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Mamula Steiner Olimpia

Mamula Steiner Olimpia

Professeure HES ordinaire

Main skills

Synthesis and Catalysis

Stereoselective synthesis

Functional materials

Nanoparticle synthesis

Ink-jet inks and formulation

  • Contact

  • Teaching

  • Research

  • Publications

  • Conferences

  • Portfolio

Main contract

Professeure HES ordinaire

Phone: +41 26 429 67 04

Desktop: HEIA_B10.09

Haute école d'ingénierie et d'architecture de Fribourg
Boulevard de Pérolles 80, 1700 Fribourg, CH
HEIA-FR
BSc HES-SO en Chimie - Haute école d'ingénierie et d'architecture de Fribourg
  • Organometallic catalysis
  • Organic Chemistry
MSc HES-SO en Life Sciences - HES-SO Master
  • Asymmetric synthesis
Bachelor in Chemistry - University of Fribourg
  • Chemistry of d and f metals

Ongoing

Impact of Chirality in the Discrimination of Hypoxia-Inducible Factors by Anticancer Rhenium Tricarbonyl Complexes

Role: Main Applicant

Financement: Swiss national Science Foundation

Description du projet :

Based on the identification of a rhenium complex being functionally able to discriminate and regulate human Hypoxia-Inducible Factors (HIFs), the following research plan presents an in-depth systematic approach that aims at understanding the influence of chirality on the biological activity of the metal complexes pivoting on synthesis of enantiopure Re(I) compounds. Specifically, starting from the structure of the identified complex as the molecular blueprint, this project aims at a) understanding the impact of chirality of anticancer rhenium tricarbonyl complexes in the discrimination and regulation of HIFs and b) given the relation between microbial infections and cancer, identifying HIFs-discriminating complexes with antibiotic potential. Expertise from the Chemistry and Medicine Departments of the University of Fribourg and the University of Applied Sciences Western Switzerland HES-SO is offered for the project.

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: David Hoogewijs, University of Fribourg, department of Medicine; Favio Zobi, University of Fribourg, Department of Chemistry

Durée du projet: 01.01.2025 - 31.12.2028

Montant global du projet: 888'000 CHF

Statut: Ongoing

Completed

Une nouvelle génération de sensors pour la détection du phosgène (PhoSensor)

Role: Main Applicant

Financement: HES-SO

Description du projet :

Phosgene (COCl2) is a highly poisonous chemical weapon agent (CWA). Unlike other CWA whose production and use are internationally prohibited, several million tons of phosgene are produced all over the world each year because this compound is a valuable building block for the synthesis of various plastics, pesticides and pharmaceuticals. This represents a huge threat to public health and safety not only because of possible accidental leaking but also because of potential terrorist attacks. Thus, is of great importance to develop highly sensitive and selective sensors for phosgene in gas but also in liquid phase.
A number of phosgene sensors based on diamine or alcohol type sensing molecules are available but most of them have important limitations in terms of portability, selectivity, detection limit, costs and / or lifetime.
Recently, we discovered in a totally serendipitous manner, that a new compound, a carboxylic derivative of a chiral pinenepyridine compound (1 in the project description) reacts with traces of phosgene present accidentally in a sample. The resulting isoindolone type molecule is colored and luminescent. Some preliminary investigations were performed under the guidance of the internationally recognized Swiss institute for the protection of the population against nuclear, biological and chemical threats and dangers, known also as Spiez Laboratory, who provides worldwide services relating to arms control, protection measures, health and incident management. These investigations have shown very promising results: stable sensing molecule, very rapid sensing reaction, high selectivity, very low detection limit.
In the framework of this project we propose to investigate the use of a completely new sensing type reaction, never reported in literature, in order to develop a fluorescent / colorimetric portable sensor for phosgene and phosgene related products.
The chemists from HEIA will design and synthesize a library of compounds structurally related to parent compound 1. In the environmental conditions the sensor is expected to operate, these molecules will be benchmarked in terms of stability, selectivity, detection limit and cost projections. The best candidates will be selected and their synthetic route optimized.
Programme de recherche / Appel à projets 2021 2/24
The engineers from HE Arc will built up the appropriate sensor prototype as a portable device, in agreement with the requirements of the sensing system. Using their proven skills in microfluidics, microelectronics and sensors integration, they will start by encapsulating the sensing molecule in a high surface area material (made by electrospinning). Readout on the portable device will be done:
a) qualitatively by a change in color/fluorescence of the sensor fabric and
b) quantitatively by a compact optical readout made of a LED/filter/photodiode cost-effective setup.
The HES-SO consortium will work in close collaboration with the Spiez Laboratory who will test the sensing molecules (in the WP2) but also the sensor prototype (WP5) and help to establish contacts with potential interested end users from industry for commercial exploitation. Moreover, other very dangerous, phosgene related molecules to which only this specialized laboratory has access, molecules chemically compatible with the new sensing system proposed here, will be tested in Spiez.

Research team within HES-SO: Jeandupeux Laure , Mamula Steiner Olimpia , Kämpfer Alexandra , Laux Edith

Durée du projet: 01.12.2021 - 30.06.2023

Statut: Completed

Dispositif de détection précoce du cancer de la prostate par analyse des molécules organiques volatiles à partir d’échantillons d'urine, des capteurs nanostructurés et d'apprentissage automatique supervisé

Role: Co-applicant

Requérant(e)s: Marc Jobin, HEPIA Geneve

Financement: HES-SO

Description du projet :

La détection précoce du cancer demeure le meilleur moyen de le combattre! Effectivement, plus vite il est diagnostiqué, meilleur est le taux de survie du patient, et ceci quel que soit le type de cancer et le type de traitement considéré.

 

L’une des voies très prometteuses pour la détection précoce du cancer est l'analyse des composés organiques volatiles (VOC) présents dans l'air expiré ou dans les urines. Ceci a été mis en évidence de façon spectaculaire par la capacité de chiens spécialement entraînés qui peuvent détecter les cancers de la prostate, même très précoces, avec un taux de réussite supérieur à 98%. L’un des pionniers de cette approche est le Pr. Cussenot (AP-HP, Sorbonne Université) qui contribue depuis 20 ans aux stratégies de diagnostic précoce de ce cancer à partir d’une base de données d'urines et d’une biothèque (sang, urine, tissus), c'est-à-dire dont on sait avec certitude si le patient est sain ou cancéreux.

