Renewable indanone and thermal-stable aviation fuel from cellulose

Indanone and its analogs are widely used intermediates for many useful chemicals. Decalin and its alkylated analogs are major components of thermal-stable aviation fuels and the additives used to improve the thermal stability of aviation fuel. In this work, we develop an integrated route to selectively produce trimethyl-indanone or alkylated decalin with cellulose. First, cellulose was hydrogenolyzed to 2,5-hexanedione in a biphasic reaction system of toluene/NH4Br aqueous solution over Pd/C catalyst. Under the catalysis of alkali hydroxide, 2,5-hexanedione was converted to a mixture of C12 oxygenates (with trimethyl-indanone as the main component) at room temperature. Trimethyl-indanone can be used as an intermediate for many useful chemicals. Moreover, the C12 oxygenates can be hydrodeoxygenated to a mixture of dimethyl decalin and C12 monocycloalkanes with a low freezing point (200 K) and high density (0.85 g mL−1). This work provides insights on the preparation of indanone or advanced aviation fuel with cellulose.