Dental composite material and mill blanks consisting of said composite material

Patent metadata

Field	Value
Publication number	US-11219505-B2
Application number	US-201816753428-A
Country	US
Kind code	B2
Filing date	Oct 1, 2018
Priority date	Oct 4, 2017
Publication date	Jan 11, 2022
Grant date	Jan 11, 2022

Abstract

A polymerisable dental composite material comprising(i) 70 to 85% by weight of an inorganic filler component comprising at least one dental glass and optionally at least one amorphous metal oxide,(ii) 10 to 30% by weight of a mixture of at least two different urethane(meth)acrylates,(iii) 0.01 to 5% by weight of at least one di-, tri-, tetra- or multi-functional monomer not being a urethane(meth)acrylate,(iv) 0.01 to 10% by weight of at least one initiator, of an initiator system and optionally of at least one stabilizer and optionally of at least one pigment, wherein the total composition of the composite material amounts to 100% by weight, as well as a polymerized composite material having a flexural strength of greater than or equal to 200 MPa and an elastic modulus of 15 to 20 GPa for the production of indirect dentures.

First claim

The invention claimed is:

1. A polymerisable dental composite material, comprising
(i) 70 to 85% by weight of an inorganic filler component comprising a mixture of dental glasses of different fractions having an average particle size, with i) d 50 of 2 to 8 μm, ii) d 50 of 1.0 to 2.0 μm, and iii) d 50 of 0.5 μm to 1.2 μm, wherein the fractions of i) to ii) to iii) are present in a ratio of 1 to 4:1:4 to 8, as well as optionally at least one amorphous metal oxide,
(ii) 10 to 30% by weight of a mixture of at least two different
urethane(meth)acrylates, wherein the mixture comprises at least one difunctional urethane(meth)acrylate having a bivalent alicyclic group comprising bis-(4′,7′-dioxa-3′,8′-dioxo-2′-aza-decyl-9′-en)tetrahydrodicyclopentadiene, bis-(4′,7′-dioxa-3′, 8′-dioxo-2′-aza-9′-methyl-decyl-9′-en)tetrahydrodicyclopentadiene and/or mixtures thereof, as well as optionally mixtures of the 3,8-/3,9-/4,8-/3,10-/4,10 isomers and/or of the cis isomers and trans isomers of the afore-mentioned compounds,

(iii) 0.01 to 5% by weight of at least one di-, tri-, tetra- or
multi-functional monomer not being a urethane(meth)acrylate,

(iv) 0.01 to 10% by weight of at least one initiator, of an initiator system, as well as
optionally of at least one stabilizer and optionally of at least one pigment, wherein the total composition of the composite material amounts to 100% by weight.

2. The dental composite material according to claim 1 , wherein the amorphous metal oxide comprises at least one non-agglomerated amorphous metal oxide having a primary particle size of 2 to 45 nm, and the amorphous metal oxide optionally comprises precipitated silicon dioxide, pyrogenic silica, zirconium oxide or mixed oxides.

3. The dental composite material according to claim 1 , wherein the composite material comprises as (i) inorganic filler component
(i.1) 70 to 84% by weight of at least one dental glass, and optionally
(i.2) 1 to 15% by weight amorphous metal oxide, based on the total composition.

4. The dental composite material according to claim 1 , wherein (ii) comprises a mixture of at least two different urethane(meth)acrylates, wherein the mixture comprises at least one difunctional urethane(meth)acrylate having a bivalent alicyclic group and a difunctional urethane(meth)acrylate having a bivalent alkylene group, and optionally at least one at least tetrafunctional dendritic urethane(meth)acrylate.

5. The dental composite material according to claim 1 , wherein (iii) is selected from di-methacrylic esters of polyethers, tri-, tetra- or multi-functional methacrylic esters of polyethers.

6. The dental composite material according to claim 1 , wherein the at least one stabilizer comprises water, at least one benzophenone derivative and/or at least one phenol derivative.

7. The dental composite material according to claim 1 , wherein the at least one pigment comprises fluorescence pigments, organic color pigments, as well as inorganic color pigments.

