CN107353965A - A kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive - Google Patents
A kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive Download PDFInfo
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- CN107353965A CN107353965A CN201710505154.XA CN201710505154A CN107353965A CN 107353965 A CN107353965 A CN 107353965A CN 201710505154 A CN201710505154 A CN 201710505154A CN 107353965 A CN107353965 A CN 107353965A
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- castor oil
- base
- extreme pressure
- lubricating additive
- aqueous lubricating
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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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
-
- 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
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/402—Castor oils
-
- 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
Abstract
A kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive, in proportion, is made by following steps:Castor oil and diethanol amine are subjected to amidation process under base catalyst effect, obtain castor oil-base fatty acid amide;Under Sold Stannous Chloride Catalyzes effect, castor oil-base fatty acid amide carries out esterification with acid anhydrides and obtains castor oil-base aliphatic acid;Castor oil-base aliphatic acid and sulfur-containing compound esterification in inert organic solvents, then decompression steam inert organic solvents, obtain castor oil-base extreme pressure aliphatic acid;Castor oil-base extreme pressure aliphatic acid neutralizes with alkali compounds and is dissolved in water, produces castor oil-base extreme pressure aqueous lubricating additive.Using castor oil-base extreme pressure aqueous lubricating additive made from the method for the present invention, there is organism-based raw material castor oil in its molecular structure, the element containing hydrophilic groups and sulphur, nitrogen etc., has the dual heavy effect of Huan Bao ﹑ extreme-pressure anti-wears concurrently again.Castor oil-base extreme pressure aqueous lubricating additive has the characteristics of reaction condition is gentle, technique is simple.
Description
Technical field
The present invention relates to a kind of preparation method of bio-based extreme pressure aqueous lubricating additive.
Background technology
With the scarcity of fossil resources and increasingly sharpening for environmental pollution, people are gradually with reproducible biomass material generation
Lubricating additive is prepared for fossil resources, reaches the target of environmental protection and sustainable development.Bio-based lube oil additive is former at present
Material has each vegetable oil, such as soybean oil, castor oil, rapeseed oil and its derivative, such as oleic acid aliphatic acid, with the profit of its preparation
Oil additive has wide applicability and commercial viability.
Bio-based lubricating additive traditional at present is mainly used in oiliness lubricating oil, pollution environment still be present, can not hold
The problems such as continuous and extreme pressure anti-wear itself is not high, therefore, bio-based extreme pressure aqueous lubricating additive is increasingly by the weight of people
Depending on simultaneously exploitation design has the bio-based extreme pressure aqueous lubricating additive of the function pleiotropisms such as water-soluble, oiliness and extreme pressure property
It is significant.
Using the specific structural features of abundance, reproducible castor oil, by hydrophilic radical and extreme pressure elementary sulfur, nitrogen etc.
It is incorporated into molecular structure, prepares castor oil-base extreme pressure aqueous lubricating additive, and be used for Green Lubricants, is advantageous to lifting and plants
Thing grease traditional product performance and value, expand the research direction of vegetable oil resource industrial chain.Therefore research has Huan Bao ﹑ poles concurrently
Pressure bio-based extreme pressure aqueous lubricating additive has important value.
The content of the invention
The technical problem of solution:Scarcity of raw material, environmental pollution, wearability be present to solve traditional extreme boundary lubrication additive
The problems such as poor, the invention provides a kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive, has Huan Bao ﹑ extreme pressures concurrently and resists
The double effectses of mill.
Technical scheme:A kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive, in proportion, by following steps system
:
The first step, 100~140 DEG C, accounting for castor oil and the base catalyst effect of diethanol amine gross mass 0.05~2%
Under, 1mol castor oil carries out 2~5h of amidation process with 3mol diethanol amine;Produce castor oil-base fatty acid amide;
Second step, 80~120 DEG C, accounting for the stannous chloride of castor oil-base fatty acid amide and acid anhydrides gross mass 0.05~2%
Under the catalysis of catalyst, castor oil-base fatty acid amide obtained by the 1mol first steps and 1~2mol acid anhydrides esterification by ring opening are reacted 1~
4h;Produce castor oil-base aliphatic acid;
3rd step, it is 0~90 DEG C, castor oil-base aliphatic acid obtained by 1mol second steps and sulfur-containing compound is organic molten in inertia
2~8h of esterification in agent, then removes inert organic solvents under reduced pressure, obtains castor oil-base extreme pressure aliphatic acid;
4th step, 25 DEG C, castor oil-base extreme pressure aliphatic acid obtained by the steps of 1mol the 3rd and alkali compounds are neutralized into salt, so
After be dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Preferably, base catalyst used in the first step is one kind in sodium hydroxide, potassium hydroxide, sodium methoxide.
