42027-23-6Relevant academic research and scientific papers
An In-Situ Self-regeneration Catalyst for the Production of Renewable Penta-1,3-diene
Feng, Ruilin,Qi, Yanlong,Liu, Shijun,Cui, Long,Dai, Quanquan,Bai, Chenxi
supporting information, p. 9495 - 9498 (2021/05/27)
Catalyst deactivation is a problem of great concern for many heterogeneous reactions. Here, an urchin-like LaPO4 catalyst was easily developed for pentane-2,3-diol dehydration; it has an impressive ability to restore the activity in situ by itself during the reaction, accounting for its high stability. This facilitates the efficient production of renewable penta-1,3-diene from pentane-2,3-dione via a novel approach, where penta-2,3-diol was obtained as an intermediate in 95 % yield under mild conditions.
Synthesis method of pentanediol and synthesis method for preparing biomass-based linear pentadiene based on lactic acid conversion
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Paragraph 0204; 0207-0208; 0211; 0214-0215; 0218; 0221-0222, (2021/05/19)
The invention provides a method for synthesizing pentanediol. The method comprises the following steps: carrying out hydrogenation reaction on a mixed solution obtained by mixing pentanedione, a hydrogenation catalyst and an organic solvent in a hydrogen-containing atmosphere to obtain the pentanediol. According to the invention, a large amount of cheap and easily available bio-based chemical lactic acid can be utilized to obtain pentanediol, and linear pentadiene is further obtained; the raw materials are from renewable resources, and linear pentadiene is obtained through the following steps: (1) condensing lactic acid to prepare pentanedione, (2) hydrogenating pentanedione to prepare pentanediol, and (3) dehydrating pentanediol to obtain linear pentadiene; linear pentadiene, especially 1, 3-pentadiene, is prepared from lactic acid through a process route of condensation, hydrogenation and dehydration; and a green and sustainable linear pentadiene synthesis method based on bio-based chemical conversion is provided, and is simple to operate, short in process, free of harsh experimental conditions, easy to prepare raw materials and catalysts, and has a large-scale synthesis prospect.
Hydrodeoxygenation of C4-C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst
Betchaku, Mii,Cao, Ji,Liu, Lujie,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi,Yabushita, Mizuho
supporting information, p. 5665 - 5679 (2021/08/16)
The hydrodeoxygenation of erythritol, xylitol, and sorbitol was investigated over a Pt-WOx/SiO2 (4 wt% Pt, W/Pt = 0.25, molar ratio) catalyst. 1,4-Butanediol can be selectively produced with 51% yield (carbon based) by erythritol hydrodeoxygenation at 413 K, based on the selectivity over this catalyst toward the regioselective removal of the C-O bond in the -O-C-CH2OH structure. Because the catalyst is also active in the hydrodeoxygenation of other polyols to some extent but much less active in that of mono-alcohols, at higher temperature (453 K), mono-alcohols can be produced from sugar alcohols. A good total yield (59%) of pentanols can be obtained from xylitol, which is mainly converted to C2 + C3 products in the literature hydrogenolysis systems. It can be applied to the hydrodeoxygenation of other sugar alcohols to mono-alcohols with high yields as well, such as erythritol to butanols (74%) and sorbitol to hexanols (59%) with very small amounts of C-C bond cleavage products. The active site is suggested to be the Pt-WOx interfacial site, which is supported by the reaction and characterization results (TEM and XAFS). WOx/SiO2 selectively catalyzed the dehydration of xylitol to 1,4-anhydroxylitol, whereas Pt-WOx/SiO2 promoted the transformation of xylitol to pentanols with 1,3,5-pentanetriol as the main intermediate. Pre-calcination of the reused catalyst at 573 K is important to prevent coke formation and to improve the reusability.
Synthesis of α-hydroxy ketones and vicinal (R, R)-diols by Bacillus clausii DSM 8716T butanediol dehydrogenase
Bongaerts, Johannes,Jablonski, Melanie,Kipp, Carina Ronja,Molinnus, Denise,Muschallik, Lukas,Pohl, Martina,Sch?ning, Michael J.,Selmer, Thorsten,Siegert, Petra,Wagner, Torsten
, p. 12206 - 12216 (2020/04/20)
α-hydroxy ketones (HK) and 1,2-diols are important building blocks for fine chemical synthesis. Here, we describe the R-selective 2,3-butanediol dehydrogenase from B. clausii DSM 8716T (BcBDH) that belongs to the metal-dependent medium chain dehydrogenases/reductases family (MDR) and catalyzes the selective asymmetric reduction of prochiral 1,2-diketones to the corresponding HK and, in some cases, the reduction of the same to the corresponding 1,2-diols. Aliphatic diketones, like 2,3-pentanedione, 2,3-hexanedione, 5-methyl-2,3-hexanedione, 3,4-hexanedione and 2,3-heptanedione are well transformed. In addition, surprisingly alkyl phenyl dicarbonyls, like 2-hydroxy-1-phenylpropan-1-one and phenylglyoxal are accepted, whereas their derivatives with two phenyl groups are not substrates. Supplementation of Mn2+ (1 mM) increases BcBDH's activity in biotransformations. Furthermore, the biocatalytic reduction of 5-methyl-2,3-hexanedione to mainly 5-methyl-3-hydroxy-2-hexanone with only small amounts of 5-methyl-2-hydroxy-3-hexanone within an enzyme membrane reactor is demonstrated.
