CN109054886A - A kind of oxidiferous method in removing F- T synthesis alpha-olefin - Google Patents
A kind of oxidiferous method in removing F- T synthesis alpha-olefin Download PDFInfo
- Publication number
- CN109054886A CN109054886A CN201810806165.6A CN201810806165A CN109054886A CN 109054886 A CN109054886 A CN 109054886A CN 201810806165 A CN201810806165 A CN 201810806165A CN 109054886 A CN109054886 A CN 109054886A
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- Prior art keywords
- olefin
- alpha
- oxidiferous
- auxiliary agent
- synthesis
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Classifications
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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
- C10G31/00—Refining of hydrocarbon oils, in the absence of hydrogen, by methods not otherwise provided for
-
- 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
-
- 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
- C10G2300/1088—Olefins
-
- 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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- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Oxidiferous method in a kind of removing F- T synthesis alpha-olefin of the present invention is related to one kind and removes oxidiferous method from alkene；Using Organic Alcohol and inorganic base as auxiliary agent, the auxiliary agent and F- T synthesis alpha-olefin are come into full contact with, extract the oxycompound in alpha-olefin；Organic Alcohol is one of methanol, ethyl alcohol, isopropanol or any combination, and the inorganic base is one of sodium hydroxide, potassium hydroxide, sodium carbonate or any combination；The present invention effectively improves solubility of the oxycompound in auxiliary agent；By removing oxidiferous alpha-olefin in the raw material as poly alpha olefin, polymerization activity with higher, olefin conversion basically reaches 95% or more, meets the needs of industrialized production, and party's subtraction unit is simple, at low cost, is suitable for large-scale production and uses.
Description
Technical field
The present invention relates to PETROLEUM PROCESSING fields, and in particular to one kind removes oxidiferous method from alkene, more specifically
Be a kind of oxidiferous method in removing F- T synthesis alpha-olefin.
Background technique
Indirect coal liquefaction synthetic oil is one of the important channel for solving China's oil shortage.Fischer-Tropsch reaction is that coal is indirect
Liquefied core reaction, during Fischer-Tropsch reaction in addition to generating alpha-olefin, while also more than 30 kinds of organic oxygen-containing compounds of association,
Content is generally 5%~10% or so, predominantly alcohol, acid, aldehyde, ketone, ester etc..The alcohols is mainly ethyl alcohol, normal propyl alcohol, just
Butanol and n-amyl alcohol etc., the acids are mainly acetic acid, propionic acid etc..In addition there are also a small amount of aldehydes, ketone and/or esters,
Such as acetaldehyde, acetone, Ethyl formate.
Alpha-olefin is had different applications by its carbon chain lengths.Alpha-olefin can be used as polyethylene production comonomer, can also
For use as petroleum additive, it may also be used for produce remaining a variety of fine chemicals and performance chemicals intermediate, have emulsifier processed,
Leather treatment, lube oil additive, antirust agent, fabric finishing agent, paper chemicals etc..
In addition, alpha-olefin can also be used in the production of poly alpha olefin (PAO), poly alpha olefin (PAO) is fully synthetic Lubricating Oil
Primary raw material.Due to excellent product performance, application amount is also very big in war industry.With volatility, low, high viscosity refers to for it
The features such as number, low pour point, high-flash and good high temperature oxidation resistance, service life are longer than pure petroleum-based products, every property
It is all significantly better than the mineral oil of same viscosity, high-grade synthetic lubricant fluid is can be used as and uses.
But F- T synthesis alpha-olefin, under the conditions of prior art, wherein containing 5%~10% organic oxygen-containing compound.?
In the production process of poly alpha olefin (PAO), the serious side reaction that can be generated to polymerization reaction eventually leads to polymerization catalyst mistake
It is living, so polymerization reaction does not occur.
Summary of the invention
Overcome the deficiencies in the prior art of the present invention, it is therefore an objective to provide oxidiferous in a kind of removing F- T synthesis alpha-olefin
Method can effectively remove the oxycompound in alpha-olefin by this method, to reduce in the production process of poly alpha olefin (PAO)
The side reaction as caused by oxycompound.
In order to solve the above technical problems, the technical scheme adopted by the invention is as follows:
Oxidiferous method helps described using Organic Alcohol and inorganic base as auxiliary agent in a kind of removing F- T synthesis alpha-olefin
Agent comes into full contact with F- T synthesis alpha-olefin, extracts the oxycompound in alpha-olefin.
The Organic Alcohol is one of methanol, ethyl alcohol, isopropanol or any combination, and the Organic Alcohol accounts for the auxiliary agent
Volume ratio be 50~70%.
