CN111349483B - Plant oil-based low-sulfur diesel antiwear agent and preparation method thereof - Google Patents
Plant oil-based low-sulfur diesel antiwear agent and preparation method thereof Download PDFInfo
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- CN111349483B CN111349483B CN201811572952.5A CN201811572952A CN111349483B CN 111349483 B CN111349483 B CN 111349483B CN 201811572952 A CN201811572952 A CN 201811572952A CN 111349483 B CN111349483 B CN 111349483B
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- 239000011593 sulfur Substances 0.000 title claims abstract description 58
- 229910052717 sulfur Inorganic materials 0.000 title claims abstract description 58
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 49
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000010773 plant oil Substances 0.000 title claims description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 claims abstract description 51
- 239000008158 vegetable oil Substances 0.000 claims abstract description 51
- 238000006243 chemical reaction Methods 0.000 claims abstract description 45
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 43
- 239000002283 diesel fuel Substances 0.000 claims abstract description 41
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 41
- 239000000194 fatty acid Substances 0.000 claims abstract description 41
- 229930195729 fatty acid Natural products 0.000 claims abstract description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- -1 unsaturated dicarboxylic acid ester Chemical class 0.000 claims abstract description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000004821 distillation Methods 0.000 claims abstract description 9
- 150000007529 inorganic bases Chemical class 0.000 claims abstract description 9
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 20
- 239000003549 soybean oil Substances 0.000 claims description 19
- 235000012424 soybean oil Nutrition 0.000 claims description 19
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 7
- 229910052740 iodine Inorganic materials 0.000 claims description 7
- 239000011630 iodine Substances 0.000 claims description 7
- 238000005406 washing Methods 0.000 claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
- IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 claims description 5
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 claims description 5
- 231100000241 scar Toxicity 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002285 corn oil Substances 0.000 claims description 4
- 235000005687 corn oil Nutrition 0.000 claims description 4
- 235000012343 cottonseed oil Nutrition 0.000 claims description 4
- 239000002385 cottonseed oil Substances 0.000 claims description 4
- 239000000944 linseed oil Substances 0.000 claims description 4
- 235000021388 linseed oil Nutrition 0.000 claims description 4
- GQZXRLWUYONVCP-UHFFFAOYSA-N 3-[1-(dimethylamino)ethyl]phenol Chemical compound CN(C)C(C)C1=CC=CC(O)=C1 GQZXRLWUYONVCP-UHFFFAOYSA-N 0.000 claims description 3
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 3
- 235000019486 Sunflower oil Nutrition 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
- 235000019438 castor oil Nutrition 0.000 claims description 3
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 claims description 3
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 claims description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 3
- 239000002600 sunflower oil Substances 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 235000019483 Peanut oil Nutrition 0.000 claims description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 2
- 230000032050 esterification Effects 0.000 claims description 2
- 238000005886 esterification reaction Methods 0.000 claims description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 239000000312 peanut oil Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 abstract description 27
- 230000005494 condensation Effects 0.000 abstract description 27
- 239000002253 acid Substances 0.000 abstract description 19
- 238000002156 mixing Methods 0.000 abstract description 9
- 230000008901 benefit Effects 0.000 abstract description 4
- 239000003225 biodiesel Substances 0.000 description 13
- 239000002994 raw material Substances 0.000 description 12
- 230000001050 lubricating effect Effects 0.000 description 11
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
- 239000005642 Oleic acid Substances 0.000 description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 5
- 235000013311 vegetables Nutrition 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 150000004671 saturated fatty acids Chemical class 0.000 description 4
- 235000019482 Palm oil Nutrition 0.000 description 3
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 239000002540 palm oil Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- 239000002383 tung oil Substances 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000007098 aminolysis reaction Methods 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000002146 bilateral effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 description 1
