References of "Laurent, Pascal"
     in
Bookmark and Share    
Full Text
Peer Reviewed
See detailAlkylbetainate chlorides: Synthesis and behavior of monolayers at the air-water interface
Nsimba Zakanda, Francis ULg; Laurent, Pascal ULg; Paquot, Michel ULg et al

in Thin Solid Films (2011), 520

In this study, cationic alkylbetainate chloride surfactants (CnBC, n = 10–16) are synthesized using more environment-friendly reagents (glycine betaine, thionyl chloride and primary alcohols) than in ... [more ▼]

In this study, cationic alkylbetainate chloride surfactants (CnBC, n = 10–16) are synthesized using more environment-friendly reagents (glycine betaine, thionyl chloride and primary alcohols) than in previous works (chloroacetyl chloride, trimethylamine and primary alcohols). The interfacial behavior of the CnBC monolayers is studied onto aqueous subphases at 20 °C using the Langmuir through technique. Different experimental conditions including pH, temperature, sodium salts and Na2SO4 ionic strength are investigated. The results obtained have shown that the CnBC with a hydrocarbon chain length ≥ 14 are able to form insoluble monolayers. The C16BC monolayer stability checked by the compression–expansion cycles has shown a superimposition of isotherms in the whole liquid-condensed region and an irreversible rearrangement of the molecules at high compression. The C16BC monolayer is not influenced by the pH and the presence of monovalent anions but it is influenced by the temperature, the divalent anions and the ionic strength. It has exhibited a great stability whatever the experimental conditions. [less ▲]

Detailed reference viewed: 23 (4 ULg)
Full Text
See detailEtude des interactions membranaires de dérivés de l’acide glucuronique par calorimétrie à titrage isotherme
Laurent, Pascal ULg; Razafindralambo, Hary ULg; Paquot, Michel ULg

Poster (2011)

Dans le cadre de la valorisation de la biomasse et des glucides provenant de l’hydrolyse de matières premières renouvelables, différents dérivés d’acides uroniques ont été synthétisés en vue d’évaluer ... [more ▼]

Dans le cadre de la valorisation de la biomasse et des glucides provenant de l’hydrolyse de matières premières renouvelables, différents dérivés d’acides uroniques ont été synthétisés en vue d’évaluer leurs propriétés en tant qu’agents tensioactifs biocompatibles et biodégradables. Une nouvelle stratégie de synthèse assistée par micro-ondes, efficace et respectueuse de l'environnement, a par ailleurs permis de synthétiser quantitativement différentes D-glucofuranosidurono-6,3-lactones monosubstituées hydrosolubles au départ d'acide D-glucuronique non protégé en utilisant un catalyseur acide supporté. Ces lactones appartiennent à la famille des glycosurfactants non-ioniques dont les applications couvrent un vaste domaine, aussi bien dans l’industrie pharmaceutique, cosmétique ou alimentaire. Une première approche en vue d’évaluer leurs activités biologiques consiste en l’étude des paramètres d’interactions moléculaires de ces lactones vis-à-vis d’une membrane biologique modèle (1-palmitoyl-2-oleyl-sn-glycerol-3-phosphatidylcholine) par calorimétrie à titrage isotherme (Isothermal Titration Calorimetry – ITC). [less ▲]

Detailed reference viewed: 27 (10 ULg)
Peer Reviewed
See detailDiallyl disulfides: comparison between classical and microwave-assisted synthesis
DETHIER, Bérénice ULg; Richel, Aurore ULg; Laurent, Pascal ULg et al

in Ioannou, Efstathia; Roussis, Vassilios (Eds.) Trends in Natural Products Research: Abstracts of the Phytochemical Society of Europe (2011)

Detailed reference viewed: 32 (17 ULg)
Full Text
Peer Reviewed
See detailCurrent perspectives on microwave-enhanced reactions of monosaccharides promoted by heterogeneous catalysts.
Richel, Aurore ULg; Laurent, Pascal ULg; Wathelet, Bernard ULg et al

in Catalysis Today (2011), 167

Involvment of heterogeneous catalysts as promoters of carbohydrate conversions, in synergy with microwaves as the heating source, is reported. This paper deals with the application of ion-exchange resins ... [more ▼]

Involvment of heterogeneous catalysts as promoters of carbohydrate conversions, in synergy with microwaves as the heating source, is reported. This paper deals with the application of ion-exchange resins, zeolites, clays and metal oxides as convenient mediators for key transformations of carbohydrates. A special emphasis is placed on the use of (doped) mineral supports, in solventless conditions, as clean promoters in combination with microwave dielectric heating. [less ▲]

