CN102775352B - Cis-12 hydroxy octadecenoic acid-3-methyl-imidazole hexafluorophosphate ionic liquid and four-stroke engine lubricating oil composition containing same - Google Patents
Cis-12 hydroxy octadecenoic acid-3-methyl-imidazole hexafluorophosphate ionic liquid and four-stroke engine lubricating oil composition containing same Download PDFInfo
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Abstract
The invention discloses cis-12 hydroxy octadecenoic acid-3-methyl-imidazole hexafluorophosphate ionic liquid and a four-stroke engine lubricating oil composition containing the same, and belongs to the field of lubricating oil production. The lubricating oil composition is mainly mixed by the following raw materials according to the weight ratio: lubricating oil base oil, cis-12 hydroxy octadecenoic acid-3-methyl-imidazole hexafluorophosphate, a viscosity index improver, a dispersing agent, a clearing agent, an oxidation and corrosion inhibitor, a base number reserving agent and an antifoaming agent. Compared with the prior art, the cis-12 hydroxy octadecenoic acid-3-methyl-imidazole hexafluorophosphate ionic liquid solves the problem that various annexing agents are easy to separate out when lubricating oil is placed for a long time, has the characteristics of good usability, environmental protection, energy saving and the like, and has a good application and dissemination valve, and abrasion of an engine can be obviously reduced.
Description
Technical field
The present invention relates to lubricating oil processing field, specifically a kind of cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids and the Otto cycle engine lubricating oil composition that contains this ionic liquid.
Background technology
In prior art, finished lube is nearly all comprised of base oil and additive, base oil is wherein non-polar molecule, and additive is the compound that polar molecule and non-polar molecule form, in engine oil, be added with a large amount of compound additive for engine lubricating oils, so both are Unstable Systems after mixing, when oil product is static while depositing, along with the prolongation of shelf-time there will be the problem of additive sedimentation, therefore address this problem and have very important significance.
Ionic liquid refers to mainly by organic cation and inorganic or organic anion and forms, and at 100 ℃ of molten salt systems that are in a liquid state below.Under room temperature, ionic liquid has purposes very widely, mainly as solvent, catalyzer and lubricant.The Green Chemistry solvent feature such as ionic liquid has that kind is many, non-combustible, liquid journey wide ranges, steam are forced down, electrochemical window is wide, solubility property is adjustable.Wherein alkyl-imidazole hexafluorophosphate ionic liquid is more as the tribological Properties of lubricant, finds that it has good lubricated, antifriction function to multiple friction pair, and the oxidation-resistance that especially rubs under high temperature and high loading is better.This has benefited from the friction protective membrane of orderly adsorption film and chemical reaction film formation.Domesticly studies have reported that, ionic liquid shows lower frictional coefficient in the friction pair of multiple material, and antiwear and friction reduction property is better than alkyl-imidazole hexafluorophosphate and Perfluoropolyether lubricant.Ionic liquid is a kind of up-and-coming multi-usage lubricant.
Summary of the invention
Technical assignment of the present invention is for above-mentioned the deficiencies in the prior art, and a kind of cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids with favorable lubricating property are provided.
The further technical assignment of the present invention is to provide a kind of Otto cycle engine lubricating oil composition that contains cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids.
By structural formula (
) cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of representing:
（Ⅰ）。
The preparation method of above-mentioned cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids is as follows:
A) the N-Methylimidazole measuring and the chloro-12-hydroxyl-9-of 1-octadecylene hydrocarbon are pumped in reactor, add dry DMF (dimethyl formamide) to make solvent, and be full of nitrogen;
B) heat-up rate with 0.5～1 ℃/min rises to 30～130 ℃ by reactor; At this temperature, keep 8 ~ 12 hours, underpressure distillation goes out DMF, and remaining liq naturally cools to room temperature;
C) with KPF
6eluant solution remaining liq, stratification, stratification, supernatant liquid is target product.
Through lot of experiments, find, ionic liquid has good lubricity, can increase substantially the use properties of lubricating oil.
The Otto cycle engine lubricating oil composition that contains above-mentioned cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids, mainly the raw material by following weight proportion mixes:
79.5～93 parts of lubricant bases;
1～3 part of cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate;
10～12 parts of viscosity index improvers;
2～5 parts of dispersion agents;
1～5 part of purification agent;
0.5～1.5 part of oxidation and corrosion inhibitor;
1.5～3 parts of base number deposit agent;
Defoamer 5-35ppm.
