CN107338069A - A kind of method of micro organic oxygen-containing compound in removing light oil - Google Patents
A kind of method of micro organic oxygen-containing compound in removing light oil Download PDFInfo
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- CN107338069A CN107338069A CN201710684720.8A CN201710684720A CN107338069A CN 107338069 A CN107338069 A CN 107338069A CN 201710684720 A CN201710684720 A CN 201710684720A CN 107338069 A CN107338069 A CN 107338069A
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- containing compound
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- light oil
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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
- C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
- C10G25/003—Specific sorbent material, not covered by C10G25/02 or C10G25/03
-
- 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
- C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
- C10G25/02—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material
- C10G25/03—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material with crystalline alumino-silicates, e.g. molecular sieves
- C10G25/05—Removal of non-hydrocarbon compounds, e.g. sulfur 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
- 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
- C10G53/08—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes plural serial stages only including at least one sorption step
-
- 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
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
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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)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention discloses a kind of method for removing micro organic oxygen-containing compound in light oil.Methods described comprises the following steps：Using the organic oxygen-containing compound in solid absorbent adsorbing light oil, that is, reach the purpose for removing organic oxygen-containing compound described in the light oil；The light oil is Low Temperature Fischer Tropsch light-end products, the high temperature fischer-tropsch synthesis light-end products after hydrogenated refinement treatment or the bio-oil after hydrogenated refinement treatment after hydrogenated refinement treatment.The inventive method can reach the effect for removing organic oxygen-containing compound in light-end products at normal temperatures and pressures using physical adsorption process, available for the organic oxygen-containing compound in light-end products of the further removing after chemical method hydrogenation and removing organic oxygen-containing compound.Organic oxygen-containing compound in light-end products raw material can be reduced to less than 0.0005% extremely low level by the inventive method, and some can be met to hydro carbons purity has high requirements in light-end products situation.Adsorbent used in the present invention can repeatedly regenerate, reuse.
Description
Technical field
The present invention relates to a kind of method for removing micro organic oxygen-containing compound in light oil.
Background technology
With the increase of petroleum-based liquid fuel demand and the increasingly reduction of petroleum resources, and environmental requirement is continuous
Improve, the friendly alternative fuel of development environment has been subjected to the extensive concern of various countries, and oil from Fischer-Tropsch synthesis technology, which has become, to be worked as
One of technology that modern petrochemical processing industry is paid close attention to the most.Oil from Fischer-Tropsch synthesis mainly by linear paraffin, alkene and it is a small amount of (0.1%~
5%) organic oxygen-containing compound composition, wherein below 100ppm can will be down to by organic oxygen-containing compound by hydrofinishing, can
Meet the needs of production fuel oil and general chemical.
CN1597859 discloses the catalyst of a kind of fischer-tropsch synthesized oil product hydrogen deoxidation and alkene saturation, and the catalyst is each
Constituent content is (on the basis of catalyst weight)：Nickel oxide 5~18%, cobalt oxide<11%th, cupric oxide<6%th, iron oxide<
12%th, titanium oxide<12%th, lanthana<8% and aluminum oxide, silica or the activated carbon of surplus.Raw material organic oxygen-containing compound accounts for
20% or so, organic oxygen-containing compound conversion ratio is more than 97% after hydrogenation.
CN102794181B discloses a kind of fischer-tropsch synthesized oil product hydrogen dehydrogenation catalyst, its preparation method and application, should
Catalyst is applied to olefin(e) centent height and the hydrogenation process containing a certain amount of organic oxygen-containing compound oil product, particularly suitable for taking
The hydrogenation of synthetic oil is held in the palm, has the advantages that hydrogenation activity is high, catalyst stability is good, raw material organic oxygen-containing compound accounts for 20%
Left and right, organic oxygen-containing compound conversion ratio after hydrogenation>96%.
But there is the industry of requirements at the higher level to oil product purity for some, it is necessary to which micro organic oxygen-containing compound in oil product is entered
Traveling one-step removal.But existing technology is hydrogenation and removing technique, organic in oil from Fischer-Tropsch synthesis can only at most be contained
Oxygen compound is removed to below 100ppm and can not reach the effect further removed, and some industries can not be met to oil product
Particular/special requirement.Therefore how to be a significant research topic by micro organic oxygen-containing compound removing in oil product.
The content of the invention
It is an object of the invention to provide a kind of side that micro organic oxygen-containing compound in light oil is removed by physical absorption
Method, the subtractive process of this method micro organic oxygen-containing compound suitable for Fischer-Tropsch synthesis oil are light especially suitable for F- T synthesis
The removing of micro organic oxygen-containing compound in matter oil.
