Synthesis and evaluation of new antioxidants for styrene butadiene rubber

Abstract

PurposeThe purpose of this paper is to study the effect of new heterocyclic compounds on styrene butadiene rubber (SBR) mixes.Design/methodology/approachIt has been found that the starting material 1 could react with cyromazine (2) and/or 4‐aminoantipyriene (4) as amino compounds in the presence of triethylorthoformate and in the boiling dioxane to yield triazine‐3 and/or pyrazolo 5 derivatives, respectively. The chemical structures of the new products 3 and 5 have been established by their elemental analyses spectroscopic data IR, Ms and 1H, 13C NMR. These two compounds were evaluated as antioxidants in SBR, and this evaluation was confirmed by physico‐mechanical properties of vulcanizates, IR spectra and scanning electron microscope.FindingsThe difference between maximum torque MH and minimum torque ML (ΔM), tensile strength, modulus and elongation at break increases in the presence of prepared antioxidants while the equilibrium swelling decreased. The rubber vulcanizates were subjected to thermal oxidative aging at 90°C for up to seven days. It has been found that new compounds 3 and 5 can protect SBR vulcanizates against oxidative deterioration.Research limitations/implicationsThe solubility of the prepared compounds 3 and 5 is very poor and they are only soluble in dimethyl formamide (DMF) or dimethyl sulphoxide (DMSO) which have high boiling points. Also, new compounds 3 and 5 have melting points (above 300°C).Practical implicationsTriazine and antipyrine derivatives have many medical and industrial applications.Originality/valueThe new synthesized compounds revealed excellent antioxidant behaviour in comparison with the commercial antioxidant phenyl‐β‐naphthyl amine (PβN) which is used in industry.

Synthesis with Docking Studies of Novel Heterocycles as Antimicrobial Agents Utilizing 2-Cyano-N-arylacetamide.

“…Antimicrobial activity [6][7][8] The newly synthesized compounds were screened for their antibacterial activity against Escherichia coli (Gram negative bacteria) and Staphylococcus aureus (Gram positive bacteria) by the disc diffusion method, and for their antifungal activity against Aspergillus flavus and Candida albicans in DMSO by the agar diffusion method.…”

“…[1-3] 2-Cyanoacetamide moieties have found as vital synthons in the synthesis of many active biological heterocyclic systems such as quinoxalinones, pyridines, thiazoles and pyrimidines. [4][5][6][7][8][9] So, our interested work herein is focusing on using N-(4-substitutedphenyl)-2-cyanoacetamide 1a-c as valuable synthons in the synthesis of simple active heterocyclic compounds and evaluate the resulted compounds as antimicrobial agents against strains of Escherichia coli (Gram negative bacteria) and Staphylococcus aureus (Gram positive bacteria) by the disc diffusion method [10,11] together with strains of fungi Aspergillus flavus and Candida albicans [12] by the agar diffusion method.…”

Study the effect of a polymerizable surfactant on the physico‒mechanical properties of natural rubber (NR) and Styrene butadiene rubber (SBR).

“…So it can be concluded that MPM is an interesting antioxidant for SBR vulcanizates. Table 4 shows the SBR mixes which vulcanized to their T C90 at [18][19][20][21]. Figures 7-10 show the physico-mechanical properties of SBR vulcanizates as strength at break, modulus at 100% and 200%, and elongation at break against the aging time.…”

Evaluation of morphological, mechanical, and rheological properties of vulcanized styrene–butadiene rubber/modified corn starch blends

“…Their chemical and physical properties recommend them as engineering materials for chemical industry, electric insulators, and many other uses. 1 –6 The wide range of applications of rubber from footwear to automobile tires comes from their individual mechanical characteristics, such as good flexible attitude even at great distortion and good energy absorbing capability.…”

“…6,7 The tire industry depends on the SBR for its meritorious properties such as good incision impedance, humidity, and weather resistance. 6,8 Moreover, it is used for other various applications, including membranes, wires, and cables. 9 –11…”