CN106957672A - A kind of bioanalysis that recycles prepares the method that distillation leftover during Long carbon chain alhpa olefin prepares PAO20 base oils - Google Patents

A kind of bioanalysis that recycles prepares the method that distillation leftover during Long carbon chain alhpa olefin prepares PAO20 base oils Download PDF

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CN106957672A
CN106957672A CN201710245639.XA CN201710245639A CN106957672A CN 106957672 A CN106957672 A CN 106957672A CN 201710245639 A CN201710245639 A CN 201710245639A CN 106957672 A CN106957672 A CN 106957672A
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carbon chain
long carbon
alhpa olefin
bioanalysis
prepares
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CN106957672B (en
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陈佩文
戴力
刘晨斌
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Anhui Euler Biotechnology Co., Ltd.
SHANGHAI OULEIFEN BIOLOGICAL TECHNOLOGY CO., LTD.
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SHANGHAI OULEIFEN BIOLOGICAL TECHNOLOGY Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42Catalytic treatment
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G67/00Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only
    • C10G67/02Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only
    • C10G67/10Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only including alkaline treatment as the refining step in the absence of hydrogen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G67/00Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only
    • C10G67/02Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only
    • C10G67/14Treatment of hydrocarbon oils by at least one hydrotreatment process and at least one process for refining in the absence of hydrogen only plural serial stages only including at least two different refining steps in the absence of hydrogen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1003Waste materials
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2400/00Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/10Lubricating oil
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00Technologies relating to oil refining and petrochemical industry
    • Y02P30/20Technologies relating to oil refining and petrochemical industry using bio-feedstock

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  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The method that bioanalysis prepares distillation leftover during Long carbon chain alhpa olefin is recycled the invention provides a kind of, it is characterised in that:During polymerization Long carbon chain alhpa olefin, using alchlor as catalyst, distillation leftover carries out polymerisation as initiator during preparing Long carbon chain alhpa olefin using bioanalysis.The present invention realizes the twice laid of distillation leftover, and the basic oil qualities of PAO prepared by the residue are preferably, and yield is higher.