 

Malgré des efforts soutenus depuis 20 ans, les techniques de chimie analytique n'ont pas été capables d'isoler parmi la combinatoire des quelques 300 molécules volatiles présentes dans les urines celles qui peuvent servir de signature de la présence d’un cancer. Par ailleurs, les techniques de diagnostic médical basées sur l'apprentissage automatique connaissent récemment un succès spectaculaire et font l'objet de développements dans de nombreux domaines liés au diagnostic.

 

Ce projet de Ra&D vise à mettre en œuvre des algorithmes de deep learning au service du diagnostic du cancer de la prostate. Pour alimenter ces méthodes mathématiques évoluées, nous réaliserons un dispositif électronique qui enregistrera à partir d’échantillons d’urine les réponses d'une dizaine de capteurs à gaz, composés pour moitié de capteurs standards et pour moitié de capteurs innovants développés spécifiquement pour ce projet.

 

Ces méthodes d’apprentissage intelligentes requièrent toutefois des données de haute qualité, avec un maximum d’échantillons bien qualifiés c’est-à-dire pour lesquels il faudra savoir a priori si l’urine provient d’un patient sain ou atteint d’un cancer de prostate. Ici, nous aurons la chance de pouvoir disposer d’une centaine voire plus d'échantillons qualifiés à travers notre lien collaboratif avec la biothèque dirigée par le Pr. Cussenot (au sein du réseau CeRePP). Ainsi, les signaux collectés permettront de disposer d’une base de données de haute qualité qui garantira l’efficacité de la mise en place d'algorithmes d'apprentissage robustes.

 

A HEPIA, un système de mesures simple a été réalisé et testé sur quelques échantillons d'urines de la biothèque CeRePP. Vu le nombre restreint d'échantillons (20), les résultats obtenus sont prometteurs mais pas utilisables pour un test de diagnostic. Il faudrait effectivement disposer de davantage d’échantillons mais surtout de capteurs pour améliorer l’efficacité de détection des algorithmes.

 

Dans le cadre du projet proposé, HEPIA développera des capteurs basés sur des couches minces de polymères conducteurs déposés sur un senseur électrique à électrode inter-digitée. L'équipe d’EIA-FR synthétisera des nanoparticules métalliques fonctionnalisées qui seront intégrées aux couches polymériques. Ces couches seront le cœur de la détection et leur reproductibilité sera la clé de la performance finale du dispositif. Nous espérons aboutir à une détection présentant un taux de fiabilité > 95%, équivalent à ceux obtenus actuellement avec l’imagerie RMN

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Marc Jobin, HEPIA Geneve

Partenaires professionnels: Olivier Cussenot, CeRePP (Centre de recherche sur les pathologies prostatiques et urologiques), Paris

Durée du projet: 15.11.2021 - 15.05.2023

Montant global du projet: 240'000 CHF

Statut: Completed

Digitale metallische 3D Druckveredelung (M3D)

Role: Main Applicant

Financement: Innosuisse

Description du projet :

A completely digitalized technology for obtaining
decorative metallic surfaces including 3D effects
will be developed. The project provides innovative
solutions for the whole process, from the physicochemical
(synthesis, ink-formulation, surface
treatment) to technological level (demonstrator).

Research team within HES-SO: Mamula Steiner Olimpia

Durée du projet: 01.04.2019 - 01.04.2021

Montant global du projet: 861'000 CHF

Statut: Completed

Pinene-pyridine derivatives: synthesis, self-assembly and sensing applications

Role: Main Applicant

Financement: HES-SO

Description du projet :

PhD Thesis Atena-Bianca Solea

Chiral ligands with a pinene-(poly)pyridine backbone have received considerable attention in the field of coordination chemistry due to their ability to efficiently induce chirality at metal ion centers upon coordination, forming homochiral species.
The present PhD thesis deals primarily with the development of the chemistry of pinene-(bi)pyridine ligands. New chiral, enantiopure pinene-pyridine compounds were obtained and their behavior was investigated in solution and in solid state. Further, their complexation towards lanthanide ions was studied, in order to determine a trend and understand their binding behavior with the final goal of obtaining enantiopure, supramolecular architectures.
Further, a novel reaction starting from ring-annealed pyridines was discovered and its reaction scope was investigated. In collaboration with Prof. K. N. Houk’s group at UCLA a reaction mechanism was proposed, showing how the isoindolone product was more favored than the symmetric anhydride.
The same compound has proven to be a very efficient phosgene sensor, so an in-depth analytical study was performed, showing how this compound can be efficient in detecting phosgene at even non-toxic concentrations, making it suitable for real-life applications.
The final part of the thesis involves a project that was developed during a nine-month stay in the group of Prof. Luisa De Cola in the field of photophysics. Novel donor-acceptor compounds based on Zn(II) complexes with salen-type ligands, as well as a purely organic amphiphile were synthetized and their photophysical properties were investigated. An interplay between thermally-activated delayed fluorescence (TADF) and room-temperature phosphorescence (RTP) was discovered and the influence of donor-acceptor position, number and orientation was determined.

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Atena Bianca Solea, HEIA-FR and University of Fribourg; Katharina Fromm, University of Fribourg

Durée du projet: 01.01.2017 - 31.03.2021

Montant global du projet: 250'000 CHF

Statut: Completed

Self contained, eco-friendly decorative electroluminescent displays for packaging and advertising panels

Role: Main Applicant

Financement: KTI

Description du projet :

Presently SCHELLING AG is producing packages, containers and promotional items based on various materials (paper, cardboard, plastic)
which are at the top of geometrical and graphical design including metallic-like and brilliants logos, figures and writings. For increasing
sales and revenus in the very competitive promotion of brands, SCHELLING’s customers are looking after new marketing and promotional
tools, innovative ways to attract the attention of the potential purchasers. Considering the newest scientific developments, the
electroluminescent displays, powered by very low voltage, have this potential. However, production efficiency and sustainability that
allow prospects for their implementation in packaging as disposable items has yet to be proven. The economical opportunities are huge
as described in the report ”Printed, organic & flexible electronics: forecasts, players & opportunities for 2017-2027”.[1]
For an early penetration of the market, we will develop EXTRA low-voltage electroluminescent displays (ELDs) based on new, solution
processable electro-luminescent ink formulations containing nanoparticles, metal complexes or polymers. The low voltage power
supply (i.e. ultra-thin flat plastic batteries) will be integrated in the device to ensure a long life product. The sustainability standards are
reached by the use of (bio)degradable polymers and materials, including the battery, as well as low-waste printing techniques.
Moreover, the printing techniques are known for cost effectiveness and industrial manufacturing scale compatibility. Demonstrators will
be fabricated by inkjet printing deposition techniques. This USP (unique selling proposition) will increase the market potential for
Schelling AG, taking in consideration only Switzerland, with about 2.3 mil. CHF in 2021 and about 2.8 mil. CHF in 2023.

