80-69-3Relevant articles and documents
Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass
Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye
supporting information, p. 4712 - 4719 (2021/01/20)
Green synthesis of adipic acid from renewable biomass is a very attractive goal of sustainable chemistry. Herein, we report efficient catalysts for a two-step transformation of cellulose-derived glucose into adipic acid via glucaric acid. Carbon nanotube-supported platinum nanoparticles are found to work efficiently for the oxidation of glucose to glucaric acid. An activated carbon-supported bifunctional catalyst composed of rhenium oxide and palladium is discovered to be powerful for the removal of four hydroxyl groups in glucaric acid, affording adipic acid with a 99 % yield. Rhenium oxide functions for the deoxygenation but is less efficient for four hydroxyl group removal. The co-presence of palladium not only catalyzes the hydrogenation of olefin intermediates but also synergistically facilitates the deoxygenation. This work presents a green route for adipic acid synthesis and offers a bifunctional-catalysis strategy for efficient deoxygenation.
Electrochemical oxidation of amoxicillin on carbon nanotubes and carbon nanotube supported metal modified electrodes
Ferreira, Marta,Kuzniarska-Biernacka, Iwona,Fonseca, António M.,Neves, Isabel C.,Soares, Olívia S.G.P.,Pereira, Manuel F.R.,Figueiredo, José L.,Parpot, Pier
, p. 322 - 331 (2019/07/10)
The electrolysis of amoxicillin (AMX) was carried out on CNT, Pt/CNT and Ru/CNT modified electrodes based on Carbon Toray in 0.1 M NaOH, 0.1 M NaCl and 0.1 M Na2CO3/NaHCO3 buffer (pH 10) media with the aim of studying the significance of two factors, electrode material and pH, on the oxidative degradation and mineralization of AMX. For this purpose, the electrolysis products were identified by HPLC-MS and GC–MS, and quantified by HPLC-UV-RID and IC. The highest carbon mineralization efficiency, corresponding to 30% of the oxidized AMX, was found for Pt/CNT modified electrode in carbonate buffer medium. Regarding to the AMX conversion, the results show that the effect of pH is higher than that of the electrode material. Principal component analysis allowed to determine the experimental parameters vs. product distribution relationship and to elucidate the oxidation pathways for the studied electrodes. The results show that the hydroxylation of the aromatic ring and the nitrogen atom play an important role on the efficient degradation of AMX.
Glycerol Selective Oxidation to Lactic Acid over AuPt Nanoparticles; Enhancing Reaction Selectivity and Understanding by Support Modification
Douthwaite, Mark,Ford, Grayson,Garcia, Tomas,He, Qian,López, José Manuel,Morgan, David J.,Powell, Natasha,Sanahuja-Parejo, Olga,Solsona, Benjamin,Taylor, Aoife,Taylor, Stuart H.,Yang, Nating
, (2020/05/25)
A high surface area mesoporous TiO2 material (110 m2/g) was synthesised using a nanocasting methodology, utilizing SBA-15 as a hard template. This material was subsequently used as a support to prepare a series of 1 wt.% AuPt/TiO2 catalysts, synthesised by conventional impregnation and sol-immobilisation. Catalysts were tested for the oxidation of glycerol to lactic acid and their performance was compared with corresponding catalysts supported on TiO2?P25, TiO2-anatase and TiO2-rutile. Higher rates of reaction and higher selectivity to lactic acid were observed over nanocast TiO2 supported catalysts. The increased performance of these catalysts was attributed to the presence of Si on the surface of the support, which likely arose from inefficient etching of the SBA-15 template. The presence of Si in these catalysts was confirmed by X-ray photoelectron spectroscopy and electron energy loss spectroscopy. It was proposed that the residual Si present increases the Br?nsted acidity of the TiO2 support, which can lead to the formation of Lewis acid sites under reaction conditions; both sites are known to catalyse the dehydration of a primary alcohol in glycerol. Typically, under alkaline conditions, lactic acid is formed by the nucleophilic abstraction of a hydrogen. Thus, we propose that the improved selectivity to lactic acid over the nanocast TiO2 supported catalyst is attributed to the co-operation of heterogeneous and homogeneous dehydration reactions, as both compete directly with a direct oxidation pathway, which leads to the formation of oxidation products such as glyceric and tartronic acid.
