AbstractN‐(2‐hydroxypropyl) methacrylamide copolymers containing side chains terminated in a model ligand, N‐tert‐butyloxycarbonylglycine (Boc‐Gly), bound via photocleavable α‐methylphenacyl bonds were synthesized to test the possibility of developing an optically controlled ligand delivery system suitable for sensors. One of the copolymers was further covalently attached to 3‐aminopropyl triethoxy silane (APS) coated porous silica beads which were modified with an excess of α,ω‐diaminopoly(ethylene oxide), molecular weights 1000 or 5000. The photochemical release of ligand induced by exposure to light in solution and at the solid‐liquid interface was studied. The influence of solvent and the length of poly(ethylene oxide) (PEO) spacers on the rate of photocleavage were determined. The hydrolytic stability of the α‐methylphenacyl bond in both solution and at the solid‐liquid interfa
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