Preferably, acid anhydrides used in second step is one kind in maleic anhydride, succinic anhydride, phthalic anhydride.
Preferably, the sulfur-containing compound in the 3rd step is ethyl chloride;4- tosyl isocyanates;1- sulfonyl propyls
One kind of chlorine or benzene sulfonyl chloride.
Preferably, alkali compounds used in the 4th step is diethanol amine, monoethanolamine, triethanolamine, potassium hydroxide, hydrogen
At least one of sodium oxide molybdena.
Preferably, inert organic solvents are in tetrahydrofuran, toluene, dimethylbenzene, DMF, ethyl acetate
At least one.
Beneficial effect:1st, using castor oil-base extreme pressure aqueous lubricating additive, its molecule knot made from the method for the present invention
There is castor oil acid segment, hydrophilic groups in structure, again containing sulphur, nitrogen, have Huan Bao ﹑ extreme-pressure anti-wear double effectses concurrently.
2nd, castor oil-base extreme pressure aqueous lubricating additive has the characteristics of reaction condition is gentle, technique is simple.3rd, castor oil in embodiment
The more common biomass lubricating additive of extreme pressure anti-wear of base stage pressure aqueous lubricating additive increases and (is shown in Table 1).
Project | Extreme pressure (PB/N) | Wear scar diameter (mm) | Coefficient of friction |
Castor oil-base additive | 135 | 0.62 | 0.065 |
Embodiment 1 | 656 | 0.55 | 0.048 |
Embodiment 2 | 695 | 0.51 | 0.044 |
Embodiment 3 | 598 | 0.50 | 0.043 |
Embodiment 4 | 684 | 0.53 | 0.046 |
Embodiment 5 | 623 | 0.57 | 0.050 |
Embodiment 6 | 675 | 0.54 | 0.047 |
Embodiment 7 | 607 | 0.58 | 0.051 |
Brief description of the drawings
Fig. 1 is the infrared spectrum spectrogram of castor oil-base extreme pressure aqueous lubricating addictive preparation method.
Embodiment
The present invention prepares a kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive using following technology path.
(1) the synthesis of castor oil-base fatty acid amide
(2) the synthesis of castor oil-base aliphatic acid
(3) the synthesis of castor oil-base extreme pressure aliphatic acid
(4) castor oil-base extreme pressure aqueous lubricating additive
(1), 100~140 DEG C, castor oil and the base catalyst effect of diethanol amine gross mass 0.05~2% are being accounted for
Under, 1mol castor oil carries out 2~5h of amidation process with 3mol diethanol amine;Produce castor oil-base fatty acid amide;
(2), 80~120 DEG C, castor oil-base fatty acid amide is being accounted for and the stannous chloride of acid anhydrides gross mass 0.05~2% is urged
Under the catalysis of agent, castor oil-base fatty acid amide obtained by the 1mol first steps and 1~2mol acid anhydrides esterification by ring opening are reacted into 1~4h;
Produce castor oil-base aliphatic acid;
(3), 0~90 DEG C, by castor oil-base aliphatic acid obtained by 1mol second steps with sulfur-containing compound in inert organic solvents
Middle 2~8h of esterification, then removes inert organic solvents under reduced pressure, obtains castor oil-base extreme pressure aliphatic acid;
(4), 25 DEG C, castor oil-base extreme pressure aliphatic acid obtained by the steps of 1mol the 3rd and alkali compounds are neutralized into salt, then
Water is dissolved in, obtains castor oil-base extreme pressure aqueous lubricating additive.
Base catalyst used is one kind in sodium hydroxide, potassium hydroxide, sodium methoxide in the first step.
Acid anhydrides used is one kind in maleic anhydride, succinic anhydride, phthalic anhydride in second step.
Sulfur-containing compound in 3rd step is ethyl chloride;4- tosyl isocyanates;1- sulfonyl propyls chlorine or benzene
One kind of sulfonic acid chloride.
Alkali compounds used is diethanol amine, monoethanolamine, triethanolamine, potassium hydroxide, sodium hydroxide in 4th step
At least one of.
Inert organic solvents be tetrahydrofuran, toluene, dimethylbenzene, DMF, in ethyl acetate at least
It is a kind of.
