CN113122350A - Phosphorus-nitrogen lubricating additive and preparation method and application thereof - Google Patents
Phosphorus-nitrogen lubricating additive and preparation method and application thereof Download PDFInfo
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- CN113122350A CN113122350A CN202110433921.7A CN202110433921A CN113122350A CN 113122350 A CN113122350 A CN 113122350A CN 202110433921 A CN202110433921 A CN 202110433921A CN 113122350 A CN113122350 A CN 113122350A
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- phosphorus
- nitrogen
- ricinoleic acid
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- 239000000654 additive Substances 0.000 title claims abstract description 32
- 230000000996 additive effect Effects 0.000 title claims abstract description 30
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical compound [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 230000001050 lubricating effect Effects 0.000 title abstract description 31
- 238000002360 preparation method Methods 0.000 title abstract description 6
- 101100407037 Oryza sativa subsp. japonica PAO6 gene Proteins 0.000 claims abstract description 26
- 239000002199 base oil Substances 0.000 claims abstract description 25
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims abstract description 21
- 229960003656 ricinoleic acid Drugs 0.000 claims abstract description 20
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229920013639 polyalphaolefin Polymers 0.000 claims abstract description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 8
- BHIIGRBMZRSDRI-UHFFFAOYSA-N [chloro(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(Cl)OC1=CC=CC=C1 BHIIGRBMZRSDRI-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000314 lubricant Substances 0.000 claims abstract description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 4
- 239000003879 lubricant additive Substances 0.000 claims description 21
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 5
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 abstract description 4
- 239000007789 gas Substances 0.000 abstract description 2
- 230000001681 protective effect Effects 0.000 abstract description 2
- 239000007809 chemical reaction catalyst Substances 0.000 abstract 1
- 238000007792 addition Methods 0.000 description 12
- 230000000694 effects Effects 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 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 description 3
- 238000005461 lubrication Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical compound ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 238000010669 acid-base reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 230000001603 reducing effect Effects 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- OTYNBGDFCPCPOU-UHFFFAOYSA-N phosphane sulfane Chemical compound S.P[H] OTYNBGDFCPCPOU-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 231100000241 scar Toxicity 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Images
Classifications
-
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/08—Ammonium or amine salts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/20—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
- C07C211/21—Monoamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts thereof
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Abstract
The invention provides a phosphorus-nitrogen lubricating additive, a preparation method and application thereof. The esterification reaction takes nitrogen as protective gas, and the esterification reaction catalysts are diphenyl chlorophosphate and anhydrous aluminum trichloride, and the dosage of the diphenyl chlorophosphate and the anhydrous aluminum trichloride is 2-5% of that of the ricinoleic acid. The phosphorus-nitrogen lubricating additive is applied as a lubricant of synthetic base oil poly alpha olefin PAO6 and PAO10, and shows excellent antifriction and antiwear performances.
Description
Technical Field
The invention relates to a phosphorus-nitrogen lubricating additive, a preparation method thereof and application of the lubricating additive as an anti-friction and anti-wear additive in poly-alpha-olefin synthetic lubricating oil PAO6 and PAO 10.
Technical Field
The objects which move relatively can generate friction, the energy consumption caused by friction and abrasion is very large every year in the field of industrial lubrication, and the resource waste caused by the friction and the abrasion needs to be solved urgently. In addition, the friction and the abrasion further reduce the operation efficiency of the equipment, shorten the service life of the equipment and bring great cost pressure to enterprise units. Not only is not beneficial to economic development, but also is harmful to social development. Although the existing phosphorus-based lubricants, phosphorus-sulfur lubricants, boron-based lubricants, and phosphorus-sulfur-halogen-based lubricants are various, along with social progress and environmental concerns, friendly lubricant additives have entered the field of view. Therefore, there is a trend to develop environmentally friendly, biodegradable lubricant additives.
Castor oil is a triglyceride of fatty acids, is present in the seeds of castor oil, and can be obtained by extraction or solvent extraction, with castor oil fatty acids containing about 90% ricinoleic acid. Hydroxyl, carboxyl and olefinic bond exist in ricinoleic acid, and various chemical reactions can occur, so that a series of functionalized ricinoleic acid compounds can be prepared. By utilizing the characteristic of reaction diversification, various lubricating additives can be designed and synthesized, and the application of the lubricating additives is expanded.