Described viscosity index improver can be any one general viscosity index improver of this area, as polymethacrylate, ethylene-propylene copolymer, hydrogenated styrene multipolymer and polyisoprene copolymers, be preferably the mixture of any one or more than one material in polyisoprene copolymers, ethylene-propylene copolymer or polymethacrylate.
Described dispersion agent can be any one general dispersion agent of this area, as succimide, succinate, ashless phosphonic acid ester and benzylamine class dispersion agent, be preferably the mixture of any one or more than one material in mono alkenyl butyryl imines, diene base succimide or polyene-based succimide.
Described purification agent can be any one general purification agent of this area, as sulfonate (high, medium and low base number), alkyl phenate, alkyl monosulfide phenates, alkyl salicylate, sulphur phosphatization polyisobutene salt and naphthenate purification agent, be preferably the mixture of any one or more than one material in low alkali value calcium mahogany sulfonate, middle base number calcium mahogany sulfonate, high base number calcium mahogany sulfonate, low alkali value calcium alkylbenzenesulfonate, middle base number calcium alkylbenzenesulfonate, high base number calcium alkylbenzenesulfonate, sulfide isobutene barium salt, alkyl sodium salicylate, magnesium naphthenate or calcium naphthenate.
Described oxidation and corrosion inhibitor can be any one general oxidation and corrosion inhibitor of this area, as dialkyl dithiophosphate, dialkyl dithiocarbamate two class oxidation and corrosion inhibitors, be preferably the mixture of any one or more than one material in the two octyl group basic zinc salt of sulphur phosphorus alkylphenol zinc salt, sulphur phosphorus fourth octyl group zinc salt or sulphur phosphorus.
The agent of described base number deposit can be any one general base number deposit agent of this area, as sulfonate (high, medium and low base number), alkyl phenate, alkyl monosulfide phenates, alkyl salicylate, sulphur phosphatization polyisobutene salt and naphthenate, be preferably the mixture of any one or more than one material in high base number calcium mahogany sulfonate, middle base number calcium alkylbenzenesulfonate, high base number calcium alkylbenzenesulfonate, sulfide isobutene barium salt, alkyl sodium salicylate, magnesium naphthenate or calcium naphthenate.
Described defoamer is the dimethyl silicone oil of molecular weight 500～1000.
Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of the present invention and the Otto cycle engine lubricating oil composition that contains this ionic liquid compared with prior art have following outstanding beneficial effect:
(1) cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of the present invention have good low volatility, also there is in addition the features such as viscosity is high, condensation point is low, good stability, can be dissolved in well in lubricant base, by adding this ionic liquid, the dissolution dispersity of various additives (viscosity index improver, dispersion agent, purification agent, the anti-rotten anti-wear agent of antioxygen, the agent of base number deposit, defoamer etc.) in lubricant base is more even, has solved the problem that when lubricating oil is placed for a long time, additive is separated out;
(2) cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of the present invention have good lubricity, can be used as energy-saving antiwear agent uses, compare with conventional ion liquid alkyl-imidazole hexafluorophosphate, ionic liquid of the present invention has lower rubbing and examines coefficient and abrasion loss, its abrasion resistance is better, has further promoted the economy of fuel oil;
(3) engine oil composition of the present invention is in little viscosity lubricant base, to add cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids, and coordinate viscosity index improver, dispersion agent, purification agent, the anti-rotten anti-wear agent of antioxygen, the agent of base number deposit, the uses such as defoamer, in use, when piston is when the high pressure of oil inflame generation promotes piston downwards, lubricating oil can be pushed away away by the gap between piston ring and cylinder sleeve by high pressure gas, when upstroke, because this ionic liquid has good abrasion resistance, and can well adsorb with friction pair, and then the frictional coefficient making diminishes, be conducive to energy-conservation, by measuring frictional coefficient, show that frictional coefficient can reduce by 40% simultaneously, absolutely prove that such ionic liquid can increase wearing and tearing, the energy-conserving and environment-protective of the use properties of lubricating oil, minimizing engine.
Embodiment
With specific embodiment and test example, cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of the present invention and the Otto cycle engine lubricating oil composition that contains this ionic liquid are described in detail below.
Embodiment mono-:
Structural formula (
) preparation method of cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids of representing:
A) the N-Methylimidazole and the chloro-12-hydroxyl-9-of the 1-octadecylene hydrocarbon that by mass ratio, are 1:4 pump in reactor, add dry DMF (dimethyl formamide) to make solvent, and are full of nitrogen;
B) heat-up rate with 0.5～1 ℃/min rises to 100 ℃ by reactor; At this temperature, keep 10 hours, underpressure distillation goes out DMF, and remaining liq naturally cools to room temperature;
C) with KPF
6eluant solution remaining liq, stratification, upper strata yellow oily liquid is cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids, and lower floor's liquid is potassium chloride solution.