Method for synthesizing tartronic acid by using basic nitrogen-doped mesoporous carbon-material-supported Pt catalyst
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Paragraph 0047-0079, (2019/12/29)
The invention discloses a method for synthesizing tartronic acid by using a basic nitrogen-doped mesoporous carbon-material-supported Pt catalyst. The method comprises the following steps: s1, preparing a nitrogen-doped mesoporous carbon material with a -Ph-O-Mg or -Ph-O-Ca structure; s2, preparing the basic nitrogen-doped mesoporous carbon-material-supported Pt catalyst by utilizing the nitrogen-doped mesoporous carbon material; and s3, catalyzing oxidation of glycerol by using the basic nitrogen-doped mesoporous carbon-material-supported Pt catalyst so as to prepare tartronic acid. The catalyst provided by the invention is adopted to catalyze the oxidation of glycerol to prepare tartronic acid, and has the advantages of simple and diverse synthesis methods, wide raw material sources, lowcost, strong alkalinity, mild reaction conditions, high stability and easiness in recycling.
Quantitative Determination of Pt- Catalyzed d -Glucose Oxidation Products Using 2D NMR
Armstrong,Hirayama,Knight,Hutchings
, p. 325 - 335 (2019/01/04)
Quantitative correlative 1H-13C NMR has long been discussed as a potential method for quantifying the components of complex reaction mixtures. Here, we show that quantitative HMBC NMR can be applied to understand the complexity of the catalytic oxidation of glucose to glucaric acid, which is a promising bio-derived precursor to adipic acid, under aqueous aerobic conditions. It is shown through 2D NMR analysis that the product streams of this increasingly studied reaction contain lactone and dilactone derivatives of acid products, including glucaric acid, which are not observable/quantifiable using traditional chromatographic techniques. At 98% glucose conversion, total C6 lactone yield reaches 44%. Furthermore, a study of catalyst stability shows that all Pt catalysts undergo product-mediated chemical leaching. Through catalyst development studies, it is shown that sequestration of leached Pt can be achieved through use of carbon supports.
METHOD FOR PRODUCING CARBOXYLIC ACID
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Paragraph 0021-0024; 0027, (2019/04/11)
PROBLEM TO BE SOLVED: To produce carboxylic acid from glycerol at a temperature lower than or equal to a boiling point of a solvent, using a catalyst that is easy to recover and reuse. SOLUTION: A method for producing carboxylic acid has a production step that produces carboxylic acid by a reaction between glycerol and oxygen-containing gas in the presence of a catalyst and an alkali metal. The catalyst is obtained through a mixture step for mixing a gold ion, a platinum ion, and a metal oxide in acidic liquid. The ratio of the mass of gold ions to the sum of the mass of gold ions and the mass of platinum ions is higher than 0.2 and lower than 0.8. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
Selective oxidation of glycerol to tartronic acid over Pt/N-doped mesoporous carbon with extra framework magnesium catalysts under base-free conditions
Zhan, Tong,Liu, Weibing,Teng, Junjiang,Yue, Chaochao,Li, Dehao,Wang, Suhua,Tan, Hua
supporting information, p. 2620 - 2623 (2019/03/05)
N-Doped mesoporous carbons (NMCs) with extra framework magnesium were prepared by a one-pot method and used as supports for Pt catalysts. The surface basicity of NMC improved in the presence of extra framework magnesium (e.g.,-Ph-O-Mg), meanwhile, the electron density of Pt was enriched by the electron transfer from graphitic N in NMC to Pt. As a result, the catalytic activity of the supported Pt catalyst was improved to be able to selectively oxidize glycerol (GLY) to tartronic acid (TA) under base-free conditions.
