CN106967453A - The method for removing oil product neutral and alkali and non basic nitrogen compound - Google Patents
The method for removing oil product neutral and alkali and non basic nitrogen compound Download PDFInfo
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- CN106967453A CN106967453A CN201710280765.9A CN201710280765A CN106967453A CN 106967453 A CN106967453 A CN 106967453A CN 201710280765 A CN201710280765 A CN 201710280765A CN 106967453 A CN106967453 A CN 106967453A
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- 238000000034 method Methods 0.000 title claims abstract description 33
- 229910017464 nitrogen compound Inorganic materials 0.000 title claims abstract description 19
- 150000002830 nitrogen compounds Chemical class 0.000 title claims abstract description 19
- 239000003513 alkali Substances 0.000 title claims description 14
- 230000007935 neutral effect Effects 0.000 title claims description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 113
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 57
- 238000004088 simulation Methods 0.000 claims abstract description 39
- 239000007788 liquid Substances 0.000 claims abstract description 16
- 230000008569 process Effects 0.000 claims abstract description 4
- 238000000926 separation method Methods 0.000 claims abstract description 3
- 230000003068 static effect Effects 0.000 claims abstract description 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 22
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 12
- 150000002475 indoles Chemical class 0.000 claims description 11
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 2
- 239000002608 ionic liquid Substances 0.000 abstract description 33
- 238000006243 chemical reaction Methods 0.000 abstract description 9
- 239000002253 acid Substances 0.000 abstract description 6
- 238000007306 functionalization reaction Methods 0.000 abstract description 4
- 125000002091 cationic group Chemical group 0.000 abstract description 2
- 230000035484 reaction time Effects 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 70
- 238000002474 experimental method Methods 0.000 description 11
- 150000002500 ions Chemical class 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 229910006069 SO3H Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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
- C10G17/00—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge
- C10G17/02—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge with acids or acid-containing liquids, e.g. acid sludge
- C10G17/04—Liquid-liquid treatment forming two immiscible phases
-
- 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
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)
Abstract
The invention belongs to petrochemical industry, it is related to the method removed while the basic nitrogen compound in oil product and non basic nitrogen compound, this method uses the double-core ionic liquid of non-cationic acid functionalization for denitrifier, denitrifier is added in closed container with simulation oil product and carried out, it is sufficiently stirred at 0 40 DEG C, after static layering, separation upper strata oil product and lower floor's liquid；The simulation oil product is basic nitrogen simulation oil product, non basic nitrogen simulation oil product or mixing nitrogen simulation oil product.This method can be operated under normal pressure lower temperature, and the reaction time is short, and required equipment is simple, and reaction terminates, and through simple process, the ionic liquid of recovery is reusable.
Description
Technical field
The invention belongs to petrochemical industry, removed while being related to the basic nitrogen compound in oil product and non basic nitrogen compound
Method.
Background technology
The presence of nitride, can be with nitrogen oxides NO after burning except that can influence the color and stability of oil product in oil productX
Form be discharged into air, cause outside serious air pollution, can also bring strong influence to the reduction of vapour, diesel oil sulfur content.
In Oil Production, the basic nitrogen compound of denier can cause valuable catalysis in the technical process such as catalytic cracking, hydrofinishing
Agent is poisoned, and shortens the service life of catalyst, so as to increase production cost, reduces yield.According to statistics, nitrogen content is reduced in crude oil
90%, the yield of gasoline can improve 20%.
Oil product nitride routine removal methods have hydrodenitrogeneration and Non-hydrogenation technology.Hydrodenitrogeneration is most widely used at present
One of method, such a method technics comparing is ripe, and have the advantages that technique be simple and convenient to operate, oil product high income, but plus
Equipment investment needed for hydrogen is than larger, and operating condition is harsh, and operating cost is higher.And deep hydrogenation can become oil quality
Difference, stability declines, and either shallow hydrogenation can reduce denitrification percent again.At present, the focus of research is Non-hydrogenation technology method.Grind
Study carefully and show, inorganic acid, heteropoly acid, ion exchange resin, acidic ion liquid etc. can effectively remove basic nitrogen compound (CN
101861374A).For the removing of non basic nitrogen, current research is relatively fewer, and for removing basic nitrogen and non-alkali simultaneously
The method of property is then even more rare.