8. A polymerized dental composite material obtained by polymerization of the composite material according to claim 1 .

9. The polymerized dental composite material according to claim 8 having a flexural strength of greater than or equal to 200 MPa to 260 MPa after 7 days, at 23±2° C., and dry storage and an elastic modulus greater than or equal to 15 to 20 GPa after 7 days, at 23±2° C., and dry storage according to EN ISO 6872:2008.

10. The polymerized dental composite material according to claim 8 having a flexural strength of greater than or equal to 160 MPa to 260 MPa after 7 days of storage in H 2 O deionized at 37° C., followed by greater than or equal to 1000 cycles, at 5° C. to 55° C., with a retention time greater than or equal to 30 seconds and an elastic modulus greater than or equal to 14 to 21 GPa after 7 days of storage in H 2 O deionized at 37° C., followed by greater than or equal to 1000 cycles at 5° C. to 55° C., with a retention time greater than or equal to 30 seconds according to EN ISO 6872:2008.

11. A polymerized dental composite material according to claim 9 , comprising
70 to 85% by weight of at least one inorganic filler compound comprising a mixture of dental glasses of different fractions having an average particle size, with i) d 50 of 2 to 8 μm, ii) d 50 of 1.0 to 2.0 μm, and iii) d 50 of 0.5 μm to 1.2 μm, wherein the fractions of i) to ii) to iii) are present in the ratio of 1 to 4:1:4 to 8, as well as optionally at least one amorphous silanised metal oxide of a primary particle size of 2 to 45 nm,
10 to 30% by weight of at least one polymer being based on at least one monomer comprising at least one bis-urethane derivative of tetrahydrodicyclopentadiene, at least one di-urethane(meth)acrylate having a bivalent alkylene group, at least one tetra- to decafunctional dendritic urethane methacrylate, and at least one di-, tri-, tetra- or multi-functional methacrylic ester of polyethers, and
0.01 to 10% by weight of at least one pigment, wherein the total composition of the composite material amounts to 100% by weight.

12. The polymerized dental composite material according to claim 8 , wherein the polymerized dental composite material is present in the form of a block of material.

13. Method of using a dental composite material according to claim 1 for the production of dental prosthetic restorations in a material-removing process, or for the production of direct adhesive dental restorations, as hoof repair material, as bone cement, as bone cement for cementing artificial joint prostheses, orthodontic apparatuses and instruments.

14. Method according to claim 13 for the production of dental prosthetic restorations comprising crowns, inlay, onlays, superstructures, artificial teeth, dental bridges, dental bars, spacers, abutments or veneers.

15. The polymerized dental composite according to claim 11 , obtained by polymerization at a pressure of 50 to 300 MPa and/or elevated temperature at 90 to 150° C. for 10 minutes to 10 hours.

16. The polymerized dental composite material according to claim 11 , wherein the polymerized dental composite material is present in the form of a block of material.

17. Method of using a dental composite material according to claim 8 for the production of dental prosthetic restorations in a material-removing process, or for the production of direct adhesive dental restorations, as hoof repair material, as bone cement, as bone cement for cementing artificial joint prostheses, orthodontic apparatuses and instruments.

18. Method of using a dental composite material according to claim 11 for the production of dental prosthetic restorations in a material-removing process, or for the production of direct adhesive dental restorations, as hoof repair material, as bone cement, as bone cement for cementing artificial joint prostheses, orthodontic apparatuses and instruments.

Assignees

• Kulzer & Co Gmbh

Inventors

• Utterodt Andreas
• Reischl Kurt
• Schönhof Nelli
• Eck Michael
• Kocoglu Raif
• Schneider Jutta
• Kempka Caroline

Classifications

• A61C13/26

  Dentures without palates; Partial dentures, e.g. bridges · CPC title

• A61C5/73 Primary

  Composite crowns · CPC title

• A61K6/17

  Particle size · CPC title

• A61C5/77

  Methods or devices for making crowns · CPC title

• A61C5/20

  Repairing attrition damage, e.g. facets · CPC title