77392-70-2Relevant academic research and scientific papers
Solvent free acid catalysed direct N-alkylation of amines with alcohols using Al grafted MCM-41
Tayade, Kamlesh N.,Mishra, Manish,Munusamy,Somani, Rajesh S.
, p. 91 - 96 (2014)
The catalytic activity of Al grafted MCM-41 (Al-MS) was explored for solvent free acid catalysed direct N-alkylation of amines using alcohols as green alkylating agent to establish a clean method for synthesis of N-alkylated amines. The study revealed that acidity of Al-MS catalyst, reaction conditions and substrate's (amines and alcohols) nature are important factors influencing the N-alkylation reaction. The Al grafted MCM-41 with Si/Al molar ratio of 5 showed excellent activity for N-alkylation of amines with alcohols. The reusability of spent catalyst regenerated by simple washing with acetone was demonstrated for subsequent four reaction cycles.
Investigating hydrogenation and decarbonylation in vapor-phase furfural hydrotreating over Ni/SiO2 catalysts: Propylene production
Chen, Szu-Hua,Tseng, Ya-Chun,Yang, Sheng-Chiang,Lin, Shawn D.
, (2021/02/26)
Furfural can be mass-produced from lignocellulose biomass and can be a platform chemical for producing valuable chemicals. In this study, we examine Ni/SiO2 catalysts for the conversion of furfural under a hydrogen atmosphere. The reactivity an
Vapor-phase dehydration of 1,4-butanediol to 1,3-butadiene over Y2Zr2O7 catalyst
Matsuda, Asami,Matsumura, Yoshitaka,Sato, Satoshi,Yamada, Yasuhiro
, (2021/09/16)
Vapor-phase catalytic dehydration of 1,4-butanediol (1,4-BDO) was investigated over Y2O3-ZrO2 catalysts. In the dehydration, 1,3-butadiene (BD) together with 3-buten-1-ol (3B1OL), tetrahydrofuran, and propylene was produced depending on the reaction conditions. In the dehydration over Y2O3-ZrO2 catalysts with different Y contents at 325°C, Y2Zr2O7 with an equimolar ratio of Y/Zr showed high selectivity to 3B1OL, an intermediate to BD. In the dehydration at 360°C, a BD yield higher than 90% was achieved over the Y2Zr2O7 calcined at 700°C throughout 10 h. In the dehydration of 3B1OL over Y2Zr2O7, however, the catalytic activity affected by the calcination temperature is roughly proportional to the specific surface area of the sample. The highest activity of Y2Zr2O7 calcined at 700 °C for the BD formation from 1,4-BDO is explained by the trade-off relation in the activities for the first-step dehydration of 1,4-BDO to 3B1OL and for the second-step dehydration of 3B1OL to BD. The higher reactivity of 3B1OL than saturated alcohols such as 1-butanol and 2-butanol suggests that the C=C double bond of 3B1OL induces an attractive interaction to anchor the catalyst surface and promotes the dehydration. A probable mechanism for the one-step dehydration of 1,4-BDO to BD was discussed.
Deoxygenation of primary amides to amines with pinacolborane catalyzed by Ca[N(SiMe3)2]2(THF)2
Gong, Mingliang,Guo, Chenjun,Jiang, Linhong,Luo, Yunjie,Yu, Chong
supporting information, p. 1201 - 1206 (2021/05/29)
Deoxygenative reduction of amides is a challenging but favorable synthetic method of accessing amines. In the presence of a catalytic amount of Ca[N(SiMe3)2]2(THF)2, pinacolborane (HBpin) could efficiently reduce a broad scope of amides, primary amides in particular, into corresponding amines. Functional groups and heteroatoms showed good tolerance in this process of transformation, and a plausible reaction mechanism was proposed.
Method for synthesizing cyclopropanecarboxaldehyde from 1,4-butanediol
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Paragraph 0049-0053; 0059-0063; 0069-0073, (2021/03/13)
The invention relates to a method for synthesizing cyclopropanecarboxaldehyde from 1,4-butanediol. The method has the advantages of accessible raw materials, low cost and simple technique, can implement one-step reaction, has high efficiency, and can implement continuous operation.
Liquid phase hydrodeoxygenation of furfural over laponite supported NiPMoS nanocatalyst: Effect of phosphorus addition and laponite support
Krishnan, P. Santhana,Umasankar,Tamizhdurai,Mangesh,Shanthi
, (2021/02/26)
Unsupported and laponite supported NiPMoS catalysts were prepared under the hydrothermal method and investigated for liquid-phase hydrodeoxygenation of furfural in a high-pressure batch reactor at 423 ?K ? 463 ?K under 20 ?bar H2 pressure. The reaction significantly produced 94% of furfural conversion with 75% yield of 2-MF on NiPMoS catalyst whereas, NiPMoS/Lap catalyst exhibited 28% of 2-MF yield with complete conversion at 463 ?K under 20 ?bar H2 pressure in toluene solvent. The influence of process parameters such as reaction temperature, reactant volume, catalyst compositions, and hydrogen pressure on furfural conversion and product yield was investigated in detail. The high reactivity and synergetic effect of the NiPMoS catalyst are due to added phosphorus, which has a profound influence on the structure of the catalyst, thereby increasing surface acidity, basicity, hydrogen consumption, and a number of MoS2 fringes and the dispersion of MoS2 on the surface of the support. The catalysts were characterized based on HRTEM, H2, CO2, and NH3 TPD, FT–IR, FT–Raman, DRS UV–Vis, XRD, N2–physisorption, and TGA. Recyclability, N2–physisorption, and XRD results confirm the stability and practical applicability of the catalyst for industrial applications.
