Two tert-butyl substituted phthalocyanines(Pcs), in metal-free and metallated forms, were synthesized and the fluorescence responses toward various nitro derivatives, including picric acid(PA), 2,4-dinitrotoluene(DNT), 1,4-dinitrobenzene(DNB), 4-nitrotoluene(NT), nitrobenzene(NB), 1,4-benzoquinone(BQ), and nitromethane(NM) were investigated. Among the various nitro derivatives, current Pc derivatives exhibited efficient and exclusive fluorescence quenching in the presence of picric acid, which was readily observed by a naked eye. Quenching efficiency was estimated by the Stern-Volmer relationship, in which quenching constant, KSV, was calculated to be in the range of $10^4M^{-1}$. It was also found out that the aggregational behaviors of these Pcs are heavily dependent on the nature of solvent systems, subsequently affecting the quenching efficiency.