CN107603709B - Anti-carbon-deposition lubricating oil and preparation method thereof - Google Patents
Anti-carbon-deposition lubricating oil and preparation method thereof Download PDFInfo
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- CN107603709B CN107603709B CN201710918819.XA CN201710918819A CN107603709B CN 107603709 B CN107603709 B CN 107603709B CN 201710918819 A CN201710918819 A CN 201710918819A CN 107603709 B CN107603709 B CN 107603709B
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- ester compound
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- difluorodecanoate
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- 239000010687 lubricating oil Substances 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title abstract description 6
- -1 phenolic ester compound Chemical class 0.000 claims abstract description 50
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims abstract description 34
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 28
- 230000008021 deposition Effects 0.000 claims abstract description 27
- 239000007788 liquid Substances 0.000 claims abstract description 26
- 239000003599 detergent Substances 0.000 claims abstract description 24
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229920001577 copolymer Polymers 0.000 claims abstract description 17
- 235000019359 magnesium stearate Nutrition 0.000 claims abstract description 17
- PUJNRGLVBITRRV-UHFFFAOYSA-N 2,2-difluorodecanoic acid Chemical compound C(CCCCCCC)C(C(=O)O)(F)F PUJNRGLVBITRRV-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000002994 raw material Substances 0.000 claims abstract description 11
- 229960002317 succinimide Drugs 0.000 claims abstract description 11
- 150000001993 dienes Chemical class 0.000 claims abstract description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003054 catalyst Substances 0.000 claims description 12
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000018044 dehydration Effects 0.000 claims description 6
- 238000006297 dehydration reaction Methods 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- WJAVYWPXOXAOBS-UHFFFAOYSA-N 2-fluoro-1,4-dimethylbenzene Chemical group CC1=CC=C(C)C(F)=C1 WJAVYWPXOXAOBS-UHFFFAOYSA-N 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 4
- 238000005886 esterification reaction Methods 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- PCIUEQPBYFRTEM-UHFFFAOYSA-N perfluorodecanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F PCIUEQPBYFRTEM-UHFFFAOYSA-N 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical group C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 claims description 3
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical class [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 239000001119 stannous chloride Substances 0.000 claims description 3
- 235000011150 stannous chloride Nutrition 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical group OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 2
- 238000004042 decolorization Methods 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- AFCAKJKUYFLYFK-UHFFFAOYSA-N tetrabutyltin Chemical compound CCCC[Sn](CCCC)(CCCC)CCCC AFCAKJKUYFLYFK-UHFFFAOYSA-N 0.000 claims description 2
- 229910001887 tin oxide Inorganic materials 0.000 claims 1
- 239000002199 base oil Substances 0.000 description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- 239000013065 commercial product Substances 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- PJNJLUUATWBCHD-UHFFFAOYSA-N FC(C(=O)O)(CCCCCCCC)F.FC1=C(C=CC(=C1)CO)CO Chemical compound FC(C(=O)O)(CCCCCCCC)F.FC1=C(C=CC(=C1)CO)CO PJNJLUUATWBCHD-UHFFFAOYSA-N 0.000 description 3
- VTAGMGCMOYMQDX-UHFFFAOYSA-N [3-fluoro-4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C(F)=C1 VTAGMGCMOYMQDX-UHFFFAOYSA-N 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 3
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000004134 energy conservation Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- SDHKGYDQOGCLQM-UHFFFAOYSA-N [2,3,5,6-tetrafluoro-4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=C(F)C(F)=C(CO)C(F)=C1F SDHKGYDQOGCLQM-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 239000010725 compressor oil Substances 0.000 description 1
- 239000010727 cylinder oil Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000010710 diesel engine oil Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- UJOMBOYYLAXYTO-UHFFFAOYSA-L magnesium;6-methylheptanoate Chemical compound [Mg+2].CC(C)CCCCC([O-])=O.CC(C)CCCCC([O-])=O UJOMBOYYLAXYTO-UHFFFAOYSA-L 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- YTXCAJNHPVBVDJ-UHFFFAOYSA-N octadecyl propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CC YTXCAJNHPVBVDJ-UHFFFAOYSA-N 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010723 turbine oil Substances 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
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Abstract
An anti-carbon deposition type lubricating oil and a preparation method thereof, wherein the lubricating oil comprises the following raw materials: the composition comprises fluoroterephthalyl alcohol difluorodecanoate, a liquid phenolic ester compound, 12-isooctanoate magnesium stearate detergent, an ethylene-propylene copolymer, diene-based succinimide and thiophosphate amine salt, wherein the fluoroterephthalyl alcohol difluorodecanoate has a structure shown in a formula I, and the liquid phenolic ester compound has a structure shown in a formula II. The lubricating oil provided by the invention has excellent anti-carbon deposition capability.
