Provided herein are dental compositions and methods for use in dental cementation applications.

Provided herein are dental compositions and methods for use in dental cementation applications.

The invention relates to a dental cement composition comprising a resin matrix comprising a (meth)acrylate component comprising at least two (meth)acrylate moieties, a polyol spacer group between the at least two (meth)acrylate moieties, the polyols spacer group having a molecular weight Mw of at least 3,000 g/mol, an acidic polymerizable component, preferably an acidic (meth)acrylate component, a non-acidic polymerizable component having a molecular weight Mw below 1,000 g/mol, preferably a non-acidic (meth)acrylate component, filler, an initiator system, optionally additives. The invention also relates to a kit of parts comprising the dental cement composition, a dental crown or a curable dental composition for producing a temporary dental restoration being different from the dental cement composition. The dental cement composition is intended for use in a process of temporarily restoring a dental situation in a mouth of a patient.

The invention relates to a dental cement composition comprising a resin matrix comprising a (meth)acrylate component comprising at least two (meth)acrylate moieties, a polyol spacer group between the at least two (meth)acrylate moieties, the polyols spacer group having a molecular weight Mw of at least 3,000 g/mol, an acidic polymerizable component, preferably an acidic (meth)acrylate component, a non-acidic polymerizable component having a molecular weight Mw below 1,000 g/mol, preferably a non-acidic (meth)acrylate component, filler, an initiator system, optionally additives. The invention also relates to a kit of parts comprising the dental cement composition, a dental crown or a curable dental composition for producing a temporary dental restoration being different from the dental cement composition. The dental cement composition is intended for use in a process of temporarily restoring a dental situation in a mouth of a patient.

The present invention relates to photopolymerizable resin compositions suitable for producing durable dental prosthetic and restorative articles. In particular, the invention relates to photopolymerizable resin compositions comprised of a specific combination of multiple polymerizable components, one or more resin-modifying particle components, and one or more photopolymerization initiator components. Compositions of the invention are especially well-suited to producing durable, stain-and wear-resistant dental prosthetic and restorative articles, such as artificial teeth, crowns, bridges, inlays, onlays, and veneers, in an efficient and reliable manner using additive manufacturing systems and methods (e.g., three-dimensional (3D) printing).

The present invention relates to photopolymerizable resin compositions suitable for producing durable dental prosthetic and restorative articles. In particular, the invention relates to photopolymerizable resin compositions comprised of a specific combination of multiple polymerizable components, one or more resin-modifying particle components, and one or more photopolymerization initiator components. Compositions of the invention are especially well-suited to producing durable, stain-and wear-resistant dental prosthetic and restorative articles, such as artificial teeth, crowns, bridges, inlays, onlays, and veneers, in an efficient and reliable manner using additive manufacturing systems and methods (e.g., three-dimensional (3D) printing).

Cumene hydroperoxide oligomer according to Formula (I): ##STR00001##
in which OLIGOMER is a homo- or copolymer chain, which is substituted n times by the group which is in brackets; Q is absent or is a divalent aromatic C.sub.6-C.sub.14 hydrocarbon radical or an aliphatic, linear or branched C.sub.1-C.sub.14 hydrocarbon radical, which can be interrupted by one or more S and/or O atoms and/or OCONR.sup.1 and which can be substituted by one or more substituents; X, Y independently of each other in each case are absent, O, COO; CONR.sup.3 or OCONR.sup.4, wherein X is absent if Q is absent, and wherein the substitution on the aromatic compound is effected in position 2, 3 or 4 relative to the cumene hydroperoxide group; and n is a value from 1 to 50.

Cumene hydroperoxide oligomer according to Formula (I): ##STR00001##
in which OLIGOMER is a homo- or copolymer chain, which is substituted n times by the group which is in brackets; Q is absent or is a divalent aromatic C.sub.6-C.sub.14 hydrocarbon radical or an aliphatic, linear or branched C.sub.1-C.sub.14 hydrocarbon radical, which can be interrupted by one or more S and/or O atoms and/or OCONR.sup.1 and which can be substituted by one or more substituents; X, Y independently of each other in each case are absent, O, COO; CONR.sup.3 or OCONR.sup.4, wherein X is absent if Q is absent, and wherein the substitution on the aromatic compound is effected in position 2, 3 or 4 relative to the cumene hydroperoxide group; and n is a value from 1 to 50.

Provided are dental polymerizable monomer compositions that can give cured products having high toughness and high rigidity, and dental compositions containing such dental polymerizable monomer compositions and cured products thereof having high mechanical properties. The dental polymerizable monomer composition includes a urethane acrylate compound (A) and a polymerizable compound (B) having at least one polymerizable group selected from methacryloyl groups and acryloyl groups, the urethane acrylate compound (A) being obtained by reacting a specific hydroxyacrylate (a1) with a diisocyanate (a2) having two isocyanate groups bonded to a divalent C.sub.6-9 aromatic hydrocarbon group or a divalent C.sub.6-9 bridged cyclic hydrocarbon group via a methylene group optionally substituted with a hydrocarbon group in place of a hydrogen atom, the proportion of the number of acryloyl groups present in the urethane acrylate compound (A) being 10% to less than 90% relative to the total number of (meth)acryloyl groups in the monomer composition.

Provided are dental polymerizable monomers that can give cured products having high toughness and high rigidity, dental polymerizable monomer compositions containing the polymerizable monomers, and dental compositions containing the dental polymerizable monomer compositions, and cured products thereof having high mechanical properties. The dental polymerizable monomer (A) which includes a urethane acrylate obtained from an appropriately rigid diisocyanate and an appropriately flexible hydroxyacrylate is used to prepare a dental polymerizable monomer composition containing the dental polymerizable monomer, and a dental composition containing the dental polymerizable monomer composition.