CN105694947A - Method for removing dibenzothiophene in gasoline by oxidation/extraction - Google Patents
Method for removing dibenzothiophene in gasoline by oxidation/extraction Download PDFInfo
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- CN105694947A CN105694947A CN201610192364.3A CN201610192364A CN105694947A CN 105694947 A CN105694947 A CN 105694947A CN 201610192364 A CN201610192364 A CN 201610192364A CN 105694947 A CN105694947 A CN 105694947A
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- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 26
- 230000003647 oxidation Effects 0.000 title claims abstract description 20
- 238000000605 extraction Methods 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 title claims abstract description 17
- 239000003502 gasoline Substances 0.000 title claims abstract description 12
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 238000006477 desulfuration reaction Methods 0.000 claims abstract description 38
- 239000002608 ionic liquid Substances 0.000 claims abstract description 38
- 230000023556 desulfurization Effects 0.000 claims abstract description 34
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 238000003756 stirring Methods 0.000 claims description 16
- 238000013517 stratification Methods 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 230000008030 elimination Effects 0.000 claims description 5
- 238000003379 elimination reaction Methods 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- 150000003457 sulfones Chemical class 0.000 abstract description 15
- 150000003462 sulfoxides Chemical class 0.000 abstract description 15
- 239000003054 catalyst Substances 0.000 abstract description 9
- 238000010168 coupling process Methods 0.000 abstract description 6
- 239000007800 oxidant agent Substances 0.000 abstract description 6
- 230000008878 coupling Effects 0.000 abstract description 5
- 238000005859 coupling reaction Methods 0.000 abstract description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 3
- 150000001450 anions Chemical class 0.000 abstract description 2
- 150000001768 cations Chemical class 0.000 abstract description 2
- 230000003993 interaction Effects 0.000 abstract description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract description 2
- AICIYIDUYNFPRY-UHFFFAOYSA-N 1,3-dihydro-2H-imidazol-2-one Chemical class O=C1NC=CN1 AICIYIDUYNFPRY-UHFFFAOYSA-N 0.000 abstract 1
- JBGWMRAMUROVND-UHFFFAOYSA-N 1-sulfanylidenethiophene Chemical class S=S1C=CC=C1 JBGWMRAMUROVND-UHFFFAOYSA-N 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 238000005191 phase separation Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 36
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 19
- 229910052717 sulfur Inorganic materials 0.000 description 19
- 239000011593 sulfur Substances 0.000 description 19
- 238000004088 simulation Methods 0.000 description 14
- 239000000295 fuel oil Substances 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- -1 glyoxaline compound Chemical class 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 5
- 230000001590 oxidative effect Effects 0.000 description 5
- 238000013461 design Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 229930192474 thiophene Natural products 0.000 description 3
- 150000003577 thiophenes Chemical class 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- WHLUQAYNVOGZST-UHFFFAOYSA-N tifenamil Chemical group C=1C=CC=CC=1C(C(=O)SCCN(CC)CC)C1=CC=CC=C1 WHLUQAYNVOGZST-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000012028 Fenton's reagent Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
- C10G21/12—Organic compounds only
- C10G21/20—Nitrogen-containing 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/02—Gasoline
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 relates to a method for removing dibenzothiophene in gasoline by an oxidation/extraction coupling technique. The method is characterized in that the coupling of oxidation reaction and extraction desulfurization is carried out in one system by using H2O2 as an oxidizer, CH3COOH as a catalyst and an ionic liquid as an extractant. The ionic liquid extractant is structurally characterized by using hydroxyl imidazole compounds as a cation framework and p-methylbenzenesulfonate as anions. The ionic liquid has favorable extractibility for sulfone and sulfoxide under multiple interactions with the oxidation product sulfone and sulfoxide, thereby implementing deep removal of thiophene sulfides. After the extraction desulfurization is finished, simple phase separation is performed to recycle the ionic liquid extractant.
