CN107446634A - A kind of preparation method of low condensation point Low sulfur diesel antiwear additive - Google Patents

A kind of preparation method of low condensation point Low sulfur diesel antiwear additive Download PDF

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Publication number
CN107446634A
CN107446634A CN201710804100.3A CN201710804100A CN107446634A CN 107446634 A CN107446634 A CN 107446634A CN 201710804100 A CN201710804100 A CN 201710804100A CN 107446634 A CN107446634 A CN 107446634A
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Prior art keywords
antiwear additive
low
reaction
sulfur diesel
condensation point
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CN201710804100.3A
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刘叶
杨立军
黄婷
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CHANGZHOU DA AO NEW MSTAR TECHNOLOGY Co Ltd
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CHANGZHOU DA AO NEW MSTAR TECHNOLOGY Co Ltd
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Priority to CN201710804100.3A priority Critical patent/CN107446634A/en
Publication of CN107446634A publication Critical patent/CN107446634A/en
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/1802Organic compounds containing oxygen natural products, e.g. waxes, extracts, fatty oils
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/08Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C1/00Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
    • C11C1/02Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids from fats or fatty oils
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/10Biofuels, e.g. bio-diesel

Abstract

The invention discloses a kind of preparation method of low condensation point Low sulfur diesel antiwear additive, belong to diesel antiwear additive technical field.The present invention uses pentaerythrite and 1 first,3 butanediols react with natural oil high-temperature catalytic,Obtain polyol esters of fatty acids,It is then added in diesel oil,With the increase of product degree of branching,Causing the freezing point of antiwear additive in diesel oil reduces,Continue to use biodiesel,Formic acid and hydrogenperoxide steam generator synthesis material,Obtain epoxy biodiesel,Again using D001 resins as catalyst,Synthesized with isooctanol open loop,Obtain modification biological diesel oil,Improve the viscosity of product,Not only increase epoxy biodiesel and the compatibility of resin,Further improve low temperature flow and wear-resistant effect is served in friction process,D001 resin catalyst reusabilities simultaneously for open loop synthetic reaction are preferable,It is filled with nitrogen protection,It compensate for oxygen-containing in hydrodesulfurization loses diesel oil,Nitrogenous isopolarity compound,Further increase the abrasion resistance of antiwear additive.