- GFUGBRNILVVWIE-UHFFFAOYSA-N methyl hex-3-enoate Chemical compound CCCC=CC(=O)OC GFUGBRNILVVWIE-UHFFFAOYSA-N 0.000 description 1
- MBAHGFJTIVZLFB-UHFFFAOYSA-N methyl pent-2-enoate Chemical compound CCC=CC(=O)OC MBAHGFJTIVZLFB-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- HNBDRPTVWVGKBR-UHFFFAOYSA-N n-pentanoic acid methyl ester Natural products CCCCC(=O)OC HNBDRPTVWVGKBR-UHFFFAOYSA-N 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 230000000192 social effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/1802—Organic compounds containing oxygen natural products, e.g. waxes, extracts, fatty oils
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
- C10L1/1905—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
- C10L2270/026—Specifically adapted fuels for internal combustion engines for diesel engines, e.g. automobiles, stationary, marine
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
- C10L2290/34—Applying ultrasonic energy
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
- C10L2290/54—Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
- C10L2290/543—Distillation, fractionation or rectification for separating fractions, components or impurities during preparation or upgrading of a fuel
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Combustion & Propulsion (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
Abstract
The invention relates to a vegetable oil-based low-sulfur diesel antiwear agent and a preparation method thereof, wherein non-conjugated vegetable oil, saturated dihydric alcohol and inorganic base are put into a reactor in proportion and react at 160-180 ℃, and a product is acidified, washed by water, and then kept stand for layering and separating out a water phase to obtain modified vegetable oil fatty acid; the modified vegetable oil fatty acid and the unsaturated dicarboxylic acid ester are put into an ultrasonic reactor to react at 110-150 ℃, and the product is obtained by reduced pressure distillation after the reaction is finished. The bio-based antiwear agent prepared by the invention has the advantages of good lubricity, low blending proportion, low condensation point, low acid value and the like, and low-sulfur diesel oil can meet the national V lubricity standard and the condensation point requirement after blending.
Description
Technical Field
The invention belongs to the field of bio-based anti-wear agents, and particularly relates to a plant oil-based low-sulfur diesel anti-wear agent and a preparation method thereof.
Background
With the widespread use of diesel engines, the consumption of diesel fuel is increasing year by year. However, the large consumption of diesel fuel inevitably leads to further aggravation of the emission of harmful substances from vehicles. Since emissions have a serious impact on the ecological environment, human health and economic development, governments in various countries have successively enacted strict emissions regulations, limiting the harmful emissions of diesel vehicles. With the implementation of national standard V of diesel oil, the sulfur content of the diesel oil is reduced to below 10ppm, and the desulfurized diesel oil is implemented in domestic refineries. At present, sulfur reduction technologies such as hydrotreating, hydrocracking and the like are adopted in China, so that the sulfur content of fuel is greatly reduced, and the content of polar compounds in diesel oil is too low, so that the lubricity of the diesel oil is greatly reduced, the phenomenon of abrasion and damage of a large number of diesel oil pumps is caused, and the service life of the diesel oil pumps is shortened. The problem of lubricity of diesel oil is the first to appear in northern Europe, early nineties, the first low-sulfur diesel oil produced in Sweden has a sulfur content of less than 10ppm, aromatic hydrocarbons of less than 5%, a second sulfur content of less than 50ppm, and aromatic hydrocarbons of less than 20%, and the fraction of the diesel oil is basically kerosene fraction (95% distillation range is not more than 285 ℃), so that the natural lubricity of the diesel oil is reduced. When this diesel fuel was marketed, there began to be approximately 70 light duty diesel vehicles with fuel injection pump wear problems. In the popularization and use of low-sulfur diesel oil in the United states, a large number of lubrication problems are reported, particularly in winter low-cloud-point diesel oil, and when the sulfur content is lower than 100ppm, the problem of abrasion of an oil injection pump is already caused under the dual effects of the two factors due to poor lubricity and low viscosity of oil products. Therefore, improving the lubricity of low-sulfur diesel is one of the key problems in solving the wide-range popularization of low-sulfur diesel.
