Dental composition, method of producing and use thereof

Patent metadata

Field	Value
Publication number	US-9295617-B2
Application number	US-201213997697-A
Country	US
Kind code	B2
Filing date	Jan 12, 2012
Priority date	Jan 31, 2011
Publication date	Mar 29, 2016
Grant date	Mar 29, 2016

Abstract

The invention relates to a dental composition having
a) compound (A) with the following features:
only one backbone unit (U) with 6 to 20 carbon atoms, at least 6 carbon atoms thereof forming an aromatic or an aliphatic cyclic moiety, the remaining carbon atoms either being part of substituents pending from the cyclic moiety or being part of bridging groups to spacer units, wherein one or more of the remaining carbon atoms can be replaced by an oxygen atom, the backbone unit not comprising a bisphenol structure,

one or two spacer unit(s) (S) being connected to the backbone unit (U) via an ether linkage, at least one spacer unit (S) having a —CH2-CH2-CH2-CH2-O-CH2-CH(Q)-OG chain or a —CH2-CH(OG)-CH2-OM residue or a mixture of these two types of spacers within one spacer unit,

with G having at least one group selected from acroyl, methacroyl, acetyl, benzoyl, and combinations thereof, M having at least one aryl group, and combinations thereof, Q having at least one group selected from hydrogen, methyl, phenyl, phenoxymethyl, and combinations thereof,

b) filler (B) and c) initiator (C).

First claim

The invention claimed is:

1. A dental composition comprising
a) compound (A) characterized by a structure according to any of formulas (I), (II), or (III)

 with
a, b=0 to 3, c, d=0 to 3, (a+b)=1 to 6, (c+d)=1 to 6,
Q being independently selected from hydrogen, methyl, phenyl and phenoxymethyl,
G is selected from

 wherein the symbol “*” indicates a connecting point of the moiety,
and U is selected from

 and mixtures thereof, wherein the symbol “*” indicates a connecting point of the moiety;

G is selected from

 wherein the symbol “*” indicates a connecting point of the moiety,
and U is selected from

 and mixtures thereof, wherein the symbol “*” indicates a connecting point of the moiety;

 with
a, b=0 to 3, c, d=0 to 3, (a+b)=1 to 6, (c+d)=1 to 6,
Q being independently selected from hydrogen, methyl, phenyl and phenoxymethyl,
G is selected from

 wherein the symbol “*” indicates a connecting point of the moiety,
and U is selected from

 and mixtures thereof, wherein the symbol “*” indicates a connecting point of the moiety;
b) filler (B) and
c) initiator (C).

2. The dental composition according to claim 1 , wherein compound (A) is characterized by at least one of the following features:
Molecular weight (Mw): from about 550 to about 1000;
Reactive Functionality: 2 ethylenically unsaturated reactive groups per molecule attached via an ester linkage onto the backbone;
Non Reactive Functions: 2 hydrocarbon non reactive groups per molecule attached via an ester linkage onto the backbone;
Polar Groups: no free OH groups within the molecule;
Secondary Network: no urethane moieties within the molecule; and
Refractive index: from about 1.495 to about 1.565 (n D 20 ).

3. The dental composition according to claim 1 , wherein compound (A) is selected from

and mixtures thereof.

4. The dental composition according to claim 1 , wherein initiator (C) comprises a redox initiator, a photo initiator or a mixture of both.

5. The dental composition according to claim 1 , comprising in addition one or more of the following components:
a polymerizable compound (D) being different from compound (A)
a softener (E) not comprising polymerizable group(s),
an adjuvant (F).

6. The dental composition according to claim 1 , comprising a polymerizable compound (D) comprising at least one ethylenically unsaturated bond.

7. The dental composition according to claim 1 , comprising the components in the following amounts:
Compound (A): from about 5 to about 70 wt.-%,
Filler (B): from about 25 to about 90 wt.-%,
Initiator (C): from about 0.1 to about 3 wt.-%,
Polymerizable compound (D): from about 0 to about 65 wt.-%,
Softener (E): from about 0 to about 20 wt.-%,
Adjuvant (F): from about 0 to about 25 wt.-%,

wt.-% with respect to the weight of the whole composition.

8. The dental composition according to claim 1 , being a light curing composition and being characterized by at least one of the following parameters after hardening:
Flexural strength: at least about 70 MPa determined according to ISO 4049,
E-Modulus: from about 2 GPa to about 11 GPa determined according to ISO 4049,
Depth of Cure: at least about 4 mm determined according to ISO 4049.

9. The dental composition according to claim 1 being a chemical curing composition and being characterized by at least one of the following parameters after hardening:
Flexural strength: from about 50 MPa to about 100 MPa determined according to according to ISO 4049,
E-Modulus: from about 0.4 GPa to about 2.0 GPa determined according to according to ISO 4049,
Elongation at Break: at least about 10% determined according to DIN 53455,
Impact Strength: at least about 8 kJ/m 2 determined according to ISO 179-1.

10. The dental composition according to claim 1 being contained in a container.

11. Kit of parts comprising at least 2 compositions according to claim 1 , the compositions differing from each other at least with respect to their colour.

12. The dental composition according to claim 1 , wherein the dental composition is chosen from a dental cement, a crown and bridge material, a dental filling material, a casting material, a cavity liner, a coating compositions, a mill blank, an orthodontic devices, a sealant and combinations thereof.

Assignees

• Eckert Adrian S
• Cub Michael M
• Hailand Bettina
• Kestel Marion B
• Dede Karsten
• Hoheisel Uwe H
• Raia Gioacchino
• Thalacker Christoph
• Hecht Reinhold
• Luchterhandt Thomas
• 3M Innovative Properties Co

Inventors

• Eckert Adrian S
• Cub Michael M
• Hailand Bettina
• Kestel Marion B
• Dede Karsten
• Hoheisel Uwe H
• Raia Gioacchino
• Thalacker Christoph
• Hecht Reinhold
• Luchterhandt Thomas

Classifications

• A61K6/887 Primary

  Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61K6/20

  Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish · CPC title

• A61K6/16

  Refractive index · CPC title

• A61K6/00

  Preparations for dentistry · CPC title

• A61K6/15

  Compositions characterised by their physical properties · CPC title