Method for separating aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon from heavy aromatic hydrocarbon

A technology for aromatics and sulfur aromatics, which is applied in the field of solid phase extraction to separate different hydrocarbon compounds, and can solve problems such as weak force, limited effect, and high cost

Active Publication Date: 2014-10-29
CHINA PETROLEUM & CHEM CORP +1
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Problems solved by technology

[0005] Nishioka et al. (Nishioka, M., et al., Isolation of sulfur heterocycles from petroleum-and coal-derived materials by ligand exchange chromatography. Fuel, 1986.65(2): p.270-273) used palladium chloride/silica gel coordination The chromatographic separation method is used to study the sulfur compounds in coal and petroleum. This method can effectively separate the 2-6 ring condensed aromatic hydrocarbons and sulfur-containing polycyclic aromatic hydrocarbons in the aromatic components of petroleum. However, this method has the following problems : ① part of PdCl 2 -PASHs (PASH-polycyclic sulfur heterocyclic aromatic hydrocarbons) complexes will flow out with the mobile phase, and there will be cross-cutting of sulfur-containing aromatic hydrocarbons and polycyclic aromatic hydrocarbons.
But for the vacuum residue, sulfur compounds w

Method used

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  • Method for separating aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon from heavy aromatic hydrocarbon
  • Method for separating aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon from heavy aromatic hydrocarbon

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preparation example Construction

[0027] The preparation method of the above-mentioned aminopropyl silica gel or mercaptopropyl silica gel is: use the toluene solution of aminopropylsiloxane or mercaptopropylsiloxane to impregnate the silica gel under the condition of reflux, the reflux time is preferably 4 to 8 hours, and use Wash with toluene and distilled water, and dry. Described aminopropyl siloxane is preferably aminopropyl methyl siloxane or aminopropyl ethyl siloxane, and described mercaptopropyl siloxane is preferably mercaptopropyl methyl siloxane or mercaptopropyl Ethyl siloxane.

[0028] Before the introduction of nitrogen or sulfur, the silica gel is preferably heated to slight boiling with hydrochloric acid with a concentration of 1-5 mol / L for 15-40 minutes.

[0029] The present invention will be further described in detail below by examples, but the present invention is not limited thereto.

[0030] The stationary phase properties used in the examples are as follows:

[0031] Silica gel (sil...

example 1

[0041] (1) Separation of aromatic components in heavy oil

[0042] Take 3g of vacuum wax oil, dissolve it in 50mL of n-hexane to prepare a raw material solution, add the raw material solution into a solid-phase extraction column filled with 100g of alumina, and use n-hexane, dichloromethane and benzene / ethanol in equal volume ratios respectively The mixed solution washes the solid-phase extraction column to obtain saturated hydrocarbon components, aromatic hydrocarbon components and colloids in sequence, wherein the distillation range of the aromatic hydrocarbon components is 350-410°C.

[0043] (2) Liquid-liquid extraction of aromatic components

[0044] 1g PdCl 2 Dissolve in 10mL of methanol and acetonitrile mixed solution of equal volume ratio, fully dissolved to make PdCl 2 mixed solution.

[0045] Take 200 microliters of the aromatic components separated in step (1) and dissolve them in 2 milliliters of the above-mentioned PdCl 2 After fully shaking the reaction, add ...

example 2

[0050] Separation of aromatics components and sulfur-containing aromatics components in vacuum wax oil by the method of example 1, difference is (3) in the solid phase extraction used stationary phase is mercaptopropyl silica gel, the aromatics components that separates and obtains The distribution results of various types of compounds of sulfur-containing aromatic components are shown in Table 2.

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Abstract

A method for separating aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon from heavy aromatic hydrocarbon. The method comprises the steps of: separating aromatic hydrocarbon components from heavy oil; adding an organic solution of PdCl2 into the separated aromatic hydrocarbon components and by fully mixing and reacting; then adding saturated hydrocarbon for liquid phase extraction; adding the saturated hydrocarbon solution obtained from liquid phase extraction into an extraction column filled with a stationary phase, so that the aromatic hydrocarbon components and aromatic sulfur-containing hydrocarbon components absorbed by the stationary phase; washing the stationary phase with saturated hydrocarbon to obtain a solution containing aromatics; then flushing the stationary phase with a polar solvent to obtain a solution containing sulfur-containing aromatic solution; respectively evaporating solvents in the solution containing aromatic hydrocarbon and the sulfur-containing aromatic solution, so as to obtain the aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon. The solvent in the organic solution of PdCl2 is methanol and / or cetonitrile, and the stationary phase is aminopropyl silica gel and / or mercapto propyl silica gel. The method can effectively separate aromatic and aromatic hydrocarbon and sulfur-containing aromatic hydrocarbon in the aromatic hydrocarbon components, and has simple convenient and quick operation.

Description

technical field [0001] The invention is a method for separating various types of compounds in hydrocarbons, in particular, a method for separating different hydrocarbon compounds by solid phase extraction. Background technique [0002] The main types of sulfur-containing compounds in heavy oil are sulfur-containing aromatics such as benzothiophene and dibenzothiophene. Therefore, a detailed type analysis of sulfur-containing aromatics is helpful for selecting a suitable sulfur reduction process, optimizing and developing new heavy oil reduction technologies. Sulfur processing technology. [0003] So far, the characterization of the composition and distribution of sulfur compounds in heavy distillates remains a difficult problem. For the characterization of complex petroleum mixtures, the mass resolution capability of mass spectrometry is a very critical indicator. There is a class of substances called "isobaric compounds" in petroleum, and their masses are only slightly di...

Claims

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Application Information

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IPC IPC(8): C10G53/08
Inventor 张文刘泽龙祝馨怡王威王乃鑫
Owner CHINA PETROLEUM & CHEM CORP
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