A kind of chlorinated aromatic compound (r 1 -x m ) dechlorination method

Abstract

Provided is a dechlorination method of a chloro-substituted aromatic compound (R 1-X m) using copper as a catalyst, comprising using R 1-X m as a substrate, adding R 2(OH) n, an alkaline substance with a pH value greater than 7, and a copper catalyst to form a mixture, in which R 1 is a substituted or unsubstituted aromatic group, X is a chloride ion, m is a positive integer, R 2 is methyl, and n is 1; stirring the mixture; and heating the mixture to perform a hydrogenation reaction to obtain R 1-X m', in which m' is less than m, and m' is an integer.

Description

technical field

[0001] The present invention relates to a kind of chlorinated aromatic compound (R 1 -X m ) dechlorination method. Background technique

[0002] The chemical properties of polychlorobenzene compounds and their derivatives are stable, and they are easy to accumulate in organisms. Once it enters the environment, it will pose a long-term threat to human beings and the ecological environment. It has been listed as one of the pollutants that are prioritized for global environmental control. However, polychlorobenzene by-products, including trichlorobenzene and tetrachlorobenzene, are unavoidably generated in current industrial production. The annual output of polychlorobenzene by-products is more than 10,000 tons, which not only pollutes the environment but also takes up space, coupled with high processing costs, it becomes a great burden in industrial production.

[0003] Low-chlorine aromatics are chemical raw materials, organic synthesis intermediates and o...

Examples

Embodiment 1

[0047] According to the dechlorination kit and method provided by the present invention, in 100mL polytetrafluoroethylene lining, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 0.8g NaOH to get mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 130° C. for 80 minutes. After the reaction, the reaction product was analyzed by gas chromatography, such as figure 1 As shown, the peaks a, b, c, d, and e from left to right in the figure represent benzene, chlorobenzene, m-dichlorobenzene, o-dichlorobenzene, and 1,2,3-trichlorobenzene respectively. The conversion rate of 1,2,3-trichlorobenzene is 90%, and the selectivity of dichlorobenzene is 88%. The reaction result shows that the dechlorination kit provided by the present invention has high selectivity.

Embodiment 2

[0049] According to the dechlorination kit and method provided by the present invention, in a 100-mL polytetrafluoroethylene liner, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 0.8g NaOH mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 180° C. for 30 minutes. After the reaction, the reaction product was analyzed by gas chromatography. As a result, the conversion rate of 1,2,3-trichlorobenzene was 100%, and the selectivity of dichlorobenzene was 79%.

Embodiment 3

[0051] According to the dechlorination kit and method provided by the present invention, in a 100-mL polytetrafluoroethylene liner, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 1.12g KOH mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 130° C. for 60 minutes. After the reaction, the reaction product was analyzed by gas chromatography. As a result, the conversion rate of 1,2,3-trichlorobenzene was 93%, and the selectivity of dichlorobenzene was 89%.

technical field

[0001] The present invention relates to a kind of chlorinated aromatic compound (R 1 -X m ) dechlorination method. Background technique

[0002] The chemical properties of polychlorobenzene compounds and their derivatives are stable, and they are easy to accumulate in organisms. Once it enters the environment, it will pose a long-term threat to human beings and the ecological environment. It has been listed as one of the pollutants that are prioritized for global environmental control. However, polychlorobenzene by-products, including trichlorobenzene and tetrachlorobenzene, are unavoidably generated in current industrial production. The annual output of polychlorobenzene by-products is more than 10,000 tons, which not only pollutes the environment but also takes up space, coupled with high processing costs, it becomes a great burden in industrial production.

[0003] Low-chlorine aromatics are chemical raw materials, organic synthesis intermediates and o...

Examples

Embodiment 1

[0047] According to the dechlorination kit and method provided by the present invention, in 100mL polytetrafluoroethylene lining, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 0.8g NaOH to get mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 130° C. for 80 minutes. After the reaction, the reaction product was analyzed by gas chromatography, such as figure 1 As shown, the peaks a, b, c, d, and e from left to right in the figure represent benzene, chlorobenzene, m-dichlorobenzene, o-dichlorobenzene, and 1,2,3-trichlorobenzene respectively. The conversion rate of 1,2,3-trichlorobenzene is 90%, and the selectivity of dichlorobenzene is 88%. The reaction result shows that the dechlorination kit provided by the present invention has high selectivity.

Embodiment 2

[0049] According to the dechlorination kit and method provided by the present invention, in a 100-mL polytetrafluoroethylene liner, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 0.8g NaOH mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 180° C. for 30 minutes. After the reaction, the reaction product was analyzed by gas chromatography. As a result, the conversion rate of 1,2,3-trichlorobenzene was 100%, and the selectivity of dichlorobenzene was 79%.

Embodiment 3

[0051] According to the dechlorination kit and method provided by the present invention, in a 100-mL polytetrafluoroethylene liner, add 10mL methanol, 0.9073g 1,2,3-trichlorobenzene as a substrate, 292mg Cu catalyst, 1.12g KOH mixture. The mixture was stirred evenly, placed in a high-pressure reactor, and hydrogenated at 130° C. for 60 minutes. After the reaction, the reaction product was analyzed by gas chromatography. As a result, the conversion rate of 1,2,3-trichlorobenzene was 93%, and the selectivity of dichlorobenzene was 89%.

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