620-02-0Relevant academic research and scientific papers
Catalytic Conversions in Water: a Novel Carbonylation Reaction Catalysed by Palladium Trisulfonated Triphenylphosphine Complexes
Papadogianakis, Georgios,Maat, Leendert,Sheldon, Roger A.
, p. 2659 - 2660 (1994)
The renewable basic chemical 5-hydroxymethylfurfural (HMF) is selectively carbonylated to the new compound 5-formylfuran-2-acetic acid using a water-soluble palladium complex of trisulfonated triphenylphosphine as the catalyst in an acidic aqueous medium at 70 deg C and 5 bar CO pressure; when hydrogen iodide is the acid component, the reaction follows a different course and HMF is selectively reduced to 5-methylfurfural.
One-pot synthesis of furans from various saccharides using a combination of solid acid and base catalysts
Tuteja, Jaya,Nishimura, Shun,Ebitani, Kohki
, p. 275 - 281 (2012)
One-pot synthesis of furans from various saccharides such as arabinose, rhamnose, and lactose were performed over solid acid and base catalysts. The combination of Amberlyst-15 and hydrotalcite catalysts showed successful activity for corresponding furans formation such as 2-furaldehyde (furfural), 5-hydroxymethyl-2-furaldehyde (HMF), and 5-methyl- 2-furaldehyde (MF) via one-pot synthesis including isomerization and dehydration reactions. Moreover, the acidbase pair catalysts were also found to display excellent activity for the transformation from mixed-sources of sugars to furans. It was indicated that the isomerization of saccharides and successive dehydration in the one-pot synthesis of furans will be a great approach in a biorefinery.
Green catalytic synthesis of 5-methylfurfural by selective hydrogenolysis of 5-hydroxymethylfurfural over size-controlled Pd nanoparticle catalysts
Sun, Guohan,An, Jiahuan,Hu, Hong,Li, Changzhi,Zuo, Songlin,Xia, Haian
, p. 1238 - 1244 (2019)
A green approach for the conversion of 5-(hydroxymethyl)furfural (HMF) to 5-methylfurfural (MF) by using size-controlled palladium catalysts has been developed. Palladium nanoparticles (Pd NPs) with various sizes supported on activated carbon were prepared with polyvinylpyrrolidone (PVP) as the capping agent. The reaction results showed that all the PVP-assisted Pd catalysts achieved high selectivity whilst the hydrogenation ability of Pd NPs could be rationally tuned by varying the mole ratio of Pd/PVP. 2.5% Pd-PVP/C (1:2) presented a satisfactory activity with 80% MF yield and 90% selectivity. The reaction kinetics study showed that the transformation of HMF into MF over bifunctional PVP-assisted Pd NPs underwent an acid-catalyzed esterification followed by a Pd-catalyzed hydrogenolysis procedure. The role of formic acid in the transformation is not only as a hydrogen-donating agent but also as a reactant to form the key intermediate. This work provides a novel and environmentally-friendly method for the selective hydrogenation of bio-based HMF to MF.
Novel pathways to 2,5-Dimethylfuran via biomass-derived 5-(chloromethyl)furfural
Dutta, Saikat,Mascal, Mark
, p. 3028 - 3030 (2014)
2,5-Dimethylfuran (DMF) is one of the most actively pursued biomass-derived chemicals due to the fact that it can serve both as a biofuel and an intermediate for drop-in terephthalate polymers. DMF can be accessed via catalytic hydrogenation of 5-(hydroxymethyl)furfural (HMF), but the difficult accessibility of HMF from cellulosic biomass is a major impediment to the commercial development of such a process. Alternatively, 5-(chloromethyl)furfural (CMF) is freely accessible in high yield directly from raw biomass and is shown here to be efficiently reduced to DMF under mild conditions via simple derivatives (aldimine, acetal).
Dehydration of carbohydrates to 2-furaldehydes in ionic liquids by catalysis with ion exchange resins
Heguaburu, Viviana,Franco, Jaime,Reina, Luis,Tabarez, Carlos,Moyna, Guillermo,Moyna, Patrick
, p. 88 - 91 (2012)
The dehydration of several sugars, including pentoses, hexoses, di, tri, and polysaccharides, in ionic liquids with acidic ion-exchange resins as heterogeneous catalysts was investigated. Good 2-furaldehydes recovery yields, reaching 92% in some cases, were achieved when Dowex 50W ion-exchange resins and 1-n-butyl-3-methylimidazolium chloride ([C4mim]Cl) were used. Our results show that this aproach could represent a promising route towards the cost-efficient production of 2-furaldehydes from carbohydrate-based feedstocks.
Characteristic flavor formation of thermally processed N-(1-deoxy-α-D-ribulos-1-yl)-glycine: Decisive role of additional amino acids and promotional effect of glyoxal
Zhan, Huan,Cui, Heping,Yu, Junhe,Hayat, Khizar,Wu, Xian,Zhang, Xiaoming,Ho, Chi-Tang
, (2021/09/28)
The role of amino acids and α-dicarbonyls in the flavor formation of Amadori rearrangement product (ARP) during thermal processing was investigated. Comparisons of the volatile compounds and their concentrations when N-(1-deoxy-α-D-ribulos-1-yl)-glycine r
Direct Synthesis of 5-Methylfurfural from d-Fructose by Iodide-Mediated Transfer Hydrogenation
Xu, Jianwang,Miao, Xinge,Liu, Lei,Wang, Yantao,Yang, Weiran
, p. 5311 - 5319 (2021/11/01)
Herein, a robust catalytic system was developed for the green synthesis of 5-methylfurfural (5-MF) by iodide-mediated transfer hydrogenation. Around 50 % of 5-MF was yielded from d-fructose within 7.5 min using NaI as the catalyst and formic acid as both the hydrogen source and co-catalyst. The catalytic system was used for six consecutive cycles without any decrease in the yield. Various starch and raw biomass could be used as promising starting materials for 5-MF synthesis with moderate yields, and the productivity of 5-MF from corn starch reached 103 mmol gcat?1 h?1, which is comparable with the best result from l-rhamnose. Moreover, the co-production of 5-MF and furfural from raw biomass makes this methodology more competitive than other routes.
