Mechanochemical debromination of allyl 2,4,6-tribromophenyl ether (TBP-AE): optimization of the operational conditions

Allyl 2,4,6-tribromophenyl ether (TBP-AE) is a flame retardant that is added to plastics to improve their fire resistance. This kind of additive is hazardous to both human health and the environment. As any other BFRs, TBP-AE resists photo-degradation in the environment and hence materials laden with TBP-AE are to be dibrominated to avoid environmental pollution. Mechanochemical degradation of TBP-AE is a promising approach with potential industrial applications since it does not require high temperatures nor it generates any secondary pollutants. A planetary ball milling simulation experiment was designed to study TBP-AE’s mechanochemical debromination. To report products from the mechanochemical process, a variety of characterization techniques were used. The characterization methods included gas chromatography-mass spectrometry (GC–MS), X-ray powder diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), and scanning electron microscopy (SEM) with energy-dispersive X-ray analysis (EDX). The effects of various co-milling reagent types, co-milling reagent concentrations with raw material, time, and revolution speed on mechanochemical debromination efficiency have been thoroughly investigated. The Fe/Al₂O₃ mixture entails the highest debromination efficiency of 23%. However, when using a Fe/Al₂O₃ mixture, neither the reagent concentration nor the revolution speed influenced the debromination efficiency. In case of using only Al₂O₃, the next viable reagent, it was revealed that while increasing the revolution, speed improved debromination efficiency to a certain point, and increasing it any further left the debromination efficiency unchanged. In addition, the results showed that an equal mass ratio of TBP-AE to Al₂O₃ promoted degradation more than an increase in the ratio of Al₂O₃ to TBP-AE. The addition of ABS polymer largely inhibits the reaction between Al₂O₃ and TBP-AE, which hindered alumina’s ability to capture organic bromine, causing a significant decrease in the debromination efficiency when model of waste printed circuit board (WPCB) is considered.