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Antonyraj, C.A.,Jeong, J.,Kim, B.,Shin, S.,Kim, S.,Lee, K.Y.,Cho, J.K. Korean Society of Industrial and Engineering Chemi 2013 Journal of industrial and engineering chemistry Vol.19 No.3
Selective oxidation of 5-hydroxymethyl-2-furfural (HMF) to 2,5-diformylfuran (DFF) toward industrial production was studied over Ru supported γ-alumina catalyst using molecular oxygen as an oxidant. From the solvents screening, considering recyclability after reaction, toluene was found to be the best solvent and gave maximum conversion of 99% with 97% DFF selectivity at 130<SUP>o</SUP>C and 40psi O<SUB>2</SUB> pressure. Catalyst was washed with NaOH solution of pH=12 to remove the adsorbed polymer impurities and then reused up to 5 cycles. The product could be purified by simple evaporation of the solvent, which could add advantage for industrial process.
Antonyraj, Churchil A.,Huynh, Nhan Thanh Thien,Park, Seok-Kyu,Shin, Seunghan,Kim, Yong Jin,Kim, Sangyong,Lee, Kwan-Young,Cho, Jin Ku Elsevier 2017 Applied Catalysis A Vol.547 No.-
<P><B>Abstract</B></P> <P>Au-Pd alloy nanoparticles supported on basic anion-exchange resin (AER) have exceptional catalytic activity for the oxidation of 5-hydroxymethyl-2-furfural (HMF) into 2,5-furan dicarboxylic acid (FDCA) with an equimolar amount of base. SEM-EDX and TEM analyses show that 5–20nm Au-Pd alloy nanoparticles are well dispersed both on the resin surface and inside resin spheres by a simple procedure without any assistance of additives. XPS analysis reveals that Au- and Pd metals exist in an alloy form on the AER support, which is confirmed by a comparison study with a mixture of AER-supported monometallic nanoparticles (AER-supported Au and AER-supported Pd). In the presence of a 1:1 ratio of Au-Pd alloy nanoparticles over Amberlite IRA-743 resin with O<SUB>2</SUB> (10bar) at 373K in an equimolar Na<SUB>2</SUB>CO<SUB>3</SUB> aqueous solution, HMF is oxidized to FDCA with a 93.2% yield. On the other hand, mixture of AER-supported Au and AER-supported Pd affords only a 52% FDCA yield under identical conditions. This catalyst can be used 6 times without any significant loss of activity. FDCA is also obtained from HMF with an 82.9% yield in air (40bar).</P> <P><B>Highlights</B></P> <P> <UL> <LI> Au-Pd alloy nanoparticles were simply supported on basic anion-exchange resin. </LI> <LI> The nanoparticles were dispersed both on the resin surface and inside resin sphere. </LI> <LI> HMF was oxidized to FDCA with 93.2% yield using this catalyst. </LI> <LI> This catalyst could be used 6 times without any significant loss of activity. </LI> <LI> With this catalyst, FDCA was obtained from HMF with an 82.9% in air. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>Basic anion-exchange resin (AER)-supported Au-Pd alloy nanoparticles were readily prepared and successfully applied to the oxidation of 5-hydroxymethylfurfural (HMF) into 2,5-furan dicarboxylic acid (FDCA).</P> <P>[DISPLAY OMISSION]</P>
Churchil A. Antonyraj,조진구,정재원,김보라,신승한,김상용,이관영 한국공업화학회 2013 Journal of Industrial and Engineering Chemistry Vol.19 No.3
Selective oxidation of 5-hydroxymethyl-2-furfural (HMF) to 2,5-diformylfuran (DFF) toward industrial production was studied over Ru supported g-alumina catalyst using molecular oxygen as an oxidant. From the solvents screening, considering recyclability after reaction, toluene was found to be the best solvent and gave maximum conversion of 99% with 97% DFF selectivity at 130 8C and 40 psi O2 pressure. Catalyst was washed with NaOH solution of pH = 12 to remove the adsorbed polymer impurities and then reused up to 5 cycles. The product could be purified by simple evaporation of the solvent, which could add advantage for industrial process.
