L'avenir des molécules tensio-actives bioresourcées ... · Challenge 2: Synthesis of new...
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L'avenir des molécules tensio-actives bioresourcées commence dès à présent PhD Benoît Moreau Victoriaville, 28 novembre 2018 , 1
Transcript of L'avenir des molécules tensio-actives bioresourcées ... · Challenge 2: Synthesis of new...
L'avenir des molécules tensio-actives bioresourcées commence dès à présent
PhD Benoît MoreauVictoriaville, 28 novembre 2018
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Researches inside the HEPH_Condorcet :
The Research unit of « Green Chemistry and Biobased Products » PhD B.MoreauThis unit of research is mainly focused on the production of molecules with ahigh added value from either food waste or industrial co-products.
Ongoing projects:
- ARES 2017-2022: « Production and Immobization of recombinant Dextransucrasesusing Residual of Sugarcane AgroIndustry ». International projet with France(SupAgro Montpellier), Belgium (HELDB, HENALLUX et HEPH) and Cuba (ICIDCA etUniversity of Havana)
- First HE 10-2017 to 10-2019 « Synthesis, purification and characterization of newset of glucuronate esters using biocatalysts » (industrial partner: TensioFix)
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Researches inside the HEPH_Condorcet :
The Research unit of « Green Chemistry and Biobased Products » PhD B.Moreau
This unit of research is mainly focused on the production of molecules with ahigh added value from either food waste or industrial co-products.
Ongoing projects:
- DGO3 Project: « Synthesis of a new set of surfactants from the waste ofBrewery spent grains » (collaboration: UCL, CRA de Gembloux); 01-2019 to12-2023.
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Researches inside the HEPH_Condorcet :
The Research unit of « Green Chemistry and Biobased Products » PhD B.Moreau
Projects under development:
- Wagralim-Greenwin (Be) and CRIBIQ (Ca) Project:
« Valorization of whey into molecules with an high value added such as
biobased surfactants». (Collaboration with Gembloux Agro BioTech,
CNETE, UQTR, INNOFIBRE (Ca)) 2019.
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Researches inside the HEPH_Condorcet :Green Chemistry and Biobased Products
The Research unit of « Green Chemistry and Biobased Products » PhD B.Moreau
International Projects under development:
- « Valorization of brewery spent grain into molecules with an high value
added ». (Collaboration with CEBB (AgroParisTech), UTCompiègne and
Oléon) Projet ANR (Fr) 2019.
- « Synthesis of a new set of surfactants from solid fermentation ».
(Collaboration with SENAI, INT, UFRJ and FIOCRUZ (Br) + Brazilian
industrial; Fraunhofer (D)); 2019.
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L'avenir des molécules tensio-actives bioresourcées commence dès à présent
The surfactants are classified according to the nature of the polar head:
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The main function of surfactants isto reduce surface and interfacetensions between hydrophobicsubstances (oil, hydrocarbons andsterols) and hydrophilic watermolecules (Desai and Banat, 1997).
Figure: The relationship between surfactantconcentration, surface tension and formation of micelles (Pacwa- Plociniczak et al., 2011).
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Surfactants are molecules which have different properties: wetting, solubilizing, detergent or emulsifying.
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The surfactants can be classified according to their HLB(hydrophilic / lipophilic balance) as summarized in Table
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The current market for surfactants affects many industrial sectors such as detergents, food, agronomy, cosmetology and pharmacy.
According to Professor Marchant (Functional Foods Conference at Kalamata (Gr) July 2016), the market for surfactants in 2015 was 13 million tonnes worldwide, including 2.5 million tonnes in Europe.
According to various sources (Global Market Insights, 2016, Grand View Research, 2016, Surfactant Market, 2015), the growth of this surfactant market at the dawn of 2020 would be more than 4%.
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However, the production of these surfactants is still essentiallydependent on the oil market (+/- 70%); since it is carried out bychemical synthesis of the surfactants.
This chemical synthesis involves the use of acids, organic solventsand the use of organic or inorganic catalysts which can generate serioustoxicity for the people who produce them.
In addition, these reactions occur frequently at high temperatures(Van Den Broek & Boeriu, 2013). In a worrying environmental context,these production criteria must find alternative solutions.
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What is the future of surfactant molecules and how tointegrate the synthesis of surfactants with the principles of theGreen Chemistry?
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What is the future of surfactant molecules and how tointegrate the synthesis of surfactants with the principles of theGreen Chemistry?
- The use of renewable feedstocks instead of fossil products.
So it's time to find other sources of carbon.
In particular, renewable carbon from agricultural sources is believed, whether it is agricultural raw materials or their by-products.
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- The economics of atoms
- The use of catalytic processes such as biocatalytic process
- The design of products for final degradation under naturalconditions
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Challenge 1: Synthesis using biocatalysts
- to choose the right three-dimensional structure of the catalytic site ofthe lipase.- to find good solvent(s) to solubilize the substrates that have differentpolarities, at the meantime, not deactivating enzymes.- to optimize the synthesis of glucose esters with respect to substrateratio and fatty acid types.- to study the influence of stirring, temperature and water activity (aw).
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Challenge 1: Synthesis using biocatalysts – three dimensional structure (Pleiss et al., 1998)
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Challenge 2: Synthesis of new surfactants from renewable resources
To date, a considerable amount of researches have beenreported about lipase synthesis for sugar esters of fatty acid.
Among these products, fructose esters exhibit interestingsurface properties and higher interfacial tension values comparedto commercial sugar esters.
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Challenge 2: Synthesis of new surfactants from renewable resources
Li et al., 2014
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Challenge 2: Synthesis of new surfactants from renewable resources
The sugar esters are produced by esterification with a sugar(sucrose, glucose) and a fatty acid.
