81370-88-9

Upstream product

• 592-42-7 1,5-Hexadien 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 470-23-5 D-fructose 
• 50-99-7 D-glucose 
• 57-48-7 D-Fructose 
• 470-23-5 D-fructose 
• 69924-30-7 5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde 
• 625-86-5 2,5-dimethylfuran 
• 20221-50-5 1,2,5,6-hexanetetrol 
• 823-82-5 2,5-diformylfurane 
• 492-61-5 β-D-glucose 
• 57-50-1 Sucrose 
• 81340-21-8 (+/-)-trans-2,5-bis(methoxycarbonyl)tetrahydrofuran 
• 37112-31-5 levoglucosenone 

Downstream Products

• 6973-62-2 2,5-Bis-acetoxymethyl-tetrahydro-furan 
• 165879-74-3 tetrahydrofuran 2,5-dimethanol di p-toluenesulphonate 
• 629-11-8 1,6-hexanediol 
• 6920-22-5 Hexane-1,2-diol 
• 108-30-5 succinic acid anhydride 
• 81371-00-8 (+)-(2S,5S)-trans-2,5-bis(tosylmethyl)tetrahydrofuran 
• 99261-36-6 C₃₂H₄₆N₂O₉S₂ 
• 99261-37-7 C₄₆H₅₈N₂O₁₃S₄ 
• 99270-83-4 C₅₂H₆₈N₄O₁₂S₄ 
• 99261-32-2 Toluene-4-sulfonic acid (2S,5S)-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl ester 
• 858796-10-8 5-hydroxymethyl tetrahydrofuran-2-carboxylic acid 
• 6338-43-8 tetrahydrofuran-2,5-dicarboxylic acid 
• 54746-12-2 3-phenyl-8-oxa-3-aza-bicyclo[3.2.1]octane 
• 280-13-7 8-oxa-3-aza-bicyclo[3.2.1]octane 

Relevant academic research and scientific papers

Process condition-based tuneable selective catalysis of hydroxymethylfurfural (HMF) hydrogenation reactions to aromatic, saturated cyclic and linear poly-functional alcohols over Ni-Ce/Al2O3

The related immense versatility of a ceria-promoted transition metal catalyst, utilized for the hydrogenation of 5-hydroxymethylfurfural (HMF), is demonstrated in this research study. We reveal a strategy to achieve considerable selective yields of three important high-value HMF-derived compounds by simply modifying the analysed reaction conditions and/or water-containing process medium.

Preparation method 2 and 5 - tetrahydrofuran dimethanol

The preparation method of 2-5 - tetrahydrofuran dimethanol (THFDM) comprises the following steps: mixing a solvent containing 5 - hydroxymethylfurfural raw material with a catalyst, and reacting in an atmosphere containing hydrogen to obtain the 2 and 5 - tetrahydrofuran dimethanol. The purity of 5 - hydroxymethyl furfural raw material is 90 - 99%. The catalyst comprises a carrier and an active component. The active component is loaded on the carrier. The active component includes a noble metal element. The carrier comprises a carbon material. The method is simple in synthesis process, and has a great application prospect in the field of a plurality of fields, especially degradable materials.

Selective aqueous-phase hydrogenation of furfural to cyclopentanol over Ni-based catalysts prepared from Ni-MOF composite