Embodiment bis-:
Otto cycle engine lubricating oil composition formula:
Lubricant base 85 g; Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate 2 g;
Ethylene-propylene copolymer 11.5 g; Mono alkenyl butyryl imines 4 g;
Middle base number calcium mahogany sulfonate 3 g; Sulphur phosphorus alkylphenol zinc salt 1 g;
Sulfide isobutene barium salt 2g; Dimethyl silicone oil (molecular weight 500～1000) 20PPM.
Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphates are made by method described in embodiment mono-.
Raw material in above-mentioned formula is fully mixed and obtain Otto cycle engine oil compositions.
Embodiment tri-:
Otto cycle engine lubricating oil composition formula:
Lubricant base 90 g; Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate 1.5g;
Polyisoprene copolymers 11 g; Polyene-based succimide 3 g;
Low alkali value calcium alkylbenzenesulfonate 4 g; Two octyl group basic zinc salt 1.3 g of sulphur phosphorus;
Magnesium naphthenate 2.5g; Dimethyl silicone oil (molecular weight 500～1000) 15PPM.
Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphates are made by method described in embodiment mono-.
Raw material in above-mentioned formula is fully mixed and obtain Otto cycle engine oil compositions.
Embodiment tetra-:
Otto cycle engine lubricating oil composition formula:
Lubricant base 80 g; Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate 2.5 g;
Polymethacrylate 10.5 g; Diene base succimide 4.5 g;
Alkyl sodium salicylate 2g; Sulphur phosphorus fourth octyl group zinc salt 0.7 g;
High base number calcium mahogany sulfonate 1.7g; Dimethyl silicone oil (molecular weight 500～1000) 10PPM.
Cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphates are made by method described in embodiment mono-.
Raw material in above-mentioned formula is fully mixed and obtain Otto cycle engine oil compositions.
Experimental example one:
Physicals to embodiment mono-gained ionic liquid during as lubricant is tested, and take PAO-1(polyalphaolefin) as control group is illustrated, test result is in Table 1.
Table 1 ionic liquid is as the physicals of lubricant
Known according to test result: this viscosity of il, viscosity index and pour point are close with synthetic oil polyalphaolefin PAO-1.100 ℃ of viscosity are only 6.85mm
2/ s, has good lubricity.
Experimental example two:
Wear-resistant and extreme pressure property to embodiment mono-gained ionic liquid is tested, and take alkyl-imidazole hexafluorophosphate, PAO-2, PAO-3 and be illustrated as control group, and test result is in Table 2.
Wear-resistant and the extreme pressure property of table 2 ionic liquid
Note: test conditions is 1200r/min, 60 ℃, 1h.
1) PAO-2 is that 100 ℃ of viscosity are 15.10mm
2polyalphaolefin synthetic oil PAO adds 1% TCP anti-wear agent.
2) PAO-3 is that 100 ℃ of viscosity are 15.10mm
2polyalphaolefin synthetic oil PAO adds 1% tertiary butyl triphenyl anti-wear agent.
Known according to test result: under underload, ionic liquid abrasion resistance is better than polyalphaolefin synthetic oil PAO-2 and polyalphaolefin synthetic oil PAO-3; Under high loading, ionic liquid abrasion resistance is between polyalphaolefin synthetic oil PAO-2 and polyalphaolefin synthetic oil PAO-3.Illustrated that ionic liquid has abrasion resistant extreme-pressure performance, can be used as a kind of additive application and press in the not harsh Otto cycle engine oil of performance to anti-wear agent.
Experimental example three:
The cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphates of embodiment mono-gained are added in CF-4 20W-50 engine oil, pass through to place half a year, 1 year and a year and a half timing the upper and lower base number and calcium contents with the CF-4 20W-50 engine oil that does not add cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphates.Measurement result is in Table 3.
Table 3 20W-50 base number determination of calcium content result
Test known, CF-4 20W-50 engine oil is by adding cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids, coordinates the susceptibility better effects if of the anti-rotten anti-wear agent of viscosity index improver, dispersion agent, purification agent, antioxygen in engine oil, the agent of base number deposit, defoamer etc. and base oil.Make the dissolution dispersity of additive in base oil even cis-12 adding of hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquid, solved the additive long problem of separating out storage period.
