CN115305109A - Temperature response type porous liquid extracting agent, and preparation method and application thereof - Google Patents
Temperature response type porous liquid extracting agent, and preparation method and application thereof Download PDFInfo
- Publication number
- CN115305109A CN115305109A CN202210882948.9A CN202210882948A CN115305109A CN 115305109 A CN115305109 A CN 115305109A CN 202210882948 A CN202210882948 A CN 202210882948A CN 115305109 A CN115305109 A CN 115305109A
- Authority
- CN
- China
- Prior art keywords
- temperature
- porous liquid
- response type
- oil
- type porous
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/26—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/202—Heteroatoms content, i.e. S, N, O, P
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
The invention relates to a temperature response type porous liquid extracting agent, a preparation method and application thereof, wherein the method comprises the following steps: weighing hollow silicon spheres, dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and polyoxyethylene lauryl ether carboxylic acid at room temperature, placing in a round-bottom flask, and adding deionized water to prepare a mixed solution; then the mixed solution is reacted in an oil bath under a sealed condition, and then the mixed solution is reacted in the oil bath under an open environment, so that the temperature response type porous liquid extractant is obtained; the temperature response type porous liquid extractant prepared by the method has different forms at different temperatures, wherein the extractant does not have fluidity at 25 ℃, so that the extractant can be separated from an oil product at room temperature and is convenient to use; when the temperature is increased to 50 ℃, the liquid state is presented with fluidity, the viscosity is reduced, the extraction efficiency is improved, and the desulfurization effect is more excellent.
Description
Technical Field
The invention relates to the technical field of fuel oil desulfurization, in particular to a temperature response type porous liquid extracting agent, and further relates to a preparation method and application thereof.
Background
With the acceleration of the industrialization process, the demand of China for fuel oil is increasing day by day. In the current energy consumption structure, diesel oil is widely applied to aspects such as large vehicles, railway locomotives, ships and the like. However, from an environmental point of view, air pollution has become an important issue worldwide. One of the main sources of air pollution is SOx compounds produced during the combustion of sulfur-containing fuels. Therefore, from 2003, china has set strict standards for sulfur content in diesel. Wherein, the national II standard requires that the sulfur content is lower than 500ppm, and the national VI standard which appears in 2019 requires that the sulfur content is lower than 10ppm. From the current situation analysis, the absence of sulphur (< 1 ppm) of diesel fuel will be a necessary trend for clean fuel production. The deep desulfurization technology of diesel oil is an important means for achieving the goal.
Currently, hydrodesulfurization (HDS) processes are commonly used in industry to remove sulfur compounds from diesel fuel. The process principle is that under high temperature and pressure, sulfur-containing compounds and hydrogen react on the surface of a catalyst to generate hydrogen sulfide, so that sulfur in diesel oil is removed. Hydrodesulfurization can effectively remove sulfur-containing compounds such as mercaptan, thioether and the like in diesel oil, but the difficulty in removing thiophene sulfides with an aromatic structure is high, and more severe reaction conditions are needed, such as higher hydrogen consumption, more expensive noble metal catalysts, high temperature and high pressure and the like. This will result in a substantial increase in the cost of the desulfurization process. Therefore, in recent years, there has been an increasing interest from researchers to find non-hydrodesulfurization processes that are cost effective and can complement hydrodesulfurization processes. Currently, biological Desulfurization (BDS), extractive Desulfurization (EDS), adsorptive Desulfurization (ADS), and Oxidative Desulfurization (ODS) have been used for the desulfurization of fossil fuels. The Extractive Desulfurization (EDS) is an effective method for removing thiophene and sulfur compounds derived from the thiophene in fuel oil due to the mild reaction condition and simple operation.
In recent years, porous liquids have potential application values in separation, catalysis and other aspects due to the characteristics of the porous solid such as size, shape selectivity, high specific surface area, adsorption and the like, and the characteristics of the liquid such as rapid mass transfer, fluidity and stable dynamic performance. However, the existing porous liquid has poor effect of removing thiophene sulfides in oil products and is difficult to separate from oil phase after desulfurization is finished.
Therefore, there is a need to provide a new technical solution to overcome the above-mentioned drawbacks.
