Polyethylene glycol monomethyl ether-block-poly(glycidyl methacrylate)-block-poly[2-(diethylamino)ethyl methacrylate] triblock copolymer was synthesized to prepare self-assembled micron sized films via a novel approach named as "phase separated micellar self assembly method". Liquid-air interface self assembly method via slow solvent evaporation was used to obtain micellar films. Cross-linking of polymer films was carried out by diffusion of fluorophore cross-linker into polymer solution from subphase. In-situ micellar formation was triggered via driven forces such as molecular interactions and slow evaporation of solvent. Thiazolo[5,4-d]thiazole based cross-linker fluorophores containing alkali subphases were used to prepare highly fluorescent cross-linked micellar films. Micellar morphologies of the films were characterized with SEM while the cross-sections of fluorophore cross-linked films were observed with TEM analysis to examine diffusion of the dye as nano-sized particles into the polymer film. Convenience and usability of the micellar films as drug delivery material were demonstrated with Propranolol HCl release via UV-Vis spectroscopic studies. Optical properties of the films before and after drug release were determined via photoluminescence spectroscopy to be able to sense the completion of the drug release process. Swelling and shrinkage properties of the films were also determined in different pH values. These highly fluorescent polymer films have great potential as drug delivery materials and biomedical sensing applications.