CN107151575A - A kind of compound ester type multi-effect diesel antiwear additive and its application - Google Patents
A kind of compound ester type multi-effect diesel antiwear additive and its application Download PDFInfo
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- CN107151575A CN107151575A CN201710336501.0A CN201710336501A CN107151575A CN 107151575 A CN107151575 A CN 107151575A CN 201710336501 A CN201710336501 A CN 201710336501A CN 107151575 A CN107151575 A CN 107151575A
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- Prior art keywords
- antiwear additive
- ester type
- type multi
- effect
- diesel
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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
- 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
- C10M141/06—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 nitrogen-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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy 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
- 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
- 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
-
- 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
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- 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
- C10N2030/28—Anti-static
-
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
Abstract
The invention discloses a kind of compound ester type multi-effect diesel antiwear additive, by percentage to the quality, including 90~96wt% oleins, 2~8wt% cycloalkanes acid glyceride and the sub- bigcatkin willow propane diamine of 2~6wt%N, N bis-.The compound ester type multi-effect diesel antiwear additive of the present invention has the advantages that wear resistence, antistatic behaviour and tarnish protection, the antiwear additive component wherein selected is in metal surface high adsorption capacity, further enhance its abrasion-resistance, and with anticorrosive and antistatic property, without adding other solvents or auxiliary agent in addition during use.The preparation technology of the compound ester type multi-effect diesel antiwear additive is simple, one multi-purpose, comprehensive cost is low.
Description
Technical field
The present invention relates to a kind of compound ester type multi-effect diesel antiwear additive for engine fuel diesel oil and its application.
Background technology
Crude oil be by more than 95% carbon, hydrogen compound mix, remainder less than 5% be sulphur, chlorine, nitrogen and metallic element
The organic and inorganic miscellaneous element compound constituted, though the few technique and product for affecting whole oil plant of this kind compound content
Quality.As main refined oil product, increasingly serious with environmental pollution, people require in reduction fuel oil for vehicles one after another
The nuisance composition such as sulphur, nitrogen and aromatic hydrocarbons, to reduce the pollution that it is produced to air after combustion.European Union in 2005 and
Start within 2008 to perform European Union's motor vehicle emission stage iv standard (Europe IV) and European Union vehicular pollutant row respectively
Put V stage criterions (Europe V), respectively provided in two above-mentioned standards sulfur content in fuel oil not above 50ug/g and
10ug/g.China has formulated corresponding fuel emission regulation with reference to European standard of fuel, wherein national stage iv motor vehicle row
Put standard (state IV), national V stage vehicle emission standards (state V) respectively provide sulfur content in fuel oil not above
50ug/g and 10ug/g.In order to meet the requirement of these standards, it is necessary to which gasoline, diesel oil are refined, sulphur therein, nitrogen are removed
Element, but inevitably remove some in subtractive process and play wear-resistant nitrogen-containing compound, such as pyrroles, indoles, pyrrole
Pyridine and quinoline etc..These materials are respectively provided with preferable abrasion resistance, are removed the lubricity of rear fuel oil and will drastically decline.
Diesel engine oil supply system is in itself come the injection pump being lubricated, due to the decline of abrasion resistance by diesel oil
The injection pump of the diesel oil fuel feeding caused by abrasion can be caused not smooth, the normal work of Diesel engine is had a strong impact on.To ensure diesel oil
The normal operation of engine system, appropriate diesel antiwear additive technology is added in diesel oil and is adopted extensively in industry
With.
A large amount of reports on diesel antiwear additive are had in the prior art, for example：
Granted patent CN102965201 B, CN105001924 B and applied the disclosed A of CN 106350217,
Disclosed by CN105154148 A, CN 105154148 A etc. is the preparation method of ester type diesel antiwear additive, mainly will be sweet
Oil, aliphatic acid or unrighted acid etc., heat under the protection of inert gas or under different types of catalyst action and carry out
Esterification, obtains the ester type diesel antiwear additive of specific composition.
Granted patent CN1234825 C, CN100448960 C are disclosed using modified grease or modification biological diesel oil as raw material
Diesel antiwear additive preparation method.
Granted patent CN 101768480 B, CN 103952193 B respectively with different particular compositions prepare diesel oil resist
Grinding agent.
On the whole, diesel antiwear additive of the prior art, the effect of ester type component is single, compound addition solvent etc. its
It is restricted in terms of its compound and feature.
