CN1128273A - Preparation method of improving agent for viscosity index of butylbenzene - Google Patents
Preparation method of improving agent for viscosity index of butylbenzene Download PDFInfo
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- CN1128273A CN1128273A CN 95119578 CN95119578A CN1128273A CN 1128273 A CN1128273 A CN 1128273A CN 95119578 CN95119578 CN 95119578 CN 95119578 A CN95119578 A CN 95119578A CN 1128273 A CN1128273 A CN 1128273A
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- butylbenzene
- viscosity index
- viscosity
- improving agent
- manufacture method
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- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 title claims description 75
- 238000002360 preparation method Methods 0.000 title description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229920001577 copolymer Polymers 0.000 claims abstract description 28
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000003999 initiator Substances 0.000 claims abstract description 7
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000012442 inert solvent Substances 0.000 claims abstract description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052744 lithium Inorganic materials 0.000 claims abstract 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 46
- 238000006116 polymerization reaction Methods 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 19
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 13
- -1 glycol dinitrate ethers Chemical class 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- 239000003570 air Substances 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 235000011089 carbon dioxide Nutrition 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000010687 lubricating oil Substances 0.000 abstract description 33
- 239000003921 oil Substances 0.000 abstract description 32
- 230000003647 oxidation Effects 0.000 abstract description 6
- 238000007254 oxidation reaction Methods 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 4
- 230000032683 aging Effects 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 52
- 238000001035 drying Methods 0.000 description 40
- 239000012535 impurity Substances 0.000 description 40
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 28
- 238000006243 chemical reaction Methods 0.000 description 28
- 229910052757 nitrogen Inorganic materials 0.000 description 26
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- 230000008719 thickening Effects 0.000 description 17
- 230000000994 depressogenic effect Effects 0.000 description 15
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 14
- 239000002199 base oil Substances 0.000 description 14
- 230000015271 coagulation Effects 0.000 description 14
- 238000005345 coagulation Methods 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- 239000012299 nitrogen atmosphere Substances 0.000 description 13
- 238000007670 refining Methods 0.000 description 13
- 229910001220 stainless steel Inorganic materials 0.000 description 13
- 239000010935 stainless steel Substances 0.000 description 13
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 239000003292 glue Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 125000001979 organolithium group Chemical group 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000037048 polymerization activity Effects 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000005234 alkyl aluminium group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000010700 blended lubricating oil Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000010707 multi-grade lubricating oil Substances 0.000 description 1
- UIEKYBOPAVTZKW-UHFFFAOYSA-L naphthalene-2-carboxylate;nickel(2+) Chemical compound [Ni+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 UIEKYBOPAVTZKW-UHFFFAOYSA-L 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical group 0.000 description 1
- 150000002899 organoaluminium compounds Chemical class 0.000 description 1
- 150000002900 organolithium compounds Chemical class 0.000 description 1
- 238000001935 peptisation Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
In the present invention, butadiene and styrene copolymerize in the presence of strong polar structure regulator ethylene glycol dimethyl ether, organic lithium initiator and inert solvent, to produce butadienestyrene copolymer, which is then hydrogenated to produce the said viscosity improver. With excellent chemical stability, oxidation resistance, ageing resistance, oil solubility and compatibility, the said viscosity improver is used for densing lubricating oil and improving viscosity temp performance of lubricating oil.
Description
The present invention relates to the manufacture method of butylbenzene copolymer, particularly as the preparation method of the hydrogenated styrene-butadiene copolymer of lubricating oil viscosity index improver.
