93405-57-3Relevant articles and documents
From biomass to chemicals: Synthesis of precursors of biodegradable surfactants from 5-hydroxymethylfurfural
Arias,Al-Resayes, Saud I.,Climent, Maria J.,Corma, Avelino,Iborra, Sara
, p. 123 - 131 (2013)
The selective acetalization of 5-hydroxymethylfurfural (HMF) with long-chain alkyl alcohols has been performed to obtain precursors of molecules with surfactant properties. If direct acetalization of HMF with n-octanol is performed in the presence of strong acids (homogeneous and heterogeneous catalysts), an increase in etherification versus acetalization occurs. Beta zeolite catalyzes both reactions. However, if the acidity of a zeolite (Beta) was controlled by partial exchange of H+ with Na+, the dioctyl acetal of HMF can be achieved in 95 % yield by transacetalization. It is possible to achieve a high yield in a very short reaction time through a two-step one-pot process, which includes the synthesis of the dimethyl acetal of HMF followed by transacetalization with n-octanol. The one-pot process could be extended to other alcohols that contain 6-12 carbon atoms to afford 87-98 % yield of the corresponding dialkyl acetal with a selectivity higher than 96 %. The optimized catalyst with an adequate Na content (1.5NaBeta) could be recycled without loss of activity or selectivity. From HMF to surfactants: Precursors of surfactant molecules are obtained by a two-step one-pot selective acetalization and transacetalization of 5-hydroxymethylfurfural with long-chain alkyl alcohols by controlling the zeolite acidity and polarity. Copyright
HYDROXYMETHYLFURFURAL ETHERS FROM SUGARS AND HIGHER ALCOHOLS
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Page/Page column 8-9, (2009/04/25)
Accordingly, the current invention provides a method for the manufacture of an ether of 5-hydroxymethylfurfural by reacting a hexose-containing starting material with a higher alcohol in the presence of an acid catalyst, and at a temperature in the range of from 125 to 250 degrees Centigrade.