The Chinese patent of Application No. 201510635337.4 discloses a kind of using double imidazoles SO3H functionalization it is acid from
Basic nitrogen and non basic nitrogen in sub- liquid selective removing oil product, the ionic liquid used is SO3H functionalization, it synthesizes road
Line is more complicated, and acid stronger, and heavier corrosivity is produced to equipment.
The content of the invention
It is an object of the invention to propose a kind of use double-core acidic ion liquid to the alkalescence and non basic nitrogen in oil product
Compound carries out the new method of selectively removing, and this method can remove quinoline and indoles in oil product simultaneously, is taken off with higher
Nitrogen rate, ionic liquid consumption is smaller；The synthetic route of the ionic liquid of use is simpler, and cost is lower；Property milder one
A bit, the corrosivity to equipment is smaller.
The present invention is realized using following technical scheme：
A kind of to remove oil product neutral and alkali and the method for non basic nitrogen compound, this method uses the double-core acid with following structure
Property ionic liquid is used as denitrifier：
N=2 or 3 or 4
Y=HSO4Or H2PO4Or BF4Or CH3SO3Or CF3SO3Or p-CH3C6H5SO3Or CF3COO
Denitrification process：Denitrifier is added in closed container and extracted with simulation oil product, extraction is concretely comprised the following steps
It is sufficiently stirred at 0-40 DEG C, after static layering, separation upper strata oil product and lower floor's liquid；The simulation oil product is basic nitrogen simulation oil
Product, non basic nitrogen simulation oil product or mixing nitrogen simulation oil product.
Above-mentioned technical proposal, is 1 according to the mass ratio of denitrifier and simulation oil product further：(5-50), temperature 20-
40 DEG C, 10-40min is stirred, stands and a point liquid is carried out after 30min；The nitrogen content of the simulation oil product is 175mgL-1。
Above-mentioned technical proposal, further, the mass ratio that the denitrifier simulates oil product with non-alkaline are 1：(5-10).
Above-mentioned technical proposal, further, the nitrogen removal step are carried out at ambient pressure.
Above-mentioned technical proposal, further, the basic nitrogen simulation oil product contain at least one in quinoline, pyridine and aniline
Kind.
Above-mentioned technical proposal, further, the non basic nitrogen simulation oil product are that indoles simulates oil product or carbazole simulation
Oil product.
Above-mentioned technical proposal, further, the mixing nitrogen simulation oil product contain quinoline and indoles, or pyridine and click
Azoles.
Above-mentioned technical proposal, further, the lower floor's liquid isolated are straight without back extraction processing as denitrifier
Connect and use, can be 6 times with Reusability, denitrification percent at least 95%；Through absolute ether back extraction handle after, denitrification activity can recover to
More than 99%.
Compared with prior art, the method for removing oil product neutral and alkali of the invention and non basic nitrogen compound has following beneficial
Effect：
(1) denitrifier is non-cationic acid functionalization double-core ionic liquid, and synthetic route is simple, and cost is low, it is easier to right
The acidity of ionic liquid is regulated and controled, and compared with the ionic liquid of sulfonic group or carboxyl-functional, its acidity is weaker, and property is more
Heat and significantly improve equipment corrosion and discharge of wastewater problem；
(2) anion of ionic liquid is acid, overall in acidity, there is higher removal efficiency to basic nitrogen, and cation is double
The design of core, makes its structure more symmetrical again, equally has excellent effect to the removing of non basic nitrogen；
(3) reaction condition is gentle, and denitrogenation program is simple, high to the disposable removal efficiency of alkalescence and non basic nitrogen compound, 1g
Ionic liquid can once remove 50g nitrogen contents 175mgL-1Simulation oil product in more than 99% alkalescence and non-alkaline nitridation
Thing；
(4) oil product is carried out after denitrogenation, separated oil product with ionic liquid by point liquid, ionic liquid is without processing
It may continue as denitrifier to reuse 6 times, denitrification percent is still up to 95.52%.
Embodiment
In order to be more clearly understood from the above objects, features and advantages of the present invention, with reference to embodiment to this
Invention is described further.
