CN105238431A - Method for preparing mesophase pitch through catalytic cracking oil slurry hydrogenation reduction and co-carbonization - Google Patents
Method for preparing mesophase pitch through catalytic cracking oil slurry hydrogenation reduction and co-carbonization Download PDFInfo
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Abstract
The invention provides a preparation method of petroleum base mesophase pitch with even high mesophase content. The FCC oil slurry of naphthenic crude oil or intermediate base crude oil serves as the raw material, under the action of a catalyst, haloalkane is mixed with the raw material, the temperature is increased to range from 280 DEG C to 350 DEG C, the pressure ranges from 0 MPa to 2 MPa, reaction is conducted for 5-20 h, and modified oil is obtained. Distillate oil, obtained at the temperature higher than 400 DEG C, of the modified oil is taken, the distillate oil is mixed with a co-carbonization agent, the temperature ranges from 360 DEG C to 480 DEG C, the reaction pressure ranges from 4 MPa to 10 MPa, reaction is conducted for 2-10 h, and the high-quality mesophase pitch is obtained. According to the preparation method of the petroleum base mesophase pitch with the even high mesophase content, preparation technology is simple and easy to operate, the anisotropic structure of the prepared mesophase pitch is uniform, the mesophase content is high and larger than 96 percent, the softening point is low, the temperature ranges from 240 DEG C to 260 DGE C, and the spinnability is good.
Description
Technical field
The present invention relates to a kind of preparation method of uniform high-content petroleum base mesophase pitch.
Background technology
Mesophase pitch is the material of the pitch class having mesophase spherule characteristic, obtains the mesophase pitch of excellent property through elaborate preliminary treatment, is the raw material of suitable high aromaticity content, carbonization can form the high performance carbon material of difference in functionality further.Choosing of raw material is the key of preparation high-quality mesophase pitch with pre-treatment.There is the petroleum fractions of high aromaticity and processed side product thereof there are potentiality as high-performance petroleum base carbon material, as have concurrently simultaneously low asphalt content, low heteroatoms and
, the speciality of metal content, through suitable pretreatment technology, can the excellent petroleum base mesophase pitch of forming property, and then the new carbon of high added value can be processed into.
The domestic and international method preparing mesophase pitch has at present: hydrogenation modification synthesis method, alkylation modification method, catalytic modification method, new mesophase spherule method and Co carbonization modification method.Coal-tar pitch and tetrahydroquinoline or tetrahydrofuran (THF) join in autoclave and carry out hydrogen treatment by continent industrial technologies test institute of Japan nine, then underpressure distillation separates hydrogenated bitumen, is then heated rapidly to the mesophase pitch (having another name called pre-mesophase spherule method) of 450 ~ 500 DEG C of short period of time.The mesophase pitch softening temperature prepared declines ,-CH
2-and-CH
3structure increases, and the ratio of fragrant hydrogen and alkyl hydrogen declines., hydrogenation modification synthesis method is difficult to remove by product and catalyzer from charing system, and catalyzer is expensive, and method of hydrotreating often process cost is all very high.MikioMiyake etc. are for investigation alkyl group and hydrogen are to anisotropic optical structure influence, a kind of 15-17 the mesophase pitch reductive alkylation (methyl and ethylization) with the melting aromatic ring of minority alkyl and hydrogenation, research finds that the anisotropy of mesophase spherule product increases along with the increase of the hydrogen number introduced; And the anisotropy of alkylation pitch accompanies the number of introducing alkyl and introduce the space size of alkyl group and different.Di Fenduofu (K.Diefendorf) etc. in 1980, that " intrinsic solution " is theoretical according to pitch, by thermal treatment or introduce the solvent in a large number with certain solubility parameter and destroy balance in pitch micellar fractions, pitch will be separated, and the component that can form mesophase spherule can be precipitated out.The component be precipitated out, is heated to about 10min within the scope of about 230 ~ 400 DEG C, and wherein more than 75% just can change into and has optically anisotropic mesophase spherule.Here it is so-called " new mesophase spherule ".In general industry pitch separable go out new middle phasor few, the therefore utilization of this method, also should be just more effective in conjunction with means such as thermopolymerizations.Mochida etc. conduct in-depth research catalytic modification method, pass through AlCl by model aromatic hydrocarbons, industrial heavy oil and pitch
3catalytic modification has obtained the mesophase pitch with good solubility.The people such as Y.Korai are that raw material is at HF/BF with methylnaphthalene
3under effect, successfully prepare the methyl with some amount and cycloalkyl, the mesophase pitch that optical texture is excellent, but there is HF/BF in the method
3corrodibility strong, AlCl
3be difficult to the problems such as Separation and Recovery.
