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<p><i>N</i>-cyclohexylcyclohexanimine (N-CCA), a by-product of cyclohexylamine (CHA) oxidation to cyclohexanone oxime (CHO), was used as the starting reactant for the efficient conversion to CHO under an oxygen atmosphere, utilizing the constructed surface hydroxyl-rich Ti-based catalysts. Of these, the 20% TiO<sub>2</sub>/Hβ catalyst exhibited unique catalytic activity and stability, achieving 45.9% N-CCA conversion and 82.1% CHO selectivity, with the content of high-boiling by-products not exceeding 1.0%. The superior catalytic performance, as evidenced by characterization results, stems primarily from: (i) the combination of TiO<sub>2</sub> and Hβ, which promotes the formation of a high specific surface area with fine TiO<sub>2</sub> nanoparticles and high-density Ti<sup>δ+</sup> active sites, which facilitate the adsorption and activation of N-CCA; (ii) the construction of rich hydroxyl groups, which enhances the Brønsted acid sites, thereby improving the generation of active oxygen species; (iii) the intercrystalline embedding of TiO<sub>2</sub> and Hβ, which forms Ti–O–Si bonds, effectively inhibiting Ti leaching and ensuring excellent catalyst stability. The conversion of N-CCA, the main by-product of CHA oxidation, to the desired CHO using an efficient and robust 20% TiO<sub>2</sub>/Hβ catalyst represents an attractive pathway.</p>

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Robust TiO2/Hβ catalyst for selective synthesis of cyclohexanone oxime from the oxidation of N-cyclohexylcyclohexanimine with O2 under mild conditions

  • 期刊论文

  • 发表日期：

    2025年8月3日

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  • Jiaqi Yan,
  • Wenkai Chen,
  • Wenjin Ni,
  • Lu Li,
  • Jinfeng Fu,
  • Qian Yang,
  • Zhiyong Yang

摘要

N-cyclohexylcyclohexanimine (N-CCA), a by-product of cyclohexylamine (CHA) oxidation to cyclohexanone oxime (CHO), was used as the starting reactant for the efficient conversion to CHO under an oxygen atmosphere, utilizing the constructed surface hydroxyl-rich Ti-based catalysts. Of these, the 20% TiO2/Hβ catalyst exhibited unique catalytic activity and stability, achieving 45.9% N-CCA conversion and 82.1% CHO selectivity, with the content of high-boiling by-products not exceeding 1.0%. The superior catalytic performance, as evidenced by characterization results, stems primarily from: (i) the combination of TiO2 and Hβ, which promotes the formation of a high specific surface area with fine TiO2 nanoparticles and high-density Tiδ+ active sites, which facilitate the adsorption and activation of N-CCA; (ii) the construction of rich hydroxyl groups, which enhances the Brønsted acid sites, thereby improving the generation of active oxygen species; (iii) the intercrystalline embedding of TiO2 and Hβ, which forms Ti–O–Si bonds, effectively inhibiting Ti leaching and ensuring excellent catalyst stability. The conversion of N-CCA, the main by-product of CHA oxidation, to the desired CHO using an efficient and robust 20% TiO2/Hβ catalyst represents an attractive pathway.