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A method for preparing dephenolized oil and phenolic resin from medium and low temperature coal tar

A technology for low-temperature coal tar and phenolic resin, which is applied in the field of preparing dephenolic oil and phenolic resin from medium-low temperature coal tar, can solve the problems of increasing investment cost, aggravating thermal condensation reaction, numerous equipment, etc., achieving low production and operation cost, avoiding oil The effect of poor product quality and reduction of hydrogen consumption

Inactive Publication Date: 2015-09-09
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The method described in Chinese patent CN1676583A does not utilize phenolic compounds in raw materials, but uses phenols as raw materials for hydrogenation, which intensifies the hydrogenation process of raw materials Thermal condensation reaction; phenols enter the hydrogenation process at the cost of hydrogen consumption, and are finally converted into hydrated hydrocarbons, so the hydrogenation conversion process of phenols is a devaluation process; at the same time, due to the high organic oxygen content of the raw material and the high water content of the product, in order to Reducing the partial pressure of water in the hydrogenation process is forced to use an excessively large hydrogen / raw oil volume ratio, which also makes it unsuitable to use a serial process in the refining and cracking process, thus greatly increasing the project investment
[0006] Although the method described in Chinese patent CN 101037616A has removed the phenol-rich fraction before the coal tar hydrogenation, the dephenolized residual oil is hydrogenated again, without The phenolic compounds in coal tar are completely removed (the organic oxygen content of the deoxygenated fraction is 2.1%), and the distillation method is used to cut the fraction rich in phenolic substances, which consumes a lot of energy and will inevitably greatly increase the project investment
[0007] The method described in Chinese patent CN101475817A adopts the technology of "acid-base washing method" to remove phenolic compounds in coal tar, but no matter how many times of alkali washing is adopted, Phenolic compounds in coal tar will have residues, and the process is complicated and requires a lot of equipment, which not only greatly increases the investment cost, but also produces a large amount of industrial wastewater, which pollutes the environment
[0008] In summary, the current method of hydrogenating coal tar to fuel oil does not take into account the complete removal of phenolic compounds. Some methods for removing phenolic compounds, such as "acid-base washing method" cannot completely remove phenolic compounds in coal tar

Method used

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  • A method for preparing dephenolized oil and phenolic resin from medium and low temperature coal tar
  • A method for preparing dephenolized oil and phenolic resin from medium and low temperature coal tar
  • A method for preparing dephenolized oil and phenolic resin from medium and low temperature coal tar

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Weigh 30g of medium and low temperature coal tar into the reaction kettle and add an appropriate amount of zeolite, add 1mL of concentrated sulfuric acid, mix the coal tar and concentrated sulfuric acid evenly, then raise the temperature to 80~90°C, add 27mL of 37-40% formaldehyde solution, react for 2-3 hours, and let it cool for 30 minutes. The reaction mixture was repeatedly washed with toluene as a solvent, the soluble part was distilled at 90°C and 0.01 MPa to obtain dephenolized oil, and the insoluble part was distilled under reduced pressure at 80-90°C to obtain a phenolic resin; gas chromatography-mass spectrometry was used to The composition of the dephenolized oil was analyzed, and the molecular weight of the phenolic resin was determined by gel chromatography.

[0034]

[0035]

[0036]

[0037] combine figure 1 , 2 And the results in Table 2 found that the medium and low temperature coal tar in northern Shaanxi is rich in phenolic compounds. After...

Embodiment 2

[0039] Put 500g of medium and low temperature coal tar in a distillation bottle and add an appropriate amount of zeolite, slowly raise the temperature, and collect distillation ranges at > Distillations within each distillation range at 300°C.

[0040] Weigh 10g > 300°C fraction and 7.5mL NaOH (40wt%) were placed in a flask, 27mL formaldehyde solution (37wt%) was added, and the temperature was raised to 80-90°C for 1.5h to obtain an oil layer above the water phase in the reactor (dephenolized oil ) and the reaction mixture (phenolic resin and partially dephenolized oil) under water. The reaction mixture was repeatedly washed with toluene as a solvent, the soluble part was incorporated into dephenolized oil, and the insoluble part was distilled off under reduced pressure at 80-90°C to obtain phenolic resin; the composition of the dephenolized oil was analyzed by gas chromatography-mass spectrometry , using infrared spectroscopy to analyze the phenolic resin.

[0041]

[00...

Embodiment 3

[0045] Take by weighing the 10g that embodiment 2 distillation obtains > 300 ° C distillate and 5g benzaldehyde were placed in a flask, under N 2 Under protection, stir and raise the temperature to 140°C, slowly add 1g p-toluenesulfonic acid, react for 4h; then raise the temperature to 180°C for 2h, cool to obtain the reacted mixture (phenolic resin and dephenolized oil). The reaction mixture was repeatedly washed with toluene as a solvent, the soluble part was incorporated into dephenolized oil, and the insoluble part was distilled off under reduced pressure at 80-90°C to obtain phenolic resin; the composition of the dephenolized oil was analyzed by gas chromatography-mass spectrometry , using infrared spectroscopy to analyze the phenolic resin.

[0046]

[0047] combine Figure 7 , Table 3 and Table 4, it was found that no phenolic compounds were found in the dephenolized oil after the fraction of middle and low temperature coal tar heavy oil >300°C reacted with benzald...

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Abstract

The invention discloses a method for preparing dephenolized oil and phenolic resin through medium and low temperature coal tar oil. The method comprises the following steps of: performing a phenolic aldehyde polymerization reaction on the coal tar oil and an aldehydes material under the catalysis of acid or alkali; washing the reaction product through benzene or methylbenzene; centrifuging to obtain supernate and precipitate; separating the supernate in a distilling way to obtain dephenolized oil of the coal tar oil and benzene or methylbenzene; and performing pressure-reduced distillation and dehydrating to obtain phenolic resin. According to the method, the medium and low temperature coal tar oil is adopted and used as a raw material for further reacting to remove a phenolic substance and gain the phenolic resin at the same time; and the method is simple in process, low in production and operation cost and remarkable in economic benefit.

Description

technical field [0001] The invention relates to the technical field of coal tar separation and reprocessing, in particular to a method for preparing dephenolized oil and phenolic resin from medium and low temperature coal tar. Background technique [0002] With the rapid development of my country's national economy, petroleum, as a non-renewable natural resource, is decreasing day by day, and petroleum has become one of the key factors restricting my country's economic development. [0003] Medium and low temperature coal tar is a liquid product obtained during the dry distillation of medium and low temperature coal. It is mainly a complex organic mixture composed of alkanes, phenols (30-40%), aromatic hydrocarbons, colloids and asphalt. Medium and low temperature coal tar is similar in appearance to petroleum, both of which are black viscous liquids, but the composition of coal tar is much more complex than that of petroleum. [0004] In recent years, some demonstration pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G8/04C08G8/08C08G8/06C10C1/20C10C1/18C10C1/00
Inventor 孙鸣马晓迅徐龙
Owner NORTHWEST UNIV
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