Metal-organic frameworks (MOFs) as an emerging class of porous materials exhibit some unique advantages, including controllable composition, a large surface area, high porosity, and so on. In this work, the spherical NiMo bimetal catalysts supported on porous carbon matrix were prepared using a simple wet impregnation method and studied for selective hydrogenation of furfural (FFA). Three different catalysts were investigated including Ni/C-Mo-BTC, Ni/C-Mo-DHTA and Ni/C-Mo-PTA. Of the catalysts studied the Ni/C-Mo-BTC catalyst could achieve the highest selectivity of CPL (up to 90%) under moderate reaction conditions (140 °C, 2 MPa, 2 h) in aqueous medium. In addition, other Ni-based catalysts (Ni/C-Fe, Ni/C-Zn, Ni/C-Cu, Ni/C-Ce) were also investigated to achieve yields of 20–70% under the same reaction conditions. The influence of temperature, H2 pressure, time and solvent were investigated for the best performing catalyst. Based on the optimal reaction condition, various of furfural derivatives could also be effectively transferred to produce corresponding products. The detailed physicochemical characterization was carried out by means of XRD, SEM, TEM, XPS, NH3-TPD and Raman analysis. In the end, the optimal Ni/C-Mo0.4 catalyst could be recycled magnetically and efficiently applied in the next run for five consecutive recycling tests in the FFA hydrogenation to CPL. The results suggested Ni/C-Mo0.4 catalyst occurred to increasingly favor the formation of Ni-Mo alloys and suggested a metallic active site in FFA hydrogenation with the addition of element Mo. Mechanism study indicated that water was a key factor contributing to the formation of different desired products, which was responsible for the arrangement of furan compound.

Highly selective ring rearrangement of 5-hydroxymethylfurfural to 3-hydroxymethylcyclopentanon catalyzed by non-noble Ni-Fe/Al2O3

3-Hydroxymethylcyclopentanone (HCPN) has been regarded as a considerable intermediate for the synthesis of polymers, pesticides and fragrances, which is mainly produced from petrochemical refinery. In recent years, the preparation of HCPN from biomass has gradually attracted attention. HCPN can be obtained through the selective ring rearrangement of biomass-based 5-hydroxymethyl furfural (5-HMF). In this paper, the Ni-Fe/Al2O3 was fabricated and used as an efficient catalyst for the production of HCPN, giving a 5-HMF complete conversion with a high HCPN selectivity (86 %) at 160 °C under 4 MPa H2 for 4 h. The optimized Ni-Fe/Al2O3 showed excellent activity towards the production of HCPN compared with monometallic catalysts, suggesting that there was a synergistic effect in Ni-Fe alloy. The introduction of Fe into Ni/Al2O3 improved the H2 adsorption capacity and also changed the acidic/basic sites, which are beneficial for the formation of HCPN. Moreover, Ni-Fe/Al2O3 exhibited superb stability and could be successively used four times without obvious loss in catalytic activity.

Metal-free photocatalytic aerobic oxidation of biomass-based furfural derivatives to prepare γ-butyrolactone

Efficient catalytic oxidative C-C bond cleavage with dioxygen is useful and challenging to prepare oxygenated fine chemicals from biomass. Herein, we report a catalytic strategy for the preparation of γ-butyrolactone (GBL) by photocatalytic oxidation of tetrahydrofurfuryl alcohol (THFA), tetrahydrofurfuric acid (THFCA), or other furfural derivatives at room temperature under visible-light irradiation. Metal-free mesoporous graphitic carbon nitride was used as the photocatalyst and O2was used as the oxidant. The effects of various semiconductor catalysts, light sources with different wavelengths, and the reaction time on the photocatalytic oxidation of THFA to GBL were separately investigated. Furthermore, the reaction mechanism was investigated through serious control experiments and the reaction pathway was investigated through density functional theory (DFT) calculations.

Highly Controllable Hydrogenative Ring Rearrangement and Complete Hydrogenation Of Biobased Furfurals over Pd/La2B2O7 (B=Ti, Zr, Ce)

Developing a highly selective catalyst to upgrade furfurals (5-hydroxymethyl furfural and furfural) to cyclopentanones (3-hydroxymethyl cyclopentanone and cyclopentanone) and tetrahydrofuran alcohols (2,5-bishydroxymethyl tetrahydrofuran and tetrahydrofuran alcohol) is highly significant for biobased fine chemical synthesis. Here, a series of La2B2O7 (B=Ti, Zr, Ce) metal oxides, featuring the same chemical formula but different topological structures are fabricated. After Pd loading, the Lewis acidity and metal-support interaction are well governed by the support type, which further affects the hydrogenation and acid-catalyzed ability. A greater than 82 % yield of cyclopentanones is obtained via a hydrogenative ring rearrangement route over Pd/La2Ti2O7. However, Pd/La2Ce2O7 shows high catalytic efficiency for tetrahydrofuran alcohols with an approximately 80 % yield via a complete hydrogenation route. Additionally, the catalyst exhibits outstanding recycling performance and structural stability. This study presents an interesting design strategy for the selective preparation of cyclopentanones and tetrahydrofuran alcohols through the regulation of the adsorption mechanism.

