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Method for preparing 1,4-pentanediol through direct hydrogenation of levulinic acid by using copper-based catalyst

A copper-based catalyst, a technology of levulinic acid, applied in the chemical industry, can solve the problems of harsh reaction conditions, high cost, restriction and the like, and achieve the effects of low cost, good selectivity and simple synthesis method

Active Publication Date: 2018-01-19
NANCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Levulinate and γ-valerolactone are mainly produced from biomass hydrolysis product levulinic acid, and the separate production process increases the manufacturing cost of 1,4-pentanediol
The production of 1,4-pentanediol by catalytic hydrogenation of levulinic acid is extremely harsh. At present, only noble metal catalysts can be used. The limitation of reaction conditions and the expensive cost of noble metal catalysts restrict the production of 1,4-pentanediol. mass production
However, so far, there have been no reports on the production of 1,4-pentanediol with high-efficiency, recyclable and cheap non-precious metal catalysts.

Method used

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  • Method for preparing 1,4-pentanediol through direct hydrogenation of levulinic acid by using copper-based catalyst
  • Method for preparing 1,4-pentanediol through direct hydrogenation of levulinic acid by using copper-based catalyst
  • Method for preparing 1,4-pentanediol through direct hydrogenation of levulinic acid by using copper-based catalyst

Examples

Experimental program
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Effect test

Embodiment 1

[0017] Preparation of catalyst 30% FeCuB: 30% means that the molar ratio of iron to total metal (iron + copper) is 30%. Prepare a salt solution A containing 1.01g of iron nitrate nonahydrate, 5.45g of copper nitrate trihydrate and 250ml of water. Protected by nitrogen gas, placed in an ice-water bath, mechanically stirred vigorously. Prepare a reducing agent mixed solution B comprising 3.79 g of sodium borohydride, 0.4 g of sodium hydroxide and 50 ml of water. Add the prepared reducing agent mixture B to the salt solution A dropwise with a peristaltic pump for 1.5 hours. After the dropwise addition, continue to react for 2 hours to wait for sufficient reduction. The reacted product was subjected to suction filtration, five times with deionized water and three times with absolute ethanol. The obtained catalyst 30% FeCuB was kept in absolute ethanol.

[0018] Analysis: by X-ray Diffraction (XRD), Transmission Electron Microscopy (TEM), and N 2 The 30%FeCuB sample was characte...

Embodiment 2

[0021] Preparation of catalyst 20% FeCuB: prepare salt solution A containing 4.04 g of iron nitrate nonahydrate, 9.67 g of copper nitrate trihydrate and 500 ml of water. Protected by nitrogen gas, placed in an ice-water bath, mechanically stirred vigorously. A reducing agent mixed solution B containing 7.57 g of sodium borohydride, 0.8 g of sodium hydroxide and 100 ml of water was prepared. Add the prepared reducing agent mixture B to the salt solution A dropwise with a peristaltic pump for 1.5 hours. After the dropwise addition, continue to react for 2 hours to wait for sufficient reduction. The reacted product was subjected to suction filtration, five times with deionized water and three times with absolute ethanol. The resulting catalyst 20% FeCuB was kept in absolute ethanol.

[0022] Levulinic acid hydrogenation activity test: 0.3g of levulinic acid, 0.1g of 20% FeCuB catalyst, and 15ml of ethanol were put into the polytetrafluoroethylene lining of the autoclave. After...

Embodiment 3

[0024] Preparation of catalyst 40% FeCuB: prepare salt solution A containing 4.03 g of iron nitrate nonahydrate, 3.62 g of copper nitrate trihydrate and 250 ml of water. Protected by nitrogen gas, placed in an ice-water bath, mechanically stirred vigorously. A reducing agent mixed solution B containing 3.78 g of sodium borohydride, 0.4 g of sodium hydroxide and 50 ml of water was prepared. Add the prepared reducing agent mixture B to the salt solution A dropwise with a peristaltic pump for 1.5 hours. After the dropwise addition, continue to react for 2 hours to wait for sufficient reduction. The reacted product was subjected to suction filtration, five times with deionized water and three times with absolute ethanol. The resulting catalyst 40% FeCuB was kept in absolute ethanol.

[0025] Levulinic acid hydrogenation activity test: put 0.3g of levulinic acid, 0.1g of 40% FeCuB catalyst, and 15ml of 1,4-dioxane into the polytetrafluoroethylene lining of the autoclave. After t...

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Abstract

The invention relates to a method for preparing 1,4-pentanediol through direct hydrogenation of levulinic acid by using a copper-based catalyst. The method comprises: in the presence of the copper-based catalyst of 1,4-pentanediol, directly mixing a reaction solvent and a reactant 1,4-pentanediol, introducing hydrogen gas, and carrying out a one-pot hydrogenation reaction to obtain 1,4-pentanediol. Compared to the method in the prior art, the method of the present invention has the following advantages that the novel cheap non-precious metal copper-based catalyst is prepared, the synthesis method is simple, the cost is low, the method is non-toxic and harmless, the method is suitable for large-scale production, and the obtained catalyst has magnetic property, is easily recovered after theuse, can be recycled, can efficiently achieve the direct hydrogenation conversion of levulinic acid into 1,4-pentanediol, and has good selectivity, wherein the total yield of the 1,4-pentanediol can be up to 85%, and it is show that the synthesis process method has high potential economic value.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and relates to the composition and preparation method of a novel copper-based hydrogenation catalyst for the synthesis of 1,4-pentanediol, and the direct synthesis of 1,4-pentanediol from levulinic acid by using the catalyst method of preparation. Background technique [0002] As an important material basis for human survival and development, fossil resources have supported the progress of human civilization and economic and social development for nearly 200 years from the 19th century to the 20th century. They are not only the most important energy consumed by human beings, but also the raw materials of various chemicals that meet the daily needs of human beings. However, due to the non-renewability of fossil resources and the huge consumption of them by humans, fossil energy is gradually being exhausted. In order to solve the energy crisis, many scientific researchers are devoting t...

Claims

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Application Information

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IPC IPC(8): B01J23/745C07C29/149C07C31/20
CPCY02P20/52
Inventor 赵丹陈博连危洁丁顺民邓圣军肖卫明陈超张宁
Owner NANCHANG UNIV