Some aryl E-imines were synthesized by nano fly-ash H3PO4 catalyzed condensation of various aryl anilines and benzaldehydes under ultrasound irradiated greener solvent medium. In this condensation the obtained yield was more than 75%. These E-imines were characterized by their physico-chemical data, micro analysis and spectroscopic data. The characteristic spectral frequencies were employed for spectral QSAR study. The spectral QSAR study was performed with single and multi-regression analysis using Hammett σ, σ, σI, σR F R and Swain-Lupton’s constants. From the outcome of the regression, the effect of substituents on the spectral frequencies were predicted. The molecular docking study of these imines were performed by the assessment of protein -ligand interaction study with a characteristic protein. The antimicrobial activities of these imines were studied using Bauer-Kirby disc diffusion technique with various bacterial and fungal microbes. The in-vitro antimalarial activity of these imines was measure using P. Falciparum Thai protein-microbes.