Bondable microcapsules and surface functionalized fillers

1. A composition comprising a monomer, an initiator, and a nonbiodegradable microcapsule encapsulating an aqueous solution of a salt wherein said microcapsule has a surface functionalized with a polymerizable acrylate functional group capable of polymerizing with said monomer with a carbon-carbon covalent bond between the polymerizable acrylate functional group and the monomer.

2. The composition of claim 1 wherein the aqueous solution of a salt contains ions selected from the group consisting of: fluoride, calcium, phosphate, and combinations thereof.

3. The composition of claim 1 comprising a combination of salt ions wherein the combination of salt ions is achieved by using a plurality of microcapsules that contain either fluoride, calcium, or phosphate, wherein each microcapsule contains only one of the fluoride, calcium, or phosphate ions.

4. The composition of claim 1 wherein the aqueous solution of a salt contains benzalkonium or cetylpyridinium ions.

5. The composition of claim 1 wherein the aqueous solution of a salt is specifically a combination of salts that result in a buffered solution.

6. The composition of claim 5 wherein the buffered solution contains a therapeutic agent.

7. The composition of claim 1 further comprising a photoinitiator.

8. A composition comprising a polymeric continuous phase and a discontinuous phase wherein the continuous phase comprises a polymeric material and the discontinuous phase comprised a microcapsule encapsulating an aqueous solution, wherein said microcapsule has a surface functionalized with a polymerizable acrylate functional group and is bonded to the polymeric continuous phase with a carbon-carbon bond.

9. The composition of claim 8 wherein the aqueous solution is an aqueous solution of a salt that contains ions selected from the group consisting of: fluoride, calcium, phosphate, and combinations thereof.

10. The composition of claim 8 wherein the aqueous solution is an aqueous buffered therapeutic solution comprising benzalkonium or cetylpyridinium ions or combinations thereof.

11. The composition of claim 8 comprising a plurality of microcapsules that contain either a fluoride, calcium, phosphate, benzalkonium, cetylpyridinium, or iodide ions wherein each microcapsule contains only one of the ions.

12. The composition of claim 8 wherein said aqueous solution comprises a silicone or rubber-based material.

13. The composition of claim 8 wherein said polymeric continuous phase comprises at least one monomer and a photoinitiator in the continuous phase and a microcapsule and an inhibitor in the discontinuous phase, and wherein a light source activates the photoinitiator which allows the monomers in the continuous phase to polymerize and bind with the acrylate group on the microcapsule.

14. The composition of claim 13 wherein the at least one monomer comprises TEGDMA and bisGMA monomers.

15. The composition of claim 13 wherein the microcapsule is between 2% and 5% w/w of the composition and wherein said acrylate functional group is a methacrylate functional group on the surface, and wherein the methacrylate group is capable of reacting with a methacrylate group positioned on the TEGDMA and bisGMA monomers in the continuous phase.

16. A method for manufacturing a composition having a microcapsule and a continuous phase wherein said microcapsule comprises a functionalized surface capable of covalently bonding with a carbon-carbon bond to the continuous phase comprising: mixing an oligomeric urethane by reaction of a diol and diisocyanate, in which the diisocyanate is used in molar excess, and reacting for a about 1 hour; adding 2-hydroxyethylmethacrylate to the resulting oligomeric urethane mixture to terminate chain ends with methacrylate functional groups; isolating the functionalized urethane; adding the isolated functionalized urethane to an oil phase comprising an emulsifying agent and an organic solvent wherein a surfactant free inverse emulsion is formed with the addition of an aqueous phase that may contain a salt; adding diol to the surfactant free reverse emulsion to polymerize the urethane oligomers and encapsulate the aqueous solution; and isolating the microcapsules by centrifugation.

17. The method of claim 16 wherein the continuous phase comprises monomers selected from the group consisting of: TEGDMA, bisGMA, and combinations thereof.

18. The method of claim 16 wherein the aqueous phase comprises a fluoride, calcium, phosphate, benzalkonium, cetylpyridinium, iodide ions, or combinations thereof.

19. The method of claim 15 wherein the aqueous phase comprises a silicone or rubber-based material.