In the prior art, an antiwear agent is usually added into low-sulfur diesel oil, and the antiwear agent can be adsorbed on the surface of metal to form a layer of protective film on the surface of the metal, so that the friction force between the metal is reduced, and the lubricity of the low-sulfur diesel oil is effectively improved. At present, the antiwear agents on the market mainly comprise unsaturated fatty acids, unsaturated fatty acid esters thereof, amide derivatives and the like, wherein an acid type improver accounts for about 70% of the market, and an ester type improver and an amide type improver account for about 30% of the market.
At present, a plurality of organizations develop the research of directly using vegetable oil as the low-sulfur diesel anti-wear agent. CS275894, EP605857 disclose the use of natural oils and fats such as rapeseed oil, sunflower oil, castor oil, etc. as anti-wear agents for low sulphur diesel oil directly. Although the vegetable oil has the advantages of easily available raw materials, low price and the like, the vegetable oil has relatively poor using effect, and has the defects of high viscosity, high condensation point and the like, so the vegetable oil is difficult to industrially apply.
The latest research result shows that the lubricity can be greatly improved by adding the biodiesel into the low-sulfur diesel, and the additional value of the biodiesel can be obviously improved. However, the lubricating effect of biodiesel can only be achieved at a relatively high addition level, and the addition level is usually more than 0.8% (volume fraction) so as to reduce the wear scar diameter of low-sulfur diesel to less than 460 μm (the enhancing effect of biodiesel on the lubricity of low-sulfur diesel [ J ], [ petroleum refining and chemical industry ], [ 2005, 36(7): 25-28), so that the economic efficiency of biodiesel as an additive is poor. In addition, the biodiesel contains a large amount of saturated fatty acid methyl ester, the condensation point is usually above-5 ℃, the use requirement of the low-sulfur diesel antiwear agent cannot be met, and the biodiesel cannot be suitable for cold regions. Therefore, the lubricity of biodiesel needs to be improved by a molecular modification means, and the blending ratio and the product solidifying point of the biodiesel in low-sulfur diesel are reduced.
CN1990835A discloses a preparation method of modified biodiesel capable of being used as a low-sulfur diesel antiwear agent, which greatly reduces the blending ratio, and adopts the technical means that biodiesel and polyalcohol carry out ester exchange reaction or biodiesel and organic amine carry out aminolysis reaction, thereby obtaining a modified biodiesel product. However, when the polyol is used as a raw material to perform ester exchange reaction, a polyester structure is easily formed, so that the condensation point of the product is too high, and the product performance cannot meet the requirement.
The problem of lubricity of diesel oil can be well solved by adding vegetable oleic acid into low-sulfur diesel oil, but generally, vegetable oleic acid mostly contains a certain amount of saturated fatty acid with a high condensation point, and the saturated fatty acid of the vegetable oleic acid is difficult to be completely separated by adopting the existing separation means, such as a freezing squeezing method, a distillation refining method and the like, so that the condensation point of the vegetable oleic acid in the market is generally higher than-8 ℃, and the vegetable oleic acid can not reach the use standard of the acid type antiwear agent with the condensation point of-12 ℃ specified in the Q/SHCG57-2014 standard. Therefore, at present, the low-sulfur diesel antiwear agent is prepared by adopting tall oil fatty acid which does not contain saturated fatty acid basically abroad, and other vegetable oil fatty acid is difficult to popularize and apply. The vegetable oil resource is rich in China, but the refined tall oil fatty acid resource is rare. Therefore, the plant oil is used as the raw material, and the high-added-value bio-based chemicals are developed through deep processing, so that the method has good economic benefits and also has remarkable social effects.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a vegetable oil-based low-sulfur diesel antiwear agent and a preparation method thereof. The invention uses unsaturated dicarboxylic acid ester to modify fatty acid prepared from unconjugated vegetable oil, and the prepared bio-based antiwear agent has the advantages of good lubricity, low blending ratio, low solidifying point, low acid value and the like, and can enable low-sulfur diesel oil to meet the national V lubricity standard and solidifying point requirements after blending.
