CN117701318A - Process for preparing diesel antiwear agent by mixing oleic acid - Google Patents
Process for preparing diesel antiwear agent by mixing oleic acid Download PDFInfo
- Publication number
- CN117701318A CN117701318A CN202311838298.9A CN202311838298A CN117701318A CN 117701318 A CN117701318 A CN 117701318A CN 202311838298 A CN202311838298 A CN 202311838298A CN 117701318 A CN117701318 A CN 117701318A
- Authority
- CN
- China
- Prior art keywords
- oleic acid
- acid
- antiwear agent
- mixing
- diesel
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
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- 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/188—Carboxylic acids; metal salts thereof
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Lubricants (AREA)
Abstract
The invention discloses a process for preparing a diesel antiwear agent by mixing oleic acid, which comprises the steps of heating and refluxing oleic acid, ethanol and phosphoric acid for reaction, wherein the ethanol is used as a reaction solvent and an esterification raw material, the phosphoric acid is used as a catalyst and an esterification raw material, and the prepared mixed oleic acid is a mixture of various substances such as oleic acid, ethyl oleate, oleic acid phosphate and the like, so that the acid value is reduced, and the mixed oleic acid is not easy to emulsify with water.
Description
Technical Field
The invention relates to the technical field of preparing a diesel antiwear agent from oleic acid, in particular to a process for preparing the diesel antiwear agent from mixed oleic acid.
Background
With the increasing strictness of environmental protection requirements, the diesel oil for vehicles is developed towards high quality and cleanliness, in order to reduce the sulfur content, the diesel oil is hydrofined, and the diesel oil is hydrofined and desulfurized while the lubricity of the diesel oil is reduced, so that the fuel pump in the diesel engine is worn or even damaged. For this reason, the addition of diesel antiwear agents to diesel is a major approach to improving the lubricity of diesel.
In the prior art, the diesel antiwear agent mainly comprises two types of fatty acid type and fatty acid ester type. The fatty acid type diesel antiwear agent is mainly a long-chain unsaturated fatty acid compound, and has the defects of high acid value and corrosion to the metal surface of an engine; the fatty acid ester type antiwear agent has the characteristics of low acid value, low condensation point, good antiwear performance and the like, but has high production cost, easy emulsification when meeting water and long demulsification time, and influences the quality of diesel products.
Disclosure of Invention
The invention discloses a process for preparing a diesel antiwear agent by mixing oleic acid, which adopts oleic acid, ethanol and phosphoric acid to carry out heating reflux reaction, so that the diesel antiwear agent with good lubricating effect and self-demulsification can be prepared.
A process for preparing a diesel antiwear agent by mixing oleic acid comprises the following steps:
(1) Taking a certain amount of oleic acid, adding the oleic acid into a reaction kettle, adding absolute ethyl alcohol with the same molar amount as the oleic acid, adding phosphoric acid with the mass of 1% -3% of the oleic acid, heating to 80-90 ℃ under the protection of nitrogen, carrying out reflux reaction for 2-5 hours, stopping the reaction, distilling the ethanol, and adding a drying agent for dehydration to obtain mixed oleic acid;
(2) Mixing the mixed oleic acid with low freezing point oleic acid, uniformly mixing, and filtering to obtain the diesel antiwear agent.
Further, the end point of the reflux reaction in the step (1) is 1/3 to 1/2 of the original acid value.
Further, the drying agent is anhydrous magnesium sulfate.
Further, in the step (2), oleic acid is mixed, and the mass ratio of the oleic acid with a low freezing point to the oleic acid is 1-2:1.
The invention has the advantages that:
1. according to the invention, through heating reflux reaction of oleic acid, ethanol and phosphoric acid, wherein the ethanol is used as a reaction solvent and an esterification raw material, the phosphoric acid is used as a catalyst and an esterification raw material, and the prepared mixed oleic acid is a mixture of various substances such as oleic acid, ethyl oleate, oleic acid phosphate and the like, so that the acid value is reduced, the mixed oleic acid is not easy to emulsify with water, and the prepared diesel antiwear agent has the advantages of both fatty acid type diesel antiwear agents and fatty acid ester type diesel antiwear agents.
2. Phosphoric acid is added as a catalyst and an esterification raw material to prepare the phosphorylated mixed oleic acid and diesel antiwear agent, which has lower friction coefficient and the function of strengthening engine metal.