As everyone knows, since multi-grade oil came out, the development of novel viscosity index improver was very rapid.The early production polyisobutene has not become superseded because of use properties is good, and polymethacrylate then is restricted owing to reasons such as raw material, price make to use.Developed viscosity index improver since the seventies based on olefin copolymer, and constantly developed.For example, U.S. Pat 3,554,911 disclose, adopt a kind of hydrogenated styrene-butadiene copolymer can improve the performance of lubricating oil as lubricating oil viscosity index improver, its butylbenzene copolymer is a random copolymers, and structure regulator adopts tetrahydrofuran (THF), vinyl structure content＜35% of multipolymer, styrene content is 56～70%, molecular weight is 3～7.5 ten thousand, is used for blended lubricating oil after hydrogenation, and the viscosity index of product (VI) can reach more than 140; U.S. Pat 3,994,815 have announced that also the roughly the same hydrogenated styrene-butadiene copolymer of employing molecular structural parameter is as viscosity index improver, vinyl structure content＜35% of this multipolymer, styrene content is 56～70%, and molecular weight is 2.5～12.5 ten thousand, and effect is also better; U.S. Pat 4,412,087 makes viscosity index improver after having reported the atactic butadiene styrene copolymer hydrogenation that will contain vinylbenzene homopolymerization block, has also improved the performance of lubricating oil preferably.But, though existing various improving agent for viscosity index of butylbenzene has thickening capabilities preferably, but it is not also very good, the viscosity index that mainly is lube product is high not enough, particularly because the molecular weight distribution narrow not enough (on the GPC spectrogram, can see and having) of used butylbenzene copolymer at double in the macromole peak of molecular-weight average, cause anti-shear performance deterioration under corresponding processing condition, and make the oil soluble variation, also may be bad with the compatibility of pour depressant for lubricating oil.
The object of the present invention is to provide a kind of manufacture method of improving agent for viscosity index of butylbenzene, the synthetic lubricating oil of improving agent for viscosity index of butylbenzene obtained by this method has higher viscosity index, thickening capabilities, oil soluble and compatibleness are good preferably.
The present invention finds, prepares the butylbenzene copolymer of higher vinyl structure content, and it is even to help sequential structure, has not only improved compatibleness, and the lubricating oil of modulation gained has better viscosity temperature characteristic.The vinyl structure content of butylbenzene copolymer can surpass 35%, in 35～55% better effects if.
Surprisingly, the present invention is surprised to find that, in the preparation atactic butadiene styrene copolymer, if adopting glycol dinitrate ethers polar compound is structure regulator, and get lower polymerization temperature, then when improving vinyl structure content, help making sequence to be more evenly distributed, also can make the molecular weight of copolymer distribution narrow of synthetic gained especially.In addition, the strong polar compound of glycol dinitrate ethers is a kind of efficient configuration conditioning agent, and consumption is littler at low temperatures, thereby can not cause detrimentally affect to hydrogenation reaction.The present invention further finds, when preparation butylbenzene copolymer (no matter be segmented copolymer, or random copolymers), avoid material contact carbonic acid gas, air or oxygen, avoid polymer fluid residual in polymeric kettle, pipeline, all help generating the polymkeric substance of narrow molecular weight distributions.The butylbenzene copolymer that makes in these cases can be used as viscosity index improver behind hydrogenation, the shearing rate of descent of the lubricating oil after the blending improves, and improves its thickening property and viscosity temperature characteristic, has good compatibleness.
Therefore, purpose of the present invention can reach by following measure: a kind of manufacture method of improving agent for viscosity index of butylbenzene, be that to adopt the glycol dinitrate ethers polar compound that does not contain superoxide be structure regulator, with the organolithium is initiator, in inert solvent and making under the temperature of lower suitable copolymerization, carry out random copolymerization under divinyl and the vinylbenzene, in the copolyreaction process, avoid material contact carbonic acid gas, air or oxygen, avoid the glue of polymerization activity to remain in the equipment or pipeline that contains unreacted monomer, especially avoid active glue residual in polymerization reaction kettle; Adopt conventional method of hydrotreating to resulting butylbenzene copolymer hydrogenation then.
This shows that the manufacture method of improving agent for viscosity index of butylbenzene of the present invention, that is the manufacture method of hydrogenated styrene-butadiene copolymer comprise two processes altogether: at first carry out the synthetic of butylbenzene copolymer, then prepared butylbenzene copolymer is carried out hydrogenation.