The method of organic oxygen-containing compound, comprises the following steps in removing light oil provided by the invention：
Using the organic oxygen-containing compound in solid absorbent adsorbing light oil, that is, reach described in the removing light oil
The purpose of organic oxygen-containing compound.
In above-mentioned method, the light oil is the Low Temperature Fischer Tropsch light-end products after hydrogenated refinement treatment, hydrogenated essence
The bio-oil after high temperature fischer-tropsch synthesis light-end products or hydrogenated refinement treatment after system processing.
In above-mentioned method, the organic oxygen-containing compound include acid compounds, alcohol compound, aldehyde compound,
Ester type compound and/or ketone compounds；
In the light oil, the total weight/mass percentage composition of the organic oxygen-containing compound is 0.01~0.05%.
In above-mentioned method, the solid absorbent is activated carbon, resin, molecular sieve or silicates adsorbent, preferably
Silicates adsorbent；
The volume ratio of the light oil and the solid absorbent can be 200~800：1, concretely 200~400：1、
200：1、400：1、600：1 or 800：1.
In above-mentioned method, the silicates adsorbent can be diatomite and/or florisil.
To the adsorption capacity of the organic oxygen-containing compound, (what is adsorbed on solid absorbent organic contains the solid absorbent
The quality of oxygen compound accounts for the percentage of solid absorbent quality) can be 1~20%.
In above-mentioned method, the condition of the absorption is as follows：
Temperature is 5~30 DEG C, such as 25 DEG C；
Pressure is 0.01~1.5MPa, such as 0.1MPa；
Mass space velocity is 1~30h-1, such as 5h-1。
In above-mentioned method, methods described also comprises the following steps：
The solid absorbent is separated with the light oil, be then desorbed in the solid absorbent described has
Machine oxygenatedchemicals simultaneously reclaims.
In above-mentioned method, the desorption is carried out under conditions of heating, decompression, with progress in temperature-rise period
Depressurize to be advantageous to the desorption of organic oxygen-containing compound；
The condition of the desorption is as follows：
Temperature is 100~300 DEG C, such as 260 DEG C；
Vacuum is 0.01~0.099Kpa, such as 0.05Kpa.
In above-mentioned method, in temperature-rise period, be passed through it is following 1) and/or 2)：
1) inert gas；Inert gas can be passed through in temperature-rise period to be advantageous to the de- of the organic oxygen-containing compound
It is attached；
2) methanol or vapor；Methanol or vapor can be passed through in temperature-rise period to be advantageous to the organic oxygen-containing
The desorption of compound；
The addition of wherein described methanol or the vapor be solid absorbent dosage 1~20% (weight), preferably 2
~10%.
In above-mentioned method, methods described also includes carrying out roasting regeneration to the solid absorbent after desorption
The step of；
The condition of the roasting regeneration is as follows：
Temperature is 200~600 DEG C, such as 500 DEG C；
0.1~4 hour time, such as 4 hours.
Adsorption capacity can be recovered completely after the fired regeneration of solid absorbent, therefore the solid absorbent can be anti-
Multiple regeneration.
Through the inventive method, the removal efficiency of organic oxygen-containing compound, can be by light oil more than 99% in the light oil
Organic oxygen-containing compound in raw material is removed to the level less than 0.0005%.
The inventive method has advantages below：
1st, the inventive method can be reached using physical adsorption process removes organic oxygen-containing in light-end products at normal temperatures and pressures
The effect of compound, available for having in light-end products of the further removing after chemical method hydrogenation and removing organic oxygen-containing compound
Machine oxygenatedchemicals.
2nd, the organic oxygen-containing compound in light-end products raw material can be reduced to less than 0.0005% pole by the inventive method
Low-level, some can be met to hydro carbons purity has high requirements in light-end products situation.
3rd, the adsorbent used in the inventive method can repeatedly regenerate, reuse.
Embodiment
Experimental method used in following embodiments is conventional method unless otherwise specified.
Material used, reagent etc., unless otherwise specified, are commercially obtained in following embodiments.
Gas chromatography analysis organic oxygen-containing compound is used in following embodiments：Agilent 6890N type gas-chromatographies
Instrument, detector FID, chromatographic column are OV-101 capillary columns.
Embodiment 1,
8~16 mesh activated carbon 20ml are measured, are fitted into quartz ampoule, by F- T synthesis light-end products under 25 DEG C, 0.1MPa
(carbon number distribution is C6~C16, and organic oxygen-containing compound accounts for 0.04wt% or so), is pumped into, wherein WHSV by ZB-80 type micro pumps
=5h-1, it is respectively 200 in finish ratio (v/v):1~800:1, organic oxygen-containing compound in sampling analysis product, analysis result is shown in
Table 1.