Disclosure of Invention
The invention aims to provide a temperature response type porous liquid extracting agent capable of effectively solving the technical problems, and a preparation method and application thereof.
In order to achieve the purpose of the invention, the following technical scheme is adopted:
the invention provides a preparation method of a temperature response type porous liquid extracting agent, which comprises the following steps: weighing hollow silicon spheres, dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and polyoxyethylene lauryl ether carboxylic acid at room temperature, placing in a round-bottom flask, and adding deionized water to prepare a mixed solution; and then reacting the mixed solution in an oil bath under a sealed condition, and then reacting in the oil bath under an open environment to obtain the temperature response type porous liquid extractant.
During the reaction process, the coupling reaction between the hollow silicon spheres and dimethyl octadecyl [3- (trimethoxy silicon) propyl ] ammonium chloride is recorded as: OS @ HS; meanwhile, highly ordered hydrogen bond action exists between an alkyl chain in dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and polyoxyethylene lauryl ether carboxylic acid, so that the desulfurization performance is effectively improved, and the dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride is easy to separate from oil products.
Preferably, in the above step, the amount of the hollow silicon spheres is 0.01-0.03g; the dosage of the dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride is 1.8-2.4g; the dosage of the polyoxyethylene lauryl ether carboxylic acid is 1.5-2.0g.
Preferably, in the above step, the molar ratio of the dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride to the polyoxyethylene lauryl ether carboxylic acid is 1.
Preferably, in the above step, the amount of the deionized water is 6-10mL.
Preferably, in the above step, the oil bath temperature under the sealed condition is 50-80 ℃, and the reaction time is 4-8h.
Preferably, in the above steps, the oil bath temperature in the open environment is 60-90 ℃, and the reaction time is 8-12h.
In addition, the invention also provides a temperature response type porous liquid extracting agent prepared by the method; the temperature response type porous liquid extracting agent can be used for desulfurizing fuel oil.
Preferably, the desulfurization is carried out by using a temperature-responsive porous liquid extractant, and the method comprises the following steps of: respectively weighing a certain mass of temperature response type porous liquid extractant and an oil product, mixing and stirring the temperature response type porous liquid extractant and the oil product under a constant temperature condition for reaction, standing for 3-5min after the reaction is finished, and separating out an upper oil phase, namely the desulfurized oil product.
Preferably, in the desulfurization reaction, the usage ratio of the temperature-responsive porous liquid extractant to the oil product is (1;
the sulfide contained in the oil product is one or more of dibenzothiophene, 4-methylbenzothiophene and 4, 6-dimethyl dibenzothiophene (4, 6-DMDBT);
the stirring speed is 400-600rpm, the reaction temperature is 25-60 ℃, and the reaction time is 10-30min.
Compared with the prior art, the invention has the following beneficial effects:
1. the temperature response type porous liquid extractant prepared by the method has different forms at different temperatures, wherein the extractant does not have fluidity at 25 ℃, so that the extractant can be separated from an oil product at room temperature and is convenient to use; after the temperature is increased to 50 ℃, the liquid state with fluidity is obtained, the viscosity is reduced, the extraction efficiency is improved, and the more excellent desulfurization effect is achieved.
2. When the temperature response type porous liquid extractant is used for desulfurization, the reaction condition is mild, the operation is simple, the extractant is not compatible with oil products, and the extractant can be recycled, so that the desulfurization cost of fuel oil is effectively reduced.
Drawings
In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings used in the description of the embodiments will be briefly introduced below.
FIG. 1 is a schematic diagram of the synthesis of a temperature-responsive porous liquid extractant according to the present invention;
FIG. 2 is an infrared spectrum of a temperature responsive porous liquid extractant provided by the present invention;
FIG. 3 shows the state of a temperature-responsive porous liquid extractant at different temperatures according to the present invention;
FIG. 4 is a graph showing the results of a solubility test of a temperature responsive porous liquid extractant according to the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the following description will be made clearly and completely in conjunction with the technical solutions in the embodiments of the present invention, and it is obvious that the described embodiments are some, not all embodiments of the present invention.