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Fritz Bircher, HEIA-FR

Partenaires professionnels: SCHELLING AG

Durée du projet: 01.01.2017 - 31.12.2019

Montant global du projet: 705'000 CHF

Statut: Completed

Carbon Quantum Dots (CQDs) synthétisés à partir de de déchets issus de la biomasse ; applications aux encres fonctionnelles

Role: Main Applicant

Financement: FONDS D’IMPULSION ALLIANCE CAMPUS RHODANIEN

Description du projet :

En se basant sur: a) l’expérience accumulée par ChemTech dans la synthèse et caractérisation de Carbon Quantum Dots (CQDs) à partir d’un déchet de l’industrie de vinification (la lie de vin) et b) l’expérience du Laboratoire de Génie des Procédés Papetiers de Grenoble INP-Pagora dans la formulation et l’impression des encres fonctionnelles obtenus à partir de la lignine et des sous-produits de l’industrie du papier, nous avons fait une étude de faisabilité qui visait la synthèse et l’impression des CQDs obtenus à partir de lignine. Cette étude a montré que la méthode de synthèse de CQDs à partir de la lie de vin (O. Mamula et al., Synthesis of hydrophilic and hydrophobic carbon quantum dots from waste of wine fermentation, R. Soc. open sci, 2017, 4 : 170900 http://dx.doi.org/10.1098/rsos.170900) n’est pas adaptée pour la lignine, le rendement étant très faible (moins que 1%).

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Anne Blayo, INP pagora, Université Grenoble Alpes

Durée du projet: 01.09.2018 - 30.06.2019

Montant global du projet: 60'000 CHF

Statut: Completed

Création de dispositifs semiconducteurs ecologiques pour applications TAGs

Role: Co-applicant

Requérant(e)s: Herbert Keppner, HES-SO HE Arc

Financement: HES-SO

Description du projet :

ECO-TAG stands at the beginning of a technology that aims replacing large-scale consumer electronic devices with limited lifetime. Fully polymer electronic -based devices that can be destroyed in an environmentally compatible way for avoiding large area dumping of end of life electronics. In the focus of interest are consumer devices such as smart stamps on letters or packages that guaranty reliable and fast shipment allowing tracking and guiding to the receiver. After reception and confirmation, they are burned like a conventional stamp. As a first approach project ECO-TAG aims replacing metal polymer composites by polymer / polymer or polymer paper composites. In a first step a large screening of promising conductive polymers was carried out. This work consisted in the synthesis and the characterization of such polymers. It was found that many polymers are appropriated, however the application of a metallic / polymer contact on them turned out to be the crucial bottleneck for finding a solution. The only promising polymer that could be taken and developed to an end was Polypyrrole PPy, just allowing easy contacting using pins or pads deposited on it. A main difficulty to bring the polymer into the form of an antenna was overcome by the application of FeCl3 on a substrate with subsequent Pyrrole vapour exposure. The vapour polymerized on the surface by Cl induced oxidation. As carrier substrate just paper was used. In this way the overall objective could be achieved by the realisation of an all polymer RF (13.56 MHz) antenna circuit being able to receive RF power and to drive a LED.

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Herbert Keppner, HES-SO HE Arc

Durée du projet: 01.03.2017 - 01.10.2018

Montant global du projet: 200'000 CHF

Statut: Completed

Production de microstructures 3D à base d'hydrogel via la polymérisation à 2 photons
AGP

Role: Main Applicant

Financement: HES-SO Rectorat; Microtechnologies appl.

Description du projet : The two-photon polymerisation (2PP) technique has proved its potential in the micro-fabrication of three'dimensional (3D)-structures with high resolution (100 nm) starting from either inorganic or organic resins (acrylic, epoxy). It was successfully used to produce various photonic crystals, support scaffolds, microelectronic and optical data storage devices. However, not much was reported about its use in the fabrication of 3D-hydrogels. These are water swellable, biocompatible materials, very important for a broad range of biomedical applications from tissue engineering to drug delivery. As in the 2PP setup the excitation is usually provided by a femtosecond laser in the 'biological window' (700-1050 nm) where tissues have higher transparency, one of its great advantages is the in vivo fabrication of 3D structures. The main reason the 2PP is not yet used for microfabrication of 3D-hydrogels is the lack of efficient photoinitiators soluble in aqueous media, most of the reported ones being obtained in organic solvents. The goal of our project is to provide the 2PP initiators and the technology needed for the fabrication of micro 3D-hydrogels with high structural reproducibility and specific mechanical and biochemical properties (nontoxicity, inertness, biodegradability) for biomedical applications. An integrated approach is proposed to synthesize suitable hydrogel precursors either functionalised with 2PP-photosensistive groups or mixed with appropriate 2PP-photoinitiators in order to obtain a material photopolymerisable in aqueous media. The starting materials will be optimized in terms of two-photon absorption cross-section and fluorescence quantum yield in order to avoid the use of high laser power, which would decrease the spatial resolution and the integrity of the 3D structures. As the 2PP microfabrication is time-consuming requiring layer-by-layer processing of the scanning data, a new setup will be developed providing higher writing speed without affecting the quality of the final 3D-microstructures. The cross-disciplinary collaboration between the chemists from HEIA specialised in the synthesis and the scale-up of chemical processes and the engineers from ARC team using a femtosecond (Yb:KGW) laser with 250µJ at 1030 nm and 300 kHz repetition frequency provides the ideal configuration to develop this technology and make it available to the manufacturers with maximum efficiency and minimum investment.

