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Development of sustainable catalytic processes enhanced by ionic liquids

English title Development of sustainable catalytic processes enhanced by ionic liquids
Applicant Dyson Paul
Number 172523
Funding scheme Project funding
Research institution Laboratoire de chimie organométallique et médicinale EPFL - SB - ISIC - LCOM
Institution of higher education EPF Lausanne - EPFL
Main discipline Inorganic Chemistry
Start/End 01.04.2017 - 31.03.2021
Approved amount 1'111'544.00
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Keywords (5)

Green chemistry; Renewable feedstocks; Sustainable chemistry; Catalysis; Ionic liquids

Lay Summary (French)

Lead
La majorité des produits chimiques de base transformés en produits à valeur ajoutée puis utilisés dans l’industrie agrochimique et pharmaceutiques sont issus de la pétrochimie. Dans ce projet, nous avons l’intention d’étudier les transformations de produits alternatifs renouvelables en produits à valeur ajoutée en utilisant des procédés catalytiques innovants qui opèrent dans des liquides ioniques.
Lay summary

De nos jours, notre société est dépendante de produits dérivés de la pétrochimie. Ces produits incluent non seulement les carburants, mais aussi toutes les matières premières pour l’industrie chimique, agrochimique et pharmaceutique. De plus, l’utilisation de composés pétrochimiques conduit à une augmentation de la concentration du CO2 dans l’atmosphère, ce qui entraine des changements climatiques. C’est pourquoi la production et l’utilisation de matières premières « renouvelables » est importante en vue d’une transition vers une société dite « renouvelable », sans pour autant nécessiter une baisse du niveau de vie. Deux sources majeures et très abondantes de matières premières renouvelables sont le CO2 ainsi que les déchets non-comestibles issus de la biomasse. Cependant, la transformation de ces produits en composés à valeur ajoutée  est difficile, et, dans ce projet, nous avons l’intention d’étudier la capacité des liquides ioniques à améliorer des procédés catalytiques employant le CO2 et les déchets issus de la biomasse. Les liquides ioniques sont capables de dissoudre de grandes concentrations de CO2 ainsi que les composantes principales de la biomasse, et, par conséquent, les liquides ioniques permettent d’améliorer la transformation de ces produits. Notre objectif est d’améliorer des procédés catalytiques en modifiant l’environnement secondaire (solvant) en utilisant des liquides ioniques.

