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

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...

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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 were detected in the two fractions separated by Pd-ACDA-SG (silica gel), indicating that the effect of Pd-ACDA-SG on residue separation is limited

[0007] The limitations of Pd-ACDA-SG are: ① Incomplete separation of PASHs in heavy oil

Due to the relatively low charge density of thiophene, alkanyl-substituted thiophenes and non-aromatic cyclothiophenes have weak interactions with Pd and cannot be separated from aromatics.

However, the sulfur atoms in molecules such as sulfide and dihydrobenzothiophene do not belong to the aromatic ring system. Because the interaction between this type of sulfur atom and Pd is too strong (especially when the sulfur atom is close to the end group), even pure methanol cannot flush out these compounds

②The synthesis of ACDA ligand is too time-consuming, and the synthesis of Pd-ACDA-SG is more cumbersome and expensive

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