105-08-8Relevant articles and documents
Surface synergistic effect in well-dispersed Cu/MgO catalysts for highly efficient vapor-phase hydrogenation of carbonyl compounds
Liu, Hanwen,Hu, Qi,Fan, Guoli,Yang, Lan,Li, Feng
, p. 3960 - 3969 (2015)
The highly efficient vapor-phase selective hydrogenation of carbonyl compounds (e.g. furfural (FAL) and dimethyl 1,4-cyclohexane dicarboxylate (DMCD)) to corresponding alcohols was achieved excellently over well-dispersed MgO-supported copper catalysts (Cu/MgO), which were prepared by an alternative separate nucleation and aging step method. The characterization results revealed that the structure and catalytic performance of the as-formed Cu/MgO catalysts were profoundly affected by Cu loading. Especially, the results confirmed that the decrease in the Cu loading could lead to the improvement of metal dispersion and the formation of more surface strong Lewis basic sites. In the vapor-phase selective hydrogenation of FAL to furfuryl alcohol (FOL) and DMCD to 1,4-cyclohexane dimethanol (CHDM), two Cu/MgO catalysts with Cu loadings of 27.6 wt% and 70.9 wt% exhibited superior catalytic performance with higher conversions (>97.3%) and selectivities to alcohols (>96.0%) compared to the other supported ones. The high efficiency of the as-formed Cu/MgO catalysts was mainly attributed to the surface synergistic catalytic effect between the catalytically active metallic copper species and the Lewis basic sites, which held the key to the hydrogenation reaction related to the hydrogen dissociation and the activation of the carbonyl groups.
Single-step, highly active, and highly selective nanoparticle catalysts for the hydrogenation of key organic compounds
Raja, Robert,Khimyak, Tetyana,Thomas, John Meurig,Hermans, Sophie,Johnson, Brian F. G.
, p. 4638 - 4642 (2001)
Pores for cluster catalysts: Nanoparticles of both Ru5Pt and Ru10Pt2, uniformly distributed along the inner walls of mesoporous silica, exhibit high catalytic performance in the single-step hydrogenation of dimethyl terephthalate (DMT, to 1,4-cyclohexanedimethanol (CHDM); see scheme), of benzoic acid (to cyclohexane carboxylic acid), and of naphthalene (in the presence of sulfur) to cisdecalin.
Single-step conversion of dimethyl terephthalate into cyclohexanedimethanol with Ru5PtSn, a trimetallic nanoparticle catalyst
Hungria, Ana B.,Raja, Robert,Adams, Richard D.,Captain, Burjor,Thomas, John Meurig,Midgley, Paul A.,Golovko, Vladimir,Johnson, Brian F. G.
, p. 4782 - 4785 (2006)
Highly active and selective: A supported Ru5PtSn nanoparticle cluster (the picture shows an axial projection of a tomogram), prepared from the carbonyl cluster [PtRu5(CO)15(μ-SnPh 2)(μ6-C)], is an excellent catalyst in the single-step hydrogenation of dimethyl terephthalate to cyclohexanedimethanol under mild conditions (100°C, 20 bar H2). (Figure Presented).
Re/AC catalysts for selective hydrogenation of dimethyl 1, 4-cyclohexanedicarboxylate to 1, 4-cyclohexanedimethanol: Essential roles of metal dispersion and chemical environment
Dong, Yanan,Liang, Changhai,Luo, Jingjie,Qu, Enhui,Zhou, Yixue
, (2020)
Rhenium, although viewed as one of the noble metals with lower-price, has been commonly used as doping element in the bimetallic catalysts due to its middlebrow to activate hydrogen. Its major role as catalyst is less frequently mentioned. In this work, rhenium has been decorated on the surface of activated carbon and used for the selective hydrogenation of dimethyl 1, 4-cyclohexanedicarboxylate (DMCD) to 1, 4-cyclohexanedimethanol (CHDM). Characterizations suggested that ReOx particles were anchored occupying the surface oxygenated groups on pre-functionalized carbon. Rhenium decoration modified both the textural and chemical properties of the samples. Electrons were easily transferred from Re to the neighboring C atoms as a result of the formation of fine ReOx particles. Medium strong acid sites were generated and rhenium species in the reduced states could be still maintained under appropriate rhenium dispersion. The moderate hydrogenation ability of rhenium catalyst partially restrained the excessive hydrogenation of CHDM to other by-products. Rational decoration of 5 wt% Re performed the better catalytic performance with complete conversion of diester and 66 % yield of diol. The specific rate reached 9.5×102 mmolDMCD?gRe-1?h-1 at 220 °C under 10 MPa H2.
