Effective Synthesis of m-Xylylene Dicarbamate via Carbonylation of m-Xylylene Diamine with Ethyl Carbamate over Hierarchical TS-1 Catalysts

Abstract

Carbonylation of m -xylylene diamine (XDA) with ethyl carbamate to produce m -xylylene dicarbamate (XDC), which is the crucial intermediate for the production of m -xylylene diisocyanate (XDI), over the hierarchical TS-1 (HTS-1) zeolite catalyst was studied. The catalysts were characterized by Brunauer–Emmett–Teller, X-ray diffraction, Fourier transform infrared spectroscopy, scanning electron microscopy, and temperature-programed desorption of ammonia techniques systematically. The results showed that the high performance of HTS-1 could be attributed to the weak acidity and high V meso / V total ratio of the catalyst. Impacts of reaction time and reusage on the HTS-1 catalyst were also investigated. Under 6 h and 200 °C, XDA conversion could reach 100% with 88.5% XDC yield. Furthermore, partial loss of Ti active sites with Lewis acidity on the catalyst surface led to the decrease of XDC yield during recycling. Moreover, a possible reaction mechanism for the title reaction was primarily proposed.