The content of the invention
Present invention aims to solve the deficiencies of the prior art, and provides a kind of one kind has wear resistence, antistatic behaviour and anti-corrosion
The compound ester type multi-effect diesel antiwear additive of property, the antiwear additive component not only wherein selected in metal surface high adsorption capacity,
Its abrasion-resistance is further enhanced, and with anticorrosive and antistatic property.Different from current existing compound bavin
Oily antiwear additive is required to add appropriate solvent, and has influence on the inherent application performance of product, the compound ester type multi-effect diesel oil
The preparation technology of antiwear additive is simple, one multi-purpose, comprehensive cost is low.
Another object of the present invention, which is also resided in, provides a kind of described compound ester type multi-effect diesel antiwear additive as diesel oil
The application of additive.
For achieving the above object, the present invention is adopted the following technical scheme that：
A kind of compound ester type multi-effect diesel antiwear additive, it is characterised in that by percentage to the quality, including 90~96wt%
Olein, 2~8wt% cycloalkanes acid glyceride, 2~6wt%N, the sub- bigcatkin willow propane diamine (code name T1201) of N- bis-.
As the preferred scheme of the present invention, raw material proportioning is：90~95wt% oleins, 3~7wt% aphthenic acids are sweet
Grease, 2~4wt%N, the sub- bigcatkin willow propane diamine (code name T1201) of N- bis-.
The olein is selected from vegetable oil acid glyceride.
The cycloalkanes acid glyceride is selected from after hydrorefined naphthenic acid is esterified with glycerine through catalyst and refines gained.
The sub- bigcatkin willow propane diamine (code name T1201) of the N, N- bis- is selected from N, and the sub- salicylides of N- bis- are dehydrated with propane diamine through condensation
Gained is refined afterwards.
The preparation method of compound ester type multi-effect diesel antiwear additive of the present invention is：By 90~96wt% oleins, 2
~8wt% cycloalkanes acid glyceride, 2~6wt%N, the sub- bigcatkin willow propane diamine (code name T1201) of N- bis- are stirred under the conditions of certain temperature
It is well mixed, impurity is then filtered to remove, is produced.
The invention further relates to application of the described compound ester type multi-effect diesel antiwear additive as diesel fuel additives.
Compound ester type multi-effect diesel antiwear additive obtained by the present invention, is added directly into diesel oil blending system, in oil
Good dispersion, in addition to improving the abrasion resistance of diesel oil, while have improve plus agent after diesel oil electric conductivity and tarnish protection
Function.During using above-mentioned compound ester type multi-effect diesel antiwear additive, addition is 50~300 μ g/g of diesel oil blending amount, preferably
For 80-200 μ g/g, most preferably 100~150 μ g/g.
The compound ester type multi-effect diesel antiwear additive properties of product of the present invention are stable, oil-soluble is good, resistance to corrosion is strong, lead
Electric energy power is strong, wear resistence is good, and antistatic additive and corrosion inhibiter etc. need not be still further filled when diesel oil blending is used.
Beneficial effect：The compound ester type multi-effect diesel antiwear additive of the present invention has wear resistence, antistatic behaviour and anti-corrosion
The advantage of property, the antiwear additive component not only wherein selected makes its abrasion-resistance further increase in metal surface high adsorption capacity
By force, and with anticorrosive and antistatic property, without adding other solvents or auxiliary agent in addition during use.By in finished product
Applied in blending, as a result show the compound ester type multi-effect diesel antiwear additive of online (or in tank) addition present invention, product
Energy is stable, oil-soluble is good, resistance to corrosion is strong, conductive capability is strong, wear resistence is good, simple to operate, auxiliary agent integrated cost reduction.
Embodiment
Technical solutions according to the invention are further described in detail below by specific embodiment, but are necessary
Point out that following examples are served only for the description to the content of the invention, do not constitute limiting the scope of the invention.
Embodiment 1
First by cycloalkanes acid glyceride 21g, N, the Asias of N- bis- bigcatkin willow propane diamine (code name T1201) 6g is added in there-necked flask and stirred
After 30min, vegetable oil acid glyceride 273g is added, filtering and impurity removing matter after 30min is stirred under normal temperature, normal pressure and produces complex ester
Type multi-effect diesel antiwear additive, is designated as NWX-1.
Embodiment 2
First by cycloalkanes acid glyceride 18g, N, the Asias of N- bis- bigcatkin willow propane diamine (code name T1201) 7g is added in there-necked flask and stirred
After 30min, vegetable oil acid glyceride 275g is added, filtering and impurity removing matter after 30min is stirred under normal temperature, normal pressure and produces complex ester
Type multi-effect diesel antiwear additive, is designated as NWX-2.
Embodiment 3
First by cycloalkanes acid glyceride 15g, N, the Asias of N- bis- bigcatkin willow propane diamine (code name T1201) 8g is added in there-necked flask and stirred
After 30min, vegetable oil acid glyceride 277g is added, filtering and impurity removing matter after 30min is stirred under normal temperature, normal pressure and produces complex ester
Type multi-effect diesel antiwear additive, is designated as NWX-3.
Embodiment 4
First by cycloalkanes acid glyceride 12g, N, the Asias of N- bis- bigcatkin willow propane diamine (code name T1201) 9g is added in there-necked flask and stirred
After 30min, vegetable oil acid glyceride 279g is added, filtering and impurity removing matter after 30min is stirred under normal temperature, normal pressure and produces complex ester
Type multi-effect diesel antiwear additive, is designated as NWX-4.
Embodiment 5
First by cycloalkanes acid glyceride 9g, N, the Asias of N- bis- bigcatkin willow propane diamine (code name T1201) 9g is added in there-necked flask and stirred
After 30min, vegetable oil acid glyceride 282g is added, filtering and impurity removing matter after 30min is stirred under normal temperature, normal pressure and produces complex ester
Type multi-effect diesel antiwear additive, is designated as NWX-5.
Performance test：
Compound ester type multi-effect diesel antiwear additive NWX-1,2,3,4,5 made from embodiment 1-5 are added in diesel oil
Row application, performance comparison test is shown in Table 1.
Method of testing therein,
The method of testing of electrical conductivity uses GB6950-2001《Ou Safe Rest Conductivity of Light Fuel Oil》National standard,
The method of testing of corrosion test uses GB/T5096-85《Oil product copper strip test method》National standard,
Diesel fuel lubricity grinding defect diameter (WSD) using the diesel fuel lubricity rating method in SH/T0765, (test by high-frequency reciprocating
Machine method).
The application performance contrast of the addition compound ester type multi-effect diesel antiwear additive of table 1
| Test sample | Plus dosage | WSD(1.4/um) | Electrical conductivity (pS/m) | Corrosion test |
| Blank diesel oil A | / | 550 | 17 | It is qualified |
| Blank diesel oil A+NWX-1 | 100 | 385 | 60 | It is qualified |
| Blank diesel oil A+NWX-2 | 100 | 380 | 96 | It is qualified |
| Blank diesel oil A+NWX-3 | 100 | 380 | 126 | It is qualified |
| Blank diesel oil A+NWX-4 | 100 | 381 | 131 | It is qualified |
| Blank diesel oil A+NWX-5 | 100 | 379 | 135 | It is qualified |
| Blank diesel oil B | / | 620 | 8 | It is qualified |
| Blank diesel oil B+NWX-1 | 200 | 410 | 83 | It is qualified |
| Blank diesel oil B+NWX-2 | 200 | 400 | 112 | It is qualified |
| Blank diesel oil B+NWX-3 | 200 | 388 | 137 | It is qualified |
| Blank diesel oil B+NWX-4 | 200 | 376 | 156 | It is qualified |
| Blank diesel oil B+NWX-5 | 200 | 371 | 167 | It is qualified |
From table 1 for heterogeneity diesel oil add the present invention example relatively from the point of view of, experiment before with test after it is wear-resistant
Property, electrical conductivity change obvious, reflect the performance stablizing effect of compound ester type multi-effect diesel antiwear additive.
Compound ester type multi-effect diesel antiwear additive example 3 (code name NWX-3) made from embodiment 3 and commercially available acid type are resisted
Grinding agent, ester type antiwear additive, compound antiwear additive make performance comparison, the results are shown in Table 2.
Table 2 adds the diesel fuel applications performance comparison of various different diesel antiwear additives
It is wear-resistant for heterogeneity diesel oil addition embodiments of the invention 3 (code name NWX-3) and commercially available acid type from table 2
Agent, ester type antiwear additive, compound antiwear additive add the compound ester type multi-effect diesel antiwear additive of the present invention from the point of view of performance comparision
Afterwards, the more other compound antiwear additives of the wear resistence of diesel oil, electrical conductivity are with the obvious advantage, objectively responded compound ester type multi-effect diesel oil
The characteristics of one multiple-effect of antiwear additive.
In summary, compound ester type multi-effect diesel antiwear additive properties of product of the invention stabilization, oil-soluble are good, anticorrosive
Ability is strong, conductive capability is strong, wear resistence is good, simple to operate, auxiliary agent integrated cost reduction.
Claims (8)
1. a kind of compound ester type multi-effect diesel antiwear additive, it is characterised in that by percentage to the quality, including 90~96wt% oil
Acid glyceride, 2~8wt% cycloalkanes acid glyceride and the sub- bigcatkin willow propane diamine of 2~6wt%N, N- bis-.
2. compound ester type multi-effect diesel antiwear additive according to claim 1, it is characterised in that the compound ester type multiple-effect
Energy diesel antiwear additive contains 90~95wt% oleins, 3~7wt% cycloalkanes acid glyceride, 2~4wt%N, the sub- water of N- bis-
Poplar propane diamine.
3. compound ester type multi-effect diesel antiwear additive according to claim 1, it is characterised in that the olein choosing
From vegetable oil acid glyceride.
4. compound ester type multi-effect diesel antiwear additive according to claim 1, it is characterised in that the cycloalkanes acid glyceride
Selected from hydrorefined naphthenic acid with refining gained after glycerin catalytic esterification.
5. compound ester type multi-effect diesel antiwear additive according to claim 1, it is characterised in that the sub- bigcatkin willow of the N, N- bis-
Propane diamine is selected from N, and the sub- salicylides of N- bis- refine gained with propane diamine after condensation dehydration.
6. compound ester type multi-effect diesel antiwear additive described in claim 1 is used as the application of diesel fuel additives.
7. application according to claim 6, it is characterised in that the compound ester type multi-effect diesel antiwear additive is directly added into
Into diesel oil blending system, addition is 50~300 μ g/g of diesel oil blending amount.
8. application according to claim 7, it is characterised in that the addition of the compound ester type multi-effect diesel antiwear additive
For the 80-200 μ g/g of diesel oil blending amount.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710336501.0A CN107151575A (en) | 2017-05-13 | 2017-05-13 | A kind of compound ester type multi-effect diesel antiwear additive and its application |
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| CN201710336501.0A CN107151575A (en) | 2017-05-13 | 2017-05-13 | A kind of compound ester type multi-effect diesel antiwear additive and its application |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107699301A (en) * | 2017-11-03 | 2018-02-16 | 宁夏宝塔化工中心实验室(有限公司) | A kind of preparation method of diesel oil ester type antiwear additive |
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| EP0680506B1 (en) * | 1993-01-21 | 1997-01-22 | Exxon Chemical Patents Inc. | Fuel composition |
| CN102899106A (en) * | 2012-11-12 | 2013-01-30 | 陕西宝姜新能源有限责任公司 | Novel low carbon methanol diesel and additive and preparation method thereof |
| CN104962328A (en) * | 2015-06-29 | 2015-10-07 | 陕西省石油化工研究设计院 | Clean diesel blending component and preparing method thereof |
| WO2016124293A1 (en) * | 2015-02-06 | 2016-08-11 | Castrol Limited | Use of glycerides of hydroxy polycarboxylic acids as anti-camshaft-wear additives in lubricants and fuels |
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2017
- 2017-05-13 CN CN201710336501.0A patent/CN107151575A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0680506B1 (en) * | 1993-01-21 | 1997-01-22 | Exxon Chemical Patents Inc. | Fuel composition |
| CN102899106A (en) * | 2012-11-12 | 2013-01-30 | 陕西宝姜新能源有限责任公司 | Novel low carbon methanol diesel and additive and preparation method thereof |
| WO2016124293A1 (en) * | 2015-02-06 | 2016-08-11 | Castrol Limited | Use of glycerides of hydroxy polycarboxylic acids as anti-camshaft-wear additives in lubricants and fuels |
| CN104962328A (en) * | 2015-06-29 | 2015-10-07 | 陕西省石油化工研究设计院 | Clean diesel blending component and preparing method thereof |
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| 《化工百科全书》编辑委员会: "《化工百科全书 第9卷》", 30 June 1995 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107699301A (en) * | 2017-11-03 | 2018-02-16 | 宁夏宝塔化工中心实验室(有限公司) | A kind of preparation method of diesel oil ester type antiwear additive |
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Application publication date: 20170912 |