Description

One kind recycles bioanalysis and prepares distillation leftover system during Long carbon chain alhpa olefin The method of standby PAO20 base oils
Technical field
Field is synthesized the present invention relates to chemicals, in particular it relates to which a kind of bioanalysis that recycles prepares Long carbon chain alhpa olefin During distillation leftover method and a kind of preparation method of base oil, recycled more particularly, to one kind biological Method prepares the method that distillation leftover during Long carbon chain alhpa olefin prepares PAO20 base oils.
Technical background
The base oil extracted from crude oil includes substantial amounts of chemical substance.Major part in these mixtures is aromatization Compound and paraffin hydrocarbon carbon compound (composition of the viscosity with temperature sudden turn of events in lubricating oil) structure, these materials reduce base oil Property, and polycyclic aromatic hydrocarbon therein is carcinogen, and it is harmful to environment.
And fully synthetic PAO base oils have outstanding oxidation stability, because they are complete isomery paraffin, and do not have There are aromatic compounds and paraffin hydrocarbon carbon compound (naphthenics) structure.Due to PAO have it is excellent Elegant oxidisability and heat endurance, it is widely used in the field of fine industrial goods manufacture.
In industrial aspect, PAO extends the drain period according to the service life of lube container, therefore, reduces shut-down Loss, in addition, PAO remains to keep in very low temperatures good mobility, so PAO engine lubricating oils have well Cold starting performance.Use lubricating oil oily based on PAO, engine can quickly start, lubricating oil can moment in place etc. A little.
And PAO base oils are formed often through Long carbon chain alhpa olefin as polymerizable raw material reaction, in current industrial production, During preparing Long carbon chain alhpa olefin by bioanalysis, burning disposal will be often carried out after the fraction collection after distillation, money is wasted Source, increases cost.
The content of the invention
It is contemplated that overcoming drawbacks described above, the residual for preparing and being distilled during Long carbon chain alhpa olefin using bioanalysis is reclaimed Thing, to carry out the preparation of PAO base oils.
The method that bioanalysis prepares distillation leftover during Long carbon chain alhpa olefin is recycled the invention provides a kind of, It is characterized in that:During polymerization Long carbon chain alhpa olefin, using alchlor as catalyst, Long carbon chain alhpa olefin is prepared with bioanalysis During distillation leftover be used as initiator, carry out polymerisation.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., above-mentioned Long carbon chain alhpa olefin is the alhpa olefin that carbon atom is more than 10.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., above-mentioned Long carbon chain alhpa olefin is the alhpa olefin that purity is more than 90%.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., the usage amount of above-mentioned alchlor is the 2-10% of the gross mass of Long carbon chain α alkene.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., above-mentioned bioanalysis prepares the use of distillation leftover during Long carbon chain alhpa olefin Measure the 5-20% of the gross mass for Long carbon chain α alkene.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., distillation leftover includes during above-mentioned bioanalysis prepares Long carbon chain alhpa olefin One or more in the component of following mass percent:
1- decene and its isomer 1-20%;
Positive last of the ten Heavenly stems ether and its isomer 30-60%;
Decanol and its isomer 30-60%.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., the reaction temperature of above-mentioned polymerisation is 40 DEG C -150 DEG C.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., concrete technology method is as follows:
Catalyst, initiator and Long carbon chain α alkene are put into after polymeric kettle, under 40 DEG C -150 DEG C of reaction temperature, polymerize 0.5-4 hour is reacted, middle viscosity crude product is obtained;
The post-treated base oil that viscosity PAO20-30 in target is obtained with catalytic hydrogenation of above-mentioned middle viscosity crude product.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., above-mentioned catalyst is solution form;
The mass concentration of above-mentioned catalyst>50%;
Wherein, above-mentioned catalyst is dispersed or dissolved in hydrocarbon solvent;
Above-mentioned hydrocarbon solvent is selected from the aliphatic hydrocarbon or aromatic hydrocarbon that boiling point is more than 60 DEG C.
Further, a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin that the present invention is provided distills residual The method of thing, also with it is such the characteristics of:I.e., above-mentioned post processing is:Middle viscosity crude product removes solid impurity by filtering off, through alkali Wash, after the pH of neutralization reaction system is neutrality, the isolated vacuum distillation product by way of vacuum distillation;
The process of above-mentioned catalytic hydrogenation is:Vacuum distillation product is directly entered and urged equipped with hydrogenation through mixing pressurization with hydrogen The device of agent, 140-280 DEG C of feeding temperature, hydrogen partial pressure 15-18MPa, volume space velocity about 0.5-1h-1, hydrogen to oil volume ratio 400-800:1, hydrogenated catalysis removal of impurities obtains target base oil.
The effect of the present invention and effect:
Distillation leftover during bioanalysis prepares Long carbon chain alhpa olefin, which is recycled, the invention provides one kind prepares PAO The method of middle viscosity base oil.
It is past in the stage of post processing after it completes into alkene reaction during bioanalysis prepares Long carbon chain alhpa olefin Toward the Long carbon chain alhpa olefin product of high-purity is extracted by way of fractionation, rectifying or distillation, in the process, front-end volatiles and Residue after distillation is often eliminated by way of the processing such as burning, biochemical degradation.One side high cost, separately On the one hand the waste of substantial amounts of material and efficiency is also resulted in.Found by studying, the residual of Long carbon chain alhpa olefin is prepared by bioanalysis Stay thing often rich in materials such as alhpa olefin, ether, alcohol.So, in the present invention, PAO is carried out as initiator from the residue Preparation.