Method for synthesizing o-glycol compounds by virtue of bifunctional characteristic catalyst
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Paragraph 0034-0035; 0036-0037; 0039-0045, (2018/04/26)
The invention belongs to the technical field of organic chemical synthesis and particularly relates to a method for synthesizing o-glycol compounds by virtue of a bifunctional characteristic catalyst.The o-glycol compounds are prepared from olefin and an oxidizing agent through reaction under the effect of the bifunctional characteristic catalyst, wherein the bifunctional characteristic catalystcontains the following components in percentage by mass: 25%-75% of a titanium silicalite molecular sieve, 20%-70% of nano-silicon dioxide and 5%-10% of heteropolyacid. The method provided by the invention has the beneficial effects that a process for synthesizing o-glycol by virtue of a traditional two-step method is simplified; the catalyst can still remain good catalytic performance under a long-period operation condition in the method, the raw material conversion rate is high, and the yields of the o-glycol compounds are high; and the olefin raw material conversion rate is 80.2%-94.6%, andthe selectivity of o-glycol generated through reaction is 85.7%-96.3%.
Method for synthesizing vicinal diol compound by virtue of one-step process
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Paragraph 0032-0041, (2018/04/26)
The invention belongs to the technical field of organic chemical synthesis, and in particular relates to a method for synthesizing a vicinal diol compound by virtue of a one-step process. The vicinaldiol compound is obtained by carrying out reaction on olefin and an oxidizing agent in presence of a bifunctional catalyst, wherein the bifunctional catalyst comprises 25-75% of titanium silicalite molecular sieves, 20-70% of nano alumina and 3-8% of boric oxide in percentage by mass with the titanium silicalite molecular sieves, nano alumina and boric oxide as the benchmarks. The method for synthesizing the vicinal diol compound has the advantages that the traditional two-step vicinal diol synthesis technology is simplified; in the synthetic method, a catalyst still maintains good catalytic performance under long-period operation condition, raw material conversion rate is high, and yield of the vicinal diol compound is high; and olefin raw material conversion rate is 80.2-94.6%, and vicinal diol reaction generation selectivity is 85.7-96.3%.
Investigation of the Reaction Pathways of Biomass-Derived Oxygenate Conversion into Monoalcohols in Supercritical Methanol with CuMgAl-Mixed-Metal Oxide
Galebach, Peter H.,Thompson, Sean,Wittrig, Ashley M.,Buchanan, J. Scott,Huber, George W.
, p. 4007 - 4017 (2018/11/23)
Reaction pathways for the conversion of cellulose into C2–C6 monoalcohols by supercritical methanol depolymerization and hydrodeoxygenation (SCM-DHDO) over a CuMgAl oxide catalyst have been elucidated using a range of model compounds. SCM-DHDO of intermediate oxygenates including glycerol, methyl lactate, and 1,2-ethanediol produces similar products as those produced from the SCM-DHDO of cellulose. The pathway to C2–C6 monoalcohols occurs through rapid C?C coupling reactions between methanol and diols followed by C?C scission between vicinal alcohol groups to produce two monoalcohols. Methyl-branched monoalcohols are produced through a methyl shift in a secondary diol followed by dehydration. Esters are produced by dehydrogenative coupling between an adsorbed methoxy and a primary alcohol. Both dehydrogenation to a ketone and esterification to a methyl ester are in equilibrium with the corresponding alcohol and were reversible. Dehydration of diols is the slowest observed reaction and not a main pathway to monoalcohols. SCM-DHDO of glucose, dihydroxyacetone, and cellulose all produced similar high molecular weight species indicating that condensation of intermediates can produce undesired side products.
Method for synthesizing vicinal diol compound which takes hydrocarbon epoxide as raw material
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Paragraph 0027-0028; 0032; 0037, (2017/08/03)
The present invention discloses a method for preparing a vicinal diol compound which takes a hydrocarbon epoxide as a raw material. The method takes the hydrocarbon epoxide as the raw material and takes an anion exchange resin as a catalyst. The vicinal diol compound is prepared by using a fixed bed continuous hydrolysis reaction technology. The anion exchange resin is a halogen-substituted macroporous polystyrene-divinyl benzene quaternary ammonium salt type anion exchange resin. The synthesis method is simple, the catalyst can be used many times, the raw material conversion rate is high, and the yield of the vicinal diol compound is high.
Method for preparing vicinal diol compound through ring-opening reaction
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Paragraph 0015; 0031; 0033; 0036, (2017/03/28)
The present invention discloses a method for preparing a vicinal diol compound through a ring-opening reaction. The method takes a hydrocarbons epoxide as a raw material and takes an anion exchange resin as a catalyst. The vicinal diol compound is prepared by using a fixed bed continuous hydrolysis reaction technology. The anion exchange resin is a halogen-substituted macroporous polystyrene-divinyl benzene quaternary ammonium salt type anion exchange resin. The synthesis method is simple, the catalyst can be used many times, the raw material conversion rate is high, and the yield of the vicinal diol compound is high.
Method for synthesizing ortho-diol compound by using macroporous anion exchange resin as catalyst
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Paragraph 0024; 0025; 0026; 0028; 0029; 0030-0035, (2017/05/27)
The invention discloses a method for synthesizing an ortho-diol compound by using macroporous anion exchange resin as a catalyst. According to the method, hydrocarbon epoxide is used as a raw material, the anion exchange resin is used as the catalyst, and a fixed bed continuous hydrolysis reaction technology is adopted for preparing the ortho-diol compound; the anion exchange resin is halogen ortho-substituted macroporous polystyrene-divinyl benzene quaternary phosphonium salt type anion exchange resin. The synthesis method is simple, the catalyst can be used repeatedly, the conversion rate of the raw material is high, and the yield of the ortho-diol compound is high.
