Agro industrie Recherches et Developpements

Pomacle, France

Agro industrie Recherches et Developpements

Pomacle, France

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Aouf C.,CNRS Institute of Molecular Chemistry - Reims | Harakat D.,CNRS Institute of Molecular Chemistry - Reims | Muzart J.,CNRS Institute of Molecular Chemistry - Reims | Estrine B.,Agro Industrie Recherches et Developpements | And 3 more authors.
ChemSusChem | Year: 2010

The oxidation of starch, xylans, potato flesh and wheat flour by H2O2, in the presence of MSO4 (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.Oxidative depolymerization of polysaccharides and natural materials occurs under Fenton-type conditions. Some of the oxidized compounds facilitate the process, leading to the valuable production of carboxylic acids even with very low amounts of catalyst. © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Ludot C.,Agro industrie Recherches et Developpements | Ludot C.,CNRS Institute of Molecular Chemistry - Reims | Estrine B.,Agro industrie Recherches et Developpements | Le Bras J.,CNRS Institute of Molecular Chemistry - Reims | And 3 more authors.
Green Chemistry | Year: 2013

Sulfoxides and sulfones as solvents have been used for the glycosidation of various carbohydrates with decanol in the absence of an added catalyst. The production of decyl-d-xylosides has been studied in dimethylsulfoxide and the importance of parameters such as pressure and temperature on the reaction time has been pointed out. Organic acids produced by carbohydrate caramelization highly influenced the glycosidation kinetics. Other sulfur containing solvents were also effective. A decanol-sulfolane biphasic reaction medium has been designed for the production of decyl-d-xylosides in short reaction times and yields up to 83%. Sulfolane has been easily recovered by liquid-liquid separation and reused in the next three glycosidation reactions without any yield decrease. © 2013 The Royal Society of Chemistry.


Renault B.,Agro Industrie Recherches et Developpements | Portella C.,CNRS Institute of Molecular Chemistry - Reims | Marinkovic S.,Agro Industrie Recherches et Developpements | Estrine B.,Agro Industrie Recherches et Developpements
Journal of Surfactants and Detergents | Year: 2012

Synthesis and surfactant properties and biodegradation of succinylated alkyl polyxylosides is described for the first time. The esterification of succinic anhydride with alkyl polyxylosides was achieved without solvent and the substitution degree controlled over a certain range. The surfactant properties were studied as a function of substitution degree. Their biodegradation was studied following OECD guidelines. The results have confirmed that the new synthetic approach described in this paper is a potentially economical and efficient method for the preparation of a new range of environmental friendly surfactants. © AOCS 2011.


Despax S.,Agro industrie Recherches et Developpements | Despax S.,CNRS Institute of Molecular Chemistry - Reims | Estrine B.,Agro industrie Recherches et Developpements | Hoffmann N.,CNRS Institute of Molecular Chemistry - Reims | And 3 more authors.
Catalysis Communications | Year: 2013

The isomerization of d-glucose into d-fructose was investigated in view to afford carbohydrate source for the production of 5-hydroxymethylfurfural (HMF) without the use of toxic metallic catalyst. The process uses a basic heterogeneous catalyst in organic solvent mixtures to lead up to 72% selectivity of d-fructose for 68% conversion of d-glucose. The catalyst has been recycled four times with little decrease of the selectivity. The resulting carbohydrates solution can be directly dehydrated to afford HMF. © 2013 Elsevier B.V.


Despax S.,Agro industrie Recherches et Developpements | Despax S.,CNRS Institute of Molecular Chemistry - Reims | Maurer C.,Agro industrie Recherches et Developpements | Estrine B.,Agro industrie Recherches et Developpements | And 4 more authors.
Catalysis Communications | Year: 2014

Dehydration of monoaldoses and aldoketoses under catalyst-free conditions has been studied varying the solvent nature, the concentration and the heating mode (conventional or microwaves). Best results were obtained in dimethylsulfoxide (DMSO) indicating that DMSO has a dual role: solvent and reaction mediator. Thus, d-fructose provided 5-hydroxymethylfurfural (HMF) in up to 92% yield after only 4 min under microwave irradiation. Under similar experimental conditions, inulin and l-sorbose afforded HMF in yields up to 47% and 76%, respectively, while d-xylose yielded up to 25% of furfural under conventional heating. © 2014 Elsevier B.V.


