Use of glycosurfactants for the synthesis of polyHIPES in supercritical carbon dioxideBoyère, Cédric ; ; Léonard, Alexandre et alPoster (2012, June 04) The abstract is available as a pdf file. Detailed reference viewed: 21 (3 ULg) Effect of air-drying conditions on physical and nutritional properties of osmotically pre-treated pomegranate seedsBchir, Brahim ; ; et alPoster (2012, June 01) Detailed reference viewed: 24 (12 ULg) Bioraffinerie végétale : chimie et technologie des structures osidiques (TECHNOSE); Paquot, Michel ; Wathelet, Jean-Paul et alReport (2012) Detailed reference viewed: 5 (0 ULg) Design of sugar-based surface active agents for emulsion polymerization in supercritical carbon dioxideBoyère, Cédric ; ; Broze, Guy et alConference (2012, May 10) The use of aqueous dispersed media, such as emulsions, has many advantages over solution processes for chemical transformations and polymerization reactions, i.e. limited environmental impact, ease of ... [more ▼] The use of aqueous dispersed media, such as emulsions, has many advantages over solution processes for chemical transformations and polymerization reactions, i.e. limited environmental impact, ease of products recovery and increased reaction rate. Emulsions are usually implemented from a water/organic solvent mixture in the presence of a surfactant. However, supercritical carbon dioxide (scCO2) (Pc =74 bars; Tc = 31°C) constitutes an interesting alternative to the traditional organic solvents in these heterogeneous systems because it is inexpensive, non-toxic, non-inflammable and environmentally friendlier. In this context, we developed a novel class of surfactants for the stabilization of H2O/scCO2 emulsions, i.e. fluorinated modified carbohydrates. The hydrophilic head of the surfactant consists in a sugar moiety whereas a fluorinated tail is specifically located in the scCO2 phase. The strategies for the synthesis of these carbohydrates esters rely on selective lipase-catalyzed modifications of sugars and on the versatile thiol-Michael addition reaction. The ability of these molecules to decrease the H2O/scCO2 interfacial tension and to stabilize such emulsions will be presented. Finally, high internal phase scCO2-in-water emulsion (HIPE) were prepared with these new surfactants and used as template for the acrylamide polymerization. The monomer is polymerized in the continuous aqueous phase before removing the CO2 droplets (at least 70 % of the total volume). The resulting permeable porous polymers, called polyHIPEs, exhibit highly interconnected voids (cfr SEM picture) and should be valuable in many applications including support for catalyst, filtration process, immobilization of proteins, etc. [less ▲] Detailed reference viewed: 24 (12 ULg) Green synthesis and antioxidant activity of new PEGylated ferulic acidsNicks, Francois ; Richel, Aurore ; Richard, Gaetan et alin Tetrahedron Letters (2012), 53(19), 2402-2405 PEGylation of ferulic acid is described through a green esterification process involving poly(ethylene glycol) (PEG) with three different average molecular weights (200, 400 and 1000 g/mol) as both ... [more ▼] PEGylation of ferulic acid is described through a green esterification process involving poly(ethylene glycol) (PEG) with three different average molecular weights (200, 400 and 1000 g/mol) as both reactive and solvent. Esterification with PEG400 and PEG1000 leads to original compounds soluble in all proportions in water. These new compounds display an antioxidant activity similar to that of ferulic acid. [less ▲] Detailed reference viewed: 28 (10 ULg) Use of ionic liquids for biocatalytic synthesis of sugar derivativesGalonde, Nadine ; Nott, Katherine ; Debuigne, Antoine et alin Journal of Chemical Technology & Biotechnology (2012), 87(4), 451-471 Sugar-based compounds are widely used in pharmaceuticals, cosmetics, detergents and food. They are mainly produced by chemical methods, but the use of enzymes as ‘a greener alternative’ to organic ... [more ▼] Sugar-based compounds are widely used in pharmaceuticals, cosmetics, detergents and food. They are mainly produced by chemical methods, but the use of enzymes as ‘a greener alternative’ to organic synthesis has been investigated for more than 20 years. Due to the low polar substrate solubility in organic solvents compatible with enzymes, research has focused on the application of substitutes for biocatalysis, especially