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Novel antioxidants based on polymerized 2,2,4-trimethyl-1,2-dihydroquinoline for styrene-butadiene rubber composites

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Abstract

Novel antioxidants based on polymerized 2,2,4-trimethyl-1,2-dihydroquinoline (TMQ) are synthesized. TMQ is chemically modified to obtain new derivatives, namely; Ester, Hydarzide, Oxadiazole and Triazole. The synthesized polymers are characterized by Fourier transforms infrared spectroscopy (FTIR) and proton-nuclear magnetic resonance (1HNMR). The formed polymers are evaluated as antioxidants for styrene-butadiene rubber (SBR) composites. TMQ and the prepared polymers are added to SBR by a concentration of 1 phr and their antioxidant activity is compared. The rheometric characteristics and the mechanical properties including tensile strength, elongation at break, modulus at 100% elongation and hardness are studied. The results show that the prepared polymer vulcanizates are characterized by high mechanical properties compared to the commercial TMQ. The tensile strength equals 14.92 MPa, 18.3 MPa, 20.43 MPa, 21.59 MPa, 19.5 MPa and 18.92 MPa for blank, TMQ, Ester, Hydrazide, Oxadiazole and triazole vulcanizates, respectively. The prepared vulcanizates were subjected to thermo-oxidative aging for two, four, six and seven days. Mechanical properties are measured after aging and their retained values are estimated. The results show that the prepared compounds have high antioxidant activity compared to commercial TMQ. The retained values of tensile strength after aging for seven days are 50.27%, 71.97%, 80.90%, 86.66%, 80.15%, 72.99%, for blank, TMQ, Ester, Hydrazide, Oxadiazole and triazole vulcanizates, respectively. The hydrazide polymer exhibits the highest antioxidant efficiency among the prepared polymers. It has retained tensile strength of 86.66% after aging for seven days. It is also found that the rubber vulcanizates containing the synthesized polymers have the lowest swelling values and consequently higher crosslink density leading to high mechanical properties and high antioxidant efficiency.

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  1. Department of Polymers and Pigments, National Research Centre, Dokki, Giza, 12622, Egypt

    T. A. Zidan & A. A. Yehia

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Zidan, T.A., Yehia, A.A. Novel antioxidants based on polymerized 2,2,4-trimethyl-1,2-dihydroquinoline for styrene-butadiene rubber composites. J Polym Res 31, 170 (2024). https://doi.org/10.1007/s10965-024-04006-3

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