Dentin and enamel adhesive
AssigneeMinnesota Mining and Manufacturing Company
InventorJames E. Bunker
Life of this patent
Estimating the term…
Abstract
Dental liner and primer compositions having improved adhesion to dentin and containing a metal dissolved in a polar organic solvent, said metal being selected from Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn.
Claims24
Dental bonding compositions comprising a mixture of:
- (a) free-radically polymerizable phosphorus compound which, upon polymerization thereof, adheres to dentin and enamel,
- (b) an effective amount of an ion of a metal selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn, dissolved in a polar organic solvent, said ion enhancing adhesion of said mixture to dentin upon polymerization of said mixture,
- (c) sulfur compound having sulfur in the .sup.+2 or .sup.+4 oxidation state, said sulfur compound acting as an activator for polymerization of said mixture,
- (d) tertiary amine,
- (e) polymerization catalyst, and
- (f) diluent.
A method for improving the adhesion to dentin of a dental liner or primer composition comprising free-radically polymerizable phosphorus compounds, comprising the step of adding to said composition, prior to application thereof to a tooth surface, an effective amount of a metal compound dissolved in a polar organic solvent, said metal being selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn.
Dental bonding compositions comprising a mixture of:
- (a) free-radically polymerizable phosphorus compound which, upon polymerization thereof, adheres to dentin and enamel, said polymerizable phosphorus compound comprising an organic ester of one or more acids of phosphorus, said ester having chlorine or bromine bonded directly to phosphorus, the organic radical of said ester containing at least one free-radically polymerizable functional group, said organic ester having the formula ##STR10## wherein m is 1 to 3,
- m' and m" are zero or 1 and are the same or different,
- n is 1 to 4,
- n' and n" are independently zero to 4 and are the same or different, with the proviso that n' and n" are both not zero,
- p, p' and p" are zero or 1 and are the same or different,
- m+n+2p=3 or 5,
- m'+m"+n'+2p'+3 or 5,
- m'+m"+n"+2p"=3 or 5,
- R.sup.1 is a monovalent olefinic organic radical which can be straight chain, branched, or cyclic, can contain skeletal hereto atoms, and can be unsubstituted or substituted with non-interferring moieties,
- R.sup.2 and R.sup.3 divalent olefinic organic radicals which can be straight chain, branched, or cyclic, can contain skeletal hereto atoms, can be unsubstituted or substituted with non-interfering moieties, and are the same or different,
- X is Cl, Br, or R.sup.4, where R.sup.4 is an aliphatic or oxyaliphatic radical having 1 to 12 carbon atoms, and each X is the same as or different from other X, with the proviso that at least one X is Cl or Br,
- (b) an effective amount of an ion of a metal selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn, dissolved in a polar organic solvent, said ion enhancing adhesion of said mixture to dentin upon polymerization of said mixture,
- (c) sulfur compound having sulfur in the .sup.+2 or .sup.+4 oxidation state, said sulfur compound acting as an activator for polymerization of said mixture,
- (d) tertiary amine,
- (e) polymerization catalyst, and
- (f) diluent.
Dental bonding compositions comprising a mixture of:
- (a) free-radically polymerizable phosphorus compound which, upon polymerization thereof, adheres to dentin and enamel, said polyermizable phosphorus compound comprising an organic ester of one or more acids of phosphorus, said ester having chlorine or bromine bonded directly to phosphorus, the organic radical of said ester containing at least one free-radically polymerizable functional group, said organic ester having the formula ##STR11## (b) An effective amount of an ion of a metal selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn, dissolved in a polar organic solvent, said ion enhancing adhesion of said mixture to dentin upon polymerization of said mixture,
- (c) sulfur compound having sulfur in the .sup.+2 or .sup.+4 oxidation state, said sulfur compound acting as an activator for polymerization of said mixture,
- (d) tertiary amine,
- (e) polymerization catalyst, and
- (f) diluent.
Dental bonding compositions comprising a mixture of:
- (a) free-radically polymerizable phosphorus compound which, upon polymerization thereof, adheres to dentin and enamel, said polymerizable phosphorus compound having olefinic functionality, containing at least one ##STR12## moiety, and comprising glycerophosphate dimethacrylate, (b) An effective amount of an ion of a metal selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn, dissolved in a polar organic solvent, said ion enhancing adhesion of said mixture to dentin upon polymerization of said mixture,
- (c) sulfur compound having sulfur in the .sup.+2 or .sup.+4 oxidation state, said sulfur compound acting as an activator for polymerization of said mixture,
- (d) tertiary amine,
- (e) polymerization catalyst, and
- (f) diluent.
Dental bonding compositions comprising a mixture of:
- (a) free-radically polymerizable phosphorus compound which, upon polymerization thereof, adheres to dentin and enamel, said polymerizable phosphorus compound having olefinic functionality, containing at least one ##STR13## moiety, and comprising a compound of the formula ##STR14## (b) An effective amount of an ion of a metal selected from the group consisting of Fe, Cu, Mn, Co, Sn, Cr, Ni, and Zn, dissolved in a polar organic solvent, said ion enhancing adhesion of said mixture to dentin upon polymerization of said mixture,
- (c) sulfur compound having sulfur in the .sup.+2 or .sup.+4 oxidation state, said sulfur compound acting as an activator for polymerization of said mixture,
- (d) tertiary amine,
- (e) polymerization catalyst, and
- (f) diluent.
A method for improving the adhesion to dentin of a dental liner or primer composition comprising a free-radically polymerizable phosphorus compound of the formula ##STR15## comprising the step of adding to said composition, prior to application thereof to a tooth surface, an effective amount of a metal compound dissolved in a polar organic solvent, said dissolved metal comprising Fe.sup.+3.
Dependencies are inferred from the claim text.