Direct link to Lay Summary Last update: 19.04.2017

Responsible applicant and co-applicants

Employees

Publications

Publication
The Role of Organic Promoters in the Electroreduction of Carbon Dioxide
Vasilyev Dmitry V., Dyson Paul J. (2021), The Role of Organic Promoters in the Electroreduction of Carbon Dioxide, in ACS Catalysis, 11(3), 1392-1405.
Catalytic hydrocracking of synthetic polymers into grid-compatible gas streams
Lee Wei-Tse, Bobbink Felix D., van Muyden Antoine P., Lin Kun-Han, Corminboeuf Clémence, Zamani Reza R., Dyson Paul J. (2021), Catalytic hydrocracking of synthetic polymers into grid-compatible gas streams, in Cell Reports Physical Science, 2(2), 100332-100332.
Utility of Core–Shell Nanomaterials in the Catalytic Transformations of Renewable Substrates
Cui Xinjiang, Muyden Antoine P., Dyson Paul J. (2021), Utility of Core–Shell Nanomaterials in the Catalytic Transformations of Renewable Substrates, in Chemistry – A European Journal, 27(1), 12-19.
A polymeric ionic liquid catalyst for the N-formylation and N-methylation of amines using CO2/PhSiH3
Gopakumar Aswin, Lombardo Loris, Fei Zhaofu, Shyshkanov Serhii, Vasilyev Dmitry, Chidambaram Arunraj, Stylianou Kyriakos, Züttel Andreas, Dyson Paul J. (2020), A polymeric ionic liquid catalyst for the N-formylation and N-methylation of amines using CO2/PhSiH3, in Journal of CO2 Utilization, 41, 101240-101240.
CO 2 Methanation via Amino Alcohol Relay Molecules Employing a Ruthenium Nanoparticle/Metal Organic Framework Catalyst
Cui Xinjiang, Shyshkanov Serhii, Nguyen Tu N., Chidambaram Arunraj, Fei Zhaofu, Stylianou Kyriakos C., Dyson Paul J. (2020), CO 2 Methanation via Amino Alcohol Relay Molecules Employing a Ruthenium Nanoparticle/Metal Organic Framework Catalyst, in Angewandte Chemie International Edition, 59(38), 16371-16375.
Acceptorless dehydrogenation and hydrogenation of N- and O-containing compounds on Pd 3 Au 1 (111) facets
Cui Xinjiang, Huang Zhangjun, van Muyden Antoine P., Fei Zhaofu, Wang Tao, Dyson Paul J. (2020), Acceptorless dehydrogenation and hydrogenation of N- and O-containing compounds on Pd 3 Au 1 (111) facets, in Science Advances, 6(27), eabb3831-eabb3831.
Principal Descriptors of Ionic Liquid Co-catalysts for the Electrochemical Reduction of CO 2
Vasilyev Dmitry V., Shyshkanov Serhii, Shirzadi Erfan, Katsyuba Sergey A., Nazeeruddin Mohammad Khaja, Dyson Paul J. (2020), Principal Descriptors of Ionic Liquid Co-catalysts for the Electrochemical Reduction of CO 2, in ACS Applied Energy Materials, 3(5), 4690-4698.
Anhydrous Conditions Enable the Catalyst‐Free Carboxylation of Aromatic Alkynes with CO 2 under Mild Conditions
Toniolo Davide, Bobbink Felix D., Dyson Paul J., Mazzanti Marinella (2020), Anhydrous Conditions Enable the Catalyst‐Free Carboxylation of Aromatic Alkynes with CO 2 under Mild Conditions, in Helvetica Chimica Acta, 103(2), 1-6.
Frustrated Lewis pair-mediated fixation of CO 2 within a metal–organic framework
Shyshkanov Serhii, Nguyen Tu N., Chidambaram Arunraj, Stylianou Kyriakos C., Dyson Paul J. (2019), Frustrated Lewis pair-mediated fixation of CO 2 within a metal–organic framework, in Chemical Communications, 55(73), 10964-10967.
Metal‐Sulfide Catalysts Derived from Lignosulfonate and their Efficient Use in Hydrogenolysis
Liu Sijie, van Muyden Antoine P., Bai Lichen, Cui Xinjiang, Fei Zhaofu, Li Xuehui, Hu Xile, Dyson Paul J. (2019), Metal‐Sulfide Catalysts Derived from Lignosulfonate and their Efficient Use in Hydrogenolysis, in ChemSusChem, 12(14), 3271-3277.
A General and Facile Approach for the Electrochemical Reduction of Carbon Dioxide Inspired by Deep Eutectic Solvents
Vasilyev Dmitry V., Rudnev Alexander V., Broekmann Peter, Dyson Paul J. (2019), A General and Facile Approach for the Electrochemical Reduction of Carbon Dioxide Inspired by Deep Eutectic Solvents, in ChemSusChem, 12(8), 1635-1639.
Oxidative cleavage of β-O-4 bonds in lignin model compounds with a single-atom Co catalyst
Liu Sijie, Bai Lichen, van Muyden Antoine P., Huang Zhangjun, Cui Xinjiang, Fei Zhaofu, Li Xuehui, Hu Xile, Dyson Paul J. (2019), Oxidative cleavage of β-O-4 bonds in lignin model compounds with a single-atom Co catalyst, in Green Chemistry, 21(8), 1974-1981.
Retarding Thermal Degradation in Hybrid Perovskites by Ionic Liquid Additives
Xia Rui, Fei Zhaofu, Drigo Nikita, Bobbink Felix D., Huang Zhangjun, Jasiūnas Rokas, Franckevičius Marius, Gulbinas Vidmantas, Mensi Mounir, Fang Xiaodong, Roldán‐Carmona Cristina, Nazeeruddin Mohammad Khaja, Dyson Paul J. (2019), Retarding Thermal Degradation in Hybrid Perovskites by Ionic Liquid Additives, in Advanced Functional Materials, 29(22), 1902021-1902021.