Shanxi coalification Liu Lang, three line aromatic hydrocarbons and coal-tar middle oil are carried out Co-carbonization reaction by the people such as Song Huaihe, have probed into the structure of raw material and Co carbonization pitch in detail, and Co carbonization mechanism.China University Of Petroleum Beijing looks into celebrating virtue and waits people that petroleum naphtha residual oil and fluid catalytic cracking decant oil are carried out Co carbonization.The people such as China University Of Petroleum Beijing journey Xiang Lin utilize deposed polystyrene respectively and coal tar, ethylene bottom oil Co carbonization.Open bosom equality
[54]utilizing coal tar and petroleum residual oil Jiao processed respectively, be little wide area structure, and acicular nature is not obvious; More obvious acicular structure is formed during Co carbonization.Mochida is by FCC slurry oil and low-sulfur VGO Co carbonization, and product yield improves, and low nitrogen, thermal expansivity is little and optical texture flourishing.ToshiyukiObara finds to increase with 9,10-dihydroanthracene addition, and improve with pitch Co carbonization hydrogen transference ability, the optical texture generating mesophase pitch improves.These Co carbonization results of study are all thought, between additive and main carbonized agent, hydrogen transfer reactions and transalkylation reaction are the reasons of mesophase pitch modification; Select the additive matched effectively can improve the optical texture of mesophase pitch.Because raw material composition itself is complicated, all oil products or pitch charing all can think Co carbonization process.If the structure of single raw material itself cannot reach with composition the requirement preparing excellent mesophase pitch, then the raw material that can add other the Nomenclature Composition and Structure of Complexes promotes the physicochemical property to change system such as hydrogen transference, transalkylation and addition reaction as Co carbonization additive in liquid carbonized process.There is Corresponding matching effect between different Co carbonization additives and raw material, namely consistency principle, can supply a gap mutually.Just can modified feedstock greatly if only add a small amount of additive, generate optical anisotropy, wide area melt and high yield mesophase pitch, then think that it is high-quality additive.
Summary of the invention
The object of this invention is to provide one FCC slurry oil and POLYPROPYLENE GLYCOL is raw material, being prepared the method for mesophase pitch by Co carbonization technique, is the problem that mesophase pitch purity is low, mesophase spherule content is low, softening temperature is high prepared by raw material to solve with oil.The method to feedstock property require not harsh, technological process is simple and mesophase pitch quality that is preparation is high.
For achieving the above object, the present invention is by the following technical solutions: a kind of preparation method of uniform high-content petroleum base mesophase pitch, comprise the following steps: haloalkane, using the FCC slurry oil of cycloalkyl or intermediate base crude oil as raw material, under the effect of catalyzer, mixes with raw material by (1) present method, add in reactor, start and stir, be warming up to 280 ~ 350 DEG C, pressure is under 0 ~ 2MPa, reaction 5 ~ 20h, obtains upgrading oil; (2) upgrading oil is obtained the distillate of > 400 DEG C through underpressure distillation, by distillate together carbonized agent mixing carry out Co-carbonization reaction; (3) at 360 ~ 480 DEG C, reaction pressure is under 4 ~ 10MPa, and reaction 2 ~ 10h, obtains the mesophase pitch of high-quality.
