CN106281437B - A kind of method that Catalytic Oxidation-Extraction removes thiophenes sulfides in gasoline under visible ray - Google Patents
A kind of method that Catalytic Oxidation-Extraction removes thiophenes sulfides in gasoline under visible ray Download PDFInfo
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- CN106281437B CN106281437B CN201610821090.XA CN201610821090A CN106281437B CN 106281437 B CN106281437 B CN 106281437B CN 201610821090 A CN201610821090 A CN 201610821090A CN 106281437 B CN106281437 B CN 106281437B
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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
- 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
- C10G53/14—Treatment of hydrocarbon oils, in the absence of hydrogen, by two or more refining processes plural serial stages only including at least one oxidation 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
- C10G2300/1037—Hydrocarbon fractions
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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
- 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
-
- 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
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- 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)
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Abstract
The method that the present invention discloses thiophenes sulfides in Catalytic Oxidation-Extraction removing gasoline under a kind of visible ray, belongs to oil product processing technique field.The present invention is under visible light, using dye sensitization photocatalyst, by oxidizing, thiophenic sulfur to be catalytically oxidized to thiophene sulfone, then by extractant extraction and separation, so as to achieve the purpose that remove thiophenic sulfur in gasoline.The dye sensitization photocatalyst is prepared by the preparation method in patent ZL201210553859.6.Dye sensitization photocatalyst large specific surface area, dispersion degree selected by the present invention are preferably, active site is all able to effective exposure, photochemical catalyst not easily runs off；And the utilization of visible spectrum part in solar energy is obviously improved.Sulfur method provided by the present invention is simple and practicable, of low cost, can play effective removal effect to thiophenic sulfur contained in gasoline.
Description
Technical field
The invention belongs to oil product processing technique fields, and in particular under a kind of visible ray in Catalytic Oxidation-Extraction removing gasoline
The method of thiophenes sulfides.
Background technology
Although the growth rate of the GDP in the whole world is persistently slowing down, overall energy demand but is continuing to increase.This be because
For the increase with world population and the raising of scientific and technological level, the mankind will need more energy to support higher life water
The gentle standard of living and more active socio-economic activity, and next two decades and later energy demand will continue to increase
It is long.On the other hand, although due to global warming, the environmental factor of climatic deterioration, global energy resource structure is in continued shift, but it holds
The accounting of the continuous energy persistently increases, but fossil energy will be that the main energy sources of power are provided for world economy.According to《BP
World energy sources statistical yearbook》2016 editions reports, fossil energy will provide energy increment by 2035 60%, and account for energy confession
Answer the 80% of total amount.
On the Chinese side, China energy consumption in 2015 increases by 1.5%, and speedup is less than ten yearly mean level of past
(5.3%) 1/3rd, but China is still global maximum energy-consuming state, and 23% and the whole world for accounting for global Energy Consumption amount are net
34% increased.In energy resource structure, accounting of the coal in China energy consumption drops to 64%, and correspondingly oil consumption
Amount but increases 6.3%.Wherein net import of oil increases by 9.6% to 7,370,000 barrel per day, reaches a historic high level.《BP worlds energy
Source statistical yearbook》2016 editions estimated China Petroleum importation dependences in 2035 will rise to 76% by 59% in 2014.
And due to the increasingly depleted of petroleum resources, the oil of institute of China import is mostly sour crude, institute after correspondingly refining
Sulfur content is also relatively high in the gasoline obtained.Sulfide therein can generate oxysulfide (SO after combustionX), it is to form acid rain
Immediate cause；And oxysulfide (SOX) if it is converted into sulfate aerosol in an atmosphere, stimulation will also be into one
Step enhancing so as to increase the incidence of people's respiratory tract system disease, is more likely to induction Human Lung Cancer and is formed.Therefore by de-
Sulphur technique, the clean gasoline that production meets environmental requirement have become the main trend of gasoline industry.
