Cleaving the [beta][bond]O[bond]4 Bonds of Lignin Model Compounds in an Acidic Ionic Liquid, 1-H-3-Methylimidazolium Chloride: An Optional Strategy for the Degradation of Lignin
Written by Songyan Jia, Blair J. Cox, Xinwen Guo, Z. Conrad Zhang, John G. Ekerdt on July 30, 2010 – 1:59 am -The hydrolysis of [beta][bond]O[bond]4 bonds in two lignin model compounds was studied in an acidic ionic liquid, 1-H-3-methylimidazolium chloride. The [beta][bond]O[bond]4 bonds of both guaiacylglycerol-[beta]-guaiacyl ether and veratrylglycerol-[beta]-guaiacyl ether underwent catalytic hydrolysis to produce guaiacol as the primary product with more than 70 % yield at 150 °C. Up to 32 wt % substrate concentration could be treated in the system without a decrease in guaiacol production. The ionic liquid could be reused without loss of activity in guaiacol production from both guaiacylglycerol-[beta]-guaiacyl ether and veratrylglycerol-[beta]-guaiacyl ether. A possible mechanism accounting for the guaiacol production is presented.
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