A Highly Active Manganese Catalyst for Enantioselective Ketone and Ester Hydrogenation
Widegren, Magnus B.,Harkness, Gavin J.,Slawin, Alexandra M. Z.,Cordes, David B.,Clarke, Matthew L.
, p. 5825 - 5828 (2017)
A new hydrogenation catalyst based on a manganese complex of a chiral P,N,N ligand has been found to be especially active for the hydrogenation of esters down to 0.1 mol % catalyst loading, and gives up to 97 % ee in the hydrogenation of pro-chiral deactivated ketones at 30–50 °C.
The role of hydrotalcite-modified porous alumina spheres in bimetallic RuPd catalysts for selective hydrogenation
Chen, Jiali,Guo, Li,Zhang, Fazhi
, p. 19 - 23 (2014)
By utilizing alumina previously modified by in-situ growth of varying amounts of hydrotalcites, a series of heterogeneous bimetallic catalysts with constant low loading (0.3 wt.%) and identical Ru:Pd ratio (1:1) were prepared based on co-impregnation for selective hydrogenation of dimethyl terephthalate to dimethyl cyclohexane-1,4-dicarboxylate. Nanoparticles confined in the reticular structure were observed. The resulting candidates show the superior catalytic activity over that supported on the unmodified alumina, and reach the highest in the optimized sample RuPd/HTC-Al2O 3-1. This promotion and optimization effect could be ascribed to the improved dispersion and more supply of hydrogen and acid sites especially with medium strength.
Preparation method of 1, 4-cyclohexanedimethanol
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Paragraph 0025; 0030-0116, (2021/08/14)
The invention discloses a preparation method of 1, 4-cyclohexanedimethanol, which is characterized by comprising the following steps of: preparing a supported palladium-based catalyst by using an impregnation method or a liquid phase reduction method, preparing a copper-based catalyst by using a coprecipitation method, mixing the two catalysts, adding a mixture and dimethyl terephthalate into a 1, 4-dioxane solvent, and carrying out a catalytic hydrogenation reaction for preparing CHDM by a one-pot method under electromagnetic stirring, and filtering out the catalyst after the reaction is finished to obtain the product 1, 4-cyclohexanedimethanol. Compared with the prior art, the method has the advantages of good low-temperature reaction activity, high product selectivity and the like, under optimized conditions, the conversion rate of DMT reaches 100%, the yield of CHDM reaches 91% or above, and the research and application field of the reaction of generating CHDM through DMT liquid-phase hydrogenation is further widened.
Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids
Shinde, Sunil B.,Deshpande, Raj M.
, p. 1137 - 1142 (2019/04/05)
Hydrogenation of aromatic dicarboxylic acids gave 100 % selectivity to respective cyclohexane dicarboxylic acid with 5 % Pd/C catalyst. 5 % Ru/C catalyst was observed to give over hydrogenation products at 493 K and at lower temperature (453 K) the selectivity for cyclohexane dicarboxylic acids was increased. Hydrogenation of phthalic acid with Ru-Sn/Al2O3 catalyst was observed to give phthalide instead of 1,2-benzene dimethanol or 2-hydroxy methyl benzoic acid. Ru-Sn/Al2O3 catalyst selectively hydrogenated the carboxylic group of cyclohexane dicarboxylic acids to give cyclohexane dimethanol. Use of proper catalysts and reaction conditions resulted in desired products.