Embodiment 1
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
Monoethanolamine and the potassium hydroxide of castor oil gross mass 0.1% are catalyst, are warming up to 80 DEG C, and 1mol castor oil is added dropwise, continues to rise
Temperature reacts 3h to 120 DEG C;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 1mol succinic anhydrides, and account for the chlorination of castor oil-base fatty acid amide and succinic anhydride gross mass 0.5%
Stannous is catalyst, reacts 2h at 100 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using ethyl acetate as solvent, add
Castor oil-base aliphatic acid obtained by 1mol step (2), 5 DEG C is cooled in ice-water bath, the ethyl acetate that 1mol benzene sulfonyl chlorides are added dropwise is molten
Liquid, 8h is reacted, -0.1~-0.09MPa is then depressurized to, solvent ethyl acetate is evaporated off, produce castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with triethanolamine into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Castor oil-base extreme pressure aqueous lubricating additive manufactured in the present embodiment, its infrared spectrogram is as indicated with 1:Castor in spectrogram
3427cm in sesame oil curve-1Locate as hydroxyl characteristic peak, 1740cm-1Locate the group characteristic peak for carbonyl;In castor oil-base fatty acyl
In amine curve, 3335cm-1﹑ 1619cm-1There is the stretching vibration of N-H keys and flexural vibrations absworption peak respectively in place, illustrates castor oil
There occurs open amidation process with diethanol amine;In castor oil-base aliphatic acid curve, the group characteristic peak (3427cm of hydroxyl-1
Place) weaken, in 1740cm-1Locate the absworption peak enhancing of ester group, illustrating fatty acid amide, there occurs esterification, life with anhydride compound
Into castor oil-base aliphatic acid.In castor oil-base extreme pressure aliphatic acid curve, 3427cm-1The group characteristic peak of place's hydroxyl continues to subtract
It is weak, 1740cm-1The absworption peak of place's ester group further enhances, and illustrates there is part of hydroxyl that there occurs esterification with sulfur-containing compound.
Following examples prepare product have it is similar with the infrared spectrum of embodiment 1, no longer specifically describe.
Embodiment 2
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium hydroxide of monoethanolamine and castor oil gross mass 0.2% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to heat up
To 140 DEG C, 2h is reacted;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 2mol succinic anhydrides, and account for the chlorination of castor oil-base fatty acid amide and maleic anhydride gross mass 0.05%
Stannous is catalyst, reacts 1h at 120 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using toluene as solvent, add 1mol step
Suddenly castor oil-base aliphatic acid obtained by (two), 70 DEG C are warming up to, the toluene solution of 1mol 4- tosyl isocyanates are added dropwise, instead
2h is answered, is then depressurized to -0.1~-0.09MPa, solvent toluene is evaporated off, produces castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with potassium hydroxide into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Embodiment 3
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium methoxide of monoethanolamine and castor oil gross mass 0.05% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to heat up
To 100 DEG C, 5h is reacted;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 1mol succinic anhydrides, and account for the chlorine of castor oil-base fatty acid amide and phthalic anhydride gross mass 2%
Change stannous is catalyst, reacts 4h at 80 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using tetrahydrofuran as solvent, add
Castor oil-base aliphatic acid obtained by 1mol step (2), 0 DEG C is cooled in ice-water bath, the tetrahydrofuran of 1mol ethyl chlorides is added dropwise
Solution, 7h is reacted, -0.1~-0.09MPa is then depressurized to, solvents tetrahydrofurane is evaporated off, produce castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with diethanol amine into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Embodiment 4
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium methoxide of monoethanolamine and castor oil gross mass 0.15% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to heat up
To 120 DEG C, 4h is reacted;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 1mol succinic anhydrides, and account for the chlorination of castor oil-base fatty acid amide and succinic anhydride gross mass 1.5%
Stannous is catalyst, reacts 3h at 110 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using DMF to be molten
Agent, 1mol step (2) gained castor oil-base aliphatic acid is added, 90 DEG C is warming up to, 1mol 4- tosyl isocyanates is added dropwise
DMF solution, react 3h, be then depressurized to -0.1~-0.09MPa, solvent N, N- dimethyl formyl be evaporated off
Amine, produce castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with monoethanolamine into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Embodiment 5
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium hydroxide of monoethanolamine and castor oil gross mass 0.1% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to heat up
To 130 DEG C, 2h is reacted;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 2mol succinic anhydrides, and account for the chlorination of castor oil-base fatty acid amide and maleic anhydride gross mass 0.05%
Stannous is catalyst, reacts 4h at 90 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using dimethylbenzene as solvent, add 1mol
Castor oil-base aliphatic acid obtained by step (2), 5 DEG C is cooled in ice-water bath, the dimethylbenzene that 1mol 1- sulfonyl propyl chlorine is added dropwise is molten
Liquid, 6h is reacted, -0.1~-0.09MPa is then depressurized to, solvent xylene is evaporated off, produce castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with sodium hydroxide into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Embodiment 6
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium methoxide of monoethanolamine and castor oil gross mass 0.2% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to be warming up to
120 DEG C, react 3h;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 1mol succinic anhydrides, and account for castor oil-base fatty acid amide and phthalic anhydride gross mass 0.1%
Stannous chloride is catalyst, reacts 2h at 100 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using ethyl acetate as solvent, add
Castor oil-base aliphatic acid obtained by 1mol step (2), 60 DEG C are warming up to, the acetic acid second of 1mol 4- tosyl isocyanates is added dropwise
Ester solution, 5h is reacted, -0.1~-0.09MPa is then depressurized to, solvent ethyl acetate is evaporated off, produce castor oil-base extreme pressure fat
Acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with triethanolamine into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Embodiment 7
(1) preparation of castor oil-base fatty acid amide
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add diethanol amine 3mol, and account for two
The sodium hydroxide of monoethanolamine and castor oil gross mass 0.05% is catalyzer temperature-elevating to 80 DEG C, and 1mol castor oil is added dropwise, continues to rise
Temperature reacts 4h to 110 DEG C;Obtain castor oil-base fatty acid amide.
