Intensification of fructose dehydration into 5-HMF and subsequent oxidation to 2,5-FDCA using ultrasound

Abstract

Ultrasound-assisted dehydration of fructose into 5-hydroxymethylfurfural (5-HMF) and subsequent oxidation to furandicarboxylic acid (2, 5-FDCA) is studied in the current work with the main objective being to elucidate the effectiveness of ultrasound for intensified synthesis. The effect of reaction parameters like ultrasound power, duty cycle, reaction time, reaction temperature, solid to solvent ratio, and fructose concentration on the dehydration of fructose into 5-HMF has been studied. Optimized conditions established were ultrasonic power of 140 W, duty cycle of 60%, reaction time of 60 min, temperature of 100°C, and fructose:dimethylsulfoxide (DMSO) ratio of 3:100 (g/mL), which resulted in the highest 5-HMF yield of 96% and fructose conversion of 100%. The conventional method carried out at optimized conditions resulted in only 13.5% as 5-HMF yield. The obtained 5-HMF was further oxidized to FDCA using Pd/C as the catalyst, H₂O/DMSO as solvent, and K₂CO₃ as a base also using ultrasonic irradiation at 140 W power and 22 kHz frequency in the presence and absence of O₂ as oxidant. 100% conversion of 5- HMF was obtained in 30 min and 4 h using ultrasound in the presence of O₂ and in absence of O₂, respectively. 75% conversion of 5-HMF was observed using the conventional method in 5 h in the presence of O₂. Overall, the intensification benefits of using ultrasound at both steps of synthesis has been successfully elucidated.