The preparation method of the vegetable oil-based low-sulfur diesel antiwear agent provided by the invention comprises the following steps: (1) adding non-conjugated vegetable oil, saturated dihydric alcohol and inorganic base into a reactor in proportion, reacting at 160-180 ℃, acidifying and washing the product, standing, layering and separating out a water phase to obtain modified vegetable oil fatty acid; (2) adding modified vegetable oil fatty acid and unsaturated dicarboxylic acid ester into an ultrasonic reactor, reacting at 110-150 ℃, and distilling the product under reduced pressure after the reaction is finished to obtain the antiwear agent product.
In the invention, the non-conjugated vegetable oil in the step (1) refers to vegetable oil with non-conjugated carbon-carbon double bonds and iodine value not less than 60mgKOH/g, and specifically includes one or more of corn oil, cotton seed oil, linseed oil, soybean oil, peanut oil, castor oil, rapeseed oil, sunflower oil and the like.
In the invention, the saturated dihydric alcohol in the step (1) is at least one of ethylene glycol, 1, 3-propylene glycol, 1, 4-butanediol and the like, and the using amount of the saturated dihydric alcohol is 2.5 to 3.5 times of the mass of the non-conjugated vegetable oil.
In the invention, the inorganic base in the step (1) is at least one of potassium hydroxide, sodium hydroxide and the like, and the dosage of the inorganic base is 0.5 to 0.6 time of the non-conjugated vegetable oil by mass.
In the invention, in the step (1), the non-conjugated vegetable oil, the alcohol solvent and the inorganic base are mixed and then stirred for reaction for 3 to 5 hours at the temperature of between 160 and 180 ℃, and the stirring speed is between 100 and 500rpm, preferably between 300 and 400 rpm. The reactor may be a conventionally used reactor with stirring, and the temperature, pressure, stirring speed, etc. may be automatically controlled.
In the invention, inorganic acid is adopted for acidification in the step (1), such as at least one of hydrochloric acid, sulfuric acid, nitric acid and the like, and the acidification is carried out until the pH value is 2-3. The water washing adopts distilled water, deionized water and the like, the water washing is carried out until the water is neutral, and the water phase is separated after the standing and the layering.
In the invention, the unsaturated dicarboxylic acid ester in the step (2) is an esterification product of maleic anhydride, and may be one or more of dimethyl maleate, diethyl maleate, dipropyl maleate, dibutyl maleate, and the like. The molar ratio of unsaturated dicarboxylic acid ester to vegetable oil fatty acid is generally controlled to be from 0.5:1 to 3:1, preferably from 0.8:1 to 2: 1.
In the invention, the ultrasonic power in the step (2) is 100-300W, and the reaction is carried out for 0.5-2h at 110-150 ℃.
In the invention, the reduced pressure distillation in the step (2) has the pressure of 30-150Pa, preferably 65-120Pa and the temperature of 180-220 ℃, preferably 195-205 ℃.
The vegetable oil-based low-sulfur diesel antiwear agent is prepared by the method. The prepared antiwear agent is obtained by modifying fatty acid prepared from non-conjugated vegetable oil with unsaturated dicarboxylic ester, the acid value of the product is 80-150mgKOH/g, and the solidifying point is less than or equal to minus 15 ℃.
The vegetable oil-based low-sulfur diesel antiwear agent prepared by the invention is used for improving the lubricity of low-sulfur diesel, and when the dosage is 80-250ppm, the low-sulfur diesel can meet the national V lubricity standard, and the corrected wear scar diameter (60 ℃) is not more than 460 microns. The low-sulfur diesel oil refers to diesel oil with the sulfur content of less than 10ppm and the abrasive wear point diameter of more than 580 mu m.