Tandem catalyzing the hydrodeoxygenation of 5-hydroxymethylfurfural over a Ni3Fe intermetallic supported Pt single-atom site catalyst
Meng, Ge,Ji, Kaiyue,Zhang, Wei,Kang, Yiran,Wang, Yu,Zhang, Ping,Wang, Yang-Gang,Li, Jun,Cui, Tingting,Sun, Xiaohui,Tan, Tianwei,Wang, Dingsheng,Li, Yadong
, p. 4139 - 4146 (2021/04/02)
Single-atom site catalysts (SACs) have been used in multitudinous reactions delivering ultrahigh atom utilization and enhanced performance, but it is challenging for one single atom site to catalyze an intricate tandem reaction needing different reactive sites. Herein, we report a robust SAC with dual reactive sites of isolated Pt single atoms and the Ni3Fe intermetallic support (Pt1/Ni3Fe IMC) for tandem catalyzing the hydrodeoxygenation of 5-hydroxymethylfurfural (5-HMF). It delivers a high catalytic performance with 99.0% 5-HMF conversion in 30 min and a 2, 5-dimethylfuran (DMF) yield of 98.1% in 90 min at a low reaction temperature of 160 °C, as well as good recyclability. These results place Pt1/Ni3Fe IMC among the most active catalysts for the 5-HMF hydrodeoxygenation reaction reported to date. Rational control experiments and first-principles calculations confirm that Pt1/Ni3Fe IMC can readily facilitate the hydrodeoxygenation reaction by a tandem mechanism, where the single Pt site accounts for C-O group hydrogenation and the Ni3Fe interface promotes the C-OH bond cleavage. This interfacial tandem catalysis over the Pt single-atom site and Ni3Fe IMC support may develop new opportunities for the rational structural design of SACs applied in other heterogeneous tandem reactions.
Formic Acid-Assisted Selective Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran over Bifunctional Pd Nanoparticles Supported on N-Doped Mesoporous Carbon
Hu, Bin,Warczinski, Lisa,Li, Xiaoyu,Lu, Mohong,Bitzer, Johannes,Heidelmann, Markus,Eckhard, Till,Fu, Qi,Schulwitz, Jonas,Merko, Mariia,Li, Mingshi,Kleist, Wolfgang,H?ttig, Christof,Muhler, Martin,Peng, Baoxiang
supporting information, p. 6807 - 6815 (2021/02/01)
Biomass-derived 5-hydroxymethylfurfural (HMF) is regarded as one of the most promising platform chemicals to produce 2,5-dimethylfuran (DMF) as a potential liquid transportation fuel. Pd nanoparticles supported on N-containing and N-free mesoporous carbon materials were prepared, characterized, and applied in the hydrogenolysis of HMF to DMF under mild reaction conditions. Quantitative conversion of HMF to DMF was achieved in the presence of formic acid (FA) and H2 over Pd/NMC within 2 h. The reaction mechanism, especially the multiple roles of FA, was explored through a detailed comparative study by varying hydrogen source, additive, and substrate as well as by applying in situ ATR-IR spectroscopy. The major role of FA is to shift the dominant reaction pathway from the hydrogenation of the aldehyde group to the hydrogenolysis of the hydroxymethyl group via the protonation by FA at the C-OH group, lowering the activation barrier of the C?O bond cleavage and thus significantly enhancing the reaction rate. XPS results and DFT calculations revealed that Pd2+ species interacting with pyridine-like N atoms significantly enhance the selective hydrogenolysis of the C?OH bond in the presence of FA due to their high ability for the activation of FA and the stabilization of H?.
Magnetic gold-cobalt composite catalyst as well as preparation method and application thereof
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Paragraph 0094-0098; 0101-0106, (2021/08/25)
The invention provides a magnetic gold-cobalt composite catalyst and a preparation method and application thereof, and belongs to the technical field of catalysts. The magnetic cobalt-cobalt composite catalyst comprises a magnetic cobalt oxide carrier and a gold-cobalt alloy loaded on the surface of the magnetic cobalt oxide carrier. The chemical composition of the magnetic cobalt oxide carrier is CoO. x , 1 _AOMARKENCODTX0AOA x _AOMARKENCODELTA AOA 1.5. In the catalyst provided by the invention, a metal synergistic effect is generated between gold and cobalt in the gold-cobalt alloy. CoOx A large number of surface defects are found in the invention, and a large number of reaction active sites are provided. The catalytic activity of the catalyst for 5 -hydroxymethylfurfural hydrogenation preparation 2, 5 -dimethylfuran is improved, the conversion rate 5 - hydroxymethylfurfural is high, 2,5 -dimethylfuran is high in yield and selectivity.