The hydro-reduction that described step (1) is FCC slurry oil reacts, and wherein haloalkane is bromic ether or bromo propane, and the mass ratio of haloalkane and FCC slurry oil is 0.01 ~ 0.1:1.
The catalyzer of described step (1) is aluminum chloride, and the mass ratio of catalyzer and raw material is 0.01 ~ 0.05.
In described step (2), Co carbonization additive is POLYPROPYLENE GLYCOL.Mass ratio when Co carbonization additive mixes with raw material is 0.1 ~ 0.5:1.
The FCC slurry oil that the present invention obtains through catalytic cracking with cycloalkyl or intermediate base crude oil is for raw material, take POLYPROPYLENE GLYCOL as Co carbonization additive, the first step, under lesser temps lower pressure, by haloalkane and raw material mixture heat process for some time, to obtain hydro-reduction upgrading oil; Second step, the distillate that underpressure distillation obtains more than 400 DEG C is carried out to upgrading oil, distillate is mixed with Co carbonization additive, under higher temperature more high pressure, constant temperature and pressure thermal treatment for some time, finally obtain the mesophase pitch that optical texture is good, mesophase spherule content is high, softening temperature is low, spinning properties is good.FCC slurry oil hydro-reduction in the first step heat treatment process, the upgrading oil reactive behavior obtained containing a small amount of mesophase spherule significantly improves, initial mesophase ball plays the effect of initiator in follow-up mesophase spherule generative process, as the core that mesophase spherule generates, the generation of mesophase pitch is accelerated in second step Co carbonization heat treatment process, and the mesophase pitch optical texture generated is good, homogeneous.POLYPROPYLENE GLYCOL joins in system as Co carbonization additive, introduce a large amount of hydroperoxyl radicals, can the condensation reaction rate of macromolecular radical in effectively reduction system, relax carbonization reaction, thus it is too fast to prevent system viscosity from increasing, and reduces the softening temperature of mesophase pitch, improves the flowing property of system, the mesophase ball generated in system is melted also more fully, improves the optical texture of mesophase pitch.
The present invention will control the add-on of Co carbonization additive, and the add-on of Co carbonization additive can control the speed of reaction of thermal polycondensation reaction.Co carbonization additive add-on is very few, and the optical texture of mesophase pitch can be made bad, and softening temperature raises; Co carbonization additive adds the yield that too much can affect mesophase pitch.Co carbonization additive add-on is that 10% ~ 20% (massfraction) is for best.
Synthetic mesophase asphalt phase of the present invention adopts two sections of heat treated modes, first stage temperature of reaction and pressure lower, raw material and Co carbonization additive are fully reacted, generate a small amount of mesophase ball, this stage adopts pressure 0 ~ 1MPa, and temperature 300 ~ 330 DEG C is best, reacts 8 ~ 12 hours; Subordinate phase is pressurizeed, and raise temperature of reaction, fully react with Co carbonization additive, mesophase spherule generates in a large number, and this stage adopts pressure 4 ~ 8MPa, and temperature 390 ~ 420 DEG C is best, reacts 4 ~ 6 hours.
Compared with the prior art method of the present invention has the following advantages:
1, technological operation is simple, and raw material and additive are all to equipment non-corrosiveness, and the method requires not harsh to feedstock property, and the mesophase pitch softening temperature obtained is low, and mesophase spherule content is high, and product is homogeneous.
2, Co carbonization additive and raw material Co carbonization, compensate for the deficiency of raw material, system viscosity in reaction process is prevented to increase too fast, reduce the softening temperature of mesophase pitch, improve the flowing property of system, the mesophase ball generated in system is melted also more fully, improves the optical texture of mesophase pitch.
3, the present invention is with short production cycle, and a small amount of mesophase ball generated in the first step heat treatment process, as initiator, accelerates the speed of subsequent reactions.And mesophase pitch softening temperature prepared by two step thermal polycondensation process is low, mesophase spherule content is high, spinning properties good, the streamlined optical texture in wide area, can as the excellent presoma preparing high-performance carbon fibre and other carbon material.