ionic liquids (ILs). After introducing the main properties of ILs and especially their ability to solubilize sugars, this review focuses on one of their applications, the biocatalytic synthesis of carbohydrate derivatives. In this context, they can be used in pure IL systems, in IL/IL systems or in IL/organic solvent systems. Finally, this review provides an update on the environmental fate of ILs. Their exploitation in ‘green’ processes is still limited due to their low degradability but research is currently under way to design new more ‘eco-friendly’ ILs. [less ▲] Detailed reference viewed: 26 (9 ULg) Impact of the alkyl chain carbon atom number of uronic acid-derivative surfactants on interfacial and colloidal systemsRazafindralambo, Hary ; Richard, Gaetan ; Laurent, Pascal et alPoster (2012, March 26) Uronic acid-derivative surfactants represent today an attractive group of Carbohydrate-based amphiphilic compounds for both fundamental and practical reasons [1,2]. In the continuity of our screening of ... [more ▼] Uronic acid-derivative surfactants represent today an attractive group of Carbohydrate-based amphiphilic compounds for both fundamental and practical reasons [1,2]. In the continuity of our screening of their basic properties, and the approach in establishing relationships between their structure and properties [3,4], the impact of the alkyl chain carbon atom number on interfacial and colloidal systems has been systematically investigated. In this communication, the effect of odd-even number of carbon atom from C11 to C18, and the particular behavior of long chain derivatives on interfacial properties, as well as their impact on the formation and stability of colloidal systems, are presented. Experimental approaches have been conducted by investigating their properties and behaviors at gas-liquid and liquid-liquid under dynamic, equilibrium, and oscillatory interfacial conditions. Results are completed by and discussed with single molecule models established by theoretical approaches. [1] Razafindralambo, H.;Blecker, C.; Paquot, M., Screening of Basic Properties of Amphiphilic Molecular Structures for Colloidal System Formation and Stability. In Amphiphiles: Molecular Assembly and Applications, American Chemical Society: 2011; Vol. 1070, pp 53-66. [2] Laurent, P.; Razafindralambo, H.; Wathelet, B.; Blecker, C.; Wathelet, J.; Paquot, M., Synthesis and Surface-Active Properties of Uronic Amide Derivatives, Surfactants from Renewable Organic Raw Materials. J. Surfactants Deterg. 2011, 14, 51-63. [3] Razafindralambo, H.; Richel, A.; Wathelet, B.; Blecker, C.; Wathelet, J.; Brasseur, R.; Lins, L.; Miñones, J.; Paquot, M., Monolayer properties of uronic acid bicatenary derivatives at the air-water interface: effect of hydroxyl group stereochemistry evidenced by experimental and computational approaches. Physical chemistry chemical physics: PCCP 2011, 13 15291-15298. [4] Razafindralambo, H.; Blecker, C.; Mezdour, S.; Deroanne, C.; Crowet, J.; Brasseur,R.; Lins, L.; Paquot, M., Impacts of the Carbonyl Group Location of Ester Bond on Interfacial Properties of Sugar-Based Surfactants: Experimental and Computational Evidences. The journal of physical chemistry. B 2009, 113, 8872-8877. [less ▲] Detailed reference viewed: 29 (19 ULg) Steam explosion, application en tant que prétraitement de la matière ligno-cellulosique en vue de l’obtention de sucres fermentescibles, valorisables dans les unités de production de biocarburants de deuxième génération ou de molécules à haute valeur ajoutée.Jacquet, Nicolas ; Vanderghem, Caroline ; Wertz, Jean-Luc et alScientific conference (2012, March 23) Detailed reference viewed: 18 (7 ULg) STEAM EXPLOSION : PROCESS AND IMPACT ON LIGNOCELLULOSIC MATERIALJacquet, Nicolas ; Vanderghem, Caroline ; Danthine, Sabine et alPoster (2012, March 01) Steam explosion is a thermomechanochemical process which allows the breakdown of lignocellulosic structural components by steam heating, hydrolysis of glycosidic bonds by organic acid formed during the ... [more ▼] Steam explosion is a thermomechanochemical process which allows the breakdown of lignocellulosic structural components by steam heating, hydrolysis of glycosidic bonds by organic acid formed during the process and shearing forces due to the expansion of the moisture. The process is composed of two distinct stages: vapocracking and explosive decompression. Cumul effects of both