The Enhanced Catalytic Performance and Stability of Ordered Mesoporous Carbon Supported Nano-Gold with High Structural Integrity for Glycerol Oxidation
Murthy, Palle R.,Selvam, Parasuraman
, p. 1913 - 1925 (2018/11/27)
Ordered mesoporous carbon (OMC) supported gold nanoparticles of size 3–4 nm having uniform dispersion were synthesized by sol-immobilization method. OMCs such as CMK-3 and NCCR-56 with high surface area and uniform pore size were obtained, respectively, using ordered mesoporous silicas such as SBA-15 and IITM-56 as hard templates, respectively. The resulting OMC supported monodispersed nano-gold, i. e., Au/CMK-3 and Au/NCCR-56, exhibited excellent performance as mild-oxidizing catalysts for oxidation of glycerol with high hydrothermal stability. Further, unlike activated carbon supported nano-gold catalysts (Au/AC), the OMC supported nano-gold catalysts, i. e., Au/CMK-3 and Au/NCCR-56, show no aggregation of active species even after recycling. Thus, in the case of Au/CMK-3 and Au/NCCR-56, both the fresh and regenerated catalysts showed excellent performane for the chosen reaction owing to an enhanced textural integrity of the catalysts and that with remarkable selectivity towards glyceric acid. The significance of the OMC supports in maintaining the dispersion of gold nanoparticles is explicit from this study, and that the activity of Au/AC catalyst is considerably decreased (～50 %) upon recycling as a result of agglomeration of the active gold nanoparticles over the disordered amorphous carbon matrix.
Glycerol Partial Oxidation over Pt/Al2O3 Catalysts under Basic and Base-Free Conditions—Effect of the Particle Size
Skrzyńska, El?bieta,El Roz, Ayman,Paul, Sébastien,Capron, Micka?l,Dumeignil, Franck
, p. 63 - 74 (2018/10/26)
The glycerol partial oxidation reaction over Pt/Al2O3 catalysts was studied under basic (NaOH/GLY molar ratio 4) and base-free conditions (NaOH/GLY molar ratio 0). Catalysts with small (2.95 nm) and large particle sizes (260.83 nm) were synthesized according to the use of different reducing agents, formaldehyde or sodium borohydride, and hydrazine, respectively. These different Pt particle sizes lead to a dramatic change in terms of activity, irrespective of the applied conditions. The biggest particles (i.e., 260 nm) seem to generate overoxidation products leading to a decrease in the carbon balance (to ~80%) while the smallest particles exhibit the highest initial glycerol transformation rate (i.e., ~10,000 mol h?1 molPt?1 under basic conditions at 60°C and ~2000 mol h?1 molPt?1 in the absence of a base at 100°C). In terms of selectivities, the main products are different as a function of the initial reaction conditions. For base-free conditions, the two main products are glyceraldehyde and glyceric acid with a sum of selectivities always larger than 80%. Under basic conditions, the major product is glyceric acid while no trace of glyceraldehyde is detected.
Method for preparing propanoldiacid by catalytic oxidation of glycerol
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Paragraph 0049; 0051; 0054; 0055; 0060; 0065; 0070; 0081, (2019/01/07)
The invention discloses a method for preparing propanoldiacid by catalytic oxidation of glycerol. Catalytic oxidation of glycerol is carried out under mild and non-alkaline conditions with a Pt-supported potassium-modified nitrogen-doped mesoporous carbon material as a catalyst to prepare the propanoldiacid in one step, and the mild conditions are: a reaction temperature of below 60 DEG C and normal pressure. A nitrogen-doped mesoporous carbon material is modified with potassium, so the alkalinity of the carrier is improved; the supported Pt-based catalyst is prepared by using the potassium-modified nitrogen-doped mesoporous carbon material as a carrier, so the catalytic oxidation activity of the Pt catalyst is improved; and the propanoldiacid is prepared in one step by the catalytic oxidation of glycerol under mild and non-alkaline conditions, so the use of alkalis and the occurrence of related side reactions are avoided.
