CN109181811B - High-viscosity high-temperature-resistant trimesic acid synthetic ester base oil and preparation method thereof - Google Patents
High-viscosity high-temperature-resistant trimesic acid synthetic ester base oil and preparation method thereof Download PDFInfo
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- CN109181811B CN109181811B CN201811034111.9A CN201811034111A CN109181811B CN 109181811 B CN109181811 B CN 109181811B CN 201811034111 A CN201811034111 A CN 201811034111A CN 109181811 B CN109181811 B CN 109181811B
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/50—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen
- C10M105/54—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing halogen containing carbon, hydrogen, halogen and oxygen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/044—Acids; Salts or esters thereof
- C10M2211/0445—Acids; Salts or esters thereof used as base material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
Abstract
The synthetic ester base oil of trimesic acid with high viscosity index and high temperature resistance is prepared by taking trimesic acid as a starting raw material, matching fluorinated organic alcohol with excellent high temperature resistance, such as hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol, perfluoro-1-octanol, trifunctional 5-hydroxydodecanoic acid glyceride and isocetyl alcohol with a branched chain as main raw materials, and esterifying step by step to obtain synthetic ester base oil with higher fluorine content; because the synthetic ester synthesized by adopting the fluorine raw material has strong hydrophobicity and good heat resistance and yellowing resistance, the high temperature resistance and carbon deposition resistance of the final product are ensured; the combination of tri-functionality trimesic acid and 1,2, 6-hexanetriol yields a base oil product with a high viscosity index.
Description
Technical Field
The invention belongs to the technical field of lubricating oil synthesis, and particularly relates to trimesic acid synthetic ester base oil with high viscosity index and good high temperature resistance, and further discloses a preparation method of the trimesic acid synthetic ester base oil.
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, cooling, rust prevention, cleaning, sealing, buffering and the like. The lubricating oil is generally composed of base oil and additives, wherein the base oil is the main component of the lubricating oil and determines the basic properties of the lubricating oil, and the additives can make up and improve the deficiencies in the performance aspect of the base oil and endow certain new performances, and are important components of the lubricating oil.
The lubricating base oil mainly comprises mineral base oil, synthetic base oil and biological base oil, and the traditional lubricating base oil mainly comprises mineral oil. Mineral oil base oil is mostly extracted from crude oil, and is a product from petroleum refining. The chemical components of the mineral base oil are mainly alkanes, and comprise a mixture of high-boiling point and high-molecular weight hydrocarbons and non-hydrocarbons, and the components of the mineral base oil generally comprise alkanes (straight chains, branched chains and multi-branched chains), cycloalkanes (monocyclic, bicyclic and polycyclic), aromatics (monocyclic and polycyclic), naphthenic aromatics and non-hydrocarbon compounds such as oxygen-containing, nitrogen-containing and sulfur-containing organic compounds and colloids and asphaltenes. However, since the mineral oil contains a certain waxy product and a small amount of alkenyl product, the high temperature resistance of the product is poor, the product is easy to yellow when working at a high temperature for a long time, and carbon deposition is generated, so that the lubricity of the product is reduced.
However, although the purity and performance of the synthetic esters are superior to those of mineral oil, the synthetic esters are often in a general carbon chain structure in the molecular structure, and are easily oxidized and degraded at a high temperature of, for example, 300 ℃ or higher, thereby generating carbon deposition. It is seen that its high temperature resistance is still limited. Meanwhile, the viscosity index of the synthetic ester products is basically lower than 140 due to the relatively single structure of the synthetic ester products, and the difficulty in obtaining the synthetic ester products with higher viscosity indexes is higher. Therefore, the development of the synthetic ester base oil with high viscosity index and good high temperature resistance has positive significance.
Disclosure of Invention
Therefore, the technical problem to be solved by the invention is to provide high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil so as to solve the problem of poor high-temperature resistance of mineral oil base oil in the prior art.
In order to solve the technical problems, the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
18-32 mol% of trimesic acid;
2-8 mol% of 5-hydroxydodecanoic acid glyceride;
5-12 mol% of hexafluoropentanediol;
4-10 mol% of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
perfluoro-1-octanol 20-45 mol%;
15-30 mol% of isocetyl alcohol;
8-18 mol% of dimethylbenzene.
Preferably, the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
24 mol% of trimesic acid;
4 mol% of 5-hydroxydodecanoic acid glyceride;
7 mol% of hexafluoropentanediol;
6 mol% of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
27 mol% of perfluoro-1-octanol;
20 mol% of isocetyl alcohol;
and 12 mol% of dimethylbenzene.
