CN107353965B - Preparation method of castor oil-based extreme pressure water-based lubricating additive - Google Patents
Preparation method of castor oil-based extreme pressure water-based lubricating additive Download PDFInfo
- Publication number
- CN107353965B CN107353965B CN201710505154.XA CN201710505154A CN107353965B CN 107353965 B CN107353965 B CN 107353965B CN 201710505154 A CN201710505154 A CN 201710505154A CN 107353965 B CN107353965 B CN 107353965B
- Authority
- CN
- China
- Prior art keywords
- castor oil
- extreme pressure
- fatty acid
- preparation
- lubricating additive
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Images
Classifications
-
- 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 preparation method of a castor oil base extreme pressure water-based lubricating additive comprises the following steps in proportion: performing amidation reaction on castor oil and diethanol amine under the action of an alkaline catalyst to obtain castor oil-based fatty amide; under the catalysis of stannous chloride, performing esterification reaction on castor oil-based fatty amide and anhydride to obtain castor oil-based fatty acid; performing esterification reaction on castor oil-based fatty acid and a sulfur-containing compound in an inert organic solvent, and then decompressing and evaporating the inert organic solvent to obtain castor oil-based extreme pressure fatty acid; the castor oil base extreme pressure fatty acid and the alkaline compound are neutralized and dissolved in water to obtain the castor oil base extreme pressure water-based lubricating additive. The castor oil-based extreme pressure water-based lubricating additive prepared by the method has a molecular structure containing bio-based raw material castor oil, hydrophilic group carboxyl, sulfur, nitrogen and other elements, and has double effects of environmental protection and extreme pressure wear resistance. The castor oil base extreme pressure water-based lubricating additive has the characteristics of mild reaction conditions and simple process.
Description
Technical Field
The invention relates to a preparation method of a biological base water-pressurizing lubricating additive.
Background
With the shortage of petrochemical resources and the increasing increase of environmental pollution, people gradually replace petrochemical resources with renewable biomass raw materials to prepare the lubricating additive, so as to achieve the aims of environmental protection and sustainable development. At present, various vegetable oils, such as soybean oil, castor oil, rapeseed oil and the like, and derivatives thereof, such as fatty acids, such as oleic acid and the like, are used as raw materials of the bio-based lubricating oil additive, and the lubricating oil additive prepared by using the bio-based lubricating oil additive has wide applicability and market vitality.
At present, the traditional bio-based lubricating additive is mainly used for oily lubricating oil, and still has the problems of environmental pollution, unsustainability, low extreme pressure anti-wear property and the like, so the bio-based hydraulic lubricating additive is more and more emphasized by people, and the development and design of the bio-based hydraulic lubricating additive which simultaneously has water solubility, oiliness, extreme pressure property and other functional multiple effects has important significance.
By utilizing the special structural characteristics of castor oil which is rich in source and can be regenerated, hydrophilic groups, extreme pressure elements such as sulfur and nitrogen are introduced into a molecular structure to prepare the castor oil base extreme pressure water-based lubricating additive, and the castor oil base extreme pressure water-based lubricating additive is used for green lubricating oil, is beneficial to improving the performance and the value of the traditional vegetable oil product and expands the research direction of the vegetable oil resource industrial chain. Therefore, the research of the extreme pressure biological base pressurized-water lubricating additive has important values.
Disclosure of Invention
The technical problem to be solved is as follows: in order to solve the problems of raw material shortage, environmental pollution, poor wear resistance and the like of the traditional extreme pressure lubricating additive, the invention provides a preparation method of a castor oil-based extreme pressure water-based lubricating additive, which has the double effects of environmental protection and extreme pressure wear resistance.
