CN101191097A - Preparation method for lubricating oil additive - Google Patents
Preparation method for lubricating oil additive Download PDFInfo
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- CN101191097A CN101191097A CNA2006101343502A CN200610134350A CN101191097A CN 101191097 A CN101191097 A CN 101191097A CN A2006101343502 A CNA2006101343502 A CN A2006101343502A CN 200610134350 A CN200610134350 A CN 200610134350A CN 101191097 A CN101191097 A CN 101191097A
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Abstract
The invention discloses a preparation method for a lubricating oil additive. The process is that: the reaction carrier solvent is injected into a reaction kettle, then the oleic acid and the beta-hydroxyethyl-ethylenediamine are orderly added, the mixture is stirred and the temperature rised to between 150 and 170 DEG, unreacted raw materials, water and solvent are removed by pressure-reducing distillation after flow return of 3.5 to 4.5 hours; the boric acid is added, the temperature is raised to between 160 and 180 DEG, the product can be obtained by removing the generated moisture by distillation and reducing temperature as well as packing after the reaction of 5.5 to 6.5 hours. The imidazoline borate prepared by the invention has good extreme pressure abrasion-resistant performance and good thermal oxidation resistant performance; the abrasion-resistant effect is improved by 8 to 10 times, the oil replacement period is prolonged by 10 to 20 percent, and the lubricating oil can be saved by 20 percent or so. At the same time, the preparation method makes a condensation reaction by adopting the method of direct esterification dehydration under pressure reduction. The whole reaction process is finished in the same system; the invention has simple and easy-going process, as well as the yield high up to more than 98 percent, is suitable for large-scale industrial production, and fills the void of industrial preparation of this kind of lubricating oil additive.
Description
One, technical field
The invention belongs to the lubricating oil additive field, be specifically related to a kind of preparation process lubricant oil additive, refer in particular to the preparation method of tetrahydroglyoxaline boric acid ester.
Two, background technology
Lubricating oil additive is the problem that people pay close attention to for a long time always.The purpose of additive is to wish to improve the fundamental property of lubricating oil, makes lubricating oil keep lubricity under extreme working conditions, increases the life-span of lubricating oil.So, additive generally all select for use have extreme-pressure anti-wear, heatproof oxidation performance can material.Just find that as far back as eighties of last century initial stage people boron-containing compound (organic boride) has certain anti-oxidant and wear resisting property, can be used as lubricating oil additive and use.But only contain two kinds of elements of carbon and hydrogen in the alkyl of traditional organic boric acid ester, being taken as antioxidant is added on when using in the lubricating oil, also exist as: in base oil bad dispersibility, shortcomings such as suspended particle, hydrolysis poor stability are arranged, be not used widely.In recent years, people discover element such as in organic boric acid ester synthetic introducing sulphur, phosphorus, chlorine, nitrogen and the compound that forms as additive, on performance, be enhanced and improve.Wherein relatively be typically the tetrahydroglyoxaline boric acid ester, it is that the boron that contains tertiary amine group is tensio-active agent, by long-chain higher alcohols that contain imidazolinyl and ester compound that boric acid is made.Its extreme-pressure anti-wear, heatproof oxidation performance can be good, have broad application prospect as a kind of multi-functional lubricating oil additive.But it can only be synthetic on a small quantity in testing laboratory at present, and its industrial production process does not appear in the newspapers as yet, makes it to produce in enormous quantities, does not satisfy people's demand.
Three, summary of the invention
The purpose of this invention is to provide a kind of method of industrial preparation tetrahydroglyoxaline boric acid ester, thereby the additive of large batch of extreme-pressure anti-wear, heat-resisting oxidation is provided for lubricating oil.
The preparation method of tetrahydroglyoxaline boric acid ester of the present invention is as follows:
1. the reaction carriers solvent is injected in the reactor, add the oleic acid of 1 mass parts, the beta-hydroxyethyl quadrol of 0.5～1 mass parts then successively, stirring is warming up to 150～170 ℃, refluxes after 3.5～4.5 hours, and unreacted raw material, water and solvent are removed in underpressure distillation.
2. with the intermediates cooling that obtains, add the boric acid of 0.8～1.2 mass parts again, be warming up to 160～180 ℃ of reactions 5.5～6.5 hours, generation moisture is removed in distillation, and the cooling packing promptly gets product.