Detailed Description
Example 1
A process for preparing a diesel antiwear agent by mixing oleic acid comprises the following steps:
(1) Taking a certain amount of oleic acid, adding the oleic acid into a reaction kettle, adding absolute ethyl alcohol with the same molar amount as the oleic acid, adding phosphoric acid with the mass of 1.2% of the oleic acid, heating to 85 ℃ under the protection of nitrogen, carrying out reflux reaction until the acid value is reduced to 1/2 of the original acid value, stopping the reaction, distilling the ethanol, and then adding anhydrous magnesium sulfate for dehydration to obtain mixed oleic acid;
(2) Mixing the mixed oleic acid with low-freezing-point oleic acid, wherein the mass ratio of the mixed oleic acid to the low-freezing-point oleic acid is 1.5:1, uniformly mixing, and filtering to obtain the diesel antiwear agent.
Comparative example 1
Low freezing point oleic acid is used as the diesel antiwear agent.
Comparative example 2
Ethyl oleate is used as a diesel antiwear agent.
And (3) testing:
the diesel antiwear agent of the above examples and comparative examples was added to diesel oil at a ratio of 200mg/kg, and compared with diesel oil without the diesel antiwear agent, and the diesel oil was coated on a steel plate, and friction weight reduction experiments were performed under a pressure of 10kg, and after 10 ten thousand times of friction, weight reduction was obtained.
10% by mass of water was added to the diesel oil, homogenized and emulsified, and the layering time was observed.
| Friction weight loss test | Example 1 | Comparative example 1 | Comparative example 2 | Diesel oil |
| Weight reduction (mg) | 129 | 205 | 161 | 512 |
| Layering time(s) | 295 | 287 | 1223 | 209 |
Compared with pure oleic acid, the acid value of the diesel antiwear agent prepared by the invention is reduced by 30% -40%, and the corrosion to metal can be effectively reduced; and after being added into diesel oil, the water-emulsified diesel oil is basically consistent with the layering time after being emulsified by water.
Finally: the foregoing description of the preferred embodiments of the invention is not intended to limit the invention to the precise form disclosed, and any such modifications, equivalents, and alternatives falling within the spirit and principles of the invention are intended to be included within the scope of the invention.
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311838298.9A CN117701318A (en) | 2023-12-28 | 2023-12-28 | Process for preparing diesel antiwear agent by mixing oleic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311838298.9A CN117701318A (en) | 2023-12-28 | 2023-12-28 | Process for preparing diesel antiwear agent by mixing oleic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117701318A true CN117701318A (en) | 2024-03-15 |
Family
ID=90156979
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311838298.9A Pending CN117701318A (en) | 2023-12-28 | 2023-12-28 | Process for preparing diesel antiwear agent by mixing oleic acid |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117701318A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1986006371A1 (en) * | 1985-04-25 | 1986-11-06 | The Lubrizol Corporation | Sulfur-containing compositions, and additive concentrates, lubricating oils, and metal working lubricants containing same |
| WO2006081644A2 (en) * | 2005-02-02 | 2006-08-10 | Universidade Federal Do Rio De Janeiro-Ufrj | Catalytic process for the esterification of fatty acids |
| CN113462442A (en) * | 2020-03-30 | 2021-10-01 | 中国石油化工股份有限公司 | Diesel antiwear agent composition, preparation method thereof and diesel composition |
-
2023
- 2023-12-28 CN CN202311838298.9A patent/CN117701318A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1986006371A1 (en) * | 1985-04-25 | 1986-11-06 | The Lubrizol Corporation | Sulfur-containing compositions, and additive concentrates, lubricating oils, and metal working lubricants containing same |
| WO2006081644A2 (en) * | 2005-02-02 | 2006-08-10 | Universidade Federal Do Rio De Janeiro-Ufrj | Catalytic process for the esterification of fatty acids |
| CN113462442A (en) * | 2020-03-30 | 2021-10-01 | 中国石油化工股份有限公司 | Diesel antiwear agent composition, preparation method thereof and diesel composition |
Non-Patent Citations (1)
| Title |
|---|
| 颜志光: "《润滑材料与润滑技术》", 31 January 2000, 中国石化出版社, pages: 60 * |
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