Laugel C.,Agro industrie Recherches et Developpements | Laugel C.,CNRS Institute of Molecular Chemistry - Reims | Estrine B.,Agro industrie Recherches et Developpements | Le Bras J.,CNRS Institute of Molecular Chemistry - Reims | And 3 more authors.
ChemCatChem | Year: 2014

2,5-Diformylfuran (DFF) was obtained by heating a solution of 5-(hydroxymethyl)furfural in DMSO. The addition of acids or salts improved the selectivity, especially if bromides were employed. Good yields of DFF were obtained with HBr or NaBr as the catalyst. One-pot procedures were developed from fructose, which led to DFF in medium yields. This transformation occurs through the formation of 5-(bromomethyl)furan-2-carbaldehyde followed by a Kornblum-type reaction. In the presence of bromide salts, the in situ formation of the catalyst involves the thermolysis of DMSO and the association of the resulting strong acids with the bromides. With a pinch of salt: The association of NaBr as a catalyst and DMSO as a solvent allows the synthesis of 2,5-diformylfuran from 5-(hydroxymethyl)furfural (HMF) or fructose in 75 or 50 % yield, respectively. This transformation occurs through the formation of 5-(bromomethyl)furan-2-carbaldehyde followed by a Kornblum-type reaction. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Agach M.,Agro Industrie Recherches et Developpements | Agach M.,University of Lille Nord de France | Agach M.,Lille University of Science and Technology | Marinkovic S.,Agro Industrie Recherches et Developpements | And 3 more authors.
Journal of Surfactants and Detergents | Year: 2016

Biobased surfactants were synthesized using poly(glycerol-succinate) as the polar head group and variable acyl groups as hydrophobic tails. Acyl chain lengths ranged from 8 to 14 carbon atoms. The resulting oligomeric surfactants were characterized by quantitative 13C nuclear magnetic resonance (NMR), acid values and size exclusion chromatography. Investigation of the physicochemical properties of the acyl poly(glycerol-succinate) surfactants revealed their potential for use in a wide array of applications. The acyl poly(glycerol-succinate) functional properties appeared to be particularly concentration-dependent. This study highlights the relative impact of acyl chain length on the polymeric structure, physicochemical and functional behaviors, and biodegradability of the acyl poly(glycerol-succinate) surfactants. © 2016, AOCS.


Martel F.,Agro Industrie Recherches et Developpements | Estrine B.,Agro Industrie Recherches et Developpements | Plantier-Royon R.,University of Reims Champagne Ardenne | Hoffmann N.,University of Reims Champagne Ardenne | Portella C.,University of Reims Champagne Ardenne
Topics in Current Chemistry | Year: 2010

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. Multistep transformations of pentoses are also described, first from a methodology point of view, with the aim of producing multifunctional enantiopure building-blocks, then considering targeted natural and/or bioactive products. Selected reactions of furfural, an important dehydration product of pentoses, are also presented. © 2010 Springer-Verlag Berlin Heidelberg.


Jbilou F.,University of Lyon | Georgousopoulou I.-N.,National Technical University of Athens | Marinkovic S.,Agro Industrie Recherches et Developpements | Vouyiouka S.,National Technical University of Athens | And 5 more authors.
European Polymer Journal | Year: 2016

Solid state post-polymerization (post-SSP) was performed on poly(butylene succinate) (PBS) commercial- and synthesized-grades and monitored for the first time by means of a fluorescent probe: (9-2-carboxy-2-cyanovinyl)julolidine or CCVJ. CCVJ is a molecular rotor and was simply incorporated in the PBS bulk (100 ppm) for fluorescent labelling. Post-SSP runs were then performed following a one- or two-step process. During the one-step process, CCVJ labelled PBS presented a moderate molecular weight (MW) increase (up to 1.15 times) along with a post-crystallization effect. Next, the SSP effectiveness was improved (in terms of MW- up to 4.2 times- and thermal characteristic upgrade) with the addition of a precrystallization step (two-step process). Labelled PBS showed a decrease of the CCVJ fluorescence intensity and a respective significant wavelength shift (blue shift) with SSP time. According to CCVJ calibration, this behavior was ascribed to the resultant MW increment and to the decrease of the acidic index (AI) during SSP. CCVJ was proven a reliable sensor able to act as a molecular rotor as well as a solvatochromic probe sensing both the molecular weight and polarity changes in the course of PBS SSP process. © 2016 Elsevier Ltd. All rights reserved.


Papaspyrides C.D.,National Technical University of Athens | Vouyiouka S.,National Technical University of Athens | Georgousopoulou I.-N.,National Technical University of Athens | Marinkovic S.,Agro Industrie Recherches et Developpements | And 3 more authors.
Industrial and Engineering Chemistry Research | Year: 2016

Fossil-based and true bio-based poly(butylene succinate) (PBS) prepolymers were synthesized and submitted to solid-state polymerization (SSP) in the proximity of the polyester melting point (Tm), for reaction times up to 29 h under flowing nitrogen. SSP acted as a postcrystallization process, imparting an increase of the PBS melting point up to 126 °C from a starting Tm of 112-114 °C. Adding a precrystallization step prior SSP even resulted in a 2.5 times increase of the initial MW and a Tm shift up to 128 °C. Furthermore, the effect of most critical process parameters on the SSP feasibility and effectiveness was assessed, so as to launch an appropriate operation profile. End-group imbalance turned out to be the most significant key parameter for PBS polymerizability, and various attempts were made toward correcting it. Finally, SSP was examined as a PBS recycling technique and efficiently revived hydrolyzed PBS structures. © 2016 American Chemical Society.

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