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Method for preparing olefin by catalyzing dehydration and deoxidation of polyhydroxy compound with organic molybdenum

A polyhydroxy compound, catalyzing polyhydroxyl technology, applied in the preparation of organic compounds, elimination of hydroxyl groups, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problems of limited polyols, easy sublimation, and high price , to reduce costs

Inactive Publication Date: 2020-06-09
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there are only a few noble metal catalysts that can catalyze the dehydration and deoxygenation of vicinal diols to olefins, such as rhenium-based catalysts, but the disadvantages of rhenium, such as very little crust content, high price and easy sublimation, limit the industrial application of polyol deoxygenation and dehydration reactions.

Method used

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  • Method for preparing olefin by catalyzing dehydration and deoxidation of polyhydroxy compound with organic molybdenum
  • Method for preparing olefin by catalyzing dehydration and deoxidation of polyhydroxy compound with organic molybdenum
  • Method for preparing olefin by catalyzing dehydration and deoxidation of polyhydroxy compound with organic molybdenum

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Embodiment approach

[0103] According to one embodiment of the present application, the method for preparing olefins by using organic molybdenum to catalyze the deoxygenation and dehydration of vicinal diols is characterized in that: the use of cheap non-noble metal molybdenum as a catalyst.

[0104] Optionally, the organic ligands of the organomolybdenum catalyst include one or more of monodentate and multidentate ligands containing nitrogen, sulfur, oxygen, and phosphorus, and the molybdenum source includes: MoO 2 (acac) 2 ,MoO 2 Cl 2 , Ammonium heptamolybdate, molybdenum trioxide, sodium molybdate, etc. The molybdenum source and the organic ligand of the molybdenum-based catalyst come from a wide range of sources and are easy to obtain. The molybdenum-based catalyst is used in an amount of 1-20 mol%, preferably 0.5-15 mol%, and most preferably 3-10 mol%, of the raw material polyol.

[0105] Alternatively, compounds containing vicinal diol structures are substrates.

[0106] Optionally, use...

Embodiment 1

[0110] Embodiment 1 Preparation of nitrogen-containing organic ligand molybdenum-based catalyst

[0111] use, MoO 2 (acac) 2 It is the precursor of molybdenum (0.2mmol), dissolved in 20mL of methanol. At the same time, phenanthroline (0.25 mol) was dissolved in 20 mL of methanol. After completely dissolving, the methanol solution of the molybdenum precursor was added dropwise to the methanol solution of the nitrogen-containing ligand, and aged at room temperature for 24 hours. Suction filtration, washing with methanol, vacuum drying at room temperature, grinding, the code is Mo-phen.

[0112] Put 0.25mmol substrate tartaric acid, 10mol% Mo-phen (relative to the substrate), and 5mL n-butanol in a 38mL pressure-resistant tube, in a 160°C oil bath, and react for 20h. After the reaction, put it in ice Cool down to room temperature in a water bath. Get reaction solution 1.15mL, add internal standard durene 1mL (the acetonitrile solution of 0.005g / mL durene, quantitative analysi...

Embodiment 2

[0114] Embodiment 2 nitrogen-containing, the preparation of oxygen organic ligand molybdenum-based catalyst

[0115] Use MoO 2 (acac) 2 It is the precursor of molybdenum (0.2mmol), dissolved in 20mL of methanol. At the same time, 8-hydroxyquinoline (0.25mmol) was dissolved in 20mL of methanol, and after being completely dissolved, the MoO 2 (acac) 2The methanol solution was poured into the methanol solution of 8-hydroxyquinoline, aged at room temperature for 24h. Suction filtration, washing with methanol, vacuum drying at room temperature, grinding, the code is MoO 2 (oxine) 2 . Use FITR, UV-Vis, NMR, XRD, SEM, TEM, X-ray single crystal diffraction to analyze its composition, structure and morphology. The results show that the catalyst is a single crystal with a prism-like structure stacked in layers.

[0116] typical, figure 1 for MoO 2 (oxine) 2 The scanning electron microscope photo, from the figure can be seen layer upon layer of prism-like.

[0117] figure 2...

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Abstract

The invention discloses a method for preparing olefin by catalyzing dehydration and deoxidation of a polyhydroxy compound with organic molybdenum. The method comprises the following steps: reacting apolyhydroxy compound-containing raw material in the presence of an organic molybdenum-based catalyst to obtain olefin. According to the method, compounds containing nitrogen, sulfur, oxygen, phosphorus and other monodentate and polydentate coordination groups are used as organic ligands, and a series of organic molybdenum catalysts are prepared and used for catalyzing a deoxidation and dehydrationreaction of vicinal diol. The invention provides a cheap non-noble metal molybdenum-based catalyst, wherein the cost is greatly reduced.

Description

technical field [0001] The application relates to a method for preparing olefins by organomolybdenum-catalyzed dehydration and deoxygenation of polyhydroxy compounds, which belongs to the field of catalytic preparation of olefins. Background technique [0002] Research and development of renewable biomass energy is of great significance to the sustainable development of society. Biomass has the characteristics of huge reserves and recyclable regeneration. As the main component of biomass, lignocellulose is composed of cellulose (50-70%), hemicellulose (10-40%), lignin (10-30%), etc., among which cellulose, hemicellulose Cellulose can be obtained as sugars such as glucose and xylose through hydrolysis or fermentation. These molecules contain a large number of oxygen atoms. Most of the oxygen atoms must be removed to use sugars and their sugar derivatives as chemicals and liquids. Fuel etc. used. [0003] The deoxygenation dehydration (DODH) method to generate carbon-carbon...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/377C07C57/15C07C57/16C07C67/317C07C69/60C07C69/602C07C29/60C07C33/035B01J31/22
CPCB01J31/1805B01J31/183B01J31/2208B01J31/226B01J2531/0213B01J2531/64C07C29/60C07C51/377C07C67/317C07C57/15C07C57/16C07C69/60C07C69/602C07C33/035
Inventor 路芳姜慧芳卢锐司晓勤徐杰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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