Research team within HES-SO: Aellen Thierry , Varisco Massimo , Solea Atena-Bianca , Hochstrasser Eric , Laux Edith , Mamula Steiner Olimpia

Partenaires académiques: FR - EIA - Institut ChemTech

Durée du projet: 01.01.2016 - 30.09.2018

Montant global du projet: 207'850 CHF

Statut: Completed

Impression de nanoparticules magnétiques par jet d’encre

Role: Main Applicant

Financement: HES-SO

Description du projet :

Inkjet printing for printed electronics, sensors and printed RFID (radio frequency identification) tags is nowadays widely used. This has been enabled by the developments of: a) new chemically synthesised compounds and their formulation into suitable inks and b) new machines and printing methods. Nanoparticle based inks offer tremendous potential for a wide range of application fields.

However, only few nanoparticle based inks for inkjet printing are commercially available yet and most are made for printed electronics, such as Ag, Cu. The peculiar nanoparticle properties are until now almost unexploited in applications of such inks.

This interdisciplinary project NanoInk aims through an integrated approach to develop novel nanoparticle inks and high resolution inkjet printing technology for sub-micrometre structures.

 

The consortium will work on: magnetic nanoparticle ink formulations, self-assembled nanoparticle structures, exploring advanced inkjet technologies for accessing the field of submicron structuring, demonstrator development, upscaling and customisation to industrial printer technologies.

 

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Shitke S., HES-SO Yverdon

Durée du projet: 01.01.2016 - 31.12.2017

Montant global du projet: 260'000 CHF

Statut: Completed

Chemistry for Digital Watch Decoration

Role: Main Applicant

Financement: Extern (Industry)

Description du projet :

Confidential

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Fritz Bircher, HES-SO HEIA-FR

Durée du projet: 01.08.2015 - 31.12.2017

Montant global du projet: 600'000 CHF

Statut: Completed

Functional supramolecular systems for molecular diagnostics

Role: Co-applicant

Requérant(e)s: Segura Jean-Manuel, HES-SO Valais

Financement: HES-SO

Description du projet :

Point-of-care (POC) in-vitro diagnostics assays should dose biomarkers or small molecules in the blood quantitatively and not only qualitatively. However, today’s assays poorly meet this demand due to the multiple preparation steps required: blood filtering, mixing of reagents, etc… Moreover, they are limited to single-point measurements.

 

This project aims at exploring a novel approach that could trigger a paradigm shift in POC diagnostics. The strategy is to assemble all the components of standard assays as supramolecular assemblies tethered to a surface. This way, reagent mixing, blood metering and filtering are not required anymore, which greatly simplifies the assays. In principle a single drop of blood deposited onto a surface grafted with the supramolecular assemblies will suffice to obtain a quantitative measurement. Furthermore, these supramolecular complexes will open the way for the unmet opportunity of continuously monitoring biomarkers or small molecules in the blood.

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Segura Jean-Manuel, HES-SO Valais

Durée du projet: 01.02.2014 - 30.11.2015

Montant global du projet: 140'000 CHF

Statut: Completed

Call 2011 Production d'énergie propre en milieu urbain basé sur la transformation du CO2 en méthanol offrant un biocarburant neutre en CO2 utilisé dans le cadre de la mobilité urbaine et d'une autonomisation énergétique des bâtiments.
AGP

Role: Collaborator

Requérant(e)s: FR - EIA - Institut ChemTech

Financement: HES-SO Rectorat

Description du projet : La transformation du CO2 en méthanol représente une énergie propre renouvelable et facile à stocker, permettant à la Suisse de relever les défis environnementaux et économiques en lien avec la problématique de l'énergie. La solution proposée offre une production de carburant neutre en CO2 pour des applications en milieu urbain (voitures et pompes à chaleur utilisant une pile au méthanol) se basant sur une vision de bâtiments et de familles autonomes du point de vue énergique.

Research team within HES-SO: Dabros Michal , Grèzes Vincent , Favre-Perrod Patrick , Sanglard Pauline , Perruchoud Antoine , Bourrier Hervé , Vorlet Olivier , Naef Olivier , Richard Jacques , Chappuis Thierry , Marti Roger , Amrein Daniel , Mamula Steiner Olimpia , Bourgeois Jean-Pascal , Ropp Julien

Partenaires académiques: IGT; VS - Institut Entrepreneuriat & MANAGEMENT; hepia inSTI; FR - EIA - Institut ChemTech; FR - EIA - Institut ENERGY

Durée du projet: 01.03.2012 - 31.12.2014

Montant global du projet: 780'000 CHF

Statut: Completed

Développement d'une méthode universelle et spécifique pour le dosage de protéines recombinantes
AGP

Role: Co-applicant

Requérant(e)s: VS - Institut Technologies du vivant

Financement: HES-SO Rectorat

Description du projet : Malgré l'importance croissante des protéines recombinantes il n'existe actuellement aucune méthode applicable de manière générale permettant de doser celles-ci de manière rapide, sensible, spécifique, automatique et directement dans des solutions complexes comme du sérum. Une telle technique donnerait accès à des possibilités nouvelles comme le suivi de la production de protéines ou le dosage de protéines thérapeutiques dans le sang. Ce projet visera à développer et valider une telle méthode de dosage sur la base de techniques de fluorescence avancées.

Research team within HES-SO: Prim Denis , Crelier Simon , Schmid Sergio , Dufresne Rémy , Wegmüller Sarah , Marti Roger , Segura Jean-Manuel , Mamula Steiner Olimpia

Partenaires académiques: VS - Institut Technologies du vivant; FR - EIA - Institut ChemTech

Durée du projet: 01.01.2012 - 30.09.2013

Montant global du projet: 147'500 CHF

Statut: Completed

Chiral metal complexes on superparamagnetic nanoparticles: towards a new technology in asymmetric catalysis (NANOCHIRAL)

Role: Main Applicant

Financement: SCIEX-NMS fund (30593)

Description du projet :

The project aims at developing a new technology platform that will provide highly efficient, green, and low cost asymmetric catalytic processes. Functionalization of magnetically separable magnetite (Fe3O4)  nanoparticles (NPs) with enantiopure metal complexes has the potential to attain this ambitious goal by combining the advantages of two worlds: nanotechnology and molecular design.

