We describe the successful development of a procedure for the step-by-step formation of a reactive, multilayer polymer scaffold incorporating polymers based on 2-vinyl-4,4-dimethylazlactone (VDMA) on a silicon wafer and the characterization of these materials. Also discussed is the development of a procedure for the nonsite specific attachment of a biomolecule to a modified silicon wafer, including scaffolds modified via drop-on-demand (DOD) inkjet printing. VDMA-based polymers were used because of their hydrolytic stability and ability of the pendant azlactone rings to form stable covalent bonds with primary amines without byproducts via nucleophilic addition. This reaction proceeds without a catalyst and at room temperature, yielding a stable amide linkage, which adds to the ease of construction expected when using VDMA-based polymers. DOD inkjet printing was explored as an interesting method for creating surfaces with one or more patterns of biomolecules because of the flexibility and ease of pattern design.