Said butylbenzene copolymer makes as follows: in polymerization reactor, add inert solvent, vinylbenzene, divinyl, structure regulator respectively and as the organolithium compound of initiator, carry out polyreaction under suitable polymerization temperature; Reaction finishes, and adds terminator, finishes polyreaction.In the copolyreaction process, avoid material contact carbonic acid gas, air or oxygen, avoid the glue of polymerization activity to remain in the equipment or pipeline that contains unreacted monomer, especially avoid active glue residual in polymerization reaction kettle.
The polymerization reactor of said butylbenzene copolymer preparation can be various reaction flasks, or have the metal polymerization reaction kettle of stirring.
Said vinylbenzene and divinyl are the polymerization-grade monomer, with preceding drying again and remove impurity and handle.The feed molar ratio (being designated as S/B) of vinylbenzene adding total amount and divinyl adding total amount is 40/60～70/30 (weight ratio) among the present invention, is preferably 50/50～65/35 (weight ratio).
Said initiator organolithium can be alkyl lithium compounds, for example n-Butyl Lithium, s-butyl lithium etc.The add-on of organolithium is by required polymericular weight decision, and the molecular weight of polymkeric substance of the present invention is 10000～200000, is preferably 40000～160000, can determine the consumption of organolithium thus.
Said inert solvent can be alkane, naphthenic hydrocarbon, aromatic hydrocarbons or other mixture, for example hexanaphthene, hexane, heptane etc.
Said structure regulator is a glycol dinitrate ethers polar compound, can be diethylene glycol dimethyl ether, glycol dimethyl ether, triethylene glycol dme, tetraethyleneglycol dimethyl ether, is preferably diethylene glycol dimethyl ether or glycol dimethyl ether.The kind of structure regulator and the difference of consumption thereof can be regulated the vinyl structure content of butylbenzene copolymer.The vinyl structure content of butylbenzene copolymer of the present invention is at least 30%, is preferably 35～55%, can determine the consumption of structure regulator in view of the above under the situation of selected structure regulator and polymerization temperature.
Said terminator is for anionic polymerisation terminator commonly used, as water, methyl alcohol, ethanol or Virahol etc.
Said suitable polymerization temperature is 30～100 ℃, is preferably 40～90 ℃.
By the enforcement of above measure, the molecular weight of prepared butylbenzene copolymer is 10000～200000, is preferably 40000～160000; The feed molar ratio of vinylbenzene total amount and divinyl total amount is 40/60～70/30 (weight ratio), is preferably 50/50～65/35 (weight ratio); Vinyl structure content is＞30%, is preferably 35～55%; Narrow molecular weight distribution does not have the macromole peak to occur on the GPC spectrogram.
Molecular weight distribution situation about butylbenzene copolymer can be referring to accompanying drawing 1～3.
Accompanying drawing 1 is the GPC spectrogram of the improving agent for viscosity index of butylbenzene of enforcement the inventive method preparation;
Accompanying drawing 2 is the GPC spectrogram of commercially available improving agent for viscosity index of butylbenzene;
Accompanying drawing 3 is for the tetrahydrofuran (THF) being the GPC spectrogram of the improving agent for viscosity index of butylbenzene that makes of structure regulator.
Be can clearly be seen that the improving agent for viscosity index of butylbenzene that is made by prior art by accompanying drawing The GPC spectrogram on all have big molecule peak to exist, and the butylbenzene viscosity that method of the present invention makes refers to Number improver narrow molecular weight distribution does not have big molecule peak to occur at the GPC spectrogram.
Said butylbenzene copolymer hydrogenation can adopt conventional method of hydrotreating to carry out, and namely generally can wrap Draw together following process: (1) is dry with obtained polymerization glue cohesion, removes fugitive constituent, will again Dry peptization is made the suitable butylbenzene copolymer solution of concentration in atent solvent, perhaps direct Get prepared glue, make the suitable butylbenzene copolymer solution of concentration; (2) in hydrogenation reaction In the device, add above-mentioned copolymerization of butylbenzene composition glue liquid and the hydrogenation catalyst for preparing, and pass into hydrogen Gas carries out hydrogenation reaction under preference temperature and pressure; (3) hydrogenation reaction complete after, the washing Remove remaining catalyst.