phases include modification of the physical properties of the material (specific surface area, water retention capacities, color, cellulose crystallinity rate,…), hydrolysis of hemicellulosic components (mono and oligosaccharides released) and modification of the chemical structure of lignin. These effects permit the opening of lignocellulosic structures and increase the enzymatic hydrolysis rate of cellulose components in the aim to obtain fermentable sugars used in second generation biofuels process. [less ▲] Detailed reference viewed: 49 (11 ULg) INFLUENCE OF STEAM EXPLOSION ON CRYSTALLINITY PROPERTIES OF PURE CELLULOSE FIBER INFLUENCE OF STEAM EXPLOSION ON CRYSTALLINITY PROPERTIES OF PURE CELLULOSE FIBER INFLUENCE OF STEAM EXPLOSION ON CRYSTALLINITY PROPERTIES OF PURE CELLULOSE FIBERJacquet, Nicolas ; Vanderghem, Caroline ; Danthine, Sabine et alPoster (2012, March 01) The aim of the present study is to compare the effect of different steam explosion treatments on crystallinity properties of a pure bleached cellulose. Steam explosion process is composed of two distinct ... [more ▼] The aim of the present study is to compare the effect of different steam explosion treatments on crystallinity properties of a pure bleached cellulose. Steam explosion process is composed of two distinct stages: vapocracking and explosive decompression. The treatment intensities is determined by a severity factor, established by a correlation between temperature process and retention time. The results show that steam explosion treatment has an impact on the crystallinity properties of pure cellulose fiber. When the severity factor is below 5.2, an increase of the overall crystallinity of the samples is observed with the treatment intensities. For higher intensities, a significant thermal degradation of cellulose lead to an important change in substrate composition, which lead to a further decrease of cellulose crystallinity [less ▲] Detailed reference viewed: 25 (10 ULg)![]() Effect of physicochemical characteristics of cellulosic substrates on enzymatic hydrolysis by means of a multi-stage process for cellobiose productionVanderghem, Caroline ; Jacquet, Nicolas ; Danthine, Sabine et alin Applied Biochemistry and Biotechnology (2012), 166(6), 1423-1432 The effect of two types of cellulose, microcrystalline cellulose and paper pulp, on enzymatic hydrolysis for cellobiose production was investigated. The particle size, the relative crystallinity index and ... [more ▼] The effect of two types of cellulose, microcrystalline cellulose and paper pulp, on enzymatic hydrolysis for cellobiose production was investigated. The particle size, the relative crystallinity index and the water retention value were determined for both celluloses. A previously studied multistage hydrolysis process that proved to enhance the cellobiose production was studied with both types of celluloses. The cellobiose yield exhibited a significant improvement (120% for the microcrystalline cellulose and 75% for the paper pulp) with the multistage hydrolysis process compared to continuous hydrolysis. The conversion of cellulose to cellobiose was greater for the microcrystalline cellulose than for the paper pulp. Even with high crystallinity, microcrystalline cellulose achieved the highest cellobiose yield probably due to its highest specific surface area accessible to enzymes and quantity of adsorbed protein. [less ▲] Detailed reference viewed: 38 (27 ULg) Carbohydrate-based surfactants: structure-activity relationshipsRazafindralambo, Hary ; Blecker, Christophe ; Paquot, Michel ![]() in Nawaz, Zeeshan; Naveed, Shahid (Eds.) Advances in Chemical Engineering (2012) The aim of the present contribution is: (1) to review CBS in terms of structural classification based on their molecular size (mono-, oligo-, polymeric surfactants), geometry (standard, bipolar or ... [more ▼] The aim of the present contribution is: (1) to review CBS in terms of structural classification based on their molecular size (mono-, oligo-, polymeric surfactants), geometry (standard, bipolar or bolaform, and gemini surfactants), and the nature of the polar headgroup (charged or not, cyclic or not), the apolar tail (number and length of alkyl chain), and the linker (amide, ester, ...) and/or the spacer; (2) to present systematically results on structure- activity relationships of uronic acid derivatives (UADs), a particular class of