Description

A kind of preparation method of low condensation point Low sulfur diesel antiwear additive
Technical field
The invention discloses a kind of preparation method of low condensation point Low sulfur diesel antiwear additive, belong to diesel antiwear additive technology of preparing Field.
Background technology
Diesel antiwear additive, also referred to as diesel fuel lubricity performance improvement agent.Diesel antiwear additive is a kind of feature addition of diesel oil Agent, as long as the greasy property for improving low-sulfur diesel-oil, reduces the abrasion of diesel engine.Antiwear additive in the market is main For acids diesel antiwear additive, after adding in diesel oil the shortcomings that acids diesel antiwear additive, some performances that can influence diesel oil refer to Mark, while the acid number of diesel oil can be also improved, and then the corrosivity of diesel oil is improved, diesel oil can be caused to send out using such diesel oil for a long time The different degrees of damage of motivation.Although esters antiwear additive can avoid disadvantages mentioned above completely, and to diesel fuel characteristicses index without bad Influence, will not also improve the acid number of diesel oil.But the application of esters antiwear additive is fewer in existing market, main reason is that, ester The production generally use long-chain unsaturated fatty acid and polyalcohol of class antiwear additive are raw material, sulfuric acid, p-methyl benzenesulfonic acid or alkali conduct Catalyst carries out esterification.The diesel antiwear additive shortcoming of these methods production is:Use what common oleic acid produced for raw material Antiwear additive freezing point is higher (more than 0 DEG C), does not reach requirement;Sulfuric acid, p-methyl benzenesulfonic acid are used as Catalyst Production diesel oil Antiwear additive aftertreatment technology is complicated, and needs to wash depickling, has substantial amounts of acidic and alkaline waste water to discharge;Using alkali as catalyst prod In have metal ion residual, be unable to reach antiwear additive index request.
Low the congealing point oleic acid and olein of existing market.Low congealing point oleic acid has that acid number is high and molecular weight is small, this Low congealing point oleic acid antiwear additive acid number is high, and has certain corrosivity, and molecular weight is 282 or so;And olein is with oil Acid is also that molecular weight compares small-molecular-weight 356 or so with glycerine esterification reaction.Low congealing point oleic acid and olein resist above Grinding agent can be used only in the diesel oil of state four, that is, not be suitable for the current diesel oil of state five.
It is wear-resistant to be badly in need of a kind of environmentally friendly esters diesel oil as country is to the pay attention to day by day of environmental issue, in existing market Agent, therefore, invent a kind of diesel antiwear additive of new low condensation point low-sulfur has energetically meaning to the technical field.
The content of the invention
The technical problems to be solved by the invention:For current ordinary diesel oil antiwear additive freezing point is higher and the profit of diesel oil A kind of the defects of slip is poor, there is provided preparation method of low condensation point Low sulfur diesel antiwear additive.
In order to solve the above technical problems, the present invention is using technical scheme as described below:
A kind of preparation method of low condensation point Low sulfur diesel antiwear additive, it is characterised in that specifically preparation process is:
(1)By lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid stirring reaction, polyol esters of fatty acids is obtained;
(2)Polyol esters of fatty acids and formic acid are put into the three-necked flask equipped with condenser pipe and thermometer again, then three mouthfuls are burnt Bottle, which is placed in thermostat water bath, to be preheated, and 80~100mL hydrogen peroxide is added dropwise into three-necked flask, is divided into and being added dropwise, and adjusts temperature, Continue to react, reaction obtains reaction mass after terminating, and reaction mass is poured into and stands liquid separation in separatory funnel, isolates lower floor's water Phase, then upper oil phase is washed to neutrality with deionized water and sodium carbonate liquor successively, it is put into depressurize in vacuum distillation apparatus and steams Evaporate, obtain making epoxy biodiesel by oneself;
(3)Continue to add 30~50mL isooctanol into self-control epoxy biodiesel and 3~5g acidity D001 resins mix, Reaction mixture is obtained, reaction mixture is poured into separatory funnel, obtains reaction product, reaction product is used into deionization successively Water and sodium hydroxide solution are washed to neutrality, are put into vacuum distillation apparatus and are evaporated under reduced pressure, and obtain modification biological diesel oil;
(4)Count in parts by weight, weigh low-sulfur diesel-oil respectively and modification biological diesel oil is placed in mixer and is stirred, then add Toluene, under nitrogen protection, continue to be stirred, obtain reaction product 1, reaction product 1 is put into distilling apparatus and distilled, is gone out Material, you can low condensation point Low sulfur diesel antiwear additive is made.
Step(1)Described lard, pentaerythrite, the mass ratio of 1,3-BDO and p-methyl benzenesulfonic acid are 5:2:2:1, stir Reaction temperature is mixed as 70~120 DEG C, the stirring reaction time is 1~2h.
