10489-79-9Relevant academic research and scientific papers
Nb2O5?nH2O as a heterogeneous catalyst with water-tolerant lewis acid sites
Nakajima, Kiyotaka,Baba, Yusuke,Noma, Ryouhei,Kitano, Masaaki,N. Kondo, Junko,Hayashi, Shigenobu,Hara, Michikazu
, p. 4224 - 4227 (2011)
Niobic acid, Nb2O5?nH2O, has been studied as a heterogeneous Lewis acid catalyst. NbO4 tetrahedra, Lewis acid sites, on Nb2O5?nH2O surface immediately form NbO4-H2O adducts in the presence of water. However, a part of the adducts can still function as effective Lewis acid sites, catalyzing the allylation of benzaldehyde with tetraallyl tin and the conversion of glucose into 5-(hydroxymethyl)furfural in water.
Glucose dehydration to 5-hydroxymethylfurfural by a combination of a basic zirconosilicate and a solid acid
Yue, Chaochao,Rigutto, Marcello S.,Hensen, Emiel J. M.
, p. 2121 - 2128 (2014)
A recently reported layered zirconosilicate Na2ZrSi4O11 displays good activity in the isomerization of glucose to fructose in water at mild conditions. Part of the activity derives from the homogeneous base-catalyzed reaction due to exchange of the sodium ions of the layered zirconosilicate in water. Following ion-exchange, the isomerization is mainly catalyzed by the basic sites of the re-used heterogeneous zirconosilicate catalyst. Combined with the solid acid Amberlyst-15, 5-hydroxymethylfurfural (5-HMF) can be produced from glucose in a one-pot reaction. In a THF/H2O mixture solvent system, 5-HMF was obtained with 45 % selectivity at 87 % glucose conversion at a temperature of 180 °C in 1.5 h. Graphical Abstract: [Figure not available: see fulltext.]
NMR structural study of fructans produced by Bacillus sp. 3B6, bacterium isolated in cloud water
Matulová, Mária,Husárová, Slavomíra,Capek, Peter,Sancelme, Martine,Delort, Anne-Marie
, p. 501 - 507 (2011)
Bacillus sp. 3B6, bacterium isolated from cloud water, was incubated on sucrose for exopolysaccharide production. Dialysis of the obtained mixture (MWCO 500) afforded dialyzate (DIM) and retentate (RIM). Both were separated by size exclusion chromatography. RIM afforded eight fractions: levan exopolysaccharide (EPS), fructooligosaccharides (FOSs) of levan and inulin types with different degrees of polymerization (dp 2-7) and monosaccharides fructose:glucose = 9:1. Levan was composed of two components with molecular mass ～3500 and ～100 kDa in the ratio 2.3:1. Disaccharide fraction contained difructose anhydride DFA IV. 1-Kestose, 6-kestose, and neokestose were identified as trisaccharides in the ratio 2:1:3. Fractions with dp 4-7 were mixtures of FOSs of levan (2,6-βFruf) and inulin (1,2-βFruf) type. DIM separation afforded two dominant fractions: monosaccharides with fructose: glucose ratio 1:3; disaccharide fraction contained sucrose only. DIM trisaccharide fraction contained 1-kestose, 6-kestose, and neokestose in the ratio1.5:1:2, penta and hexasaccharide fractions contained FOSs of levan type (2,6-βFruf) containing α-glucose. In the pentasaccharide fraction also the presence of a homopentasaccharide composed of 2,6-linked βFruf units only was identified. Nystose, inulin (1,2-βFruf) type, was identified as DIM tetrasaccharide. Identification of levan 2,6-βFruf and inulin 1,2-βFruf type oligosaccharides in the incubation medium suggests both levansucrase and inulosucrase enzymes activity in Bacillus sp. 3B6.
Thermochemical transformation of glucose to 1,6-anhydroglucose in high-temperature steam
Sasaki, Masahide,Takahashi, Kenji,Haneda, Yui,Satoh, Hiroe,Sasaki, Akiyoshi,Narumi, Atsushi,Satoh, Toshifumi,Kakuchi, Toyoji,Kaga, Harumi
, p. 848 - 854 (2008)
An aqueous solution of glucose was reacted at temperatures from 200 to 400 °C under atmospheric pressure using a continuous flow reactor. For reaction temperatures above 300 °C, the liquid product yield was not sensitive to the temperature change; on the other hand, below 300 °C, it decreased rapidly with decreasing temperature. 1,6-Anhydro-β-d-glucopyranose (AGP) and 1,6-anhydro-β-d-glucofuranose (AGF) were the major components in the liquid product. The yields of AGP and AGF were 40% and 19%, respectively, at 360 °C and a feed rate of 0.5 mL/min. The optimum space time to produce AGP and AGF was about 0.2-0.4 s under the present temperature conditions.
