Thermally stable antimicrobial polyvinylchloride/maleimido aromatic hydrazide composites

Antimicrobial novel substituted maleimido aromatic hydrazides were synthesized from N‐[4‐(chlorocarbonyl) phenyl] maleimide with salicylhydrazide, p‐aminobenzohydrazide, or p‐aminosalicylhydrazide. They were characterized by Fourier transform infrared (FTIR), hydrogen‐1 nuclear magnetic resonance (¹H‐NMR), mass spectra, elemental analyses, and antimicrobial activities. These derivatives were investigated as thermal stabilizers for rigid poly(vinyl chloride) (PVC) at 180°C in air by measuring the rate of dehydrochlorination, the extent of discoloration, and the changes that occurred in the molecular masses of the degraded PVC samples. The previously reported stabilizing efficiency data of a nonsubstituted derivative, which was synthesized from N‐[4‐(chlorocarbonyl) phenyl] maleimide with benzohydrazide, is also given for comparison. The results reveal the greater stabilizing efficiency of the investigated derivatives as shown by their longer thermal stability (Ts) periods and lower dehydrochlorination rates in relation to dibasic lead carbonate, cadmium‐barium‐zinc stearate, and n‐octyltin mercaptide industrial stabilizers. The stabilizing efficiency increases with the introduction of electron donating substituent groups in the aromatic ring of the stabilizer molecules. Moreover, the investigated stabilizers impart better color stability for the degraded samples as compared with the reference stabilizers. A synergistic effect is achieved when the materials under investigation were mixed in various weight ratios with any of the reference stabilizers, reaching its maximum at equivalent weight ratio of the investigated stabilizer to the reference one. J. VINYL ADDIT. TECHNOL., 22:247–258, 2016. © 2014 Society of Plastics Engineers