Step(2)Described polyol esters of fatty acids and the mass ratio of formic acid are 4:1, the mass fraction of formic acid is 80%, Preheating temperature is 30~40 DEG C, and the mass fraction of hydrogen peroxide is 45%, is divided into and number is added dropwise as 30~45 times, and regulation temperature is 45 ~60 DEG C, the reaction time is 1~2h, and the standing liquid separation time is 1~2h, and the mass fraction of sodium carbonate liquor is 8%, is evaporated under reduced pressure Time is 1~2h.
Step(3)Described whipping temp is 70~90 DEG C, and mixing time is 1~2h, and the quality of sodium hydroxide solution is divided Number is 2%, and the vacuum distillation time is 1~2h.
Step(4)Described meter in parts by weight, 30~40 parts of low-sulfur diesel-oils, 10~20 parts of modification biological bavins are weighed respectively Oil, 1~3 part of toluene and 2~4 parts of nitrogen, whipping temp are 30~50 DEG C, and mixing time is 45~55min, continue stirring temperature Spend for 55~75 DEG C, mixing time is 2~3h, and distillation time is 1~2h.
Compared with other method, advantageous effects are the present invention:
The present invention is reacted with pentaerythrite and 1,3-BDO with natural oil high-temperature catalytic first, obtains fatty polyol Ester, then polyol esters of fatty acids antiwear additive is added in diesel oil, with the increase of product degree of branching, cause wear-resistant in diesel oil The freezing point of agent reduces, and continues to use biodiesel, formic acid and hydrogenperoxide steam generator synthesis material, obtains epoxy biodiesel, then Using D001 resins as catalyst, synthesized with isooctanol open loop, obtain modification biological diesel oil, due to isomery it is etherification modified after introduce The groups such as hydroxyl, make side chain elongated, molecular weight increase, so as to improve the viscosity of product, so not only increase epoxy biology The compatibility of diesel oil and resin, further improve low temperature flow and wear-resistant effect is served in friction process, be used for simultaneously The D001 resin catalyst reusabilities of open loop synthetic reaction are preferable, can reduce experimental cost, to be also filled with nitrogen protection, more Oxygen-containing, the nitrogenous isopolarity compound in hydrodesulfurization loses diesel oil is mended, just these polar compounds are the days in diesel oil Right abrasion resistant component, further increase the abrasion resistance of antiwear additive.
Embodiment
It is 5 in mass ratio:2:2:1 by lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid at 70~120 DEG C 1~2h of stirring reaction, polyol esters of fatty acids is obtained, then be 4 in mass ratio:Polyol esters of fatty acids and mass fraction are by 1 80% formic acid solution is put into the three-necked flask equipped with condenser pipe and thermometer, then three-necked flask is placed in thermostat water bath 30~40 DEG C are preheated to, the hydrogen peroxide that 80~100mL mass fractions are 45% is added dropwise into three-necked flask, is divided into 30~45 drops Add complete, adjust the temperature to 45~60 DEG C, continue 1~2h of reaction, reaction obtains reaction mass after terminating, reaction mass is poured into 1~2h of liquid separation is stood in separatory funnel, isolates lower floor's aqueous phase, then be with deionized water and mass fraction successively by upper oil phase 8% sodium carbonate liquor is washed to neutrality, is put into 1~2h of vacuum distillation in vacuum distillation apparatus, obtains making epoxy biology bavin by oneself Oil, continue to add 30~50mL isooctanol and 3~5g acidity D001 resins into self-control epoxy biodiesel at 70~90 DEG C 1~2h is mixed, reaction mixture is obtained, reaction mixture is poured into separatory funnel, obtain reaction product, reaction is produced Thing is washed to neutrality with deionized water and mass fraction for 2% sodium hydroxide solution successively, is put into vacuum distillation apparatus and is subtracted Pressure 1~2h of distillation, obtains modification biological diesel oil, counts in parts by weight, weigh 30~40 parts of low-sulfur diesel-oils and 10~20 parts respectively Modification biological diesel oil is placed in mixer, and 45~55min is stirred at 30~50 DEG C, then adds 1~3 part of toluene, in nitrogen Under gas shielded, continue at 55~75 DEG C and be stirred 2~3h, obtain reaction product 1, reaction product 1 is put into distilling apparatus Distill 1~2h, discharging, you can low condensation point Low sulfur diesel antiwear additive is made.
Example 1
It is 5 in mass ratio:2:2:1 by lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid at 70 DEG C stirring reaction 1h, polyol esters of fatty acids is obtained, then be 4 in mass ratio:1 is molten for 80% formic acid by polyol esters of fatty acids and mass fraction Liquid is put into the three-necked flask equipped with condenser pipe and thermometer, then three-necked flask is placed in thermostat water bath and is preheated to 30 DEG C, The hydrogen peroxide that 80mL mass fractions are 45% is added dropwise into three-necked flask, is divided into 30 times and is added dropwise, adjust the temperature to 45 DEG C, after Continuous reaction 1h, reaction obtain reaction mass after terminating, and reaction mass is poured into standing liquid separation 1h in separatory funnel, isolates lower floor Aqueous phase, then upper oil phase is washed to neutrality with deionized water and mass fraction for 8% sodium carbonate liquor successively, it is put into decompression 1h is evaporated under reduced pressure in distilling apparatus, obtains making epoxy biodiesel by oneself, it is different to continue the addition 30mL into self-control epoxy biodiesel Octanol and 3g acidity D001 resins mix 1h at 70 DEG C, obtain reaction mixture, and reaction mixture is poured into liquid separation leakage In bucket, obtain reaction product, by reaction product successively with the sodium hydroxide solution that deionized water and mass fraction are 2% wash to Neutrality, it is put into vacuum distillation apparatus and is evaporated under reduced pressure 1h, obtain modification biological diesel oil, count in parts by weight, weighs 30 parts respectively Low-sulfur diesel-oil and 10 parts of modification biological diesel oil are placed in mixer, and 45min is stirred at 30 DEG C, then add 1 part of toluene, Under nitrogen protection, continue at 55 DEG C and be stirred 2h, obtain reaction product 1, reaction product 1 is put into distilling apparatus and distilled 1h, discharging, you can low condensation point Low sulfur diesel antiwear additive is made.
