Oxidation of Furfural and Furan Derivatives to Maleic Acid in the Presence of a Simple Catalyst System Based on Acetic Acid and TS-1 and Hydrogen Peroxide.

Titanium silicate molecular sieve (TS-1) and acetic acid efficiently catalyze the oxidation of furan and furan derivatives to the corresponding maleic acid (MA) in very good yields using hydrogen peroxide as an oxidizing agent. The effect of various solvents, the effect of temperature, reaction time, concentration of hydrogen peroxide, and quantities of the catalyst on the MA yield was studied. With the best conditions, MA is the sole product obtained after a fast and simple purification by filtration and evaporation.

Mechanocatalytic Depolymerization of Cellulose With Perfluorinated Sulfonic Acid Ionomers.

Here, we investigated that the mechanocatalytic depolymerization of cellulose in the presence of Aquivion, a sulfonated perfluorinated ionomer. Under optimized conditions, yields of water soluble sugars of 90-97% were obtained using Aquivion PW98 and PW66, respectively, as a solid acid catalyst. The detailed characterization of the water soluble fraction revealed (i) the selective formation of oligosaccharides with a DP up to 11 and (ii) that depolymerization and reversion reactions concomitantly occurred during the mechanocatalytic process, although the first largely predominated.

Transglycosylation: A Key Reaction to Access Alkylpolyglycosides from Lignocellulosic Biomass.

An overview is provided on the recent advances in transglycosylation of cellulose and hemicellulose with either short-chain or long-chain alkyl alcohols. Catalytic processes are compared in terms of yield, selectivity and space-time yield, with a view to identifying the most promising pathways for future developments. In this context, the synthesis of alkylpolyglycosides directly from lignocellulosic biomass is discussed while keeping in mind the impact of the botanical origin on the transglycosylation reaction and the product distribution.

Carnitine alkyl ester bromides as novel biosourced ionic liquids, cationic hydrotropes and surfactants.

Hypothesis: In contrast to anionic and nonionic amphiphilic substances, bio-based cationic ones are very rare. Cationic amphiphiles are mostly based on quaternary ammonium, pyridinium or imidazolium groups that are either badly biodegradable or have toxic residues even after degradation. In the search for green alternatives to cationic hydrotropes and amphiphiles, natural l-carnitine could be a promising candidate for a cationic headgroup.

Conversion of Cellulose into Amphiphilic Alkyl Glycosides Catalyzed by Aquivion, a Perfluorosulfonic Acid Polymer.

The perfluorosulfonic acid (PFSA) Aquivion PW98 is an amphiphilic solid superacid which is shown to catalyze the conversion of cellulose into amphiphilic alkyl glycosides (AAGs) in 85 % yield (with 97 % selectivity). The process involves a mechanocatalytic depolymerization of cellulose followed by a direct glycosylation with n-dodecanol. In comparison to H SO and solid acid catalysts commonly employed in cellulose processing, Aquivion PFSA PW98 is not only recyclable but also exhibits superior catalytic performances in terms of yield, selectivity, and reactor productivity.

Acid-Assisted Ball Milling of Cellulose as an Efficient Pretreatment Process for the Production of Butyl Glycosides.

Ball milling of cellulose in the presence of a catalytic amount of H2SO4 was found to be a promising pre-treatment process to produce butyl glycosides in high yields. Conversely to the case of water, n-butanol has only a slight effect on the recrystallization of ball-milled cellulose. As a result, thorough depolymerization of cellulose prior the glycosylation step is no longer required, which is a pivotal aspect with respect to energy consumption.

Acidic pretreatment of wheat straw in decanol for the production of surfactant, lignin and glucose.

Wheat straw is an abundant residue of agriculture which is increasingly being considered as feedstock for the production of fuels, energy and chemicals. The acidic decanol-based pre-treatment of wheat straw has been investigated in this work. Wheat straw hemicellulose has been efficiently converted during a single step operation into decyl pentoside surfactants and the remaining material has been preserved keeping all its promises as potential feedstock for fuels or value added platform chemicals such as hydroxymethylfurfural (HMF).

Direct conversion of xylan into alkyl pentosides.

Xylan has been used as a raw material in the synthesis of butyl, octyl and decyl glycosides. Mixtures of D-xylose-, L-arabinose- and D-glucose-based surfactants were obtained under smooth conditions with high yields in a one-pot process. The surface activities of octyl and decyl glycosides thus obtained have been studied and compared with that of pure alkyl D-xylosides.

Low catalyst loadings for the production of carboxylic acids from polysaccharides and hydrogen peroxide.

The oxidation of starch, xylans, potato flesh and wheat flour by H(2)O(2), in the presence of MSO(4) (M=Cu, Fe) as catalyst, led to depolymerization, and formation of solutions containing polyhydroxycarboxylic acids. Some of these oxidized compounds facilitate the process, leading to efficient transformations even with very low amounts of catalyst.

Development of agriculture left-overs: fine organic chemicals from wheat hemicellulose-derived pentoses.

This review is dedicated to wheat hemicelluloses and its main components D-xylose and L-arabinose as raw materials for fine organic chemistry. The context of the wheat agro-industry, its by-products, and extraction and hydrolysis of hemicelluloses to produce the pentoses are considered. The straightforward preparation of pentose-based surfactants, their properties, and their situation in the field of carbohydrate-based surfactants are addressed.

Neutral pentosides surfactants issued from the butadiene telomerization with pentoses: preparation and amphiphilic properties.

Interfacial properties of octadienyl pentosides prepared by the palladium-catalyzed telomerization of butadiene with free pentoses have been evaluated and compared to those of mixtures issued from the autoclaving process.