N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides – new adhesive monomers for self-etching self-priming one part dental adhesive

• Joachim E. Klee and
• Uwe Lehmann

Beilstein J. Org. Chem. 2009, 5, No. 72, doi:10.3762/bjoc.5.72

• substrates, namely 15.3 ± 3.4 MPa to enamel and 18.5 ± 2.3 MPa to dentin. Keywords: adhesion to enamel and dentin; hydrolytic stability; N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides; polymerization enthalpy; REM investigation; Introduction In the past decades dental adhesives have been employed

• /water (1:1) solution of 3g (c = 0.5 mol l−1), for 30 s, washed with water for 10 s and with ethanol for another 10 s. Then the teeth were dried in an exsiccator under vacuum for 4 d. Hydrolysis of N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides 3 of Scheme 1 and of methacrylic acid

• = 1. Formula, Mn-values and yields of N-alkyl-N-(phosphonoethyl) (meth)acrylamides 3. Polymerization enthalpy of N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides 3 using a photo calorimeter DSC7/DPA7 (Perkin-Elmer); light intensity in the visible portion of the spectrum was 108 mW cm−2.