The invention provides a preparation method of a temperature response type porous liquid extracting agent, which comprises the following steps: weighing 0.01-0.03g of hollow silicon spheres, 1.8-2.4g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and 1.5-2.0g of polyoxyethylene lauryl ether carboxylic acid at room temperature, placing in a round-bottom flask, and simultaneously adding 6-10mL of deionized water to prepare a mixed solution; and then the mixed solution is firstly reacted for 4 to 8 hours in an oil bath at the temperature of between 50 and 80 ℃ under the sealed condition, and then reacted for 8 to 12 hours in an oil bath at the temperature of between 60 and 90 ℃ under the open environment, so that the temperature response type porous liquid extractant is obtained.
Wherein the molar ratio of the dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride to the polyoxyethylene lauryl ether carboxylic acid is 1.
The temperature-responsive porous liquid extractant prepared by the above method was subjected to test analysis, and the results are shown in fig. 1 to 4.
The synthesis scheme of the temperature-responsive porous liquid extractant is shown in fig. 1, and it can be seen from the figure that the coupling reaction between hollow silica spheres and dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride during the reaction process is recorded as: OS @ HS; meanwhile, the alkyl chain in the dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride reacts with polyoxyethylene lauryl ether carboxylic acid to form highly ordered hydrogen bond.
FIG. 2 shows the infrared spectrum of the temperature-responsive porous liquid extractant, from which it can be seen that Si-O-H is well preserved, in OS @ HS-CH 3 and-CH 2- Indicating successful loading of the coping; in addition, the presence of characteristic peaks of the outer corona can be seen, which preliminarily indicates the successful synthesis of the temperature responsive porous liquid.
The temperature-responsive porous liquid extractant at various temperatures is illustrated in fig. 3, from which it can be seen that the temperature-responsive porous liquid extractant has no fluidity at 25 ℃; however, after the temperature is increased to 50 ℃, the temperature-responsive porous liquid extractant is in a liquid state with fluidity.
Fig. 4 shows the results of the mutual solubility test between the temperature-responsive porous liquid extractant and the model oil, and it can be seen from the figure that the infrared spectrum of the model oil after the temperature-responsive porous liquid extractant is extracted and desulfurized completely coincides with the curve of the nuclear magnetic resonance hydrogen spectrum and the curve of pure Dodecane (Dodecane), so that it can be shown that the temperature-responsive porous liquid extractant has no solubility in the model oil and is easy to separate from the model oil.
Based on the method, the invention also provides the application of the temperature response type porous liquid extracting agent prepared by the method in fuel oil desulfurization.
Specifically, the desulfurization is carried out by adopting a temperature response type porous liquid extractant, and the steps are as follows: respectively weighing a certain mass of temperature response type porous liquid extractant and an oil product, mixing and stirring the temperature response type porous liquid extractant and the oil product under a constant temperature condition for reaction, standing for 3-5min after the reaction is finished, and separating out an upper oil phase, namely the desulfurized oil product; wherein the dosage proportion of the temperature response type porous liquid extractant to the oil product is (1; the sulfide contained in the oil product is one or more of dibenzothiophene, 4-methylbenzothiophene and 4, 6-dimethyl dibenzothiophene (4, 6-DMDBT); the stirring speed is 400-600rpm, the reaction temperature is 25-60 ℃, and the reaction time is 10-30min.
Example 1
Preparation of temperature-responsive porous liquid extractant 1:
0.015g of hollow silica spheres, 1.92g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride, and 1.69g of polyoxyethylene lauryl ether carboxylic acid were weighed into a round-bottomed flask containing 8ml of deionized water at room temperature. Firstly, reacting the mixed solution in an oil bath at 60 ℃ for 6h under a sealed condition, and then reacting in an oil bath at 80 ℃ for 10h under an open environment; and obtaining the temperature response type porous liquid extractant 1 after the reaction is finished.
Preparation of model oil:
dibenzothiophene (DBT) was dissolved in dodecane to prepare a DBT model oil having a sulfur content of 500 ppm.
Extraction and desulfurization:
weighing 0.4g of the prepared temperature response type porous liquid extractant 1, then weighing 2.0g of DBT model oil with the sulfur content of 500ppm, and placing the DBT model oil in a double-neck sleeve bottle; then stirring the double-neck jacketed bottle in a water bath at a constant temperature of 30 ℃ for 10min at 500 rpm; standing after extraction is finished, and separating out model oil; the content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the sulfur removal rate is 53.4 percent by calculation.