Compared with the existing antiwear agent, the invention has the following beneficial effects:
(1) according to the invention, by utilizing molecular structure modification, a polar group of unsaturated dicarboxylic acid ester with a certain chain length is introduced into a modified vegetable oil fatty acid molecular chain and forms an aliphatic ring structure, so that the adsorption film can form a bilateral entanglement effect, the entanglement density is effectively improved, the lubricating film is more compact, and the lubricity of the modified fatty acid is greatly improved. Meanwhile, due to the introduction of an alicyclic structure, the intermolecular internal bonding effect is reduced, and the condensation point of the antiwear agent can be greatly reduced. The product performance of the antiwear agent prepared by the invention, such as the indexes of condensation point, flash point, metal content, low-temperature storage stability and the like, all meet the technical requirement of diesel antiwear agent (Q/SHCG 57-2014) of petrochemical industry.
(2) Compared with the existing acid type low-sulfur diesel antiwear agent, the product has lower acid value and condensation point, has good lubricating effect, avoids corrosion to a diesel engine, and is particularly suitable for cold regions.
(3) The invention uses vegetable oil as main raw material, which widens the raw material source of the low-sulfur diesel antiwear agent. In addition, the invention has the characteristics of simple and convenient process, easily obtained raw materials, low cost, easy industrial production and the like.
Detailed Description
The vegetable oil based low sulfur diesel antiwear agent, the preparation method and the application effect thereof are further illustrated by the following examples. The embodiments are implemented on the premise of the technical scheme of the invention, and detailed implementation modes and specific operation processes are given, but the protection scope of the invention is not limited by the following embodiments.
The experimental procedures in the following examples are, unless otherwise specified, conventional in the art. The experimental materials used in the following examples were purchased from a conventional biochemical reagent store unless otherwise specified.
The acid value of the antiwear agent product prepared by the method is determined according to the GB/T7304 method, the condensation point is determined according to the GB/T510 method, and the lubricity is determined according to the SH/T0765 method (the lubricity refers to the diameter of the wear scar of low-sulfur diesel oil after a modifier is added).
Conversion rate of vegetable oil fatty acid A = (m)1-m2）/m1X 100%. Wherein m is1The feeding quality of the vegetable oil fatty acid in the second step of reaction; m is2The mass of the vegetable oil fatty acid is separated after the reaction.
Example 1
(1) Putting 1000g of soybean oil (with an iodine value of 128 mgKOH/g), 3500g of ethylene glycol and 600g of KOH into a reactor, uniformly mixing, stirring and reacting at 160 ℃ for 5 hours, acidifying the product by hydrochloric acid until the pH value is 2.5, washing by water to be neutral, standing, layering and separating out a water phase to obtain the modified soybean oil fatty acid.
(2) Adding 100g of modified soybean oil fatty acid and 91.5g of diethyl maleate into an ultrasonic reactor, stirring and reacting for 1h at 300rpm and the reaction temperature of 130 ℃ and the ultrasonic power of 200W, and finishing the reaction; and after the reaction system is cooled to room temperature, carrying out reduced pressure distillation for 2h at the pressure of 65Pa and the temperature of 200 ℃ to obtain the antiwear agent product. The conversion rate of the soybean oil fatty acid is 48.3 percent, the acid value of the product is 122.5mgKOH/g, and the condensation point is-26.5 ℃.
Example 2
(1) Putting 1000g of soybean oil, 2500g of ethylene glycol and 500g of KOH into a reactor, uniformly mixing, stirring at 180 ℃ for reaction for 3 hours, acidifying the product by hydrochloric acid until the pH value is 2, washing with water until the product is neutral, and standing for layering and separating out a water phase to obtain the modified soybean oil fatty acid.