Said hydrogenation catalyst can be the ziegler-natta type homogeneous system, its main catalytic Agent is generally transition metal organometallic compound, and co-catalyst is the organo-aluminium compound. Usually, hydrogenation Catalyst is organic compound and the alkyl aluminum of iron, cobalt, nickel, for example can for nickel naphthenate and Triisobutyl aluminium; Also can be caprolactam cobalt and triisobutyl aluminium. The hydrogenation that the present invention is used Catalyst can also be other known homogeneous phase or heterogeneous system hydrogenation catalyst. Hydrogenation reactor Can be tank reactor, also can be tower reactor, wherein can add or not filled; This Can also directly carry out hydrogenation at polymeric kettle outward.
The preparation method of hydrogenated styrene-butadiene copolymer of the present invention, it is random not to be only applicable to prepare hydrogenation Butylbenzene is equally applicable to prepare hydrogenated diblock butylbenzene (SEBS), and be applicable to the preparation other The hydrogenation of monovinylarene and conjugated diene (such as methyl styrene, isoprene etc.) altogether Polymers.
The prepared improving agent for viscosity index of butylbenzene of the present invention has good chemical stability, anti-Oxidisability, resistance to ag(e)ing, and oil-soluble and compatibility are all good, are used for modulation lubricating oil, no Only make the lubricating oil thickening, also can improve the lubricating oil viscosity-temperature performance, general viscosity index (VI) (VI) can Reach more than 160, Gao Zheke surpasses 190. Therefore, the prepared viscosity index of butylbenzene of the present invention Improver is a kind of lubricating oil viscosity index improver of excellent combination property.
The prepared improving agent for viscosity index of butylbenzene of the present invention should be used for modulating lubricating oil, can make not Other lubricating oil upgrading of enough levels, low-grade lubricating oil becomes multigrade lubricating oil, thereby make lubricating oil not because of Hot temperature is high and owe thick, and is low too not sticking because of the severe cold temperature. When viscosity index of butylbenzene of the present invention changes After advancing lubricating oil that agent modulates and being used for motor vehicle systems, then when always on the move, needn't change Lubricating oil, starting a machine in northern severe winter need be roasting with fire, can not become because of viscosity in the south hot summer Rare and burn out bearing shell. This shows that the prepared improving agent for viscosity index of butylbenzene of the present invention has Wide application prospect.
Below will the present invention is described in further detail by embodiment, but the present invention is not limited to this.
Embodiment 1
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 5.217ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 35.12ml concentration is the n-Butyl Lithium of 0.4474M; under 60 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.04, vinyl structure content are 37.2%, then hydrogenation and make hydrogenation degree reach 97.2%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 11.32mm
2/ s; Addition is 2.69% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.359, the ultrasonic shear rate of descent is 5.1%, is 1450mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 174, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 2
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate the about divinyl of impurity, 7000ml drying and eliminate impurity hexanaphthene, reach 5.217ml (1/8; V%) diethylene glycol dimethyl ether; 14.70ml concentration is the n-Butyl Lithium of 0.5758M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.05, vinyl structure content are 40.3%, then hydrogenation and make hydrogenation degree reach 95.4%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 11.85mm
2/ s; Addition is 2.55% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.423, the ultrasonic shear rate of descent is 8.1%, is 1450mpa.s during low temperature viscosity (CCS)-20 ℃, the molten muddiness of outward appearance oil, viscosity index VI is 182, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 3
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 5.217ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 50.62ml concentration is the n-Butyl Lithium of 0.5718M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.04, vinyl structure content are 36.6%, then hydrogenation and make hydrogenation degree reach 97.9%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 7.95mm
2/ s; Addition is 4.25% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 0.95, the ultrasonic shear rate of descent is 3.5%, is 1720mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 165, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 4
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 3.13ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 27.48ml concentration is the n-Butyl Lithium of 0.5718M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.04, vinyl structure content are 34.4%, then hydrogenation and make hydrogenation degree reach 98.7%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 13.98mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.680, the ultrasonic shear rate of descent is 5.4%, is 1470mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 164, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 5
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 6.26ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 27.48ml concentration is the n-Butyl Lithium of 0.5718M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.02, vinyl structure content are 45.6%, then hydrogenation and make hydrogenation degree reach 97.3%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 10.00mm
2/ s; Addition is 2.54% o'clock, the fundamental property of test lubricating oil, its thickening capabilities is 1.20, the ultrasonic shear rate of descent is 4.4%, during low temperature viscosity (CCS)-20 ℃ is 1530mpa.s, outward appearance oil is molten transparent, and viscosity index VI is 165, cooperates after coagulation point＜-35 ℃ with pour point depressant, thermostability just weightless temperature is 285 ℃, weightless 50% temperature is 410 ℃, and thermal oxidation stability just weightless temperature is 265 ℃, and weightless 50% temperature is 399 ℃.