En route to CO 2 -containing renewable materials: catalytic synthesis of polycarbonates and non-isocyanate polyhydroxyurethanes derived from cyclic carbonates
Bobbink Felix D., van Muyden Antoine P., Dyson Paul J. (2019), En route to CO 2 -containing renewable materials: catalytic synthesis of polycarbonates and non-isocyanate polyhydroxyurethanes derived from cyclic carbonates, in Chemical Communications, 55(10), 1360-1373.
Indirect CO 2 Methanation: Hydrogenolysis of Cyclic Carbonates Catalyzed by Ru-Modified Zeolite Produces Methane and Diols
Lee Wei-Tse, van Muyden Antoine P., Bobbink Felix D., Huang Zhangjun, Dyson Paul J. (2019), Indirect CO 2 Methanation: Hydrogenolysis of Cyclic Carbonates Catalyzed by Ru-Modified Zeolite Produces Methane and Diols, in Angewandte Chemie, 131(2), 567-570.
In situ formation of frustrated Lewis pairs in a water-tolerant metal-organic framework for the transformation of CO2.
ShyshkanovSerhii, NguyenT.N., EbrahimF.M., StylianouK.C., DysonPaul (2019), In situ formation of frustrated Lewis pairs in a water-tolerant metal-organic framework for the transformation of CO2., in Angew. Chem. Int. Ed., 5371-5375.
Intricacies of Cation–Anion Combinations in Imidazolium Salt-Catalyzed Cycloaddition of CO 2 Into Epoxides
Bobbink Felix D., Vasilyev Dmitry, Hulla Martin, Chamam Sami, Menoud Florent, Laurenczy Gábor, Katsyuba Sergey, Dyson Paul J. (2018), Intricacies of Cation–Anion Combinations in Imidazolium Salt-Catalyzed Cycloaddition of CO 2 Into Epoxides, in ACS Catalysis, 8(3), 2589-2594.
Influence of the Anion on the Oxidation of 5-Hydroxymethylfurfural by Using Ionic-Polymer-Supported Platinum Nanoparticle Catalysts
Siankevich Sviatlana, Mozzettini Simone, Bobbink Felix, Ding Shipeng, Fei Zhaofu, Yan Ning, Dyson Paul J. (2018), Influence of the Anion on the Oxidation of 5-Hydroxymethylfurfural by Using Ionic-Polymer-Supported Platinum Nanoparticle Catalysts, in ChemPlusChem, 83(1), 19-23.
Homogeneous Catalysis for Sustainable Hydrogen Storage in Formic Acid and Alcohols
Sordakis Katerina, Tang Conghui, Vogt Lydia K., Junge Henrik, Dyson Paul J., Beller Matthias, Laurenczy Gábor (2018), Homogeneous Catalysis for Sustainable Hydrogen Storage in Formic Acid and Alcohols, in Chemical Reviews, 118(2), 372-433.
Chemoselective reduction of heteroarenes with a reduced graphene oxide supported rhodium nanoparticle catalyst
Karakulina Alena, Gopakumar Aswin, Fei Zhaofu, Dyson Paul J. (2018), Chemoselective reduction of heteroarenes with a reduced graphene oxide supported rhodium nanoparticle catalyst, in Catalysis Science & Technology, 8(19), 5091-5097.
Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water
Bulut Safak, Siankevich Sviatlana, van Muyden Antoine P., Alexander Duncan T. L., Savoglidis Georgios, Zhang Jiaguang, Hatzimanikatis Vassily, Yan Ning, Dyson Paul J. (2018), Efficient cleavage of aryl ether C–O linkages by Rh–Ni and Ru–Ni nanoscale catalysts operating in water, in Chemical Science, 9(25), 5530-5535.
Pyrazolium Ionic Liquid Co-catalysts for the Electroreduction of CO2
VasilyevDmitry, ShirzadiErfan, RudnevAleander V., BroekmannPeter, DysonPaul (2018), Pyrazolium Ionic Liquid Co-catalysts for the Electroreduction of CO2, in ACS Appl. Energy Mater., 5124-5128.
Towards a frustrated Lewis pair-ionic liquid system
Perrin Florian G., Bobbink Felix D., Păunescu Emilia, Fei Zhaofu, Scopelliti Rosario, Laurenczy Gabor, Katsyuba Sergey, Dyson Paul J. (2018), Towards a frustrated Lewis pair-ionic liquid system, in Inorganica Chimica Acta, 470, 270-274.
A Strategy to Produce High Efficiency, High Stability Perovskite Solar Cells Using Functionalized Ionic Liquid-Dopants
Zhang Yi, Fei Zhaofu, Gao Peng, Lee Yonghui, Tirani Farzaneh Fadaei, Scopelliti Rosario, Feng Yaqing, Dyson Paul J., Nazeeruddin Mohammad Khaja (2017), A Strategy to Produce High Efficiency, High Stability Perovskite Solar Cells Using Functionalized Ionic Liquid-Dopants, in Advanced Materials, 29(36), 1702157-1702157.
Synthesis of Cross-linked Ionic Poly(styrenes) and their Application as Catalysts for the Synthesis of Carbonates from CO 2 and Epoxides
Bobbink Felix D., Van Muyden Antoine P., Gopakumar Aswin, Fei Zhaofu, Dyson Paul J. (2017), Synthesis of Cross-linked Ionic Poly(styrenes) and their Application as Catalysts for the Synthesis of Carbonates from CO 2 and Epoxides, in ChemPlusChem, 82(1), 144-151.
An efficient Pt nanoparticle–ionic liquid system for the hydrodeoxygenation of bio-derived phenols under mild conditions
Chen Lu, Fink Cornel, Fei Zhaofu, Dyson Paul J., Laurenczy Gabor (2017), An efficient Pt nanoparticle–ionic liquid system for the hydrodeoxygenation of bio-derived phenols under mild conditions, in Green Chemistry, 19(22), 5435-5441.

