Five novel methacrylates containing either bisphosphonate (1 and 2), bisphosphonic acid (3), carboxylic acid (4), or both bisphosphonic andcarboxylic acid together (5), are synthesized. The monomers 1 and 2 are synthesized by the reactions of tetraethyl 1-hydroxyethane-1,1-diyldiphosphonate with ethyl -bromomethacrylate and tert-butyl -bromomethacrylate; the same procedure fails with tetraethyl hydroxy(phenyl)methylenediphosphonate. 1 is converted to 3 by hydrolysis with trimethylsilyl bromide (TMSBr), and 2 is converted to 4 by hydrolysis with trifluoroacetic acid (TFA). Monomer 5 is obtained by hydrolysis of 2 first with TMSBr and then with TFA. The hydrolytic stability, the properties of the copolymerizations with commercial dental monomers, and HAP interactions make these monomers promising candidates for dental adhesives.