 

In a first step, magnetite NPs of various sizes will be coated with silica in order to ensure their stability and the covalent binding of the chiral pinene-type, bidentate  N, P- ligands via an appropriate bridge. Two coating procedures (one known and the other completely new) will be tested and compared against each other in terms of productivity and controlled coating properties: the classical batch system and a continuous flow system based on microreactors. The pyridine-phosphine enantiopure ligands containing a bridging arm will be synthesized and then attached to the silica-coated nanoparticles.

 

The ligand-functionalized NPs will be further reacted with Ir(I) metal precursor [Ir(COD)Cl]2 in order to form the coordinatively unsaturated, chiral Ir(I) catalysts supported on magnetite NPs. The nanocatalysts thus prepared will be tested in the asymmetric hydrogenation reaction of prochiral olefins and compared with their homogenous, molecular analogues in terms of conversion, yield and enantioselectivity.  A special issue, the recoverability and the reuse of the superparamagnetic catalysts simply by applying an external magnetic field, will be also addressed.

 

In the next part of the project, ligand-functionalized NP will be used for building up catalytic, metal-organic frameworks. Bis-bidentate enantiopure ligands from the same family as the bidentates ones above mentioned but able to form one dimensional coordination polymers will be synthesized. Chiral hibrid nano-polymeric materials will be obtained by combining various ratios of these ligands, metal salts (i.e. IrCl3) and the ligand-functionalized nanoparticles.  This part of the project as well as the characterization of the nanoparticles and nanomaterials prepared will be realized in the research group of Prof. Katharina Fromm at the University of Fribourg. 

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Dr Pöllnitz Alpar, University Babes Bolyai, Cluj-Napoca, Romania

Durée du projet: 03.09.2012 - 31.08.2013

Montant global du projet: 140'000 CHF

Statut: Completed

Chiral Functionalization of Magnetic Nanoparticles

Role: Main Applicant

Financement: HES-SO

Description du projet :

 

The project aims at developing a new technology platform that will provide highly efficient, green, and low cost asymmetric catalytic processes. Functionalization of magnetic nanoparticles with enantiopure metal complexes (MnII, FeIII) has the potential to attain this ambitious goal by combining the advantages of two worlds: nanotechnology and molecular design. The nanocatalytic system proposed has a very high loading of “active” component, which can be finely tuned to provide remarkable enantioselectivity and is readily recovered and reused.

 

 

Research team within HES-SO: Mamula Steiner Olimpia

Partenaires académiques: Franka Kalman, HES-SO Valais

Durée du projet: 01.09.2011 - 31.08.2013

Montant global du projet: 130'000 CHF

Statut: Completed

2024

For a complete list of publications see https://orcid.org/0000-0002-3538-3553
Scientific paper

Mamula Steiner Olimpia

ORCID all the publications, 2024

2023

Etude en solution des propriétés de chélation d'acides hydroxamiques
Professional paper ArODES

Laurine Quinodoz, Olimpia Mamula Steiner, Michel Meyer

À jour,  23, 2, 6-7

Link to the publication

Computer-aided drug design and synthesis of rhenium clotrimazole antimicrobial agents
Scientific paper ArODES

Youri Cortat, Miroslava Nedyalkova, Kevin Schindler, Parth Kadakia, Gozde Demirci, Sara Nasiri Sovari, Aurelien Crochet, Stefan Salentinig, Marco Lattuada, Olimpia Mamula Steiner, Fabio Zobi

Antibiotics,  2023, vol. 12, no. 3, article no. 619

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Summary:

In the context of the global health issue caused by the growing occurrence of antimicrobial resistance (AMR), the need for novel antimicrobial agents is becoming alarming. Inorganic and organometallic complexes represent a relatively untapped source of antibiotics. Here, we report a computer-aided drug design (CADD) based on a ‘scaffold-hopping’ approach for the synthesis and antibacterial evaluation of fac-Re(I) tricarbonyl complexes bearing clotrimazole (ctz) as a monodentate ligand. The prepared molecules were selected following a pre-screening in silico analysis according to modification of the 2,2′-bipyridine (bpy) ligand in the coordination sphere of the complexes. CADD pointed to chiral 4,5-pinene and 5,6-pinene bipyridine derivatives as the most promising candidates. The corresponding complexes were synthesized, tested toward methicillin-sensitive and -resistant S. aureus strains, and the obtained results evaluated with regard to their binding affinity with a homology model of the S. aureus MurG enzyme. Overall, the title species revealed very similar minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values as those of the reference compound used as the scaffold in our approach. The obtained docking scores advocate the viability of ‘scaffold-hopping’ for de novo design, a potential strategy for more cost- and time-efficient discovery of new antibiotics.

In vitro biological activity of a-diimine rhenium dicarbonyl complexes and their reactivity with different functional groups
Scientific paper ArODES

Kevin Schindler, Justine Horner, Gozde Demirci, Youri Corat, Aurélien Crochet, Olimpia Mamula Steiner, Fabio Zobi

Inorganics,  2023, vol. 11, no. 4, article no. 139

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Summary:

Cancer remains one of the leading causes of death worldwide. The interest in organometallic complexes as anticancer drug candidates continues to be pivotal for many researchers. Initially underestimated for their therapeutic potentials, rhenium complexes are now slowly gaining momentum. While tricarbonyl complexes of rhenium are widely investigated, dicarbonyl derivatives of the cis-[Re(CO)2]+ core remain largely unexplored. In this study, we tested in vitro a variety of rhenium dicarbonyl complexes for their activity towards three cancer cell lines (A549, MCF-7 and HCT116) and one healthy cell line (HEK293). The most lipophilic compounds showed, like the tricarbonyl species, good activity against specific cancer lines (IC50 = 1.5–2.5 µM); however, the same were also toxic towards healthy cells. In order to understand these differences, we performed a reactivity study of cis-[Re(CO)2(NN)]+ species (where NN = diimine) with biologically relevant functional groups (-COOH, -NH2, -SH and aromatic nitrogen-based ligands) and compared the chemistry to what is known for the fac-[Re(CO)3]+ core. Overall, we found that the rhenium dicarbonyl complexes only show good reactivity with aromatic nitrogen-based ligands. The reaction of cis-[Re(CO)2(NN)]+ species with common bio-functional groups leads, rather, to the formation of bis-diimine dicarbonyl complexes (cis-[Re(CO)2(NN)2]+) as the major by-product.