The sulfide of more difficult removing mainly includes in gasoline：Thiophene, methylthiophene, benzothiophene, dibenzothiophenes etc..Mesh
Before, industrial common desulfurization process of gasoline mainly includes hydrodesulfurization, abstraction desulfurization, absorption desulfurization etc., suffers from corresponding
It is insufficient.If wanting to continue deep hydrogenation using traditional hydrodesulfurization technology, gasoline is made to meet current low sulfur-bearing standard, it is necessary to
By improving the harsh conditions such as Hydrogen Vapor Pressure and dosage, high temperature, high pressure, the consequence thus brought is the increase of hydrogen consumption, reactor body
Product increase, equipment investment and operating cost sharply increase or even can bring the quality of gasolines problems such as explosion-proof index reduction.And it extracts
Desulfurization needs to research and develop efficient extractant, and the extractant of weak chemical action can be particularly generated with sulfur-containing organic compound, and
The screening of such solvent is relatively difficult with preparing, and can not industrially be widely used at present.Desulfurization is adsorbed then to Containing Sulfur
The selectivity for closing object is poor, and due to a large amount of presence of alkene and other non-sulfur-bearing benzene homologues, can significantly reduce to sulfur-bearing
The adsorption capacity of compound is not suitable for the deep desulfuration of gasoline.Therefore, new efficient gasoline desulfating method gesture is developed must
Row.
Invention content
The shortcomings that in order to overcome the prior art, primary and foremost purpose of the invention was that providing a kind of dye sensitization light urges with insufficient
Application of the agent in gasoline takes off thiophenic sulfur.
Another object of the present invention is to provide Catalytic Oxidation-Extraction under a kind of visible ray to remove thiophenes sulfides in gasoline
Method.
The purpose of the present invention is achieved through the following technical solutions：
The present invention provides a kind of application of dye sensitization photocatalyst in gasoline takes off thiophenic sulfur.
A kind of method that Catalytic Oxidation-Extraction removes thiophenes sulfides in gasoline under visible ray, includes the following steps：
Under visible light, using dye sensitization photocatalyst, by oxidizing, thiophenic sulfur is catalytically oxidized to thiophene
Sulfone, then by extractant extraction and separation, so as to achieve the purpose that remove thiophenic sulfur in gasoline.
The dye sensitization photocatalyst is prepared by the preparation method in patent ZL201210553859.6.
The wave-length coverage of the visible ray is 450~650nm.
The dosage of the dye sensitization photocatalyst is 0.3~1wt% of gasoline to be desulfurization.
The oxidant is potassium permanganate (KMnO4), potassium bichromate (K2Cr2O7), potassium chlorate (KClO3), potassium peroxydisulfate
(K2S2O8), hydrogen peroxide (H2O2) in one kind；Its dosage (can play the equivalent oxygen and gasoline of oxidation with oxygen sulphur ratio in oxidant
The molar ratio of middle equivalent sulphur) meter, oxygen sulphur ratio ranging from 20~60.
The reaction condition of the catalysis oxidation is：Reaction temperature is 30~50 DEG C, and photocatalytic oxidation time is
60~180min.
The extractant is N,N-dimethylformamide, one kind in acetonitrile, furfural, ethylenediamine；Its dosage is waits to take off
10~30wt% of sulfur oil.
The present invention is had the following advantages and effect relative to the prior art：
(1) the dye sensitization photocatalyst large specific surface area selected by the present invention, dispersion degree preferably, active site all
It is not easily runed off with effectively exposure, photochemical catalyst；And the utilization of visible spectrum part in solar energy is obviously improved.
(2) sulfur method provided by the present invention is simple and practicable, of low cost, and thiophenic sulfur contained in gasoline can be risen
To effective removal effect.
Specific embodiment
With reference to embodiment, the present invention is described in further detail, but the implementation of the present invention is not limited to this.
Embodiment 1
With DCQ/14%-iFe2O3/ SBA-15 is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/14%-iFe2O3/SBA-15
30mg, with KMnO4For oxidant, equivalent oxygen sulphur ratio is 20, it is seen that optical wavelength selectes 450nm, light application time 60min, because
Under the conditions of continuous light, system temperature can rise always, so being 30 by circulating cooling water management catalytic oxidation temperature
℃.After catalytic oxidation, be isolated by filtration photochemical catalyst, gained gasoline add in 1g n,N-Dimethylformamide into
Row extraction and separation measure the sulfur content of gained gasoline as 12.2ppm, desulfurization degree 75.6% after separation.
Embodiment 2
With DCQ/14%-iFe2O3/ SBA-15 is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/14%-iFe2O3/SBA-15
100mg, with KMnO4For oxidant, equivalent oxygen sulphur ratio is 60, it is seen that optical wavelength selectes 500nm, light application time 180min, catalysis
Oxidizing reaction temperature is 50 DEG C.After catalytic oxidation, photochemical catalyst is isolated by filtration, gained gasoline adds in 2g acetonitriles
Extraction and separation are carried out, the sulfur content of gained gasoline are measured after separation as 4.9ppm, desulfurization degree 93.0%.