Embodiment 6
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 8.35ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 27.48ml concentration is the n-Butyl Lithium of 0.5718M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.02, vinyl structure content are 48.0%, then hydrogenation and make hydrogenation degree reach 96.6%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 9.65mm
2/ s; Addition is 3.1% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.158, the ultrasonic shear rate of descent is 3.7%, is 1550mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 168, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Comparative example 1
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate the hexanaphthene and the 31.26ml tetrahydrofuran (THF) of impurity; 23.99ml concentration is the n-Butyl Lithium of 0.7639M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.49, vinyl structure content are 33.23%.Hydrogenation and make hydrogenation degree reach 98.1% then.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 10.27mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, its thickening capabilities is 1.23, the ultrasonic shear rate of descent is 5.5%, during low temperature viscosity (CCS)-20 ℃ is 1430mpa.s, outward appearance oil is molten transparent, and viscosity index VI is 132, cooperates after coagulation point＜-35 ℃ with pour point depressant, thermostability just weightless temperature is 275 ℃, weightless 50% temperature is 400 ℃, and thermal oxidation stability just weightless temperature is 260 ℃, and weightless 50% temperature is 410 ℃.
Embodiment 7
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 550g drying respectively and eliminate vinylbenzene, the 550g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 5.217ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 27.29ml concentration is the n-Butyl Lithium of 0.5758M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.04, vinyl structure content are 41.3%, then hydrogenation and make hydrogenation degree reach 96.0%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 11.70mm
2/ s; Addition is 2.6% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.41, the ultrasonic shear rate of descent is 7.25%, is 1430mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 161, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 8
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 660g drying respectively and eliminate vinylbenzene, the 440g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 5.217ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 30.73ml concentration is the n-Butyl Lithium of 0.4474M; under 55 ℃ of constant temperatures, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.02, vinyl structure content are 41%, then hydrogenation and make hydrogenation degree reach 97.1%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 10.95mm
2/ s; Addition is 2.83% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.315, the ultrasonic shear rate of descent is 6.8%, is 1430mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten mixed slightly, viscosity index VI is 174, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Embodiment 9
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 605g drying respectively and eliminate vinylbenzene, the 495g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate hexanaphthene, and the 5.217ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 56.0ml concentration is the n-Butyl Lithium of 0.3336M; under 55～81 ℃ of conditions, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.08, vinyl structure content are 33.4%, then hydrogenation and make hydrogenation degree reach 96.7%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 11.82mm
2/ s; Addition is 2.54% o'clock, the fundamental property of test lubricating oil, its thickening capabilities is 1.41, the ultrasonic shear rate of descent is 8.0%, during low temperature viscosity (CCS)-20 ℃ is 1370mpa.s, outward appearance oil is molten transparent, and viscosity index VI is 166, cooperates after coagulation point＜-35 ℃ with pour point depressant, thermostability just weightless temperature is 335 ℃, weightless 50% temperature is 430 ℃, and thermal oxidation stability just weightless temperature is 260 ℃, and weightless 50% temperature is 394 ℃.