Description
Technical Field
The invention belongs to the technical field of lubricating oil, and particularly relates to anti-carbon deposition type lubricating oil and a preparation method thereof.
Background
The lubricating oil is a liquid or semisolid lubricating agent used on various types of automobiles and mechanical equipment to reduce friction and protect machines and workpieces, and mainly plays roles in lubrication, auxiliary cooling, rust prevention, cleaning, sealing, buffering and the like. The lubricating oil has the action mechanism that the lubricating oil is added between two opposite moving surfaces to reduce friction and abrasion. In China alone, the cost of materials lost due to mechanical wear caused by friction every year is immeasurable, so that the lubricating oil has wide application in social development and progress and is a necessity for any mechanical operation.
The types of lubricating oils that are common at present are: 1. a machine oil; 2. gas turbine oil; 3. the compressor oil is mainly special oil for an air compressor; 4. a refrigerator oil; 5. gear oil; 6. hydraulic oil; 7. hydraulic transmission oil (automatic transmission or automatic transmission fluid); 8. internal combustion engine oils are typically gas engine oils, diesel engine oils and gas diesel oils; 9. instrument oil; 10. transformer oil; 11. pumping oil by vacuum; 12. cylinder oil, etc. The engine lubricating oil must ensure cooling, lubrication, sealing and antifriction of the engine. The performance of the engine lubricating oil is closely related to the selection of the base oil and the additives. Along with the improvement of energy conservation and emission control requirements, the requirements on various performances of the engine lubricating oil such as wear resistance, friction reduction, energy conservation, emission reduction and the like are continuously improved. The power of engine oil specification development comes from the constant improvement of emissions, economy and power performance of engines.
The engine lubricating oil is miniaturized, light in weight, high in compression ratio, high in output power, applicable to turbocharging and higher in torque required to be output by the engine with the same volume, so that the working temperature of the engine lubricating oil is increased, and the engine lubricating oil is easier to oxidize. In addition, since combustion is incomplete, carbon deposition is a main cause of affecting the lubricating effect thereof, and if carbon deposition can be effectively suppressed, the lubricating performance thereof can be improved. Therefore, the research and development of the lubricating oil with the anti-carbon deposition effect is of great significance.
Disclosure of Invention
To this end, it is an object of the present invention to provide an anti-carbon deposition type lubricating oil which has excellent anti-carbon deposition ability.
In order to achieve the purpose, the invention adopts the following technical scheme:
an anti-carbon deposition lubricating oil comprises the following main raw materials: fluoro-p-xylene glycol difluorodecanoate, a liquid phenolic ester compound, a 12-isooctanoate magnesium stearate detergent, an ethylene-propylene copolymer, a dienyl succinimide, and an amine thiophosphate salt, wherein the fluoro-p-xylene glycol difluorodecanoate has the structure of formula I, and the liquid phenolic ester compound has the structure of formula II:
preferably, the main raw materials of the lubricating oil consist of:
examples of the fluoroterephthalyl difluorodecanoate include 72 mol%, 74 mol%, 77 mol%, 79 mol%, 82 mol%, 85 mol%, 88 mol%.
