Journal
GREEN CHEMISTRY
Volume 17, Issue 11, Pages 5079-5090Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5gc02160j
Keywords
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Funding
- TUM-PNNL cooperation project Development of new methods for in situ characterization in liquid phase reactions [CN-177939]
- U.S. Department of Energy (DOE), Office of Science, Office of Basic Energy Sciences (BES), Division of Chemical Sciences, Geosciences Biosciences
- DOE, Battelle [DE-AC05-76RL01830]
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Mechanistic aspects of deconstruction and hydrodeoxygenation of organosolv lignin using zeolite (HZSM-5 and HBEA) and SiO2 supported Ni catalysts are reported. Lignin was deconstructed and converted to substituted alicyclic and aromatic hydrocarbons with 5 to 14 carbon atoms. Full conversion with total yield of 70 +/- 5 wt% hydrocarbons was achieved at 593 K and 20 bar H-2. The organosolv lignin used consists of seven to eight monolignol subunits and has an average molecular weight of ca. 1200 g mol(-1). The monolignols were mainly guaiacyl, syringyl and phenylcoumaran, randomly interconnected through beta-O-4, 4-O-5, beta-1, 5- 5' and beta-beta ether bonds. In situ IR spectroscopy was used to follow the changes in lignin constituents during reaction. The reductive catalytic deconstruction of organosolv lignin starts with the hydrogenolysis of aryl alkyl ether bonds, followed by hydrogenation of the aromatic rings to cyclic alcohols. Oxygen is removed from the alcohols via dehydration on Bronsted acid sites to cyclic alkenes that are further hydrogenated.
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