13679-43-1Relevant academic research and scientific papers
Method for high-5-MFA efficiency synthesis of TiB from BMFM environment-friendly environment (by machine translation)
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Paragraph 0012; 0023-0043, (2019/11/21)
The invention relates to the technical field of biomass conversion, and in particular relates to a method 5 - for (5 - MFA) efficiently synthesizing) bis ((5 - pentamethyl furan-2-(BMFM) based) methane in non-catalytic participation in 5 - MFA a reaction vessel in the following steps: cooling the organic phase to room temperature after the reaction time is cooled to room temperature BMFM 81%. The method has the advantages that the reaction conditions are very mild, the technological operation is very simple, the product is very easy to separate, green and high-efficiency conversion of biomass resources is achieved in industrial production, and meanwhile environmental problems caused in the process are avoided. (by machine translation)
Catalyst-free synthesis of biodiesel precursors from biomass-based furfuryl alcohols in the presence of H2O and air
Qin, Shengxiang,Li, Teng,Zhang, Man,Liu, Hongyu,Yang, Xin,Rong, Nianxin,Jiang, Jun,Wang, Yalin,Zhang, Hua,Yang, Weiran
, p. 6326 - 6334 (2019/12/03)
Production of biodiesel from biomass resources usually requires elongation of carbon numbers from typical C5 and C6 platform molecules through C-C coupling reactions, which were catalyzed by acid, base or metal catalysts traditionally. Herein, a catalyst-free method was developed to produce bis(furan-2-yl)methane derivatives (BFMs) from furfuryl alcohol derivatives (FAs) in the presence of H2O and air without any other additional catalysts. An 81% yield of bis(5-methylfuran-2-yl)methane (BMFM) can be obtained from 5-methylfurfuryl alcohol (5-MFA) and a 59% total yield of C11 biodiesel was obtained from 5-methylfurfural (5-MF). In addition, a H2O and air mediated free radical decarboxylation mechanism was proposed based on the detailed mechanistic studies. This strategy offers a green, low-cost and environmentally friendly approach to synthesize biodiesel precursors from biomass based platform molecules.
A two-phase system for the clean and high yield synthesis of furylmethane derivatives over -SO3H functionalized ionic liquids
Shinde,Rode
, p. 4804 - 4810 (2017/10/19)
A new and effective unique two-phase reaction system is investigated for the high yield production of tri(furyl)methane from furfural and furan. This strategy includes the use of an acidic aqueous phase (water + -SO3H functionalized IL) and furan phase, which significantly suppresses polymer formation, thereby increasing the yield of tri(furyl)methane. Furan serves as a reactant as well as an extraction solvent for the recovery of the condensation products. For comparison, different -SO3H functionalized ionic liquids are prepared and their performances evaluated for the condensation of furan and furfural. The ionic liquids with alkyl chain linkers are found to be more effective and acidic than those with imidazolium linked N-sulfonic acids. In addition, an increase in carbon chain length between imidazole/tri-ethylamine/pyridine and -SO3H, increases the catalytic activity of the respective ionic liquids. Among the several prepared ionic liquids, the strongly acidic imidazolium based butylsulfonic acid 6 shows the best activity with a maximum condensation product yield of 84%. This strategy offers a significantly high yield of the condensation products of furan and furfural compared to the traditional mineral acid route. The activity and stability of the -SO3H functionalized 6 is confirmed from seven successful recycles, in which there is no reduction in its activity. Finally, this new strategy is successfully extended for the condensation of furan derivatives (e.g. furan and 2-methylfuran) with several different aldehydes, ketones and alcohols.
Switchable synthesis of 2,5-dimethylfuran and 2,5-dihydroxymethyltetrahydrofuran from 5-hydroxymethylfurfural over Raney Ni catalyst
Kong, Xiao,Zhu, Yifeng,Zheng, Hongyan,Dong, Fang,Zhu, Yulei,Li, Yong-Wang
, p. 60467 - 60472 (2015/02/19)
Raney-type metals (Cu, Co and Ni) were employed to catalyze hydrogenation of 5-hydroxymethylfurfural. Switchable synthesis of 2,5-dimethylfuran and 2,5-dihydroxymethyltetrahydrofuran was achieved with 96% and 88.5% yield respectively over Raney Ni, demonstrating high feasibility for industrialization. The excellent yields can be explained by the fact that Raney Ni facilitates the hydrogenation reaction but has limited deoxygenation ability at low temperature, while high temperature promotes the deoxygenation step. The reaction pathway was analyzed by time course experiments and HMF hydrogenation over model catalysts was performed. The reaction mechanism related to the respective catalytic sites was discussed and proposed, which has great implications in the design of efficient and non-noble metal catalysts.
Mechanistic study of a one-step catalytic conversion of fructose to 2,5-dimethyltetrahydrofuran
Grochowski, Matthew R.,Yang, Weiran,Sen, Ayusman
, p. 12363 - 12371 (2013/01/14)
Carbohydrates, such as fructose, can be fully dehydroxylated to 2,5-dimethyltetrahydrofuran (DMTHF), a valuable chemical and potential gasoline substitute, by the use of a dual catalytic system consisting of HI and RhX 3 (X=Cl, I). A mechanistic study has been carried out to understand the roles that both acid and metal play in the reaction. HI serves a two-fold purpose: HI acts as a dehydration agent (loss of 3 H2O) in the initial step of the reaction, and as a reducing agent for the conjugated carbinol group in a subsequent step. I2 is formed in the reduction step and metal-catalyzed hydrogenation reforms HI. The rhodium catalyst, in addition to catalyzing the reaction of iodine with hydrogen, functions as a hydrogenation catalyst for C=O and C=C bonds. A general mechanistic scheme for the overall reaction is proposed based on identification of intermediates, independent reactions of the intermediates, and deuterium labeling studies. Copyright
Electrochemical Reduction of Furan Derivatives Derived from Biomass
Lund, Torben,Lund, Henning
, p. 429 - 436 (2007/10/02)
5-Hydroxymethyl-2-furancarboxaldehyde and 5-chloromethyl-2-furancarboxaldehyde have been reduced electrochemically at 0.2 V (SCE) to 5-methyl-2-furancarboxaldehyde in a two-phase system, the aqueous phase being 6 M hydrochloric acid containing 1 M sodium iodide and the organic phase dichloromethane or dichloromethane (75percent) diethyl ether (25percent).Further reduction (-0.6 to -0.8 V) gave a mixture of 2,5-hexanedione, 1,2-bis(5-methyl-2-furyl)ethene, and bis(5-methyl-2-furyl)methane, together with polymerization products. 2-Furanemethanol could be reduced to 2-methylfuran and 5,5-bis(5-methyl-2-furyl)-2-pentanone.Reaction schemes have been proposed for the formation of these compounds.
