Tuning pH sensitivities of zinc phthalocyanines in ionic liquid modified matrices

Phthalocyanine dyes are clinically important bright fluorophores with many desirable properties. Their absorption and emission maxima in near infrared region make them proper tool for optical probing of biologically relevant materials and optical-chemical-sensing purposes. In this work we have shown that pH sensitivities of the phthalocyanines can be manipulated as desired. This property makes the Pcs very proper photosensitizers for photodynamic therapy applications. In this work pH sensitivities of alpha (alpha) and beta (beta) tetra-substituted zinc phthalocyanines (ZnPcs) were studied spectroscopically in ethyl cellulose and PVC matrices. In experiments designed to manipulate pH, lipophilic room temperature ionic liquids (RTILs) were added into the test environment. The RTIL-modified thin films provided higher relative fluorescence intensity changes upon exposure to proton with respect to the RTIL-free ones. By this way, acidity constants of the ZnPcs could be tuned to the desired region of interest. The ZnPcs, exhibited good reproducibility and reversibility upon protonation. The RTILs also enhanced short and long term stabilities of the Pc-dyes. There was no significant drift in their proton sensitivities even after 10 assays and after being stored in a buffer condition for over six months. (C) 2011 Elsevier B.V. All rights reserved.