We wish to make specular NR measurements on fluorophore functionalization of amine-functionalized polypyrrole (PPy-NH2) films. The critical issue is film penetration of solution fluorophore. We explore two parallel sets of measurements, involving PPy-NH2 and PPy-FMOC: in the former case fluorophore uptake is solvent volume fraction limited, and in the latter case pre-hydrolysis of the FMOC protecting group creates additional free volume. The aims are determination of the rates and extents of penetration of two fluorophores of different molecular size. These fundamental studies underpin the extension from optical absorption to fluorescence imaging of polymer films that have considerable potential for a new type of latent fingerprint enhancement technology. The novel fluorescence mode offers greater sensitivity and enhanced wavelength-based imaging selectivity over the absorption mode.