Anionic surfactants based on intermediates of carbohydrate conversion

Starting from the bio-based platform chemicals 5-hydroxymethylfurfural (HMF) and furfural, a library of anionic surfactants was synthesized using stoichiometric and catalytic reactions. In total, seven different surfactants with varying chain lengths were prepared and tested for industrially relevant properties, such as critical micelle concentration (CMC) and interfacial tension towards isopropyl myristate. Surfactants based on 2,5-bis(hydroxymethyl)-tetrahydrofuran (BHMTHF), which are accessible via acid-catalysis over zeolites, were identified as the most promising candidates for possible industrial applications. Variants with chain lengths of C-12-C-14 showed the best results in terms of physico-chemical properties. These lengths represent the usually occurring length of carbon chains in natural oils, opening up a pathway for a possible production of the here used substrates. The other synthesized surfactants, accessible via stoichiometric routes, also showed promising results in terms of CMC and interfacial tension.