Description
Technical field
The present invention relates to a kind of petroleum chemical industry oil product Scouring Technology field, a kind of oxidation coupling abstraction technique based on ion liquid abstraction agent removes the method for dibenzothiophenes in gasoline specifically。
Background technology
In order to reduce the vehicle exhaust pollution to environment, countries in the world have promulgated the environmental legislation of the increasingly stringent sulfur content to reduce in gasoline all in succession。At present, the sulfur content in gasoline is reduced to 10ppm by European and American developed countries, and China can only realize the standard of 50ppm, and sulfur content is 5 times of developed country。In order to improve the international competitiveness of China's oil product, and the sulfur content of oil product is comprehensively in line with international standards, stride forward to " sweet gasoline ", carry out deep desulfurization of gasoline very urgent。There is operating condition harshness (High Temperature High Pressure), need special effective catalyst and consume the problems such as a large amount of high-purity hydrogens in traditional hydrodesulfurization, and is difficult to thiophene-type sulfide in elimination gasoline。Therefore, carry out other deep desulfuration techniques and become the focus of the outer scholar's research of Present Domestic。
In numerous non-hydrodesulfurizations, oxidation/extraction coupled desulfurization technology receives much concern。Its principle is: the sulfide-oxidation in fuel oil first becomes with oxidant sulfoxide and sulfone under catalyst action, then sulfoxide and sulfone is removed from oil product by solvent-extracted method, thus reaching the purpose of fuel desulfuration。Owing to sulfoxide and sulfone are more much better than than the polarity of corresponding sulfide, therefore remove more easily by methods such as extraction, absorption, distillations, thus being easier to realize deep desulfuration。(the oil and gas chemical industry such as Li Zhongming, 2006,35,285-288) with hydrogen peroxide for oxidant, under the catalytic action of Fenton reagent and formic acid, the thiophenes in oxidation fuel oil, then through N, after dinethylformamide (DMF) extracts, desulfurization degree is up to 98.43%。Zhang Ying etc. (chemistry and bonding, 2010,32,38-41) with air oxidant, second acid as catalyst, methanol as extractant, being combined with extract and separate by catalytic oxidation, catalytic cracking (FCC) gasoline has been carried out desulfurization by oxidation and extraction research, desulfurization degree is 81.4%。(oil Refining Technologies and the engineering such as Song Pengjun, 2009,39 (12), 15-18) make oxidant with oxygen, first acid as catalyst, N-Methyl pyrrolidone (NMP) makes extractant, adopts the method that catalytic oxidation combines with solvent extraction that FCC diesel oil has been carried out desulfurization by oxidation and extraction experiment, and desulfurization degree is 88.7%。Although above-mentioned oxidation/extraction coupled desulfurization method achieves certain progress in deep desulfuration, but it is all with traditional organic solvent such as DMF, methanol, NMP etc. for extractant, the shortcoming such as there is environmental pollution, catalyst can not recycle, limits popularization and the application of these methods。
Ionic liquid forces down because it has steam, heat stability height, structure designability, the advantage such as reusable, be used to many chemical reaction processes as an eco-friendly solvent of class or catalyst。Some special groups are assembled in the structure of ionic liquid by chemical reaction, prepare functionalized ion liquid, be one of the focus of current ionic liquid research。Present invention design synthesizes the extraction type functionalized ion liquid that a class is novel, is used for aoxidizing/extract dibenzothiophenes in coupling elimination gasoline, not only obtains high extraction yield (desulfurization degree), and achieve the recycling of extractant。
Summary of the invention
In order to solve organic extractant environmental pollution in oxidation/abstraction desulfurization, can not recycle, the problem such as desulfurization degree is low, the present invention utilizes a kind of ionic liquid with efficient extraction ability, in time by the oxidation product of generation from fuel oil be extracted into mutually ionic liquid mutually, the high efficiency separation and the oxidation sweetening that simultaneously facilitate fuel oil and oxidation product react and carry out completely, reach the purpose of deep desulfurization of fuel oil, and realize the reaction-isolation integral of fuel oil oxidation sweetening process and the recovery of catalyst system and catalyzing and recycling。
The present invention is directed to the oxidation product sulfone of thiophenes in fuel oil, the architectural characteristic (containing S=O key) of sulfoxide is designed, and designs a class and sulfone, sulfoxide have high dissolving and the ionic liquid of extracting power。The architectural feature of the extraction type ionic liquid of present invention design is: with glyoxaline compound for cation matrix, containing-OH functional group, and with p-methyl benzenesulfonic acid root for anion。The oxidation product such as sulfone, sulfoxide is had the reason of high extracting power by such ionic liquid: containing-OH functional group (containing active hydrogen) in (1) molecule, it is possible to form hydrogen bond with sulfone, sulfoxide；(2) molecule contains imidazole radicals and the phenyl of armaticity, can with formation π-πconjugation between the same thiphene ring with armaticity；(3) the imidazolyl heterocycle cation contained in molecule, similar to thiphene ring structure, can effectively dissolve sulfone, sulfoxide according to " similar mix " principle；(4) containing the bigger sulfonate radical of electronegativity in molecule, sulfonate radical and sulfone, sulfoxide is same contains S=O double bond, can effectively dissolve the stronger sulfone of polarity, sulfoxide according to " similar mix " principle。Therefore, by the multiple interaction between ionic liquid and sulfone, sulfoxide, ionic liquid shows sulfone, extraction ability that sulfoxide is good。
