Formation and Growth of Humins via Aldol Addition and Condensation during Acid-Catalyzed Conversion of 5-Hydroxymethylfurfural

Autor:	Carl R.F. Lund, Sushil K. R. Patil
Rok vydání:	2011
Předmět:	Chemistry General Chemical Engineering Condensation Energy Engineering and Power Technology Infrared spectroscopy Ring (chemistry) Benzaldehyde chemistry.chemical_compound Fuel Technology Aldol reaction Furan Humin Organic chemistry Hydroxymethyl
Zdroj:	Energy & Fuels. 25:4745-4755
ISSN:	1520-5029 0887-0624
Popis:	The acid-catalyzed conversion of 5-hydroxymethylfurfural (HMF) produces levulinic and formic acids in equal amounts. Dark-colored solids, known as humins, are also formed in a parallel reaction. Aldol addition and condensation are proposed as important reactions in the acid-catalyzed growth of humins, adding HMF to 2,5-dioxo-6-hydroxy-hexanal. Consistent with this proposal, infrared (IR) spectra of humins formed from HMF indicate that the furan ring and hydroxymethyl group of HMF are present in the humins, but the carbonyl group is not. Similarly, if a mixture of HMF and benzaldehyde are processed, IR spectra of the humins indicate the additional presence of the aromatic ring from benzaldehyde but not its carbonyl group. The incorporation of the aromatic ring from benzaldehyde in the humins demonstrates the possibility of functionalizing humins to increase their value.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0c1cec9c5882446db0697f3f0d735b36 https://doi.org/10.1021/ef2010157 Zobrazit plný text záznamu