The newly designed 4-(3,4,5-trimethoxybenzyloxy)phenoxy)phthalonitrile and zinc phthalocyanine compounds were synthesized. Fluorescence, degradation, aggregation, antioxidant, DNA cleavage, and antimicrobial properties of these compounds were investigated. Fluorescence, degradation, and aggregation properties were examined in different solvents. Suitable solvents were determined for the photophysical applications. Their dissolution in different solvents provides an advantage for applications. The ability to show emission spectra in different solvents provides the potential for use in applications. The antioxidant qualities of newly synthesized compounds were researched two methods by using free radical scavenging ability of DPPH and ferrous ion chelating ability. The maximum DPPH activity was observed by compound 5 causing 66.9% DPPH radical formation inhibition at 100 mg/L. Compound 4 showed strong ferrous ion chelating activity of 80.6% at concentration of 100 mg/L. All tested compounds showed good DNA cleavage activity at concentration of 150 mg/L. The compounds 4 and 5 showed good antimicrobial activity.