Jeong, J.,Antonyraj, C.A.,Shin, S.,Kim, S.,Kim, B.,Lee, K.Y.,Cho, J.K. Korean Society of Industrial and Engineering Chemi 2013 Journal of industrial and engineering chemistry Vol.19 No.4
5-Hydroxymethyl-2-furfural (HMF) was prepared with high fructose corn syrup (HFCS) manufactured directly from industry. Equipped industrial process and cheaper availability considered HFCS-90 as a competitive starter for production of HMF. Readily evaporable solvent, 1,4-dioxane was found as a promising reaction media from the screening of various solvents and readily available cation exchange resin, Amberlyst-15 was used as a solid acid catalyst. Parametric variation studies including amount of catalyst, concentration of HFCS-90, and reaction temperature were performed to achieve a maximum HMF yield of 80% at 100<SUP>o</SUP>C within 3h. In particular, use of readily evaporable solvent and heterogeneous catalyst allowed highly practical purification of HMF, which still remains as a major obstacle to the commercialization of HMF. With filtration, evaporation, and extraction, HMF was simply isolated in 72% yield and <SUP>1</SUP>H NMR spectra of the isolated HMF confirmed that its purity was sufficient for use in next step of reactions. In addition, all solvents could be recycled with distillation and catalyst was reused up to 5 cycles without a significant loss of activity.
Kim, Bora,Antonyraj, Churchil A.,Kim, Yong Jin,Kim, Baekjin,Shin, Seunghan,Kim, Sangyong,Lee, Kwan-Young,Cho, Jin Ku American Chemical Society 2014 INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH - Vol.53 No.12
<P>Petroleum-independent and economically viable production of 5-hydroxymethyl-2-furfural (HMF) from industrially supplied high fructose corn syrup (HFCS) using a wood powder-derived carbonaceous solid acid in an ethylene glycol (EG)-based solvent was developed. EG-based solvents were preferable to the dehydration of HFCS into HMF owing to stabilizing reversible intermediates. In addition, low boiling EG-based solvents were readily removed to isolate HMF. As a parametric study on the dehydration of HFCS into HMF in an EG-based solvent, effects of reaction temperature, initial concentration of fructose, catalyst dosage, and water content on reaction rate and HMF yield were investigated. Sulfonated amorphous carbonaceous materials (∼0.7 mmol of SO<SUB>3</SUB>H/g) were prepared from wood powder via incomplete hydrothermal carbonization and then sulfonization, and they were applied to the dehydration of HFCS in glyme, affording HMF in 80% yield. It was also found that a prolonged reaction enabled further conversion of HMF into levulinic acid in a highly selective manner.</P>
정재원,조진구,Churchil A. Antonyraj,신승한,김상용,김보라,이관영 한국공업화학회 2013 Journal of Industrial and Engineering Chemistry Vol.19 No.4
5-Hydroxymethyl-2-furfural (HMF) was prepared with high fructose corn syrup (HFCS) manufactured directly from industry. Equipped industrial process and cheaper availability considered HFCS-90 as a competitive starter for production of HMF. Readily evaporable solvent, 1,4-dioxane was found as a promising reaction media from the screening of various solvents and readily available cation exchange resin, Amberlyst-15 was used as a solid acid catalyst. Parametric variation studies including amount of catalyst, concentration of HFCS-90, and reaction temperature were performed to achieve a maximum HMF yield of 80% at 100 8C within 3 h. In particular, use of readily evaporable solvent and heterogeneous catalyst allowed highly practical purification of HMF, which still remains as a major obstacle to the commercialization of HMF. With filtration, evaporation, and extraction, HMF was simply isolated in 72%yield and 1H NMR spectra of the isolated HMF confirmed that its purity was sufficient for use in next step of reactions. In addition, all solvents could be recycled with distillation and catalyst was reused up to 5cycles without a significant loss of activity.