Many details are elaborated in the following description to facilitate a thorough understanding of the present invention, still, the present invention may be used also
To be implemented using other modes described here are different from, therefore, the present invention is not limited to following public specific embodiment.
Used in following examples simulation oil product compound method for：
Basic nitrogen simulates oil product：The analytically pure quinoline of 161.43mg is dissolved in 100mL normal heptane solution is made, it is molten
The concentration of nitrogen in liquid is 175mgL-1。
Non basic nitrogen simulates oil product：The analytically pure indoles of 146.32mg is dissolved in 100mL normal heptane solution is made,
The concentration of nitrogen in solution is 175mgL-1。
Mix nitrogen simulation oil product：The analytically pure quinoline of 161.43mg and the analytically pure indoles of 146.32mg are dissolved in
The concentration that the nitrogen in solution, solution is made in 200mL normal heptane is 175mgL-1。
Ionic liquid denitrogenation is tested：In the reaction bulb with plug and magneton, 1g ionic liquids are added, 5-50g is added
Oil product is simulated, 10-40min is stirred at room temperature, 30min is stood, suction pipe draws upper strata oil product, is determined with TN-3000 apparatuss for nitrogen examination
The nitrogen content of oil product before and after denitrogenation, calculates denitrification percent of the ionic liquid to oil product accordingly.
Embodiment 1
Take 50g quinoline to simulate oil product in reaction bulb, add 1g double-core ionic liquids
After the stirring reaction 0.5h at 20 DEG C, sedimentation 0.5h, upper strata oil product TN-3000 apparatuss for nitrogen examination are taken to survey nitrogen content, denitrification percent is
99.86%.
Embodiment 2
Ionic liquid, is simply changed to by experiment condition and step be the same as Example 1
Denitrification percent is 99.88%.
Embodiment 3
Ionic liquid, is simply changed to by experiment condition and step be the same as Example 1
Denitrification percent is 99.28%.
Embodiment 4
Take 10g indoles to simulate oil product in reaction bulb, add 1g double-core acidic ion liquids
Magnetic agitation 1h at 20 DEG C, stands and takes upper strata oil product to survey nitrogen content after 0.5h, denitrification percent is 99.20%.
Embodiment 5
30g hybrid analog-digital simulation oil products are taken in reaction bulb, 1g double-core acidic ion liquids are added
Magnetic agitation 1h at 20 DEG C, stands and takes upper strata oil product to survey nitrogen content after 0.5h, denitrification percent is 99.60%.
Embodiment 6
30g hybrid analog-digital simulation oil products are taken in reaction bulb, 1g double-core acidic ion liquids are addedMagnetic agitation 1h at 20 DEG C, stands and upper strata oil is taken after 0.5h
Product survey nitrogen content, and denitrification percent is 99.66%.
Embodiment 7-13
Take 50g quinoline to simulate oil product, add magnetic agitation reaction 20min at 1g triethylamine class double-core ionic liquids, 40 DEG C,
Upper strata oil product is taken after sedimentation 30min.Nitrogen content is surveyed with TN-3000 apparatuss for nitrogen examination, denitrogenation the results are shown in Table 1.
The embodiment 7-13 of table 1 denitrogenation result
Embodiment 14-19
Experiment condition and step be the same as Example 7-13, are simply changed to indoles simulation oil product by oil product, indoles simulation oil product
Quality is 10g, and the quality of denitrifier is 1g, and denitrogenation the results are shown in Table 2.
The embodiment 14-19 of table 2 denitrogenation result
Embodiment 20
Select ionic liquid BF4[(C2H5)3N(CH2)3N(C2H5)3]BF4, experiment condition and step be the same as Example 14-19,
Experiment finishes separating oil and ionic liquid, and ionic liquid carries out the experiment of denitrogenation next time without processing, and denitrogenation the results are shown in Table 3,
Ionic liquid is reused 6 times, and denitrification effect is still up to 95.52%, shows good repeat performance.
Table 3BF4[(C2H5)3N(CH2)3N(C2H5)3]BF4Repeat removing indoles simulation oil product
Comparative example 1：Experiment condition and step be the same as Example 1, are simply changed to monokaryon (C by ionic liquid2H5)3NHSO4, mould
It is only 40.90% to intend oil denitrification rate.
