resumo
Aromatic amines are crucial in pharmaceuticals, but their synthesis is challenging due to unfavorable reaction equilibria and the use of costly, environmentally unfriendly methods. This study presents a membrane extraction (ME) process for in situ product removal (ISPR) of aromatic amines. Using a supported liquid membrane (SLM), alpha-methylbenzylamine (MBA) and 1-methyl-3-phenylpropylamine (MPPA) were separated from isopropyl amine (IPA). Conductor-like Screening Model for Real Solvents (COSMO-RS) was employed to screen over 200 organic mixtures, identifying twelve mixtures based on trioctylphosphine oxide (TOPO), lidocaine, and menthol as solvent candidates, due to their hydrophobicity. These mixtures were analysed for critical solvent properties including density, viscosity, hydrophobicity, and H-bonding interactions. ME tests showed TOPO-thymol had the highest solvent residual and selectivity. Moreover, TOPO-thymol demonstrated solute fluxes of 9.0+3.0 g/(m2 h) for MBA, 16.5+5.4 g/(m2 h) for MPPA, and 0.7+0.3 g/(m2 h) for IPA, with selectivity values of 12.4+0.8 for MBA/ IPA and 22.8+1.4 for MPPA/IPA. Compared to undecane, which had lower selectivity values of 6.9+0.8 for MBA/ IPA and 10.1+1.3 for MPPA/IPA, TOPO-thymol showed superior selectivity, indicating its promise as an extractant for ME applications.
palavras-chave
DEEP EUTECTIC SOLVENTS; SUPPORTED LIQUID-MEMBRANE; ASYMMETRIC-SYNTHESIS; IONIC LIQUIDS; CHIRAL AMINES; CHAIN-LENGTH; SEPARATION; CHLORIDE; PREDICTION; FTIR
categoria
Engineering
autores
Van Eygen, G; Echezuria, C; Buekenhoudt, A; Coutinho, JAP; van der Bruggen, B; Luis, P
nossos autores
Projectos
CICECO - Aveiro Institute of Materials (UIDB/50011/2020)
CICECO - Aveiro Institute of Materials (UIDP/50011/2020)
Associated Laboratory CICECO-Aveiro Institute of Materials (LA/P/0006/2020)
agradecimentos
The authors would like to express their sincere gratitude for the support provided by the Flemish Strategic Basic Research Program under the Catalisti cluster, as well as Flanders Innovation & Entrepreneurship, through the EASiCHEM project (contracts HBC.2018.0484 and K200522 N) . This research was partially conducted within the frame-work of the CICECO-Aveiro Institute of Materials project (UIDB/50011/2020, UIDP/50011/2020, and LA/P/0006/2020) , with funding from national sources through FCT/MEC (PIDDAC) . The authors extend their appreciation to Catherine Echezuria and Amaury Gilles for their valuable contributions to the experimental work in this study.