The high-viscosity high-temperature-resistant type trimesic acid synthetic ester base oil also comprises a catalyst, wherein the molar amount of the catalyst accounts for 0.2-0.5 mol% of the total molar amount of the preparation raw materials.
The catalyst comprises zinc 2-ethylhexanoate.
The invention also discloses a method for preparing the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil, which comprises the following steps:
(1) taking the dimethylbenzene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol with selected molar weight, mixing, heating to 120-150 ℃ and carrying out water diversion esterification reaction;
(2) stopping heating when the acid value is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar weight, and continuously controlling the reaction temperature to 130-;
(3) after the reaction is finished, the xylene solvent and a small amount of unreacted raw materials are removed under reduced pressure at 180 ℃ of 170-.
The step (1) further comprises the step of adding a selected molar amount of a catalyst.
In the step (3), when the acid value of the reaction system material is reduced to below 1mgKOH/g, the reaction is controlled to stop.
In the step (3), the vacuum degree of the decompression desolventizing step is controlled to be less than or equal to-0.09 Mpa.
The invention also discloses application of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil in preparation of lubricating oil.
The invention also discloses lubricating oil which comprises the trimesic acid synthetic ester base oil and an industrially acceptable lubricating oil additive.
The high-viscosity high-temperature-resistant type trimesic acid synthetic ester base oil adopts trimesic acid as an initial raw material, matches fluoro-organic alcohol with excellent high-temperature resistance, such as hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol, perfluoro-1-octanol, trifunctional 5-hydroxydodecanoic acid glyceride and isocetyl alcohol with a branched chain as main raw materials, and obtains synthetic ester base oil with higher fluorine content through stepwise esterification; because the synthetic ester synthesized by adopting the fluorine raw material has strong hydrophobicity and good heat resistance and yellowing resistance, the high temperature resistance and carbon deposition resistance of the final product are ensured; the combination of tri-functionality trimesic acid and 1,2, 6-hexanetriol yields a base oil product with a high viscosity index.
Detailed Description
Example 1
The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
24mol of trimesic acid;
4mol of 5-hydroxydodecanoic acid glyceride;
7mol of hexafluoropentanediol;
6mol of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
27mol of perfluoro-1-octanol;
20mol of isocetyl alcohol;
12mol of dimethylbenzene;
0.3mol of zinc 2-ethylhexanoate catalyst.
The preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) adding the xylene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol and 2-zinc ethylhexanoate with selected molar weight into a reactor, fully mixing, and heating to 120-150 ℃ for water diversion esterification reaction;
(2) stopping heating when the acid value of the reaction system material is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar amount into the reaction kettle, and continuously heating to the temperature of 130-;
(3) stopping the reaction when the acid value of the reaction system material is reduced to below 1mgKOH/g, then heating to 170-180 ℃, and removing the xylene solvent and a small amount of unreacted raw materials under reduced pressure under the vacuum degree of less than or equal to-0.09 Mpa to obtain the trimesic acid synthetic ester base oil.
The final product of this example was a pale yellow viscous transparent liquid having an acid value of 0.39mgKOH/g and a viscosity index of 162, as determined.
Example 2
The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
18mol of trimesic acid;
8mol of 5-hydroxydodecanoic acid glyceride;
5mol of hexafluoropentanediol;
10mol of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
20mol of perfluoro-1-octanol;
30mol of isocetyl alcohol;
9mol of dimethylbenzene;
0.2mol of zinc 2-ethylhexanoate catalyst.
The preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) adding the xylene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol and 2-zinc ethylhexanoate with selected molar weight into a reactor, fully mixing, and heating to 120-150 ℃ for water diversion esterification reaction;
(2) stopping heating when the acid value of the reaction system material is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar amount into the reaction kettle, and continuously heating to the temperature of 130-;
(3) stopping the reaction when the acid value of the reaction system material is reduced to below 1mgKOH/g, then heating to 170-180 ℃, and removing the xylene solvent and a small amount of unreacted raw materials under reduced pressure under the vacuum degree of less than or equal to-0.09 Mpa to obtain the trimesic acid synthetic ester base oil.
The final product obtained in this example was a pale yellow viscous transparent liquid having an acid number of 0.52mgKOH/g and a viscosity index of 167, as determined.
