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A method for selective separation of phenolic compounds in coal direct conversion liquid oil

A phenolic compound and selective technology, applied in the field of coal chemical industry, can solve the problems of complex preparation process of extractant, serious pollution, harsh equipment, etc., and achieve the effect of avoiding phenol-containing wastewater, simple preparation process and less entrainment

Active Publication Date: 2020-08-21
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The present invention aims at the problems of using acid-base corrosion equipment, serious pollution, harsh equipment, low extraction rate and complicated extraction agent preparation process in the existing separation method of phenolic compounds and oil products, and adopts a deep eutectic solvent that meets the requirements of green chemical industry for extraction. Separation of phenolic compounds in coal direct liquefaction oil

Method used

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  • A method for selective separation of phenolic compounds in coal direct conversion liquid oil
  • A method for selective separation of phenolic compounds in coal direct conversion liquid oil

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Weigh 6.7 g of choline chloride and 3.0 g of ethylene glycol (the molar ratio of choline chloride to ethylene glycol is 1:1) in a 50 ml Erlenmeyer flask with a cover, and stir at 70°C for 25 min to form a colorless Transparent liquid, namely deep eutectic solvent. Weigh 4.5 g of phenol, 8.1 g of toluene, and 2.4 g of n-hexane into a beaker to prepare a model oil with a phenol mass fraction of 30%.

[0031] The model oil was added to the prepared deep eutectic solvent (the molar ratio of deep eutectic solvent to phenol was 2:1), stirred at 35°C for 45 min, and allowed to stand to separate into layers. The upper oil phase was removed, weighed, and the mass concentrations of phenol and toluene in the upper oil phase were measured by GC. The extraction rate of phenol was calculated to be 99.2%, and the entrained amount of toluene was 6.7%.

Embodiment 2

[0033] Weigh 6.7 g of choline chloride and 6.4 g of malic acid (the molar ratio of choline chloride to malic acid is 1:1) in a 50 ml Erlenmeyer flask with a cover, and stir at 90 °C for 90 min to form a colorless liquid. That is, the deep eutectic solvent. Weigh 3.8 g phenol, 8.8 g toluene, and 2.4 g n-hexane into a beaker to prepare a model oil with a phenol mass fraction of 25%.

[0034] Add the model oil into the prepared deep eutectic solvent (the molar ratio of deep eutectic solvent to phenol is 2:1), stir at 35°C for 45 min, and let stand to separate layers. The upper oil phase was removed, weighed, and the mass concentrations of phenol and toluene in the upper oil phase were measured by GC, and the extraction rate of phenol was calculated to be 94.3%, and the entrained amount of toluene was 8.5%.

Embodiment 3

[0036] Weigh 6.7 g of choline chloride and 3.0 g of monoethanolamine (the molar ratio of choline chloride and monoethanolamine is 1:1) in a 50 ml Erlenmeyer flask with a cover, and stir at 75°C for 60 min to form a colorless liquid. That is, the deep eutectic solvent. Weigh 3.8 g phenol, 8.8 g toluene, and 2.4 g n-hexane into a beaker to prepare a model oil with a phenol mass fraction of 25%.

[0037] Add the model oil into the prepared deep eutectic solvent (the molar ratio of deep eutectic solvent to phenol is 2:1), stir at 35°C for 45 min, and let stand to separate layers. The upper oil phase was removed, weighed, and the mass concentrations of phenol and toluene in the upper oil phase were measured by GC, and the extraction rate of phenol was calculated to be 99.0%, and the entrained amount of toluene was 18.5%.

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Abstract

A method for selective separation of phenolic compounds in coal direct conversion liquid oil, belongs to the technical field of coal chemical industry, and can solve the problems that in the prior artseparation methods of the phenolic compounds and oils use acids and bases so as to cause equipment corrosion and serious pollution, need rigorous equipment, and have low extraction rates and complexpreparation process of extractants. The method includes the following steps: preparing a low eutectic solvent from choline chloride and a hydrogen bond donor; adding the low eutectic solvent into model oil or the coal direct conversion liquid oil with the phenolic compounds to form an extraction layer insoluble in an oil phase; adding a back-extractant into the extraction layer for reverse extraction and recovering of the phenolic compounds; removing few entrained organic matters from the obtained low-eutectic solvent insoluble in ethers by vacuum distillation; and distilling and separating the back-extractant and the phenolic compounds. The low eutectic solvent and the back-extractant both can be recycled in the separation process. The low eutectic solvent used in the method is simple toprepare, green and non-toxic, and has low production cost. The method has high extraction rate of the phenolic compounds and low neutral oil entrainment.

Description

technical field [0001] The invention belongs to the technical field of coal chemical industry, and in particular relates to a method for separating phenolic compounds from liquid oil directly converted from coal through deep eutectic solvent extraction. Background technique [0002] Phenolic compounds are important oxygen-containing acidic products in the direct coal conversion process, and their composition varies greatly depending on the source, but phenol, alkylphenol, naphthol and alkylnaphthol are the main components. The content of phenolic compounds in coal liquefied oil is more than 10%-20%, and the content of phenolic compounds in coal tar can reach 20%-30%. The existence of phenolic compounds has a great impact on the subsequent processing of direct conversion of coal to liquid oil, which not only affects the stability of oil products, but also increases hydrogen consumption, and the water generated by hydrogenation reaction will have an adverse effect on catalyst ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C10G21/20C10G21/28C07C39/04C07C39/07C07C37/72
CPCC07C37/005C07C37/72C10G21/20C10G21/28C07C39/04C07C39/07
Inventor 李文英易兰冯杰
Owner TAIYUAN UNIV OF TECH
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