carbohydrate-based surfactants. These concern the impact of each structural entity including the polar headgroup (stereochemistry), apolar tail (chain length, number, and unsaturation), and linkage/spacer, on the performance of UADs to change surface properties, and possibly, to form and stabilize colloidal systems. [less ▲] Detailed reference viewed: 103 (20 ULg) Contribution to the study of physicochemical and functional properties of hemicelluloses and xylooligosaccharides (XOS) extracted from rapeseed mealMertens, Cécile ; Paquot, Michel ; Destain, Jacqueline et alPoster (2012, February 08) Rapeseed meal is one of the main industrial co-products from agriculture in Belgium, with more than 30 000 T produced each year. Beside its agricultural and energetic applications, new paths of ... [more ▼] Rapeseed meal is one of the main industrial co-products from agriculture in Belgium, with more than 30 000 T produced each year. Beside its agricultural and energetic applications, new paths of valorization are being developed in order to add value to the rapeseed meal, usually by extraction of interesting molecules. In this thesis project, the aimed molecules are hemicelluloses, which are obtained via a global fractionation method that is being developed and optimized, constituting the first part of this project. Indeed, while rapeseed meals are globally already well exploited (mainly for their feed value), rapeseed hemicelluloses have not yet been studied for food application. Yet, hemicelluloses can be used as food additives (thickener, stabilizer, etc) mainly in bakery products. The literature being incomplete regarding the chemical structure of rapeseed hemicelluloses, one of the objectives of this project is to study their physicochemical properties, in regard with their technofunctional properties. Rapeseed hemicelluloses can also be used as raw material to produce an emergent type of prebiotic: xylooligosaccharides (XOS). These molecules can be introduced as well in the food supplement sector. Their production will be achieved by enzymatic hydrolysis, for a polymerization degree between two and five. Thus, the production and the physicochemical and technofunctional characterization of rapeseed XOS constitute the last objective of this project. This thesis is part of the SYNBIOFOR project, which aim is to create new symbiotic ingredients. [less ▲] Detailed reference viewed: 46 (16 ULg) La chimie des saccharidesGillet, Sébastien ; Paquot, Michel ![]() Learning material (2012) Synthèse de chimie des sucres Detailed reference viewed: 37 (11 ULg) Rapport scientifique et technique de mi-convention pour l'évaluation intermédiaire du projet HYDRASANTEBlaise, Yannick ; Boudry, Christelle ; François, Emmanuelle et alReport (2012) Detailed reference viewed: 36 (14 ULg) Characterization of by-products from cooked fruit processing and potential use in food productsAguedo, Mario ; ; Rabetafika, Holy-Nadia et alin Journal of Food Composition and Analysis (2012), 27 The process that produces Lie`ge syrup (apple butter-like) results in high amounts of residues from cooked apples, pears and sun-dried dates. These unusual fruit by-products were studied for their ... [more ▼] The process that produces Lie`ge syrup (apple butter-like) results in high amounts of residues from cooked apples, pears and sun-dried dates. These unusual fruit by-products were studied for their composition in total proteins and fats, dietary fiber (DF) and their content in total and free monosaccharides. All three by-products contained around 20% of total non-cellulosic monosaccharides and around 10% of free monosaccharides. According to two different methods, DF accounted for 70% of the dry weight (DW) with an insignificant soluble fraction; pectin represented 2–3% of DW. Apple and pear residues were composed mainly of cellulose, whereas lignin was the main fraction for dried date. The polyphenolic content and the antioxidant activity of the three products were also assessed and the values showed that their antioxidant characteristics were comparable to that of various raw fruits. No phenolic acids were detected, indicating that the cooking process resulted in their extraction. The lyophilized and ground residues exhibited high water holding capacities (between 5.2 g water per g DW for pear and 8.6 for apple) and average oil holding capacities (around 2.5 g oil per g DW), whereas their color was light brownish