Embodiment 2,
8~16 mesh 5A molecular sieve 20ml are measured, are fitted into quartz ampoule, by F- T synthesis light oil under 25 DEG C, 0.1MPa
Product (carbon number distribution is C6~C16, and organic oxygen-containing compound accounts for 0.02wt% or so), are pumped into by ZB-80 type micro pumps, wherein
WHSV=5h-1, it is respectively 200 in finish ratio (v/v):1~800:1, organic oxygen-containing compound in sampling analysis product, analysis knot
Fruit is shown in Table 1.
Embodiment 3,
8~16 mesh silica gel 20ml are measured, are fitted into quartz ampoule, by F- T synthesis light-end products (carbon under 25 DEG C, 0.1MPa
Number is distributed as C6~C16, and organic oxygen-containing compound accounts for 0.04wt% or so), it is pumped into by ZB-80 type micro pumps, wherein WHSV=
5h-1, it is respectively 200 in finish ratio (v/v):1~800:1, organic oxygen-containing compound in sampling analysis product, analysis result is shown in Table
1。
Embodiment 4,
20~40 mesh acidic resins (D-005) 20ml are measured, is fitted into quartz ampoule, closes Fischer-Tropsch under 25 DEG C, 0.1MPa
Into light-end products (carbon number distribution is C6~C16, and organic oxygen-containing compound accounts for 0.02wt% or so), by ZB-80 type micro pump pumps
Enter, wherein WHSV=5h-1, it is respectively 200 in finish ratio (v/v):1~800:1, organic oxygen-containing chemical combination in sampling analysis product
Thing, analysis result are shown in Table 1.
Embodiment 5,
Measure 8~16 mesh silmag (traditional Chinese medicines reagents；The mesh of florisil 60~100) 20ml, load quartz ampoule
In, by F- T synthesis light-end products, (carbon number distribution is C6~C16, and organic oxygen-containing compound accounts under 25 DEG C, 0.1MPa
0.04wt% or so), it is pumped into by ZB-80 type micro pumps, wherein WHSV=5h-1, it is respectively 200 in finish ratio (v/v):1~
800:1, organic oxygen-containing compound in sampling analysis product, analysis result is shown in Table 1.
Embodiment 6,
Adsorbent after embodiment 5 is handled, in the case where vacuum is 0.05Kpa, slowly (1 DEG C/min) is warming up to 260 DEG C,
The organic oxygen-containing compound being desorbed out is reclaimed, is then raised to temperature 500 DEG C (1 DEG C/min), is kept for 4 hours, adsorbent reactivation
Complete.
The adsorbent of regeneration is fitted into quartz ampoule, by F- T synthesis light-end products (carbon number distribution under 25 DEG C, 0.1MPa
For C6~C16, organic oxygen-containing compound accounts for 0.04wt% or so), it is pumped into by ZB-80 type micro pumps, wherein WHSV=5h-1,
Finish ratio (v/v) is respectively 200:1~800:1, organic oxygen-containing compound in sampling analysis product, analysis result is shown in Table 1.
It can be seen from Table 1 that florisil is best to the removal effect of organic oxygen-containing compound, it is in finish ratio
Remain to reach 100% removal efficiency when 600, and the adsorbent absorption property after regeneration keeps constant.
Removal effect of each adsorbent to micro organic oxygen-containing compound in the embodiment 1-6 of table 1
Organic oxygen-containing compound is removed to less than 0.0005% (material content it can be seen from the data in table 1
0.04%, after removing 99%, remaining 0.0004%).
Claims (10)
1. a kind of method for removing organic oxygen-containing compound in light oil, comprises the following steps：
Using the organic oxygen-containing compound in solid absorbent adsorbing light oil, that is, reach organic described in the removing light oil
The purpose of oxygenatedchemicals.
2. according to the method for claim 1, it is characterised in that：The light oil is that the low temperature after hydrogenated refinement treatment takes
Hold in the palm the biomass after high temperature fischer-tropsch synthesis light-end products or hydrogenated refinement treatment after light-end products, hydrogenated refinement treatment
Oil.
3. method according to claim 1 or 2, it is characterised in that：The organic oxygen-containing compound include acid compounds,
Alcohol compound, aldehyde compound, ester type compound and/or ketone compounds；
In the light oil, the total weight/mass percentage composition of the organic oxygen-containing compound is 0.01~0.05%.
4. according to the method any one of claim 1-3, it is characterised in that：The solid absorbent is activated carbon, tree
Fat, molecular sieve or silicates adsorbent.
5. according to the method for claim 4, it is characterised in that：The silicates adsorbent is diatomite and/or silicon magnesium
Type adsorbent.