Detailed reference viewed: 41 (13 ULg)
Full Text
Peer Reviewed
See detailMicrowave-assisted conversion of carbohydrates. State of the art and outlook.
Richel, Aurore ULg; Laurent, Pascal ULg; Wathelet, Bernard ULg et al

in Comptes Rendus Chimie (2011), 14

The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast ... [more ▼]

The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast, expeditious and cost-effective methodologies for the modification of these naturally occurring compounds is becoming a prerequisite. In this sense, the application of microwaves has gained progressive attention in laboratories for making a range of high-added value sugars derivatives scaffolds. Advantages of microwaves are numerous and include enhancement of reaction rates and yields, combined to improved regio-, chemo- and anomeric selectivities. Summary: 1. Introduction 2. Chemical transformations of monosaccharides Regioselective hydroxyls protections/deprotections Derivatisation at the anomeric position Other derivatisations Microwave-assisted click chemistry Synergy between microwaves and heterogeneous catalysis Enzymatic modifications of monosaccharides 3. Effect of microwave heating on polysaccharides Hydrolysis and pretreatment of cellulose Derivatisation of cellulose 4. Scale-up of microwave-promoted reactions 5. Conclusions [less ▲]

Detailed reference viewed: 85 (36 ULg)
Full Text
Peer Reviewed
See detailSynthesis and Surface-Active Properties of Uronic Amide Derivatives, Surfactants from Renewable Organic Raw Materials
Laurent, Pascal ULg; Razafindralambo, Hary ULg; Wathelet, Bernard ULg et al

in Journal of Surfactants and Detergents (2011), 14(1), 51-63

Short chemical syntheses were developed to produce a new set of surfactants from uronic acids derived from widely available raw material. Three different strategies were used to synthesise uronic amide ... [more ▼]

Short chemical syntheses were developed to produce a new set of surfactants from uronic acids derived from widely available raw material. Three different strategies were used to synthesise uronic amide derivatives, the structures of which were totally characterized by spectrometric methods (IR, MS, 1H-RMN and 13C-RMN). The best one, using an acid chloride as synthetic intermediate, furnished the expected amides as a mixture of anomers in 46 to 58 % global yield. Surface-active properties (CMC, g cmc, Tmax, Amin) of homologous series of uronic acid N-alkylamides from C8 to C18 were also assessed. In general, these sugar-based surfactants exhibited good surface-activities, and appeared as valuable non ionic surfactants compared to Triton X-100, the most well-known non ionic surfactant. Increasing the alkyl chain length influenced the CMC values for both glucuronic and galacturonic N-alkylamide derivatives. The galacturonic N-alkylamides decreased g cmc at slower values than their counterpart's glucuronic N-alkylamides. [less ▲]

Detailed reference viewed: 129 (28 ULg)
See detailSynthèse assistée par Micro-ondes de dérivés d'acides uroniques
Laurent, Pascal ULg; Richel, Aurore ULg; Wathelet, Bernard ULg et al

Poster (2010, October 14)

At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of ... [more ▼]

At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of chemicals from the biomass, such as detergents, phytopharmaceutics, solvents, plastics, etc. The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks is therefore an area of outmost interest. In this context, uronic acids such as glucuronic acid (GlcA) or galacturonic acid (GalA) derived from widely available raw material such as hemicellulose or pectins represent important biocompatible and bioresorbable starting material. The quest of highly effective, environmentally friendly and straightforward chemical strategies to transform totally O-unprotected uronic acids into high valuable materials remains actually a particularly challenging task. A new strategy enabling the quantitative “one-pot” production of water-soluble monosubstituted D-glucofuranosidurono-6,3-lactones from unprotected D-glucuronic acid (D-GlcA) involving microwaves and an inexpensive siliceous-based promoter will be described. The use of a heterogeneous acid catalytic systems consisting of sulfuric acid impregnated onto silica (H2SO4/SiG60) or onto carbon (H2SO4/C), offers a green alternative to unrecyclable liquid sulfuric acid and permit the developpment of a truly eco-friendly green process, as these supported acids were readily separated from liquid products, without neutralization, by decantation or filtration, thus minimizing energy consumption and wastes. Faced with environmental concerns, this solventless methodology offers attractive features, including short reaction times, high yields and easy set-up and workup. [less ▲]

