Method for preparing hydroxybutanone from cellulose

A technology of hydroxybutanone and cellulose, which is applied in the field of preparation of hydroxybutanone, can solve problems such as lack of methods, and achieve the effect of simple process and high conversion rate

Active Publication Date: 2020-03-27
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But similar cellulose is converted directly to four carbons (C 4 ) compounds lack of methods, higher yields to obtain 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone have not been reported

Method used

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  • Method for preparing hydroxybutanone from cellulose
  • Method for preparing hydroxybutanone from cellulose
  • Method for preparing hydroxybutanone from cellulose

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1, hydrolyzing cellulose to produce 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone

[0027] Place 1g of microcrystalline cellulose in a 100ml reaction kettle filled with sufficient water (40ml), add 0.3gWO 3 Catalyst and 0.1 g of Ru / ZrO with 3% loading 2 Catalyst, filled with H 2 , the pressure in the reactor was 40atm, heated to 240°C, and reacted for 30 minutes.

[0028] According to the following method, the conversion rate of cellulose, the yield of 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone were detected:

[0029] The mass of the unreacted cellulose was weighed on a balance, and the remaining mass was 0 g, indicating that the cellulose had been completely converted after 30 minutes of reaction. The reaction product was analyzed and quantified by high performance liquid phase (Shimadazu LC-20A HPLC; separation column: BioRad Carbonhydrate HPX-87C; analysis conditions: mobile phase: water: acetonitrile (3:2), 65°C, 0.3ml / min) , the results show t...

Embodiment 2

[0038] Embodiment 2, hydrolyzing cellulose to produce 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone

[0039] 1g of microcrystalline cellulose (microcrystalline cellulose, available from Alfa Aesar) was placed in a 100ml reaction kettle filled with sufficient water (40ml), and 0.3g WO 3 Catalyst and 0.1 g of Pt / TiO with a loading of 3% 2 Catalyst, filled with H 2 , the pressure in the reactor was 40atm, heated to 240°C, and reacted for 30 minutes.

[0040] According to the following method, the conversion rate of cellulose, the yield of 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone were detected:

[0041] The mass of unreacted cellulose was weighed on a balance, and it was 0 g. The reaction product was analyzed and quantified by high performance liquid phase (Shimadazu LC-20A HPLC; separation column: BioRad Carbonhydrate HPX-87C; analysis conditions: mobile phase: water: acetonitrile (3:2), 65°C, 0.3ml / min) , the results show that in HPLC analysis, the retention time of...

Embodiment 3

[0050] Embodiment 3, hydrolyzing cellulose to produce 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone

[0051] 1g of microcrystalline cellulose (microcrystalline cellulose, available from Alfa Aesar) was placed in a 100ml reaction kettle filled with sufficient water (40ml), and 0.3g WO 3 Catalyst and 0.1 g of Pt / Al with 3% loading 2 o 3 Catalyst, filled with H 2 , the pressure in the reactor was 40atm, heated to 240°C, and reacted for 30 minutes.

[0052] According to the following method, the conversion rate of cellulose, the yield of 1-hydroxyl-2-butanone and 3-hydroxyl-2-butanone were detected:

[0053] The mass of unreacted cellulose was weighed on a balance, and it was 0 g. The reaction product was analyzed and quantified by high performance liquid phase (Shimadazu LC-20A HPLC; separation column: BioRad Carbonhydrate HPX-87C; analysis conditions: mobile phase: water: acetonitrile (3:2), 65°C, 0.3ml / min) , the results show that in HPLC analysis, the retention time of ...

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Abstract

The invention provides a method for preparing hydroxybutanone from cellulose. The preparation method comprises the following steps: putting cellulose into water, and reacting in a hydrogen atmosphereunder the action of a catalyst to obtain 1-hydroxy-2-butanone and 3-hydroxy-2-butanone. The catalyst is composed of a component A and a component B, wherein the component A is a tungsten-based compound (a main active component), and the component B is prepared by loading one or more of transition metals of groups 8, 9 and 10, such as iron, cobalt, nickel, ruthenium, rhodium, palladium, iridium andplatinum on one or more porous materials as a second metal component. The catalyst can realize efficient, high-selectivity and high-yield catalytic conversion of cellulose into 1-hydroxy-2-butanone under the hydrothermal conditions that the temperature is 200-260 DEG C and the initial pressure of a reaction system is 20-80atm. Compared with an existing industrial synthesis route of 1-hydroxy-2-butanone taking 1, 2-butanediol as a reaction raw material, the method provided by the invention has the advantages that the raw material is a renewable resource, the reaction process is green and environment-friendly, and the additional economic value of the product is high.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a method for preparing hydroxybutanone from cellulose. Background technique [0002] Biomass, as a widespread renewable carbon resource, is considered to be an alternative to fossil resources for the production of liquid fuels and chemicals. In biomass, cellulose is the main component, and its efficient conversion is the key to biomass utilization. Cellulose is a macromolecule formed by the polymerization of glucose through glycosidic bonds. Depolymerizing it into small molecular weight platform molecules and converting them into other important chemicals is a feasible route for cellulose conversion. [0003] Polyols are regarded as an important class of platform molecules for cellulose conversion, and currently there are limited methods for synthesizing polyols from cellulose. The existing methods mainly focus on the production of six-carbon polyols such as sorbito...

Claims

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Application Information

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IPC IPC(8): C07C45/00C07C49/17B01J23/652B01J23/888
CPCC07C45/00B01J23/30B01J23/462B01J23/6527B01J23/002B01J23/42B01J23/44B01J23/755B01J23/888B01J23/8474B01J23/468B01J23/835B01J23/75B01J35/19C07C49/17
Inventor 刘海超陈超
Owner PEKING UNIV
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