The technical scheme is as follows: a preparation method of a castor oil base extreme pressure water-based lubricating additive comprises the following steps in proportion:
firstly, carrying out amidation reaction on 1mol of castor oil and 3mol of diethanolamine for 2-5 h at 100-140 ℃ under the action of an alkaline catalyst accounting for 0.05-2% of the total mass of the castor oil and the diethanolamine; obtaining castor oil based fatty amide;
secondly, carrying out ring-opening esterification reaction on 1mol of the castor oil-based fatty amide obtained in the first step and 1-2 mol of anhydride for 1-4 h at 80-120 ℃ under the catalysis of a stannous chloride catalyst accounting for 0.05-2% of the total mass of the castor oil-based fatty amide and the anhydride; obtaining castor oil based fatty acid;
thirdly, performing esterification reaction on 1mol of the castor oil-based fatty acid obtained in the second step and a sulfur-containing compound in an inert organic solvent for 2-8 hours at 0-90 ℃, and then performing reduced pressure evaporation to remove the inert organic solvent to obtain the castor oil-based extreme pressure fatty acid;
and step four, neutralizing 1mol of the castor oil-based extreme pressure fatty acid obtained in the step three with an alkaline compound to form a salt at 25 ℃, and dissolving the salt in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Preferably, the basic catalyst used in the first step is one of sodium hydroxide, potassium hydroxide and sodium methoxide.
Preferably, the acid anhydride used in the second step is one of maleic anhydride, succinic anhydride, phthalic anhydride.
Preferably, the sulfur-containing compound in the third step is ethylsulfonyl chloride; 4-toluenesulfonyl isocyanate; 1-propylsulfonyl chloride or benzenesulfonyl chloride.
Preferably, the alkaline compound used in the fourth step is at least one of diethanolamine, ethanolamine, triethanolamine, potassium hydroxide, and sodium hydroxide.
Preferably, the inert organic solvent is at least one of tetrahydrofuran, toluene, xylene, N-dimethylformamide and ethyl acetate.
Has the advantages that: 1. the castor oil base extreme pressure water-based lubricating additive prepared by the method has a ricinoleic acid chain segment and a hydrophilic group carboxyl group in a molecular structure, contains sulfur and nitrogen elements, and has double effects of environmental protection and extreme pressure wear resistance. 2. The castor oil base extreme pressure water-based lubricating additive has the characteristics of mild reaction conditions and simple process. 3. In the embodiment, the extreme pressure wear resistance of the castor oil-based extreme pressure water-based lubricating additive is improved compared with that of the common biomass lubricating additive (see table 1).
Item | Extreme pressure (P)B/N) | Abrasion Spot diameter (mm) | Coefficient of friction |
Castor oil-based additive | 135 | 0.62 | 0.065 |
Example 1 | 656 | 0.55 | 0.048 |
Example 2 | 695 | 0.51 | 0.044 |
Example 3 | 598 | 0.50 | 0.043 |
Example 4 | 684 | 0.53 | 0.046 |
Example 5 | 623 | 0.57 | 0.050 |
Example 6 | 675 | 0.54 | 0.047 |
Example 7 | 607 | 0.58 | 0.051 |
Drawings
FIG. 1 is an infrared spectrogram of a preparation method of a castor oil-based extreme pressure water-based lubricant additive.
Detailed Description
The invention adopts the following technical route to prepare the castor oil base extreme pressure water-based lubricating additive.
Synthesis of castor oil-based fatty amide
Synthesis of castor oil based fatty acid
Synthesis of castor oil-based extreme pressure fatty acid
(4) Castor oil-based extreme pressure water-based lubricating additive
Firstly, carrying out amidation reaction on 1mol of castor oil and 3mol of diethanolamine for 2-5 h at 100-140 ℃ under the action of an alkaline catalyst accounting for 0.05-2% of the total mass of the castor oil and the diethanolamine; obtaining castor oil based fatty amide;
(II) carrying out ring-opening esterification reaction on 1mol of the castor oil-based fatty amide obtained in the first step and 1-2 mol of anhydride for 1-4 h at 80-120 ℃ under the catalysis of a stannous chloride catalyst accounting for 0.05-2% of the total mass of the castor oil-based fatty amide and the anhydride; obtaining castor oil based fatty acid;
(III) carrying out esterification reaction on 1mol of the castor oil-based fatty acid obtained in the second step and a sulfur-containing compound in an inert organic solvent for 2-8 h at 0-90 ℃, and then carrying out reduced pressure evaporation to remove the inert organic solvent to obtain the castor oil-based extreme pressure fatty acid;
and (IV) neutralizing 1mol of the castor oil-based extreme pressure fatty acid obtained in the third step with an alkaline compound to form a salt at 25 ℃, and dissolving the salt in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
The alkaline catalyst used in the first step is one of sodium hydroxide, potassium hydroxide and sodium methoxide.
The acid anhydride used in the second step is one of maleic anhydride, succinic anhydride, phthalic anhydride.