(2) Adding 100g of modified soybean oil fatty acid and 122.2 g of diethyl maleate into an ultrasonic reactor, stirring and reacting for 2 hours at 300rpm under the conditions that the reaction temperature is 110 ℃, the ultrasonic power is 100W, and the reaction is ended; and after the reaction system is cooled to room temperature, carrying out reduced pressure distillation for 2h at the pressure of 65Pa and the temperature of 200 ℃ to obtain the antiwear agent product. The conversion rate of the soybean oil fatty acid is 47.3 percent, the acid value of the product is 122.1mgKOH/g, and the condensation point is-26.3 ℃.
Example 3
(1) Putting 1000g of soybean oil, 3000g of ethylene glycol and 550g of KOH into a reactor, uniformly mixing, stirring at 170 ℃ for reacting for 4 hours, acidifying the product by hydrochloric acid until the pH value is 3, washing with water until the product is neutral, standing, layering and separating out a water phase to obtain the modified soybean oil fatty acid.
(2) Adding 100g of modified soybean oil fatty acid and 50.5g of diethyl maleate into an ultrasonic reactor, stirring and reacting for 0.5h at 300rpm and the reaction temperature of 150 ℃ and the ultrasonic power of 300W, and finishing the reaction; and after the reaction system is cooled to room temperature, carrying out reduced pressure distillation for 2h at the pressure of 65Pa and the temperature of 200 ℃ to obtain the antiwear agent product. The conversion rate of the soybean oil fatty acid is 49.4 percent, the acid value of the product is 121.7mgKOH/g, and the condensation point is-27.0 ℃.
Example 4
The preparation process and the operation conditions are the same as those of example 1, except that cottonseed oil (with an iodine value of 108 mgKOH/g) is used as a reaction raw material to obtain an antiwear agent product. The conversion rate of the cottonseed oil fatty acid is 45.5 percent, the acid value of the product is 122.0mgKOH/g, and the condensation point is-26.8 ℃.
Example 5
The preparation process and the operation conditions are the same as those of the example 1, except that corn oil (with the iodine value of 133 mgKOH/g) is used as a reaction raw material to obtain an antiwear agent product. The conversion rate of the corn oil fatty acid is 48.5 percent, the acid value of the product is 122.2mgKOH/g, and the condensation point is-26.4 ℃.
Example 6
The preparation process and the operation conditions are the same as those of the example 1, except that linseed oil (with the iodine value of 183 mgKOH/g) is adopted as a reaction raw material, and an antiwear agent product is obtained. The conversion rate of the linseed oil fatty acid is 58.0 percent, the acid value of the product is 122.1mgKOH/g, and the condensation point is-26.9 ℃.
Example 7
The preparation process and the operation conditions are the same as those of the example 1, except that 76g of dimethyl maleate is adopted as a reaction raw material to obtain an antiwear agent product. The conversion rate of the soybean oil fatty acid is 50.0 percent, the acid value of the product is 128.1mgKOH/g, and the condensation point is-22.1 ℃.
Example 8
The preparation process and the operating conditions are the same as those of example 1, except that 106g of dipropyl maleate is adopted as a reaction raw material to obtain an antiwear agent product. The conversion rate of the soybean oil fatty acid is 47.3 percent, the acid value of the product is 117.8 mgKOH/g, and the condensation point is-28.2 ℃.
Example 9
The preparation process and the operating conditions are the same as those of example 1, except that 121g of dibutyl maleate is adopted as a reaction raw material to obtain an antiwear agent product. The conversion rate of the soybean oil fatty acid is 46.1 percent, the acid value of the product is 112.5 mgKOH/g, and the condensation point is-30.2 ℃.
Example 10
The preparation process and the operation conditions are the same as those of the example 1, but 1, 3-propylene glycol is adopted to replace ethylene glycol, so that the antiwear agent product is obtained. The conversion rate of the soybean oil fatty acid is 44.1 percent, the acid value of the product is 122.4mgKOH/g, and the condensation point is-26.3 ℃.