6. according to the method any one of claim 1-5, it is characterised in that：The condition of the absorption is as follows：
The volume ratio of the light oil and the solid absorbent can be 200~800：1；
Temperature is 5~30 DEG C；
Pressure is 0.01~1.5MPa；
Mass space velocity is 1~30h-1。
7. according to the method any one of claim 1-6, it is characterised in that：Methods described also comprises the following steps：
The solid absorbent is separated with the light oil, be then desorbed in the solid absorbent described organic contains
Oxygen compound simultaneously reclaims.
8. according to the method for claim 7, it is characterised in that：The desorption is carried out under conditions of heating, decompression；
The condition of the desorption is as follows：
Temperature is 100~300 DEG C；
Vacuum is 0.09~0.099KPa.
9. according to the method for claim 8, it is characterised in that：In temperature-rise period, be passed through it is following 1) and/or 2)：
1) inert gas；
2) methanol or vapor.
10. according to the method any one of claim 7-9, it is characterised in that：Methods described is also included to being walked through desorption
The step of solid absorbent after rapid carries out roasting regeneration；
The condition of the roasting regeneration is as follows：
Temperature is 200~600 DEG C；
0.1~4 hour time.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112126458A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxygen-containing compounds in FT synthetic oil with different carbon numbers |
| CN112126459A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and device for removing oxygen-containing compounds in FT synthetic oil |
| CN112121779A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and apparatus for regenerating adsorbent for removing oxide in FT synthetic oil |
| CN113083265A (en) * | 2019-12-23 | 2021-07-09 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and device for regenerating adsorbent for removing oxygen-containing compounds in FT synthetic oil |
| CN113088318A (en) * | 2019-12-23 | 2021-07-09 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxygen-containing compound in Fischer-Tropsch light distillate oil |
| CN113181978A (en) * | 2021-05-28 | 2021-07-30 | 金川镍钴研究设计院有限责任公司 | Method for transforming and washing nickel/cobalt ion exchange resin by using post-adsorption solution |
| CN114479911A (en) * | 2021-12-31 | 2022-05-13 | 内蒙古伊泰煤基新材料研究院有限公司 | Regeneration recycling method of oxygen-containing adsorbent in fixed bed regeneration device |
| CN115491223A (en) * | 2022-10-21 | 2022-12-20 | 中国石油化工股份有限公司 | Regeneration method of adsorbent for removing oxygen-containing compounds in isoparaffin |
| CN115491231A (en) * | 2022-10-21 | 2022-12-20 | 中国石油化工股份有限公司 | Isoparaffin solvent refining system and refining method |
| CN115505418A (en) * | 2022-10-21 | 2022-12-23 | 中国石油化工股份有限公司 | Method for removing oxygen-containing compounds in isoparaffin |
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112126458A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxygen-containing compounds in FT synthetic oil with different carbon numbers |
| CN112126459A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and device for removing oxygen-containing compounds in FT synthetic oil |
| CN112121779A (en) * | 2019-06-25 | 2020-12-25 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and apparatus for regenerating adsorbent for removing oxide in FT synthetic oil |
| CN112126458B (en) * | 2019-06-25 | 2022-11-11 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxygen-containing compounds in FT synthetic oil with different carbon numbers |
| CN113083265A (en) * | 2019-12-23 | 2021-07-09 | 内蒙古伊泰煤基新材料研究院有限公司 | Method and device for regenerating adsorbent for removing oxygen-containing compounds in FT synthetic oil |
| CN113088318A (en) * | 2019-12-23 | 2021-07-09 | 内蒙古伊泰煤基新材料研究院有限公司 | Method for removing oxygen-containing compound in Fischer-Tropsch light distillate oil |
| CN113181978A (en) * | 2021-05-28 | 2021-07-30 | 金川镍钴研究设计院有限责任公司 | Method for transforming and washing nickel/cobalt ion exchange resin by using post-adsorption solution |
| CN114479911A (en) * | 2021-12-31 | 2022-05-13 | 内蒙古伊泰煤基新材料研究院有限公司 | Regeneration recycling method of oxygen-containing adsorbent in fixed bed regeneration device |
| CN114479911B (en) * | 2021-12-31 | 2023-09-29 | 内蒙古伊泰煤基新材料研究院有限公司 | Regeneration and recycling method of oxygen-containing adsorbent in fixed bed regeneration device |
| CN115491223A (en) * | 2022-10-21 | 2022-12-20 | 中国石油化工股份有限公司 | Regeneration method of adsorbent for removing oxygen-containing compounds in isoparaffin |
| CN115491231A (en) * | 2022-10-21 | 2022-12-20 | 中国石油化工股份有限公司 | Isoparaffin solvent refining system and refining method |
| CN115505418A (en) * | 2022-10-21 | 2022-12-23 | 中国石油化工股份有限公司 | Method for removing oxygen-containing compounds in isoparaffin |
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Application publication date: 20171110 |