871-83-0Relevant academic research and scientific papers
Production of liquid hydrocarbon fuels with acetoin and platform molecules derived from lignocellulose
Zhu, Chenjie,Shen, Tao,Liu, Dong,Wu, Jinglan,Chen, Yong,Wang, Linfeng,Guo, Kai,Ying, Hanjie,Ouyang, Pingkai
supporting information, p. 2165 - 2174 (2016/04/19)
Acetoin, a novel C4 platform molecule derived from new ABE (acetoin-butanol-ethanol) type fermentation via metabolic engineering, was used for the first time as a bio-based building block for the production of liquid hydrocarbon fuels. A series of diesel or jet fuel range C9-C14 straight, branched, or cyclic alkanes were produced in excellent yields by means of C-C coupling followed by hydrodeoxygenation reactions. Hydroxyalkylation/alkylation of acetoin with 2-methylfuran was investigated over a series of solid acid catalysts. Among the investigated candidates, zirconia supported trifluoromethanesulfonic acid showed the highest activity and stability. In the aldol condensation step, a basic ionic liquid [H3N+-CH2-CH2-OH][CH3COO-] was identified as an efficient and recyclable catalyst for the reactions of acetoin with furan based aldehydes. The scope of the process has also been studied by reacting acetoin with other aldehydes, and it was found that abnormal condensation products were formed from the reactions of acetoin with aromatic aldehydes through an aldol condensation-pinacol rearrangement route when amorphous aluminium phosphate was used as a catalyst. And the final hydrodeoxygenation step could be achieved by using a simple and handy Pd/C + H-beta zeolite system, and no or a negligible amount of oxygenates was observed after the reaction. Excellent selectivity was also observed using the present system, and the clean formation of hydrocarbons with a narrow distribution of alkanes occurred in most cases.
Br?nsted Acid-Catalyzed Transfer Hydrogenation of Imines and Alkenes Using Cyclohexa-1,4-dienes as Dihydrogen Surrogates
Chatterjee, Indranil,Oestreich, Martin
supporting information, p. 2463 - 2466 (2016/06/09)
Cyclohexa-1,4-dienes are introduced to Br?nsted acid-catalyzed transfer hydrogenation as an alternative to the widely used Hantzsch dihydropyridines. While these hydrocarbon-based dihydrogen surrogates do offer little advantage over established protocols in imine reduction as well as reductive amination, their use enables the previously unprecedented transfer hydrogenation of structurally and electronically unbiased 1,1-di- and trisubstituted alkenes. The mild procedure requires 5.0 mol % of Tf2NH, but the less acidic sulfonic acids TfOH and TsOH work equally well.
B(C6F5)3-Catalyzed Transfer of Dihydrogen from One Unsaturated Hydrocarbon to Another
Chatterjee, Indranil,Qu, Zheng-Wang,Grimme, Stefan,Oestreich, Martin
supporting information, p. 12158 - 12162 (2015/10/12)
A transition-metal-free transfer hydrogenation of 1,1-disubstituted alkenes with cyclohexa-1,4-dienes as the formal source of dihydrogen is reported. The process is initiated by B(C6F5)3-mediated hydride abstraction from the dihydrogen surrogate, forming a Bronsted acidic Wheland complex and [HB(C6F5)3]-. A sequence of proton and hydride transfers onto the alkene substrate then yields the alkane. Although several carbenium ion intermediates are involved, competing reaction channels, such as dihydrogen release and cationic dimerization of reactants, are largely suppressed by the use of a cyclohexa-1,4-diene with methyl groups at the C1 and C5 as well as at the C3 position, the site of hydride abstraction. The alkene concentration is another crucial factor. The various reaction pathways were computationally analyzed, leading to a mechanistic picture that is in full agreement with the experimental observations.
Effects of oxidant acid treatments on carbon-templated hierarchical SAPO-11 materials: Synthesis, characterization and catalytic evaluation in n-decane hydroisomerization
Bértolo, Raquel,Silva, Jo?o M.,Ribeiro, Filipa,Maldonado-Hódar, Francisco J.,Fernandes, Auguste,Martins, Angela
, p. 230 - 237 (2014/12/10)
Hierarchical SAPO-11 was synthesized using a commercial Merck carbon as template. Oxidant acid treatments were performed on the carbon matrix in order to investigate its influence on the properties of SAPO-11. Structural, textural and acidic properties of the different materials were evaluated by XRD, SEM, N2 adsorption, pyridine adsorption followed by IR spectroscopy and thermal analyses. The catalytic behavior of the materials (with 0.5 wt.% Pt, introduced by mechanic mixture with Pt/Al2O3), were studied in the hydroisomerization of n-decane. The hierarchical samples showed higher yields in monobranched isomers than typical microporous SAPO-11, as a direct consequence of the modification on both porosity and acidity, the later one being the most predominant.
