CN116574548B - Amide type organic friction improver, preparation method and application thereof - Google Patents
Amide type organic friction improver, preparation method and application thereof Download PDFInfo
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- 150000001408 amides Chemical class 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title abstract description 13
- 239000003607 modifier Substances 0.000 claims abstract description 42
- 239000002199 base oil Substances 0.000 claims abstract description 29
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 claims abstract description 11
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 239000000758 substrate Substances 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 5
- 229920013639 polyalphaolefin Polymers 0.000 claims description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 abstract description 10
- 239000002184 metal Substances 0.000 abstract description 10
- 238000001179 sorption measurement Methods 0.000 abstract description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract description 3
- 125000004430 oxygen atom Chemical group O* 0.000 abstract description 3
- -1 amide compound Chemical class 0.000 abstract 1
- 101100407037 Oryza sativa subsp. japonica PAO6 gene Proteins 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000000446 fuel Substances 0.000 description 5
- 238000002329 infrared spectrum Methods 0.000 description 5
- 230000002195 synergetic effect Effects 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- 238000005461 lubrication Methods 0.000 description 3
- 238000001819 mass spectrum Methods 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 101001121408 Homo sapiens L-amino-acid oxidase Proteins 0.000 description 1
- 102100026388 L-amino-acid oxidase Human genes 0.000 description 1
- 101100012902 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) FIG2 gene Proteins 0.000 description 1
- 101100233916 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) KAR5 gene Proteins 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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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
- 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
- C10M133/22—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms containing a carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/02—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of compounds containing imino groups
-
- 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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
-
- 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
- C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
-
- 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
- C10M2223/045—Metal containing thio derivatives
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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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)
- Lubricants (AREA)
Abstract
Description
技术领域Technical Field
本发明涉及润滑油添加剂技术领域，具体涉及一种酰胺型有机摩擦改进剂、制备方法及其应用。The invention relates to the technical field of lubricating oil additives, and in particular to an amide type organic friction modifier, a preparation method and application thereof.
背景技术Background technique
当前，汽车燃料的燃烧转化效率在38％左右，转换为机械动力的能量有33％因摩擦损失掉；为了减少燃料消耗和排放，提高燃油经济性，除了通过提升发动机的燃烧效率这一个有效途径之外，降低润滑油的摩擦系数被认为是提高燃油经济性的一个有效方法。在发动机油的配方中，二烷基二硫代磷酸锌(ZDDP)不可或缺，已经使用七十余年，但是ZDDP会造成含有P、S等元素的废气排放，同时会降低汽车尾气催化剂的寿命。随着世界各国排放法规的不断升级发展，满足汽车工业日益严格的节能减排以及提升燃油经济性的要求，发动机润滑油及添加剂正向着低硫磷、低灰分的趋势发展；进而ZDDP的使用量将逐渐下降，同时要保证发动机油仍具有稳定的润滑性能，因此，低硫磷、无灰分的有机摩擦改进剂(OrganicFriction Modifier)得到了广泛的研究和应用。有机摩擦改进剂是一类可以在摩擦表面形成物理或化学吸附膜从而降低摩擦系数，改善润滑性能，并且具有增强成膜能力的一类物质；摩擦改进剂可以改善发动机的混合和边界润滑，降低摩擦损失，从而达到节能目的。At present, the combustion conversion efficiency of automobile fuel is about 38%, and 33% of the energy converted into mechanical power is lost due to friction. In order to reduce fuel consumption and emissions and improve fuel economy, in addition to improving the combustion efficiency of the engine, reducing the friction coefficient of lubricating oil is considered to be an effective way to improve fuel economy. In the formulation of engine oil, zinc dialkyl dithiophosphate (ZDDP) is indispensable and has been used for more than 70 years, but ZDDP will cause exhaust emissions containing elements such as P and S, and will also reduce the life of automobile exhaust catalysts. With the continuous upgrading and development of emission regulations in various countries around the world, in order to meet the increasingly stringent requirements of the automobile industry for energy conservation and emission reduction and improving fuel economy, engine lubricants and additives are developing towards low sulfur and phosphorus and low ash content; thus, the use of ZDDP will gradually decrease, while ensuring that the engine oil still has stable lubrication performance. Therefore, low sulfur and phosphorus, ash-free organic friction modifiers (Organic Friction Modifier) have been widely studied and applied. Organic friction modifiers are a type of substance that can form a physical or chemical adsorption film on the friction surface to reduce the friction coefficient, improve lubrication performance, and have enhanced film-forming ability; friction modifiers can improve the mixing and boundary lubrication of the engine, reduce friction losses, and thus achieve energy saving.
