CN102533319B - Method for removing alkaline nitride in oil product - Google Patents
Method for removing alkaline nitride in oil product Download PDFInfo
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- CN102533319B CN102533319B CN201010609483.7A CN201010609483A CN102533319B CN 102533319 B CN102533319 B CN 102533319B CN 201010609483 A CN201010609483 A CN 201010609483A CN 102533319 B CN102533319 B CN 102533319B
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- nitrogen
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- 238000000034 method Methods 0.000 title claims abstract description 25
- 150000004767 nitrides Chemical class 0.000 title abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 136
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 71
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 22
- 239000002893 slag Substances 0.000 claims abstract description 21
- 239000002253 acid Substances 0.000 claims abstract description 13
- 238000000926 separation method Methods 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 239000008139 complexing agent Substances 0.000 claims abstract description 7
- 238000004062 sedimentation Methods 0.000 claims abstract description 7
- 230000000536 complexating effect Effects 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 3
- 239000003921 oil Substances 0.000 claims description 43
- 229910017464 nitrogen compound Inorganic materials 0.000 claims description 16
- 150000002830 nitrogen compounds Chemical class 0.000 claims description 16
- 238000001914 filtration Methods 0.000 claims description 2
- 230000005484 gravity Effects 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 238000005728 strengthening Methods 0.000 claims description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 6
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 6
- 238000000605 extraction Methods 0.000 description 6
- 239000002994 raw material Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000007670 refining Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000007701 flash-distillation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910001867 inorganic solvent Inorganic materials 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- -1 nitrogenous compound Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention relates to a method for removing basic nitride in oil, wherein the oil and primary nitrogen slag are fully mixed and contacted in a primary mixer to generate complex denitrification reaction, the basic nitride with strong polarity is removed, and then the oil enters a primary separation device for settlement separation, and secondary nitrogen slag is discharged to obtain primary denitrified oil and a dealkalized nitrogen auxiliary agent; after the primary denitrified oil and the dealkalized nitrogen auxiliary agent are fully mixed and react in the secondary mixer, alkaline nitrides with relatively weak polarity are removed, the alkaline nitrides enter a secondary separation device for sedimentation separation, primary nitrogen slag is discharged to obtain denitrified oil, and the primary nitrogen slag is circulated back to the primary mixer to be mixed with oil products; the primary nitrogen slag is a mixture separated after the dealkalization nitrogen auxiliary agent and the oil product are subjected to dealkalization nitrogen reaction; the dealkalized nitrogen auxiliary agent consists of the dealkalized nitrogen auxiliary agent which contains acid and acid anhydride and is described in Chinese patent CN101144031 and a complexing agent with a strengthened complexing effect; the alkali nitrogen removal rate of the oil product reaches more than 90%, and the dosage of the dealkalized nitrogen auxiliary agent can be reduced by more than 50%.
Description
Technical field
The present invention relates to a kind of method that removes basic nitrogen compounds in oils.
Background technology
The method that removes the basic nitrogen compound in oil product has hydrofining and non-hydrogenation, the exploitation of hydrofining is at present more, and oil yield is high, but this technique denitrification effect is bad, only have 10～25% with general hydrogenation catalyst nitric efficiency, adopt extraordinary Hydrobon catalyst denitrification percent also can only reach 70～75%, and need a large amount of hydrogen source and expensive equipment, investment and working cost high.
The main method of non-hydrogenation has: the denitrogenation of acid extraction method, solvent method denitrogenation, complexometry denitrogenation and absorption method (comprising clay-filtered) denitrogenation etc.
U.S. Pat 4960508 adopts acid, diluted acid two-step approach from oil product, to extract nitrogen heterocyclic, first there is concentrated acid extraction, then flash distillation removes a large amount of solvents in concentrated acid extraction phase, with diluted acid, the concentrated acid extract after to flash distillation extracts again, diluted acid raffinate recovery of oil, thus the selectivity of extraction and the yield of raffinate oil improved.
CN1088606 is a kind of liquid petroleum product solvent treatment denitrogenation method, is characterized in removing total nitrogen, basic nitrogen, mercaptan sulfur and the low molecular organic acids in liquid petroleum product by liquid phase extracting under normal pressure.Denitrfying agent is by a kind of C
1～C
3alcohol and water or dilute alkaline aqueous solution composition, total nitrogen, basic nitrogen, mercaptan sulfur decreasing ratio can reach 50～80%, and can remove part low molecular organic acids.
US4332676 and US4332675 adopt SO
2from organic streams, remove basic nitrogen compound.Basic nitrogen compound and SO
2form title complex precipitation with water, further precipitation separation and denitrogenation, then utilizes heating, inorganic solvent to process or the method SO such as inert gas purge
2regeneration.
