Radical Mechanism for Cyclohexene Epoxidation by use of Tandem Photo Catalyst

Katelyn Alley, Quinn Cunneen, Dario Prieto, Mechanical engineering department/Chemistry department, Montana Tech of the University of Montana, 1300 West Park Street Butte, MT 59701

Recent global military events, such as the civil war in Syria, have renewed interest in the rapid and effective destruction of chemical warfare agents (CWA). There is a concern for organophosphates (OP) due to their high toxicity, ease of dispersal, persistence in the environment, and many intoxication pathways. In our previous work, we showed that low wt% loading of Fe, Cu, Co, and Zn supported on SiO2, promote OP hydrolysis, but only in the presence of a strong oxidant such as H2O2. The need for H2O2 seriously limits the applicability of these catalysts. Anatase, a metastable mineral form of titanium dioxide (TiO2) can be used to produce H2O2 in situ from the photocatalytic oxidation of an alcohol (isopropanol) with O2. The mechanism by which OPs are hydrolyzed is unknown. This research investigates the radical pathway and provides insight into how OP hydrolysis occurs. A cyclohexene model system uses the anatase/silica catalysts for the epoxidation of cyclohexene. This system gave insight into the different pathways by which the radical mechanism of how neutralization proceeds. The preliminary results show that epoxidation will occur with the addition of just H2O2 with or without UV light, but will only form cyclohexene oxide. Despite that, when bare anatase is added to the system, the conversion of cyclohexene increases, and different products appear as a result due to the generation of an oxygen radical species. Cyclohexene conversion into multiple products is increased with the copper loading onto anatase and with the use of a UV light is used.

Additional Abstract Information

Presenter: Katelyn Alley

Institution: Montana Technological University

Type: Poster

Subject: Chemistry

Status: Approved

Time and Location

Session: Poster 4
Date/Time: Tue 11:00am-12:00pm
Session Number: 3528