因此，开发高效无灰的有机摩擦改进剂逐步减少或替代ZDDP的使用将具有重要的应用前景。Therefore, developing efficient ash-free organic friction modifiers to gradually reduce or replace the use of ZDDP will have important application prospects.
发明内容Summary of the invention
本发明的目的在于提供一种酰胺型有机摩擦改进剂、制备方法及其应用，该摩擦改进剂在聚α-烯烃基础油中具有优异的减摩性能，同时，与二烷基二硫代磷酸锌(ZDDP)共同使用时具有良好的协同效果，可以降低ZDDP在基础油中的使用量，并获得更低的摩擦系数。The object of the present invention is to provide an amide type organic friction modifier, a preparation method and an application thereof. The friction modifier has excellent friction reduction performance in a poly-alpha-olefin base oil and has a good synergistic effect when used together with zinc dialkyl dithiophosphate (ZDDP), thereby reducing the amount of ZDDP used in the base oil and obtaining a lower friction coefficient.
本发明制备的一种酰胺型有机摩擦改进剂，制备流程简单，制备成本低，收率高，且具有优异的减摩性能。The amide type organic friction modifier prepared by the invention has simple preparation process, low preparation cost, high yield and excellent friction reduction performance.
本发明是通过如下技术方案实现的：The present invention is achieved through the following technical solutions:
一种酰胺型有机摩擦改进剂，所述有机摩擦改进剂的结构如下所示：An amide-type organic friction modifier, the structure of the organic friction modifier is as follows:
(1)DAAMOA(1)DAAMOA
一种如上所述的酰胺型有机摩擦改进剂的制备方法，包括：以双丙酮丙烯酰胺和油胺为反应底物，在温度80℃、真空度0.095MPa下反应24小时，得到产物。A method for preparing the amide type organic friction modifier as described above comprises: using diacetone acrylamide and oleylamine as reaction substrates, reacting at a temperature of 80° C. and a vacuum degree of 0.095 MPa for 24 hours to obtain a product.
具体地，该有机摩擦改进剂的制备方法如下：Specifically, the preparation method of the organic friction modifier is as follows:
取摩尔比为1:1的双丙酮丙烯酰胺和油胺作为反应底物，在温度80℃、真空度0.095MPa下反应24h，得到目标产物。Diacetone acrylamide and oleylamine in a molar ratio of 1:1 were used as reaction substrates, and the reaction was carried out at a temperature of 80° C. and a vacuum degree of 0.095 MPa for 24 h to obtain the target product.
本发明还提供了一种如上述酰胺型有机摩擦改进剂的应用，该有机摩擦改进剂用于聚α-烯烃基础油中，以基础油的质量计，在基础油中所述有机摩擦改进剂的用量为0.5wt％～2wt％。例如，以基础油的质量计，在基础油中所述有机摩擦改进剂的用量为0.5wt％、0.6wt％、、0.7wt％、0.8wt％、0.9wt％、1wt％、1.1wt％、1.2wt％、1.3wt％、1.4wt％、1.5wt％、1.6wt％、1.7wt％、1.8wt％、1.9wt％或2wt％。The present invention also provides an application of the above-mentioned amide type organic friction modifier, which is used in a poly-alpha-olefin base oil, and the amount of the organic friction modifier in the base oil is 0.5wt% to 2wt%, based on the mass of the base oil. For example, based on the mass of the base oil, the amount of the organic friction modifier in the base oil is 0.5wt%, 0.6wt%, 0.7wt%, 0.8wt%, 0.9wt%, 1wt%, 1.1wt%, 1.2wt%, 1.3wt%, 1.4wt%, 1.5wt%, 1.6wt%, 1.7wt%, 1.8wt%, 1.9wt% or 2wt%.