CN1353167 is a kind of modified argil as denitrifying agent for refining of petroleum denitrification refining and preparation method thereof, modified argil as denitrifying agent consists of: acidizer A5～55% (wt), complexing agent B0～30% (wt), carclazyte 20～95% (wt), water 1～15% (wt).Acidizer A and complexing agent B load on carclazyte, form a solid denitrfying agent, this denitrfying agent nitric efficiency is high, can adopt the process device identical with traditional lubrication oil clay treatment and close processing condition to be lubricated the advanced nitrogen of oily base oil, greatly improve the anti-oxidative stability of lubricant base, overcome the shortcoming of liquid denitrfying agent mixing with separation difficulty, carclazyte consumption can reduce 20-80%.
In summary, the denitrogenation of acid extraction method exists extraction selectivity low, and some unazotized hydro carbons oil products are also extracted and are dissolved in acid mutually, thereby causes raffinate oil yield to reduce; There is conventional solvent treatment poor selectivity in solvent treatment denitrogenation, in removing nitrogenous compound, a large amount of alkene is also removed, and with the raising of refining depth, oil yield obviously reduces, and basic nitrogen compound removes and tends to balance; There is the problem of the little and frequent regeneration of sorbent material loading capacity in absorption method denitrogenation.
Summary of the invention
The object of this invention is to provide a kind of method that removes basic nitrogen compounds in oils.
Concrete implementation step is: first oil product and nitrogen slag are (after dealkalize nitrogen auxiliary agent and oil product generation dealkalize nitrogen reacts, isolated mixture) fully mix and contact, remove the basic nitrogen compound that its Semi-polarity is strong, denitrogenation oil and secondary nitrogen slag that the dregs of fat obtain after separating funnel liquid-liquid separation, one time denitrogenation oil fully mixes again with according to improved dealkalize nitrogen auxiliary agent on Chinese patent CN101144031 basis, remove polar phase to weak basic nitrogen compound, the secondary denitrogenation oil and the nitrogen slag that after separation, obtain, one time nitrogen slag can be recycled.Dealkalize nitrogen auxiliary agent is improved on Chinese patent CN101144031 basis, except original acid and acid anhydrides with chain carrier, has also added the complexing agent with strengthening complexing action.Complexing agent comprises Fe
3+, Ni
2+, Zn
2+, Ti
2+, Cu
2+, Sn
2+in one or both.
Described mixed once device is static mixer.
The sedimentation of described tripping device adopts gravity settling, electrode sedimentation or the auxiliary sedimentation means of other industry.
The separation of described tripping device adopts filtration unit, comprises whizzer, membrane filter appts or mechanical filter machine.
Adopt this technique can make the basic nitrogen removal rate of oil product reach more than 90%, and dealkalize nitrogen auxiliary dosage can reduce more than 50%.
Accompanying drawing explanation
Fig. 1 removes the nitrogen slag circulation technology schema of basic nitrogen compounds in oils.
Wherein:
1 mixed once device, 2 flash liberation devices, 3 secondary mixer 4 secondary separation devices; A oil product, bis-nitrogen slags of B, nitrogen slag of C, D dealkalize nitrogen auxiliary agent, E denitrogenation oil;
Embodiment
The present invention is achieved in that oil product A contacts in the interior abundant mixing of mixed once device 1 with a nitrogen slag C, there is complexing denitrification reaction, enter afterwards flash liberation device 2 settlement separate, secondary nitrogen slag B is discharged in bottom, the denitrogenation oil obtaining and dealkalize nitrogen auxiliary agent D are after the interior abundant hybrid reaction of secondary mixer 3, enter secondary separation device 4 settlement separate, a nitrogen slag is discharged in bottom, obtains basic nitrogen removal rate and reaches more than 90% denitrogenation oil E.One time nitrogen slag recycles.
Sulfuric acid according to 10%, 60% phosphoric acid, 20% Vanadium Pentoxide in FLAKES and 10% metal ion Cu
2+proportioning be mixed with dealkalize nitrogen auxiliary agent, take grand celebration coker gas oil as raw material, under normal temperature and pressure conditions, carry out the contrast of two kinds of dealkalize nitrogen techniques, test-results is as following table.
Table 1 grand celebration coker gas oil dealkalize nitrogen test-results
Note: grand celebration coker gas oil basic nitrogen 718 μ g/g.
Sulfuric acid according to 17%, 60% phosphoric acid, 15% Vanadium Pentoxide in FLAKES and 8% configuration metal ions Zn
2+proportioning be mixed with dealkalize nitrogen auxiliary agent, take grand celebration wax tailings as raw material, under temperature 50 C, condition of normal pressure, carry out the contrast of two kinds of dealkalize nitrogen techniques, test-results is as following table.
Table 2 grand celebration wax tailings dealkalize nitrogen test-results
Note: grand celebration wax tailings basic nitrogen 1334 μ g/g.
Hydrochloric acid according to 12%, 58% Vanadium Pentoxide in FLAKES and 30% metal ion Ti
2+proportioning be mixed with dealkalize nitrogen auxiliary agent, take huge port coker gas oil as raw material, under normal temperature and pressure conditions, carry out the contrast of two kinds of dealkalize nitrogen techniques, test-results is as following table.
Table 3 huge port coker gas oil dealkalize nitrogen test-results
Note: huge port coker gas oil basic nitrogen 932 μ g/g.