2022

'Lessons in Chemistry' :
Professional paper ArODES
the (un)balanced chemical equation of (in)equality

Olimpia Mamula Steiner

CHIMIA,  2022, vol. 76, no. 9, pp. 798-799

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Summary:

A literary success in 2022, the novel ‘Lessons in Chemistry’ describes the struggle for recognition and independence of a female research chemist in the conservative USA of the 1950’s.

A Rapid, highly sensitive and selective phosgene sensor based on 5,6-pinenepyridine
Scientific paper ArODES

Atena B. Solea, Christophe Curty, Katharina M. Fromm, Christophe Allemann, Olimpia Mamula Steiner

Chemistry – A European Journal,  2022, vol. 28, no. 55

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Summary:

The toxicity of phosgene (COCl2) combined with its extensive use as a reactant and building block in the chemical industry make its fast and accurate detection a prerequisite. We have developed a carboxylic derivative of 5,6-pinenepyridine which is able to act as colorimetric and fluorimetric sensor for phosgene in air and solution. For the first time, the formation of a pyrido-[2,1-a]isoindolone was used for this purpose. In solution, the sensing reaction is extremely fast (under 5 s), selective and highly sensitive, with a limit of detection (LOD) of 9.7 nM/0.8 ppb. When fixed on a solid support, the sensor is able to detect the presence of gaseous phosgene down to concentrations of 0.1 ppm, one of the lowest values reported to date.

Crystal structure of di-µ-chlorido-bis{chlorido[(-)-5,6-pinenebipyridine]cobalt(II)} aquadichlorido[(-)-5,6-pinenebipyridine]cobalt(II)
Scientific paper ArODES

Massimo Varisco, Aurelien Crochet, Olimpia Mamula Steiner

Acta Crystallographica Section E Crystallographic Communications,  2022, vol. E78, pp. 464-467

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Summary:

The crystal structure of [Co2Cl4(C17H18N2)2][CoCl2(C17H18N2)(H2O)] or [Co(L)Cl(μ-Cl)]2[Co(L)(Cl)2(OH2)], where L is the enanti­opure bidentate ligand (−)-5,6-pinenebi­pyridine (C17H18N2), has been determined. Crystals suitable for X-ray structure analysis were obtained by slow evaporation of an ethano­lic solution containing equimolar amounts of L and CoCl2·6H2O. The CoII cations all have a coordination number of five, and in each case the coordination polyhedron is a trigonal bipyramid. The Co—N bonds lengths range from 2.037 (7) to 2.195 (7) Å, and Co—Cl bonds lengths range from 2.284 (2) to 2.509 (2) Å. The asymmetric unit contains two discrete complexes, one dinuclear and the other mononuclear. Between the two mol­ecules, two types of inter­molecular inter­actions have been evidenced: π–π stackings involving the bi­pyridine units, and O—H...Cl hydrogen bonds between the hydrogen atoms of the aqua ligand coordinating to the mononuclear complex and the non-bridging chlorido ligand coordinating to the dinuclear mol­ecule. These inter­actions lead to a two-dimensional supra­molecular arrangement parallel to the ab plane.

2021

Complexation behavior of pinene–bipyridine ligands towards lanthanides :
Scientific paper ArODES
the influence of the carboxylic arm

Atena B. Solea, Liangru Yang, Aurélien Crochet, Katharina M. Fromm, Christophe Allemann, Olimpia Mamula Steiner

Chemistry,  2021, vol. 4, pp. 18-30

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Summary:

The complexation behavior of two novel, chiral pinene–bipyridine-type ligands ((–)-HL1 and (–)-HL2) containing a carboxylic arm towards lanthanide Ln(III) (Ln = La, Eu, Lu) ions was investigated through spectroscopic methods. The association constants of the mononuclear complexes determined from the UV-Vis titrations indicated that the ligand (–)-HL1 possessing a shorter carboxylic arm formed more stable complexes compared with (–)-HL2, whose carboxylic arm had one more methylene unit. This is due to the formation of more stable seven-member metal chelate rings in the first case as compared with the eight-member metal chelate rings in the second. IR and fluorescence spectroscopy provided additional information about the structure of these complexes.

Efficient synthesis of isoindolones by intramolecular cyclisation of pyridinylbenzoic acids
Scientific paper ArODES

Atena B. Solea, Sining Wang, Xiao-Song Xue, Aurelien Crochet, Katharina M. Fromm, Kendall N. Houk, Olimpia Mamula Steiner, Christophe Allemann

Organic Biomolecular Chemistry,  2021, vol. 19, no. 37, pp. 8025-8029

Link to the publication

Summary:

A straightforward one-pot method for the synthesis of unreported pyrido-[2,1-a]isoindolones in excellent yield is described. Two novel isoindolones were synthesized and fully characterized. The alkyl substituents on the pyridine play an important role in the outcome of the reaction. The mechanism, investigated through DFT calculations, features an unprecendented intramolecular cyclization reaction involving a carboxylic acid activated by tosyl chloride and an electron-poor pyridinic nitrogen. This protocol completes the known strategies to obtain functionalized isoindolones.

Metal complexes for animal feed industry
Professional paper ArODES

Maël Cantini, Olimpia Mamula Steiner

À jour,  2021, vol. 1, pp. 9-10

Link to the publication

2020

Tautomerism and Self-Association in the Solution of New Pinene-Bipyridine and Pinene-Phenanthroline Derivatives
Scientific paper ArODES

Atena B. Solea, Ivan Cornu, Vera Deveva, Aurélien Crochet, Katharina M. Fromm, Liudmil Antonov, Christophe Allemann, Olimpia Mamula Steiner

Molecules,  2020, vol. 25, no. 5, article no. 298

Link to the publication

Summary:

Two novel pinene-type ligands have been synthesized and their tautomeric and self-associating behavior studied in solution and in the solid state. The first ligand, an acetylated derivative of 5,6-pinene-bipyridine, displays keto-enol tautomerism in solution. This tautomeric equilibrium was studied by NMR and UV-Vis spectroscopy in various solvents, and the results were compared with the ones obtained through DFT calculations. The second ligand was obtained by an unusual oxidation of the phenanthroline unit of a pinene-phenanthroline derivative. This compound exists as a single tautomer in solution and aggregates both in solution (as observed by NMR) and in the solid state through H-bonding as observed by X-ray structure determination and confirmed by DFT studies.

