0000000000256173
AUTHOR
Denis Breuch
Flow chemistry: Imidazole-based ionic liquid syntheses in micro-scale
The quarternization of an N-atom in the 1-methyl-imidazole with different alkylating agents was investigated to form so-called Ionic Liquids. (3-Chloropropyl)-trimethoxysilane, 1-chlorobutane, diethyl sulfate and methyl trifluoromethanesulfonate were used as alkylating agents. Reaction kinetics range from very slow to instantaneous and the reaction heat from endothermal to extremely exothermal respectively. The reactions were performed under flow conditions using different types of microstructured reactors as well as pre-structurized reactants in the micro-scale. Unusual heat management with integrated heat pipes allow safer performing of highly exothermal reactions with comparably high thr…
Decision support towards agile eco-design of microreaction processes by accompanying (simplified) life cycle assessment
Continuously running syntheses in microstructured reactors offers novel ways to intensify conventional chemical processes. An outstanding advantage of microreaction technology is the high surface-to-volume-ratio which enables intensive mixing phenomena as well as high mass and heat transfer rates. Thus, microstructured reactors may be a suitable means to improve multiphase reactions by increasing the interfacial area and the intensification of internal mixing. This improvement in reaction performances may lead to reduced environmental burdens of the process under consideration. The method of simplified life cycle assessment (SLCA) is a suitable tool to evaluate the environmental burdens cau…
Paramagnetic ionic liquids as “liquid fixed-bed” catalysts in flow application
Abstract The structural diversity of Ionic Liquids is well-known and widely used to generate solvents designed for special applications. Magnetic as well as catalytic properties have been described previously. To our best knowledge we report the first time about the combination of both, the magnetic and catalytic behaviour of imidazole based magnetic ionic liquids was used to establish a so-called liquid fixed-bed (LFB) in a micro-/meso-structured reactor. As proof of priciple the esterification of Ac 2 O with cyclohexanol was investigated by bubbling generated regular microdroplets of the reaction mixture through the magnetically fixed ionic liquid catalyst. With residence times of approx.…
Heat Pipe-Cooled Microstructured Reactor Concept for Highly Exothermal Ionic Liquid Syntheses
Heat pipes used for cooling of microstructured reactors are a new approach for sustainable processing also in the lab-scale within a temperature range from ambient to more than 180 °C. The main advantage of heat pipe cooling is the dynamic behavior, i.e., the cooling rate depends on the heat released. Heat pipes can also suppress thermal runaways due to their extremely short response times on momentary temperature rises. As an example, the highly exothermal synthesis of 1-ethyl-3-methylimidazolium trifluoromethanesulfonate from the respective reactants 1-ethyl-imidazole and methyltrifluoromethanesulfonate was investigated. By transferring the protocol to continuous-flow conditions in the mi…
Heat pipe controlled syntheses of ionic liquids in microstructured reactors
Abstract The combination of a heat pipe and a microstructured reactor allows to perform highly exothermal reactions under safe conditions. First experiments for the synthesis of 1,3-dimethylimidazolium-triflate from 1-methylimidazol and methyl triflate showed that at high flow rates of more than 5 ml/min through a single 300 μm × 500 μm wide and 400 mm long channel quantitative conversion could be achieved. This chemical reaction, known for extreme heat release, can be retained under thermal control even at much higher flow rates.