The consumption of above-mentioned reaction carriers solvent is 1.2～2.0 times that oleic acid and beta-hydroxyethyl quadrol add up to total amount.Preferentially select toluene for use.
The pressure-controlling that unreacted raw material, water and solvent are removed in above-mentioned underpressure distillation-0.045～-the 0.055Mpa scope in.
Above-mentioned the 2. the step also can be-0.03～-to carry out in the pressure range of 0.045Mpa, the reaction times is 3.5～4.0 hours, can shorten the reaction times, accelerates reaction process.
Reaction mechanism of the present invention is as follows:
The first step: oleic acid and the condensation reaction of beta-hydroxyethyl reacting ethylenediamine generate oleic imidazolinone:
Second step: oleic imidazolinone and acid reaction generate oleic imidazolinone boric acid fat and oleic imidazolinone boric acid three esters:
Annotate: R-represents CH in the formula
3(CH
2)
7CH=CH (CH
2)
7-
The tetrahydroglyoxaline boric acid ester of the present invention's preparation, its extreme-pressure anti-wear, heatproof oxidation performance can be good, under equal conditions, resistance to compression anti-wear agent product than sulfur-bearing, phosphorus system is compared, anti-wear effect improves 8～10 times, prolongs the drain period 10%～20%, can save lubricating oil about 20%.Simultaneously, this preparation method under reduced pressure adopts the direct esterification dehydration method, carries out condensation reaction.Entire reaction course is finished in same system, simple, the easy row of technology, and earning rate reaches more than 98%, is suitable for big mould suitability for industrialized production, has replenished the blank of this type lubricating oil additive industrial preparation.
Four, embodiment
The major equipment that the present invention adopts is:
1,80L reactor (it has heating and refrigerating function, and the speed that is equipped with is 80 rev/mins of agitators); 2, smart stream tower (specification is Ф 120 * 1000, interior dress Stainless Steel Helices); 3,1.5m
2Stainless Steel Condenser; 4, W4 type vacuum pump.
Embodiment one:
1, earlier 18KG toluene is injected in the reactor, again 10KG oleic acid, 5KG beta-hydroxyethyl quadrol are added successively, start agitator and heating, carry out condensation reaction, controlled temperature is in 150～160 ℃ of scopes, keep rectifying tower top to have gas phase to steam, reflux after 3.5 hours, the beginning underpressure distillation, pressure-controlling-0.045～-0.050Mpa, distilled 1 hour, and steamed unreacted raw material, water and solvent.
2, the intermediates that obtain are cooled to below 80 ℃, add 8KG boric acid again, heat up and to 160～180 ℃ of reactions 5 hours, the moisture of generation was removed in distillation, be cooled to below 40 ℃, packing promptly gets product.
Embodiment two:
1, earlier 29KG toluene is injected in the reactor, again 10KG oleic acid, 8KG beta-hydroxyethyl quadrol are added successively, start agitator and heating, carry out condensation reaction, controlled temperature is in 150～160 ℃ of scopes, keep rectifying tower top to have gas phase to steam, reflux after 4 hours, the beginning underpressure distillation, pressure-controlling-0.045～-0.050Mpa, distilled 1 hour, and steamed unreacted raw material, water and solvent.
2, the intermediates that obtain are cooled to below 80 ℃, add 10KG boric acid again, be warming up to 170～180 ℃ of reactions 6 hours, the moisture of generation is removed in distillation, is cooled to packing below 40 ℃, promptly gets product.
Embodiment three:
1, earlier 40KG toluene is injected in the reactor, again 10KG oleic acid, 10KG beta-hydroxyethyl quadrol are added successively, start agitator and heating, carry out condensation reaction, controlled temperature is in 160～170 ℃ of scopes, keep rectifying tower top to have gas phase to steam, reflux after 4.5 hours, the beginning underpressure distillation, pressure-controlling-0.050～-0.055Mpa, distilled 1 hour, and steamed unreacted raw material, water and solvent.
2, the intermediates that obtain are cooled to below 80 ℃, add 10KG boric acid again, be warming up to 170～180 ℃, be decompressed to-0.03～-0.045Mpa reaction 3.5 hours, the moisture of generation is removed in distillation, is cooled to packing below 40 ℃, promptly gets product.
