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A composite catalytic material, preparation method and application in in situ dehydrogenation reaction-mediated preparation of 2,5-dimethylfuran

A technology of dimethylfuran and catalytic materials, applied in catalyst activation/preparation, chemical instruments and methods, organic compound/hydride/coordination complex catalysts, etc., can solve the problem of poor solubility and atom utilization, target product Problems such as low selectivity, industrial application limitations, etc., achieve the effect of being conducive to separation and recovery, avoiding the use of reaction solvents, and strong magnetic separation characteristics

Active Publication Date: 2021-08-13
HUAIYIN TEACHERS COLLEGE
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Problems solved by technology

[0004] Chinese patents CN103554066A, CN104557802A, CN105251491A, CN105032427A, CN105597771A, CN106279075A and CN108863996A disclose a method for preparing 2,5-dimethylfuran by hydrodeoxygenation of 5-hydroxymethylfurfural. The method uses hydrogen as a hydrogen source. The solubility and atom utilization in different solvents are poor, and there are great safety hazards in the process of storage, transportation and use
[0005] Chinese patent CN108047174A and Angewandte Chemie International Edition (2010, 49: 6616-6618), ChemSusChem (2012, 5: 1826-1833), Fuel (2017, 187: 159-166) disclose a kind of 5-hydroxymethylfurfural transfer A method for preparing 2,5-dimethylfuran by hydrogenation. This method uses formic acid as a hydrogen source. Due to the strong acidity and corrosiveness of formic acid, its industrial application has been greatly restricted.
[0006] Chinese patent CN108586392A and Green Chemistry (2012, 14: 2457-2461), ChemSusChem (2013, 6: 1158-1162), ChemSusChem (2013, 7: 268-275), CatalysisScience & Technology (2015, 5: 1463-1472) , Applied Catalysis A: General (2019, 570: 245-250) discloses a method for preparing 2,5-dimethylfuran by transfer hydrogenation of 5-hydroxymethylfurfural, although the method uses non-corrosive methanol, ethanol Or isopropanol as a hydrogen donor, but methanol requires a high critical temperature (up to 300 ° C) and the selectivity of the target product is low during the reaction process, while the products after hydrogen transfer of ethanol and isopropanol are prone to reverse reactions and During the reaction process, a large amount of inert gas needs to be filled to maintain high pressure
In addition, in the catalytic reaction process used in the patent CN108586392A, it is first necessary to dehydrogenate methanol to generate hydrogen, and then carry out catalytic hydrogenation reaction on the generated hydrogen, which still has a high safety risk

Method used

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  • A composite catalytic material, preparation method and application in in situ dehydrogenation reaction-mediated preparation of 2,5-dimethylfuran
  • A composite catalytic material, preparation method and application in in situ dehydrogenation reaction-mediated preparation of 2,5-dimethylfuran
  • A composite catalytic material, preparation method and application in in situ dehydrogenation reaction-mediated preparation of 2,5-dimethylfuran

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preparation example Construction

[0050] The preparation method of above-mentioned composite catalytic material, comprises the steps:

[0051] Step 1, preparation of magnetic carrier: FeSO 4 ·7H 2 O and FeCl 3 ·6H 2 O was dissolved in deionized water, and NH was added dropwise 3 ×H 2 0, and carry out a temperature rise reaction, the precipitate obtained by the reaction is separated, and after washing, a magnetic carrier is obtained;

[0052] Step 2, polymer loading on the surface of the magnetic carrier: disperse the magnetic material in an organic solvent containing the third active metal chloride to obtain a mixed solution; then add the mixed solution dropwise to the N,N- adding triethylamine dropwise to the dimethylformamide solution, performing the reaction, then aging, washing and drying the precipitate to obtain a magnetic inorganic-organic hybrid polymer carrier;

[0053] Step 3, loading of the active center: the magnetic inorganic organic hybrid polymer carrier is dispersed in the deionized water...

Embodiment 1

[0066] Preparation of magnetic inorganic-organic hybrid polymer-supported active bimetallic catalyst: (1) 5 mmol FeSO 4 ·7H 2 O and 10 mmol FeCl 3 ·6H 2 O was added to 200mL sonicated deoxygenated deionized water, and stirred under nitrogen protection until the solids were completely dissolved; (2) Slowly add NH 3 ×H 2 O until the pH value is about 10, and the reaction temperature is increased to 80 ° C and continued to stir for 1 h; (3) The reaction mixture is cooled to room temperature, and the black precipitate is collected with the help of a strong magnet, and ultrasonic deoxygenated deionized water is used for It was washed until the pH value was 7; (4) 1g of the washed black precipitate was resuspended in 400mL containing 15mmol ZrCl 4 (5) Slowly add 400mL N,N-dimethylformamide solution containing 20mmol iminodiacetic acid to the above mixture, And 120 mmol triethylamine was added dropwise within 1 hour; (6) The reaction mixture was stirred at room temperature for 3...

Embodiment 2

[0070] Preparation of magnetic inorganic-organic hybrid polymer-supported active bimetallic catalyst: (1) 5 mmol FeSO 4 ·7H 2 O and 10 mmol FeCl 3 ·6H 2 O was added to 200mL sonicated deoxygenated deionized water, and stirred under nitrogen protection until the solids were completely dissolved; (2) Slowly add NH 3 ×H 2 O until the pH value is about 10, and the reaction temperature is increased to 80 ° C and continued to stir for 1 h; (3) The reaction mixture is cooled to room temperature, and the black precipitate is collected with the help of a strong magnet, and ultrasonic deoxygenated deionized water is used for It was washed until the pH value was 7; (4) 1g of the washed black precipitate was resuspended in 400mL containing 15mmol HfCl 4 (5) Slowly add 400mL of N,N-dimethylformamide containing 20mmol 2,6-dihydroxyisonicotinic acid to the above mixture Diethyl formamide solution, and 120 mmol triethylamine was added dropwise within 1 hour; (6) The reaction mixture was ...

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Abstract

A composite catalytic material, a preparation method and an application in the preparation of 2,5-dimethylfuran mediated by in-situ dehydrogenation and hydrogenation coupling reactions. The catalytic material is composed of active bimetallic and magnetic inorganic-organic hybrid polymer supports with Lewis acidic sites and Brϕnsted acidic sites, and has strong 1,4‑butanediol dehydrogenation ability and 5‑hydroxymethyl Furfural-based hydrogenation ability; the adopted segmental temperature control method can selectively control the catalytic performance and synergistic effect of active bimetallic and magnetic inorganic-organic hybrid polymer carriers, effectively avoid the formation of by-products, and increase the yield of target products , has a good potential for industrial application.

Description

technical field [0001] The invention belongs to the field of biomass energy chemical industry, and specifically relates to a composite catalytic material, a preparation method and an application in the preparation of 2,5-dimethylfuran mediated by an in-situ dehydrogenation reaction. Background technique [0002] With the increasingly prominent contradiction between the supply and demand of fossil resources and the increasingly serious environmental pollution, lignocellulose, as a biomass resource with a wide range of sources, abundant reserves and low price, has attracted more and more attention from many researchers at home and abroad. In recent years, 5-Hydroxymethylfurfural obtained from lignocellulose through directional transformation has been considered as a very important platform compound, and the U.S. Department of Energy listed it as one of the top ten platform compounds based on biomass resources, because Various high value-added chemicals, fuels and materials can...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/28B01J37/03C07D307/36
CPCB01J31/28B01J35/0033B01J37/031C07D307/36
Inventor 胡磊陈珊吴真许家兴贺爱永蒋叶涛王晓宇
Owner HUAIYIN TEACHERS COLLEGE
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