Embodiment
Describe the extraction oil obtained through furfural extraction with the catalytically cracked oil of naphthenic base crude provided by the present invention further for raw material below in conjunction with embodiment and prepare the method for mesophase pitch.
Embodiment 1:
By naphthenic base crude catalytically cracked oil 250g, 10g bromic ether and 5g aluminum chloride, add in stainless steel autoclave; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 300 DEG C, and reaction pressure is 1MPa, and constant temperature 12 hours, obtains upgrading oil; Upgrading oil obtains the distillate of more than 400 DEG C through underpressure distillation, mixed by 250g distillate, add in stainless steel autoclave with 25g POLYPROPYLENE GLYCOL; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 440 DEG C, reaction pressure is 6MPa, sustained reaction 6 hours, relief pressure, slow cooling, obtaining mesophase pitch softening temperature is 249 DEG C, H/C ratio is 0.61, and mesophase spherule content is 100%, and is the streamlined optical texture of wide area.
Optical texture and the mesophase spherule content of mesophase pitch are obtained by polarized light microscope observing; Softening temperature adopts conventional needling method to measure; EP company PE-2400SeriesHCHN elemental analyser is adopted to analyze the C of pitch, the content of H element.
Embodiment 2:
By naphthenic base crude catalytically cracked oil 250g, 10g bromic ether and 5g aluminum chloride, add in stainless steel autoclave; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 300 DEG C, and reaction pressure is 1MPa, and constant temperature 12 hours, obtains upgrading oil; Upgrading oil obtains the distillate of more than 400 DEG C through underpressure distillation, mixed by 250g distillate, add in stainless steel autoclave with 37.5g POLYPROPYLENE GLYCOL; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 450 DEG C, reaction pressure is 8MPa, sustained reaction 6 hours, relief pressure, slow cooling, obtaining mesophase pitch softening temperature is 257 DEG C, and H/C ratio is 0.59, and mesophase spherule content is 98%, and is the streamlined optical texture of wide area.
Embodiment 3:
By naphthenic base crude catalytically cracked oil 250g, 15g bromic ether and 7.5g aluminum chloride, add in stainless steel autoclave; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 320 DEG C, and reaction pressure is 2MPa, and constant temperature 8 hours, obtains upgrading oil; Upgrading oil obtains the distillate of more than 400 DEG C through underpressure distillation, mixed by 250g distillate, add in stainless steel autoclave with 50g POLYPROPYLENE GLYCOL; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 430 DEG C, reaction pressure is 12MPa, sustained reaction 4 hours, relief pressure, slow cooling, obtaining mesophase pitch softening temperature is 261 DEG C, H/C ratio is 0.57, and mesophase spherule content is 96%, and is the streamlined optical texture of wide area.
Embodiment 4:
By naphthenic base crude catalytically cracked oil 250g, 15g bromo propane and 7.5g aluminum chloride, add in stainless steel autoclave; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 320 DEG C, and reaction pressure is 2MPa, and constant temperature 8 hours, obtains upgrading oil; Upgrading oil obtains the distillate of more than 400 DEG C through underpressure distillation, mixed by 250g distillate, add in stainless steel autoclave with 75g POLYPROPYLENE GLYCOL; Pass into nitrogen purging, flow is 3L/min, and start and stir, temperature of reaction is 430 DEG C, reaction pressure is 6MPa, sustained reaction 6 hours, relief pressure, slow cooling, obtaining mesophase pitch softening temperature is 259 DEG C, and H/C ratio is 0.56, and mesophase spherule content is 97%, and is the streamlined optical texture of wide area.