2019

Synthesis and scale-up of pinene pyrimidine type ligand
Professional paper ArODES

Caitlin Blum, Atena-Bianca Solea, Olimpia Mamula Steiner

À jour: Schweizerischer Verband diplomierter Chemiker FH = Association suisse des chimistes diplômés HES (SVC),  2019, Nr. 1/19, pp. 14-15

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Summary:

The aim of this Bachelor thesis was to synthesise a ligand of the pinene-pyrimidine type. Following the literature procedure, α-pinene (racemate) was chosen as starting material and four synthetic steps out of five have been optimised (see Fig. 2) In the first step the formation in situ of the reactant, NOCl, has been tested but the product, the nitrosochloro-derivate, was obtained with a lower yield (20%) compared to the procedure in which exogenous NOCl is bubbled through the reaction mixture (36%). Optimisation of the step 2 (formation of the pinocarvone oxime) was then performed in which various amines and bases were tested, and the highest yield obtained was 39%. The formation of the isoxazole (step 3) worked well and only the purification by distillation caused a decrease of yield to 48% because of the presence of iodine impurities and the small quantity of product to distil. Step 4 (formation of the enamine aldehyde by hydrogenation) was straightforward (yield 99%).

2018

Teaching Science :
Professional paper ArODES
a game for robotics?

Olimpia Mamula Steiner

Chimia,  2018, 72, 7/8

Link to the publication

Summary:

The congress SCIENTIÆ & ROBOTICA[1] explores new teaching methods, models and concepts for science and mathematics based on the lively development of educational robotics. Through a variety of lectures and workshops as well as an impressive international participation it aims to contribute to the professional development and formation of the teachers from the secondary level II.

Self-assembly of Ag(I) helicates with new enantiopure 5,6-Chiragen type ligands
Scientific paper ArODES

Olimpia Mamula Steiner, Thomas Bark, Boris Quinodoz, Helen Stoeckli-Evans, Alex von Zelewsky

Inorganica Chimia Acta,  2018, 475, pp. 200-206

Link to the publication

Summary:

Two new chiral bis-bidentate, C2-symmetrical ligands belonging to the Chiragen family have been synthesised and characterised. They are designed for polynuclear self-assemblies since the two (-)-5,6- pinenebipyridines units are connected by bridges whose length and rigidity avoids the coordination of the bipyridine moieties to the same metal centre. The ligand L1 with a 1,4-dimethylene naphthalene bridge leads, by complexation with Ag(I) cations, to a polymeric, single stranded helix. The helical pitch contains five metal centers, two consecutive metal centers being connected by a bis-bidentate, helically wrapped ligand, one up and the other down resulting in a coordination number four. The chirality (K) around each metal centre is controlled by the six asymmetric carbons of the ligands and the homochirality of the metal centers gives rise to a P orientation at the helix level. The 1 H-NMR measurements of these species in solution indicate a temperature dependent behaviour pointing out possible equilibria between various [AgnLn] n+ fragments as confirmed by MS-spectroscopy. The ligand L2 with a 4,40 -dimethylene1,10 -biphenyl bridge reacts with Ag(I) and lead to well resolved and temperature independent 1 H-NMR spectra suggesting the formation of a circular helicate.

Versatile synthesis of chiral 6-oxoverdazyl radical :
Scientific paper ArODES
new building blocks for multifunctional molecule-based magnets

Atena B. Solea, Tobie Wohlhauser, Parisa Abbasi, Yvan Mongbanziama, Crochet Aurélien, Katharina M. Fromm, Ghenadie Novitchi, Cyrille Train, Mélanie Pilkington, Olimpia Mamula Steiner

Dalton Transactions: an international journal of inorganic chemistry,  2018, 14, pp. 4785-4789

Link to the publication

Summary:

A versatile synthetic methodology to access the first family of chiral verdazyl N,N′-chelate ligands is described and exemplified by N,N′-dimethyl-, N,N′-di-isopropyl- and N,N′-diphenyl oxoverdazyls bearing two isomers of the pinene-pyridine functional group. Their physical properties were probed by X-band EPR spectroscopy, cyclic voltammetry and DFT calculations. Preliminary reactivity studies show they can act as N,N′-chelate ligands affording a chiral 1 : 1 complex (3b) with CuCl2, which was characterized by single-crystal X-ray diffraction. Variable temperature EPR studies on (3b) confirm the presence of antiferromagnetic interactions between the spins of the Cu(II) ion and the verdazyl radical.

2017

Synthesis of hydrophilic and hydrophobic carbon quantum dots from waste of wine fermentation
Scientific paper ArODES

Massimo Varisco, Denis Zufferey, Albert Ruggi, Yucheng Zhang, Rolf Erni, Olimpia Mamula Steiner

Royal Society Open Science,  2017, vol. 4, article no. 170900

Link to the publication

Summary:

Wine lees are one of the main residues formed in vast quantities during the fermentation of wine. While toxic when applied to plants and wetlands, it is a biodegradable material, and several alternatives have been proposed for its valorization as: dietary supplement in animal feed, source for various yeast extracts and bioconversion feedstock. The implementation of stricter environment protection regulations resulted in increasing costs for wineries as their treatment process constitutes an unavoidable and expensive step in wine production. We propose here an alternative method to reduce waste and add value to wine production by exploiting this rich carbon source and use it as a raw material for producing carbon quantum dots (CQDs). A complete synthetic pathway is discussed, comprising the carbonization of the starting material, the screening of the most suitable solvent for the extraction of CQDs from the carbonized mass and their hydrophobic or hydrophilic functionalization. CQDs synthesized with the reported procedure show a bright blue emission (λmax = 433 ± 13 nm) when irradiated at 366 nm, which is strongly shifted when the wavelength is increased (e.g. emission at around 515 nm when excited at 460 nm). Yields and luminescent properties of CQDs, obtained with two different methods, namely microwave and ultrasound-based extraction, are discussed and compared. This study shows how easy a residue can be converted into an added-value material, thus not only reducing waste and saving costs for the wine-manufacturing industry but also providing a reliable, affordable and sustainable source for valuable materials.

