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M. Sc. Norman Herrmann

Application of recycling strategies to oleochemical reactions

Curriculum Vitae:

Norman Herrmann studied chemistry at the Westfälische Hochschule Recklinghausen (2011-2014). His bachelor thesis entitled "Operando FT-IR spectroscopic investigations on the influence of preforming parameters on the hydroformylation of olefins with ligand-modified Rh catalyst" was produced in the Marl Chemical Park at Evonik Industries AG. He did his master's degree at the TU Dortmund (2015-2017). In February 2017, he completed his studies with a master's thesis on "Oleo Compounds by Carbonylation Reactions in Aqueous Media". Furthermore, he made the state-certified chemical technician specializing in plant engineering at the evening school university of applied sciences for economics and management and completed the chemical technician with the topic "Planning of a solid / liquid extraction plant according to Solvay" at Evonik Industries AG. He completed his apprenticeship as a chemical production technician in 2003 at Infracor GmbH. He gained experience in instrumental analysis (fuel laboratory) at E.ON Engineering GmbH in Gelsenkirchen Scholven and in plastics production PVC (polyvinyl chloride) at Vestolit GmbH & Co. KG in the Marl Chemical Park.

Research Topic:

Environmental awareness and sustainability are becoming increasingly important in the chemical industry. One important aspect in this context is the implementation of renewable resources in chemical processes. The homogeneous catalyzed hydroformylation as well as the hydroesterification of unsaturated long-chain oleo compounds are interesting strategies for adding value to renewables. In this context the recycling of homogeneous catalysts is a major challenge.

Various methods can be used to separate a homogeneous catalyst from the product. A promsing approach to overwhelm these issues is the use of thermomorphic multicomponent solvent (TMS) systems. (Fig.1)

Norman TMS System

Fig. 1: TMS-system.

The TMS concept takes advantage of the temperature dependent miscibility gap of a polar and a non-polar solvent. The reaction mixture is homogenous at reaction temperature, so there are no mass transport limitations during the reaction. Cooling down after reaction leads to formation of a polar, catalyst containing phase and a non-polar product phase. The product phase can be removed and the polar catalyst phase can be recycled for more experiments. In the TMS-system various oleochemical compounds are used, which are converted by hydroformylation to linear and branched aldehydes. (Fig.2)

Norman Hydroformylation generel reaction

Fig. 2: General reaction to hydroformylation.

A further approach is product crystallization for selective and easy separation of the catalyst and the product. During product crystallization, the reaction solution is slowly cooled down in temperature intervals by means of a crystallizer and a cryostat. By crystallizing the product, it is possible to filter off the reaction solution and recover the product. (Fig.3-5)

Norman Crystallisation1 Norman Pfeil Norman Crystallisation2 Norman Pfeil  Norman Crystallisation3

Fig. 3: Product bevor crystallization. Fig. 4: Product after crystallization. Fig. 5: Crystallized product.

For the crystallization of long-chain unsaturated oleochemical compounds are used, which are reacted with the methoxycarbonylation to bifunctional diesters. (Fig.6)

Norman Methoxycarbonylation

Fig. 6: General reaction to methoxycarbonylation.

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Conference posters & talks:
October 2019, Seville, Spanien: 17th Euro Fed Lipid Congress And Expo, “Hydroformylation of methyl oleate in aqueous medium: A green strategy for catalyst recycling”
October 2019, Dresden, Germany: DGMK-Petrochemistry, “Conversion of oleochemical reactions and comparison of a pressure autoclave and jet-loop reactor as a versatile reactor concept for intensifying multi-phase homogeneous catalytic reactions”
March 2019, Karlsruhe, Germany: 10th Workshop on Fats and Oils as Renewable Feedstock for the Chemical Industry: “Selective product crystallization as a recycling strategy in the methoxycarbonylation of renewable resources”
March 2018, Weimar, Germany: 51st German Catalysis Meeting (Jahrestreffen Deutscher Katalytiker): "Recycling Strategies for homogeneous catalysts in the conversion of oleochemicals"
October 2017, Dresden, Germany: DGMK, Petrochemistry and Refining in a Changing Raw Materials Landscape: “Recycling Strategies for homogeneous catalysts in the conversion of oleochemicals – two innovative approaches”




Technische Universität Dortmund
Fakultät Bio- und Chemieingenieurwesen

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