CN115851354B - Lubricating oil composition with oxidation resistance - Google Patents
Lubricating oil composition with oxidation resistance Download PDFInfo
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- CN115851354B CN115851354B CN202211647160.6A CN202211647160A CN115851354B CN 115851354 B CN115851354 B CN 115851354B CN 202211647160 A CN202211647160 A CN 202211647160A CN 115851354 B CN115851354 B CN 115851354B
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- 230000003647 oxidation Effects 0.000 title claims abstract description 70
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 70
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 28
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 32
- 150000001412 amines Chemical class 0.000 claims abstract description 28
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical group C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 15
- 229930185605 Bisphenol Natural products 0.000 claims description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 5
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 239000002199 base oil Substances 0.000 abstract description 6
- 125000000524 functional group Chemical group 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 abstract description 4
- 125000004185 ester group Chemical group 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 4
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 230000003111 delayed effect Effects 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- 239000001257 hydrogen Substances 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract description 2
- 230000008929 regeneration Effects 0.000 abstract description 2
- 238000011069 regeneration method Methods 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 35
- 229910000831 Steel Inorganic materials 0.000 description 23
- 239000010959 steel Substances 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 22
- 239000003963 antioxidant agent Substances 0.000 description 16
- 230000003078 antioxidant effect Effects 0.000 description 13
- 230000006698 induction Effects 0.000 description 12
- 230000000977 initiatory effect Effects 0.000 description 10
- 238000002474 experimental method Methods 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000001050 lubricating effect Effects 0.000 description 4
- 230000007246 mechanism Effects 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 150000004986 phenylenediamines Chemical group 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 125000005594 diketone group Chemical group 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
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- Lubricants (AREA)
Abstract
The invention discloses a lubricating oil composition with oxidation resistance, which consists of beta-diketone, synthetic phenol and synthetic amine; by introducing alkyl, alkoxy or ester chain at para-position or ortho-position of functional group of synthetic phenol or synthetic amine, which is the same as or similar to molecular structure branched chain of beta-diketone base oil, the synthetic phenol or synthetic amine can be well compatible with beta-diketone base oil, so that oxidation resistance of the beta-diketone lubricating oil composition is improved; the synthetic phenol can react with free radicals generated in the oxidation process of the lubricating oil to generate relatively stable chemical substances, so that the chain reaction is interrupted, and the oxidation speed is effectively delayed; when the beta-diketone functional group is oxidized into the hydroxyl derivative of beta-diketone and even carboxylic acid, the oxidation of lubricating oil can be catalyzed, so that synthetic amine is added, synthetic phenol is sacrificed by the transfer of active hydrogen, the regeneration of the amine is ensured, the amine reacts with the acid oxidation product of beta-diketone, and the catalysis of the oxidation process is inhibited by reducing the content of the amine.
Description
Technical Field
The invention belongs to the technical field of materials, and particularly relates to a lubricating oil composition.
Background
In daily life, the mechanical structure is everywhere, and friction exists among parts of a connecting mechanism, a power unit and a transmission mechanism of mechanical equipment, and the friction and abrasion are considered to be one of main factors causing energy consumption, material loss and mechanical equipment failure. The super slip technique (coefficient of friction μ < 0.01) is considered as an important leading edge technique to solve the friction problem. Tribology Letters 2010,37 (2), 343-352, langmuir 2013,29 (17), 5207-5213 et al academic papers report a novel synthetic lubricating material, β -diketone, which can modify the steel surface by tribochemical reaction with the steel surface and can utilize its own strong intermolecular forces to regulate the interaction of solid-liquid interface fluids, thereby achieving ultra-slip properties. Among them, the tribochemical reaction of the diketone functional group with the steel surface is a key to eliminate solid surface microprotrusion contact and form a chemisorbed layer to reach an ultra-slip state.
However, although the ultra-slip properties of beta-diketone lubricating oils make them very promising for applications in precision machinery, they are subject to oxidation stability during long-term operation. Oxidation of lubricating oils is a common phenomenon, and its resistance to oxidation is an important factor in determining the useful life of the lubricating oil. Beta-diketones are susceptible to free radical attack and oxidation due to their unsaturation in their functional groups. Therefore, enhancing the oxidation stability of beta-diketones is a key issue in improving their service life.