The liquid phenol ester compound is, for example, 7 mol%, 9 mol%, 11 mol%, 14 mol%, or the like.
Examples of the 12-isooctanoate magnesium stearate detergent include 0.8 mol%, 1.2 mol%, 1.5 mol%, 2.5 mol%, 4 mol%, 4.7 mol%.
The ethylene-propylene copolymer is, for example, 2 mol%, 4 mol%, 6 mol%, 7.5 mol%, etc.
Examples of the dienylsuccinimide include 1.5 mol%, 2.3 mol%, 3 mol%, 4.5 mol%, and 5.6 mol%.
Examples of the thiophosphoric acid amine salt include 0.8 mol%, 1.3 mol%, 1.7 mol%, 2.2 mol%, and 2.8 mol%.
Preferably, the fluoro-p-xylylene difluorine decanoate is obtained by the high-temperature dehydration esterification reaction of 2,3,5, 6-tetrafluoro-p-xylylene glycol and nonadecafluorodecanoic acid under the action of a catalyst. The reaction process is as follows:
preferably, the molar ratio of 2,3,5, 6-tetrafluoroterephthalyl alcohol to nonadecafluorodecanoic acid is from 1:1 to 4, preferably 1: 2.
Preferably, the catalyst is tetra-tert-butyl titanate and/or tetrabutyltin oxide, preferably tetra-tert-butyl titanate.
Preferably, the amount of catalyst is 0.5 to 1.5%, preferably 1%, based on the total molar amount of reactants.
Preferably, the temperature of the reaction is 180-220 ℃, preferably 200 ℃; the reaction time is 2-8h, preferably 6 h.
Preferably, after the reaction, the acid value of the final product is less than or equal to 0.45mgKOH/g through solid-liquid separation after adsorption and decoloration.
Preferably, the decolorization is carried out using activated magnesium oxide, preferably activated-80 magnesium oxide.
Preferably, the separation can be performed by vacuum filtration.
Preferably, the liquid phenolic ester compound is prepared by carrying out dehydration esterification reaction on 2-methyl propanol and 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid under the action of a catalyst and xylene as a dehydration solvent, wherein the synthesis process is as follows:
preferably, the molar ratio of 2-methylpropanol to 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid is from 1:0.5 to 2, preferably 1: 1.
Preferably, the amount of xylene is 5-15%, preferably 10%, of the total moles of 2-methylpropanol and 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid;
preferably, the catalyst is stannous chloride and/or concentrated sulfuric acid, preferably stannous chloride;
preferably, the amount of catalyst is 0.3 to 1%, preferably 0.5%, of the total molar amount of reactants.
Preferably, the temperature of the reaction is 140-150 ℃, preferably 145 ℃; the reaction time is 2-6h, preferably 4 h.
Preferably, the acid value of the liquid phenolic ester compound product is 0.40mgKOH/g or less.
Preferably, the base number of the 12-magnesium isooctanoate stearate detergent is 250-330mgKOH/g, preferably 290mgKOH/g, and the preparation method can be carried out by adopting the method disclosed in CN104263457A or other prior arts.
Preferably, the ethylene-propylene copolymer is ethylene-propylene copolymer 614, available from eastern petrochemical company, Inc., of California.
Preferably, the amine thiophosphate salt is a complex thiophosphate amine salt 307, available from ZiboWhitney, Inc., Shandong.
The anti-carbon deposition type lubricating oil can be prepared by adopting a method which is found in the past or in the future, and preferably, the anti-carbon deposition type lubricating oil is prepared by adopting the following method, comprising the following steps:
(1) fully mixing fluoro-terephthalyl alcohol difluorodecanoate, a liquid phenolic ester compound, a 12-isooctanoate magnesium stearate detergent, an ethylene-propylene copolymer, diene-based succinimide and an amine thiophosphate, and stirring;
(2) reacting for 2.0-5.0 hours at 80-100 ℃ to obtain the anti-carbon deposition lubricating oil.
