Dehalogenation and degradation method for halogenated aromatic compound

A technology for aromatic compounds and dehalogenation, which is applied in the preparation of organic compounds, preparation of amino compounds, chemical instruments and methods, etc. It can solve the problems of large equipment investment, long process flow, poor selectivity and safety, and achieve safety High performance, high reactivity, improved selectivity and toxicity resistance

Inactive Publication Date: 2016-02-03
QUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The above methods all remove the halogen atoms on the aromatic ring through catalytic hydrogenation, which can achieve the purpose of reducing compound pollution, and the treated pollutants can realize resource reuse, but using H 2 The catalytic hydrogenation technology as a reducing agent has disadvantages such as selectivity and poor safety, and requires independent hydrogen production, hydrogen storage or hydrogen transmission equipment, long process flow and large equipment investment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] (1) Catalyst 1% (wt) Pd / La-Al 2 o 3 preparation of

[0026] 1.59gLa(NO 3 ) 3 ·6H 2 O (purity 98%) is impregnated to 50g Al in equal volume 2 o 3 above, soaked overnight, dried at 100°C for 5h, and fired at 300°C for 5h to obtain La-Al 2 o 3 . 0.85gPdCl 2 (Purity is 98%) After dissolving with appropriate amount of water, impregnated into La-Al 2 o 3 After soaking for 2 hours, adjust the pH value of the solution to 9 with NaOH, continue stirring and soaking overnight, and then wash the solution with distilled water to neutrality. Then dry at 110°C for 5h, and bake at 300°C for 5h to get Pd / La-Al 2 o 3 catalyst.

[0027] (2) Pd / La-Al 2 o 3 Catalytic dechlorination of 2,4,6-trichloroaniline

[0028] Add 1% (wt) Pd / La-Al obtained in step (1) into a 300ml reactor 2 o 3 Catalyst 1g, using H 2 After replacing the air in the kettle for 3 times, the temperature was raised to 180 ° C, and the 2 The atmosphere was maintained for 2h. After the catalyst is degas...

Embodiment 2

[0030] (1) Preparation of catalyst Pd / Ba-MgO

[0031] 2.86gBa(NO 3 ) 2 Equal volume was impregnated on 50g MgO, dried at 120°C for 3h after impregnated overnight, and baked at 500°C for 8h to obtain Ba-MgO. Then 7.50gPdCl 2 After dissolving, impregnate it on Ba-MgO, adjust the pH value of the solution to 9 with NaOH after impregnating for 3 hours, continue stirring and impregnating overnight, and then wash the solution with distilled water until neutral. Then dried at 120°C for 3h, and calcined at 500°C for 8h to obtain a Pd / La-MgO catalyst.

[0032] (2) Pd / Ba-MgO catalyzed debromination of 1,3,5-tribromobenzene

[0033] Add 1 g of the prepared Pd / Ba-MgO catalyst in a 300ml reactor, raise the temperature to 100°C, and 2 The atmosphere was maintained for 1h. After the catalyst was reduced and degassed, 70g (2.18mol) of methanol, 80g of water and 1g (0.003mol) of 1,3,5-tribromobenzene were added to the kettle. After the reaction temperature rises to 50°C, adjust the press...

Embodiment 3

[0035] Using the same operating method as in Example 1 (1) and (2), the difference is that the reaction temperature in Example 1 (2) is 190°C, the reaction time is 22h, and the reaction pressure is 1MPa. After analysis: 2,4, The conversion rate of 6-trichloroaniline is 100%, the selectivity of 2,4-dichloroaniline is 76.5%, and the selectivity of o-chloroaniline is 13.2%.

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PUM

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Abstract

The invention relates to a dehalogenation and degradation method for a halogenated aromatic compound. The method includes the steps that the halogenated aromatic compound is used as raw materials, alcohol is used as a hydrogen source, and water is used as a solvent; under the action of a supported catalyst, a reaction is performed for 5-50 h at the temperature being 30-260 DEG C under the pressure ranging from 1 MPa to 10 MPa, and the halogenated aromatic compound is subjected to water-phase hydrogen production in-situ dehalogenation and degradation, wherein a benzene ring of the halogenated aromatic compound at least contains one F or Cl or Br or I substituent group, the supported catalyst is formed by active components and a carrier, the active components are composed of mixtures of transitional metal and other metal, the transitional metal is one of Rh, Pd, Pt and Ni, the other metal includes one of Se, Ca, Ba, La and Ce, and the carrier is one of active carbon, kieselguhr, zeolite, gamma-Al2O3, AlF3 and MgO. Active hydrogen is prepared to directly participate in the reaction through in-situ catalysis instead of directly using H2 as a reducing agent. Thus, the dehalogenation and degradation method has the beneficial effects of being high in reaction activity, selectivity and security, environment-friendly and the like, and having the good application prospect.

Description

technical field [0001] The invention relates to a dehalogenation degradation method of halogenated aromatic compounds, in particular to a dehalogenation degradation method of halogenated aromatic compounds with high reactivity, high selectivity and high safety. Background technique [0002] Almost all chlorinated aromatic hydrocarbons and their derivatives are toxic and difficult to degrade, and are listed as environmental priority pollutants controlled by the US EPA. Polyhalogenated aromatic compounds are chemically stable, easy to accumulate in organisms, and have "carcinogenic, teratogenic, and mutagenic" effects. Once discharged into the environment, they are difficult to be degraded and can spread in the food chain, posing a great threat to humans. The production capacity of aromatic halide series products in my country accounts for more than half of the world's total production capacity, and its production and application have a significant impact on my country's pharm...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A62D3/34A62D3/37B01J23/63B01J23/58B01J23/44C07C211/52C07C209/74C07C25/02C07C17/23C07C25/13A62D101/22A62D101/26
Inventor 谢建伟
Owner QUZHOU UNIV
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