Disclosure of Invention
The invention aims to provide a phosphorus-nitrogen lubricating additive and a preparation method thereof, and solves the technical problem that the lubricating additive prepared by taking ricinoleic acid as a raw material is lacked in the prior art.
In order to achieve the above object, the present invention is realized by:
the phosphorus-nitrogen lubricating additive is prepared by reacting diphenyl phosphate esterified ricinoleic acid and oleylamine serving as raw materials.
The preparation method of the phosphorus-nitrogen lubricating additive comprises the following steps:
(1) adding ricinoleic acid into a reaction container, introducing nitrogen, sequentially adding diphenyl chlorophosphate and a catalyst anhydrous aluminum trichloride, wherein the amount of the catalyst is 2-5% of the mass of the ricinoleic acid, continuously stirring for 3 hours at 120 ℃, and washing with water;
(2) and (2) directly mixing the product obtained in the step (1) with oleylamine, and continuously stirring for 3 hours at room temperature to obtain the product.
Further, the molar ratio of oleylamine to diphenyl phosphate esterified ricinoleic acid was 1: 1.
further, the molar ratio of the diphenyl chlorophosphate to the ricinoleic acid is 1: 1.
The application of the phosphorus-nitrogen lubricating additive is applied to the poly-alpha-olefin synthetic base oil.
Further, the phosphorus-nitrogen lubricating additive is used in an amount of 0.5-2 wt.%.
Further, the polyalphaolefin synthetic base oil is one of PAO6 and PAO 10.
The invention has the beneficial effects that: therefore, the invention utilizes ricinoleic acid, diphenyl chloride phosphate and oleylamine to prepare a phosphorus-nitrogen lubricating additive through two steps of esterification reaction and acid-base reaction, the lubricating additive contains ricinoleic acid in the structure, the lubricating additive has certain biodegradability, the prepared phosphorus-nitrogen lubricating additive is used as the polyalphaolefin synthetic base oil PAO6 and HEPAO10 to show excellent lubricating performance, and the lubricating additive with excellent friction reduction and wear resistance is provided for the polyalphaolefin synthetic base oil in the field of industrial lubrication.
Drawings
FIG. 1 is a plot of the coefficient of friction for the lubricant additives of 0.5%, 1%, 2% and base oil PAO6 from example 1.
FIG. 2 is a friction curve of the lubricant additive amounts of 0.5%, 1%, 2% and base oil PAO10 from example 1.
FIG. 3 is a friction curve for the lubricant additive prepared in example 1 at 2% addition and T202 at 2% addition to base oil PAO 6.
FIG. 4 is a friction curve for the lubricant additive prepared in example 1 at 2% addition and T202 at 2% addition to base oil PAO 10.
Detailed Description
The invention is further illustrated and described by the following specific examples:
example 1
(1) 14.923 g (0.05 mol) of ricinoleic acid is weighed and placed in a 100ml three-neck flask, protective gas nitrogen is introduced, then 13.43 g (0.05 mol) of chlorodiphenyl phosphate and 0.4g of anhydrous aluminum trichloride are added, the temperature is raised to 120 ℃ by heating, the reaction is continuously stirred for 3 hours, and after the reaction is finished, the catalyst is removed by water washing.
(2) 5.31 g (0.01 mol) of diphenyl phosphate esterified ricinoleic acid were weighed into a 100ml beaker, then 2.675 g (0.01 mol) of oleylamine weighed was added and the reaction was stirred at room temperature for 3 h to give a reddish brown viscous liquid product, denoted as PN.