Claims (4)
1. preparation process lubricant oil additive is characterized in that:
1. the reaction carriers solvent is injected in the reactor, add the oleic acid of 1 mass parts, the beta-hydroxyethyl quadrol of 0.5～1 mass parts then successively, stirring is warming up to 150～170 ℃, refluxes after 3.5～4.5 hours, and unreacted raw material, water and solvent are removed in underpressure distillation.
2. with the intermediates cooling that obtains, add the boric acid of 0.8～1.2 mass parts again, be warming up to 160～180 ℃ of reactions 5.5～6.5 hours, generation moisture is removed in distillation, and the cooling packing promptly gets product.
2. a kind of preparation process lubricant oil additive according to claim 1 is characterized in that: the consumption of described reaction carriers solvent is 1.2～2.0 times that oleic acid and beta-hydroxyethyl quadrol add up to total amount; Preferentially select toluene for use.
3. a kind of preparation process lubricant oil additive according to claim 1 and 2 is characterized in that: 2. go on foot-0.03～-to carry out in the pressure range of 0.045Mpa, the reaction times is 3.5～4.0 hours.
4. a kind of preparation process lubricant oil additive according to claim 1 and 2 is characterized in that: the 1. in the step, the underpressure distillation pressure-controlling-0.03～-the 0.055Mpa scope in.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2006101343502A CN101191097A (en) | 2006-11-19 | 2006-11-19 | Preparation method for lubricating oil additive |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2006101343502A CN101191097A (en) | 2006-11-19 | 2006-11-19 | Preparation method for lubricating oil additive |
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| CN101191097A true CN101191097A (en) | 2008-06-04 |
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| CNA2006101343502A Pending CN101191097A (en) | 2006-11-19 | 2006-11-19 | Preparation method for lubricating oil additive |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093296A (en) * | 2010-11-30 | 2011-06-15 | 广州星业科技股份有限公司 | Synthesis method of imidazoline compound |
| CN102453916A (en) * | 2010-10-21 | 2012-05-16 | 王严绪 | Non-sulfur and non-phosphorus water-soluble organic boron additive |
| CN102627664A (en) * | 2012-04-14 | 2012-08-08 | 修建东 | Synthesis of long-chain n-alkyl bisimidazoline borate |
| CN106566606A (en) * | 2016-10-17 | 2017-04-19 | 武汉玻尔科技股份有限公司 | High-performance punching oil used for thick plate |
| CN109504354A (en) * | 2019-01-14 | 2019-03-22 | 中海石油(中国)有限公司上海分公司 | A kind of lubricant, drilling fluid and its application |
| CN114874760A (en) * | 2022-01-27 | 2022-08-09 | 深圳市利特能源技术有限公司 | Anti-wear drag reducer main agent and preparation method thereof, anti-wear drag reducer and preparation method and application thereof |
-
2006
- 2006-11-19 CN CNA2006101343502A patent/CN101191097A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102453916A (en) * | 2010-10-21 | 2012-05-16 | 王严绪 | Non-sulfur and non-phosphorus water-soluble organic boron additive |
| CN102453916B (en) * | 2010-10-21 | 2013-10-02 | 王严绪 | Non-sulfur and non-phosphorus water-soluble organic boron additive |
| CN102093296A (en) * | 2010-11-30 | 2011-06-15 | 广州星业科技股份有限公司 | Synthesis method of imidazoline compound |
| CN102093296B (en) * | 2010-11-30 | 2013-04-03 | 广州星业科技股份有限公司 | Synthesis method of imidazoline compound |
| CN102627664A (en) * | 2012-04-14 | 2012-08-08 | 修建东 | Synthesis of long-chain n-alkyl bisimidazoline borate |
| CN102627664B (en) * | 2012-04-14 | 2016-06-15 | 烟台恒迪克能源科技有限公司 | A kind of synthesis of positive chain alkyl diimidazole quinoline borate |
| CN106566606A (en) * | 2016-10-17 | 2017-04-19 | 武汉玻尔科技股份有限公司 | High-performance punching oil used for thick plate |
| CN109504354A (en) * | 2019-01-14 | 2019-03-22 | 中海石油(中国)有限公司上海分公司 | A kind of lubricant, drilling fluid and its application |
| CN114874760A (en) * | 2022-01-27 | 2022-08-09 | 深圳市利特能源技术有限公司 | Anti-wear drag reducer main agent and preparation method thereof, anti-wear drag reducer and preparation method and application thereof |
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Open date: 20080604 |