (X16) below:

wherein each dashed line part represents a bonding position to the group in the parentheses in formula (A1); R 4 to R 7 in formula (X13) are each independently a hydrogen atom, a halogen atom, or a C 1-20 aliphatic hydrocarbon group optionally containing a heteroatom, and the two dashed-lined bonding sites on the benzene ring are in any of ortho relationship, meta relationship, and para relationship; R 8 and R 9 in formula (X15) are each independently a hydrogen atom or a methyl group; and each of the two dashed-lined bonding sites on the naphthalene ring in formula (X16) is present at any of the eight bondable positions, and hydrogen atoms at positions other than the dashed-lined bonding sites on the naphthalene ring are each optionally replaced with another group.

8. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A2) represented by general formula (A2), and Y in general formula (A2) is an l-valent C 2-20 chain hydrocarbon group optionally having a substituent and optionally containing a heteroatom.

9. The polymerizable composition for a dental material according to claim 1 , wherein allyl compound (A) includes compound (A2) represented by general formula (A2), and Y in general formula (A2) is a group represented by general formula (Y1) or a group represented by any of general formulas (Y2) to (Y5) below:

wherein each dashed line part represents a bonding position to the group in the parentheses in formula (A2).

10. The polymerizable composition for a dental material according to claim 1 , wherein (meth)acrylate compound (B) includes (meth)acrylate compound (B-a) represented by general formula (2) below:

wherein k is an integer of 2 to 4, R 3 is a k-valent hydrocarbon group optionally having a heteroatom, and R 2 is a hydrogen atom or a methyl group.

11. The polymerizable composition for a dental material according to claim 1 , the polymerizable composition further comprising a polymerization initiator.

12. The polymerizable composition for a dental material according to claim 11 , wherein the polymerization initiator contains a photopolymerization initiator.

13. The polymerizable composition for a dental material according to claim 1 , the polymerizable composition further comprising a filler.

14. The polymerizable composition for a dental material according to claim 1 , wherein a viscosity of the polymerizable composition for a dental material at 65° C. is 1 to 300,000 mPa·s.

15. The polymerizable composition for a dental material according to claim 1 , wherein the polymerizable composition is used as a dental composite resin.

16. A molded body obtained by curing the polymerizable composition for a dental material according to claim 1 .

17. A dental material comprising the molded body according to claim 16 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2020
From: MATSUMOTO, TAKUYA; KAKINUMA, NAOYUKI
To: MITSUI CHEMICALS, INC.
Reel/Frame 053802/0639 →
Priority Claims (1)
JP 2018-068931 · Mar 30, 2018 · national
Continuity (1)
Related Publication 20210017313A1 · Jan 21, 2021