It is found through experiments that, when preparing PAO from such residue, residue can on the one hand be re-used Come, it is both economically and environmentally beneficial, in addition, in the method for the invention it has also been found that, due to ether and alcohol be respectively provided with it is close with Long carbon chain alhpa olefin Precursor structure, and Long carbon chain alhpa olefin also comes from identical reaction condition, during it prepares PAO, the phase between material More preferably, reaction is more stable safe for dissolubility, and the PAO obtained based on this method the more traditional ether alcohol catalysis of molecular structure is produced Thing, structure more flow it is suitable, when its be applied to lubricating oil or lubricate ready-mixed oil field in when, can prolonged mechanical service life 0.5-1.2 times (such as embodiment 1-4 product is used directly as lubricating oil), and the interval of its operating temperature adapted to is more wide It is general, it is possible to decrease about 30-50 DEG C of minimum temperature of work and about 40-80 DEG C of maximum operating temperature (such as embodiment 1-4 product can be improved Used directly as lubricating oil).
In addition, in the preferred scheme of the present invention, alhpa olefin preferably uses purity>90% alhpa olefin, due to the α alkene of high-purity Hydrocarbon molecule structure stream is suitable, and branched product is less, under the low-temp low-pressure reaction condition of the present invention, after its polymerisation, is generated POA product viscosities it is easily-controllable, good stability, greasy property is splendid, and many money oil products such as involved in embodiment can be used as height Shelves lubricating oil is used.It is such as not high from purity, in the case that the more decene of branch is as raw material, due to depositing for branched-chain alkene , during polymerization, easily between the monomer of generation kinds of isomeric structures the problem of unordered polymerization, the polymerization produced by it Thing, often structure is chaotic, so as to influence in course of reaction, to viscosity, flash-point, the control of pour point, and then product can be caused to lubricate Performance is reduced.
Embodiment
Following embodiments prepare the distillation leftover during Long carbon chain alhpa olefin from bioanalysis:Its main component is Decene is less than 20%, Decanol 30-60%, positive last of the ten Heavenly stems ether 30-60% and their isomer.
Embodiment 1
100g alchlors, 250g distillation leftovers (are contained into decene and its isomer 15%, Decanol and its same Enantiomers 40%, positive last of the ten Heavenly stems ether and its isomer 40%), 5000g1- decene input polymeric kettle in, regulation kettle in reaction temperature Spend for 60 DEG C;Generation polymerisation, reaction time 3h obtains middle viscosity crude product.
Partial catalyst is removed by filtering off, by 60% sodium hydrate aqueous solution alkali cleaning, alchlor is neutralized to solution PH is neutrality, and residue enters rotary evaporator and carries out vacuum distillation.
Mixed vacuum distillation product is pressurized with hydrogen, be directly entered the device equipped with hydrogenation catalyst, feeding temperature 160 DEG C, hydrogen partial pressure 15MPa, volume space velocity about 0.5h-1, hydrogen to oil volume ratio 500:1, hydrogenated catalysis removal of impurities obtains new PAO20-25 base oils, yield 91%.
Embodiment 2
150g alchlors, 500g distillation leftovers (are contained into decene and its isomer 12%, Decanol and its same Enantiomers 51%, positive last of the ten Heavenly stems ether and its isomer 35%), 5000g1- decene input polymeric kettle in, regulation kettle in reaction temperature Spend for 40 DEG C;Generation polymerisation, reaction time 4h obtains middle viscosity crude product.
Partial catalyst is removed by filtering off, by 40% sodium hydrate aqueous solution alkali cleaning, alchlor is neutralized to solution PH is neutrality, and residue enters rotary evaporator and carries out vacuum distillation.
Mixed vacuum distillation product is pressurized with hydrogen, be directly entered the device equipped with hydrogenation catalyst, feeding temperature 140 DEG C, hydrogen partial pressure 18MPa, volume space velocity about 0.5h-1, hydrogen to oil volume ratio 600:1, hydrogenated catalysis removal of impurities obtains new PAO20-25 base oils, yield 81%.
Embodiment 3
500g alchlors, 500g distillation leftovers (are contained into decene and its isomer 8%, Decanol and its same Enantiomers 60%, positive last of the ten Heavenly stems ether and its isomer 30%), 5000g1- decene input polymeric kettle in, regulation kettle in reaction temperature Spend for 40 DEG C;Generation polymerisation, reaction time 1h obtains middle viscosity crude product.
Partial catalyst is removed by filtering off, by 60% sodium hydrate aqueous solution alkali cleaning, alchlor is neutralized to solution PH is neutrality, and residue enters rotary evaporator and carries out vacuum distillation.
Mixed vacuum distillation product is pressurized with hydrogen, be directly entered the device equipped with hydrogenation catalyst, feeding temperature 160 DEG C, hydrogen partial pressure 18MPa, volume space velocity about 0.5h-1, hydrogen to oil volume ratio 800:1, hydrogenated catalysis removal of impurities obtains new PAO20-30 base oils, yield 82%.
Embodiment 4
150g alchlors, 300g distillation leftovers (are contained into decene and its isomer 15%, Decanol and its same Enantiomers 40%, positive last of the ten Heavenly stems ether and its isomer 40%), 5000g1- decene input polymeric kettle in, regulation kettle in reaction temperature Spend for 150 DEG C;Generation polymerisation, reaction time 0.5h obtains middle viscosity crude product.
Partial catalyst is removed by filtering off, by NaOH alkali cleaning, it is neutrality to neutralize alchlor to pH value of solution, remaining Vacuum distillation is carried out into rotary evaporator.
Mixed vacuum distillation product is pressurized with hydrogen, be directly entered the device equipped with hydrogenation catalyst, feeding temperature 220 DEG C, hydrogen partial pressure 18MPa, volume space velocity about 0.5h-1, hydrogen to oil volume ratio 600:1, hydrogenated catalysis removal of impurities obtains new PAO30 base oils, yield 80%.

