CN112126461A - Method for removing oxide in Fischer-Tropsch oil - Google Patents
Method for removing oxide in Fischer-Tropsch oil Download PDFInfo
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- CN112126461A CN112126461A CN201910553190.2A CN201910553190A CN112126461A CN 112126461 A CN112126461 A CN 112126461A CN 201910553190 A CN201910553190 A CN 201910553190A CN 112126461 A CN112126461 A CN 112126461A
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- 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
- C10G53/00—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes
- C10G53/02—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes plural serial stages only
- C10G53/12—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes plural serial stages only including at least one alkaline treatment step
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- 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
- C10G2300/10—Feedstock materials
- C10G2300/1022—Fischer-Tropsch products
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- 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
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- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
A process for removing oxygenates from Fischer-Tropsch oil comprising: carrying out alkaline washing on the Fischer-Tropsch oil by using an alkaline water solution, and then carrying out water washing; adding a hydrosulfite aqueous solution into Fischer-Tropsch oil, and removing a water phase after full reaction; ethylene glycol or polyethylene glycol is added into the Fischer-Tropsch oil to remove alcohol. The invention uses a combined process of reaction-extraction-adsorption, and can remove the oxide below 1 ppm.
Description
Technical Field
The invention belongs to the technical field of chemical industry, and particularly relates to a method for removing oxide in Fischer-Tropsch oil.
Background
The Fischer-Tropsch oil is rich in downstream application due to the fact that the Fischer-Tropsch oil is rich in alpha-olefin, but about 5 wt% of oxides are generated in the Fischer-Tropsch reaction process, and the oxides are mainly classified into 5 types of aldehydes, acids, alcohols, ketones and esters. The product contains such impurities which affect the application of the downstream products, so that measures are taken to remove the oxygenates.
In CN109054886A, methanol, ethanol, isopropanol and organic base are used as solvents for extraction and removal of oxygenates, and the solvents can be slightly dissolved into Fischer-Tropsch oil; US patent US4686317 mentions the use of heavy organic solvent extraction followed by water recovery of the organic solvent. CN100413824C used methanol and water as extractant; the method introduces new impurities, and the boiling points of methanol, ethanol and isopropanol are contained in the distillation range of the Fischer-Tropsch oil, so that the impurities cannot be removed by rectification, the separation difficulty is further caused, and only the use effect after extraction is provided, and the removal rate of the oxide is not clearly provided. Therefore, if the method is applied to Fischer-Tropsch oil, the effect is difficult to achieve.
CN201810637966 uses dimethyl sulfoxide, sulfolane, pyridine, butyl acetate, glycerol, cyclohexane, methylcyclohexane and the like as composite extracting agents to extract and remove oxygenates, and the removal rate is up to 99%. In CN01817099, water-acetonitrile is used for extraction, and the removal rate of alcohols is 82.6%. The above method is an improvement over the method in CN109054886A in the extractant, and the removal rate is clearly suggested. However, there are also problems of introduction of new sulfide-containing impurities, nitride-containing impurities, etc., and the above-mentioned solvents are toxic. The use of fischer-tropsch oils, which differs from petroleum refining products due to their sulphur and nitrogen free nature, is affected by the introduction of sulphur and nitrogen impurities.
Technical terms:
Fischer-Tropsch oil: oil produced by Fischer-Tropsch reaction using coal as a raw material.
An oxide-containing compound: the oxygenates in the Fischer-Tropsch oil mainly comprise aldehydes, acids, alcohols, ketones and esters, and the total content is about 5 wt%.
Disclosure of Invention
In view of the above, the invention provides a method for removing an oxide from fischer-tropsch oil, which can significantly improve the removal rate of the oxide.
In order to achieve the purpose, the invention adopts the following technical scheme:
a process for removing oxygenates from Fischer-Tropsch oil comprising:
carrying out alkaline washing on the Fischer-Tropsch oil by using an alkaline water solution, and then carrying out water washing;
adding a hydrosulfite aqueous solution into Fischer-Tropsch oil, and removing a water phase after full reaction;
ethylene glycol or polyethylene glycol is added into the Fischer-Tropsch oil to remove alcohol.
In some embodiments, the aqueous base comprises KOH, NaOH, Na2CO3、K2CO3、Ca(OH)2、NaHC03、KHCO3At a mass concentration of 5% to 40% (e.g., 10%, 15%, 20%, 25%, 30%, 35%).
In some embodiments, the volume ratio of the Fischer-Tropsch oil to the aqueous base is from 1: 1 to 1: 4 (e.g., 1: 2, 1: 3).