Sugar-free and color-free, sugar esters are used in the field of foodand cosmetics.
Sugar esters are nonionic type emulsifiers, mono sucrose is usedfor the stabilization of O / W emulsion (dairy products).
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Challenge 2: Synthesis of new surfactants from renewable resourcesAnother alternative is the synthesis of fatty alcohol glucuronate which is
still undeveloped (Moreau et al., 2005; Bleker et al., 2008).This synthesis is currently the subject of a research program within theresearch lab (DGO6).
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Challenge 2: Synthesis of new surfactants from renewable resourcesValorization of cheese whey into uronic acids by fermentation and these acids
will be the synthon molecules for the synthesis of new set of surfactants (CRIBIQ,UQTR, CNETE, INNOFIBRE (Ca); Greenwin - Wagralim Project under development –2019)
Figure from Alonsoet al; 2015
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Amino-acid-based surfactants constitute a novel class of surfactantsproduced from renewable raw materials and can be seen as an alternative toconventional surfactants (Bernal et al., 2018; Perinelli et al., 2016; Bordes,2015; Pinazo et al., 2010).This research project of synthesis (Path 1 & 3) using lipases (DGO3 Project2019 “BIO2CHEM”- collaboration with the UCL and the CRA of Gembloux)
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BREWSURF project (CEBB, AgroParisTech, UTC (Fr) and HEPH)
This project aims to investigate the biorefinery of SBG through theuse of “green” alternative processes for :
(1) the eco-fractionation,(2) the generation of building block molecules from the obtained
fractions, and(3) the conversion of these molecules into biobased surfactants.
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BREWSURF project 2019(CEBB, AgroParisTech, UTC (Fr), OLEON and HEPH)
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BREWSURF project 2019(CEBB, AgroParisTech, UTC (Fr), OLEON and HEPH)
Figure : Structure of ferulic acid (Compton et al., 2000; Garido et al., 2012;Khan, 2015; Chigorimbo- Murefu et al., 2017; Shi et al., 2017).
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Challenge 3: New features of these surfactant molecules
Sugar esters, uronate, lipoamino acids and alkyl ferulate are premiumcandidates for use as multifunctional additives in pharmaceutical, food,personal care and cosmetic formulations in view of their excellentemulsifying and potent antimicrobial activities and/or pesticide agents(Bernal et al., 2018; Szydłowska-Czerniak et al., 2018; Shi et al., 2017; Bordes& Holmberg, 2015; Zhao et al., 2015; Perez et al., 2008; Soo et al., 2002).
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Challenge 3: New features of these surfactant moleculesFigure from “Zhao et al., 2015”
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Nowadays, synthetic cationic amino acid-based surfactants are being exploredas promising alternatives to conventional antimicrobial agents (Pinazo et al. (2016)and Perez et al. (2009)) where the family of lysine surfactants exhibited a widespectrum of antimicrobial activity against Gram-positive and Gram-negativebacteria.
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Challenge 3: New features of these surfactant moleculesA theory of micellar structure (Critical Packing Parameter), based upon the geometry
of various micellar shapes and the space occupied by the hydrophilic and hydrophobicgroups of the surfactant molecules, has been developed by Israelachvili, Mitchell, andNinham (1976, 1977) and Mitchell and Ninham (1981).
Fig. from Abdelkader et al., 2014
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Challenge 3: New features of these surfactant molecules
Niosomes are one of the promising drug carriers in the nanoparticle industry.
Niosomes have a bilayer structure and are formed by self-association of nonionic surfactants.
Fig from Goswami et al., 2017
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Challenge 3: New features of these surfactant molecules
Niosomes are biodegradable, biocompatible, and nonimmunogenic.
The aim of these researches was to design niosomes obtained with asurfactant synthesized from glucuronic acid (uronic acid) (Tavano et al., 2014)or cationic surfactants (AA).
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Challenge 3: New features of these surfactant moleculesMuzzalupo et al., 2017
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Future of surfactants:
The surfactants, which are renewable, enjoy a very good image(low toxicity and ecotoxicity),
A higher biodegradability than petrochemical surfactants, and lessaggressiveness on the skin. . .), which suggests that theirpenetration rate should increase in future years.
They are now positioned on niche applications and have highadded value.
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Future of surfactants:
new sources of original synthons through thedevelopment of new crops (eg cuphea oil with shortchain fatty acids, erucian rapeseed, algae).
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Thank you for your attention and I am available now to answer your question
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Researches inside the HEPH_Condorcet :Green Chemistry and Biobased Products
The Research unit of « Green Chemistry and Biobased Products » PhD B. Moreau
International Projects under development:
- Collaboration with UMons « Synthesis of a new bioplastic for agriculture »;
- Collaboration with AGROSUP Dijon (Fr), TEI and Polytechnic Faculty of Athens(Gr) « Valorization of liquid effluent coming from Olive oil manufactory intobiobased surfactant molecules »;
- Collaboration with UCL (Prof D. Debecker) and University of Sherbrooke (Ca);
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Researches inside the HEPH_Condorcet
The Research unit of « Green Chemistry and Biobased Products » PhD B. MoreauCollaboration:- Belgium: Institut Meurice R&D, Henallux, UCL, Gembloux Agro BioTech (ULg), UMons, VUB.
: TensioFix, Brasserie des Carrières, REALCO, CHEMBO, Galactic, Oléon, TensaChem…- France: Université de Bourgogne (Dijon), SupAgro (Montpellier), AgroParisTech (CEBB), UTC- Cuba: ICIDCA, University of Havana - Brésil: Senai, INT, UFRJ, FioCruz- Canada: CNETE, UQTR, Innofibre
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