Granted Patent B2

US 12,274,765 · App. 18/333,956 · Granted Apr 15, 2025

Inventors: Andreas Herrmann (Munich, DE); Gioacchino Raia (Türkenfeld, DE); Malte Korten (Moorenweis, DE); Oliver Kappler (Weilheim, DE); Bernhard Hofmann (Peißenberg, DE); Adrian Eckert (Herrsching, DE); Helmar Mayr (Kaufering, DE); Reinhold Hecht (Kaufering, DE); Gallus Schechner (Herrsching, DE); Rainer Guggenberger (Herrsching, DE)

Assignee: Solventum Intellectual Properties Company

A61K6/887A61C5/73A61K6/17A61K6/62A61K6/65A61K6/76A61K6/77C08L33/08C08L33/10C08L75/06

Abstract

Claims (34)

1. A curable composition comprising:

a resin matrix comprising:

polymerizable (meth)acrylate(s) not comprising a urethane moiety present in an amount of 45 to 60 wt %, and

polymerizable urethane(meth)acrylate(s) present in an amount from 8 to 20 wt %;

a filler matrix present in an amount of 25 to 40 wt %, the filler matrix comprising:

nanocluster(s) present in an amount of 25 to 35 wt %;

an initiator system comprising:

photoinitiator(s),

wherein the curable composition is characterized by a viscosity below 150 Pa*s at 23° C. and a shear rate of 1 s −1 , and

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

2. The curable composition of claim 1 , the polymerizable (meth)acrylate(s) not comprising a urethane moiety and the polymerizable urethane(meth)acrylate(s) present in a weight ratio of 5:1 to 1.5:1.

3. The curable composition of claim 1 , the polymerizable (meth)acrylate(s) not comprising a urethane moiety comprising 1 or 2 polymerizable moieties.

4. The curable composition of claim 1 , the polymerizable (meth)acrylates not comprising a urethane moiety characterized by a molecular weight of 170 g/mol to 3,000 g/mol.

5. The curable composition of claim 1 , the polymerizable (meth)acrylate(s) not comprising a urethane moiety comprising bis[3 [4]-methacryl-oxymethyl-8 (9)-tricyclo[5.2.1.0 2,6 ]decylmethyl triglycolate, 2,2-bis-4 (3-methacryloxy-2-hydroxypropoxy)phenylpropane, 2,2-bis-4 (3-methacryloxypropoxy)phenylpropane, triethylene glycol dimethacrylate, glycerol dimethacrylate, an ethoxylated bisphenol A dimethacrylate, di(meth)acrylates of bishydroxymethyltricyclo-(5.2.1.0 2,6 )decane, or a combination thereof.

6. The curable composition of claim 1 , the polymerizable (meth)acrylate(s) not comprising a urethane moiety comprising an ethoxylated bisphenol A dimethacrylate.

7. The curable composition of claim 1 , wherein the polymerizable urethane(meth)acrylates(s) is derived from a polyisocyanate having an isocyanurate structure.

8. The curable composition of claim 1 , wherein the polymerizable urethane (meth)acrylates(s) is a reaction product of:

a polyisocyanate represented by a formula:

 and

a monofunctional (meth)acrylate represented by a formula:

9. The curable composition of claim 1 , wherein the polymerizable urethane(meth)acrylates(s) is represented by one or more of:

10. The curable composition of claim 1 , wherein the polymerizable urethane(meth)acrylates(s) is characterized by a molecular weight of 450 g/mol to 3,000 g/mol.

11. The curable composition of claim 1 , the nanocluster(s) being aggregated nanoparticles of silicon, zirconia, or a combination thereof.

12. The curable composition of claim 1 , excluding a fumed silica having a surface treated with a polymerizable moieties.

13. The curable composition of claim 1 , the filler matrix further comprising a fumed silica having a surface treated with a polymerizable silane, the fumed silica being present in an amount of no more than 5 wt %.

14. The curable composition of claim 1 , the filter matrix further comprising a fumed silica having a surface treated with —OSi(CH 3 ) 3 present in an amount of no more than 5 wt %.

15. The curable composition of claim 1 , further comprising organic dye(s).

16. The curable composition of claim 1 , excluding a softener.

17. The curable composition of claim 1 , further comprising a softener in an amount of no greater than 5 wt %.

18. The curable composition of claim 1 , further comprising an ethoxylated bisphenol A diacetate as softener in an amount of no greater than 8 wt %.

19. The curable composition of claim 1 ,

the polymerizable (meth)acrylate(s) not comprising a urethane moiety comprising an ethoxylated bisphenol A dimethacrylate, and

the polymerizable urethane(meth)acrylates(s) comprising a compound of a formula:

20. The curable composition of claim 1 , for use is producing a dental or orthodontic article.

Assignments (1)

Priority Claims (1)

Continuity (2)

References Cited (37)