Example 11
The preparation process and the operation conditions are the same as those of the example 1, but 1, 4-butanediol is adopted to replace the ethylene glycol, so that the antiwear agent product is obtained. The conversion rate of the soybean oil fatty acid is 40.2 percent, the acid value of the product is 122.2mgKOH/g, and the condensation point is-26.1 ℃.
Comparative example 1
The preparation process and the operating conditions were the same as in example 1, except that palm oil with an iodine value of 49mgKOH/g was used as the reaction material to prepare the antiwear agent. The conversion rate of palm oil fatty acid is less than 0.5%, and an antiwear agent product cannot be synthesized.
Comparative example 2
The preparation process and the operation conditions are the same as those in the example 1, but the difference is that the vegetable oil and the unsaturated dicarboxylic acid ester are directly adopted for reaction, the conversion rate of the palm oil is less than 0.2 percent, and the product cannot be synthesized.
Comparative example 3
The preparation process and the operation conditions are the same as those of the example 1, and the difference is that the tung oil with conjugated double bonds is adopted, the reaction system generates a cross-linking side reaction, the conversion rate of the tung oil fatty acid is 51.2 percent, the condensation point of the product is-9 ℃, the condensation point is too high, and the use requirement is not met.
Comparative example 4
The preparation process and the operation conditions are the same as those in example 1, but the difference is that unsaturated monocarboxylic acid ester such as any one of methyl crotonate, methyl pentenoate and methyl hexenoate is adopted, and only one ester group is introduced into vegetable oil fatty acid for modification, so that the product lubrication effect is poor, and the technical index of the diameter of the grinding spot specified in the technical requirement of diesel antiwear additive (Q/SHCG 57-2014) is not met.
Test example 1
The low-sulfur diesel oil used in the test examples of the invention is hydrofined diesel oil with the sulfur content of less than 10ppm and the wear-leveling diameter of more than 580 μm, and the specific properties of the low-sulfur diesel oil are shown in Table 1.
TABLE 1 Main physical Properties of two low-sulfur diesel fuels
The antiwear agents prepared in the examples and the comparative examples of the invention are added into the low-sulfur diesel oil for product performance test. The test results are shown in tables 2 and 3.
TABLE 2
As can be seen from Table 2, the lubricating effect of the vegetable oil or the product obtained in step (1) on the low-sulfur diesel oil is poor, the lubricating property of the low-sulfur diesel oil does not meet the lubricating property requirement of national V diesel oil, and the modifier is separated out at the temperature of-20 ℃. The vegetable oil fatty acid modified by the invention has obviously improved lubricity on low-sulfur diesel, and when the addition amount is 130ppm, the blended low-sulfur diesel can meet the requirement of national V diesel lubricity (the diameter of the wear scar is no more than 460 μm), and no precipitation is generated at-20 ℃. The prepared modified vegetable oil fatty acid methyl ester has obvious lubricating effect, low condensation point and small dosage.
TABLE 3
As can be seen from Table 3, the lubricating effect of the low-sulfur diesel oil directly prepared by adopting the vegetable oil or the product prepared in the step (1) is poor, the lubricating property of the low-sulfur diesel oil does not meet the lubricating property requirement of national V diesel oil, and the modifier is separated out at the temperature of minus 30 ℃. The modified conjugated vegetable oil fatty acid of the invention has obviously improved lubricity on low-sulfur diesel, when the addition amount is 180ppm, the blended low-sulfur diesel can meet the requirement of national V diesel lubricity (the diameter of wear marks is no more than 460 μm), and no precipitation is generated at-30 ℃. The prepared modified vegetable oil fatty acid methyl ester has obvious lubricating effect, low condensation point and small dosage.
