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Comprehensive utilization method of hexachloroethane

A technology of hexachloroethane and glycerin, which is applied in dehalogenation preparation, organic chemistry, halogen introduction preparation, etc. It can solve the problems of poor selectivity, harsh equipment requirements, and difficult separation, so as to increase added value and solve the three wastes problem. Effect

Active Publication Date: 2015-04-29
JIANGSU YANGNONG CHEM GROUP +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The above three U.S. patents all use high-temperature cracking technology to comprehensively utilize hexachloroethane. High-temperature cracking has two main disadvantages: ①, high cracking reaction temperature, and harsh equipment requirements; ②, many cracking products, poor selectivity, and difficult separation

Method used

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  • Comprehensive utilization method of hexachloroethane
  • Comprehensive utilization method of hexachloroethane
  • Comprehensive utilization method of hexachloroethane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Add 150g of hexachloroethane, 600g of toluene, 0.75g of 5% palladium carbon catalyst (dry basis), 35g of glycerin and 0.8g of adipic acid into a 2L autoclave. After feeding, replace with 0.4MPa hydrogen for 3-4 times, carry out reaction at 100°C and 1.0MPa hydrogen pressure, keep heat and pressurize for 4 hours, then lower the temperature. The palladium-carbon catalyst was separated by filtration, and the reaction solution was divided into a 45.8g glycerin layer and a 712g solvent layer, wherein the content of pentachloroethane (after deducting the solvent) in the solvent layer was about 92.57wt%, about 5.64wt% for tetrachlorethylene, and about 5.64wt% for trichloroethylene. Ethane is about 1.02wt%; in the glycerin layer (after deducting the solvent), the content of dichloropropanol is 92.14wt%, and the content of monochloropropanediol is 6.59wt%.

Embodiment 2

[0017] Add 150g of hexachloroethane, 600g of ethanol, 1g of 5% palladium carbon catalyst (dry basis), 40g of glycerol and 1.2g of glutaric acid into a 2L autoclave. After feeding, replace with 0.4MPa hydrogen for 3-4 times, carry out reaction at 120°C and 1.0MPa hydrogen pressure, keep heat and pressurize for 4 hours, then lower the temperature. The palladium-carbon catalyst was separated by filtration, and the reaction solution was divided into a 51.2g glycerol layer and a 715.1g solvent layer, wherein the content of pentachloroethane (after deducting the solvent) in the solvent layer was 91.24wt%, tetrachloroethylene 6.34wt%, trichloroethylene Alkanes 1.57wt%; in the glycerol layer (after deducting the solvent), the content of dichloropropanol is 93.57wt%, and the content of monochloropropanediol is 4.69wt%.

Embodiment 3

[0019] 120 g of hexachloroethane, 500 g of ethyl acetate, 12 g of Raney nickel catalyst (dry basis), 30 g of glycerin and 1.5 g of acetic acid were added to a 2L autoclave. After feeding, replace with 0.4MPa hydrogen for 3-4 times, carry out the reaction at 110°C and 0.8MPa hydrogen pressure, keep the temperature and pressurize for 4 hours, then lower the temperature. The nickel catalyst was separated by filtration, and the reaction liquid was divided into a 39.8g glycerol layer and a 598.6g solvent layer, wherein the content of pentachloroethane (after deducting the solvent) in the solvent layer was 92.34wt%, tetrachloroethylene 6.59wt%, trichloroethane 0.67wt%; in the glycerol layer (after deducting the solvent), the content of dichloropropanol is 94.57wt%, and the content of monochloropropanediol is 3.67wt%.

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Abstract

The invention relates to a comprehensive utilization method of a dichloroethane chlorination byproduct namely hexachloroethane. The comprehensive utilization method comprises the following steps: adding a hexachloroethane solution, glycerin, a hydrogenation catalyst and a chlorination catalyst into a high-pressure kettle; after feeding is finished, performing hydrodechlorination and glycerin chlorination reaction at the same time at certain temperature and under certain hydrogen pressure; after reaction is finished, maintaining the temperature for 4h, and then reducing the temperature to the room temperature; performing filtering separation to obtain the hydrogenation catalyst, layering reaction liquid to obtain a solvent layer and a glycerin layer, wherein the solvent layer contains a solvent, pentachloroethane, pentachloroethane and trichloroethane, and the glycerin layer contains the glycerin, dichloropropanol, water, the chlorination catalyst and monochlorohydrin.

Description

technical field [0001] The invention relates to a comprehensive utilization method of hexachloroethane, a by-product of dichloroethane chlorination. Background technique [0002] Hexachloroethane, also known as perchloroethane, is a compound formed by replacing all the hydrogen atoms in the ethane molecule with chlorine, with the molecular formula CCl3CCl3. Hexachloroethane has camphor aroma and can be directly sublimated without melting; melting point is 186-187°C (in sealed tube), boiling point is 186°C (777 mm Hg), relative density is 2.091; it is insoluble in water, soluble in ethanol, ether, Benzene, chloroform and other organic solvents. It can be used as a lubricating oil additive, and can also be used in the manufacture of insecticides, insect repellents, smoke screens, etc. [0003] The chlorination of dichloroethane generally produces a mixture of tetrachloroethane, pentachloroethane and hexachloroethane, of which tetrachloroethane and pentachloroethane are mainl...

Claims

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Application Information

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IPC IPC(8): C07C19/043C07C17/23C07C31/42C07C29/62
Inventor 丁克鸿孙诚徐林顾志强李明曹美荣马庆炎王敏娟
Owner JIANGSU YANGNONG CHEM GROUP
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