Experimental example four:
Respectively by the cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate solions (A1) of embodiment mono-gained, polyalphaolefin synthetic oil PAO(A2) and Perfluoropolyether lubricant (A3) add respectively in CF-4 20W-50 engine oil, with A4 (CF-4 20W-50) contrast, the frictional coefficient of mensuration and friction and wear test data.(measuring frictional coefficient and frictional wear with SRV friction and wear tester) test result is as shown in table 4.
The friction and wear behavior of table 4 ionic liquid
Note: test condition: room temperature, 1h, 1mm stroke, frequency 50HZ.
Test known, the test group 3,4,5 that the frictional coefficient of the test group 1,2 of interpolation ionic liquid of the present invention adds other lubricant has obvious decline, do not add the control group comparison of lubricant with test group 6, can show that test group 1 frictional coefficient reduces maximum and can reach 40%.The reduction of frictional coefficient has reflected the consumption that can reduce lubricating oil that adds of this ionic liquid, and fuel economy improves.
Claims (7)
1. the Otto cycle engine lubricating oil composition that contains cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate ionic liquids, is characterized in that, by the raw material of following weight proportion, is mixed:
79.5～93 parts of lubricant bases;
1～3 part of cis-12 hydroxyl vaccenic acid-3-methyl-imidazoles hexafluorophosphate;
10～12 parts of viscosity index improvers;
2～5 parts of dispersion agents;
1～5 part of purification agent;
0.5～1.5 part of oxidation and corrosion inhibitor;
1.5～3 parts of base number deposit agent;
Defoamer 5-35ppm.
2. engine oil composition according to claim 1, is characterized in that, described viscosity index improver is the mixture of any one or more than one material in polyisoprene copolymers, ethylene-propylene copolymer or polymethacrylate.
3. engine oil composition according to claim 1, is characterized in that, described dispersion agent is the mixture of any one or more than one material in mono alkenyl butyryl imines, diene base succimide or polyene-based succimide.
4. engine oil composition according to claim 1, it is characterized in that, described purification agent is the mixture of any one or more than one material in low alkali value calcium mahogany sulfonate, middle base number calcium mahogany sulfonate, high base number calcium mahogany sulfonate, low alkali value calcium alkylbenzenesulfonate, middle base number calcium alkylbenzenesulfonate, high base number calcium alkylbenzenesulfonate, sulfide isobutene barium salt, alkyl sodium salicylate, magnesium naphthenate or calcium naphthenate.
5. engine oil composition according to claim 1, is characterized in that, described oxidation and corrosion inhibitor is the mixture of any one or more than one material in the two octyl group basic zinc salt of sulphur phosphorus alkylphenol zinc salt, sulphur phosphorus fourth octyl group zinc salt or sulphur phosphorus.
6. engine oil composition according to claim 1, it is characterized in that, the agent of described base number deposit is the mixture of any one or more than one material in high base number calcium mahogany sulfonate, middle base number calcium alkylbenzenesulfonate, high base number calcium alkylbenzenesulfonate, sulfide isobutene barium salt, alkyl sodium salicylate, magnesium naphthenate or calcium naphthenate.
7. engine oil composition according to claim 1, is characterized in that, described defoamer is the dimethyl silicone oil of molecular weight 500～1000.
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| CN103265547B (en) * | 2013-05-15 | 2015-06-24 | 陆希峰 | Miller amino carbon nitrogen compound nanoparticles and diesel engine oil composition containing same |
| CN106146554A (en) * | 2016-07-15 | 2016-11-23 | 山东源根石油化工有限公司 | The preparation of a kind of New Phosphorus hydrochlorate and utilize environmental protection industry exposed gear oil prepared by New Phosphorus hydrochlorate |
| CN114479995B (en) * | 2020-11-13 | 2022-11-04 | 中国石油天然气股份有限公司 | Ultra-high vacuum pump oil composition |
| CN116004306B (en) * | 2022-12-20 | 2023-08-18 | 中铁建华南建设(广州)高科技产业有限公司 | Main bearing sealing grease of shield tunneling machine and preparation method thereof |
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| CN101468968A (en) * | 2007-12-29 | 2009-07-01 | 赢创戈尔德施米特有限公司 | Imidazolinum salts with low melting points, method for their manufacture and their use as lubricant |
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| CN101296888A (en) * | 2005-10-27 | 2008-10-29 | 纳幕尔杜邦公司 | Olefin isomerization |
| CN101468968A (en) * | 2007-12-29 | 2009-07-01 | 赢创戈尔德施米特有限公司 | Imidazolinum salts with low melting points, method for their manufacture and their use as lubricant |
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