REACTION OF O-PHENYLENEDIAMINE WITH EPICHLOROHYDRIN AND EVALUATION OF THE PRODUCT AS A RUBBER ANTIAGING AGENT

Abstract

The epichlorohydrin - o-phenylenediamine reaction product has have obtained. With reverse titration the fact has been proven that the epoxy groups were completely used up to produce the adduct. The Shimadzu FTIR-8400S Fourier spectrometer was used to register the IR spectra. Through IR spectroscopy it was demonstrated that the resulting product is a secondary amine. Thus, epichlorohydrin epoxide groups react with the o-phenylenediamine amino groups. The product has been isolated in the form of a solid crystalline substance having the melting temperature range of 104-106 °С. The rubber mixes based on SKS-30ARKM-15 butadiene-styrene rubber containing sulfur, 2-mercaptobenzthiazole, diphenylguanidine, zinc white, industrial stearin, N-550 carbon black and rubber anti-aging agents at 6.6 mmol/100 g were also studied. The epichlorohydrin - o-phenylenediamine reaction product, N-isopropyl-N'-phenyl-p-phenylenediamine, and 2,2-methylene-bis(4-ethyl-6-tert-butylphenol) were used as the anti-aging agents. A rubber mix containing no anti-aging additives was studied. The rubber mixes have been prepared in LB 320 160/160 rollers, at 45-55 °C. The vulcanization properties of the rubber compounds were tested using Prescott Instruments Rheo-Line MDR rheometer at 160 °C. It was established that the studied adduct has virtually no effect on the vulcanization rate. High values of the difference between the maximum and minimum values of the torque of rubber with the adduct under study indicated a high degree of cross-linking of macromolecules. The mixture has been vulcanized in a 600-600 2E hydraulic vulcanization press at 160 ºC for 15 min. Studies of the properties of vulcanized rubber were carried out in accordance with the standards accepted for the rubber industry. High tensile stress values at given elongations for the rubber containing the product studied have also indicated a high degree of vulcanization. The use of the epichlorohydrin - o-phenylenediamine reaction product in the SKS-30ARKM-15 rubber based compounds has ensured high thermal aging resistance as well as dynamic fatigue resistance.