In the composition of the lubricating oil, a base oil is the main component. The base oil used by the traditional lubricating oil is mainly mineral oil, and the mineral oil can generate a large amount of carbon deposition in a long-time high-temperature working environment and is unfavorable for an engine. The novel synthetic ester base oil is free of wax, low in pour point, less in impurity and superior to mineral base oil in high-temperature oxidation resistance, but can still be subjected to oxidative degradation in a long-time high-temperature environment of an engine to generate a certain amount of carbon deposition; the traditional lubricating oil detergent is generally a calcium alkylbenzene sulfonate detergent or a magnesium alkylbenzene sulfonate detergent, and the detergent products have poor oxidation resistance and are easy to be oxidized to generate carbon deposition in the using process.
The invention adopts the fluoro-p-xylylene glycol difluoro caprate as the base oil component, the synthetic ester has high fluorine content, excellent high temperature resistance and oxidation resistance, and is not easy to generate oxidation degradation and generate carbon deposition after long-time use, meanwhile, the scheme adopts the liquid phenolic ester compound with excellent compatibility with the base oil as the antioxidant, the phenolic ester compound has good compatibility with the base oil and excellent oxidation resistance, and also has the function of inhibiting the formation of oxidation and carbon deposition; in addition, the invention also adopts the magnesium isooctanoate stearate detergent synthesized according to the invention of CN104263457A, and the detergent has excellent oxidation resistance and outstanding cleaning performance and plays a role in inhibiting carbon deposition.
Detailed Description
For the purpose of facilitating an understanding of the present invention, the present invention will now be described by way of examples. It should be understood by those skilled in the art that the examples are only for the purpose of facilitating understanding of the present invention and should not be construed as specifically limiting the present invention.
Raw materials: the fluoro-p-xylylene glycol difluorodecanoate and the liquid phenolic ester compound are synthesized by the method; ethylene-propylene copolymer 614, available from eastern petrochemical company, Inc., of California; the thiophosphoric amine salt is selected from thiophosphoric acid complex ester amine salt 307 which is purchased from Shandong Zibo Huihua Limited company; 12-Isocaprylate magnesium stearate detergent synthesized using CN104263457A example 3.
Example 1
An anti-carbon deposition lubricating oil comprises the following raw materials: 70mol of fluoro-p-xylylene glycol difluoro caprate, 15mol of liquid phenolic ester compound, 3mol of 12-isooctanoate magnesium stearate detergent, 5mol of ethylene-propylene copolymer, 5mol of diene succinimide and 2mol of thiophosphate amine salt. The preparation method comprises the following steps:
A. adding the fluoro-terephthalyl alcohol difluorodecanoate, the liquid phenolic ester compound, the 12-isooctanoate magnesium stearate detergent, the ethylene-propylene copolymer, the diene succinimide and the thiophosphate amine salt into a reactor according to the formula amount, and stirring and fully mixing;
B. fully mixing and reacting for 2-5.0 hours at 80-100 ℃ to obtain the finished product of the anti-carbon deposition lubricating oil.
Example 2
An anti-carbon deposition lubricating oil comprises the following raw materials: 90mol of fluoro-p-xylylene glycol difluoro caprate, 5mol of liquid phenolic ester compound, 1mol of 12-isooctanoate magnesium stearate detergent, 2mol of ethylene-propylene copolymer, 1mol of diene succinimide and 1mol of thiophosphate amine salt. Prepared by the method of example 1.
Example 3
An anti-carbon deposition lubricating oil comprises the following raw materials: 80mol of fluoro-p-xylylene glycol difluorodecanoate, 10mol of liquid phenolic ester compound, 5mol of 12-isooctanoate magnesium stearate detergent, 1mol of ethylene-propylene copolymer, 3.5mol of diene succinimide and 0.5mol of thiophosphoric acid amine salt. Prepared by the method of example 1.