Embodiment 10
With refining nitrogen 300 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 11Kg drying respectively and eliminate vinylbenzene, the 9Kg drying of impurity and eliminate divinyl, 200 liters of dryings of impurity and eliminate the hexanaphthene and the 155ml (1/8 of impurity; V%) diethylene glycol dimethyl ether; 1042ml concentration is the n-Butyl Lithium of 0.32M; under 51～56 ℃ of conditions, cause copolyreaction; after 120 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.08, vinyl structure content are 48.15%, then hydrogenation and make hydrogenation degree reach 97.2%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 13.73mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, its thickening capabilities is 1.2, the ultrasonic shear rate of descent is 4.0%, during low temperature viscosity (CCS)-20 ℃ is 1230mpa.s, outward appearance oil is molten transparent, and viscosity index VI is 191, cooperates after coagulation point-37 ℃ with pour point depressant, thermostability just weightless temperature is 338 ℃, weightless 50% temperature is 445 ℃, and thermal oxidation stability just weightless temperature is 280 ℃, and weightless 50% temperature is 394 ℃.
Comparative example 2
(Lz7400, Mw/Mn=1.2086) formulated oil is at viscosity V to get the commercially available prod
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 11.02mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, the ultrasonic shear rate of descent is 8.4%, is 1280mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 138, cooperate after coagulation point＜-35 ℃ with pour point depressant, thermostability just weightless temperature is 340 ℃, and weightless 50% temperature is 450 ℃, thermal oxidation stability just weightless temperature is 244 ℃, and weightless 50% temperature is 400 ℃.
Comparative example 3
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 275g drying respectively and eliminate vinylbenzene, the 225g drying of impurity and the hexanaphthene, 14.2ml eliminating divinyl, the 6000ml drying of impurity and eliminate impurity through removing the tetrahydrofuran (THF) of superoxide refinement treatment; and 12.55ml concentration is the n-Butyl Lithium of 0.6641M; under 47～51 ℃ of conditions, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.2, vinyl structure content are 30.8%, then hydrogenation and make hydrogenation degree reach 98.2%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 10.22mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.23, the ultrasonic shear rate of descent is 7.3%, is 1470mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 117, cooperates after coagulation point＜-35 ℃ with pour point depressant.
Comparative example 4
With refining nitrogen 10 liters of stainless steel polymeric kettles are replaced repeatedly repeatedly; in nitrogen atmosphere, in still, add the 330g drying respectively and eliminate vinylbenzene, the 270g drying of impurity and eliminate divinyl, the 7000ml drying of impurity and eliminate the hexanaphthene and the 17.0ml tetrahydrofuran (THF) of impurity; 29.1ml concentration is the n-Butyl Lithium of 0.4124M; under 55～60 ℃ of conditions, cause copolyreaction; after 150 minutes; reaction is finished, and adds terminator immediately and finish reaction under nitrogen protection.Gained polymerization product Mw/Mn=1.19, vinyl structure content are 28.2%, then hydrogenation and make hydrogenation degree reach 97.1%.Use the products obtained therefrom formulated oil, at viscosity V
100 ℃Be 4mm
2Added V in the 100SN base oil of/s at 3% o'clock
100 ℃Viscosity is 10.22mm
2/ s; Addition is 3.0% o'clock, the fundamental property of test lubricating oil, and its thickening capabilities is 1.03, the ultrasonic shear rate of descent is 5.2%, is 970mpa.s during low temperature viscosity (CCS)-20 ℃, and outward appearance oil is molten transparent, viscosity index VI is 134, cooperates after coagulation point to be-30 ℃ with pour point depressant.
