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Chemical recycling of fluoropolymers Closing the fluo19r9i7n-2e022loop Thorsten Gerdes, Achim Schmidt Rodenkirchen, Klaus Hintzer SKZ - Innovations using Fluoropolymers 03.05. - 04.05.2023, Wrzburg/Rottendorf Chemical recycling of fluoropolymers Institut fr Innovative VerfahrensGteerdcehs 0n5i/k202e3.V. Institute in cooperation with the University of Bayreuth Interdisciplinary applied research and development in the field of combined electrothermal processes and process intensification since 1997. Non-profit organization Chemical recycling of fluoropolymers Gerdes 05/2023 Decoupling of value creation & human wellbeing from resource consumption Circular Economy as contribution to the EU target of net zero greenhouse gas emissions, allowing economic growth to be decoupled from resource consumption. Dissipation Minimise Dissipation https://www.eea.europa.eu/soer/2020/soer-2020-visuals/circular-economy-system-diagram/view Chemical recycling of fluoropolymers Dissipation Dissipation Gerdes 05/2023 Circular economy for fluoropolymers Mechanical recycling Chemical recycling C. Linder, H. Beylage und J. Hein, ,,Fluorpolymer waste in Europe 2020 - End-of-Life (EOL) analysis of fluoropolymer applications, products and associated waste streams," Conversio / proK Fachgruppe, 2022 Chemical recycling of fluoropolymers Gerdes 05/2023 Polymers waste EoL options based on the EU Waste Framework Directive https://www.mdpi.com/2073-4360/13/5/713 Chemical recycling of fluoropolymers Gerdes 05/2023 EoL fluorinated polymer material flows in Europe in 2020 ? Burning/damping 13,1% Landfill Desired process MSWI/ RDF/ SR 72% EoL-waste collected 23,5 kt (100%) Energy recovery Sec. Metal production 11.5% 3.4% 0% (?) ? Reuse Reduce waste Recycling Data from: C. Linder, H. Beylage und J. Hein, ,,Fluorpolymer waste in Europe 2020 - End-of-Life (EOL) analysis of fluoropolymer applications, products and associated waste streams," Conversio / proK Fachgruppe, 2022 Chemical recycling of fluoropolymers Gerdes 05/2023 The world of fluorine Villalba, Ayres und Schroder, ,,Accounting for fluorine: production use and loss," Journal of Industrial Ecology, 2008 Chemical recycling of fluoropolymers Gerdes 05/2023 Synthesis of fluoropolymers Chemical recycling of fluoropolymers Gerdes 05/2023 Fluoropolymer production: consumption of resources Based on the production of 1 t PTFE Chemical recycling of fluoropolymers Gerdes 05/2023 Energy demand for PTFE-production 24,6% 37,3% 23,9% 10,5% 3,2% 0,5% 220 MJ/kg Abraham, V., Comparative life cycle assessment and environmental impacts of PTFE production and recycling, Master thesis, University Bayreuth, Germany 2013 Chemical recycling of fluoropolymers Gerdes 05/2023 Cumulative Energy Demand (CED) of bulk plastics POLYSTYRENE (PS) POLYETHYLENE (PE) POLYETHYLENETEREPHTHALATE (PET) POLYTETRAFLUOROETHYLENE (PTFE) 71 65 54 220 MJ/kg polymer Shen, L., Nieuwlaar, E., Worrell, E., and Patel, M. K., Life cycle energy and GHG emissions of PET recycling: Change-oriented effects, International Journal of Life Cycle Assessment 16 (2011) Patel, M., KEA (Cumulative Energy Demand) fr Produkte der Organischen Chemie, Working paper of project no. 104 01 123 for the German Environment Agency (Bundesumweltamt) Chemical recycling of fluoropolymers Gerdes 05/2023 Global polymer production 2021 Fluoropolymers 0,5 Bio-based plastics 5,9 PS 20,7 PUR 21,5 PET 24,2 Other thermoplastics 26,6 Other thermosets 28,1 Recycled plastics 32,4 PVC 50,4 PP PE 0,0 20,0 40,0 60,0 Total: 390.7 Mt 75,4 80,0 105,1 100,0 120,0 https://plasticseurope.org/knowledge-hub/plastics-the-facts-2022/ https://en.kunststoffe.de/a/specialistarticle/fluoroplastics-245074 Chemical recycling of fluoropolymers million tons Gerdes 05/2023 R&D in the field of FP-recycling Monomer recycling Molecule recycling ,,Fluorspar recycling" Feedstock recycling TRL of processes developed by InVerTec between 4 (plasma) and 8 (Depolymerization) Chemical recycling of fluoropolymers Gerdes 05/2023 Feedstock recycling: Combustion of partially fluorinated polymers Ethylen - Tetrafluorethylen Copolymer (ETFE) Mass [%] coke Combustion of coke Temperature [C] Chemical recycling of fluoropolymers RH = -2100 kJ/mol Feedstock recycling Feeder Fluidized bed reactor Sorption cascade Gerdes 05/2023 Conversion of calcite into syn-spar Chemisorption & conversion: CaCO3 + 2 HF CaF2 + CO2 + H2O Feedstock recycling Shrinking unreacted-core Modell: Core-Shell-structure Steady movement of the