Mechanism for the formation and growth of carbonaceous spheres from sucrose by hydrothermal carbonization
Qi, Yujie,Zhang, Mu,Qi, Lin,Qi, Yang
, p. 20814 - 20823 (2016)
We report a new three-step mechanism for the formation and growth of carbonaceous spheres by hydrothermal carbonization of saccharides using sucrose as a precursor material. Carbonaceous spheres with small diameters and narrow size distribution were synthesized via a rapid heating route, and a notable phenomenon of a sudden drop in the mean diameter of the carbonaceous spheres at low concentration with the extension of time was observed. The morphology, chemical structure of carbonaceous spheres and the chemical composition of residual solutions were analysed by field emission scanning electron microscope (FESEM), Fourier transform infrared spectroscopy (FT-IR) and solution 13C nuclear magnetic resonance (NMR) respectively. Based on these results, evolution of solid products is clearly revealed. The formation contains two stages, and oversaturation of primary particles attributed to autocatalysis of fructose by the yielded acid (formic acid) results in the appearance of large amounts of carbonaceous spheres in the second stage of formation, which accounts for the sudden drop in mean diameter.
Two-step biosynthesis of D-allulose via a multienzyme cascade for the bioconversion of fruit juices
Li, Chao,Li, Lei,Feng, Zhiyuan,Guan, Lijun,Lu, Fuping,Qin, Hui-Min
, (2021/04/27)
D-Allulose, a low-calorie rare sugar with potential as sucrose substitute for diabetics, can be produced using D-allulose 3-epimerase (DAE). Here, we characterized a putative thermostable DAE from Pirellula sp. SH-Sr6A (PsDAE), with a half-life of 6 h at 60 °C. Bioconversion of 500 g/L D-fructose using immobilized PsDAE on epoxy support yielded 152.7 g/L D-allulose, which maintained 80% of the initial activity after 11 reuse cycles. A multienzyme cascade system was developed to convert sucrose to D-allulose comprising sucrose invertase, D-glucose isomerase and PsDAE. Fruit juices were treated using this system to convert the high-calorie sugars, such as sucrose, D-glucose, and D-fructose, into D-allulose. The content of D-allulose among total monosaccharides in the treated fruit juice remained between 16 and 19% during 15 reaction cycles. This study provides an efficient strategy for the development of functional fruit juices containing D-allulose for diabetics and other special consumer categories.
Tunable acidity in mesoporous carbons for hydrolysis reactions
Ferri,Campisi,Carniti,Gervasini,Shen
supporting information, p. 5873 - 5883 (2020/04/29)
A mesoporous carbon (CMC) has been treated under acidic conditions (32.5 wt% HNO3 at 10 °C or 40 °C) to prepare two new carbon samples (HCMC10 and HCMC40), which developed higher acidity in terms of quantity of sites and surface acid strength. The properties of the three carbons have been studied by using various techniques (N2 adsorption/desorption, TEM, XRPD, Raman spectroscopy, 13C NMR, 2D 1H-13C NMR, and XPS). Aromatic -COOH and -OH groups were identified as the main surface acid sites. Acid site density has been determined by pulse liquid-solid phase adsorption experiments carried out in different liquids. The samples retained acidity features in water, due to hydrophobicity of the surfaces, while acidity dropped when measured in methanol. From NH3-TPD analysis, a ranking of acid strength could be obtained: HCMC40 > HCMC10 > CMC. The good acidity of the carbon samples allowed them to act as catalysts in the hydrolysis reaction of sucrose to glucose and fructose. The catalytic activity of the carbon samples was compared to that of Amberlite, a commercial sulfated acid resin; the observed kinetic constant of HCMC40 was similar to that of Amberlite.
Hydrogenation of crude and purified d-glucosone generated by enzymatic oxidation of d-glucose
Aho, Atte,Lassfolk, Robert,Leino, Reko,Murzin, Dmitry Yu.