Claims (13)
1. A preparation method of a plant oil-based low-sulfur diesel antiwear agent is characterized by comprising the following steps: (1) adding non-conjugated vegetable oil, saturated dihydric alcohol and inorganic base into a reactor in proportion, reacting at 160-180 ℃, acidifying and washing the product, standing, layering and separating out a water phase to obtain modified vegetable oil fatty acid; (2) putting modified vegetable oil fatty acid and unsaturated dicarboxylic acid ester into an ultrasonic reactor, reacting at 110-150 ℃, and distilling the product under reduced pressure after the reaction is finished to obtain an antiwear agent product; acidifying at least one of hydrochloric acid, sulfuric acid and nitric acid until the pH value is 2-3 in the step (1); and (3) the unsaturated dicarboxylic ester in the step (2) is an esterification product of maleic anhydride, and the molar ratio of the unsaturated dicarboxylic ester to the vegetable oil fatty acid is controlled to be 0.5:1-3: 1.
2. The method of claim 1, wherein: the non-conjugated vegetable oil in the step (1) is vegetable oil with non-conjugated carbon-carbon double bonds and iodine value not less than 60 mgKOH/g.
3. The method of claim 2, wherein: the non-conjugated vegetable oil is one or more of corn oil, cotton seed oil, linseed oil, soybean oil, peanut oil, castor oil, rapeseed oil and sunflower oil.
4. The method of claim 1, wherein: the saturated dihydric alcohol in the step (1) is at least one of ethylene glycol, 1, 3-propylene glycol and 1, 4-butanediol, and the using amount of the saturated dihydric alcohol is 2.5 to 3.5 times of the mass of the non-conjugated vegetable oil.
5. The method of claim 1, wherein: the inorganic base in the step (1) is at least one of potassium hydroxide and sodium hydroxide, and the using amount of the inorganic base is 0.5-0.6 time of the non-conjugated vegetable oil.
6. The method of claim 1, wherein: in the step (1), non-conjugated vegetable oil, alcohol solvent and inorganic base are mixed and stirred for reaction for 3-5h at the temperature of 160-180 ℃, and the stirring speed is 100-500 rpm.
7. The method of claim 1, wherein: the unsaturated dicarboxylic acid ester in the step (2) is one or more of dimethyl maleate, diethyl maleate, dipropyl maleate and dibutyl maleate, and the molar ratio of the unsaturated dicarboxylic acid ester to the vegetable oil fatty acid is controlled to be 0.8:1-2: 1.
8. The method of claim 1, wherein: the ultrasonic power in the step (2) is 100-300W, and the reaction is carried out for 0.5-2h at the temperature of 110-150 ℃.
9. The method of claim 1, wherein: the pressure of the reduced pressure distillation in the step (2) is 30-150Pa, and the temperature is 180-220 ℃.
10. The method of claim 1, wherein: the pressure of the reduced pressure distillation in the step (2) is 65-120Pa, and the temperature is 195-205 ℃.
11. A vegetable oil based low sulfur diesel antiwear agent characterized by being prepared by the method of any one of claims 1-10.
12. Use of an antiwear agent according to claim 11, characterised in that: used for improving the lubricity of low-sulfur diesel oil, and when the dosage is 80-250ppm, the corrected wear scar diameter of the low-sulfur diesel oil is not more than 460 mu m.
13. Use of an antiwear agent according to claim 12, characterised in that: the low-sulfur diesel oil refers to diesel oil with the sulfur content of less than 10ppm and the abrasive wear point diameter of more than 580 mu m.
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Effective date of registration: 20231024 Address after: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee after: CHINA PETROLEUM & CHEMICAL Corp. Patentee after: Sinopec (Dalian) Petrochemical Research Institute Co.,Ltd. Address before: 100728 No. 22 North Main Street, Chaoyang District, Beijing, Chaoyangmen Patentee before: CHINA PETROLEUM & CHEMICAL Corp. Patentee before: DALIAN RESEARCH INSTITUTE OF PETROLEUM AND PETROCHEMICALS, SINOPEC Corp. |