Novel photochromic ink based on plasmon resonance of silver nanoparticles
Scientific paper ArODES

Laurane Schaerer, Olimpia Mamula Steiner

À Jour,  2017, vol. 2, p. 18

Link to the publication

Summary:

The counterfelt and pirated goods are worth about a half a trillion dollars a year, as reported by the Organisation for Economic Co-operation and Development (OECD) and have huge economic and sodal impacts [1].

Synthesis of new luminescent Pt(II) complexes and their self-assembled functional architectures
Professional paper ArODES

Lucien Blanchard, Olimpia Mamula Steiner

À jour,  2017, no. 1, pp. 15-17

Link to the publication

Summary:

Square planar platinum(II) complexes are rather well known compounds in chemotherapeutic cancer treatments. But they show also very interesting electro- and photoluminescence properties. Research in organic light emitting diodes (OLED) being trendy, the interest of the scientists for such complexes has grown in these recent years. [1] Recently Mauro, De Cola and co-workers reported a new family of square planar Pt(II) complexes [2-4] containing a tridentate N-donor ligand, the 2,6-bis(3-(trifluoromethyl)-1H1,2,4-triazol-5-yl)pyridine (pyC5-CF3-tzH2). The coordination sphere is completed by various monodentate ligands. These coordination compounds showed remarkable supramolecular assembling properties and high photoluminescence quantum yields due to non-covalent intermolecular (metalmetal and π–π) interactions.

2016

Rapid and straightforward quantification of recombinant proteins using fluorescence polarization
Scientific paper ArODES

Enrico Condemi, Denis Prim, Rebecca Brönnimann, Jonathan Fusco, Simon Crelier, Olimpia Mamula Steiner, Jean-Manuel Segura

CHIMIA International Journal for Chemistry,  2016, vol. 70, no. 10, p. 731

Link to the publication

2013

A family of immobilizable chiral bis(pinenebipyridine) ligands
Scientific paper ArODES

Alpàr Pöllnitz, Radek Skupienski, Helen Stoeckli-Evans, Aurélien Crochet, Anca Silvestru, Katharina M. Fromm, Olimpia Mamula Steiner

Synlett,  24, 19, 2555-2558

Link to the publication

Summary:

New enantiopure ligands containing two (–)-5,6-pinenebipyridine units connected by a bridge situated in position 6′ of the bipyridines have been prepared. The chemically addressable groups of the bridging (hydroxyl or keto) can be covalently bound to various supports in order to heterogenize the ligand.

Direct synthesis of sorbitol and glycerol from cellulose over ionic Ru/Magnetite nanoparticles in the absence of external hydrogen
Scientific paper ArODES

Alina Negoi, Ioan Teodor Trotus, Olimpia Mamula Steiner, Madalina Tudorache, Victor Kuncser, Dan Macovei, Vasile I. Parvulescu, Simona M. Coman

ChemSusChem,  6, 11, 2090-2094

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Summary:

A sweet catalyst: A catalyst formed of Ru/functionalized silica-coated magnetite nanoparticles is highly efficient in the one-pot production of sorbitol and glycerol, starting from cellulose and in the absence of an external hydrogen source. The ease of recoverability of the catalyst from the solid residues, and its reuse without loss of activity or selectivity for several runs, is an important green element of the process.

2019

Applied chemical research towards sustainable development: from nanomaterials to chiral synthesis
Conference

Mamula Steiner Olimpia

16th International Conference "Students for Students", 03.04.2019 - 07.04.2019, University Babes-Bolyai, Cluj-Napoca, Romania

Link to the conference

2017

Cheap carbon nanodots obtained from waste and their use as luminescent material for (water-based) ink-jet inks
Conference ArODES

Massimo Varisco, David Zufferey, Fritz Bircher, Olimpia Mamula Steiner

Advances in Printing Media and Technology, Vol. XLIV(IV) ; Proceedings of the 44th International Research Conference of iarigai 10-13 September 2017, Fribourg , Switzerland,

Link to the conference

Summary:

We report here a method for the synthesis of carbon nanodots from wine industry waste. These nanoparticles were characterised and used to formulate luminescent inks. Invisible in the daylight, the inks are revealed as blue under UV irradiation (emission maximum around 430 nm).

From fundamental to applied research: the case study of diastereoselective synthesis of coordination compounds using enantiopure pinene-polypyridine ligands
Conference

Mamula Steiner Olimpia

Invitation from the Institut de Chimie Moléculaire, University of Bourgogne, 03.02.2017, Dijon

2016

Chiral metalla-(supra)molecular compounds based on pinene polypyridine type ligands: the long way from synthesis to applications
Conference

Mamula Steiner Olimpia

Invitation Professor Katryn Preuss, Chemistry Department, University of Guelph, 28.10.2016, University of Guelph, Canada

Summary:

One of the well-known methods for obtaining chirally predetermined (supra)molecular coordination compounds is the diastereoselective synthesis using enantiopure ligands. Pinene polypyridine ligands based on two bidentate units (the 4,5 and respectively the 5,6-pinenebipyridine), lead in reaction with d or f metal cations to various spectacular structures from mononuclear complexes to circular or polymeric helicates. These structures also possess interesting properties such as luminescence, chiral recognition, magnetic or catalytic, which will be discussed in detail. Beyond their beautiful look there is an important application potential and the main challenge is to harness this potential in an (semi)industrial environment. Several results related to their use as enantioselective heterogeneous catalysts and inks for security purposes will be presented.

2015

Functionalised magnetite nanoparticles as platform for magnetic inks
Conference

Mamula Steiner Olimpia

The Inkjet Conference, 07.10.2015 - 08.10.2015, Düsseldorf

Link to the conference

Achievements

2024

Member of the Swiss Federal Commission for Scholarships for Foreign Students

 2024 ; Representative of HES-SO

Collaborateurs: Mamula Steiner Olimpia

Link to the achievement

Since January 2024

https://www.sbfi.admin.ch/sbfi/en/home/education/scholarships-and-grants/swiss-government-excellence-scholarships.html

 

2017

Award Board Member

 2017 ; Swiss Chemical Society

Collaborateurs: Mamula Steiner Olimpia

From 2017 to 2022

Board Member of the Division of Chemical education

 2017 ; Swiss Chemical Society

Collaborateurs: Mamula Steiner Olimpia

Link to the achievement

Since 2017

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