TY - JOUR
T1 - Bridging the Gap from Laboratory to Production
T2 - Kinetic Modeling-Guided Process Development for a Novel Epoxy Resin
AU - Feigel, Matthias
AU - Breitsameter, Jonas M.
AU - Rieger, Bernhard
AU - Hinrichsen, Olaf
N1 - Publisher Copyright:
© 2024 The Authors. Published by American Chemical Society.
PY - 2024/1/24
Y1 - 2024/1/24
N2 - The development of a production process of the sustainable epoxy resin 1,2-epoxy-6-methyl-triglycidyl-3,4,5-cyclohexanetricarboxylate (EGCHC) is presented. The three main sections of the suggested process flowsheet follow the reaction steps beginning with allyl sorbate and maleic anhydride. The Diels-Alder, allylation, and epoxidation reactions are simulated in Aspen Plus V12 and connected to form a single process train. To size and establish key process parameters, simulations supported by kinetic data for each reaction are performed. The [4 + 2]-cycloaddition and epoxidation are implemented in multitubular plug flow reactors with downstream crystallizers for product purification. The allylation reaction is carried out in a reactive distillation column to separate the heavy boiling product from the condensate/allyl alcohol mixture, which is further processed to regain allyl alcohol. To decrease the intake of raw materials, recycle streams are added to each sections. EGCHC is achieved with a purity of 95%, which can be employed with standard curing agents to form dense cross-links due to an average number of epoxy groups >3.96 in the product stream. Furthermore, a techno-economic analysis is performed, showcasing a competitive market price for EGCHC with the given process design in the segment of biobased epoxy resins. This study demonstrates a comprehensive strategy that allows for rapid implementation of a novel synthesis process based on preliminary laboratory measurements and rating thereof.
AB - The development of a production process of the sustainable epoxy resin 1,2-epoxy-6-methyl-triglycidyl-3,4,5-cyclohexanetricarboxylate (EGCHC) is presented. The three main sections of the suggested process flowsheet follow the reaction steps beginning with allyl sorbate and maleic anhydride. The Diels-Alder, allylation, and epoxidation reactions are simulated in Aspen Plus V12 and connected to form a single process train. To size and establish key process parameters, simulations supported by kinetic data for each reaction are performed. The [4 + 2]-cycloaddition and epoxidation are implemented in multitubular plug flow reactors with downstream crystallizers for product purification. The allylation reaction is carried out in a reactive distillation column to separate the heavy boiling product from the condensate/allyl alcohol mixture, which is further processed to regain allyl alcohol. To decrease the intake of raw materials, recycle streams are added to each sections. EGCHC is achieved with a purity of 95%, which can be employed with standard curing agents to form dense cross-links due to an average number of epoxy groups >3.96 in the product stream. Furthermore, a techno-economic analysis is performed, showcasing a competitive market price for EGCHC with the given process design in the segment of biobased epoxy resins. This study demonstrates a comprehensive strategy that allows for rapid implementation of a novel synthesis process based on preliminary laboratory measurements and rating thereof.
UR - http://www.scopus.com/inward/record.url?scp=85182555676&partnerID=8YFLogxK
U2 - 10.1021/acs.iecr.3c03339
DO - 10.1021/acs.iecr.3c03339
M3 - Article
AN - SCOPUS:85182555676
SN - 0888-5885
VL - 63
SP - 1271
EP - 1285
JO - Industrial and Engineering Chemistry Research
JF - Industrial and Engineering Chemistry Research
IS - 3
ER -