The addition of antioxidants is a common means of improving the oxidation stability of lubricating oils. However, antioxidants are of a wide variety and have different mechanisms of action, and the choice of antioxidants must be directed to the physicochemical properties and operating characteristics of the lubricating oil itself. Academic papers such as Green chem 2011,13,2435-2440, materials 2019,12,2830-2841, etc., report that nano zeolite can effectively adsorb oxides to promote the antioxidant ability of oil through its nano porous structure, but beta-diketone is a lubricating oil with very low viscosity in which nano zeolite particles are difficult to stably disperse. As another example, academic papers, tribology Letters 2006,23,191-196, J.Mater.chem.,2011,21,13399-13405, et al report that benzotriazole derivatives are also a common class of antioxidants that rely on metal passivation to form metal chelates with metal ions to "deactivate" them. However, the super-slip property of the beta-diketone depends on the tribochemical reaction of the beta-diketone with the steel surface, and the addition of the metal passivating agent can form a competitive effect with the reaction of the beta-diketone on the steel surface, so that the lubricating property is reduced. Therefore, aiming at the beta-diketone which is a special lubricating material, a reasonable antioxidant scheme is designed on the premise of not influencing the super-slip performance of the beta-diketone, and the technical problem to be solved is urgent.
Disclosure of Invention
The invention aims to provide a beta-diketone lubricating oil composition with oxidation resistance, which ensures that the synthesized phenol or synthesized amine can be well compatible with beta-diketone base oil by introducing alkyl, alkoxy or ester chain at para-position or ortho-position of functional group of synthesized phenol or synthesized amine and is identical or similar to molecular structure branched chain of the beta-diketone base oil, thereby improving oxidation resistance of the beta-diketone lubricating oil composition.
In order to achieve the above purpose, the following technical scheme is adopted:
a lubricating oil composition with oxidation resistance consists of beta-diketone, synthetic phenol and synthetic amine;
the beta-diketone has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ,R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10;
the synthetic phenol, synthetic amine has a structural formula and R 1 Or R is 2 The same or similar branches.
According to the scheme, the synthetic phenol is monophenol and has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
According to the scheme, the synthetic phenol is bisphenol and has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
According to the scheme, the synthetic amine is diphenylamine and has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ，R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10.
According to the scheme, the synthetic amine is phenylenediamine and has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
According to the scheme, R 1 、R 1 At the same time is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 。
According to the scheme, the mass ratio of the synthetic phenol to the synthetic amine is 1: (0.2-5), and adding the mixture into the lubricating oil composition according to the mass fraction of 0.1-2%.
Compared with the prior art, the invention has the following beneficial effects:
(1) By introducing alkyl, alkoxy or ester chains at the para-or ortho-position to the functional groups of the synthetic phenol or amine, the type of chain is determined by the molecular structure of the beta-diketone base oil added, thereby ensuring good miscibility of the antioxidant powder with the beta-diketone base oil.
(2) The synthetic phenol can react with free radicals generated in the oxidation process of the lubricating oil to generate relatively stable chemical substances, so that the chain reaction is interrupted, and the oxidation speed is effectively delayed. However, at higher temperatures, phenols have limited antioxidant capacity, where the β -diketone functionality is readily oxidized to the hydroxy derivative of β -diketone and even to carboxylic acids, which can catalyze the oxidation of lubricating oils. Thus, it is desirable to add synthetic amines, sacrifice synthetic phenol by active hydrogen transfer, ensure amine regeneration and reaction with the acidic oxidation products of beta-diketones, and inhibit their catalysis of the oxidation process by reducing their content.
(3) The ratio of synthetic phenol to synthetic amine in the antioxidant composition is determined by the operating conditions of the lubricating oil, and the ratio of synthetic amine should be increased when the operating temperature is higher or the load of the lubricating system is greater.
Drawings
Fig. 1: example 1 pure beta-diketone was compared to the antioxidant properties of the formulated oil.
Fig. 2: example 1 pure beta-diketone was compared with the kinetic viscosity of the formulated oil after oxidation.
Fig. 3: example 1 pure beta-diketone was compared to the total acid number of the formulated oil after oxidation.
Fig. 4: example 1 tribological properties of pure beta-diketones compared to formulated oils.
Detailed Description
The following examples further illustrate the technical aspects of the present invention, but are not intended to limit the scope of the present invention.
The specific embodiment provides a lubricating oil composition with oxidation resistance, which consists of beta-diketone, synthetic phenol and synthetic amine;
the beta-diketone has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ,R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10;
the synthetic phenol, synthetic amine has a structural formula and R 1 Or R is 2 The same or similar branches.
Specifically, the synthetic phenol is a monophenol, and has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
Specifically, the synthetic phenol is bisphenol, and has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
Specifically, the synthetic amine is diphenylamine, and has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ，R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10.
Specifically, the synthetic amine is phenylenediamine having the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
Preferably, R 1 、R 1 At the same time is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 。
Preferably, the mass ratio of the synthetic phenol to the synthetic amine is 1: (0.2-5), and adding the mixture into the lubricating oil composition according to the mass fraction of 0.1-2%.