Claims (10)

1. a kind of recycle the method that bioanalysis prepares distillation leftover during Long carbon chain alhpa olefin, it is characterised in that:Poly- Close during Long carbon chain alhpa olefin, using alchlor as catalyst, residual is distilled during preparing Long carbon chain alhpa olefin with bioanalysis Thing carries out polymerisation as initiator.
2. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The Long carbon chain alhpa olefin is the alhpa olefin that carbon atom is more than 10.
3. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The Long carbon chain alhpa olefin is the alhpa olefin that purity is more than 90%.
4. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The usage amount of the alchlor is the 2-10% of the gross mass of Long carbon chain α alkene.
5. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The bioanalysis prepares 5- of the usage amount of distillation leftover during Long carbon chain alhpa olefin for the gross mass of Long carbon chain α alkene 20%.
6. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The bioanalysis prepare distillation leftover during Long carbon chain alhpa olefin include in the component of following mass percent one Plant or several:
1- decene and its isomer 1-20%;
Positive last of the ten Heavenly stems ether and its isomer 30-60%;
Decanol and its isomer 30-60%.
7. a kind of recycling bioanalysis as claimed in claim 1 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The reaction temperature of the polymerisation is 40 DEG C -150 DEG C.
8. a kind of recycle during bioanalysis prepares Long carbon chain alhpa olefin as described in claim 1-7 is any distills residual The method of thing, it is characterised in that concrete technology method is as follows:
By catalyst, initiator and Long carbon chain α alkene, after input polymeric kettle, under 40 DEG C -150 DEG C of reaction temperature, polymerisation 0.5-4 hour, obtain middle viscosity crude product;
The post-treated base oil that viscosity PAO20-30 in target is obtained with catalytic hydrogenation of the middle viscosity crude product.
9. a kind of recycling bioanalysis as claimed in claim 8 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The catalyst is solution form;
The mass concentration of the catalyst>50%;
Wherein, the catalyst is dispersed or dissolved in hydrocarbon solvent;
The hydrocarbon solvent is selected from the aliphatic hydrocarbon or aromatic hydrocarbon that boiling point is more than 60 DEG C.
10. a kind of recycling bioanalysis as claimed in claim 8 prepares the side of distillation leftover during Long carbon chain alhpa olefin Method, it is characterised in that:
The post processing is:Middle viscosity crude product removes solid impurity by filtering off, through alkali cleaning, and the pH of neutralization reaction system is neutrality Afterwards, the isolated vacuum distillation product by way of vacuum distillation;
The process of the catalytic hydrogenation is:Vacuum distillation product is directly entered equipped with hydrogenation catalyst through mixing pressurization with hydrogen Device, 140-280 DEG C of feeding temperature, hydrogen partial pressure 15-18MPa, volume space velocity about 0.5-1h-1, hydrogen to oil volume ratio 400- 800:1, hydrogenated catalysis removal of impurities obtains target base oil.
CN201710245639.XA 2017-04-14 2017-04-14 A method of it recycling bioanalysis and prepares distillation leftover preparation PAO20 base oil during Long carbon chain alhpa olefin Active CN106957672B (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3149178A (en) * 1961-07-11 1964-09-15 Socony Mobil Oil Co Inc Polymerized olefin synthetic lubricants
CN1590414A (en) * 2003-08-29 2005-03-09 中国石油化工股份有限公司 Preparation method of low viscosity poly alpha olefine synthetic oil
CN103305263A (en) * 2013-07-04 2013-09-18 上海泰强粘合剂有限公司 Preparation method of poly alpha-olefin base oil with high viscosity index
CN104152176A (en) * 2013-05-14 2014-11-19 中国石油天然气股份有限公司 Method for preparing poly-alpha-olefin synthetic oil by adopting coal-based raw materials
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3149178A (en) * 1961-07-11 1964-09-15 Socony Mobil Oil Co Inc Polymerized olefin synthetic lubricants
CN1590414A (en) * 2003-08-29 2005-03-09 中国石油化工股份有限公司 Preparation method of low viscosity poly alpha olefine synthetic oil
CN104152176A (en) * 2013-05-14 2014-11-19 中国石油天然气股份有限公司 Method for preparing poly-alpha-olefin synthetic oil by adopting coal-based raw materials
CN103305263A (en) * 2013-07-04 2013-09-18 上海泰强粘合剂有限公司 Preparation method of poly alpha-olefin base oil with high viscosity index
CN104193571A (en) * 2014-07-23 2014-12-10 上海欧勒奋生物科技有限公司 Method and equipment for preparing long carbon chain olefins by use of natural alcohols or esters

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* Cited by examiner, † Cited by third party
Title
丁丽芹: "《润滑油及其添加剂》", 30 June 2015, 中国石化出版社 *

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