Granted Patent B2

US 12,370,129 · App. 17/701,034 · Granted Jul 29, 2025

Inventors: Thorsten Bock (Feldkirch, AT); Thomas Köhler (Reichenau, DE); Michael Barbisch (Klaus, AT)

Assignee: Ivoclar Vivadent AG

A61K6/30A61K6/62A61K6/84A61K6/884

Abstract

Claims (53)

1. A dental adhesive set which comprises

an adhesive and

an applicator, which is coated with one or more vanadium (IV) salts but does not comprise an oxidizing agent and

a composite material that comprises a hydroperoxide or a peroxide as initiator for the radical polymerization.

2. The dental adhesive set according to claim 1 , in which the applicator is coated with vanadyl (IV) oxalate and/or vanadyl (IV) acetylacetonate and/or vanadyl (IV) picolinate.

3. The dental adhesive set according to claim 1 , in which the applicator is additionally coated with at least one sulfinic acid and/or sulfinic acid derivative.

4. The dental adhesive set according to claim 1 , in which the applicator is additionally coated with a reducing agent.

5. The dental adhesive set according to claim 1 , in which the adhesive comprises

(a) at least one radically polymerizable acidic monomer,

(b) at least one radically polymerizable monomer without acidic groups,

(c) at least one water-miscible organic solvent,

(d) water, and

(e) optionally one or more fillers, and

(f) optionally one or more stabilizers, and

(g) optionally a photoinitiator for the radical polymerization and

(h) optionally a thickener.

6. The dental adhesive set according to claim 5 , in which the adhesive comprises

(a) 1 to 40 wt.-% of at least one radically polymerizable acidic monomer,

(b) 1 to 80 wt.-% of at least one radically polymerizable monomer without acidic groups,

(c) up to 70 wt.-% of at least one water-miscible organic solvent,

(d) up to 70 wt.-% water, and

(e) optionally 0 to 20 wt.-% of at least one filler, and

(f) optionally 0.001-0.35 wt.-% of at least one stabilizer, and

(g) optionally 0.01 to 10 wt.-% photoinitiator, and

(h) optionally 0.1 to 8 wt.-% thickener,

in each case relative to the total mass of the composition.

7. The dental adhesive set according to claim 1 , in which the applicator is coated with vanadyl (IV) oxalate and the composite material comprises a hydroperoxide as initiator for the radical polymerization.

8. The dental adhesive set according to claim 1 , in which the adhesive and the applicator are stored spatially separated in a single-dose container, wherein a quantity of the adhesive is matched to a quantity of the one or more vanadium (IV) salts and optionally a sulfinic acid, a sulfinic acid derivative, an ascorbic acid and/or an ascorbic acid derivative on the coated applicator such that, after being mixed with the applicator, the adhesive contains a quantity of the one or more vanadium (IV) salts and optionally a sulfinic acid, a sulfinic acid derivative, an ascorbic acid and/or an ascorbic acid derivative for performing radical curing.

9. The dental adhesive set according to claim 1 , in which the applicator and the adhesive are stored spatially separated from each other in a multi-dose container, wherein a quantity of the one or more vanadium (IV) salts and optionally a sulfinic acid derivative on the coated applicator is measured such that, after a predefined quantity of the adhesive has been mixed with the applicator, the adhesive contains a quantity of the one or more vanadium (IV) salts and optionally the sulfinic acid derivative for performing radical curing.

10. The dental adhesive set according to claim 1 for therapeutic use in intraoral restoration of damaged teeth.

11. The dental adhesive set according to claim 3 , in which the at least one sulfinic acid and/or sulfinic acid derivative comprises a sulfinic acid ester and/or sulfinic acid salt.

12. The dental adhesive set according to claim 4 , in which the reducing agent comprises ascorbic acid or an ascorbic acid derivative.

13. The dental adhesive set according to claim 5 , in which the adhesive comprises

(a) 2 to 30 wt.-% of at least one radically polymerizable acidic monomer,

(b) 1 to 60 wt.-% of at least one radically polymerizable monomer without acidic groups,

(c) 5 to 60 wt.-% of at least one water-miscible organic solvent,

(d) 5 to 60 wt.-% water, and

(e) optionally 0 to 20 wt.-% of at least one filler and

(f) optionally 0.03 to 0.30 wt.-% of at least one stabilizer, and

(g) optionally 0.1 to 4.5 wt.-% of a photoinitiator, and

(h) optionally 0.2 to 7 wt.-% thickener,

in each case relative to the total mass of the composition.

14. The dental adhesive set according to claim 5 , in which the adhesive comprises

(a) 5 to 20 wt.-% of at least one radically polymerizable acidic monomer,

(b) 5 to 55 wt.-% of at least one radically polymerizable monomer without acidic groups,

(c) 10 to 50 wt.-% of at least one water-miscible organic solvent,

(d) 8 to 50 wt.-% water, and

(e) optionally 0 to 20 wt.-% of one or more fillers, and

(f) optionally 0.05 to 0.25 wt.-% of at least one stabilizer, and

(g) optionally 0.5 to 4.0 wt.-% photoinitiator, and

(h) optionally 3 to 6 wt.-% thickener,

in each case relative to the total mass of the composition.

15. The dental adhesive set according to claim 11 , in which the at least one sulfinic acid and/or sulfinic acid derivative comprises sodium benzenesulfinate and/or lithium benzenesulfinate.

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (15)