DENTAL COMPOSITION AND USE THEREOF

• US 20170165152A1
• Filed: 02/10/2015
• Published: 06/15/2017
• Est. Priority Date: 02/18/2014
• Status: Active Grant

• Current Assignee: Solventum Intellectual Properties Company (Solventum Corp.)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Eckert, Adrian S., Kestel, Marion B., Dede, Karsten, Cub, Michael, Hailand, Bettina, Thalacker, Christoph
• Granted Patent: US 10,010,488 B2
• Time in Patent Office: Days
• CPC Class Codes: A61C 13/0022 Blanks or green, unfinished dental restoration parts
• CPC Class Codes: A61K 6/62 Photochemical radical initiators
• CPC Class Codes: A61K 6/71 Fillers
• CPC Class Codes: A61K 6/76 comprising silicon-containing compounds
• CPC Class Codes: A61K 6/887 Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: A61K 6/889 Polycarboxylate cements; Glass ionomer cements
• CPC Class Codes: C08L 75/16 having terminal carbon-to-carbon unsaturated bonds

Abstract

A dental composition comprising a polymerizable monomer (1), initiator, filler component(s) in an amount of more than about 20 wt.-%, wt.-% with respect to the whole weight of the composition, the polymerizable monomer (1) being characterized as follows: having exactly two (meth)acrylate reactive moieties, having an unsymmetrical backbone as linkage between the (meth)acrylate reactive moieties, the two (meth)acrylate reactive moieties being attached onto the unsymmetrical monomer backbone as alkyl esters, the unsymmetrical backbone comprising one aromatic moiety of the phenolic type, the polymerizable monomer (1) not containing an acidic moiety, other atoms than carbon, hydrogen, nitrogen, and oxygen, a bisphenol moiety. The invention is also directed to the use of the dental composition as or for producing a dental filling material, dental cement, crown and bridge material, inlay, onlay, veneer, orthodontic device or dental mill blank

Claims

1. A dental composition comprising:

polymerizable monomer (1),

initiator,

filler component(s) in an amount of more than about 20 wt.-%, with respect to the whole weight of the composition,

the polymerizable monomer (1) being characterized as follows;

having exactly two (meth)acrylate reactive moieties,

having an unsymmetrical backbone as linkage between the (meth)acrylate reactive moieties,

the two (meth)acrylate reactive moieties being attached onto the unsymmetrical monomer backbone as alkyl esters,

the unsymmetrical backbone comprising one aromatic moiety of the phenolic type,

having one or two urethane moieties within the unsymmetrical backbone,

the polymerizable monomer (1) not containing

an acidic moiety,

other atoms than carbon, hydrogen, nitrogen, and oxygen,

a bisphenol moiety,

the polymerizable monomer (1) being characterized by formula (I)

2. The dental composition according to claim 1, the polymerizable monomer (1) being characterized by either formula (Ia) or formula (Ib)

3. The dental composition according to claim 1, being characterized by at least one of the following features:

the polymerizable monomer (1) having a molecular weight of about 300 to about 1,000,

the aromatic moiety of the phenolic type comprising a tyrosol moiety, hydroxy benzylic alcohol moiety, hydroxy benzoic acid moiety, resorcinol moiety, catechol moiety,

the polymerizable monomer (1) having one or two urethane moieties within the unsymmetrical backbone.

4. The dental composition according to claim 1, the polymerizable monomer (1) being selected from one of the following monomers and mixtures thereof:

5. The dental composition according to claim 1, the initiator being selected from radiation curing, redox curing, heat curing initiators and combinations thereof.

6. The dental composition according to claim 1 comprising the respective components in the following amounts:

Polymerizable monomer(s) (1);

from about 1 to about 75 wt.-%,

Initiator(s);

from about 0.1 to about 10 wt.-%,

Filler(s);

from about 20 to about 95 wt.-%,

8. The dental composition according to claim 1 not comprising either or all of the following components:

Bis-GMA or bisphenol moiety(s) containing components in an amount above 5 wt.-%,

Solvent(s) in an amount above 5 wt.-%.

9. The dental composition according to claim 1, the adhesive composition being characterized by at least one or all of the following features after curing:

compressive strength;

at least about 380 MPa;

shrinkage stress;

not more than about 2350 μ

strain.

10. The dental composition according to claim 1 being characterized as follows:

Polymerizable monomer(s) (1);

being represented by the formula as described in claim 1 in an amount from about 1 to about 75 wt.-%,

Initiator(s) being selected from radiation curing or redox curing initiators,

Filler(s) being selected from silica, silica/zirconia filler(s) and mixtures thereof in an amount from about 20 to about 90 wt.-%.

11. The dental composition according to claim 1 being provided as one or two part system.

12. The dental composition as described in claim 1 being in a cured state and being provided in the shape of a dental crown, bridge, inlay, onlay, veneer, orthodontic device or dental mill blank.

13. Use of the dental composition as described in claim 1 as or for producing a dental filling material, dental cement, crown and bridge material, inlay, onlay, veneer, orthodontic device or dental mill blank.

14. A process for producing a dental mill blank, the process comprising the steps of:

providing a dental composition as described in claim 1, the dental composition being in its uncured state,

hardening or curing the dental composition to obtain a hardened or cured dental composition,

fixing the hardened dental composition to a holding device, the dental composition being provided in the shape of a dental mill blank.

15. A process for producing a dental restoration, the process comprising the steps of:

providing a dental mill blank, the dental mill blank comprising the dental composition as described in claim 1, the dental composition being in its cured state,

machining the dental mill blank to obtain a dental restoration.

7. The dental composition according to laim 1 comprising in addition a polymerizable monomer (2) bearing an acidic moiety.