Furfural hydrodeoxygenation (HDO) over silica-supported metal phosphides – The influence of metal–phosphorus stoichiometry on catalytic properties
Lan, Xuefang,Pestman, Robert,Hensen, Emiel J.M.,Weber, Thomas
, p. 181 - 193 (2021/02/27)
The gas-phase hydrodeoxygenation (HDO) of furfural, a model compound for bio-based conversion, was investigated over transition metal phosphide catalysts. The HDO activity decreases in the order Ni2P ≈ MoP > Co2P ≈ WP ? Cu3P > Fe2P. Nickel phosphide phases (e.g., Ni2P, Ni12P5, Ni3P) are the most promising catalysts in the furfural HDO. Their selectivity to the gasoline additives 2-methylfuran and tetrahydro-2-methylfuran can be adjusted by varying the P/Ni ratio. The effect of P on catalyst properties as well as on the reaction mechanism of furfural HDO were investigated in depth for the first time. An increase of the P stoichiometry weakens the furan-ring/catalyst interaction, which contributes to a lower ring-opening and ring-hydrogenation activity. On the other hand, an increasing P content does lead to a stronger carbonyl/catalyst interaction, i.e., to a stronger η2(C, O) adsorption configuration, which weakens the C1[sbnd]O1 bond (Scheme 1) in the carbonyl group and enhances the carbonyl conversion. Phosphorus species can also act as Br?nsted acid sites promoting C1[sbnd]O1 (Scheme 1) hydrogenolysis of furfuryl alcohol, hence contributing to higher production of 2-methylfuran.
Interfacial effect of Pd supported on mesoporous oxide for catalytic furfural hydrogenation
Lee, Hojeong,Nguyen-Huy, Chinh,Jeong Jang, Eun,Lee, Jihyeon,Yang, Euiseob,Lee, Man Sig,Kwak, Ja Hun,An, Kwangjin
, p. 291 - 300 (2020/03/05)
Highly dispersed Pd is loaded onto different types of mesoporous oxide supports to investigate the synergetic metal-support effect in catalytic furfural (FAL) hydrogenation. Ordered mesoporous Co3O4, MnO2, NiO, CeO2, and Fe2O3 are prepared by the nanocasting and the supported Pd on mesoporous oxide catalysts are obtained by the chemical reduction method. It is revealed that mesoporous oxides play an important role on Pd dispersion as well as the redox behavior of Pd, which determines the final FAL conversion. Among the catalysts used, Pd/Co3O4 shows the highest conversion in FAL hydrogenation and distinct product selectivity toward 2-methylfuran (MF). While FAL is converted via two distinct pathways to produce either furfuryl alcohol (FA) via aldehyde hydrogenation or MF via hydrogenolysis, MF as a secondary product is derived from FA via the hydrogenolysis of C–O over the Pd/Co3O4 catalyst. It is revealed that FAL is hydrogenated to FA preferentially on the Pd surface; then the secondary hydrogenolysis to MF from FA is further promoted at the interface between Pd and Co3O4. We confirm that the reaction pathway over Pd/Co3O4 is totally different from other catalysts such as Pd/MnO2, which produces FA dominantly. The characteristics of the mesoporous oxides influence the Pd-oxide interfaces, which determine the activity and selectivity in FAL hydrogenation.
TiO2supported Ru catalysts for the hydrogenation of succinic acid: Influence of the support
Brzezinska, Magdalena,Keller, Nicolas,Louven, Yannik,Niemeier, Johannes,Palkovits, Regina,Ruppert, Agnieszka M.
, p. 6860 - 6869 (2020/11/09)
Succinic acid is a valuable biomass-derived platform molecule, which can be further catalytically converted into many industrially relevant molecules such as γ-butyrolactone, 1,4-butanediol or tetrahydrofuran. The influence of the support nature on both the activity of Ru/TiO2 catalysts and the selectivity pattern in the hydrogenation of succinic acid was investigated, with focus on the metal-support interaction, the crystallographic structure of the TiO2 support and the supported Ru nanoparticle size features. We showed that the catalyst activity was related to both the Ru particle size and the metal support interaction, those features being induced by the presence of the rutile phase within the TiO2 support and by the preparation method of the supported Ru particles. The rutile phase not only favors the formation of small Ru particles but also promotes stronger metal-support interaction compared with the anatase polymorph. Strong interactions between metal and support can also be formed via thermal reduction in contrast to low-temperature direct chemical reduction. Interestingly, a low temperature solar photon-assisted synthesis method facilitates very high succinic acid conversion, by enabling the stabilization of 1.8 nm small-size Ru nanoparticles in the absence of any rutile phase within the TiO2 support. This journal is
One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis
Coeck, Robin,De Vos, Dirk E.
supporting information, p. 5105 - 5114 (2020/08/25)
The reductive amination of carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap ruthenium-tungsten bimetallic catalysts in the green and benign solvent cyclopentyl methyl ether (CPME). Selectivities of up to 99% for the primary amine could be achieved at high conversions. Additionally, the catalyst is recyclable and tolerant for common impurities such as water and cations (e.g. sodium carboxylate).