(2) preparation of castor oil-base aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, add castor obtained by 1mol step (1)
Sesame oil base fatty acid amide and 1mol succinic anhydrides, and account for the chlorination of castor oil-base fatty acid amide and maleic anhydride gross mass 0.15%
Stannous is catalyst, reacts 1h at 120 DEG C;Obtain castor oil-base aliphatic acid.
(3) preparation of castor oil-base extreme pressure aliphatic acid
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, using tetrahydrofuran as solvent, add
Castor oil-base aliphatic acid obtained by 1mol step (2), 2 DEG C are cooled in ice-water bath, the tetrahydrofuran of 1mol ethyl chlorides is added dropwise
Solution, 7h is reacted, -0.1~-0.09MPa is then depressurized to, solvents tetrahydrofurane is evaporated off, produce castor oil-base extreme pressure aliphatic acid;
(4) preparation of castor oil-base extreme pressure aqueous lubricating additive
Equipped with heating mantle, agitating device, thermometer 500mL three-necked flasks in, by castor oil base stage obtained by the 3rd step
Press aliphatic acid to be neutralized with diethanol amine into salt, be then dissolved in water, obtain castor oil-base extreme pressure aqueous lubricating additive.
Claims (6)
1. a kind of preparation method of castor oil-base extreme pressure aqueous lubricating additive, it is characterised in that in proportion, by following steps system
:
The first step, 100~140 DEG C, in the case where accounting for base catalyst effect of the castor oil with the % of diethanol amine gross mass 0.05~2,
1 mol castor oil and 3 mol diethanol amine carry out the h of amidation process 2~5;Produce castor oil-base fatty acid amide;
Second step, 80~120 DEG C, accounting for the Sold Stannous Chloride Catalyzes of castor oil-base fatty acid amide and the % of acid anhydrides gross mass 0.05~2
Under the catalysis of agent, castor oil-base fatty acid amide obtained by the 1 mol first steps and 1~2 mol acid anhydrides esterification by ring opening are reacted into 1 ~ 4 h;
Produce castor oil-base aliphatic acid;
3rd step, 0~90 DEG C, by castor oil-base aliphatic acid obtained by 1 mol second steps with sulfur-containing compound in inert organic solvents
The middle h of esterification 2 ~ 8, then removes inert organic solvents under reduced pressure, obtains castor oil-base extreme pressure aliphatic acid;
4th step, 25 DEG C, castor oil-base extreme pressure aliphatic acid obtained by the steps of 1 mol the 3rd and alkali compounds are neutralized into salt, then
Water is dissolved in, obtains castor oil-base extreme pressure aqueous lubricating additive.
2. the preparation method of castor oil-base extreme pressure aqueous lubricating additive as claimed in claim 1, it is characterised in that in the first step
Base catalyst used is one kind in sodium hydroxide, potassium hydroxide, sodium methoxide.
3. the preparation method of castor oil-base extreme pressure aqueous lubricating additive as claimed in claim 1, it is characterised in that in second step
Acid anhydrides used is one kind in maleic anhydride, succinic anhydride, phthalic anhydride.
4. the preparation method of castor oil-base extreme pressure aqueous lubricating additive as claimed in claim 1, it is characterised in that in the 3rd step
Sulfur-containing compound be ethyl chloride;4- tosyl isocyanates;One kind of 1- sulfonyl propyls chlorine or benzene sulfonyl chloride.