, p. 30476 - 30480 (2020/09/11)
D-Fructose is an important starting material for producing furfurals and other industrially important chemicals. While the base-catalyzed and enzymatic conversion of d-glucose to d-fructose is well known, the employed methods typically provide limited conversion. d-Glucosone can be obtained from d-glucose by enzymatic oxidation at the C2 position and, subsequently, selectively hydrogenated at C1 to form d-fructose. This work describes an investigation on the hydrogenation of d-glucosone, using both chromatographically purified and crude material obtained directly from the enzymatic oxidation, subjected to filtration and lyophilization only. High selectivities towards d-fructose were observed for both starting materials over a Ru/C catalyst. Hydrogenation of the crude d-glucosone was, however, inhibited by the impurities resulting from the enzymatic oxidation process. Catalyst deactivation was observed in the case of both starting materials.
FeVO4 decorated –SO3H functionalized polyaniline for direct conversion of sucrose to 2,5-diformylfuran & 5-ethoxymethylfurfural and selective oxidation reaction
Kumar, Abhinav,Srivastava, Rajendra
, p. 68 - 79 (2019/01/08)
In this study, a multi-functional catalyst, FeVO4 supported –SO3H functionalized polyaniline is prepared. First FeVO4 supported polyaniline is prepared. Then the resultant material is sulfonated using chlorosulphonic acid to obtain FeVO4 supported –SO3H functionalized polyaniline. This multi-functional catalyst exhibits excellent activity in the synthesis of 5-hydroxymethylfurfural from sucrose and oxidation of a wide range of aromatic and aliphatic alcohols. Further, the catalyst exhibits very good activity in the one-pot direct conversion of sucrose/fructose to 2,5-diformylfuran (DFF) and 5-ethoxymethylfurfural (EMF). This catalytic process involves the economical sucrose as a reactant and economical multi-functional catalyst based on polyaniline. In this one-pot, two-step process, -SO3H functionalized polyaniline is used in the first step for the conversion of sucrose to 5-hydroxymethylfurfural (HMF) followed by selective oxidation of HMF to DFF using FeVO4 sites present in the multi-functional catalyst. Moreover, acidic sites present in the multi-functional catalyst are suitable for the conversion of sucrose/fructose/HMF to EMF. Furthermore, molecular oxygen (1 atmosphere, 10 ml/min) is used as an eco-friendly and economical oxidant for the selective oxidation of a wide range of aromatic and aliphatic alcohols to aldehydes. The multi-functional catalyst presented here has been easily separated and recycled that make the process sustainable and economical for commercial perspectives.
One-pot sol-gel synthesis of a phosphated TiO2 catalyst for conversion of monosaccharide, disaccharides, and polysaccharides to 5-hydroxymethylfurfural
Rao, Kasanneni Tirumala Venkateswara,Souzanchi, Sadra,Yuan, Zhongshun,Xu, Chunbao
supporting information, p. 12483 - 12493 (2019/08/12)
Catalytic conversion of biomass or biomass-derived carbohydrates into 5-hydroxymethylfurfural (HMF) is an important reaction for the synthesis of bio-based polymers, fuels, and other industrially useful products. In this study, phosphated titania (P-TiO2) catalysts with different phosphoric acid content were prepared through a simple one-pot sol-gel method and characterized by BET, XRD, FT-IR, NH3-TPD, py-FT-IR, and XPS techniques. The catalyst characterization results revealed the incorporation of phosphorus into the TiO2 framework in the form of a Ti-O-P bond. The P-TiO2 catalysts were applied to the conversion of glucose (≥10 wt%) into HMF in a biphasic water/THF reaction medium at 175 °C. Under optimized reaction conditions, 98% glucose conversion and 53% HMF yield were obtained over a 15P-TiO2 catalyst, and the catalyst was reused for several cycles with consistent activity and selectivity. The presence of both Br?nsted and Lewis acid sites, high BET surface area and pore volume, and high acidity could account for the high catalytic activity and selectivity. Besides, the 15P-TiO2 catalyst was also demonstrated to be active for the conversion of disaccharides (sucrose and cellobiose), polysaccharides (starch and microcrystalline cellulose) and industrial grade sugar syrups into HMF with reasonable yield.