reaction front into the core 40 m Chemical recycling of fluoropolymers 40 m 40 m Gerdes 05/2023 Design of a 900t p.a. plant for syn-spar production from HF Vacuum belt filters Exhaust gas treatment Syn-spar removal Stirring tank Chemical recycling of fluoropolymers Feedstock recycling Calcite feeder Neutralization Reactor Gerdes 05/2023 Monomer Recycling: Plasma-pyrolysis of perfluorinated alkanes Plasma converting alkanes (<C4) into alkenes Monomer recycling Process and apparatus for producing fluorinated alkenes Post-pyrolysis Conversion rate Yield Chemical recycling of fluoropolymers WO2016/054246 A1 Gerdes 05/2023 Molecule recycling: Dissolving of ionomer membranes Molecule recycling solvent water membrane Hydrothermal Batch 230C 40 bar Pro: Scalable no CO2 emissions Most efficient technology Cons: not established TRL~4 Purification steps not defined purification recasting PTFE support membrane Impurities depolymerisation PTFE Yield: 90% Energy demand: app. 166 MJ/kg Chemical recycling of fluoropolymers Gerdes 05/2023 Monomer Recycling: Depolymerisation of PTFE Monomer recycling Fluidized bed reactor Chemical recycling of fluoropolymers Control room Gerdes 05/2023 Thermal decomposition (pyrolysis) of PTFE PTFE TFE (Tetrafluoroethylene) Carbon Fluorine C-F ~490 kJmol-1 C-C ~340 kJmol-1 Fluorine as the most electron-negative element builds very strong bonds with carbon Heat Chemical recycling of fluoropolymers Gerdes 05/2023 Depolymerisation of PTFE Chemical recycling of fluoropolymers Monomer recycling Gerdes 05/2023 Depolymerisation of PTFE particles in a fluidized bed Monomer recycling C3F6 Ar CF C2F4 C F 24 CF C F 2 4 C2F4 36 36 + C2F4 C 4F8 :CF :CF2 :CF C2F4 2 2 C2F4 C 4F8 C2F4 :CF2 :CF2 C F Ar :CF2 :CF2 2 4 Ar C3F6 C F C2F4 :CF2 :CF2 C F PTFE 3 6 C2F4 C3F6 :CF2 24 :CF2 C3F6 C3F6 C2F4 C2F4 C2F4 :CF2 :CF2 C2F4 C F :CF2 :CF :CF2 C2F4 C F C3F6 24 CF 2 24 Ar 36 CF C2F4 Ar C 2F 4 48 C4F8 C F C 2F 4 24 Temperature rises to >500 C :CF2 is formed on the particle; particle shrinks 2 :CF2 = C2F4 (TFE); C2F4 removal; reproduction CF2 + C2F4 = C3F6 (HFP) C3F6 removal; reproduction CF2 + C3F6 = 2 C4F8 C4F8 removal; reproduction no reaction of 2 C4F8 due to too low concentration Chemical recycling of fluoropolymers Gerdes 05/2023 Influence of the fluoropolymer on the product gas Monomer recycling Yield Chemical recycling of fluoropolymers Gerdes 05/2023 Environmental benefit from depolymerisation of PTFE Monomer recycling Chemical recycling of fluoropolymers Related to the production of 1000 t PTFE Gerdes 05/2023 PTFE pyrolysis plant at 3M / Dyneon 500 t/a Fluoropolymers valuable products: TFE, HFP, cyclo C4F8 Simple but efficient process design Robust against impurities High monomer yield The chemical recycling of fluoropolymers on a technical scale was demonstrated successfully. Monomer recycling Chemical recycling of fluoropolymers Burgkirchen, Germany, 2015 Gerdes 05/2023 Summery Chemical recycling is mandatory to ensure the sustainable future of fluoropolymers Depending on the kind and composition of EoL fluoropolymers, the type of chemical recycling has to be adapted: Molecular Recycling Monomer recycling Feedstock recycling For all variants of chemical recycling, a TRL of at least 4 has been demonstrated Due to the quite differentiated uses of fluoropolymers, proper recycling is complex Production waste recycling is the "low hanging fruit" It is not the lack of suitable concepts but the "valley of death" in process scaling that is currently hindering development Chemical recycling of fluoropolymers Gerdes 05/2023 Closing the fluorine loop partners & sponsors Chemical recycling of fluoropolymers Gerdes 05/2023 9 Activities along the process chain element Development of business models for EoL-material based fluorochemicals Development of waste management strategies for end-of-life materials Quality management for secondary raw materials (quality control and pre-treatment of EoL-material) Design and engineering of Up-Cycling plants In cooperation with Producers of fluorochemicals/-polymers Processors of fluoropolymers / end users Recycling companies Associations & policy makers closing the loop www.element9.de Gerdes 05/23 The mission / Bussines Units 9 element Engineering & Up-Cycling plants Establishing processes for the chemical recycling of fluoropolymers by bringing together diverse skills and resources Supporting waste management strategies Green Fluoropolymer Factory R22-free production of fluoropolymers based on secondary raw materials Gerdes 05/23