Example 1
Monophenols (II, R is C) 7 H 15 ) And diphenylamine (IV, R) 1 Is C 4 H 9 ，，R 2 Is C 4 H 9 ) Mixing at a mass ratio of 3:1 to form an antioxidant composition, and adding 1% by mass of the antioxidant composition into lubricating oil beta-diketone (I, R) 1 Is C 3 H 7 ，R 2 Is C 4 H 9 ) The beta-diketone compound oil is formed, and compared with pure beta-diketone in oxidation stability and friction performance.
The oxidation onset temperature and oxidation induction time were tested by a high pressure differential scanning calorimeter. As shown in figure 1, experiments prove that the oxidation initiation temperature of the compound oil is improved by 25.3 percent compared with that of the pure beta-diketone, and the oxidation induction time is increased by 187.6 percent.
The oven oxidation experiment was performed at 155 ℃ with oil samples taken every 12 hours. The viscosity change of the lubricating oil was measured by a rotary rheometer and the total acid number by a potentiometric titrator. Experiments prove that the viscosity of the compound oil is reduced by 47% compared with the viscosity of the pure beta-diketone after 60h oxidation (figure 2), and the total acid value is reduced by 47% (figure 3).
The friction performance is tested by a steel ball-steel disc rotation friction test, and the load, the sliding speed and the test time are respectively set to 16N, 300mm/s and 5h. Abrasion analysis after friction test the diameter of the mill spots of the steel balls was observed by a laser confocal microscope. As shown in fig. 4, the friction coefficient of the formulated oil increased slightly over the pure β -diketone, but remained at the super-slip level (cof=0.007). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase of the diameter of the mill spots is not more than 1 percent.
Example 2
This example differs from example 1 in that the mass ratio of monophenols to diphenylamines in the antioxidant composition is 2:1, and the other steps, reagents and parameters are the same as in example 1. The oxidation stability of the compound oil is confirmed by the oxidation initiation temperature, the oxidation induction time and the oven oxidation experiment. Compared with pure beta-diketone, the compound oil has the advantages that the oxidation initiation temperature is increased by 24.6%, and the oxidation induction time is increased by 165.4%. After 60h oxidation, the viscosity of the compound oil is reduced by 42% compared with the viscosity of the pure beta-diketone, and the total acid value is reduced by 41%. The friction performance of the compound oil is verified by a steel ball-steel disc rotation friction test and steel ball mill spot analysis. The friction coefficient of the formulated oil increased slightly over the pure β -diketone, still remaining at the super-slip level (cof=0.007). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase is not more than 1.1 percent.
Example 3
This embodiment differs from embodiment 1 in that the synthetic phenol in the antioxidant composition is bisphenol (III, R is C 5 H 11 ) Other steps, reagents and parameters were the same as in example 1. The oxidation stability of the compound oil is confirmed by the oxidation initiation temperature, the oxidation induction time and the oven oxidation experiment. Compared with pure beta-diketone, the compound oil has 26.2 percent higher oxidation initiation temperature and 190.6 percent longer oxidation induction time. After 60h oxidation, the viscosity of the compound oil is reduced by 49% compared with the viscosity of the pure beta-diketone, and the total acid value is reduced by 48%. The friction performance of the compound oil is verified by a steel ball-steel disc rotation friction test and steel ball mill spot analysis. The friction coefficient of the formulated oil was slightly higher than the pure β -diketone, and remained at the super-slip level (cof=0.008). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase of the diameter of the mill spots is not more than 1.5 percent.
Example 4
This embodiment differs from embodiment 1 in that the synthetic amine in the antioxidant composition is phenylenediamine (V, R is C 5 H 11 ) Other steps, reagents and parameters were the same as in example 1. The oxidation stability of the compound oil is confirmed by the oxidation initiation temperature, the oxidation induction time and the oven oxidation experiment. Compared with pure beta-diketone, the compound oil has the advantages that the oxidation initiation temperature is increased by 24.5%, and the oxidation induction time is increased by 180.4%. After 60h oxidation, the viscosity of the compound oil is reduced by 46% compared with the viscosity of the pure beta-diketone, and the total acid value is reduced by 46%. Friction performance of the compound oil is realized by steel ball-steel disc rotation frictionThe wiping test and the steel ball grinding spot analysis prove that. The friction coefficient of the formulated oil increased slightly over the pure β -diketone, still remaining at the super-slip level (cof=0.007). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase of the diameter of the mill spots is not more than 1.3 percent.
