Abstract
HRF5015, a perfluorosulfonic acid resin catalyst with unique pore structures, was investigated in the catalytic self-condensation of cyclohexanone under mild conditions. The morphology of HRF5015 was characterized by transmission electron microscopy (TEM) and atomic force microscope (AFM), and the reaction mechanism was studied by in situ diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS). The effects of reaction time and temperature on the yield of dimer were investigated under the nitrogen atmosphere. The results show that the reaction temperature is low, and especially, the selectivity of the dimer is close to 100%. The apparent activation energy for the dimer formation reaction is 54 kJ mol−1. Synergistic action of cluster structure formed by sulfonic groups and nanopores in HRF5015 may be the key factor of high-efficiency catalytic activity and high selectivity. In situ infrared spectra indicate that the intermediate is stable in the reaction process. HRF5015 is environmentally friendly and re-usable, which shows good potential in a future application.
Highlights
Cyclohexanone is an important intermediate for synthesizing fine chemicals [1] and regarded as a promising secondgeneration biofuel [2,3]
The dimers by the self-condensation of cyclohexanone include a pair of resonance structures of 2-(1-cyclohexenyl)cyclohexanone and 2-cyclohexylidenecyclohexanone, which can be readily dehydrogenated directly to o-phenylphenol (OPP) [4]
The pore structure of HRF5015 was characterized by transmission electron microscopy (TEM: JEOL-1200EX) and atomic force microscope (AFM: Bruker Dimension Icon)
Summary
Cyclohexanone is an important intermediate for synthesizing fine chemicals [1] and regarded as a promising secondgeneration biofuel [2,3]. The dimers by the self-condensation of cyclohexanone include a pair of resonance structures of 2-(1-cyclohexenyl)cyclohexanone and 2-cyclohexylidenecyclohexanone, which can be readily dehydrogenated directly to o-phenylphenol (OPP) [4]. OPP is an important organic chemical royalsocietypublishing.org/journal/rsos R. Product, which is widely used in fungicides, flame retardants and other fields [5]. The key to obtaining OPP is 2 to prepare cyclohexanone dimers with high selectivity and minimize the formation of trimers and polymers
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
