ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Study on the transesterification and mechanism of bisphenol A and dimethyl carbonate catalyzed by organotin oxide

Yanan Liang, Kunmei Su, Lei Cao, Yuan Gao, and Zhenhuan Li

Tianjin Polytechnic University, Tianjin, China

E-mail: lizhenhuan@tjpu.edu.cn

Abstract: (CF₃C₆H₄)₂SnO, (CH₃C₆H₄)₂SnO and Ph₂SnO were successfully synthesized for the transesterification of DMC with BPA. The products of mono-methylcarbonate-ended-BPA (MmC(1)) and two-methylcarbonate-ended-BPA (DmC(1)) were selectively synthesized over them. The catalysts were characterized by FT-IR, TG and XPS. When Ph₂SnO was used as the catalyst at 170 °C, the BPA conversion reached to 28.60% and the transesterification selectivity reached to 98.35%. As for (CF₃C₆H₄)₂SnO, BPA conversion and transesterification selectivity declined to 12.48% and 64.74%, respectively. The BPA conversion increased to 42.83%, but the transesterification selectivity declined to 44.55% over (CF₃C₆H₄)₂SnO. Notability, the higher transesterification selectivity of Ph₂SnO was due to its lowest electron binding energy of Sn⁴⁺. More importantly, the DMC adsorption, activation and decomposition process over (CF₃C₆H₄)₂SnO, (CH₃C₆H₄)₂SnO and Ph₂SnO were characterized by TG–MS and in situ DRIFT techniques, which provided more information about the mechanism of transesterification and methylation.

Keywords: Bisphenol A ; Dimethyl carbonate ; Phenyl tin oxide catalysts ; TG–MS ; In situ DRIFT 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-019-00759-0

Chemical Papers 73 (9) 2171–2182 (2019)