Embodiment 3
With TCCP/30%-TiO2/ MCM-41 is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in TCCP/30%-TiO2/MCM-41
60mg, with K2Cr2O7For oxidant, equivalent oxygen sulphur ratio is 40, it is seen that optical wavelength selectes 550nm, light application time 120min, catalysis
Oxidizing reaction temperature is 40 DEG C.After catalytic oxidation, photochemical catalyst is isolated by filtration, gained gasoline adds in 3g furfurals
Extraction and separation are carried out, the sulfur content of gained gasoline are measured after separation as 8.3ppm, desulfurization degree 83.4%.
Embodiment 4
With TCCP/30%-TiO2/ MCM-41 is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in TCCP/30%-TiO2/MCM-41
80mg, with K2Cr2O7For oxidant, equivalent oxygen sulphur ratio is 50, it is seen that optical wavelength selectes 600nm, light application time 160min, catalysis
Oxidizing reaction temperature is 50 DEG C.After catalytic oxidation, photochemical catalyst is isolated by filtration, gained gasoline adds in 3g furfurals
Extraction and separation are carried out, the sulfur content of gained gasoline are measured after separation as 4.7ppm, desulfurization degree 90.6%.
Embodiment 5
With DCQ/15%-TiO2/ HMS is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/15%-TiO2/HMS
90mg, with KClO3For oxidant, equivalent oxygen sulphur ratio is 30, it is seen that optical wavelength selectes 650nm, light application time 180min, is catalyzed oxygen
It is 50 DEG C to change reaction temperature.After catalytic oxidation, photochemical catalyst is isolated by filtration, gained gasoline adds in 1.5g second two
Amine carries out extraction and separation, the sulfur content of gained gasoline is measured after separation as 4.1ppm, desulfurization degree 91.8%.
Embodiment 6
With DCQ/15%-TiO2/ HMS is photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/15%-TiO2/HMS
40mg, with K2S2O8For oxidant, equivalent oxygen sulphur ratio is 60, it is seen that optical wavelength selectes 600nm, light application time 130min, is catalyzed oxygen
It is 50 DEG C to change reaction temperature.After catalytic oxidation, be isolated by filtration photochemical catalyst, gained gasoline add in 2g acetonitriles into
Row extraction and separation measure the sulfur content of gained gasoline as 6.7ppm, desulfurization degree 86.6% after separation.
Embodiment 7
Using DCQ/20%-ZnO/13X as photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/20%-ZnO/13X
40mg, with H2O2For oxidant, equivalent oxygen sulphur ratio is 30, it is seen that optical wavelength selectes 550nm, light application time 60min, catalysis oxidation
Reaction temperature is 40 DEG C.After catalytic oxidation, photochemical catalyst is isolated by filtration, gained gasoline adds in 2g acetonitriles and carries out
Extraction and separation measure the sulfur content of gained gasoline as 10.6ppm, desulfurization degree 78.8% after separation.
Embodiment 8
Using DCQ/20%-ZnO/13X as photochemical catalyst
The gasoline 10g that wherein thiophene sulfur content is about 50ppm is taken, under stiring, adds in DCQ/20%-ZnO/13X
100mg, with H2O2For oxidant, equivalent oxygen sulphur ratio is 60, it is seen that optical wavelength selectes 500nm, light application time 180min, is catalyzed oxygen
It is 50 DEG C to change reaction temperature.After catalytic oxidation, be isolated by filtration photochemical catalyst, gained gasoline add in 3g acetonitriles into
Row extraction and separation measure the sulfur content of gained gasoline as 3.2ppm, desulfurization degree 93.6% after separation.
Above-described embodiment is the preferable embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any Spirit Essences without departing from the present invention with made under principle change, modification, replacement, combine, simplification,
Equivalent substitute mode is should be, is included within protection scope of the present invention.