The inorganic base is one of sodium hydroxide, potassium hydroxide, sodium carbonate or any combination, the inorganic base
The mass ratio for accounting for the auxiliary agent is 5~10%.
Preferred described coming into full contact with is by agitating device, to the mixture of the auxiliary agent and F- T synthesis alpha-olefin
It is sufficiently stirred, stratification after stirring.
The preferred Organic Alcohol is the mixture of methanol, ethyl alcohol, isopropanol, the volume ratio of methanol, ethyl alcohol, isopropanol
For 1:1:1-2.
The preferred inorganic base is the mixture of sodium hydroxide and potassium hydroxide, the sodium hydroxide and hydroxide
The mass ratio of potassium is 1:1-2.
Compared with prior art the invention has the following advantages:
The present invention utilizes oxycompound solubility and difference of distribution coefficient in alpha-olefin, Organic Alcohol adjuvant system, makes oxygen-containing
Compound in alpha-olefin from being transferred in other Organic Alcohol auxiliary agent.Use Organic Alcohol for main auxiliary agent in this method, inorganic base is secondary
Auxiliary agent is wanted, the electronic polarity of hydroxide ion improves the polarity being bonded in Organic Alcohol, effectively improves oxycompound in auxiliary agent
Solubility.By removing oxidiferous alpha-olefin in the raw material as poly alpha olefin, polymerization activity with higher, alkene
Hydrocarbon conversion rate basically reaches 95% or more, meets the needs of industrialized production.Party's subtraction unit is simple, at low cost, is suitable for scale
Change and produces and uses.
Specific embodiment
Embodiment 1
50~70% it is made into aqueous solution by volume after methanol, ethyl alcohol, isopropanol that volume ratio is 1:1:1 are mixed, is auxiliary agent A,
After sodium hydroxide and potassium hydroxide that mass ratio is 1:1 are mixed, it is made into aqueous solution by weight 5~10%, is auxiliary agent B；By A,
Two kinds of auxiliary agents of B are mixed by 10:1, obtain Organic Alcohol auxiliary agent.
Three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, weighs 100 grams of F- T synthesis α-
Alkene opens agitating device, and 100 grams of Organic Alcohol auxiliary agents are added and stop stirring after stirring reaches 2000 revolutions per seconds, stirring 30 minutes
It mixes, stands after being layered, take upper oil phase into new three-necked flask, desalted water in proportion is added, open agitating device, stir
It mixes after reaching 2000 revolutions per seconds, stirring 30 minutes, stops stirring.It stands after being layered, obtains the limpid purification alpha-olefin in upper layer.
In industrialized production, Organic Alcohol auxiliary agent and unpurified alpha-olefin can be placed in extraction tower and sufficiently be mixed
It closes.
Embodiment 2
60% it is made into aqueous solution by volume after volume ratio is mixed for methanol, the ethyl alcohol of 1:2, is auxiliary agent A, is 1 by mass ratio:
After sodium hydroxide, potassium hydroxide and the sodium carbonate of 1:1 mixes, it is made into aqueous solution by weight 10%, is auxiliary agent B；By two kinds of A, B
Auxiliary agent is mixed by 20:1, obtains Organic Alcohol auxiliary agent.
100 grams of F- T synthesis alpha-olefins are weighed, agitating device is opened, 100 grams of Organic Alcohol auxiliary agents is added, fill in an oscillator
After dividing oscillation 30 minutes, stands after being layered, take upper oil phase into new three-necked flask, desalted water in proportion is added, opens
Open oscillator.It stands after being layered, obtains the limpid purification alpha-olefin in upper layer.
Embodiment 3
Methanol 70% is made into aqueous solution by volume, is auxiliary agent A, sodium hydroxide is made into aqueous solution by weight 8%, is auxiliary agent
B；Two kinds of auxiliary agents of A, B are mixed by 15:1, obtain Organic Alcohol auxiliary agent.
Three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, weighs 100 grams of F- T synthesis α-
Alkene opens agitating device, and 100 grams of Organic Alcohol auxiliary agents are added, and stirring reaches 3000 revolutions per seconds, and stirring after twenty minutes, stops stirring
It mixes, stands after being layered, take upper oil phase into new three-necked flask, desalted water in proportion is added, open agitating device, stir
It mixes after reaching 2000 revolutions per seconds, stirring 30 minutes, stops stirring.It stands after being layered, obtains the limpid purification alpha-olefin in upper layer.
Embodiment 4
Organic Alcohol regeneration: three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, weighs 100 grams of uses
The Organic Alcohol auxiliary agent crossed opens agitating device, and 100 grams of desalted waters are added and stop after stirring reaches 2000 revolutions per seconds, stirring 30 minutes
It only stirs, stands after being layered, upper layer is rich oxidiferous organic phase, and lower layer is the alcohol-water mixture of oxide-free, is taken
Lower layer's alcohol-water mixture, distillation distills out Organic Alcohol, regeneration can be completed to 70 degree under condition of negative pressure.