进一步地，将所述有机摩擦改进剂和ZDDP同时添加到基础油中，所述ZDDP添加量为基础油的0.5wt％～2.0wt％。例如，以基础油的质量计，在基础油中所述ZDDP添加量为0.5wt％、0.6wt％、、0.7wt％、0.8wt％、0.9wt％、1wt％、1.1wt％、1.2wt％、1.3wt％、1.4wt％、1.5wt％、1.6wt％、1.7wt％、1.8wt％、1.9wt％或2wt％。Furthermore, the organic friction modifier and ZDDP are added to the base oil at the same time, and the amount of ZDDP added is 0.5wt% to 2.0wt% of the base oil. For example, based on the mass of the base oil, the amount of ZDDP added in the base oil is 0.5wt%, 0.6wt%, 0.7wt%, 0.8wt%, 0.9wt%, 1wt%, 1.1wt%, 1.2wt%, 1.3wt%, 1.4wt%, 1.5wt%, 1.6wt%, 1.7wt%, 1.8wt%, 1.9wt% or 2wt%.
本发明的技术特点及有益效果：Technical features and beneficial effects of the present invention:
本发明所述的一种酰胺型有机摩擦改进剂、制备方法及其应用，该有机摩擦改进剂制备流程简单，制备成本低，收率高，能够溶解在聚α-烯烃基础油中；且该有机摩擦改进剂分子结构中的氮原子和氧原子上具有孤对电子，能够为金属的缺电子轨道提供电子，对金属有很强的吸附作用，进而在金属表面形成有序的分子吸附膜，减少金属摩擦副表面的摩擦，具有良好的减摩性能；与ZDDP共同使用时具有良好的协同效果，可以降低ZDDP在基础油中的使用量，并获得更低的摩擦系数。The invention discloses an amide type organic friction modifier, a preparation method and an application thereof. The organic friction modifier has a simple preparation process, low preparation cost and high yield, and can be dissolved in a poly-alpha-olefin base oil. The nitrogen atom and the oxygen atom in the molecular structure of the organic friction modifier have lone pairs of electrons, which can provide electrons for the electron-deficient orbit of the metal, have a strong adsorption effect on the metal, and further form an ordered molecular adsorption film on the metal surface, reduce the friction of the metal friction pair surface, and have good friction reduction performance. When used together with ZDDP, the organic friction modifier has a good synergistic effect, can reduce the use amount of ZDDP in the base oil, and obtain a lower friction coefficient.
附图说明BRIEF DESCRIPTION OF THE DRAWINGS
图1为本发明实施例1的合成路线图。FIG. 1 is a synthetic route diagram of Example 1 of the present invention.
图2为本发明实施例1制备的摩擦改进剂的红外光谱图。FIG. 2 is an infrared spectrum of the friction modifier prepared in Example 1 of the present invention.
图3为本发明实施例1制备的摩擦改进剂的质谱图。FIG3 is a mass spectrum of the friction modifier prepared in Example 1 of the present invention.
图4为本发明实施例1制备的摩擦改进剂在不同温度下摩擦系数对比图。FIG. 4 is a comparison chart of the friction coefficients of the friction modifier prepared in Example 1 of the present invention at different temperatures.
图5为本发明实施例1制备的摩擦改进剂在不同添加量下摩擦系数对比图。FIG5 is a comparison chart of the friction coefficients of the friction modifier prepared in Example 1 of the present invention at different addition amounts.
图6为本发明实施例1制备的摩擦改进剂与ZDDP共同使用时的摩擦系数对比图。FIG. 6 is a comparison chart of the friction coefficient when the friction modifier prepared in Example 1 of the present invention is used together with ZDDP.
具体实施方式Detailed ways
下面结合具体的实施例对本发明做进一步的阐述和说明。The present invention is further described and illustrated below in conjunction with specific embodiments.
实施例1Example 1
称取双丙酮丙烯酰胺3.38g(0.02mol)与油胺5.35g(0.02mol)加入25ml单口烧瓶中，在温度80℃、真空度0.095MPa下反应24h，得到目标产物8.29g(收率99.1wt％)，记为DAAMOA，反应过程如图1所示。Weigh 3.38 g (0.02 mol) of diacetone acrylamide and 5.35 g (0.02 mol) of oleylamine into a 25 ml single-necked flask, and react at 80° C. and 0.095 MPa in vacuum for 24 h to obtain 8.29 g (yield 99.1 wt%) of the target product, recorded as DAAMOA. The reaction process is shown in FIG1 .
