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Hydrogen bond induced acidic liquids for efficient biodiesel production
Authors:Zijing Zhou  Xiaoyan Chen  John Worth  Changshen Ye  Jie Chen  Ting Qiu
Affiliation:1. Engineering Research Centre of Reactive Distillation, College of Chemical Engineering, Fuzhou University, Fuzhou, 350108 China

Qingyuan Innovation Laboratory, Quanzhou, 362801 China

Contribution: Data curation (equal), Formal analysis (equal), ?Investigation (equal), Methodology (equal);2. Engineering Research Centre of Reactive Distillation, College of Chemical Engineering, Fuzhou University, Fuzhou, 350108 China

Qingyuan Innovation Laboratory, Quanzhou, 362801 China

Contribution: Data curation (equal), ?Investigation (equal), Methodology (equal), Software (equal), Visualization (equal), Writing - original draft (equal);3. School of Chemistry, University of Bristol, Bristol, BS8 1TH UK

Contribution: Writing - review & editing (equal);4. Engineering Research Centre of Reactive Distillation, College of Chemical Engineering, Fuzhou University, Fuzhou, 350108 China

Qingyuan Innovation Laboratory, Quanzhou, 362801 China

Contribution: Validation (equal), Visualization (equal), Writing - review & editing (equal);5. Engineering Research Centre of Reactive Distillation, College of Chemical Engineering, Fuzhou University, Fuzhou, 350108 China

Abstract:In chemical engineering, the Fischer–Speier esterification shows incredible value for biofuel production. However, the transformation suffers from challenges including necessary catalysts that cause corrosion issues in addition to a complex synthesis. Herein, we report a green acidic liquid, N,N,N-tris(propanesulfonic)aniline]ethanol]3, which is induced by hydrogen bonding interactions between a hydrogen bond acceptor (HBA) of N,N,N-tris(propanesulfonic)aniline] and three hydrogen bond donators (HBD) of ethanol, through a one-step reaction. This liquid demonstrates strong Bronsted acidity and hydrogen bond networking to mimic ionic liquids (ILs) or deep-eutectic solvents (DESs). Even under mild conditions, biodiesel was produced with 97.65% of esterification conversion. Exploiting distinguished molecular geometry with a singular methodology, made possible by contributions from HBD, allows for a further reaction of 1,3-propanesulfonate with positively charged amines. This discovery is feasible with a wide range of HBDs as a solvent resulting more commercially accessible products owing to a much greener synthesis when compared with ILs and DESs.
Keywords:acidic liquids  aniline  catalyst  Fischer–Speier esterification  hydrogen bond
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