Effect experiment: 100 grams of F- T synthesis alpha-olefins after taking oxycompound removing preceding respectively and removing, in nitrogen protection
In lower addition three-necked flask, agitating device is opened, 2g indicator is quickly put into, records the variation of temperature in reaction process.To poly-
It closes after reaction, adds water to continue stirring 30 minutes, stand after being layered, upper oil phase is taken to be evaporated under reduced pressure to 200 DEG C, removal is not
The monomer of reaction obtains poly alpha olefin (PAO).
The viscosity of gained poly alpha olefin (PAO) in technical solution is analyzed, as a result as follows:
| Sample | Temperature DEG C before addition catalyst | Temperature DEG C after addition catalyst | 100 DEG C of viscosity mm of product poly alpha olefin2/S | Unreacted monomer % |
| Oxidiferous alpha-olefin is not removed | 25 | 40 | 5 | 95% |
| Oxidiferous alpha-olefin is removed | 25 | 150 | 17.5 | 1% |
As can be seen from the data in the table, when using the raw material for not removing oxidiferous alpha-olefin as poly alpha olefin, because of catalyst
Poisoning and deactivation has substantially without polymerization reaction, but when using the raw material for having removed oxidiferous alpha-olefin as poly alpha olefin
Higher polymerization activity, olefin conversion basically reach 95% or more, meet the needs of industrialized production.
The above content is combine specific preferred embodiment to the further description done of the present invention, and it cannot be said that
A specific embodiment of the invention is only limitted to this, for those of ordinary skill in the art to which the present invention belongs, is not taking off
Under the premise of from the present invention, several simple deduction or replace can also be made, all shall be regarded as belonging to the present invention by being submitted
Claims determine scope of patent protection.
Claims (4)
1. a kind of oxidiferous method in removing F- T synthesis alpha-olefin, it is characterised in that: with Organic Alcohol and inorganic base be to help
Agent comes into full contact with the auxiliary agent and F- T synthesis alpha-olefin, extracts the oxycompound in alpha-olefin；
The Organic Alcohol is one of methanol, ethyl alcohol, isopropanol or any combination, and the Organic Alcohol accounts for the body of the auxiliary agent
Product is than being 50~70%；
The inorganic base is one of sodium hydroxide, potassium hydroxide, sodium carbonate or any combination, and the inorganic base accounts for institute
The mass ratio for stating auxiliary agent is 5~10%.
2. oxidiferous method in a kind of removing F- T synthesis alpha-olefin according to claim 1, it is characterised in that: institute
Coming into full contact with for stating is the mixture of the auxiliary agent and F- T synthesis alpha-olefin to be sufficiently stirred, after stirring by agitating device
Stratification.
3. oxidiferous method in a kind of removing F- T synthesis alpha-olefin according to claim 1, it is characterised in that: institute
The Organic Alcohol stated be methanol, ethyl alcohol, isopropanol mixture, methanol, ethyl alcohol, isopropanol volume ratio be 1:1:1-2.
4. oxidiferous method in a kind of removing F- T synthesis alpha-olefin according to claim 1, it is characterised in that: institute
The inorganic base stated is the mixture of sodium hydroxide and potassium hydroxide, and the mass ratio of the sodium hydroxide and potassium hydroxide is 1:1-
2。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810806165.6A CN109054886A (en) | 2018-07-20 | 2018-07-20 | A kind of oxidiferous method in removing F- T synthesis alpha-olefin |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810806165.6A CN109054886A (en) | 2018-07-20 | 2018-07-20 | A kind of oxidiferous method in removing F- T synthesis alpha-olefin |
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| CN109054886A true CN109054886A (en) | 2018-12-21 |
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| CN201810806165.6A Pending CN109054886A (en) | 2018-07-20 | 2018-07-20 | A kind of oxidiferous method in removing F- T synthesis alpha-olefin |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112126461A (en) * | 2019-06-24 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxide in Fischer-Tropsch oil |
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-
2018
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112126461A (en) * | 2019-06-24 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxide in Fischer-Tropsch oil |
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Address after: 046100 Yuwu Town, Tunliu District, Changzhi City, Shanxi Province (east of Yuwu town government) Applicant after: Shanxi Lu'an carbon one chemical Co., Ltd Address before: 046100 Shanxi city of Changzhi province Tunliu County Yu Wu Zhen Applicant before: SHANXI LU'AN NAKE TANYI CHEMICAL CO., LTD. |
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Application publication date: 20181221 |
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