Example 3
The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
32mol of trimesic acid;
2mol of 5-hydroxydodecanoic acid glyceride;
9mol of hexafluoropentanediol;
4mol of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
20mol of perfluoro-1-octanol;
15mol of isocetyl alcohol;
18mol of dimethylbenzene;
0.5mol of zinc 2-ethylhexanoate catalyst.
The preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) adding the xylene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol and 2-zinc ethylhexanoate with selected molar weight into a reactor, fully mixing, and heating to 120-150 ℃ for water diversion esterification reaction;
(2) stopping heating when the acid value of the reaction system material is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar amount into the reaction kettle, and continuously heating to the temperature of 130-;
(3) stopping the reaction when the acid value of the reaction system material is reduced to below 1mgKOH/g, then heating to 170-180 ℃, and removing the xylene solvent and a small amount of unreacted raw materials under reduced pressure under the vacuum degree of less than or equal to-0.09 Mpa to obtain the trimesic acid synthetic ester base oil.
The final product obtained in this example was a pale yellow viscous transparent liquid having an acid number of 0.68mgKOH/g and a viscosity index of 171, as determined.
Example 4
The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
18mol of trimesic acid;
2mol of 5-hydroxydodecanoic acid glyceride;
9mol of hexafluoropentanediol;
4mol of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
45mol of perfluoro-1-octanol;
15mol of isocetyl alcohol;
8mol of dimethylbenzene;
0.3mol of zinc 2-ethylhexanoate catalyst.
The preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) adding the xylene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol and 2-zinc ethylhexanoate with selected molar weight into a reactor, fully mixing, and heating to 120-150 ℃ for water diversion esterification reaction;
(2) stopping heating when the acid value of the reaction system material is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar amount into the reaction kettle, and continuously heating to the temperature of 130-;
(3) stopping the reaction when the acid value of the reaction system material is reduced to below 1mgKOH/g, then heating to 170-180 ℃, and removing the xylene solvent and a small amount of unreacted raw materials under reduced pressure under the vacuum degree of less than or equal to-0.09 Mpa to obtain the trimesic acid synthetic ester base oil.
The final product obtained in this example was a pale yellow viscous transparent liquid having an acid number of 0.72mgKOH/g and a viscosity index of 157, as determined.
Example 5
The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following raw material components in mole percentage based on the total preparation raw material of the base oil:
24mol of trimesic acid;
6mol of 5-hydroxydodecanoic acid glyceride;
12mol of hexafluoropentanediol;
8mol of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
20mol of perfluoro-1-octanol;
20mol of isocetyl alcohol;
10mol of dimethylbenzene;
0.4mol of zinc 2-ethylhexanoate catalyst.
The preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) adding the xylene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol and 2-zinc ethylhexanoate with selected molar weight into a reactor, fully mixing, and heating to 120-150 ℃ for water diversion esterification reaction;
(2) stopping heating when the acid value of the reaction system material is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar amount into the reaction kettle, and continuously heating to the temperature of 130-;
(3) stopping the reaction when the acid value of the reaction system material is reduced to below 1mgKOH/g, then heating to 170-180 ℃, and removing the xylene solvent and a small amount of unreacted raw materials under reduced pressure under the vacuum degree of less than or equal to-0.09 Mpa to obtain the trimesic acid synthetic ester base oil.
The final product obtained in this example was a pale yellow viscous transparent liquid having an acid number of 0.94mgKOH/g and a viscosity index of 164, as determined.
Comparative example 1
The starting materials and composition of the synthetic ester base oil of trimesic acid described in this comparative example were the same as those of example 1 except that trimesic acid was changed to trimellitic acid.
The final product was a dark brown viscous clear liquid with an acid number of 1.84mgKOH/g and a viscosity index of 134, as determined.
Comparative example 2
The starting material and composition of the synthetic ester base oil of trimesic acid described in this comparative example were the same as those of example 1 except that the starting material was prepared without 5-hydroxydodecanoic acid glyceride.
The final product was obtained as a pale yellow viscous transparent liquid which was determined to have an acid number of 3.51mgKOH/g and a viscosity index of 122.
Comparative example 3
The starting materials and composition for the preparation of synthetic ester base oil of trimesic acid described in this comparative example were the same as in example 1, except that the starting materials were free of hexafluoropentanediol.
The final product was obtained as a pale yellow viscous transparent liquid which was determined to have an acid number of 2.38mgKOH/g and a viscosity index of 129.