In some embodiments, the alkaline washing is performed for 30min to 4h (e.g., 1h, 1.5h, 2h, 2.5h, 3h, 3.5h) with stirring or in a static mixer, and the mixture is allowed to stand for 15 to 60min for layering, preferably, the reflux/withdrawal ratio of the static mixer is 1: 1 to 10: 1 (e.g., 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
In some embodiments, the water used in the water washing is deionized water, and the volume ratio of Fischer-Tropsch oil to deionized water is 1: 1 to 1: 5 (e.g., 1: 2, 1: 3, 1: 4).
In some embodiments, the water wash is performed with stirring or in a static mixer for 30min to 2h (e.g., 1h, 1.5h), and allowed to stand for 15-60min for stratification; preferably, the ratio of the reflux quantity to the produced quantity of the static mixer is 1: 1-10: 1 (such as 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
In some embodiments, the aqueous bisulfite solution includes an aqueous solution of sodium bisulfite and/or potassium bisulfite at a concentration of 5% to 30% (e.g., 10%, 15%, 20%, 25%) by mass.
In some embodiments, the volume ratio of the Fischer-Tropsch oil to the aqueous bisulfite solution is from 1: 1 to 1: 4 (e.g., 1: 2, 1: 3).
In some embodiments, the fischer-tropsch oil and the aqueous bisulfite solution are reacted with stirring or in a static mixer for 30min to 4h (e.g., 1h, 1.5h, 2h, 2.5h, 3h, 3.5h), and the rest is stratified for 15 to 60 min; preferably, the reflux/draw ratio of the static mixer is 1: 1 to 10: 1 (e.g., 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
In some embodiments, the volume ratio of Fischer-Tropsch oil to ethylene glycol or polyethylene glycol is from 1: 0.2 to 1: 5 (e.g., 1: 1, 1: 2, 1: 3, 1: 4).
In some embodiments, the fischer-tropsch oil is reacted with ethylene glycol or polyethylene glycol with stirring or in a static mixer for 30min to 2h (e.g. 1h, 1.5h), left for 15-60min to stratify; preferably, the ratio of the reflux quantity to the produced quantity of the static mixer is 1: 1-10: 1 (such as 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
In some embodiments, the process further comprises removing oxygenates from the fischer-tropsch oil using an adsorbent.
In some embodiments, the adsorbent is a molecular sieve, preferably the molecular sieve comprises one or more of type 3A, 4A, 5A, 10X, 13X molecular sieves.
Compared with the prior art, the invention has the following beneficial effects:
the existing process only usually removes the oxide by an extraction process, the invention uses a combined process of reaction-extraction-adsorption aiming at the characteristics of the oxide in the Fischer-Tropsch oil, can remove the oxide to below 1ppm, the removal rate reaches more than 99.99 percent, and in the extraction step, high boiling point, micro-toxicity and easily separated extracting agents such as ethylene glycol, polyethylene glycol and the like are used, no new impurity is introduced, and the product does not influence various application requirements of the downstream of the Fischer-Tropsch oil. Meanwhile, the method removes the aldehyde in the Fischer-Tropsch oil by using a salt formation method for the first time, and has good treatment effect and low cost.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments.
The invention provides a method for removing oxygenates from Fischer-Tropsch oil, which comprises the following steps:
(1) the Fischer-Tropsch oil is subjected to alkaline washing by using an inorganic alkaline aqueous solution, so that acidic substances are converted into salts which are easy to dissolve in water, and meanwhile, the lipids are hydrolyzed and removed through subsequent water washing. Wherein the inorganic base mainly comprises but is not limited to KOH, NaOH, Na2CO3、K2CO3、Ca(OH)2、NaHCO3、KHCO3And the like, wherein the mass concentration of the inorganic alkaline water solution is 5-40% (such as 10%, 15%, 20%, 25%, 30%, 35%), the volume ratio of the Fischer-Tropsch oil to the alkaline solution is 1: 1-1: 4 (such as 1: 2, 1: 3), the alkali washing stirring time is 30 min-4 h (such as 1h, 1.5h, 2h, 2.5h, 3h, 3.5h), and the mixture is kept stand for 15-60min for layering. The water used for washing is deionized water, and the volume ratio of the Fischer-Tropsch oil to the deionized water is 1: 1 to 1: 5 (such as 1: 2, 1: 3 and 1: 4). Washing with water, stirring for 30min-2h (e.g. 1h, 1.5h), standing for 15-60min, and layering. The stirring mode can also be replaced by a static mixer, the outlet of the static mixer is refluxed to the inlet, and the ratio of the reflux quantity to the extraction quantity is 1: 1-10: 1 (such as 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1 and 9: 1).
