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Direct evidence from in situ FTIR spectroscopy that o-quinonemethide is a key intermediate during the pyrolysis of guaiacol.
Analytical and Bioanalytical Chemistry 2017 April
Although o-quinonemethide (6-methylene-2,4-cyclohexadien-1-one) has been proposed as a key intermediate in char formation during the pyrolysis of guaiacol (2-methoxyphenol), direct evidence of this (e.g., spectroscopic data) has not yet been provided. Using in situ FTIR spectroscopy, the pyrolysis of guaiacol was investigated from 30 °C to 630 °C at 40 °C/min. The IR profiles showed direct evidence of o-quinonemethide production at about 350 °C, which vanished rapidly at around 420 °C in the vapor phase, indicating char formation. In addition, at 400 °C, salicyl aldehyde was observed, which decomposed slowly at about 500 °C. In combination with the known products of guaiacol pyrolysis, these results allowed the major reaction pathways of guaiacol pyrolysis to be discerned. Density functional theory calculations were performed, and the results were found to be in good agreement with the experimentally obtained IR profiles. These findings provide guidance on how to suppress secondary reactions of guaiacol during lignin pyrolysis. Graphical abstract On-line analysis of pyrolysis process of guaiacol using in situ FTIR.
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