Claims (6)
1. the preparation method of a high-content mesophase pitch, it is characterized in that comprising the following steps: (1) present method is using the FCC slurry oil of cycloalkyl or intermediate base crude oil as raw material, under the effect of catalyzer, haloalkane is mixed with raw material, be warming up to 280 ~ 350 DEG C, pressure is under 0 ~ 2MPa, and reaction 5 ~ 20h, obtains upgrading oil; (2) upgrading oil is obtained the distillate of more than 400 DEG C through underpressure distillation, by distillate together carbonized agent mix and carry out Co-carbonization reaction; (3) at 360 ~ 480 DEG C, reaction pressure is under 4 ~ 10MPa, and reaction 2 ~ 10h, obtains the mesophase pitch of high-quality.
2. the preparation method of mesophase pitch as claimed in claim 1, it is characterized in that: the hydro-reduction that described step (1) is FCC slurry oil reacts, wherein haloalkane is bromic ether or bromo propane, and the mass ratio of haloalkane and FCC slurry oil is 0.01 ~ 0.1:1.
3. the preparation method of mesophase pitch as claimed in claim 1, is characterized in that: the preparation process of this mesophase pitch is the anabolic process of FCC slurry oil hydro-reduction and modified product Co carbonization.
4. the preparation method of mesophase pitch as claimed in claim 1, it is characterized in that: catalyzer is aluminum chloride, the mass ratio of catalyzer and raw material is 0.01 ~ 0.05.
5. the preparation method of mesophase pitch as claimed in claim 1, is characterized in that: in described step (2), Co carbonization additive is POLYPROPYLENE GLYCOL, and mass ratio when Co carbonization additive mixes with raw material is 0.1 ~ 0.5:1.
6. the preparation method of mesophase pitch as claimed in claim 1, is characterized in that: described catalyzer is aluminum chloride.
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CN107312561A (en) * | 2017-07-17 | 2017-11-03 | 青岛科技大学 | A kind of method that FCC clarified oils hydro-upgrading Co carbonization prepares mesophase pitch |
CN109022008A (en) * | 2018-08-27 | 2018-12-18 | 中国石油大学(华东) | A kind of preparation method of high yield acicular petroleum coke |
US10508240B2 (en) | 2017-06-19 | 2019-12-17 | Saudi Arabian Oil Company | Integrated thermal processing for mesophase pitch production, asphaltene removal, and crude oil and residue upgrading |
US10913901B2 (en) | 2017-09-12 | 2021-02-09 | Saudi Arabian Oil Company | Integrated process for mesophase pitch and petrochemical production |
CN112812802A (en) * | 2021-01-13 | 2021-05-18 | 中国石油大学(华东) | Continuous process for preparing mesophase pitch by refining raw oil |
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US11066907B2 (en) | 2011-02-09 | 2021-07-20 | Saudi Arabian Oil Company | Sequential fully implicit well model with tridiagonal matrix structure for reservoir simulation |
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EP3625311B1 (en) * | 2017-06-19 | 2021-11-24 | Saudi Arabian Oil Company | Integrated thermal processing for mesophase pitch production, asphaltene removal, and crude oil and residue upgrading |
CN107312561A (en) * | 2017-07-17 | 2017-11-03 | 青岛科技大学 | A kind of method that FCC clarified oils hydro-upgrading Co carbonization prepares mesophase pitch |
US10913901B2 (en) | 2017-09-12 | 2021-02-09 | Saudi Arabian Oil Company | Integrated process for mesophase pitch and petrochemical production |
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CN109022008A (en) * | 2018-08-27 | 2018-12-18 | 中国石油大学(华东) | A kind of preparation method of high yield acicular petroleum coke |
CN109022008B (en) * | 2018-08-27 | 2021-03-19 | 中国石油大学(华东) | Preparation method of high-yield needle-shaped petroleum coke |
CN112812802A (en) * | 2021-01-13 | 2021-05-18 | 中国石油大学(华东) | Continuous process for preparing mesophase pitch by refining raw oil |
CN112812802B (en) * | 2021-01-13 | 2022-04-15 | 中国石油大学(华东) | Continuous process for preparing mesophase pitch by refining raw oil |
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