Claims (6)
1, a kind of manufacture method of improving agent for viscosity index of butylbenzene, comprise and adopt organic lithium initiator, structure regulator, in inert solvent He under the optimal temperature, make divinyl and vinylbenzene carry out copolymerization, then with the butylbenzene copolymer hydrogenation of gained, it is characterized in that said structure regulator is the strong polar compound of glycol dinitrate ethers, said optimal temperature is 30～100 ℃, and in polymerization process, avoid material contact carbonic acid gas, air or oxygen, avoid polymer fluid residual in polymeric kettle or pipeline.
2, according to the manufacture method of the said improving agent for viscosity index of butylbenzene of claim 1, the consumption that it is characterized in that the strong polar compound of said glycol dinitrate ethers is for can make the vinyl structure content of butylbenzene copolymer 35～55%.
3, according to the manufacture method of the said improving agent for viscosity index of butylbenzene of one of claim 1～2, it is characterized in that the feed molar ratio (S/B) of said vinylbenzene and divinyl is 40/60～70/30, be preferably 50/50～65/35.
4, according to the manufacture method of the said improving agent for viscosity index of butylbenzene of one of claim 1～2, it is characterized in that the consumption of said organic lithium initiator is 10000～200000 for making the molecular weight of butylbenzene copolymer, be preferably 40000～160000.
5, according to the manufacture method of the said improving agent for viscosity index of butylbenzene of claim 3, it is characterized in that the consumption of said organic lithium initiator is 10000～200000 for making the molecular weight of butylbenzene copolymer, be preferably 40000～160000.
6, according to the manufacture method of the said improving agent for viscosity index of butylbenzene of claim 1, it is characterized in that the strong polar compound of said glycol dinitrate ethers is glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dme or tetraethyleneglycol dimethyl ether.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN95119578A CN1036138C (en) | 1995-11-29 | 1995-11-29 | Preparation method of improving agent for viscosity index of butylbenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN95119578A CN1036138C (en) | 1995-11-29 | 1995-11-29 | Preparation method of improving agent for viscosity index of butylbenzene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1128273A true CN1128273A (en) | 1996-08-07 |
| CN1036138C CN1036138C (en) | 1997-10-15 |
Family
ID=5082091
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95119578A Expired - Lifetime CN1036138C (en) | 1995-11-29 | 1995-11-29 | Preparation method of improving agent for viscosity index of butylbenzene |
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| Country | Link |
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| CN (1) | CN1036138C (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101434887B (en) * | 2007-11-17 | 2011-02-02 | 中国石油化工股份有限公司 | Lubricating oil viscosity index improver and preparation thereof |
| CN101166771B (en) * | 2005-04-28 | 2013-07-03 | 嘉实多有限公司 | Multiple-function dispersant graft polymer |
| CN106753710A (en) * | 2016-11-30 | 2017-05-31 | 南京悠谷知识产权服务有限公司 | A kind of preparation method of the good lubricating oil used for natural gas engine of anti-nitrification property |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3994815A (en) * | 1975-01-23 | 1976-11-30 | The Lubrizol Corporation | Additive concentrates and lubricating compositions containing these concentrates |
| US4427234A (en) * | 1981-04-07 | 1984-01-24 | Peters Douglas A | Leg rest |
| US4412087A (en) * | 1981-12-16 | 1983-10-25 | Phillips Petroleum Company | Viscosity index improver with high thickening power |
-
1995
- 1995-11-29 CN CN95119578A patent/CN1036138C/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101166771B (en) * | 2005-04-28 | 2013-07-03 | 嘉实多有限公司 | Multiple-function dispersant graft polymer |
| CN101434887B (en) * | 2007-11-17 | 2011-02-02 | 中国石油化工股份有限公司 | Lubricating oil viscosity index improver and preparation thereof |
| CN106753710A (en) * | 2016-11-30 | 2017-05-31 | 南京悠谷知识产权服务有限公司 | A kind of preparation method of the good lubricating oil used for natural gas engine of anti-nitrification property |
| CN106753710B (en) * | 2016-11-30 | 2020-06-30 | 南京悠谷知识产权服务有限公司 | Preparation method of lubricating oil with good nitrification resistance for natural gas engine |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1036138C (en) | 1997-10-15 |
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