Detailed reference viewed: 109 (17 ULg)
See detailCARBOHYDRATE-BASED SURFACTANTS FOR FORMING AND STABILIZING COLLOIDAL SYSTEMS AS EMULSIONS AND FOAMS
Razafindralambo, Hary ULg; Blecker, Christophe ULg; Richel, Aurore ULg et al

in Abstracts book of 5th edition of world congress on emulsions (2010, October 12)

Carbohydrate-based surfactants (CBS) constitute a class of amphiphilic molecules with particular and common interests. These surface-active compounds can be produced from the most abundant renewable ... [more ▼]

Carbohydrate-based surfactants (CBS) constitute a class of amphiphilic molecules with particular and common interests. These surface-active compounds can be produced from the most abundant renewable materials allowing large product concept possibilities, and may occur in a large structural range with one or more hydrophilic head groups and hydrophobic chains with various linkers/spacers, thanks to numerous reactive functional groups in their basic structure. It is then possible to design a quasi-unlimited number of new compounds by (bio)-synthesis from various raw materials. This structural diversity can generate a wide range of properties, which could be developed in food and non-food applications. Our challenge is now to find out the most suitable molecular structures for the post-development of CBS, mainly for colloidal systems like emulsion, foam, and suspension. A pre-screening of the dynamic and equilibrium interfacial tensions and interfacial rheology properties of various CBS prepared by chemical, enzymatic, or chemo-enzymatic synthesis routes from the derivatives of bio-renewable substrates is carried out. Then, the characterization of emulsifying and foaming properties of pre-selected molecules is performed. These investigations are completed by the characterization of thermal properties of liquid suspensions and powders. Homologous series of two derivative compounds of glucuronic and galacturonic acids with mono- or bicatenar hydrophobic chains and different linkages (linear or cyclic ester, amide) have been chosen as CBS starting compounds. These were full characterized by spectroscopic techniques (RMN, SM, IR). The effect of the hydrophobic chain length and number, polar head group, and the linker on whole properties investigated is easily deduced. [less ▲]

Detailed reference viewed: 64 (26 ULg)
Full Text
See detailLa chimie passe au vert
Laurent, Pascal ULg; Lecrenier, Philippe ULg

Article for general public (2010)

Interview of Dr. P. Laurent about green chemistry and about the conferences meeting organized on this thematic on October 14th, 2010 in Gembloux.

Detailed reference viewed: 66 (11 ULg)
See detailEvolution of Harmonia axyridis (Pallas) alkaloid protection during the year
Fischer, Christophe ULg; Sibret, Virginie; Laurent, Pascal ULg et al

Poster (2010, May 05)

Detailed reference viewed: 52 (12 ULg)
Full Text
Peer Reviewed
See detailMicrowave-assisted conversion of carbohydrates. State of the art and outlook.
Richel, Aurore ULg; Laurent, Pascal ULg; Wathelet, Bernard ULg et al

Conference (2010, May)

The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast ... [more ▼]

The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast, expeditous and cost-effective methodologies for the modification of these naturally occurring compounds is becoming a prerequisite. In this sense, the application of microwaves has gained progressive attention in laboratories for making a range of high-added value sugars derivatives scaffolds. Its advantages are numerous and include enhacement of reaction rates and yields combined to improved regio-, chemo- and anomeric selectivities. Since the first publications of Gedye et Giguere in 1986, the use of microwave has progressively emerged as a popular non conventional heating source in the field of organic synthesis.1 Nevertheless, its application in the area of carbohydrate chemistry is less documented.2, 3 Although research in this field is still in its infancy, recourse to microwaves often provides, with remarkable yields and atom efficiency, new carbohydrate-based structures that are not easily available by any another means (or only via painstaking multi-step protocols). This communication proposes therefore selected, recent and non exhaustive illustrations of the application of microwaves to promote famous carbohydrates “model” reactions. The scale-up of such microwave-assisted reactions is also presented. [less ▲]

Detailed reference viewed: 73 (13 ULg)
See detailMicrowave – assisted synthesis of carbohydrate compounds, focus on uronic acid derivatives.
Laurent, Pascal ULg; Richel, Aurore ULg; Wathelet, Bernard ULg et al

Poster (2010, May)

At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of ... [more ▼]