Tribology Performance testing
The inventor adds the lubricating additive prepared in example 1 into PAO6 and PAO10 base oil according to the proportion of 0.5%, 1% and 2%, and performs friction coefficient characterization and wear characterization on the base oil of PAO6 and PAO10 and oil products containing lubricating additive in the proportion of 0.5%, 1% and 2%. To further characterize the friction-reducing and anti-wear effects of the prepared lubricant additives, the inventors added 2% of zinc dialkyldithiophosphate T202 to base oils of PAO6 and PAO10 while performing coefficient of friction and wear characterization for comparison. The coefficient of friction of the test specimens was evaluated using an SRV-IV fretting wear tester from Optimol fat, Germany, at a temperature of 75 ℃, a frequency of 25Hz, an amplitude of 1 mm, a load of 50N and a time of 15 min. The steel ball used in the test is GCr15 bearing steel with the diameter of 10 mm, and the block used in the lower sample is GCr15 steel block with the diameter of 24 mm and the height of 7.9 +/-0.1 mm. The test results are shown in table 1 and table 2 and in fig. 1, fig. 2, fig. 3 and fig. 4.
TABLE 1 Friction coefficient data for various amounts of lubricant additives from example 1
Average coefficient of friction | |
PAO6 | 0.172 |
PAO6+0.5%PN | 0.083 |
PAO6+1%PN | 0.098 |
PAO6+2%PN | 0.107 |
PAO10 | 0.177 |
PAO10+0.5%PN | 0.113 |
PAO10+1%PN | 0.109 |
PAO10+2%PN | 0.105 |
As can be seen from the friction coefficient data in Table 1 and the results of the friction coefficient curves in FIGS. 1 and 2, the lubricant additives prepared in example 1 by adding different proportions into the base oil PAO6 have different reductions in average friction coefficient compared with POA6, which indicates that the prepared lubricant additives have good friction reducing effect, and the friction coefficient is reduced most obviously when the addition amount of the prepared lubricant additives is 0.5%. Compared with the POA10, the lubricant additive prepared in the example 1 by adding different proportions into the base oil PAO10 has different degrees of reduction in average friction coefficient, which shows that the prepared lubricant additive has good friction reducing effect, and the friction coefficient is reduced most obviously when the addition amount of the prepared lubricant additive is 2%.
TABLE 2 data of the coefficient of friction between 2% addition and 2% addition of T202 of the lubricant additive obtained in example 1
Average coefficient of friction | |
PAO6+2%PN | 0.107 |
PAO6+2%T202 | 0.138 |
PAO10+2%PN | 0.109 |
PAO10+2%T202 | 0.139 |
As can be seen from the friction coefficient data in Table 2 and the results of the friction coefficient curves in FIGS. 3 and 4, 2% of PN and T202 are added to the base oils PAO6 and PAO10, and the average friction coefficient of the base oils added with 2% of PN is obviously smaller than the average friction coefficient of the base oils added with 2% of T202, which indicates that the prepared lubricating additive has good antifriction effect, and the lubricating effect is better than that of T202 under the conditions of 75 ℃ of temperature, 50N of load and 25Hz of frequency.
The inventor uses a MicroXAM 3D non-contact three-dimensional surface profiler to perform wear characterization on the wear scar of the lower sample steel block after SRV friction coefficient evaluation, and the experimental results are shown in tables 3 and 4.
TABLE 3 wear volume data for various additions of lubricant additives from example 1
Wear volume (x 10)4 um3) | |
PAO6 | 6.82 |
PAO6+0.5%PN | 0.283 |
PAO6+1%PN | 0.226 |
PAO6+2%PN | 0.245 |
PAO10 | 8.15 |
PAO10+0.5%PN | 0.753 |
PAO10+1%PN | 0.715 |
PAO10+2%PN | 0.709 |
As can be seen from the results of the wear volumes in Table 3, the lubricant additives prepared in example 1 with different proportions are added to the base oils PAO6 and PAO10, and the wear volumes are reduced to different degrees, which indicates that the prepared lubricant additives have good antiwear effects and substantially consistent antiwear effects.
TABLE 4 wear volume at 2% addition and 2% addition of T202 addition of the lubricant additive obtained in example 1
Wear volume (x 10)4 um3) | |
PAO6+2%PN | 0.245 |
PAO6+2%T202 | 1.09 |
PAO10+2%PN | 0.709 |
PAO10+2%T202 | 1.18 |
As can be seen from the wear volume results in Table 4, under the conditions of a temperature of 75 ℃, a load of 50N and a frequency of 25Hz, 2% of PN and T202 are added into the base oil PAO6 and PAO10, and the wear volume of the base oil added with 2% of PN is obviously smaller than that of the base oil added with 2% of T202, which indicates that the prepared lubricating additive has a good anti-wear effect.