Example 2
It is 5 in mass ratio:2:2:1 by lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid at 90 DEG C stirring reaction 1h, polyol esters of fatty acids is obtained, then be 4 in mass ratio:1 is molten for 80% formic acid by polyol esters of fatty acids and mass fraction Liquid is put into the three-necked flask equipped with condenser pipe and thermometer, then three-necked flask is placed in thermostat water bath and is preheated to 35 DEG C, The hydrogen peroxide that 90mL mass fractions are 45% is added dropwise into three-necked flask, is divided into 40 times and is added dropwise, adjust the temperature to 50 DEG C, after Continuous reaction 1h, reaction obtain reaction mass after terminating, and reaction mass is poured into standing liquid separation 1h in separatory funnel, isolates lower floor Aqueous phase, then upper oil phase is washed to neutrality with deionized water and mass fraction for 8% sodium carbonate liquor successively, it is put into decompression 1h is evaporated under reduced pressure in distilling apparatus, obtains making epoxy biodiesel by oneself, it is different to continue the addition 40mL into self-control epoxy biodiesel Octanol and 4g acidity D001 resins mix 1h at 80 DEG C, obtain reaction mixture, and reaction mixture is poured into liquid separation leakage In bucket, obtain reaction product, by reaction product successively with the sodium hydroxide solution that deionized water and mass fraction are 2% wash to Neutrality, it is put into vacuum distillation apparatus and is evaporated under reduced pressure 1h, obtain modification biological diesel oil, count in parts by weight, weighs 35 parts respectively Low-sulfur diesel-oil and 15 parts of modification biological diesel oil are placed in mixer, and 50min is stirred at 40 DEG C, then add 2 parts of toluene, Under nitrogen protection, continue at 65 DEG C and be stirred 2h, obtain reaction product 1, reaction product 1 is put into distilling apparatus and distilled 1h, discharging, you can low condensation point Low sulfur diesel antiwear additive is made.
Example 3
It is 5 in mass ratio:2:2:1 by lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid at 120 DEG C stirring reaction 2h, polyol esters of fatty acids is obtained, then be 4 in mass ratio:1 is molten for 80% formic acid by polyol esters of fatty acids and mass fraction Liquid is put into the three-necked flask equipped with condenser pipe and thermometer, then three-necked flask is placed in thermostat water bath and is preheated to 40 DEG C, The hydrogen peroxide that 100mL mass fractions are 45% is added dropwise into three-necked flask, is divided into 45 times and is added dropwise, adjust the temperature to 60 DEG C, Continue to react 2h, reaction obtains reaction mass after terminating, and reaction mass is poured into standing liquid separation 2h in separatory funnel, isolated down Layer aqueous phase, then upper oil phase is washed to neutrality with deionized water and mass fraction for 8% sodium carbonate liquor successively, it is put into and subtracts 2h is evaporated under reduced pressure in pressure distilling apparatus, obtains making epoxy biodiesel by oneself, continues to add 50mL into self-control epoxy biodiesel Isooctanol and 5g acidity D001 resins mix 2h at 90 DEG C, obtain reaction mixture, reaction mixture is poured into liquid separation In funnel, reaction product is obtained, reaction product is washed with deionized water and mass fraction for 2% sodium hydroxide solution successively To neutrality, it is put into vacuum distillation apparatus and is evaporated under reduced pressure 2h, obtains modification biological diesel oil, count in parts by weight, weigh 40 respectively Part low-sulfur diesel-oil and 20 parts of modification biological diesel oil are placed in mixer, and 55min is stirred at 50 DEG C, then add 3 parts of toluene, Under nitrogen protection, 75 DEG C are continued at and is stirred 3h, obtains reaction product 1, reaction product 1 is put into distilling apparatus and distilled 2h, discharging, you can low condensation point Low sulfur diesel antiwear additive is made.
The antiwear additive that comparative example is produced with Changsha company is as a comparison case to low condensation point low-sulfur produced by the present invention Antiwear additive in diesel antiwear additive and comparative example is detected, and testing result is as shown in table 1:1st, method of testing
Grinding defect diameter test is detected by GB/T19147-2003 regulation.
The test of fluorescence sulphur is detected by SH/T0689 standard.
Freezing point test is detected by GB/T510 regulation.
Table 1
It can be seen from data in table 1, the sulfur content of low condensation point Low sulfur diesel antiwear additive produced by the present invention is low, and freezing point is low, tool There is wide prospect of the application.

