Metal-containing methacrylates incorporated into polymeric materials with antimicrobial capacity for biomedical applications, and more particularly for dental purposes, are provided. The incorporation of metal-containing methacrylates such as calcium methacrylate, tin methacrylate, copper methacrylate, silver methacrylate, in combination or alone, for potentializing antimicrobial effect of cements, in particular, to biomaterial compositions including metal containing methacrylates, such as calcium, tin, copper, silver, nickel, titanium and iron methacrylates, in the formulation of biomaterials for applications in human health provides advantages, particularly in dentistry, and allows for expressive antimicrobial activity to dental compositions, so as to be useful in dental prosthesis, operative dentistry, orthodontics, pediatric dentistry, implantodontics, and endodontics.

Embodiments described herein are related to pellets that are placed within an extraction site that is in need of bone augmentation and preservation. The pellets are typically cylindrical in shape and comprise a material and a polymer coating. The goal of the pellets are to encourage sufficient new bone growth that jaw bone deterioration is prevented. The pellets create, arrange, and assemble an ideal growth environment for new bone growth to rapidly grow and preserve the original contours of an individual's jaw bone.

Embodiments described herein are related to pellets that are placed within an extraction site that is in need of bone augmentation and preservation. The pellets are typically cylindrical in shape and comprise a material and a polymer coating. The goal of the pellets are to encourage sufficient new bone growth that jaw bone deterioration is prevented. The pellets create, arrange, and assemble an ideal growth environment for new bone growth to rapidly grow and preserve the original contours of an individual's jaw bone.

The present invention is related to a curable dental two-pack composition comprising: (a) a first paste comprising (a-1) one or more crosslinker having at least four primary amino groups; and (b) a second paste comprising (b-1) one or more compounds polymerizable with a crosslinker of the first paste in a step-growth polymerization reaction; wherein (b-1) the compound polymerizable with the crosslinker compounds is a compound of the following formula (II):

##STR00001## wherein A is a hydrocarbon group which may contain one or more hetero atoms selected from oxygen and sulfur atoms: R.sup.1 is as defined in claim 1; R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are independent from each other and represent a hydrogen atom or a methyl group and the Y, which are independent from each other represent a single bond, an oxygen atom, a sulfur atom, an ester bond or a urethane bond.

The present invention is related to a curable dental two-pack composition comprising: (a) a first paste comprising (a-1) one or more crosslinker having at least four primary amino groups; and (b) a second paste comprising (b-1) one or more compounds polymerizable with a crosslinker of the first paste in a step-growth polymerization reaction; wherein (b-1) the compound polymerizable with the crosslinker compounds is a compound of the following formula (II):

##STR00001## wherein A is a hydrocarbon group which may contain one or more hetero atoms selected from oxygen and sulfur atoms: R.sup.1 is as defined in claim 1; R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are independent from each other and represent a hydrogen atom or a methyl group and the Y, which are independent from each other represent a single bond, an oxygen atom, a sulfur atom, an ester bond or a urethane bond.

The present invention is related to a curable dental two-pack composition comprising: (a) a first paste comprising (a-1) one or more crosslinker having at least four primary amino groups; and (b) a second paste comprising (b-1) one or more compounds polymerizable with a crosslinker of the first paste in a step-growth polymerization reaction; wherein (b-1) the compound polymerizable with the crosslinker compounds is a compound of the following formula (II):

##STR00001## wherein A is a hydrocarbon group which may contain one or more hetero atoms selected from oxygen and sulfur atoms: R.sup.1 is as defined in claim 1; R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are independent from each other and represent a hydrogen atom or a methyl group and the Y, which are independent from each other represent a single bond, an oxygen atom, a sulfur atom, an ester bond or a urethane bond.

The present invention enables modification of an intraosseous implant device that is not only biologically non-inert, but can stimulate bone and vascular growth; decrease localized inflammation; and fight local infections. The method of the present invention provides a fiber with any of the following modifications: (1) Nanofiber with PDGF, (2) Nanofiber with PDGF+BMP2, and (3) Nanofiber with BMP2 and Ag. Nanofiber can be modified with other growth factors that have been shown to improve bone growth and maturation—BMP and PDGF being the most common. Nanofiber can be applied on the surface of the implant in several ways. First, a spiral micro-notching can be applied on the implant in the same direction as the threads with the nanofibers embedded into the notches. Second, the entire surface of the implant may be coated with a mesh of nanofibers. Third, it can be a combination of both embedding and notching.

