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Preparation method of N-doped carbon material using cyclodextrin

A technology of cyclodextrin and azacarbon, which is applied in the field of preparation of azacarbon materials, can solve the problems of affecting product selectivity, increasing production costs, metal residues, etc., and achieves reasonable pore size, large specific surface area, and high product yield Effect

Inactive Publication Date: 2016-12-21
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this process mostly uses metal-loaded catalysts such as palladium, platinum, and nickel. The use of these metals increases the production cost to a certain extent, and causes metal residues in the product at the same time. See 1) Wang J.-Q.; Ge D .-H.; Cao X.-Q.; Tang M.-H.; Pan Y.; Gu H.-W.; .; Zhou C.-S.; Zhao H.-X.; Wang R.-H.; Nano Res.,2015,8(3):709-721; 3) Liu W.-J.; Tian K.; Jiang H.; Green Chem, 2015, 17, 821-826
In addition, this process is used for the reduction of multi-substituted nitroaromatic compounds, which will produce a large number of side reactions and affect the selectivity of products, see Feng W.-H.; Dong H.-X.; Niu L.-B.; Wen X.; Huo L.; Bai G.-Y.; J. Mater. Chem. A, 2015, 3, 19807-19814

Method used

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Examples

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Effect test

Embodiment 1

[0021] A preparation method of an azacarbon material constructed by cyclodextrin, the steps are as follows:

[0022] 1) Add 1.14g of β-cyclodextrin and 0.11g of melamine into 5.14g, 2.7wt% sulfuric acid solution respectively, and stir evenly at room temperature to obtain a mixed solution;

[0023] 2) Add 1 g of ordered mesoporous silicon material SBA-15 to the above mixture, stir evenly, raise the temperature to 100°C, keep for 6h, then raise the temperature to 160°C, keep for 6h, and obtain a black solid a;

[0024] 3) Add 0.73g of β-cyclodextrin and 0.07g of melamine into 5.09g of 1.8wt% sulfuric acid solution respectively, stir evenly, add the above black solid a, raise the temperature to 100°C, keep for 6h, then raise the temperature to 160°C, Keep for 6h to obtain black solid b;

[0025] 4) The black solid b was placed in a nitrogen-protected tube furnace and raised to 600°C at 1°C / min, kept for 3 hours, then raised to 900°C at 5°C / min, kept for 4 hours, cooled to room t...

Embodiment 2

[0032] A preparation method of an azacarbon material constructed by cyclodextrin is the same as in Example 1; the prepared azacarbon material is used for the reduction reaction of nitroaromatics, and the method is basically the same as in Example 1, except that: The nitroaromatics is nitrobenzene, and the filtrate is analyzed by gas chromatography to obtain that the conversion rate of nitrobenzene is greater than 99%, and the selectivity of aniline is greater than 99%.

Embodiment 3

[0034] A preparation method of an azacarbon material constructed by cyclodextrin is the same as in Example 1; the prepared azacarbon material is used for the reduction reaction of nitroaromatics, and the method is basically the same as in Example 1, except that: The nitroaromatics is 4-methylnitrobenzene, and the filtrate is analyzed by gas chromatography to obtain that the conversion rate of 4-methylnitrobenzene is greater than 99%, and the selectivity of 4-methylaniline is greater than 99%.

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Abstract

A preparation method of an N-doped carbon material using cyclodextrin comprises the following steps: 1) adding beta-cyclodextrin and melamine into an sulfuric acid solution to obtain a mixed liquor; 2) adding an ordered meso-porous silicon material SBA-15, heating and reacting to obtain a black solid a; 3) adding beta-cyclodextrin and melamine into the sulfuric acid solution, adding the above black solid a, heating and reacting to obtain a black solid b; and 4) roasting the black solid b in a nitrogen atmosphere, cooling to room temperature, grinding into powder, adding the powder into a NaOH solution and carrying out a reflux reaction, washing a filter cake with water until a filtrate is neutral, and drying to prepare the N-doped carbon material. The prepared N-doped carbon material using cyclodextrin is used for reduction of nitro-aromatic compounds. The invention has the following advantages: the process of the preparation method is simple; raw materials are cheap and easily available; the obtained material has large specific surface area, reasonable pore diameter and good selectivity; and yield of the product is high. The invention provides a green and efficient technology for preparation of arylamine compounds.

Description

technical field [0001] The invention belongs to the field of metal-free catalysis, and relates to a preparation method of an azacarbon material constructed by cyclodextrin. technical background [0002] As an important chemical intermediate, aromatic amines are widely used in the fields of medicine, pigments, pesticides, additives and dyes, and their synthesis methods have attracted much attention. See 1) Li Y.; Zhou Y.-X.; Ma X.; Jiang H.-L,; Chem.Commun., 2016, 52, 4199-4202; 2) Abdullsev M.-G.; Gebekova Z.-G.; Petrol.Chem., 2016, 56(2) :146-150. At present, people tend to synthesize aromatic amines by reduction of nitroaromatics. There are three reduction methods: metal reduction, electrolytic reduction and catalytic hydrogenation reduction, see 1) Pélisson C.-H.; Audrey D.-N. ; Roucoux A.; ACS Sustainable Chem. Eng., 2016, 4, 1834-1839; 2) Mondal J.; Kundu S.-K.; Hung Ng W.-K.; Singuru R.; Borah P.; Hirao H.; Zhao Y.-L.; Bhaumik A.; Chem. Eur. J., 2015, 21, 19016-1902...

Claims

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Application Information

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IPC IPC(8): B01J27/24B01J35/10C07C209/36C07C211/47C07C211/46C07C213/02C07C215/76
CPCC07C209/36C07C213/02B01J27/24B01J35/617B01J35/647C07C211/47C07C211/46C07C215/76
Inventor 刘育田军陈湧王丽华
Owner NANKAI UNIV