Comparative example 4
The starting materials for the preparation of synthetic ester base oil of trimesic acid and the composition described in this comparative example are the same as in example 1, except that the starting materials for the preparation do not contain 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol.
The final product was obtained as a pale yellow viscous transparent liquid which was determined to have an acid number of 4.14mgKOH/g and a viscosity index of 132.
Comparative example 5
The starting material and composition of the synthetic ester base oil of trimesic acid described in this comparative example were the same as those of example 1 except that perfluoro-1-octanol was replaced with n-octanol.
The final product was obtained as a pale yellow viscous transparent liquid which was determined to have an acid number of 0.68mgKOH/g and a viscosity index of 158.
Comparative example 6
The starting material and composition of the synthetic ester base oil of trimesic acid described in this comparative example were the same as those of example 1 except that perfluoro-1-octanol was replaced with isooctanol in the starting material.
The final product was obtained as a pale yellow viscous transparent liquid which was determined to have an acid number of 0.56mgKOH/g and a viscosity index of 160.
Comparative example 7
The starting materials for the preparation of synthetic ester base oil of trimesic acid and the composition described in this comparative example were the same as in example 1, except that the starting materials were prepared without isocetyl alcohol.
The final product was obtained as a pale yellow transparent liquid which had an acid number of 8.24mgKOH/g and a viscosity index of 127, as determined.
Examples of the experiments
The properties of the synthetic ester base oils obtained in the above examples 1 to 5 and comparative examples 1 to 7 were respectively tested, and the properties were compared with those of the existing commercially available base oil product (150S), commercially available base oil product (250S), commercially available base oil product (350S), commercially available common synthetic ester base oil product (pentaerythritol tetraoleate) and commercially available common synthetic ester base oil product (trimethylolpropane tricaprylate) (comparative examples 8 to 12), respectively. The test performance index and the test method comprise the following steps:
and (3) viscosity measurement: according to GB-T265-88 petroleum product kinematic viscosity measurement method and dynamic viscosity meter algorithm;
and (3) viscosity index determination: according to GB/T1995 petroleum product viscosity index calculation method;
thermal stability and carbon formation etc. according to SH/T0300-92 method for simulation test of crankcase (QZX method);
in terms of lubricating performance, the wear (64h) of the cam plus the tappet is tested according to SH/T0513-;
the specific test results are shown in table 1 below.
Table 1 results of performance testing
The invention adopts a special raw material combination formula for reaction to obtain the high-viscosity-index high-temperature-resistant trimesic acid synthetic ester base oil, and as trimesic acid and fluorinated organic alcohol with symmetrical structures are used, the synthetic ester base oil product with very excellent high-temperature resistance is prepared, compared with main mineral oil base oil varieties on the market such as 150SN, 250SN and 350SN, and the existing synthetic ester base oil products such as trimethylolpropane tricaprylate, pentaerythritol tetraoleate and the like, the viscosity index is higher, the lubricating property is better, the cam tappet abrasion (64h) is lower than 0.020mm, the high-temperature resistance is better, the thermal stability (paint film rating) and the carbon formation condition are very excellent, and the high-temperature-resistant synthetic ester base oil can be applied to the field of high-temperature-resistant lubrication. While the products lacking or replacing certain components (comparative examples 1-7) and the conventional common lubricant base oils (comparative examples 8-12) all suffered from disadvantages in acid number, viscosity index, thermal stability (paint film rating), carbon formation and cam plus lifter wear (64 h).
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 (10)
1. The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil is characterized by comprising the following raw material components in mole percentage based on the total preparation raw material of the base oil:
18-32 mol% of trimesic acid;
2-8 mol% of 5-hydroxydodecanoic acid glyceride;
5-12 mol% of hexafluoropentanediol;
4-10 mol% of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
perfluoro-1-octanol 20-45 mol%;
15-30 mol% of isocetyl alcohol;
8-18 mol% of dimethylbenzene;
the preparation method of the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil comprises the following steps:
(1) taking the dimethylbenzene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol with selected molar weight, mixing, heating to 120-150 ℃ and carrying out water diversion esterification reaction;
(2) stopping heating when the acid value is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar weight, and continuously controlling the reaction temperature to 130-;
(3) after the reaction is finished, the xylene solvent and a small amount of unreacted raw materials are removed under reduced pressure at 180 ℃ of 170-.
