IP Library Granted Patent US 10,478,384
Granted Patent B2
US 10,478,384 · App. 14/101,936 · Granted Nov 19, 2019

Dental composition

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Quick Facts
Patent No.
US 10,478,384
App. No.
14/101,936
Granted
Nov 19, 2019
Kind
B2
Abstract

Dental compositions are disclosed. A dental composition can include a reaction produce of a reaction mixture comprising a first mixture and a second mixture. The first mixture can include a ceramic based biomaterial, and the second mixture can include mineral trioxide aggregate and a phosphoric acid monomer.

Claims (45)

1. A dental composition for a dental implant insertable into an implant site, comprising:

a reaction product of a reaction mixture comprising:

a first mixture comprising:

a ceramic based biomaterial including hydroxyapatite,

a diluent comprising a cross-linking agent, and

a first initiator, and

a second mixture comprising:

mineral trioxide aggregate reacts with moisture at the implant site to form a solid scaffold on the dental implant,

a phosphoric acid monomer reacts with the ceramic based biomaterial and the mineral trioxide aggregate to bond the ceramic based biomaterial to the solid scaffold of mineral trioxide aggregate, and

a second initiator;

wherein the diluent reacts with the phosphoric acid monomer to crosslink at least the phosphoric acid monomer.

2. The dental composition of claim 1 , wherein the ceramic based biomaterial further includes one or more of calcium phosphates, strontium phosphates, calcium carbonates, calcium sulfate, and calcium hydroxide.

3. The dental composition of claim 1 , wherein about 50 weight percent to about 80 weight percent of the first mixture comprises the ceramic based biomaterial, the weight percent based on a total weight of the first mixture.

4. The dental composition of claim 1 , wherein 60 weight percent of the first mixture comprises the ceramic based biomaterial, the weight percent based on a total weight of the first mixture.

5. The dental composition of claim 1 , wherein about 5 weight percent to about 50 weight percent of the second mixture comprises the mineral trioxide aggregate, the weight percent based on a total weight of the second mixture.

6. The dental composition of claim 1 , wherein the phosphoric acid monomer is chosen from at least one of 1-methacryloyloxydecane-10-phosphate, 1-methacryloyloxyhexane-6-phosphate, 1-methacryloylaminodecane-10-phosphate, 1-acryloylaminohexane-6-phosphate, 1,3-dimethacryloyloxypropane-2-phosphate, and 1,3-dimethacryloylaminopropane-2-phosphate.

7. The dental composition of claim 1 , wherein about 1 weight percent to about 15 weight percent of the second mixture comprises the phosphoric acid monomer, the weight percent based on a total weight of the second mixture.

8. The dental composition of claim 1 , wherein the first mixture comprises about 15 weight percent to about 55 weight percent of the diluent, the weight percent based on a total weight of the first mixture.

9. The dental composition of claim 1 , wherein the first mixture comprises about 2 weight percent to about 8 weight percent of N,N-di(2-hydroxyethyl)-p-toluidine as the first initiator, the weight percent based on a total weight of the first mixture.

10. The dental composition of claim 1 , wherein the second mixture further comprises about 10 weight percent to about 50 weight percent of a bioactive glass, the weight percent based on a total weight of the second mixture.

11. The dental composition of claim 1 , wherein the second initiator includes a peroxide comprising about 0.5 weight percent to about 6 weight percent of the second mixture, the weight percent based on a total weight of the second mixture.

12. The dental composition of claim 1 , wherein the first mixture comprises:

60 weight percent of hydroxyapatite;

35 weight percent of the diluent; and

5 weight percent of the first initiator, wherein the first initiator comprises N,N-di(2-hydroxyethyl)p-toluidine, the weight percent based on a total weight of the first mixture.

13. The dental composition of claim 12 , wherein the diluent is tetra-ethylene glycol dimethacrylate.

14. The dental composition of claim 1 , wherein the second mixture comprises:

25 weight percent of the mineral trioxide aggregate;

5 weight percent of the phosphoric acid monomer;

3 weight percent of the second initiator, wherein the second initiator comprises a peroxide;

and further comprises 37 weight percent of a diluent and

30 weight percent of a bioactive glass, the weight percent based on a total weight of the second mixture.

15. The dental composition of claim 14 , wherein the diluent of a second mixture is tetra-ethylene glycol dimethacrylate, the peroxide is benzoyl peroxide, and the bioactive glass has a formulation of 46.1 mole percent of silicon dioxide, 2.6 mole percent of phosphorus pentoxide, 26.9 mole percent of calcium oxide, and 24.4 mole percent of sodium oxide.

16. A method, comprising:

obtaining or providing the first mixture of claim 1 ;

obtaining or providing the second mixture of claim 1 ; and

combining the first mixture and the section mixture to form the reaction product of claim 1 .

17. The method of claim 16 , wherein obtaining or providing the first mixture comprises: combining the ceramic based biomaterial with the diluent and N,N-di(2-hydroxyethyl)-p-toluidine as the first initiator.

18. The method of claim 17 , wherein obtaining or providing the first mixture comprises:

dissolving the N,N-di(2-hydroxyethyl)-p-toluidine in the diluent to form a first solution; and

mixing the first solution with the ceramic based biomaterial to form the first mixture.

19. The method of claim 18 , wherein the diluent of the first mixture is a first diluent, and wherein obtaining or providing the second mixture comprises: combining the mineral trioxide aggregate and the phosphoric acid monomer with a second diluent, and a peroxide as the second initiator and further combining with a bioactive glass.

20. The method of claim 16 , wherein obtaining or providing the second mixture comprises:

dissolving the phosphoric acid monomer and the peroxide in the diluent to form a second solution; and

mixing the second solution with the mineral trioxide aggregate and further mixing with a bioactive glass to form the second mixture.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 20, 2025
From: JPMORGAN CHASE BANK, N.A.
To: BIOMET 3I, LLC; ZIMMER DENTAL INC.
Reel/Frame 073142/0312 →
SECURITY INTEREST Recorded Oct 20, 2025
From: BIOMET 3I, LLC; ZIMMER DENTAL INC.; IMPLANT CONCIERGE, LLC
To: GOLUB CAPITAL LLC, AS COLLATERAL AGENT
Reel/Frame 073142/0384 →
SECURITY INTEREST Recorded Mar 2, 2022
From: BIOMET 3I, LLC; EBI, LLC; ZIMMER BIOMET SPINE, INC.; ZIMMER DENTAL INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 059293/0213 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 31, 2013
From: LEE, JIN WHAN; WEN, HAI BO; BASSETT, JEFFREY; WARNER, MIKE
To: ZIMMER DENTAL, INC.
Reel/Frame 031863/0143 →