Example 4
An anti-carbon deposition lubricating oil comprises the following raw materials: 73mol of fluoro-terephthalyl alcohol difluorodecanoate, 12mol of liquid phenolic ester compound, 2mol of 12-isooctanoate magnesium stearate detergent, 8mol of ethylene-propylene copolymer, 2mol of diene succinimide and 3mol of thiophosphate amine salt. Prepared by the method of example 1.
Example 5
An anti-carbon deposition lubricating oil comprises the following raw materials: 85mol of fluoro-p-xylylene glycol difluorodecanoate, 7mol of liquid phenolic ester compound, 0.5mol of 12-isooctanoate magnesium stearate detergent, 3mol of ethylene-propylene copolymer, 3mol of diene succinimide and 1.5mol of thiophosphate amine salt. Prepared by the method of example 1.
Comparative example 1
Otherwise as in example 1, the fluorinated terephthalyl alcohol difluorodecanoate was simply replaced with a commercially available mineral oil base oil 150S, a commercial product available from Special oils, Inc. of Seapahan, Suzhou;
comparative example 2
Otherwise as in example 1, only the fluorinated terephthalyl alcohol difluorodecanoate was replaced with a commercially available mineral oil base oil 250S, a commercial product available from Special oils, Inc. of Seapahan, Suzhou;
comparative example 3
Otherwise, just as in example 1, the fluoro-p-xylylene difluorid decanoate was replaced with the commercially available synthetic ester trimethylolpropane trioleate, a commercial product available from Shandong Ruiki New Material Co., Ltd.
Comparative example 4
Otherwise as in example 1, the fluorinated terephthalyl alcohol difluorodecanoate was simply replaced with the commercially available synthetic ester pentaerythritol tetraisooctanoate, commercially available from Bisheng trade company, Inc., Guangzhou.
Comparative example 5
Otherwise, as in example 1, only the liquid phenolic ester compound was replaced with a commercially available synthetic antioxidant 1010 (tetrakis [ β - (3.5-di-tert-butyl, 4-hydroxyphenyl) propanoic acid ] pentaerythritol), a commercial product available from Jiangsu very new materials, Inc.
Comparative example 6
Otherwise, as in example 1, only the liquid phenolic ester compound was replaced with a commercially available antioxidant 1076(β - (3.5-di-tert-butyl, 4-hydroxyphenyl) propionic acid octadecyl ester), a commercial product available from Jiangsu very new materials Co.
Comparative example 7
Otherwise as in example 1, the 12-isooctanoate magnesium stearate detergent alone was replaced with a commercially available high base number calcium alkyl benzene sulfonate T106, a commercial product available from east China petrochemical Co., Ltd.
Comparative example 8
Otherwise as in example 1, the 12-isooctanoate magnesium stearate detergent alone was replaced with a commercially available sulfurized calcium alkyl phenate T115B, commercially available from east China petrochemical Co.
The test method comprises the following steps:
the acid value, pour point, viscosity index, thermal stability and char formation of the products obtained in the above examples and comparative examples were measured. The acid value is determined according to the determination of the acid value of the petroleum product GB/T7304-2014; the viscosity index is determined according to the GB/T1995 petroleum product viscosity index calculation method; thermal stability and carbon deposition are determined by SH/T0300-92 crankcase simulation test method (QZX method). The results are shown in table 1 below.
TABLE 1
As can be seen from Table 1, the lubricating oil product prepared by the invention has excellent anti-carbon performance and thermal stability and interaction among the components, namely, none of the components is available, through the matching among the main components of fluoro-terephthalyl alcohol difluoro-caprate, a liquid phenolic ester compound, a 12-isooctanoate magnesium stearate detergent and the like.
It should be understood that the above examples are only for clarity of illustration and are not intended to limit the embodiments. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications therefrom are within the scope of the invention.