Example 2
Preparation of temperature-responsive porous liquid extractant 2:
0.02g of hollow silica spheres, 1.98g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride, and 1.71g of polyoxyethylene lauryl ether carboxylic acid were weighed into a 6ml round-bottomed flask containing deionized water at room temperature. First, the mixed solution was reacted for 5 hours in a 70 ℃ oil bath under sealed conditions, and then reacted for 8 hours in an 85 ℃ oil bath under an open environment. And obtaining the temperature response type porous liquid extractant 2 after the reaction is finished.
Preparation of model oil:
dibenzothiophene (DBT) was dissolved in dodecane to prepare a DBT model oil having a sulfur content of 500 ppm.
Extraction and desulfurization:
weighing 0.4g of the prepared temperature response type porous liquid extractant 2, then weighing 2.0g of DBT model oil with the sulfur content of 500ppm, and placing the DBT model oil in a double-neck sleeve bottle; stirring the double-necked flask in a water bath at a constant temperature of 30 ℃ for different times (10 min, 20min, 30 min) at 500 rpm; standing after extraction is finished, and separating out model oil; the content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the sulfur removal rate is calculated to be 51.1%, 51.6% and 53.4%.
Example 3
Preparation of temperature-responsive porous liquid extractant 3:
0.025g of hollow silica spheres, 2.28g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride, 1.82g of polyoxyethylene lauryl ether carboxylic acid were weighed into a round-bottomed flask containing 8ml of deionized water at room temperature. Firstly, reacting the mixed solution in an oil bath at 80 ℃ for 4h under a sealed condition, and then reacting in an oil bath at 90 ℃ for 8h under an open environment; and obtaining the temperature response type porous liquid extracting agent 3 after the reaction is finished.
Preparation of model oil:
dibenzothiophene (DBT) was dissolved in dodecane to prepare a DBT model oil having a sulfur content of 500 ppm.
Extraction and desulfurization:
weighing 0.4g of the prepared temperature response type porous liquid extractant 3, then weighing 2.0g of DBT model oil with the sulfur content of 500ppm, and placing the DBT model oil in a double-neck sleeve bottle; stirring the double-neck jacketed bottle in water baths of different temperatures (25 deg.C, 35 deg.C, 45 deg.C, 55 deg.C) at 500rpm for 10min; standing after extraction is finished, and separating out model oil. The content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the sulfur removal rate is calculated to be 41.8%, 46.5%, 50.8% and 53.4%.
Example 4
Preparation of temperature-responsive porous liquid extractant 4:
0.018g of hollow silica spheres, 2.02g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and 1.75g of polyoxyethylene lauryl ether carboxylic acid were weighed out at room temperature in a round-bottomed flask containing 8ml of deionized water. Firstly, reacting the mixed solution in an oil bath at 65 ℃ for 7 hours under a sealed condition, and then reacting in an oil bath at 75 ℃ for 11 hours under an open environment; and obtaining the temperature response type porous liquid extracting agent 4 after the reaction is finished.
Preparation of model oil:
dibenzothiophene (DBT), 4-methyldibenzothiophene (4-MDBT) and 4, 6-dimethyldibenzothiophene (4, 6-DMDBT) were dissolved in dodecane, respectively, to prepare a DBT model oil, a 4-MDBT model oil and a 4,6-MDBT model oil each having a sulfur content of 500 ppm.
Extraction and desulfurization:
weighing 0.4g of the prepared temperature response type porous liquid extractant 4, then respectively weighing 2.0g of DBT model oil, 2.0g of 4-MDBT model oil and 2.0g of 4,6-MDBT model oil with the sulfur content of 500ppm, and respectively placing the two models in three double-neck sleeve bottles; the double-necked flask was stirred in a water bath at a constant temperature of 30 ℃ for 10min at 500 rpm. Standing after extraction is finished, and separating out model oil; the content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the sulfur removal rate is calculated to be 53.4%, 49.4% and 42.3%.