The invention has the beneficial effects that: therefore, the invention utilizes ricinoleic acid, diphenyl chloride phosphate and oleylamine to prepare a phosphorus-nitrogen lubricating additive through two steps of esterification reaction and acid-base reaction, the lubricating additive contains ricinoleic acid in the structure, the lubricating additive has certain biodegradability, the prepared phosphorus-nitrogen lubricating additive is used as the poly-alpha-olefin synthetic base oil PAO6 and PAO10 to show excellent lubricating performance, and the lubricating additive with excellent friction reduction and wear resistance is provided for the poly-alpha-olefin synthetic base oil in the field of industrial lubrication.
Claims (7)
1. The phosphorus-nitrogen lubricant additive is characterized in that the phosphorus-nitrogen lubricant is prepared by reacting diphenyl phosphate esterified ricinoleic acid and oleylamine serving as raw materials.
2. The method of claim 1, wherein the method comprises the steps of:
(1) adding ricinoleic acid into a reaction container, introducing nitrogen, sequentially adding diphenyl chlorophosphate and a catalyst anhydrous aluminum trichloride, wherein the amount of the catalyst is 2-5% of the mass of the ricinoleic acid, continuously stirring for 3 hours at 120 ℃, and washing with water;
(2) and (2) directly mixing the product obtained in the step (1) with oleylamine, and continuously stirring for 3 hours at room temperature to obtain the product.
3. A phosphorus-nitrogen lubricity additive as claimed in claim 2 wherein the molar ratio of oleylamine to diphenyl phosphate esterified ricinoleic acid is 1: 1.
4. the phosphorus-nitrogen lubricity additive as defined in claim 3 wherein the molar ratio of diphenyl chlorophosphate to ricinoleic acid is 1: 1.
5. The use of a phosphorus-nitrogen lubricity additive as claimed in claim 1 wherein the phosphorus-nitrogen lubricity additive is used in a polyalphaolefin synthetic base oil.
6. Use according to claim 5, wherein the phosphorus-nitrogen lubricant additive is present in an amount of 0.5wt.% to 2 wt.%.
7. Use according to claim 6, wherein the polyalphaolefin based synthetic base oil is one of PAO6 and PAO 10.
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CN113735904A (en) * | 2021-09-17 | 2021-12-03 | 南京自一界科技研发有限公司 | Preparation method of lubricating additive |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102140380A (en) * | 2011-02-25 | 2011-08-03 | 常州大学 | Method for preparing nitrogenous phosphate extreme-pressure anti-wear additive by vegetable-oil solid alkali method |
CN104694209A (en) * | 2013-12-09 | 2015-06-10 | 中国科学院兰州化学物理研究所 | High temperature grease extreme pressure antiwear additive and its preparation method |
CN111944585A (en) * | 2020-08-28 | 2020-11-17 | 攀枝花学院 | Oleophylic carbon quantum dot-based nano lubricating oil additive and preparation method thereof |
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102140380A (en) * | 2011-02-25 | 2011-08-03 | 常州大学 | Method for preparing nitrogenous phosphate extreme-pressure anti-wear additive by vegetable-oil solid alkali method |
CN104694209A (en) * | 2013-12-09 | 2015-06-10 | 中国科学院兰州化学物理研究所 | High temperature grease extreme pressure antiwear additive and its preparation method |
CN111944585A (en) * | 2020-08-28 | 2020-11-17 | 攀枝花学院 | Oleophylic carbon quantum dot-based nano lubricating oil additive and preparation method thereof |
Cited By (2)
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CN113735904A (en) * | 2021-09-17 | 2021-12-03 | 南京自一界科技研发有限公司 | Preparation method of lubricating additive |
CN113735904B (en) * | 2021-09-17 | 2023-10-24 | 南京自一界科技研发有限公司 | Preparation method of lubricating additive |
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