Scientific events

Active participation

Title Type of contribution Title of article or contribution Date Place Persons involved
University of Auckland (web-based) Talk given at a conference Catalytic transformations of natural and synthetic waste into value-added chemicals 09.10.2020 Lausanne, Switzerland Dyson Paul;
Royal Society of Chemistry Environment, Sustainability and Energy Division (ESED) Symposium, web-based symposium Talk given at a conference Catalytic transformations of natural and synthetic waste 23.09.2020 Lausanne, Switzerland Dyson Paul;
International School of Chemistry (Chemistry for everyday life) web-edition (iCCOM) Talk given at a conference Catalytic transformations of natural and synthetic waste to produce sustainable chemicals 01.09.2020 Lausanne, Switzerland Dyson Paul;
8th SCCER Symposium Poster Indirect CO2 methanation: hydrogenolysis of cyclic carbonates catalyzed by Ru-modified zeolite produces methane and diols 05.11.2019 Dübendorf, Switzerland Van Muyden Antoine Philippe;
4th EuCheMS Congress on Green and Sustainable Chemistry Talk given at a conference Upgrading biomass through catalytic processes 22.09.2019 Tarragona, Spain Dyson Paul;
EuropaCat 2019 Talk given at a conference Upgrading biomass through catalytic processes 18.08.2019 Aachen, Germany Dyson Paul;
19th International Conference on Biological Inorganic Chemistry (ICBIC-19) Talk given at a conference Drug resistance: what are the options for metal-based drugs ? 11.08.2019 Interlaken, Switzerland Dyson Paul;
SCCER Workshop Talk given at a conference Reinventing CO2 scrubbing: chemical production@biogas plant 11.01.2019 Villars, Switzerland Bobbink Felix;
Clariant CleanTech Lecture Individual talk Improving the sustainability of reactions by modifying the environment of the catalyst 04.10.2018 Basel, Switzerland Dyson Paul;
SCS Fall Metting Talk given at a conference Design of Ionic PolymeA catalytic CO2 scrubber that generates cyclic carbonates from simple epoxide:ionic liquid mixturesr Catalysts for the Synthesis of Carbonates from CO2and Epoxides 07.09.2018 Lausanne, Switzerland Bobbink Felix;
7th EuCheMS Chemistry Congress, Liverpool Talk given at a conference Valorizing waste to produce sustainable chemicals via catalytic routes, European Sustainable Chemistry Award Lecture 26.08.2018 Liverpool, Great Britain and Northern Ireland Dyson Paul;
ACS National meeting Talk given at a conference Design of Ionic Polymer Catalysts for the Synthesis of Carbonates from CO2and Epoxides 22.02.2018 New Orleans, United States of America Bobbink Felix;
SCS Snow Symposium Talk given at a conference Discovery of a highly active catalyst for hydrogenolysis of C-O bonds via systematic, multi-metallic catalyst screening. 26.01.2018 Saas Fee, Switzerland Van Muyden Antoine Philippe;
SCCER Workshop Talk given at a conference Ambient synthesis of methanol and diols from CO2via cyclic carbonates under metal-free and solvent-free conditions 24.01.2018 Villars, Switzerland Bobbink Felix;
SCS fall meeting Talk given at a conference Design of Ionic Polymer Catalysts for the Synthesis of Carbonates from CO2and Epoxides 21.08.2017 Bern, Switzerland Bobbink Felix;
SCS fall meeting Poster IL@PZS Nanocomposites as Catalysts for CO2 Conversion. 21.08.2017 Bern, Switzerland Huang Zhanjun;