Claims (5)

1. a kind of preparation method of low condensation point Low sulfur diesel antiwear additive, it is characterised in that specifically preparation process is:
(1)By lard, pentaerythrite, 1,3-BDO and p-methyl benzenesulfonic acid stirring reaction, polyol esters of fatty acids is obtained;
(2)Polyol esters of fatty acids and formic acid are put into the three-necked flask equipped with condenser pipe and thermometer again, then three mouthfuls are burnt Bottle, which is placed in thermostat water bath, to be preheated, and 80~100mL hydrogen peroxide is added dropwise into three-necked flask, is divided into and being added dropwise, and adjusts temperature, Continue to react, reaction obtains reaction mass after terminating, and reaction mass is poured into and stands liquid separation in separatory funnel, isolates lower floor's water Phase, then upper oil phase is washed to neutrality with deionized water and sodium carbonate liquor successively, it is put into depressurize in vacuum distillation apparatus and steams Evaporate, obtain making epoxy biodiesel by oneself;
(3)Continue to add 30~50mL isooctanol into self-control epoxy biodiesel and 3~5g acidity D001 resins mix, Reaction mixture is obtained, reaction mixture is poured into separatory funnel, obtains reaction product, reaction product is used into deionization successively Water and sodium hydroxide solution are washed to neutrality, are put into vacuum distillation apparatus and are evaporated under reduced pressure, and obtain modification biological diesel oil;
(4)Count in parts by weight, weigh low-sulfur diesel-oil respectively and modification biological diesel oil is placed in mixer and is stirred, then add Toluene, under nitrogen protection, continue to be stirred, obtain reaction product 1, reaction product 1 is put into distilling apparatus and distilled, is gone out Material, you can low condensation point Low sulfur diesel antiwear additive is made.
A kind of 2. preparation method of low condensation point Low sulfur diesel antiwear additive according to claim 1, it is characterised in that:Step (1)Described lard, pentaerythrite, the mass ratio of 1,3-BDO and p-methyl benzenesulfonic acid are 5:2:2:1, stirring reaction temperature is 70~120 DEG C, the stirring reaction time is 1~2h.
A kind of 3. preparation method of low condensation point Low sulfur diesel antiwear additive according to claim 1, it is characterised in that:Step (2)Described polyol esters of fatty acids and the mass ratio of formic acid are 4:1, the mass fraction of formic acid is 80%, preheating temperature 30 ~40 DEG C, the mass fraction of hydrogen peroxide is 45%, is divided into and number is added dropwise as 30~45 times, and regulation temperature is 45~60 DEG C, reaction Time is 1~2h, and the standing liquid separation time is 1~2h, and the mass fraction of sodium carbonate liquor is 8%, be evaporated under reduced pressure the time be 1~ 2h。
A kind of 4. preparation method of low condensation point Low sulfur diesel antiwear additive according to claim 1, it is characterised in that:Step (3)Described whipping temp is 70~90 DEG C, and mixing time is 1~2h, and the mass fraction of sodium hydroxide solution is 2%, decompression Distillation time is 1~2h.
A kind of 5. preparation method of low condensation point Low sulfur diesel antiwear additive according to claim 1, it is characterised in that:Step (4)Described meter in parts by weight, 30~40 parts of low-sulfur diesel-oils, 10~20 parts of modification biological diesel oil, 1~3 part of first are weighed respectively Benzene and 2~4 parts of nitrogen, whipping temp are 30~50 DEG C, and mixing time is 45~55min, and it is 55~75 DEG C to continue whipping temp, Mixing time is 2~3h, and distillation time is 1~2h.
CN201710804100.3A 2017-09-08 2017-09-08 A kind of preparation method of low condensation point Low sulfur diesel antiwear additive Pending CN107446634A (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5891203A (en) * 1998-01-20 1999-04-06 Ethyl Corporation Fuel lubricity from blends of a diethanolamine derivative and biodiesel
CN1990835A (en) * 2005-12-29 2007-07-04 中国石油化工股份有限公司 Application of modified biological diesel oil as low sulfur diesel oil antiwear agent
CN101760328A (en) * 2009-12-31 2010-06-30 大连理工大学 Method for producing branched biodiesel
CN101892128A (en) * 2010-07-29 2010-11-24 大连理工大学 Method for catalytic production of branching biological diesel by resin

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5891203A (en) * 1998-01-20 1999-04-06 Ethyl Corporation Fuel lubricity from blends of a diethanolamine derivative and biodiesel
CN1990835A (en) * 2005-12-29 2007-07-04 中国石油化工股份有限公司 Application of modified biological diesel oil as low sulfur diesel oil antiwear agent
CN101760328A (en) * 2009-12-31 2010-06-30 大连理工大学 Method for producing branched biodiesel
CN101892128A (en) * 2010-07-29 2010-11-24 大连理工大学 Method for catalytic production of branching biological diesel by resin

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Application publication date: 20171208