红外光谱分析：Infrared spectroscopy analysis:
前述实施例1所获得含目标产物DAAMOA的红外光谱图如图2所示，产物DAAMOA的红外光谱图中3500-3400cm-1的N-H键的特征吸收峰消失，说明油胺中的N-H键发生了反应；产物DAAMOA红外光谱图中1710cm-1处的酮C＝O伸缩振动吸收峰消失，同时出现了处于1662cm-1的C＝N键伸缩振动吸收峰，说明双丙酮丙烯酰胺中的酮-C＝O和油胺分子中的-NH2发生了反应，生成-C＝N键。进而说明油胺与双丙酮丙烯酰胺发生了酮胺缩合反应。The infrared spectrum of the target product DAAMOA obtained in Example 1 is shown in FIG2 . The characteristic absorption peak of the NH bond at 3500-3400 cm -1 in the infrared spectrum of the product DAAMOA disappears, indicating that the NH bond in oleylamine has reacted; the ketone C=O stretching vibration absorption peak at 1710 cm -1 in the infrared spectrum of the product DAAMOA disappears, and the C=N bond stretching vibration absorption peak at 1662 cm -1 appears, indicating that the ketone -C=O in diacetone acrylamide reacts with -NH 2 in the oleylamine molecule to generate a -C=N bond. This further indicates that a ketoamine condensation reaction has occurred between oleylamine and diacetone acrylamide.
质谱分析：Mass Spectrometry:
产物DAAMOA的质谱图如图3所示，在质荷比为419.4005处明显出峰，为双丙酮丙烯酰胺与油胺进行酮胺缩合反应，脱去一分子水后的产物。结合红外光谱图和质谱图分析可知，双丙酮丙烯酰胺与油胺发生酮胺缩合反应，生成产物DAAMOA。The mass spectrum of the product DAAMOA is shown in Figure 3. There is an obvious peak at a mass-to-charge ratio of 419.4005, which is the product of the ketoamine condensation reaction of diacetone acrylamide and oleylamine, after removing a molecule of water. Combining the infrared spectrum and mass spectrum analysis, it can be seen that diacetone acrylamide and oleylamine undergo ketoamine condensation reaction to generate the product DAAMOA.
摩擦性能测试：Friction performance test:
试验仪器为TE-77长程往复摩擦试验机，上摩擦副为圆柱销，下摩擦副为38mm×58mm×3.9mm板，材质均为GCr15钢，接触方式为线接触。The test instrument is TE-77 long-range reciprocating friction tester, and the upper friction pair is Cylindrical pin, the lower friction pair is a 38mm×58mm×3.9mm plate, both made of GCr15 steel, and the contact mode is line contact.
取实施例1获得的产物DAAMOA按照1wt％(以基础油的质量计)的添加量搅拌溶解在聚α-烯烃基础油(PAO6，ExxonMobil)，分别在25℃、80℃、135℃下进行往复摩擦试验，试验条件为：载荷100N，行程10mm，频率10Hz，时间3600s。The product DAAMOA obtained in Example 1 was added in an amount of 1 wt% (based on the mass of the base oil) and stirred and dissolved in a poly-α-olefin base oil (PAO6, ExxonMobil). Reciprocating friction tests were carried out at 25°C, 80°C and 135°C, respectively. The test conditions were: load 100 N, stroke 10 mm, frequency 10 Hz, time 3600 s.
表1实施例1产物在不同温度下进行往复摩擦试验的平均摩擦系数Table 1 Average friction coefficient of the product of Example 1 in reciprocating friction test at different temperatures
结合表1和图4给出的数据和摩擦系数曲线可以看出，加入实施例1产物DAAMOA的样品在不同温度下的摩擦系数相比基础油PAO6都有所下降，下降幅度为11.3％～27.5％。Combining the data and friction coefficient curves given in Table 1 and FIG. 4 , it can be seen that the friction coefficient of the sample to which the product DAAMOA of Example 1 is added is reduced at different temperatures compared with the base oil PAO6, with a reduction range of 11.3% to 27.5%.