At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of chemicals from the biomass, such as detergents, phytopharmaceutics, solvents, plastics, etc. The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks is therefore an area of outmost interest. In this context, uronic acids such as glucuronic acid (GlcA) or galacturonic acid (GalA) derived from widely available raw material such as hemicellulose or pectins represent important biocompatible and bioresorbable starting material. The quest of highly effective, environmentally friendly and straightforward chemical strategies to transform totally O-unprotected uronic acids into high valuable materials remains actually a particularly challenging task. A new strategy enabling the quantitative “one-pot” production of water-soluble monosubstituted D-glucofuranosidurono-6,3-lactones from unprotected D-glucuronic acid (D-GlcA) involving microwaves and an inexpensive siliceous-based promoter will be described. The use of a heterogeneous acid catalytic systems consisting of sulfuric acid impregnated onto silica (H2SO4/SiG60) or onto carbon (H2SO4/C), offers a green alternative to unrecyclable liquid sulfuric acid and permit the developpment of a truly eco-friendly green process, as these supported acids were readily separated from liquid products, without neutralization, by decantation or filtration, thus minimizing energy consumption and wastes. Faced with environmental concerns, this solventless methodology offers attractive features, including short reaction times, high yields and easy set-up and workup. [less ▲]

Detailed reference viewed: 171 (8 ULg)
Full Text
Peer Reviewed
See detailEffective cobalt-mediated radical coupling (CMRC) of poly(vinylacetate) and poly(N-vinylpyrrolidone) (co)polymer precursors
Debuigne, Antoine ULg; Poli, Rinaldo; De Winter, Julien et al

in Macromolecules (2010), 43(6), 2801-2813

Cobalt-mediated radical coupling (CMRC) is successfully applied to poly(vinyl acetate) (PVAc) and poly(N-vinylpyrrolidone) (PNVP) precursors for the first time. The coupling process is based on addition ... [more ▼]

Cobalt-mediated radical coupling (CMRC) is successfully applied to poly(vinyl acetate) (PVAc) and poly(N-vinylpyrrolidone) (PNVP) precursors for the first time. The coupling process is based on addition of isoprene onto polymer chains preformed by controlled radical polymerization with cobalt complexes (CMRP). The extents of coupling were high (>90%) to moderate (75-80%) for PVAc and PNVP precursors, respectively. Effects of the length of the polymer precursors and conditions used in the polymerization step on the coupling efficiency are discussed. Mass spectrometry (MS) and nuclear magnetic resonance (NMR) analyses conducted on the coupling products demonstrate the preferential insertion of two isoprene units in the final polymers. The CMRC mechanistic proposal, supported by DFT calculations, is based on this microstructure feature. Finally, illustration of the macromolecular engineering potential of this technique is given by the preparation of symmetrical PVAc-b-PNVP-b-PVAc triblock copolymers starting from the corresponding PVAc-b-PNVP-[Co] diblock copolymer. [less ▲]

Detailed reference viewed: 52 (18 ULg)
Full Text
Peer Reviewed
See detailCobalt mediated radical coupling (CMRC) : an unusual route to midchain-functionalized symmetrical macromolecules
Debuigne, Antoine ULg; Poli, Rinaldo; De Winter, Julien et al

in Chemistry : A European Journal (2010), 16(5), 1799-1811

Cobalt-mediated radical coupling (CMRC) is a straightforward approach to the synthesis of symmetrical macromolecules that relies on the addition of 1,3-diene compounds onto polymer precursors preformed by ... [more ▼]

Cobalt-mediated radical coupling (CMRC) is a straightforward approach to the synthesis of symmetrical macromolecules that relies on the addition of 1,3-diene compounds onto polymer precursors preformed by cobalt-mediated radical polymerization (CMRP). Mechanistic features that make this process so efficient for radical polymer coupling are reported here. The mechanism was established on the basis of NMR spectroscopy and MALDI-MS analyses of the coupling product and corroborated by DFT calculations. A key feature of CMRC is the preferential insertion of two diene units in the middle of the chain of the coupling product mainly according to a trans-1,4-addition pathway. The large tolerance of CMRC towards the diene structure is demonstrated and the impact of this new coupling method on macromolecular engineering is discussed, especially for midchain functionalization of polymers. It is worth noting that the interest in CMRC goes beyond the field of polymer chemistry, since it constitutes a novel carbon-carbon bond formation method that could be applied to small organic molecules. [less ▲]

Detailed reference viewed: 78 (14 ULg)
Peer Reviewed
See detailHarmonia axyridis (Pallas) secondary metabolites quantification in relation with aposematism : Part I : Harmonine quantification
Fischer, Christophe ULg; Heuskin, Stéphanie ULg; Laurent, Pascal ULg et al

Poster (2010, January)

These last few years, the multicoloured Asian ladybird, Harmonia axyridis Pallas (Insects: Coleoptera: Coccinellidae), an invasive species, has swiftly spread out in Europe. This aposematic and highly ... [more ▼]

