Dental composition with high E-modulus

1. A dental composition comprising:

a filler matrix in an amount of at least 25 wt. % with respect to the weight of the dental composition;

an initiator system; and

a resin matrix comprising a brominated polymerizable monomer(s), the brominated polymerizable monomer(s) characterized by formula (I):

wherein:

a is an integer selected from 0 and 1,

A is selected from:

B is selected from:

*—(CH 2 ) b —*, *—(CH 2 —CH 2 —O—CH 2 —CH 2 )—*, *—(CH 2 —CH 2 —O—CH 2 —CH 2 —CH 2 )—*, *—(CH 2 —CH 2 —CH 2 —O—CH 2 —CH 2 —CH 2 )—*,

b is an integer selected from 2 to 6,

B′ is selected from *—(CH 2 ) b′ —*, *—(CH 2 —CH 2 —O—CH 2 —CH 2 )—*,

b′ is an integer selected from 2 to 6,

R is H or methyl,

X is selected from H, C 1-6 alkyl, and Br,

each Y is independently H or Br,

wherein “*” represents bonding site(s).

2. The dental composition of claim 1 , the brominated polymerizable monomer(s) being characterized by:

having a molecular weight of 400 to 800 g/mol;

not solidifying at 23° C.;

viscosity: 0.2 to 3 Pa*s at 23° C.;

having a refractive index in the range of 1.52 to 1.56; or

a combination thereof.

3. The dental composition of claim 1 , the brominated polymerizable monomer(s) being selected from:

and a combination thereof,

each R is independently selected from H and CH 3 .

4. The dental composition of claim 1 , the initiator system comprising radiation curing initiators, redox-curing initiators, heat-curing initiators, or a combination thereof.

5. The dental composition of claim 1 , the filler system comprising:

aggregated nano filler(s),

agglomerated nano filler(s),

discrete nano filler(s),

or a combination thereof.

6. The dental composition of claim 1 , comprising the components in the following amounts:

resin matrix: 5 to 70 wt. %,

filler matrix: 25 to 90 wt. %, and

initiator system: 0.1 to 10 wt. %,

wherein wt. % is with respect to the weight of the dental composition.

7. The dental composition of claim 1 , further comprising:

non-brominated, non-acidic polymerizable monomer(s) present in an amount of 1 to 50 wt. %;

non-brominated, acidic polymerizable monomer(s) present in an amount of 1 to 50 wt. %;

additive(s) present in an amount of 0.1 to 5 wt. %; or

a combination thereof.

8. The dental composition of claim 1 , being characterized by the following prior to hardening:

viscosity: 5 to 200 Pa*s measured at 23° C.;

pH value: 2 to 8, if brought in contact with wet pH-sensitive paper;

being storage stable for at least 3 months; or

a combination thereof.

9. The dental composition claim 1 , being characterized by the following after hardening:

flexural strength: at least 100 MPa according to ISO 4049:2009(E);

E-modulus: at least 10 MPa according to ISO 4049:2009(E);

shape: dental crown, bridge, inlay, onlay or veneer; or

a combination thereof.

10. The dental composition of claim 1 , comprising:

water or C 1 to C 4 alcohols in an amount of no more than 10 wt. %;

bisphenol A-glycidyl methacrylate in an amount of no more than 10 wt. %; or

a combination thereof,

wherein wt. % is with respect to the whole composition.

11. The dental composition of claim 1 ,

the initiator system comprising a radiation curing initiator, a redox-curing initiator, or a combination thereof, and

the filler matrix present in an amount of 25 to 90 wt. %, the filler matrix comprising nano-fillers selected from aggregated nano filler(s), agglomerated nano filler(s), discrete nano filler(s), and a combination thereof,

wherein:

A is selected from:

B is independently selected from:

*—(CH 2 ) b —*, *—(CH 2 —CH 2 —O—CH 2 —CH 2 )—*, *—(CH 2 —CH 2 —O—CH 2 —CH 2 —CH 2 )—*,

*—(CH 2 —CH 2 —CH 2 —O—CH 2 —CH 2 —CH 2 )—*, and

and

X is selected from H, methyl, ethyl, hexyl, tert-butyl, and Br, and

wherein the resin matrix is present in an around from 5 to 75 wt. %.

12. The dental composition of claim 1 , for use in producing a dental restorative material.

13. A kit of parts comprising:

the dental composition of claim 1 in a hardened or unhardened state;

one or more of:

a dental adhesive,

a dental cement, and

an applicator; and

a set of instructions directing a user to contact the dental composition to a tooth surface.

14. A dental milling block comprising the dental composition of claim 1 in its hardened state.