The extraction type ionic liquid of design synthesis is used for aoxidizing/extract the dibenzothiophenes (DBT) in coupling elimination fuel oil by the present invention。With H2O2For oxidant, CH3COOH is catalyst, ionic liquid is extractant, carries out the coupling of oxidation reaction and abstraction desulfurization under same system。Sulfone, sulfoxide that oxidation reaction generates are extracted into ionic liquid phase timely, and are promoted thoroughly carrying out of oxidation reaction, thus realizing the deep removal of DBT。After abstraction desulfurization terminates, through being simply separated, it may be achieved the recycling of ion liquid abstraction agent。
The technical scheme is that
In the 10mL simulated oil containing DBT, add 0.5～1.0g ionic liquid, and volume ratio is the 30%H of 1:12O2And CH3Each 0.2～the 0.5mL of COOH, at temperature 60～80 DEG C, stirring reaction 60～120min。After reaction terminates, stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, and calculate desulfurization degree。Can direct reuse after the ionic liquid drying of lower floor。
Described ionic liquid is the glyoxaline ion liquid containing-OH functionalization, and structure is as follows:
Present invention have the advantage that
1, reaction condition is gentle, and required time is short, easy and simple to handle；
2, oxidation reaction and abstraction desulfurization integration；
3, ion liquid abstraction agent can be recycled；
4, desulfurization degree is high, and the deep removal for thiophenes provides an eco-friendly process route。
Specific implementation method
Below in conjunction with embodiment, the method for the present invention is described further, but is not limitation of the invention。
Embodiment 1:
Take the 10mL simulation oil product containing dibenzothiophenes (DBT) in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 99.2%。
Embodiment 2:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.65g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 99.5%。
Embodiment 3:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.8g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 99.3%。
Embodiment 4:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 1.0g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 99.8%。
Embodiment 5:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 60 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 81.1%。
Embodiment 6:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 2h at 80 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 98.5%。
Embodiment 7:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 60min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 92.8%。
Embodiment 8:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 97.8%。
Embodiment 9:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.5mL30%H2O2And 0.5mLCH3COOH, keeps certain stir speed (S.S.), reacts 100min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 98.8%。
Embodiment 10:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.2mL30%H2O2And 0.2mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 94.7%。
Embodiment 11:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C8H17), 0.25mL30%H2O2And 0.25mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 98.8%。
Embodiment 12:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=CH3), 0.25mL30%H2O2And 0.25mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 92.2%。
Embodiment 13:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C2H5), 0.25mL30%H2O2And 0.25mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 94.5%。
Embodiment 14:
Take the 10mL simulation oil product containing DBT in 50mL flask, be separately added into 0.5g ionic liquid (R=C4H9), 0.25mL30%H2O2And 0.25mLCH3COOH, keeps certain stir speed (S.S.), reacts 80min at 70 DEG C, after reaction terminates, and stratification, take appropriate upper strata oil product, measure its sulfur content with WK-2D type Microcoulomb comprehensive analysis instrument, desulfurization degree is 95.3%。
Embodiment 15-20:
Ionic liquid, with embodiment 11, is simply changed into the ionic liquid reclaimed in embodiment 11 by experiment condition and step, carries out six times repeating back to testing, and result is in Table 1。
The repeating back to of table 1 ionic liquid uses result
Claims (1)
1., based on a method for dibenzothiophenes in the oxidation of ion liquid abstraction agent/extraction elimination gasoline, it is characterized in that addition 0.5～1.0g ion liquid abstraction agent in the 10mL simulated oil containing dibenzothiophenes, and volume ratio is the 30%H of 1:12O2And CH3Each 0.2～the 0.5mL of COOH, at temperature 60～80 DEG C, stirring reaction 60～120min, stratification, upper strata oil product WK-2D type Microcoulomb instrument measures its desulfurization degree, after the ionic liquid drying of lower floor can direct reuse, the structure of wherein said ion liquid abstraction agent is as follows:
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101260314A (en) * | 2008-05-04 | 2008-09-10 | 中国科学院过程工程研究所 | Oil oxidation-extraction desulfurization technique based on ionic liquid composite solvent |
| US20140353212A1 (en) * | 2012-04-16 | 2014-12-04 | State of Oregon, acting by and through the State Board of Higher Education on Behalf of University | Oxidative desulfurization of hydrocarbons |
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2016
- 2016-03-30 CN CN201610192364.3A patent/CN105694947A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101260314A (en) * | 2008-05-04 | 2008-09-10 | 中国科学院过程工程研究所 | Oil oxidation-extraction desulfurization technique based on ionic liquid composite solvent |
| US20140353212A1 (en) * | 2012-04-16 | 2014-12-04 | State of Oregon, acting by and through the State Board of Higher Education on Behalf of University | Oxidative desulfurization of hydrocarbons |
Non-Patent Citations (1)
| Title |
|---|
| 侯付国: "氧化-温控相分离离子液体的合成及其在催化汽油氧气氧化脱硫中的应用研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
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