Example 5
Unlike case 1, the beta-diketone side chain end group aimed at is an alkoxy group (I, R 1 Is C 3 H 6 OCH 3 ，R 2 Is C 4 H 8 OCH 3 ) The synthetic phenol in the antioxidant composition is monophenol (II, R is C) 7 H 14 OCH 3 ) And diphenylamine (IV, R) 1 Is C 4 H 8 OCH 3 ，R 2 Is C 4 H 8 OCH 3 ) The mass ratio of the two is 3:1, and other steps, reagents and parameters are the same as those of the embodiment 1. The oxidation stability of the compound oil is confirmed by the oxidation initiation temperature, the oxidation induction time and the oven oxidation experiment. Compared with pure beta-diketone, the compound oil has the advantages that the oxidation initiation temperature is increased by 22.6 percent, and the oxidation induction time is increased by 162.3 percent. After 60h oxidation, the viscosity of the compound oil is reduced by 39% compared with the viscosity of the pure beta-diketone, and the total acid value is reduced by 38%. The friction performance of the compound oil is verified by a steel ball-steel disc rotation friction test and steel ball mill spot analysis. The friction coefficient of the formulated oil was slightly higher than the pure β -diketone, and remained at the super-slip level (cof=0.008). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase of the diameter of the mill spots is not more than 1.6 percent.
Example 6
Unlike case 1, the beta-diketone side chain end group aimed at is an ester group (I, R 1 Is C 3 H 6 OOCH 3 ，R 2 Is C 5 H 10 OOCH 3 ) The synthetic phenol in the antioxidant composition is monophenol (II, R is C) 3 H 6 OOCH 3 ) And diphenylamine (IV, R) 1 Is C 4 H 8 OOCH 3 ，R 2 Is C 4 H 8 OOCH 3 ) The mass ratio of the two is 3:1, and other steps, reagents and parameters are the same as those of the embodiment 1. The oxidation stability of the compound oil is confirmed by the oxidation initiation temperature, the oxidation induction time and the oven oxidation experiment. The compound oil is oxidized by purer beta-diketoneThe initial temperature is increased by 23.9%, and the oxidation induction time is increased by 169.9%. After 60h oxidation, the viscosity of the compound oil is reduced by 41 percent compared with the viscosity of the pure beta-diketone, and the total acid value is reduced by 42 percent. The friction performance of the compound oil is verified by a steel ball-steel disc rotation friction test and steel ball mill spot analysis. The friction coefficient of the formulated oil was slightly higher than the pure β -diketone, and remained at the super-slip level (cof=0.008). The diameter of the mill spots is basically the same as that of the beta-diketone, and the increase of the diameter of the mill spots is not more than 1.5 percent.
Claims (3)
1. A lubricating oil composition with oxidation resistance is characterized by comprising beta-diketone, synthetic phenol and synthetic amine;
the beta-diketone has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ,R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10;
the synthetic phenol is monophenol or bisphenol; the synthetic amine is diphenylamine or phenylenediamine;
the monophenols have the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10;
the bisphenol has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10;
the diphenylamine has the following molecular structure:
R 1 is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 ，R 2 Is C n H 2n+1 、C n H 2n OCH 3 Or C n H 2n OOCH 3 Wherein m and n are positive integers, m is more than or equal to 1 and less than or equal to 10, and n is more than or equal to 1 and less than or equal to 10;
the phenylenediamine has the following molecular structure:
r is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 Wherein m is a positive integer, and m is more than or equal to 1 and less than or equal to 10.
2. The lubricating oil composition having oxidation resistance as set forth in claim 1, wherein R 1 、R 2 At the same time is C m H 2m+1 、C m H 2m OCH 3 Or C m H 2m OOCH 3 。
3. The lubricating oil composition with oxidation resistance according to claim 1, wherein the synthetic phenol and synthetic amine are mixed in a mass ratio of 1: (0.2-5), and adding the mixture into the lubricating oil composition according to the mass fraction of 0.1-2%.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1065595A (en) * | 1963-07-22 | 1967-04-19 | Monsanto Co | Imidazolines and imidazolidines and oil compositions containing the same |
| CN111944580A (en) * | 2020-08-26 | 2020-11-17 | 武汉理工大学 | Super-smooth composition and super-smooth material based on beta-diketone and cellulose nanocrystal |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1065595A (en) * | 1963-07-22 | 1967-04-19 | Monsanto Co | Imidazolines and imidazolidines and oil compositions containing the same |
| CN111944580A (en) * | 2020-08-26 | 2020-11-17 | 武汉理工大学 | Super-smooth composition and super-smooth material based on beta-diketone and cellulose nanocrystal |
Non-Patent Citations (1)
| Title |
|---|
| Deshuang Liu.1,3-二酮润滑油在钢表面的抗流散行为.Tribology International.2018,第121卷(第2018期),第108-113页. * |
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