These last few years, the multicoloured Asian ladybird, Harmonia axyridis Pallas (Insects: Coleoptera: Coccinellidae), an invasive species, has swiftly spread out in Europe. This aposematic and highly polymorphic insect is problematic in several ways. It seems to outcompete native coccinellid species; they can group on fruits in vineyards and spoil wine when crushed with grapes; they can aggregate by hundreds in houses to winter. This study aims to investigate the relations between the chemical defences of H. axyridis and warning signals expressed by this bug. To achieve this goal, two original quantification methods of H. axyridis secondary metabolites have been undertaken. The first one allows Fast-GC quantifying harmonine, its main defence alkaloid. The other one permits to determine its emission rate of 2-isopropyl-3-methoxypyrazine, a highly odorous compound probably involved in the communication between individuals and in the aposematism of this insect. This last point will be detailed in another poster. Firstly, a method of extraction, acetylation and purification of harmonine from H. axyridis has been devised to obtain a calibration standard because this molecule is not commercially available. The identity of the extracted compound has been confirmed by mass spectrometry and multidimensional NMR. The GC purity of this N,N-diacetylharmonine is of 100%. During the experiments, its stability in acetone solution at 4°C has been verified. Using this purified molecule, an original method of harmonine quantification has been developed by fast gas chromatography and validated using accuracy profile. The method has been validated for concentrations ranging from 28µg/ml to more than 264µg/ml, with a maximal error risk of 20%. From about 100µg/ml, peaks symmetry decreased, but did not influence the quantification. That accuracy profile validation has been compared with a more classical validation using AOAC (2006) norm, which confirmed the first validation. This method allows quantifying harmonine in one single insect. Harmonine has been quantified in 80 H. axyridis divided into four groups of at least 15 individuals on basis of the morph type and the elytra hue. Males and females harmonine contents did not significantly differ. The mean harmonine content was of 106.6µg/individual with a standard deviation of 80.2µg/individual. The results distribution obtained was not normal and a strong variability between individuals was observed, which explains the high standard deviation. These results and those of the pyrazine and colour analysis have been statistically analyzed in order to show potential correlations between these factors. It would appear that elytra colour is linked with the insect harmonine content. Individuals with a non-melanic orange colour presented harmonine content significantly higher than other studied colours. The harmonine content does not seem linked to the pyrazine emission rate. [less ▲]

Detailed reference viewed: 194 (24 ULg)
Peer Reviewed
See detailHarmonia axyridis (Pallas) secondary metabolites quantification in relation with aposematism : Part II : Pyrazine quantification
Fischer, Christophe ULg; Heuskin, Stéphanie ULg; Marlet, Christelle ULg et al

Poster (2010, January)

The main objective of this study is to investigate the presence of links between chemical defences and warning signals presented by Harmonia axyridis (Pallas), the multicoloured Asian ladybird (Insects ... [more ▼]

The main objective of this study is to investigate the presence of links between chemical defences and warning signals presented by Harmonia axyridis (Pallas), the multicoloured Asian ladybird (Insects: Coleoptera: Coccinellidae). This second part describes an original quantification method for 2-isopropyl-3-methoxypyrazine (IPMP) by active sampling on thermally desorbed adsorbent (TD) coupled with GC-MS analysis. This highly odorous compound is supposed to be implicated in intra- and interspecific communication. In order to allow harmonine quantification (a defence alkaloid, see Part 1), this method avoid any hemolymph loses by the ladybird (Coccinellids can emit hemolymph when stressed). This method is non-lethal and applicable on one single insect. The quantification method has been validated from 37,5pg to 10 000 pg per adsorbent cartridge. On this range, there is no breakthrough and desorption is complete (>99.4%). At the LOQ (37.5pg/cartridge), the bias is of 20%, but rapidly decreased to less than 5% on the rest of the validated range (100 to 10 000 pg/cartridge). According to AOAC (2006) norm, this method is repeatable but not reproducible. The IPMP emission rate following a stress has been quantified on 80 H. axyridis grouped in four classes on basis of the morph type and the elytra hue. Males and females emission rates did not significantly differ. The mean emission rate is of 707 pg/4h with an extremely high standard deviation of 1766pg/4h due to a great individual variability and a strongly asymmetric distribution of the results. These results and those of the harmonine and colour analysis have been statistically analyzed in order to show potential correlations between these factors. It seems that elytra colour is linked with the insect IPMP emission rate. Individuals with a melanic red colour presented IPMP emission rate significantly lower than other studied colours. The harmonine content does not seem linked to the pyrazine emission rate. [less ▲]

Detailed reference viewed: 119 (7 ULg)