Claims (9)
1. The anti-carbon deposition lubricating oil is characterized by comprising the following main raw materials: fluoro-p-xylene glycol difluorodecanoate, a liquid phenolic ester compound, a 12-isooctanoate magnesium stearate detergent, an ethylene-propylene copolymer, a dienyl succinimide, and an amine thiophosphate salt, wherein the fluoro-p-xylene glycol difluorodecanoate has the structure of formula I, and the liquid phenolic ester compound has the structure of formula II:
the lubricating oil mainly comprises the following raw materials:
2. the lubricating oil of claim 1, wherein the fluoro-terephthalyl alcohol difluorodecanoate is obtained by a high-temperature dehydration esterification reaction of 2,3,5, 6-tetrafluoroterephthalyl alcohol and nonadecafluorodecanoic acid under the action of a catalyst.
3. The lubricating oil of claim 2, wherein the molar ratio of 2,3,5, 6-tetrafluoroterephthalyl alcohol to nonadecafluorodecanoic acid is 1: 1-4;
the catalyst is tetra-tert-butyl titanate and/or tetrabutyl tin oxide;
the catalyst accounts for 0.5-1.5% of the total molar weight of the reactants.
4. The lubricating oil according to claim 3, characterized in that the temperature of the reaction is 180-220 ℃; the reaction time is 2-8 h;
after the reaction, the solid-liquid separation is carried out after adsorption and decoloration, and the acid value of the final product is less than or equal to 0.45 mgKOH/g;
the decolorization is carried out using activated magnesium oxide.
5. The lubricating oil of claim 1, wherein the liquid phenolic ester compound is obtained by a dehydration esterification reaction of 2-methylpropanol and 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid in the presence of a catalyst and xylene as a dehydration solvent.
6. The lubricating oil of claim 5, wherein the molar ratio of 2-methylpropanol to 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propanoic acid is 1: 0.5-2;
the amount of the dimethylbenzene accounts for 5-15% of the total mole number of the 2-methylpropanol and the 3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid;
the catalyst is stannous chloride and/or concentrated sulfuric acid;
the amount of catalyst is 0.3-1% of the total molar amount of reactants.
7. The lubricating oil according to claim 6, wherein the reaction temperature is 140-150 ℃; the reaction time is 2-6 h;
the acid value of the liquid phenolic ester compound product is less than or equal to 0.40 mgKOH/g.
8. The lubricating oil according to claim 1, characterized in that the base number of the 12-isooctanoate magnesium stearate detergent is 250-330 mgKOH/g;
the ethylene-propylene copolymer is ethylene-propylene copolymer 614;
the thiophosphoric acid amine salt is thiophosphoric acid complex ester amine salt 307.
9. A method of preparing the lubricating oil of any one of claims 1 to 8, comprising the steps of:
(1) fully mixing fluoro-terephthalyl alcohol difluorodecanoate, a liquid phenolic ester compound, a 12-isooctanoate magnesium stearate detergent, an ethylene-propylene copolymer, diene succinimide and an amine thiophosphate;
(2) reacting for 2.0-5.0 hours at 80-100 ℃ to obtain the anti-carbon deposition lubricating oil.
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| CN103666653A (en) * | 2012-09-20 | 2014-03-26 | 中国石油化工股份有限公司 | Engine oil composition and use thereof |
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| CN104263457A (en) * | 2014-09-19 | 2015-01-07 | 黄山学院 | 12-ethylhexanoate magnesium stearate salt clearing agent and preparation method thereof |
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| US6217954B1 (en) * | 1998-10-12 | 2001-04-17 | Mitsubishi Gas Chemical Co Inc | Phenyl triester compound and anti-ferroelectric liquid crystal composition containing the same |
| CN101768483A (en) * | 2008-12-29 | 2010-07-07 | 中国石油化工股份有限公司 | Diesel composition |
| CN103666653A (en) * | 2012-09-20 | 2014-03-26 | 中国石油化工股份有限公司 | Engine oil composition and use thereof |
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