Oxalic acid according to 30%, 20% acetic anhydride, 30% Phenylsulfonic acid and 20% metal ion Sn
2+proportioning be mixed with dealkalize nitrogen auxiliary agent, take Yumen coker gas oil as raw material, under normal temperature and pressure conditions, carry out the contrast of two kinds of dealkalize nitrogen techniques, test-results is as following table.
Table 4 Yumen coker gas oil dealkalize nitrogen test-results
Note: Yumen coker gas oil basic nitrogen 856 μ g/g.
Embodiment 5
Terephthalic acid according to 60%, 20% phosphorous acid and 20% metal cations Fe
2+proportioning be mixed with dealkalize nitrogen auxiliary agent, take huge port wax tailings as raw material, under temperature 50 C, condition of normal pressure, carry out the contrast of two kinds of dealkalize nitrogen techniques, test-results is as following table.
Table 5 huge port wax tailings dealkalize nitrogen test-results
Note: huge port wax tailings basic nitrogen 1725 μ g/g.
Claims (4)
1. one kind removes the method for basic nitrogen compounds in oils, it is characterized in that: oil product fully mixes and contacts in mixed once device with a nitrogen slag, there is complexing denitrification reaction, remove the basic nitrogen compound that its Semi-polarity is strong, enter afterwards flash liberation device settlement separate, discharge secondary nitrogen slag, obtain denitrogenation oil and dealkalize nitrogen auxiliary agent; Denitrogenation oil and dealkalize nitrogen auxiliary agent are in secondary mixer fully after hybrid reaction, remove polar phase to weak basic nitrogen compound, enter secondary separation device settlement separate, discharge one time nitrogen slag, obtain denitrogenation oil, a nitrogen slag loops back mixed once device to be mixed with oil product;
After one time nitrogen slag is dealkalize nitrogen auxiliary agent and the reaction of oil product generation dealkalize nitrogen, isolated mixture;
Dealkalize nitrogen auxiliary agent is made up of the dealkalize nitrogen auxiliary agent containing acid and acid anhydrides described in Chinese patent CN101144031 and the complexing agent with strengthening complexing action;
Complexing agent in described dealkalize nitrogen auxiliary agent is Fe
3+, Ni
2+, Zn
2+, Ti
2+, Cu
2+, Sn
2+in one or both.
2. the method that removes basic nitrogen compounds in oils according to claim 1, is characterized in that: mixed once device is static mixer.
3. the method that removes basic nitrogen compounds in oils according to claim 1, is characterized in that: the sedimentation of tripping device adopts gravity settling, electrode sedimentation or the auxiliary sedimentation means of other industry.
4. the method that removes basic nitrogen compounds in oils according to claim 1, is characterized in that: the separation of tripping device adopts filtration unit, comprises whizzer, membrane filter appts or mechanical filter machine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010609483.7A CN102533319B (en) | 2010-12-17 | 2010-12-17 | Method for removing alkaline nitride in oil product |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010609483.7A CN102533319B (en) | 2010-12-17 | 2010-12-17 | Method for removing alkaline nitride in oil product |
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|---|---|
| CN102533319A CN102533319A (en) | 2012-07-04 |
| CN102533319B true CN102533319B (en) | 2014-06-04 |
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104212478B (en) * | 2013-06-05 | 2016-06-08 | 中国石油天然气股份有限公司 | Denitrification method for heavy oil product |
| CN104212489B (en) * | 2013-06-05 | 2016-10-19 | 中国石油天然气股份有限公司 | Processing method of heavy oil product with high nitrogen content |
| CN110857392B (en) * | 2018-08-23 | 2022-01-04 | 中国石油化工股份有限公司 | Method for separating alkaline nitride from heavy oil |
| CN114471451A (en) * | 2020-10-23 | 2022-05-13 | 华东理工大学 | Preparation method and application of adsorbent for removing basic nitride from lubricating oil base oil |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1177626A (en) * | 1997-09-10 | 1998-04-01 | 中国石油化工总公司 | Denitrification process for base oil of lubricating oil |
| CN1253165A (en) * | 1999-11-04 | 2000-05-17 | 中国石化集团武汉石油化工厂 | Refining basic oil of lubricating oil by denitrification |
| CN101121900A (en) * | 2006-08-10 | 2008-02-13 | 中国石化集团武汉石油化工厂 | Denitrogenation hydrogenation combination technique for secondary processing diesel oil |
-
2010
- 2010-12-17 CN CN201010609483.7A patent/CN102533319B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1177626A (en) * | 1997-09-10 | 1998-04-01 | 中国石油化工总公司 | Denitrification process for base oil of lubricating oil |
| CN1253165A (en) * | 1999-11-04 | 2000-05-17 | 中国石化集团武汉石油化工厂 | Refining basic oil of lubricating oil by denitrification |
| CN101121900A (en) * | 2006-08-10 | 2008-02-13 | 中国石化集团武汉石油化工厂 | Denitrogenation hydrogenation combination technique for secondary processing diesel oil |
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