Comparative example 2：Experiment condition and step be the same as Example 4, are simply changed to monokaryon (C by ionic liquid2H5)3NHSO4, mould
It is only 21.33% to intend oil denitrification rate.
Comparative example 3：Experiment condition and step be the same as Example 5, are simply changed to monokaryon (C by ionic liquid2H5)3NHSO4, mould
It is only 30.20% to intend oil denitrification rate.
The quinoline in above-described embodiment is substituted with analytically pure aniline or pyridine, the concentration for preparing nitrogen is 175mgL-1
Basic nitrogen simulation oil product, and carry out denitrogenation experiment, the ionic liquid and specific steps of use are with reference to above-described embodiment on alkali
Property nitrogen simulate the nitrogen removal step of oil product, and denitrification percent is determined using identical method.As a result the ionic liquid energy of the present invention is shown
Aniline, pyridine enough in removing oil product, and removal efficiency is above the removal efficiency for quinoline, shows the ionic liquid of the present invention
To the removal effect of aniline in oil product and pyridine more preferably.
The imidazoles in above-described embodiment is substituted with analytically pure carbazole, the concentration for preparing nitrogen is 175mgL-1Non-alkaline
Nitrogen simulates oil product, and carries out denitrogenation experiment, and ionic liquid and specific steps reference above-described embodiment of use are on non basic nitrogen
The nitrogen removal step of oil product is simulated, and denitrification percent is determined using identical method.As a result showing the ionic liquid of the present invention can take off
Except the carbazole in oil product, and removal efficiency is suitable with the removal efficiency of imidazoles, and nitrogen content can be down to 5mgL by a denitrogenation-1With
Under, show the ionic liquid of the present invention also has good removal efficiency to the carbazole in oil product.
Above-described embodiment shows, when the mass ratio of denitrifier and simulation oil product is 1:There is extraordinary denitrogenation to imitate when 50
Really, the mass ratio that particularly denitrifier simulates oil product with non basic nitrogen is 1:When 10, the denitrogenation that oil product is simulated to non basic nitrogen is imitated
Fruit is very good.In theory, denitrifier consumption is more, and the probability that nitride is contacted with denitrifier in oil product is bigger, and denitrification effect is got over
It is good, it is contemplated that the bigger cost of denitrifier consumption is higher, when the quality of denitrifier and simulation oil product is more than 1:After 5, contact several
The raising effect that rate is played to denitrification effect is less obvious, and denitrogenation cost straight line is improved, therefore, overall balance denitrogenation effect
Fruit limits denitrifier with the mass ratio of simulation oil product as 1 with producing cost：(5-50).
Embodiment described above is only some preferred embodiments of the present invention, and not the scope of the present invention is limited
Fixed, on the premise of design spirit of the present invention is not departed from, those of ordinary skill in the art make to technical scheme
In various modifications and improvement, the protection domain that claims of the present invention determination all should be fallen into.
Claims (8)
1. a kind of remove oil product neutral and alkali and the method for non basic nitrogen compound, it is characterised in that this method, which is used, has following knot
The double-core acidic ion liquid of structure is used as denitrifier：
Or (C2H5)3N-
N=2 or 3 or 4
Y=HSO4Or H2PO4Or BF4Or CH3SO3Or CF3SO3Or p-CH3C6H5SO3Or CF3COO
Denitrification process：Denitrifier is added in closed container with simulation oil product and carried out, is sufficiently stirred at 0-40 DEG C, static layering
Afterwards, separation upper strata oil product and lower floor's liquid；The simulation oil product is basic nitrogen simulation oil product, non basic nitrogen simulation oil product or mixed
Close nitrogen simulation oil product.
2. removing oil product neutral and alkali according to claim 1 and the method for non basic nitrogen compound, it is characterised in that according to de-
The mass ratio of nitrogen agent and simulation oil product is 1：(5-50), 20-40 DEG C of temperature stirs 10-40min, is divided after standing 30min
Liquid；The nitrogen content of the simulation oil product is 175mgL-1。
3. removing oil product neutral and alkali according to claim 2 and the method for non basic nitrogen compound, it is characterised in that described de-
The mass ratio that nitrogen agent simulates oil product with non-alkaline is 1：(5-10).
