Dental Composition Containing Unsaturated Carbosilane Containing Components

Abstract

The invention relates to a dental composition comprising a) carbosilane containing component (A) comprising at least 1 Si-Aryl bond, at least 1 silicon atom, at least 2 unsaturated moiety, no Si—Oxygen bond, b) Si-II functional component (B), c) initiator (C), d) optionally filler (D), and e) optionally component (E) selected from modifiers, dyes, pigments, thixotropic agents, flow improvers, polymeric thickeners, surfactants, odorous substances, diluting agent(s) and flavourings.

Description

The invention is hereinafter described by examples. The examples are for illustrative purpose only and not intended to limit the invention.

The compounds listed in table 1 were prepared according to the references listed above and their refractive index and viscosity measured.

TABLE 1
			Molecular
	Refractive	Viscosity	Weight
Examples of Compounds	Index	[mPa * s]	[g/mol]
Reference Compound 1: 1,3,5,7-	1.387	200	240.5
Tetramethyl-cyclotetrasiloxane
Reference Compound 2: 1,3,5,7-	1.434	400	344.7
Tetramethyl-1,3,5,7-tetravinyl-
cyclotetrasiloxane
Example Compound 1: Bis(4-allyl-	1.556	9	292.5
phenyl)-dimethyl-silane
Example Compound 2: 2,2-Bis[3,5-	1.557	13700	645.2
bis(dimethyl-vinyl-silyl)-4-allyloxy-
phenyl]-propane

Dental compositions containing carbosilane compounds according to the invention as well as dental compositions containing state of the art reference compounds were prepared and their opacity measured.

	TABLE 2
	Examples of
	Dental
	Compositions
Amounts in %-Weight	1	2	3
Reference Compound 1	20.3	17.1	15.9
Reference Compound 2	30.5
Example Compound 1		41.5
Example Compound 2			42.7
(1,3,5,7-Tetramethyl-1,3,5,7-tetravinyl)platinum(0)	1.4	1.4	1.4
Quartz, mean particle size < 2 μm	30.4	35.0	35.0
Hydrophobized Highly-Disperse Silicic Acid	17.4	5.0	5.0
Opacity [%]	95.6	81.3	86.2
Exact Height of Specimen [mm]	(3.6)	(3.6)	(3.6)

Claims

1-16. (canceled)

17. A dental composition comprising: a) a carbosilane containing component comprising at least 1 Si-Aryl bond,at least 1 silicon atom,at least 2 unsaturated moieties, andno Si—Oxygen bond;b) :an Si—H functional component; andc) an initiator.

18. The dental composition of claim 17 further comprising a filler.

19. The dental composition of claim 18 further comprising an additive selected from modifiers, dyes, pigments, thixotropic agents, flow improvers, polymeric thickeners, surfactants, odorous substances, diluting agent(s) and flavourings.

20. The dental composition of claim 17, wherein the carbosilane containing component has a refractive index equal to or above about 1.510.

21. The dental composition of claim 17, wherein the carbosilane containing component has a viscosity equal to or above 0.1 Pa*s.

22. The dental composition of claim 17, wherein the carbosilane containing component has a molecular mass equal to or above about 250.

23. The dental composition of claim 17, wherein the opacity of the cured composition is equal to or above about 10%.

24. The dental composition of claim 17, wherein the compressive strength of the cured composition is equal to or above about 150 MPa.

25. The dental composition of claim 17, wherein the flexural strength of the cured composition is equal to or above about 50 MPa.

26. The dental composition of claim 19, wherein the carbosilane containing component is present in an amount of at least 1% by weight,the Si—H functional component is present in an amount of at least 1% by weight,the initiator is present in an amount of at least 0.00005% by weight, calculated as elemental metal,the filler is present in an amount of at least 3% by weight, andthe additive is present in an amount of less than 25% by weight,

27. The dental composition of claim 17, wherein the carbosilane component is represented by formula (1): Aryl-[Si(A)a(D-B)b]n   (1)

28. The dental composition of claim 17, wherein the carbosilane containing component is represented by the following formula (I): B-D-E-{Aryl-[Si(A)a(D-B)b]n}m   (I)

29. The dental composition of claim 17, wherein the carbosilane containing component is represented by the following formula (II): {Aryl-[Si(A)a(D-B)b]n}m   (II)

30. The dental composition of claim 17, wherein the carbosilane containing components is represented by the following formula (IIIa): F-{Aryl-[Si(A)a(D-B)b]n}m   (IIIa)

31. The dental composition of claim 17, wherein the carbosilane containing component is represented by the following formula (IIIb): Aryl-[Si(A)a(D-B)b]n   (IIIb)

32. The dental composition of claim 17, wherein the carbosilane containing component is represented by the following formula (IV): G-{Aryl-[Si(A)a(D-B)b]n}m   (IV)

33. The dental composition of claim 17, wherein the carbosilane containing component is represented by the following formulas (IVa) or (IVb).

34. The dental composition of claim 17, wherein carbosilane containing component is selected from:

35. The dental composition of claim 17, wherein the Si—H functional component is an organopolysiloxane or carbosilane derived compound with Si-bonded hydrogen atoms.

36. The dental composition of claim 17, wherein the initiator comprises a light curing initiator or a redox curing initiator or a combination of both.

37. The dental composition of claim 18, wherein the filler comprises reinforcing and non-reinforcing fillers.

38. A container or cartridge filled with the dental composition of claim 17.

39. A kit of parts comprising a base part and a catalyst part, wherein the base part comprises the carbosilane containing component of claim 17, a Si—H functional component, and filler, and the catalyst part comprises initiator, and wherein an additive component is present either in the base part or the catalyst part or in the base part and the catalyst part.

40. A method of producing the dental composition of claim 17 comprising the steps of: a) providing the carbosilane component of claim 17 and an initiator, andb) mixing the components of step a),

41. The method of claim 40, wherein the hydrosilylation reaction comprises reacting a Si—H functional carbosilane component and a diolefinic or acetylenic component.

42. The method of claim 40, wherein the Grignard reaction or in situ Grignard reaction comprises reacting a (poly)organometallic functional component or a (poly)halogenated precursor and a silicon containing component.

43. A dental material selected from a dental filling material, a crown or bridge material, a veneer material, an inlay and/or an onlay, wherein the dental material comprises the composition of claim 17.

44. A method for preparing a dental material comprising the steps of: a) providing the dental composition of claim 17;b) applying the dental composition to a surface;c) curing the dental composition.