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Cleaving the βO4 Bonds of Lignin Model Compounds in an Acidic Ionic Liquid, 1‐H‐3‐Methylimidazolium Chloride: An Optional Strategy for the Degradation of Lignin
Author(s) -
Jia Songyan,
Cox Blair J.,
Guo Xinwen,
Zhang Z. Conrad,
Ekerdt John G.
Publication year - 2010
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201000112
Subject(s) - guaiacol , chemistry , lignin , ionic liquid , ether , hydrolysis , chloride , yield (engineering) , organic chemistry , catalysis , materials science , metallurgy
The hydrolysis of βO4 bonds in two lignin model compounds was studied in an acidic ionic liquid, 1‐H‐3‐methylimidazolium chloride. The βO4 bonds of both guaiacylglycerol‐β‐guaiacyl ether and veratrylglycerol‐β‐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‐β‐guaiacyl ether and veratrylglycerol‐β‐guaiacyl ether. A possible mechanism accounting for the guaiacol production is presented.