(2) Aldehydes are removed using an aqueous solution of an inorganic acid salt such as sodium bisulfite and potassium bisulfite. Wherein the mass concentration of the sodium bisulfite aqueous solution is 5-30% (such as 10%, 15%, 20%, 25%), the volume ratio of the Fischer-Tropsch oil to the sodium bisulfite aqueous solution is 1: 1 to 1: 4 (such as 1: 2, 1: 3), the stirring reaction time is 30-4 hours (such as 1 hour, 1.5 hours, 2 hours, 2.5 hours, 3 hours, 3.5 hours), and the mixture is kept still for 15-60min for layering. Aldehydes in the Fischer-Tropsch oil react with sodium bisulfite to generate sulfonate which is easily dissolved in water and enters a water phase. Similarly, the stirring mode can be replaced by a static mixer, the outlet of the static mixer is refluxed to the inlet, and the ratio of the reflux quantity to the extraction quantity is 1: 1-10: 1 (for example, 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1 and 9: 1).
(3) Glycol or polyethylene glycol is used for further extraction and alcohol removal. The polyethylene glycol includes, but is not limited to, polyethylene glycol (200), polyethylene glycol (400), etc., and polyethylene glycol with higher degree of polymerization can also be used. The volume ratio of Fischer-Tropsch oil to ethylene glycol (or polyethylene glycol) is from 1: 0.2 to 1: 5 (e.g. 1: 1, 1: 2, 1: 3, 1: 4). Stirring for 30min-2h (e.g. 1h, 1.5h), standing for 15-60min, and layering. The stirring mode can also be replaced by a static mixer, the outlet of the static mixer is refluxed to the inlet, and the ratio of the reflux quantity to the extraction quantity is 1: 1-10: 1.
The steps are to reduce about 50000ppm of oxide in the Fischer-Tropsch oil to about 1000ppm, and belong to the crude removal process of the oxide. Less than 1000ppm oxygenate Fischer-Tropsch oil has been found to meet some of the downstream application requirements. But some fine chemical processes require a higher fine removal process.
The fine removal process comprises the following steps of; the oxide is removed from 1000ppm to below 1ppm by molecular sieve adsorption. Wherein the molecular sieve type is one or more of 3A, 4A, 5A, 10X and 13X.
Without the use of a coarse removal process, the use of a fine removal process directly could theoretically reduce the oxygenate to below 1ppm, but the life of the adsorbent would be reduced by 15 to more than 20 times, which is not economically feasible.
Example 1
Adding 20L of 10 wt% NaOH aqueous solution into 10L of Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, then removing the water phase, and adding 20L of deionized water for washing;
adding 10L of 10 wt% sodium bisulfite aqueous solution into the washed Fischer-Tropsch oil, stirring for 1 hour for layering, standing for 30min for layering, and then removing the water phase;
adding 10L of ethylene glycol into Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, and finally removing the ethylene glycol.
The content of the oxide in the Fischer-Tropsch oil is 1020ppm by detection.
Example 2
Adding 10L of 5 wt% NaOH aqueous solution into 10L of Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, then removing the water phase, and adding 10L of deionized water for washing;
adding 10L of 5 wt% sodium bisulfite aqueous solution into the washed Fischer-Tropsch oil, stirring for 1 hour for layering, standing for 30min for layering, and then removing the water phase;
adding 5L of polyethylene glycol (200) into Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, and finally removing the ethylene glycol.
The content of the oxide in the Fischer-Tropsch oil is 1250ppm through detection.
Example 3
Adding 10L of 20 wt% NaOH aqueous solution into 10L of Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, then removing the water phase, and adding 20L of deionized water for washing;
adding 10L of 20 wt% sodium bisulfite aqueous solution into the washed Fischer-Tropsch oil, stirring for 1 hour for layering, standing for 30min for layering, and then removing the water phase;
adding 10L of ethylene glycol into Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, and finally removing the ethylene glycol.
The content of the oxide in the Fischer-Tropsch oil is 680ppm by detection.
Example 4
Adding 10L of 20 wt% NaOH aqueous solution into 10L of Fischer-Tropsch oil, mixing by using a static mixer, wherein the reflux/extraction ratio is 1: 1, standing for 30min for layering, then removing a water phase, and adding 20L of deionized water for washing;
adding 10L of 20 wt% sodium bisulfite aqueous solution into the washed Fischer-Tropsch oil, mixing by using a static mixer, wherein the reflux/extraction ratio is 1: 1, standing for 30min for layering, and then removing a water phase;
adding 10L of ethylene glycol into Fischer-Tropsch oil, mixing by using a static mixer, keeping the reflux/extraction ratio at 1: 1, standing for 30min for layering, and finally removing the ethylene glycol.
The Fischer-Tropsch oil was found to contain 960ppm oxygenates.