Example 5
Preparation of temperature-responsive porous liquid extractant 5:
0.022g of hollow silicon spheres, 2.18g of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and 1.84g of polyoxyethylene lauryl ether carboxylic acid were weighed in a round-bottom flask containing 8ml of deionized water at room temperature. First, the mixed solution was reacted in a 75 ℃ oil bath under sealed conditions for 5 hours, and then in an open environment at 90 ℃ for 8 hours. And obtaining the temperature response type porous liquid extractant 5 after the reaction is finished.
Preparation of model oil:
dibenzothiophene (DBT) was dissolved in dodecane to prepare DBT model oils having sulfur contents of 200ppm, 500ppm and 800ppm, respectively.
Extraction and desulfurization:
weighing 0.4g of the prepared temperature response type porous liquid extractant 5, then weighing 2.0g of DBT model oil with sulfur contents of 200ppm, 500ppm and 800ppm respectively, and placing the DBT model oil in three double-neck sleeve bottles respectively; stirring the double-necked flask in a water bath at a constant temperature of 30 ℃ and 500rpm for 10min; standing after extraction is finished, and separating out model oil; the content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the removal rate of sulfur is calculated to be 50.7%, 53.4% and 55.2%.
Comparative example
And (2) weighing dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and polyoxyethylene lauryl ether carboxylic acid in a molar ratio of 1 to synthesize the ionic liquid [ OS ] [ Gaele ]. Weighing 0.4g of the prepared ionic liquid [ OS ] [ Gaele ], recording as an extractant 6, and then weighing 2.0g of DBT model oil with the sulfur content of 500ppm and placing the DBT model oil in a double-neck sleeve bottle; then stirring the double-neck jacketed bottle in a water bath at a constant temperature of 30 ℃ for 10min at 500 rpm; standing after extraction is finished, and separating out model oil; the content of DBT in the model oil after extraction is detected by adopting GC-FID (internal standard method), and the sulfur removal rate is 28.4 percent by calculation.
In the above examples 1 to 5 and comparative examples, the desulfurization rates were calculated by the formula:
as can be seen from the data of the examples 1-5 and the comparative example, the temperature response type porous liquid extracting agent has excellent desulfurization effect and can be applied to fuel desulfurization.
Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention.
Claims (10)
1. A preparation method of a temperature response type porous liquid extracting agent is characterized by comprising the following steps: the method comprises the following steps: weighing hollow silicon spheres, dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride and polyoxyethylene lauryl ether carboxylic acid at room temperature, placing in a round-bottom flask, and adding deionized water to prepare a mixed solution; and then reacting the mixed solution in an oil bath under a sealed condition, and then reacting in the oil bath under an open environment to obtain the temperature response type porous liquid extractant.
2. The method of claim 1, wherein: in the above steps, the amount of the hollow silicon spheres is 0.01-0.03g; the dosage of the dimethyl octadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride is 1.8-2.4g; the dosage of the polyoxyethylene lauryl ether carboxylic acid is 1.5-2.0g.
3. The method of claim 1, wherein: in the above step, the molar ratio of dimethyloctadecyl [3- (trimethoxysilyl) propyl ] ammonium chloride to polyoxyethylene lauryl ether carboxylic acid is 1.
4. The method of claim 1, wherein: in the above step, the amount of the deionized water is 6-10mL.
5. The method of claim 1, wherein: in the above steps, the oil bath temperature under the sealing condition is 50-80 ℃, and the reaction time is 4-8h.
6. The method of claim 1, wherein: in the steps, the oil bath temperature under the open environment is 60-90 ℃, and the reaction time is 8-12h.
7. A temperature responsive porous liquid extractant prepared by the method of any one of claims 1 to 6.
8. Use of the temperature responsive porous liquid extractant of claim 7 in fuel oil desulfurization.
9. Use according to claim 8, characterized in that: the method for desulfurizing by adopting the temperature response type porous liquid extracting agent comprises the following steps: respectively weighing a certain mass of temperature response type porous liquid extractant and an oil product, mixing and stirring the temperature response type porous liquid extractant and the oil product under a constant temperature condition to react, standing for 3-5min after the reaction is finished, and separating out an upper oil phase, namely the desulfurized oil product.