PdAu alloy nanoparticles encapsulated by PPI-g-MWCNTs as a novel catalyst for chemoselective hydrogenation of alkenes under mild conditions
Shaabani, Ahmad,Mahyari, Mojtaba
, p. 1277 - 1284 (2014/01/06)
The synthesis, characterization and catalytic applications of bimetallic PdAu encapsulated on polypropylene imine grafted multi-wall carbon nanotubes hybrid materials have been reported. The results show that the catalyst induces a highly activity and chemoselective hydrogenation of less hindered alkenes to the corresponding alkanes using hydrogen gas in environmentally friendly solvents H2O/EtOH at 50 °C with high yields. The characterization of catalyst was confirmed by FT-IR, transmission electron microscopy, X-ray photoelectron spectroscopy, and X-ray powder diffraction.
Solvent-free synthesis of C10 and C11 branched alkanes from furfural and methyl isobutyl ketone
Yang, Jinfan,Li, Ning,Li, Guangyi,Wang, Wentao,Wang, Aiqin,Wang, Xiaodong,Cong, Yu,Zhang, Tao
, p. 1149 - 1152 (2013/07/26)
Our best results jet: C10 and C11 branched alkanes, with low freezing points, are synthesized through the aldol condensation of furfural and methyl isobutyl ketone from lignocellulose, which is then followed by hydrodeoxygenation. These jet-fuel-range alkanes are obtained in high overall yields (≈90 %) under solvent-free conditions. Copyright
High-performance ring-opening catalysts based on iridium-containing zeolite Beta in the hydroconversion of decalin
Santi, Dominic,Holl, Tobias,Calemma, Vincenzo,Weitkamp, Jens
, p. 46 - 57 (2013/06/04)
Decalin was converted in a flow-type reactor under a hydrogen pressure of 5.2 MPa on Ir/H,A-Beta zeolite catalysts, where A stands for an alkali metal cation. In one series of catalysts, the Ir content was 3 wt.%, and the nature of A was varied from lithi
METHOD TO CONVERT FERMENTATION MIXTURE INTO FUELS
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Page/Page column 78-79, (2013/02/27)
The present disclosure provides methods to produce ketones suitable for use as fuels and lubricants by catalytic conversion of an acetone-butanol-ethanol (ABE) fermentation product mixture that can be derived from biomass.
New zeolite Al-COE-4: Reaching highly shape-selective catalytic performance through interlayer expansion
Yilmaz, Bilge,Müller, Ulrich,Feyen, Mathias,Zhang, Haiyan,Xiao, Feng-Shou,De Baerdemaeker, Trees,Tijsebaert, Bart,Jacobs, Pierre,De Vos, Dirk,Zhang, Weiping,Bao, Xinhe,Imai, Hiroyuki,Tatsumi, Takashi,Gies, Hermann
, p. 11549 - 11551 (2013/01/15)
A ferrierite-type layered aluminosilicate, Al-RUB-36, was prepared for the first time and its interlayer expansion resulted in new zeolite catalysts denoted Al-COE-3 and Al-COE-4. Decane hydroconversion tests demonstrated the highly active and shape-selective nature of the new Al-COE-4 catalyst with an unprecedented isomerization yield, highlighting the potential of this material as a hydroisomerization catalyst. This is the first report on achieving shape-selectivity via interlayer expansion. The Royal Society of Chemistry 2012.
Al-RUB-41: A shape-selective zeolite catalyst from a layered silicate
Yilmaz, Bilge,Mueller, Ulrich,Tijsebaert, Bart,Vos, Dirk De,Xie, Bin,Xiao, Feng-Shou,Gies, Hermann,Zhang, Weiping,Bao, Xinhe,Imai, Hiroyuki,Tatsumi, Takashi
supporting information; experimental part, p. 1812 - 1814 (2011/03/22)
A new zeolite catalyst, Al-RUB-41, was synthesized for the first time. It was tested as a catalyst in methanol amination, and showed a shape-selective performance that results in a highly favorable product distribution. The shape-selective nature was also evidenced by using Pt-Al-RUB-41 as a bifunctional catalyst for decane hydroconversion. With its unique pore architecture and remarkable shape-selective character, Al-RUB-41 presents a significant commercial potential in industrial catalysis.