Example 5
Adding 10L of 20 wt% NaOH aqueous solution into 10L of Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, then removing the water phase, and adding 20L of deionized water for washing;
adding 10L of 20 wt% sodium bisulfite aqueous solution into the washed Fischer-Tropsch oil, stirring for 1 hour for layering, standing for 30min for layering, and then removing the water phase;
adding 10L of ethylene glycol into Fischer-Tropsch oil, stirring for 1 hour, standing for 30min for layering, and finally removing the ethylene glycol.
And adsorbing the Fischer-Tropsch oil treated by the ethylene glycol by using a 5A molecular sieve to remove oxygen-containing compounds. The content of the oxide in the Fischer-Tropsch oil is below 1ppm through detection.
The above-mentioned embodiments are intended to illustrate the objects, technical solutions and advantages of the present invention in further detail, and it should be understood that the above-mentioned embodiments are only exemplary embodiments of the present invention and are not intended to limit the present invention, and any modifications, equivalents, improvements and the like made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A method for removing oxygenates from Fischer-Tropsch oil, comprising:
carrying out alkaline washing on the Fischer-Tropsch oil by using an alkaline water solution, and then carrying out water washing;
adding a hydrosulfite aqueous solution into Fischer-Tropsch oil, and removing a water phase after full reaction;
ethylene glycol or polyethylene glycol is added into the Fischer-Tropsch oil to remove alcohol.
2. The method of claim 1, wherein the aqueous base comprises KOH, NaOH, Na2CO3、K2CO3、Ca(OH)2、NaHCO3、KHCO3One or more of the components with the mass concentration of 5-40 percent(e.g.10%, 15%, 20%, 25%, 30%, 35%) preferably the volume ratio of the Fischer-Tropsch oil to the aqueous base solution is from 1: 1 to 1: 4 (e.g.1: 2, 1: 3).
3. The process according to claim 1 or 2, wherein the alkaline washing is carried out under stirring or in a static mixer for 30min to 4h (e.g. 1h, 1.5h, 2h, 2.5h, 3h, 3.5h), and left to stand for 15 to 60min for layering, preferably the static mixer has a reflux/withdrawal ratio of 1: 1 to 10: 1 (e.g. 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
4. The method of claim 1, wherein the water used for washing is deionized water, and the volume ratio of the fischer-tropsch oil to the deionized water is 1: 1 to 1: 5 (e.g., 1: 2, 1: 3, 1: 4).
5. The process according to claim 1 or 4, wherein the water washing is carried out under stirring or in a static mixer for 30min to 2h (e.g. 1h, 1.5h), standing for 15 to 60min for demixing; preferably, the ratio of the reflux quantity to the produced quantity of the static mixer is 1: 1-10: 1 (such as 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
6. The method according to claim 1, wherein the aqueous bisulfite solution comprises an aqueous solution of sodium bisulfite and/or potassium bisulfite at a concentration of 5% to 30% by mass (e.g. 10%, 15%, 20%, 25%), preferably at a volume ratio of the fischer-tropsch oil to the aqueous bisulfite solution of 1: 1 to 1: 4 (e.g. 1: 2, 1: 3).
7. The process according to claim 1 or 6, wherein the Fischer-Tropsch oil and the aqueous bisulfite solution are reacted under stirring or in a static mixer for 30 to 4 hours (e.g. 1, 1.5, 2, 2.5, 3, 3.5 hours), and the rest is stratified for 15 to 60 min; preferably, the reflux/draw ratio of the static mixer is 1: 1 to 10: 1 (e.g., 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
8. The process of claim 1, wherein the volume ratio of fischer-tropsch oil to ethylene glycol or polyethylene glycol is from 1: 0.2 to 1: 5 (e.g. 1: 1, 1: 2, 1: 3, 1: 4).
9. The process of claim 1 or 8, wherein the fischer-tropsch oil is reacted with ethylene glycol or polyethylene glycol under stirring or in a static mixer for 30min to 2h (e.g. 1h, 1.5h), allowed to stand for 15-60min for stratification; preferably, the ratio of the reflux quantity to the produced quantity of the static mixer is 1: 1-10: 1 (such as 2: 1, 3: 1, 4: 1, 5: 1, 6: 1, 7: 1, 8: 1, 9: 1).
10. The process according to claim 1, wherein the process further comprises removing oxygenates from the fischer-tropsch oil using an adsorbent which is a molecular sieve, preferably the molecular sieve comprises one or more of type 3A, 4A, 5A, 10X, 13X molecular sieves.
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Cited By (1)
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| CN113684056A (en) * | 2021-08-25 | 2021-11-23 | 内蒙古伊泰煤基新材料研究院有限公司 | Continuous process for removing oxygen-containing compounds in Fischer-Tropsch oil |
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Application publication date: 20201225 |
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