5. the preparation method of castor oil-base extreme pressure aqueous lubricating additive as claimed in claim 1, it is characterised in that in the 3rd step
Inert organic solvents are at least one of tetrahydrofuran, toluene, dimethylbenzene, DMF, ethyl acetate.
6. the preparation method of castor oil-base extreme pressure aqueous lubricating additive as claimed in claim 1, it is characterised in that in the 4th step
Alkali compounds used is at least one of diethanol amine, monoethanolamine, triethanolamine, potassium hydroxide, sodium hydroxide.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN108624381A (en) * | 2018-06-07 | 2018-10-09 | 中国林业科学研究院林产化学工业研究所 | A kind of water base lubricant and preparation method thereof |
CN111647126A (en) * | 2020-05-14 | 2020-09-11 | 中国林科院林产化工研究所南京科技开发有限公司 | Preparation method of castor oil-based polyurea-polyurethane double cross-linked polymer |
CN113509884A (en) * | 2021-08-02 | 2021-10-19 | 上海麦伦日化有限公司 | Composite surfactant product and preparation method and application thereof |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004029183A1 (en) * | 2002-09-26 | 2004-04-08 | Uniroyal Chemical Company, Inc. | Alkyl-succinhydrazide additives for lubricants |
US20040209782A1 (en) * | 2002-05-30 | 2004-10-21 | Ashland Inc. | Enhancing thermal conductivity of fluids with graphite nanoparticles and carbon nanotube |
WO2008031385A2 (en) * | 2006-09-13 | 2008-03-20 | Addinol Lube Oil Gmbh | Lubricant for high-temperature belt presses |
US20110124896A1 (en) * | 2008-05-14 | 2011-05-26 | Council Of Scientific & Industrial Research | A 9,10,12-triacyloxy octadecanoic acid alkyl ester and 9,10,12-triacyloxy octadecanoic acid alkyl ester rich fatty acid alkyl esters mixture and a process for preparation thereof |
CN103540695A (en) * | 2013-11-04 | 2014-01-29 | 浙江盛汇化工有限公司 | Preparation method for preparing sulfitation fatliquor by use of waste oil |
CN106146368A (en) * | 2015-03-26 | 2016-11-23 | 吴江 | A kind of sulfur-bearing, the preparation method of nitrogen castor oil-base green lubrication additive |
-
2017
- 2017-06-28 CN CN201710505154.XA patent/CN107353965B/en active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040209782A1 (en) * | 2002-05-30 | 2004-10-21 | Ashland Inc. | Enhancing thermal conductivity of fluids with graphite nanoparticles and carbon nanotube |
WO2004029183A1 (en) * | 2002-09-26 | 2004-04-08 | Uniroyal Chemical Company, Inc. | Alkyl-succinhydrazide additives for lubricants |
WO2008031385A2 (en) * | 2006-09-13 | 2008-03-20 | Addinol Lube Oil Gmbh | Lubricant for high-temperature belt presses |
US20110124896A1 (en) * | 2008-05-14 | 2011-05-26 | Council Of Scientific & Industrial Research | A 9,10,12-triacyloxy octadecanoic acid alkyl ester and 9,10,12-triacyloxy octadecanoic acid alkyl ester rich fatty acid alkyl esters mixture and a process for preparation thereof |
CN103540695A (en) * | 2013-11-04 | 2014-01-29 | 浙江盛汇化工有限公司 | Preparation method for preparing sulfitation fatliquor by use of waste oil |
CN106146368A (en) * | 2015-03-26 | 2016-11-23 | 吴江 | A kind of sulfur-bearing, the preparation method of nitrogen castor oil-base green lubrication additive |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108624381A (en) * | 2018-06-07 | 2018-10-09 | 中国林业科学研究院林产化学工业研究所 | A kind of water base lubricant and preparation method thereof |
WO2019233399A1 (en) * | 2018-06-07 | 2019-12-12 | 中国林业科学研究院林产化学工业研究所 | Water-based lubricant and preparation method therefor |
CN108624381B (en) * | 2018-06-07 | 2020-12-22 | 中国林业科学研究院林产化学工业研究所 | Water-based lubricant and preparation method thereof |
CN111647126A (en) * | 2020-05-14 | 2020-09-11 | 中国林科院林产化工研究所南京科技开发有限公司 | Preparation method of castor oil-based polyurea-polyurethane double cross-linked polymer |
CN113509884A (en) * | 2021-08-02 | 2021-10-19 | 上海麦伦日化有限公司 | Composite surfactant product and preparation method and application thereof |
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