Claims (8)
1. a kind of application of dye sensitization photocatalyst in gasoline takes off thiophenic sulfur, it is characterised in that：
Under visible light, using dye sensitization photocatalyst, by oxidizing, thiophenic sulfur is catalytically oxidized to thiophene sulfone,
Again by extractant extraction and separation, so as to achieve the purpose that remove thiophenic sulfur in gasoline；
The dye sensitization photocatalyst be first using infusion process or in-situ synthesis by photocatalyst over a molecular sieve, light
Load capacity is 5~30% to catalyst over a molecular sieve, and dye sensitization reaction is then carried out to the photochemical catalyst after load and is prepared into
It arrives；
The photochemical catalyst is TiO2, ZnO or Fe2O3；The molecular sieve is SBA-15, SBA-16, MCM-41,13X, NaY, HMS
Or MSU-H；The dyestuff that the dye sensitization reaction uses is pure organic photosensitive dyestuff；
The pure organic photosensitive dyestuff is DCQ, Coumarins dyestuff, indoles dyestuff, triphen amine dyestuff or porphyrin dyestuff
TCCP；
The dye sensitization photocatalyst is specifically prepared according to following preparation method：
(1) 1~5g molecular sieves are added in the ethyl alcohol dissolved with 0.3~1.5g photochemical catalyst presomas or methanol solution, at 60 DEG C
Reaction 3~for 24 hours；After reaction solution is filtered obtained solid washing, dry 6~12h at 80~100 DEG C, then at 500~600 DEG C
3~12h of lower calcining obtains the photochemical catalyst sample that load capacity is 5~30% over a molecular sieve；
(2) under conditions of stirring, sample obtained by 1.0~1.5g steps (1) is added in into 25~50mL methanol, being sufficiently stirred makes
It is dissolved, then the methanol solution of 10mL 0.01~0.05mol/L dye sensitizing agents is added dropwise to mixed liquor, and reaction 12~
24h；It first filters again with methanol after reaction to be washed, obtained solid is dried in vacuo 8~12h at 80~100 DEG C, you can
Obtain required dye sensitization photocatalyst.
2. application according to claim 1, it is characterised in that：The wave-length coverage of the visible ray is 450~650nm.
3. application according to claim 1, it is characterised in that：The dosage of the dye sensitization photocatalyst is to be desulfurization
0.3~1wt% of gasoline.
4. application according to claim 1, it is characterised in that：The oxidant is potassium permanganate, potassium bichromate, chloric acid
One kind in potassium, potassium peroxydisulfate, hydrogen peroxide.
5. the application according to claim 1 or 4, it is characterised in that：The dosage of the oxidant is in terms of oxygen sulphur ratio, oxygen sulphur
Than ranging from 20~60.
6. application according to claim 1, it is characterised in that：The reaction condition of the catalysis oxidation is：Reaction temperature
It it is 30~50 DEG C, photocatalytic oxidation time is 60~180min.
7. application according to claim 1, it is characterised in that：The extractant for N,N-dimethylformamide, acetonitrile,
One kind in furfural, ethylenediamine.
8. the application according to claim 1 or 7, it is characterised in that：The dosage of the extractant is gasoline to be desulfurization
10~30wt%.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103055943A (en) * | 2012-12-18 | 2013-04-24 | 华南理工大学 | Dye-sensitization photocatalysis and application thereof in catalytic degradation of ionic liquid under the present of visible light |
| CN103831137A (en) * | 2014-03-05 | 2014-06-04 | 西北大学 | Metal phthalocyanine-sensitized titanium dioxide photocatalyst and preparation method thereof |
| CN103846106A (en) * | 2014-03-07 | 2014-06-11 | 西北大学 | Metal phthalocyanine sensitized tin dioxide photocatalyst and preparation method thereof |
| CN104801347A (en) * | 2015-03-31 | 2015-07-29 | 西安工业大学 | Catalytic desulfurization agent of carboxylic substituent metal phthalocyanine sensitization Zn2SnO4 powder and preparation method for catalytic desulfurization agent |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103055943A (en) * | 2012-12-18 | 2013-04-24 | 华南理工大学 | Dye-sensitization photocatalysis and application thereof in catalytic degradation of ionic liquid under the present of visible light |
| CN103831137A (en) * | 2014-03-05 | 2014-06-04 | 西北大学 | Metal phthalocyanine-sensitized titanium dioxide photocatalyst and preparation method thereof |
| CN103846106A (en) * | 2014-03-07 | 2014-06-11 | 西北大学 | Metal phthalocyanine sensitized tin dioxide photocatalyst and preparation method thereof |
| CN104801347A (en) * | 2015-03-31 | 2015-07-29 | 西安工业大学 | Catalytic desulfurization agent of carboxylic substituent metal phthalocyanine sensitization Zn2SnO4 powder and preparation method for catalytic desulfurization agent |
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