4. removing oil product neutral and alkali according to claim 3 and the method for non basic nitrogen compound, it is characterised in that described de-
Nitrogen step is carried out at ambient pressure.
5. removing oil product neutral and alkali and the method for non basic nitrogen compound according to claim any one of 1-4, its feature exist
In the basic nitrogen simulation oil product contains at least one of quinoline, pyridine and aniline.
6. removing oil product neutral and alkali and the method for non basic nitrogen compound according to claim any one of 1-4, its feature exist
In the non basic nitrogen simulation oil product is that indoles simulates oil product or carbazole simulation oil product.
7. removing oil product neutral and alkali and the method for non basic nitrogen compound according to claim any one of 1-4, its feature exist
In the mixing nitrogen simulation oil product contains quinoline and indoles, or pyridine and carbazole.
8. removing oil product neutral and alkali and the method for non basic nitrogen compound according to claim any one of 1-4, its feature exist
In the lower floor's liquid isolated is handled without back extraction as denitrifier and directly used, can be 6 times with Reusability, denitrogenation
Rate at least 95%；After being handled through absolute ether back extraction, denitrification activity can recover to more than 99%.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111978256A (en) * | 2020-09-17 | 2020-11-24 | 西安科技大学 | Bisimidazole ionic liquid and preparation method and application thereof |
| CN112538023A (en) * | 2019-09-20 | 2021-03-23 | Sk新技术株式会社 | Ionic liquids comprising divalent cations and monovalent anions and lubricant compositions comprising the same |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103305261A (en) * | 2013-06-19 | 2013-09-18 | 青岛科技大学 | Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification |
| CN103626706A (en) * | 2013-12-02 | 2014-03-12 | 辽宁大学 | Novel efficient ionic liquid with desulfuration function as well as preparation method and application thereof |
| CN105219423A (en) * | 2015-11-09 | 2016-01-06 | 扬州大学 | A kind of ionic liquid is used for the method for oil fuel denitrogenation |
| CN105400542A (en) * | 2015-09-30 | 2016-03-16 | 青岛农业大学 | Selective removal of nitrogen compounds in oil products using biimidazole SO3H-functionalized ionic liquid |
| US20160168482A1 (en) * | 2014-12-12 | 2016-06-16 | Uop Llc | Contaminant removal from hydrocarbon streams with ionic liquids |
-
2017
- 2017-04-26 CN CN201710280765.9A patent/CN106967453B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103305261A (en) * | 2013-06-19 | 2013-09-18 | 青岛科技大学 | Synthesis method of novel ionic liquid and application of novel ionic liquid to oil product denitrification |
| CN103626706A (en) * | 2013-12-02 | 2014-03-12 | 辽宁大学 | Novel efficient ionic liquid with desulfuration function as well as preparation method and application thereof |
| US20160168482A1 (en) * | 2014-12-12 | 2016-06-16 | Uop Llc | Contaminant removal from hydrocarbon streams with ionic liquids |
| CN105400542A (en) * | 2015-09-30 | 2016-03-16 | 青岛农业大学 | Selective removal of nitrogen compounds in oil products using biimidazole SO3H-functionalized ionic liquid |
| CN105219423A (en) * | 2015-11-09 | 2016-01-06 | 扬州大学 | A kind of ionic liquid is used for the method for oil fuel denitrogenation |
Non-Patent Citations (1)
| Title |
|---|
| 王辉: "功能化离子液体设计合成及其在轻质油品脱氮中的应用研究", 《中国博士学位论文全文数据库 工程科技Ⅰ辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112538023A (en) * | 2019-09-20 | 2021-03-23 | Sk新技术株式会社 | Ionic liquids comprising divalent cations and monovalent anions and lubricant compositions comprising the same |
| CN111978256A (en) * | 2020-09-17 | 2020-11-24 | 西安科技大学 | Bisimidazole ionic liquid and preparation method and application thereof |
| CN111978256B (en) * | 2020-09-17 | 2023-07-07 | 西安科技大学 | Bisimidazole ionic liquid and preparation method and application thereof |
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| CN106967453B (en) | 2018-10-12 |
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