The application of TS-1 materials with different titanium contents as catalysts for the autoxidation of α-pinene

• Published in: Microporous and mesoporous materials 2020-10, Vol.305, p.110384, Article 110384
• Main Authors: Wróblewska, Agnieszka, Tołpa, Jadwiga, Kłosin, Dominika, Miądlicki, Piotr, Koren, Zvi C., Michalkiewicz, Beata
• Format: Article
• Language: English
• Subjects: Autoxidation; TS-1 catalyst; Verbenone; α-Pinene; α-Pinene oxide
• ISSN: 1387-1811; 1873-3093
• DOI: 10.1016/j.micromeso.2020.110384

Titanium-silicalite TS-1 catalysts with different titanium contents were synthesized by the hydrothermal method and characterized by means of the FTIR, UV–Vis, XRD, XRF, and SEM techniques. The studies showed that in the tested reaction system the process of isomerization of α-pinene over these TS-1 catalysts did not occur; however, the self-oxidation of α-pinene did proceed. The main directions of autoxidation of α-pinene were the double-bond oxidation and the oxidations at allylic positions 2 and 10. This work presents the explanation of the mechanism of the α-pinene self-oxidation process. In addition, isomerization and hydration products of α-pinene oxide were formed. It was found that the optimal condition for the production of the oxide is to perform the autoxidation process at the temperature of 80 °C for the TS-1 20:1 catalyst (content 1 wt%), and at the reaction time of 24 h. Under these conditions, the selectivity of α-pinene oxide was 30.25 mol%, and the conversion of α-pinene reached 41.81 mol%. In addition to the production of α-pinene oxide, verbenol, verbenone, and campholenic aldehyde can also be obtained, which are products that can find valuable applications in the cosmetics industry, in medicine, and in the production of various polymers. [Display omitted] •TS-1 catalysts with different Ti contents were synthesized and characterized.•Self-oxidation, not isomerization, occurs for α-pinene over the TS-1 catalysts.•The main autoxidation products were α-pinene oxide, verbenone and verbenol.•The mechanism and optimal condition of α-pinene autoxidation over TS-1 were proposed.•Isomerization and hydration products of α-pinene oxide were also formed.