IP Library Granted Patent US 8,710,113
Granted Patent B2
US 8,710,113 · App. 13/807,553 · Granted Apr 29, 2014

Dental composition, kit of parts and use thereof

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Quick Facts
Patent No.
US 8,710,113
App. No.
13/807,553
Granted
Apr 29, 2014
Kind
B2
Abstract

The invention relates to a dental composition comprising a) 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 and halogen atoms, one or two unit(s) (S) being connected to the backbone unit (U) via an ether linkage, at least one unit (S) comprising a —CH2-CH2-CH2-CH2-O—CH2-CH(Q)-OG moiety or a —CH2-CH(OG)-CH2-OM moiety or a mixture of these two types of moieties within one unit (S), with G comprising at least one polymerizable moiety and an urethane moiety, the urethane moiety acting as connecting element to unit(s) (S), and M comprising at least one group selected from acroyl, methacroyl, aryl, mixtures and combinations thereof, Q comprising at least one group selected from hydrogen, methyl, phenyl, phenoxymethyl, mixtures and combinations thereof, and with the proviso that onto the backbone unit (U) at least two substituents are attached, each bearing at least one group G, wherein in the case where only one unit (S) is present, the group G not being part of said unit (S) is located in the further substituent pending from unit (U), b) a filler (B) and c) an initiator (C).

Claims (79)

1. A composition comprising

a) 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 and halogen atoms, one or two unit(s) (S) being connected to the backbone unit (U) via an ether linkage, at least one unit (S) comprising a —CH 2 —CH 2 —CH 2 —CH 2 —O—CH 2 —CH(Q)-OG moiety or a —CH 2 —CH(OG)-CH 2 —OM moiety or a mixture of these two types of moieties within one unit (S),

with

G comprising at least one polymerizable moiety and an urethane moiety, the urethane moiety acting as connecting element to unit(s) (S), and

M comprising at least one group selected from acroyl, methacroyl, aryl, mixtures and combinations thereof,

Q comprising at least one group selected from hydrogen, methyl, phenyl, phenoxymethyl, mixtures and combinations thereof, and

with the proviso that onto the backbone unit (U) at least two substituents are attached, each bearing at least one group G,

wherein in the case where only one unit (S) is present, the group G not being part of said unit (S) is located in the further substituent pending from unit (U),

wherein the backbone unit (U) comprises a moiety being selected from

wherein * indicates a connecting point to another moiety or unit,

b) a filler (B) and

c) an initiator (C),

the composition being a dental composition.

2. The composition according to claim 1 , wherein compound (A) is characterized by at least one of the following features:

Molecular weight (Mw): from about 600 to about 1200,

Functionality: from 2 to 4 reactive groups per molecule,

Refractive index: from about 1.500 to about 1.560)(n D 20).

3. The composition according to claim 1 , wherein the spacer unit(s) (S) is represented by a moiety being selected from

S1:

with m=1 to 3 and n=1 to 3,

Q=hydrogen, methyl, phenyl, phenoxymethyl ,

S2:

with M=acroyl, methacroyl, phenyl,

S3:

with M=acroyl, methacroyl, phenyl and m=1 to 3 and n=1 to 3,

Q=hydrogen, methyl, phenyl, phenoxymethyl,

wherein * indicates a connecting point to another moiety, or unit.

4. The composition according to claim 1 , wherein the G comprises a moiety being selected from

combinations and mixtures thereof, wherein * indicates a connecting point to another moiety or unit.

5. The composition according to claim 1 , wherein compound (A) is characterized by a structure according to any of formulas (I), (II), (III), (IV), (V), (VI), and (VII)

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 or phenoxymethyl,

with

R=being independently selected from H, or methyl,

with

R═H or methyl,

with

R=being independently selected from H or methyl,

Q=being independently selected from hydrogen, methyl, phenyl or phenoxymethyl,

a, b=0 to 3, c, d=0 to 3, (a+b)=1 to 6 and (c+d)=1 to 6,

with

R═H or methyl,

Q=being independently selected from hydrogen, methyl, phenyl or phenoxymethyl,

a, b=0 to 3, c, d=0 to 3, (a+b)=1 to 6 and (c+d)=1 to 6,

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 or phenoxymethyl,

wherein G is selected from

and wherein U is selected from

combinations and mixtures thereof,

wherein the * indicates a connecting point to another moiety or unit.

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

or a mixture thereof.

7. The composition according to claim 1 , wherein the initiator (C) is a redox initiator, a photo initiator or a combinations or mixture of both.

8. The composition according to claim 1 , comprising in addition one or more of the following components:

polymerizable compound (D) being different from compound (A)

softener (E) not comprising polymerizable group(s),

adjuvents (F).

9. The composition according to claim 8 , wherein the polymerizable compound (D) is selected from ethylenically unsaturated monomers, oligomers or polymers, combinations and mixtures thereof.

10. The composition according to claim 8 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.

11. The composition according to claim 1 being characterized by at least one, two or more of the following parameters after hardening:

Compressive Strength: at least about 300 MPa,

Flexural strength: at least about 100 MPa,

E-Modulus: at least about 8 GPa but not higher than 14 GPa,

Bonded Disk Shrinkage-Strain: below 1.90%,

Shrinkage Stress: below 1700 μstrain,

Depth of Cure: at least about 4.40 mm.

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

13. A kit of parts comprising at least 2 compositions as described in claim 1 , the compositions differing from each other at least with respect to their colour.

14. A product comprising the composition as described in claim 1 , wherein the item is selected 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 device, a sealant and combinations thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: 3M INNOVATIVE PROPERTIES COMPANY
To: SOLVENTUM INTELLECTUAL PROPERTIES COMPANY
Reel/Frame 066444/0162 →