2. The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil according to claim 1, which is characterized by comprising the following raw material components in percentage by mole based on the total amount of the raw materials for preparing the base oil:
24 mol% of trimesic acid;
4 mol% of 5-hydroxydodecanoic acid glyceride;
7 mol% of hexafluoropentanediol;
6 mol% of 1H,1H,12H, 12H-perfluoro-1, 12-dodecanediol;
27 mol% of perfluoro-1-octanol;
20 mol% of isocetyl alcohol;
and 12 mol% of dimethylbenzene.
3. The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil according to claim 1 or 2, which further comprises a catalyst, wherein the molar amount of the catalyst is 0.2-0.5 mol% of the total molar amount of the preparation raw materials.
4. The high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil according to claim 3, wherein the catalyst comprises zinc 2-ethylhexanoate.
5. A method for preparing the high-viscosity high-temperature resistant trimesic acid synthetic ester base oil according to any one of claims 1 to 4, which comprises the following steps:
(1) taking the dimethylbenzene, trimesic acid, 5-hydroxydodecanoic acid glyceride, hexafluoropentanediol, 1H,12H, 12H-perfluoro-1, 12-dodecanediol with selected molar weight, mixing, heating to 120-150 ℃ and carrying out water diversion esterification reaction;
(2) stopping heating when the acid value is below 250mgKOH/g, adding the perfluoro-1-octanol and the isocetyl alcohol with the selected molar weight, and continuously controlling the reaction temperature to 130-;
(3) after the reaction is finished, the xylene solvent and a small amount of unreacted raw materials are removed under reduced pressure at 180 ℃ of 170-.
6. The method for preparing the high-viscosity high-temperature-resistant trimesic acid-based synthetic ester base oil according to claim 5, wherein the step (1) further comprises the step of adding a selected molar amount of catalyst.
7. The method for preparing the high-viscosity high-temperature-resistant trimesic acid synthetic ester base oil according to claim 5 or 6, wherein in the step (3), the reaction is controlled to stop when the acid value of the reaction system material is reduced to below 1 mgKOH/g.
8. The method for preparing the high-viscosity high-temperature resistant trimesic acid synthetic ester base oil according to claim 7, wherein in the step (3), the vacuum degree of the reduced-pressure solvent removal step is controlled to be less than or equal to-0.09 MPa.
9. Use of the high-viscosity high-temperature resistant trimesic synthetic ester base oil according to any one of claims 1 to 4 for the preparation of lubricating oils.
10. A lubricating oil comprising the high-viscosity high-temperature resistant trimesic acid synthetic ester base oil according to any one of claims 1 to 4, and an industrially acceptable lubricating oil additive.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01252699A (en) * | 1988-04-01 | 1989-10-09 | Kao Corp | Novel lubricating oil |
JPH1017879A (en) * | 1996-06-28 | 1998-01-20 | New Japan Chem Co Ltd | Grease base oil |
CN103764808A (en) * | 2011-05-26 | 2014-04-30 | 慕尼黑克吕伯尔润滑器股份两合公司 | High temperature oil |
CN105378043A (en) * | 2013-07-31 | 2016-03-02 | 富士胶片株式会社 | Fuel additive composition |
CN107573982A (en) * | 2017-09-30 | 2018-01-12 | 黄山市强力化工有限公司 | A kind of high temperature resistant type synthesis ester lubricant base oil and preparation method thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040209789A1 (en) * | 2002-12-19 | 2004-10-21 | Andrew Swallow | Alkylbenzene/polyol ester blends for use in air conditioning systems |
-
2018
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01252699A (en) * | 1988-04-01 | 1989-10-09 | Kao Corp | Novel lubricating oil |
JPH1017879A (en) * | 1996-06-28 | 1998-01-20 | New Japan Chem Co Ltd | Grease base oil |
CN103764808A (en) * | 2011-05-26 | 2014-04-30 | 慕尼黑克吕伯尔润滑器股份两合公司 | High temperature oil |
CN105378043A (en) * | 2013-07-31 | 2016-03-02 | 富士胶片株式会社 | Fuel additive composition |
CN107573982A (en) * | 2017-09-30 | 2018-01-12 | 黄山市强力化工有限公司 | A kind of high temperature resistant type synthesis ester lubricant base oil and preparation method thereof |
Non-Patent Citations (1)
Title |
---|
"合成润滑油的研究现状及发展趋势";刘维民等;《摩擦学学报》;20130131;第33卷(第1期);第91-104页 * |
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