The present invention enables modification of an intraosseous implant device that is not only biologically non-inert, but can stimulate bone and vascular growth; decrease localized inflammation; and fight local infections. The method of the present invention provides a fiber with any of the following modifications: (1) Nanofiber with PDGF, (2) Nanofiber with PDGF+BMP2, and (3) Nanofiber with BMP2 and Ag. Nanofiber can be modified with other growth factors that have been shown to improve bone growth and maturation—BMP and PDGF being the most common. Nanofiber can be applied on the surface of the implant in several ways. First, a spiral micro-notching can be applied on the implant in the same direction as the threads with the nanofibers embedded into the notches. Second, the entire surface of the implant may be coated with a mesh of nanofibers. Third, it can be a combination of both embedding and notching.

Dental composition comprising (a) a homogeneous phase comprising monomer combinations (i) and (ii), (i) and (iii), (ii) and (iii), or (i), (ii) and (iii), or comprising monomer (iii), wherein (i) represents one or more compounds having one or more radically polymerizable carbon-carbon double bonds; (ii) represents one or more compounds having one or more cationically polymerizable groups; and (iii) represents one or more compounds having a combination of one or more radically polymerizable carbon-carbon double bonds and one or more cationically polymerizable groups; (b) an initiator system comprising (iv) one or more radical polymerization initiator of the following formula (I): ##STR00001##
wherein M is Ge or Si; R.sup.1, R.sup.2 and R.sup.3 may be the same or different, independently represent an organic group, and R.sup.4 represents a hydrogen atom, an organic or organometallic group; provided that when R.sup.4 is a hydrogen atom, the initiator system further comprises a sensitizer compound having a light absorption maximum in the range from 300 to 600 nm; (v) a cationic polymerization initiator, which is a compound selected from the following formula (II), (III) and (IV): ##STR00002##
wherein R.sup.5 and R.sup.6, which may be the same or different, independently represent an aryl group which may have a substituent; and Y.sup.− represents an anion; ##STR00003##
wherein R.sup.7, R.sup.8 and R.sup.9 which may be the same or different, independently represent an aryl group which may have a substituent; and Y.sup.− represents an anion; ##STR00004## R.sup.10, R.sup.11, R.sup.12, and R.sup.13 which may be the same or different, independently represent an alkyl or aryl group which may have a substituent; and Y.sup.− represents an anion.

Dental composition comprising (a) a homogeneous phase comprising monomer combinations (i) and (ii), (i) and (iii), (ii) and (iii), or (i), (ii) and (iii), or comprising monomer (iii), wherein (i) represents one or more compounds having one or more radically polymerizable carbon-carbon double bonds; (ii) represents one or more compounds having one or more cationically polymerizable groups; and (iii) represents one or more compounds having a combination of one or more radically polymerizable carbon-carbon double bonds and one or more cationically polymerizable groups; (b) an initiator system comprising (iv) one or more radical polymerization initiator of the following formula (I): ##STR00001##
wherein M is Ge or Si; R.sup.1, R.sup.2 and R.sup.3 may be the same or different, independently represent an organic group, and R.sup.4 represents a hydrogen atom, an organic or organometallic group; provided that when R.sup.4 is a hydrogen atom, the initiator system further comprises a sensitizer compound having a light absorption maximum in the range from 300 to 600 nm; (v) a cationic polymerization initiator, which is a compound selected from the following formula (II), (III) and (IV): ##STR00002##
wherein R.sup.5 and R.sup.6, which may be the same or different, independently represent an aryl group which may have a substituent; and Y.sup.− represents an anion; ##STR00003##
wherein R.sup.7, R.sup.8 and R.sup.9 which may be the same or different, independently represent an aryl group which may have a substituent; and Y.sup.− represents an anion; ##STR00004## R.sup.10, R.sup.11, R.sup.12, and R.sup.13 which may be the same or different, independently represent an alkyl or aryl group which may have a substituent; and Y.sup.− represents an anion.