Awards

Title Year
Elected Life-long Fellow of the American Association for the Advancement of Science 2020
Green Chemistry Award of the Royal Society of Chemistry 2020
Elected Fellow of the European Academy of Sciences 2019
European Sustainable Chemistry Award of the European Chemical Society 2018

Use-inspired outputs


Start-ups

Name Year

Associated projects

Number Title Start Funding scheme
152783 Turning functionalised ionic liquids into functional materials for catalysis and other applications 01.04.2014 Project funding
152783 Turning functionalised ionic liquids into functional materials for catalysis and other applications 01.04.2014 Project funding

Abstract

The aim of this project is to design ionic liquids that enhance catalytic processes employing renewable starting materials, e.g. carbon dioxide and biomass components. Homogeneous catalysts have been systematically refined over the years by modifying the ligands attached to the central metal ion and heterogeneous catalysts have been advanced by modifying their composition and surface structure. Considerably less attention, however, has been paid to enhancing catalytic processes by modifying the secondary (solvent) environment in which they operate. In this proposal we address this key, under-tapped area, where we could expect not only additive effects between catalysts and ionic liquids, but even synergistic enhancements in catalytic activities. The proposal is divided into three main subprojects which, in brief, comprise:Subproject 1. Frustrated Lewis pair-ionic liquids for hydrogen activation and in situ CO2 reduction. Here, we intend to initiate a new concept in the field of ionic liquids, in which the ionic liquid anion and cation comprise non-interacting Lewis acids and bases, respectively. It is envisaged that, like classical Frustrated Lewis pairs, the resulting ionic liquids will be able to cleave H2 and reduce CO2. These active ionic liquids will also be combined with various catalysts in order to determine if the solvent and catalyst operate cooperatively together.Subproject 2. The development of new ionic liquid co-catalysts for the electrochemical reduction of CO2. We intend to study the mechanism by which ionic liquids lower the overpotential in the electrochemical reduction of CO2 to CO and to design new ionic liquids that are more effective co-catalysts for this and other reactions, e.g. by exploring key hydrogen bonding and ?-? stacking interactions within the systems. Ways to modify the reduction product via manipulation of the ionic liquid will also be explored, for example, by modifying porphyrins with imidazolium groups, with the goal of controlling the formation of new C-C bonds.Subproject 3. A high-throughput approach for the discovery of ionic liquid mixtures for synergetic catalytic CO2 reduction and biomass transformations. It has been shown that mixtures of ionic liquids can enhance catalytic reactions. Consequently, large numbers of experiments need to be performed to determine the best mixture in the optimum ratio for a given reaction. High-throughput multiwall-plate reactors combined with numerical models, together with structural and mechanistic studies, will be used to discover ideal ionic liquid mixtures for reactions employing CO2 or biomass-derived starting materials.
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