进一步考察了实施例1产物DAAMOA添加量(以下质量百分比分别以基础油PAO6的质量计)分别为0.5wt％、1wt％、2wt％加入到基础油PAO6中的摩擦学性能，试验条件为：载荷100N，行程10mm，频率10Hz，温度80℃，时间3600s。The tribological properties of the product of Example 1 with DAAMOA added in amounts of 0.5wt%, 1wt% and 2wt% (the following mass percentages are based on the mass of base oil PAO6) to base oil PAO6 were further investigated. The test conditions were: load 100N, stroke 10mm, frequency 10Hz, temperature 80°C and time 3600s.
表2实施例1产物在不同添加量下进行往复摩擦试验的平均摩擦系数Table 2 Average friction coefficient of the product of Example 1 in reciprocating friction test at different addition amounts
结合表2和图5给出的数据和摩擦系数曲线可以看出，加入不同添加量实施例1产物DAAMOA的样品的摩擦系数相比基础油PAO6都有所下降，下降幅度为21.1％～27.5％。Combining the data and friction coefficient curves given in Table 2 and FIG. 5 , it can be seen that the friction coefficients of the samples to which different amounts of the product DAAMOA of Example 1 are added are decreased compared to the base oil PAO6, with a decrease of 21.1% to 27.5%.
将实施例1产物DAAMOA与ZDDP复配进行了摩擦学性能评价。样品分别为(以下质量百分比分别以PAO6的质量计)1wt％DAAMOA、1wt％ZDDP、0.5wt％DAAMOA+0.5wt％ZDDP加入到基础油PAO6中得到的油样。试验条件为：载荷100N，行程10mm，频率10Hz，温度135℃，时间3600s。The tribological performance of the product DAAMOA of Example 1 was evaluated by compounding with ZDDP. The samples were (the following mass percentages are based on the mass of PAO6) 1wt% DAAMOA, 1wt% ZDDP, 0.5wt% DAAMOA + 0.5wt% ZDDP added to the base oil PAO6. The test conditions were: load 100N, stroke 10mm, frequency 10Hz, temperature 135℃, time 3600s.
表3实施例1产物与ZDDP单独使用及复配后进行往复摩擦试验的平均摩擦系数Table 3 Average friction coefficient of reciprocating friction test of the product of Example 1 and ZDDP alone and after compounding
结合表3和图6给出的数据和摩擦系数曲线可以看出，实施例1产物DAAMOA与ZDDP复配后的摩擦系数比单独加DAAMOA和ZDDP显著降低，降幅在20.5％以上，说明二者具有协同效果。Combining the data and friction coefficient curve given in Table 3 and Figure 6, it can be seen that the friction coefficient of the product DAAMOA and ZDDP in Example 1 is significantly lower than that of adding DAAMOA and ZDDP separately, with a decrease of more than 20.5%, indicating that the two have a synergistic effect.
本发明的有益效果：Beneficial effects of the present invention:
本发明所述的一种酰胺型有机摩擦改进剂、制备方法及其应用，该有机摩擦改进剂制备流程简单，制备成本低，收率高，能够溶解在基础油PAO6中；该有机摩擦改进剂分子结构中的氮原子和氧原子上具有孤对电子，能够为金属的缺电子轨道提供电子，对金属有很强的吸附作用，进而在金属表面形成有序的分子吸附膜，减少金属摩擦副表面的摩擦，具有良好的减摩性能；该有机摩擦改进剂与ZDDP共同使用时具有良好的协同效果，可以降低ZDDP在基础油中的使用量，并获得更低的摩擦系数。The present invention discloses an amide-type organic friction modifier, a preparation method and an application thereof. The organic friction modifier has a simple preparation process, low preparation cost and high yield, and can be dissolved in a base oil PAO6. The nitrogen atom and the oxygen atom in the molecular structure of the organic friction modifier have lone pairs of electrons, which can provide electrons for the electron-deficient orbits of metals, have a strong adsorption effect on metals, and further form an ordered molecular adsorption film on the metal surface, reduce the friction of the metal friction pair surface, and have good friction reduction performance. The organic friction modifier has a good synergistic effect when used together with ZDDP, can reduce the use amount of ZDDP in the base oil, and obtain a lower friction coefficient.
以上所述仅为本发明的较佳实施例而已，并不用以限制本发明，凡在本发明的精神和原则之内，所作的任何修改、等同替换、改进等，均应包含在本发明的保护范围之内。The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
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