10. Use according to claim 9, characterized in that: in the desulfurization reaction, the dosage ratio of the temperature response type porous liquid extractant to the oil product is (1;
the sulfide contained in the oil product is one or more of dibenzothiophene, 4-methylbenzothiophene and 4, 6-dimethyl dibenzothiophene (4, 6-DMDBT);
the stirring speed is 400-600rpm, the reaction temperature is 25-60 ℃, and the reaction time is 10-30min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210882948.9A CN115305109B (en) | 2022-07-26 | 2022-07-26 | Temperature response type porous liquid extractant, and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210882948.9A CN115305109B (en) | 2022-07-26 | 2022-07-26 | Temperature response type porous liquid extractant, and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115305109A true CN115305109A (en) | 2022-11-08 |
| CN115305109B CN115305109B (en) | 2023-08-04 |
Family
ID=83858840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210882948.9A Active CN115305109B (en) | 2022-07-26 | 2022-07-26 | Temperature response type porous liquid extractant, and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115305109B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104560120A (en) * | 2014-11-13 | 2015-04-29 | 青岛科技大学 | Method for extracting removal of sulfides from fuel oil by using polyether type octadecylamine ionic liquid |
| CN113248533A (en) * | 2021-04-01 | 2021-08-13 | 江苏大学 | Preparation method of porous ionic liquid extractant and extraction desulfurization application thereof |
-
2022
- 2022-07-26 CN CN202210882948.9A patent/CN115305109B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104560120A (en) * | 2014-11-13 | 2015-04-29 | 青岛科技大学 | Method for extracting removal of sulfides from fuel oil by using polyether type octadecylamine ionic liquid |
| CN113248533A (en) * | 2021-04-01 | 2021-08-13 | 江苏大学 | Preparation method of porous ionic liquid extractant and extraction desulfurization application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN115305109B (en) | 2023-08-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110194965B (en) | Method for desulfurizing fuel oil through catalytic oxidation of three-component eutectic solvent | |
| CN113248533B (en) | Preparation method of porous ionic liquid extractant and extraction desulfurization application thereof | |
| CN104560120A (en) | Method for extracting removal of sulfides from fuel oil by using polyether type octadecylamine ionic liquid | |
| CN104694160B (en) | A combined method of light gasoline desulphurization by alkali washing | |
| CN1753977A (en) | Organosulfur oxidation process | |
| CN103285923A (en) | Oxidative desulfurization amphiphilic catalyst, and preparation method and applications thereof | |
| CN102898286A (en) | Method for removing sulfides in MTBE by adsorptive distillation | |
| CN105176570A (en) | Ionic-liquid-based oxidative extraction desulfurization method | |
| CN105170133A (en) | Preparation method of catalyst for catalytic oxidation desulfurization | |
| CN115305109B (en) | Temperature response type porous liquid extractant, and preparation method and application thereof | |
| CN102690676A (en) | FCC (fluid catalytic cracking) gasoline oxidation desulfurization method by utilizing ionic liquids | |
| CN102430428A (en) | Desulfurization application method of super-deep oxidative desulfurization catalyst | |
| CN103074099B (en) | A kind of catalytic oxidation desulfurization method of oil fuel | |
| CN104593056A (en) | Oxidation desulphurization method for diesel oil by using deep eutectic ionic liquid for extraction coupling | |
| CN102732287B (en) | Super-deep fuel desulphurization method | |
| CN103467384A (en) | Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof | |
| CN105754635A (en) | Oil product oxidizing desulfurization catalyzing method based on dual-core ion liquid phosphotungstate | |
| CN115125029B (en) | Porous ionic liquid extractant, preparation method and application thereof | |
| CN114931977A (en) | Ternary eutectic solvent oxidative desulfurization catalyst and oil oxidative desulfurization method | |
| CN110643385B (en) | Method for selective catalytic oxidation desulfurization of fuel oil | |
| CN101302441A (en) | Method for removing sulfide in catalytically cracked gasoline by oxidation-extraction | |
| CN102746874B (en) | Method for FCC (Fluid Catalytic Cracking) gasoline oxidation sweetening with ionic liquid | |
| CN105694945A (en) | Preparation method and application of protic ionic liquid | |
| CN111484874A (en) | Method for extracting, reducing and desulfurizing fuel oil in eutectic solvent | |
| CN102380423A (en) | Ultra-deep oxidation desulphurization catalyst |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |