CN109233936A - A kind of high temperature resistant type polyester lube base oil and preparation method thereof - Google Patents
A kind of high temperature resistant type polyester lube base oil and preparation method thereof Download PDFInfo
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- CN109233936A CN109233936A CN201811355267.7A CN201811355267A CN109233936A CN 109233936 A CN109233936 A CN 109233936A CN 201811355267 A CN201811355267 A CN 201811355267A CN 109233936 A CN109233936 A CN 109233936A
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- high temperature
- base oil
- temperature resistant
- lube base
- resistant type
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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
- C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
- C10M111/02—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a non-macromolecular organic compound
-
- 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
- C10N2030/08—Resistance to extreme temperature
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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)
- Lubricants (AREA)
Abstract
The invention discloses a kind of high temperature resistant type polyester lube base oils and preparation method thereof, belong to field of fine chemical.The base oil is to be made by three methanol of 1,3,5- hexamethylene, diethyl fluoromalonate, 12- benzoyl stearic acid, 2,2- difluoro propionic acid, the fluoro- 4-HBA of 3-, perfluoro-heptanoic acid, tricresyl phosphate (front three silanol) ester for primary raw material.Using 1 containing carboxylic acid fluoride and excellent heat resistance; 3; three methanol of 5- hexamethylene introduces 12- benzoyl stearic acid, the fluoro- 4-HBA of 3- as primary raw material for adjusting the viscosity index (VI) of base oil, tricresyl phosphate (front three silanol) ester is as high temperature resistant type antioxidant.Fluoric compound is used in raw material, ensure that the high temperature resistance and anti-carbon performance of product.Preparation method raw material is easy to get, easy to operate.The outstanding viscosity index (VI) of the high temperature resistance of prepared lube base oil is moderate, and greasy property and wear-resisting property are good.The lubrication that can be applied to most of vehicular engines, especially suitable for hot environment.
Description
Technical field
The present invention relates to a kind of lube base oils and preparation method thereof, and in particular to a kind of high temperature resistant type polyester lubricating oil
Base oil and preparation method thereof belongs to field of fine chemical.
Background technique
Lubricating oil is the indispensable chemicals of machine operation, is widely used in national economy every field.With economy
The rapid development of the further genralrlization of globalization, especially auto industry, and environmental protection, the reinforcement of power conservation requirement, although lubrication
The total demand of oil is not significantly increased, but gradually increases to the demand of top-grade lubricating oil.
Lubricating oil is mainly made of base oil and additive two parts, and wherein base oil is the main component of lubricating oil,
Account for about 85% or more, plays an important role to the fundamental property of lubricating oil.Therefore, the performance of lubricating oil depends primarily on basis
Oil, lube base oil are divided into plant oil base oil, mineral oil base oil and synthetic oil.
Plant oil base oil is the mankind using earliest lubricating oil, has biodegradable and good antifriction performance,
But vegetable oil is easy putrid and deteriorated under high temperature environment, its use scope is made to have received limitation.Mineral oil base oil is such as
The mineral oil of the models such as 150SN, 250SN, 350SN, is the product of petroleum refining, the high temperature resistance of these mineral substances it is poor and
Contain wax.Service performance, operation with the fast development of modern industry and becoming increasingly conspicuous for environmental problem, to lubricant
The requirement of reliability and service life, high-temperature stability, low or nonhazardous etc. is higher and higher, and traditional mineral are by basis
Oil has been difficult to meet these harsh requirements.Synthesizing ester compound is since molecular weight is smaller, and high temperature resistance is general, high temperature
It is degradable under effect, be easy to produce carbon distribution.
Therefore, a kind of greasy property that can be effectively improved lube base oil, viscosity, high temperature resistance and wearability
Can, the high temperature resistant type polyester lube base oil and preparation method thereof especially suitable for hot environment urgently developed.
Summary of the invention
Bad status is showed for lube base oil high temperature resistance in the prior art, it is an object of the invention to mention
For a kind of high temperature resistant type polyester lube base oil and preparation method thereof, this method operating process is easy, response parameter is controllable, work
Skill process is stablized, and it is good that product glues warm nature, greasy property, high temperature resistance and wear-resisting property, thermal stability.
Specific technical solution of the present invention is as follows:
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
Wherein the catalyst is 2 ethyl hexanoic acid zinc.
The wherein 12- benzoyl stearic acid is carried out by benzoic acid and 12- hydroxy stearic acid according to molar ratio 1:1
Esterification obtains, and preparation process is as follows: the stannous chloride of material integral molar quantity 0.3% is as catalyst, according to molar ratio
Formula ratio benzoic acid and 12- hydroxy stearic acid are added in reactor 1:1, and dimethylbenzene is warming up to 135~150 as water entrainer
12- benzoyl stearic acid, 135~145mgKOH/ of acid value are obtained after removed under reduced pressure xylene solvent after DEG C esterification 4-8h
g。
Synthesis process and molecular structure are as follows:
A kind of preparation method of high temperature resistant type polyester lube base oil, method includes the following steps:
A, reactor is added in three methanol of 1,3,5- hexamethylene of formula ratio, diethyl fluoromalonate, dimethylbenzene, catalyst
It is interior, it opens stirring and is sufficiently mixed, temperature rising reflux divides water to react 2~4h；
B, the 12- benzoyl stearic acid prepared, 2,2- difluoro propionic acid, the fluoro- 4- hydroxyl of 3- are added into reactor
Benzoic acid carries out abundant esterification, continues point water and reacts 3~6h；
C, the perfluoro-heptanoic acid and tricresyl phosphate (front three silanol) ester of formula ratio is then added, reacts 2-4h, is less than to acid value
Stop reaction when 1mgKOH/g；
D, add water washing catalyst, then dimethylbenzene is sloughed in vacuum distillation and remaining water obtains lube base oil production
Product.
Preferably, in above-mentioned steps A, the temperature rising reflux divides water to react, and is warming up to 140~160 DEG C.
Preferably, in above-mentioned steps B, described divides water to react, and 150~160 DEG C of reaction temperature.
Preferably, in above-mentioned steps C, the reaction is 2~4h of insulation reaction after being warming up to 160~170 DEG C.
Beneficial effects of the present invention:
(1) high temperature resistant type polyester lube base oil of the invention uses fluoric compound in main Organic Ingredients, guarantees
The high temperature resistance and anti-carbon performance of final products.
(2) preparation method of high temperature resistant type polyester lube base oil of the invention, using excellent containing carboxylic acid fluoride and heat resistance
Good 1,3,5- hexamethylene, three methanol is as primary raw material, the introducing of 12- benzoyl stearic acid, the fluoro- 4-HBA of 3-
For adjusting the viscosity index (VI) of base oil, tricresyl phosphate (front three silanol) ester is as high temperature resistant antioxidant, finally obtained lubricating oil
The high temperature resistance of base oil is outstanding, and viscosity index (VI) is moderate, can be applied to the lubrication of most of vehicular engines.
(3) the preparation method raw material of high temperature resistant type polyester lube base oil of the invention is easy to get, easy to operate.It is prepared
Lube base oil the outstanding viscosity index (VI) of high temperature resistance it is moderate, greasy property and wear-resisting property are good.It can be applied to
The lubrication of most of vehicular engines, especially suitable for hot environment.
Specific embodiment
For a better understanding of the present invention, below with reference to the embodiment content that the present invention is furture elucidated, but it is of the invention
Content is not limited solely to the following examples, and embodiment is not construed as limiting the scope of the present invention.
Embodiment 1
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
A kind of preparation method of high temperature resistant type polyester lube base oil, comprising the following steps:
A, reactor is added in three methanol of 1,3,5- hexamethylene of formula ratio, diethyl fluoromalonate, dimethylbenzene, catalyst
It is interior, it opens stirring and is sufficiently mixed, be warming up to 140~160 DEG C of reflux water-dividings and react 2~4h；
B, added into reactor 12- benzoyl stearic acid, 2,2- difluoro propionic acid, the fluoro- 4-HBA of 3- into
The abundant esterification of row, 150~160 DEG C are continued point water and react 3~6h；
C, the perfluoro-heptanoic acid and tricresyl phosphate (front three silanol) ester of formula ratio is then added, it is anti-to be warming up to 160~170 DEG C of heat preservations
2~4h is answered, stops reaction when acid value is less than 1mgKOH/g；
D, add water washing catalyst, then dimethylbenzene is sloughed in vacuum distillation and remaining water obtains lube base oil production
Product.
The wherein 12- benzoyl stearic acid is carried out by benzoic acid and 12- hydroxy stearic acid according to molar ratio 1:1
Esterification obtains, and preparation process is as follows: the stannous chloride of material integral molar quantity 0.3% is as catalyst, according to molar ratio
Formula ratio benzoic acid and 12- hydroxy stearic acid are added in reactor 1:1, and dimethylbenzene is warming up to 135~150 as water entrainer
12- benzoyl stearic acid, 135~145mgKOH/ of acid value are obtained after removed under reduced pressure xylene solvent after DEG C esterification 4-8h
g.Synthesis process and molecular structure are as follows:
Embodiment 2
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
Preparation method etc. other with embodiment 1.
Embodiment 3
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
Preparation method etc. other with embodiment 1.
Embodiment 4
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
Preparation method etc. other with embodiment 1.
Embodiment 5
A kind of high temperature resistant type polyester lube base oil, is made by following raw materials, and the number is molar percentage:
Preparation method etc. other with embodiment 1.
Comparative example 1
The other the same as in Example 1 does not only have to 1,3,5- hexamethylene, three methanol；
Comparative example 2
The other the same as in Example 1 does not only have to diethyl fluoromalonate；
Comparative example 3
The other the same as in Example 1 does not only have to 12- benzoyl stearic acid；
Comparative example 4
The other the same as in Example 1 does not only have to 2,2- difluoro propionic acid；
Comparative example 5
The other the same as in Example 1 does not only have to the fluoro- 4-HBA of 3-；
Comparative example 6
The other the same as in Example 1 only changes the fluoro- 4-HBA of 3- into benzoic acid；
Comparative example 7
The other the same as in Example 1 does not only have to perfluoro-heptanoic acid；
Comparative example 8
The other the same as in Example 1 does not only have to tricresyl phosphate (front three silanol) ester；
Comparative example 9
With commercial mineral oil base oil product, 150S is that control compares test；
Comparative example 10
With commercial mineral oil base oil product, 250S is that control compares test；
Comparative example 11
With commercial mineral oil base oil product, 350S is that control compares test；
Comparative example 12
With commercially available common synthetic ester base oil product, pentaerythritol tetraoleate is that control compares test；
Comparative example 13
With commercially available common synthetic ester base oil product, trimethylolpropane tris caprylate is that control compares test.
As a result it compares:
The performance of above-described embodiment 1~5 and the obtained polyester lube base oil of comparative example 1~8 is tested respectively, and
Respectively with existing commercial mineral oil base oil product (150S), commercial mineral oil base oil product (250S), commercial mineral oil base
Plinth oil product (350S), commercially available common synthetic ester base oil product (pentaerythritol tetraoleate) and commercially available common synthetic ester basis
Oil product (trimethylolpropane tris caprylate) carries out performance comparison as control (being followed successively by comparative example 9-13).Test performance refers to
Mark and test method include:
Viscosimetric analysis: according to GB/T265-88 oil product dynamic viscosity measuring method and dynamic viscosity calculating method；
Viscosity index (VI) measurement: according to GB/T1995 oil product viscosity index (VI) calculating method；
Heat-resisting quantity and at carbon etc. according to SH/T0300-92 " crankcase simulation test method (QZX method) ", 320 DEG C, 6h；
In terms of greasy property, test cam adds tappet abrasion (64h) according to SH/T 0513-1992 " gasoline engine oil high temperature oxygen
Change and wear rating method (III D method of MS program) "；
Specific test result see the table below 1.
1 embodiment of table and comparative example the performance test results
Testing result shows: these raw materials have excellent synergistic effect, indispensable.Three methanol of 1,3,5- hexamethylene is made
For primary raw material, play the role of chain extension molecule, lacked this component, is unable to get viscosity and greasy property preferably lubricates
Oil base oil is shown in comparative example 1 in detail；The introducing of 12- benzoyl stearic acid, the fluoro- 4-HBA of 3- is used to adjust basis
The viscosity index (VI) of oil, has lacked these components, the viscosity index (VI) of lube base oil is lower, and greasy property is poor, and cam adds very
Bar abrasion is more serious, sees comparative example 3, comparative example 5, comparative example 6 in detail.Tricresyl phosphate (front three silanol) ester is as high temperature resistant antioxygen
Agent, play the role of in molecule segment auxiliary it is resistant to high temperature, heat resistance can be reduced after lacking, sees comparative example 8 in detail；With routine
The lube base oil used is shown in comparative example 9-13 compared to apparent advantage is also shown in terms of high temperature resistant in detail；This hair
The greasy property of bright high temperature resistant type polyester lube base oil, viscosity index (VI), high temperature resistance and wear-resisting property are good, can
Meet vehicle lubricating requirement under hot conditions.
Claims (9)
1. a kind of high temperature resistant type polyester lube base oil, it is characterised in that be made by following raw materials, the number is mole
Percentage:
2. a kind of high temperature resistant type polyester lube base oil according to claim 1, it is characterised in that: the catalyst is 2- second
Base caproic acid zinc.
3. according to claim 1 or a kind of 2 any high temperature resistant type polyester lube base oils, it is characterised in that: the 12-
Benzoyl stearic acid 135~145mgKOH/g of acid value, structural formula are as follows:
4. any a kind of high temperature resistant type polyester lube base oil according to claim 1~2, it is characterised in that by following raw materials
It is made, the number is molar percentage:
5. a kind of preparation method of high temperature resistant type polyester lube base oil according to claim 1, it is characterised in that this method
The following steps are included:
A, the 1 of formula ratio, 3,5- hexamethylene, three methanol, diethyl fluoromalonate, dimethylbenzene, catalyst are added in reactor,
It opens stirring to be sufficiently mixed, temperature rising reflux divides water to react 2~4h；
B, 12- benzoyl stearic acid, 2,2- difluoro propionic acid, the fluoro- 4-HBA of 3- is added into reactor to be filled
Divide esterification, continues point water and react a 3~6h；
C, the perfluoro-heptanoic acid and tricresyl phosphate (front three silanol) ester of formula ratio is then added, reacts 2~4h, is less than to acid value
Stop reaction when 1mgKOH/g；
D, add water washing catalyst, then dimethylbenzene is sloughed in vacuum distillation and remaining water obtains lube base oil product.
6. a kind of preparation method of high temperature resistant type polyester lube base oil according to claim 5, it is characterised in that in step B
The 12- benzoyl is stearic the preparation method is as follows: using the stannous chloride of material integral molar quantity 0.3% as catalysis
Formula ratio benzoic acid and 12- hydroxy stearic acid are added in reactor according to molar ratio 1:1 for agent, and dimethylbenzene rises as water entrainer
12- benzoyl stearic acid is obtained after temperature to 135~150 DEG C of 4~8h of esterification after removed under reduced pressure xylene solvent.
7. a kind of preparation method of high temperature resistant type polyester lube base oil according to claim 5, it is characterised in that: step A
In, the temperature rising reflux divides water reaction to be warming up to 140~160 DEG C.
8. according to a kind of preparation method of any high temperature resistant type polyester lube base oil of claim 5~7, feature exists
In: in step B, described divides water to react, and 150~160 DEG C of reaction temperature.
9. according to a kind of preparation method of any high temperature resistant type polyester lube base oil of claim 5~7, feature exists
In: in step C, the reaction is 2~4h of insulation reaction after being warming up to 160~170 DEG C.
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| CN201811355267.7A CN109233936B (en) | 2018-11-14 | 2018-11-14 | High-temperature-resistant polyester lubricating oil base oil and preparation method thereof |
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| CN201811355267.7A CN109233936B (en) | 2018-11-14 | 2018-11-14 | High-temperature-resistant polyester lubricating oil base oil and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109880494A (en) * | 2019-03-06 | 2019-06-14 | 安徽永利新材料科技有限公司 | A kind of indoor high rigidity, high glaze powder 50:50 polyester resin and preparation method thereof |
| CN110950756A (en) * | 2019-12-05 | 2020-04-03 | 黄山市强力化工有限公司 | Durable antioxidant and anti-coking synthetic ester for high-temperature chain oil and preparation method thereof |
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| JPS53139696A (en) * | 1977-05-12 | 1978-12-06 | Daikin Ind Ltd | Fluorine-containing polyester copolymer, its production and use |
| EP0152065A2 (en) * | 1984-02-08 | 1985-08-21 | Daikin Industries, Limited | Omega-perfluoroalkyl-1,2-epoxyalkane copolymer and use thereof |
| JP2009029980A (en) * | 2007-07-30 | 2009-02-12 | Tosoh F-Tech Inc | Fluorine-containing oligomer and method for producing the same |
| CN107573982A (en) * | 2017-09-30 | 2018-01-12 | 黄山市强力化工有限公司 | A kind of high temperature resistant type synthesis ester lubricant base oil and preparation method thereof |
| CN108795538A (en) * | 2018-07-10 | 2018-11-13 | 黄山学院 | A kind of fluoro polyester-type detersive, preparation method and the lubricant oil composite of preparation |
-
2018
- 2018-11-14 CN CN201811355267.7A patent/CN109233936B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53139696A (en) * | 1977-05-12 | 1978-12-06 | Daikin Ind Ltd | Fluorine-containing polyester copolymer, its production and use |
| EP0152065A2 (en) * | 1984-02-08 | 1985-08-21 | Daikin Industries, Limited | Omega-perfluoroalkyl-1,2-epoxyalkane copolymer and use thereof |
| JP2009029980A (en) * | 2007-07-30 | 2009-02-12 | Tosoh F-Tech Inc | Fluorine-containing oligomer and method for producing the same |
| CN107573982A (en) * | 2017-09-30 | 2018-01-12 | 黄山市强力化工有限公司 | A kind of high temperature resistant type synthesis ester lubricant base oil and preparation method thereof |
| CN108795538A (en) * | 2018-07-10 | 2018-11-13 | 黄山学院 | A kind of fluoro polyester-type detersive, preparation method and the lubricant oil composite of preparation |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109880494A (en) * | 2019-03-06 | 2019-06-14 | 安徽永利新材料科技有限公司 | A kind of indoor high rigidity, high glaze powder 50:50 polyester resin and preparation method thereof |
| CN110950756A (en) * | 2019-12-05 | 2020-04-03 | 黄山市强力化工有限公司 | Durable antioxidant and anti-coking synthetic ester for high-temperature chain oil and preparation method thereof |
| CN110950756B (en) * | 2019-12-05 | 2022-05-06 | 黄山市强力化工有限公司 | Durable antioxidant and anti-coking synthetic ester for high-temperature chain oil and preparation method thereof |
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