as shown by the L*, a*, b* coordinates determined. These data open the possibility to contemplate new specific and niche applications for such by-products. Besides, it provides information about the effects of a cooking process on apple and pear pomaces, as well as on an unusual residue from a dried fruit (date). [less ▲] Detailed reference viewed: 62 (20 ULg) Evaluation of Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry for second-generation lignin analysisRichel, Aurore ; Vanderghem, Caroline ; Simon, Mathilde et alin Analytical Chemistry Insights (2012), 7 Matrix-Assisted Laser Desorption/Ionization time-of-flight (MALDI-TOF) mass spectrometry is evaluated as an elucidation tool for structural features and molecular weights estimation of some extracted ... [more ▼] Matrix-Assisted Laser Desorption/Ionization time-of-flight (MALDI-TOF) mass spectrometry is evaluated as an elucidation tool for structural features and molecular weights estimation of some extracted herbaceous lignins. Optimization of analysis conditions, using a typical organic matrix, namely CHCA (alpha-cyano-4-hydroxycinnamic acid), in combination with alpha-cyclodextrine, allows efficient ionization of poorly soluble lignin materials and suppression of matrix-related ions background. Analysis of low-mass fragments ions (m/z 100-600) in the positive ion mode offers a “fingerprint” of starting lignins that could be a fine strategy to qualitatively identify principal interunit linkages between phenylpropanoid units. The molecular weights of lignins are estimated using size exclusion chromatography and compared to MALDI-TOF-MS profiles. Miscanthus (Miscanthus x giganteus) and Switchgrass (Panicum Virgatum L.) lignins, recovered after a formic acid/acetic acid/water process or aqueous ammonia soaking, are selected as benchmarks for this study. [less ▲] Detailed reference viewed: 26 (9 ULg) Conversion of carbohydrates under microwave heatingRichel, Aurore ; Paquot, Michel ![]() in Chang, C.F. (Ed.) Carbohydrates - Comprehensive Studies on Glycobiology and Glycotechnology (2012) The non-energetic valorisation of renewable resources using efficient and eco-friendly methodologies is the central axis of the "green chemistry" concept. In particular, the chemical and chemo-enzymatical ... [more ▼] The non-energetic valorisation of renewable resources using efficient and eco-friendly methodologies is the central axis of the "green chemistry" concept. In particular, the chemical and chemo-enzymatical transformations of carbohydrates arising from the hydrolysis of non-edible vegetal feedstock (i.e., lignocellulosic biomass) are a widely explored thematic for the production of new high-added value materials, synthons, and platform chemicals. Since the seminal works of Gedye and Giguere in 1986, the use of microwaves as a non-conventional heating source has gained large attention in organic chemistry. Due to commonly observed acceleration in reactions rates and improved selectvities and yields, microwave heating has progressively emerged as a green chemistry technology. Minimizing both energy consumption (via the reduction of temperature and reaction times) and wastes (by improvement of selectivity), microwaves has enjoyed significant adoption by the research community. This chapter describes the use of microwave processes to mediate key reactions in the field of carbohydrates chemistry. Some examples of typical carbohydrates reactions (glycosylations, hydroxyl groups’ protection, etc.) under microwave conditions are displayed and highlight the benefits of this microwave approach in terms of yields, atom efficiency, environmental factor, and carbon efficiency. [less ▲] Detailed reference viewed: 27 (21 ULg) (Trans)esterification of mannose catalyzed by lipase B from Candida antarctica in an improved reaction medium using co-solvents and molecular sieveBrognaux, Alison ; Nott, Katherine ; Richard, Gaetan et alin Preparative Biochemistry & Biotechnology (2012), 42(4), 348-363 Detailed reference viewed: 89 (58 ULg) Kinetics of the hydrolysis of polysaccharide galacturonic acid and neutral sugars chains from flaxseed mucilage; Rabetafika, Holy-Nadia ; Blecker, Christophe et alin Biotechnologie, Agronomie, Société et Environnement = Biotechnology, Agronomy, Society and Environment [=BASE] (2012), 16(2), 139-147 Detailed reference viewed: 29 (12 ULg) |
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