Formic Acid-Assisted Selective Hydrogenolysis of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran over Bifunctional Pd Nanoparticles Supported on N-Doped Mesoporous Carbon

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?.

Preparation method of 2, 5-tetrahydrofuran dimethanol

The invention provides a preparation method of 2, 5-tetrahydrofurandimethanol, which at least comprises the following steps: contacting a raw material containing 2, 5-furandimethanol with a catalyst,and reacting in a hydrogen-containing atmosphere to obtain 2, 5-tetrahydrofurandimethanol; wherein the catalyst comprises a carrier and an active component, the active component is loaded on the carrier; wherein the active component comprises active metal elements; wherein the active metal elements comprise at least one of palladium, platinum, ruthenium, nickel and rhodium; and the carrier comprising carbon material. The method for preparing the 2, 5-tetrahydrofuran dimethanol is high in activity and high in selectivity, and the reaction raw material 2,5-tetrahydrofuran dimethanol can also beprepared from 5-hydroxymethylfurfural which is a renewable source.

Selective hydrogenation of 5-hydroxymethylfurfural and its acetal with 1,3-propanediol to 2,5-bis(hydroxymethyl)furan using supported rhenium-promoted nickel catalysts in water

The high reactivity of the formyl group of 5-hydroxymethylfurfural (5-HMF) is problematic, because it leads to undesired oligomerization reactions. This is usually countered by working in dilute non-aqueous solutions. Here, we present a novel approach to convert concentrated aqueous solutions of 5-HMF to 2,5-bishydroxymethylfuran (BHMF), which is a prospective monomer for polyesters and self-healing polymers. Our approach is based on the protection of the formyl group of 5-HMF using acetalization with 1,3-propanediol. Hydrogenation is carried out using an optimized bimetallic Ni-Re catalyst supported on TiO2 at a carefully controlled pH, resulting in balanced rates of deprotection and hydrogenation and high BHMF yield. Under optimized conditions at a benign temperature of 40 °C, hydrogenation of concentrated solutions (10-20 wt%) of protected 5-HMF in water gave 81-89% yields of BHMF without having to resort to platinum-group metals such as palladium or platinum.

Ru/MnCo2O4 as a catalyst for tunable synthesis of 2,5-bis(hydroxymethyl)furan or 2,5-bis(hydroxymethyl)tetrahydrofuran from hydrogenation of 5-hydroxymethylfurfural

Manganese and cobalt metals-based mixed oxide (MnCo2O4) spinels supported ruthenium (Ru) nanoparticles, Ru/MnCo2O4, is found to be an active catalyst to execute outstandingly the hydrogenation of 5-hydroxymethylfurfural (HMF) to produce two useful furan diols such as 2,5-bis(hydroxymethyl)furan (BHMF) and 2,5-bis(hydroxymethyl)tetrahydrofuran (BHMTHF) in highly selective fashion without any additive. It could found that Ru/MnCo2O4 was able to catalyze not only the oxidation but also the reduction of HMF due to the redox properties of the MnCo2O4. Moreover, the characterization details responsible for the high activity of this catalyst in the hydrogenation of HMF were investigated by several spectroscopic methods. In order to maximize the products yield and HMF conversion, the effect of reaction variables such as time, temperature, pressure, and various metal oxides supported Ru nanoparticles was also investigated. Furthermore, the reusability tests exhibited that Ru/MnCo2O4 catalyst could be reused at several consecutive cycles, retaining almost its original activity.