Elucidating the role of cobalt phthalocyanine in the dehydration of carbohydrates in ionic liquids

• Published in: Journal of molecular catalysis. A, Chemical Vol. 394; pp. 170 - 176
• Main Authors: Yadav, Kumar Karitkey, Ahmad, Sohail, Chauhan, Shive M.S.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 15-11-2014; Elsevier
• Subjects: 2,5-Diformylfuran; 5-Ethoxymethylfurfural; 5-Hydroxymethylfurfural; Catalysis; Cellulose; Chemistry; Exact sciences and technology; General and physical chemistry; Metallophthalocyanines; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; 5-Ethoxymethylfurfural; Metallophthalocyanines; 5-Hydroxymethylfurfural; Cellulose; 2,5-Diformylfuran; Transition element complexes; Metallophthalocyanine; Carbohydrate; Cobalt complex; Dehydration; Ionic liquid
• ISSN: 1381-1169; 1873-314X
• DOI: 10.1016/j.molcata.2014.07.014

•In ionic liquid, Co(I)Pc and Co(III)Pc was generated from Co(II)Pc.•The more Lewis acidic character of Co(III)Pc is responsible for the isomerization.•Co(III)Pc forms a more stable five membered ring chelate complex with glucose.•Selectivity of HMF production was best in combination of [EMIm]Cl and Co(II)Pc.•In a single pot, DFF and EMF were obtained from glucose in better selectivity.
The cobalt(II) phthalocyanine efficiently converts glucose and cellulose into 5-hydroxymethylfurfural in [EMIm]Cl ionic liquid. From various throughout screening of metal salts, metallophthalocyanines and ionic liquids, the combination of cobalt phthalocyanine with [EMIm]Cl ionic liquid gave the best results. Co(II)Pc interacts with glucose in [EMIm]Cl ionic liquid and in situ generates the Co(I)Pc and Co(III)Pc which are confirmed from UV–visible analysis. Co(III)Pc reacts with glucose and generates five membered ring chelate complex, which subsequently isomerizes to fructose. In the reaction fructose easily dehydrats to HMF. A single-pot EMF and DFF are produced by etherification and aerobic oxidation reaction of glucose, respectively. The catalyst is easily separated from the reaction by simple filteration and recycled upto 3–5 times without the significant loss of its catalytic activity.