The sulfur-containing compound in the third step is ethylsulfonyl chloride; 4-toluenesulfonyl isocyanate; 1-propylsulfonyl chloride or benzenesulfonyl chloride.
The alkaline compound used in the fourth step is at least one of diethanolamine, ethanolamine, triethanolamine, potassium hydroxide and sodium hydroxide.
The inert organic solvent is at least one of tetrahydrofuran, toluene, xylene, N-dimethylformamide and ethyl acetate.
Example 1
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and potassium hydroxide accounting for 0.1 percent of the total mass of the diethanolamine and the castor oil as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 120 ℃, and reacting for 3 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide and 1mol of succinic anhydride obtained in the step (I) and stannous chloride accounting for 0.5 percent of the total mass of the castor oil-based fatty amide and the succinic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 2 hours at 100 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil-based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer by taking ethyl acetate as a solvent, cooling to 5 ℃ in an ice water bath, dropwise adding 1mol of ethyl acetate solution of benzene sulfonyl chloride, reacting for 8 hours, then reducing the pressure to-0.1 to-0.09 MPa, and evaporating the ethyl acetate solvent to obtain the castor oil-based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil base extreme pressure fatty acid obtained in the third step and triethanolamine into salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil base extreme pressure water-based lubricating additive.
The infrared spectrogram of the castor oil-based extreme pressure water-based lubricating additive prepared in the embodiment is shown in 1: 3427cm in the castor oil curve in the spectrogram-1Is characterized by a hydroxyl characteristic peak at 1740cm-1A radical characteristic peak at carbonyl; 3335cm in the castor oil based fatty amide curve-1﹑1619cm-1N-H bond stretching vibration and bending vibration absorption peaks respectively appear, which shows that the castor oil and the diethanol amine have an amidation reaction; characteristic peak of hydroxyl group in castor oil-based fatty acid curve (3427 cm)-1At 1740 cm) is reduced-1The absorption peak of the ester group is enhanced, which indicates that the fatty amide and the acid anhydride compound have esterification reaction to generate the castor oil based fatty acid. 3427cm in the castor oil based extreme pressure fatty acid Curve-1The characteristic peak of the hydroxyl group continues to weaken, 1740cm-1The absorption peak of the ester group is further enhanced, indicating that a part of the hydroxyl groups is esterified with the sulfur-containing compound. The products prepared in the following examples have IR spectra similar to that of example 1 and will not be described in detail.
Example 2
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium hydroxide which accounts for 0.2 percent of the total mass of the diethanolamine and the castor oil as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 140 ℃, and reacting for 2 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide obtained in the step (I), 2mol of succinic anhydride and stannous chloride accounting for 0.05 percent of the total mass of the castor oil-based fatty amide and the maleic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 1h at 120 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer by taking toluene as a solvent, heating to 70 ℃, dropwise adding 1mol of toluene solution of 4-toluene sulfonyl isocyanate, reacting for 2 hours, then reducing the pressure to-0.1-0.09 MPa, and evaporating the solvent toluene to obtain the castor oil based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and potassium hydroxide into salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Example 3
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium methoxide accounting for 0.05 percent of the total mass of the diethanolamine and the castor oil as a catalyst into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 100 ℃, and reacting for 5 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide obtained in the step (I), 1mol of succinic anhydride and stannous chloride accounting for 2% of the total mass of the castor oil-based fatty amide and phthalic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 4 hours at 80 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil-based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer by taking tetrahydrofuran as a solvent, cooling to 0 ℃ in ice-water bath, dropwise adding 1mol of tetrahydrofuran solution of ethylsulfonyl chloride, reacting for 7 hours, then reducing the pressure to-0.1 to-0.09 MPa, and evaporating the solvent tetrahydrofuran to obtain the castor oil-based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and diethanol amine to form salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Example 4
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium methoxide accounting for 0.15 percent of the total mass of the diethanolamine and the castor oil as a catalyst into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 120 ℃, and reacting for 4 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide and 1mol of succinic anhydride obtained in the step (I) and stannous chloride accounting for 1.5 percent of the total mass of the castor oil-based fatty amide and the succinic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 3 hours at 110 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil based fatty acid obtained in the step (II) into a 500mL three-neck flask with a heating jacket, a stirring device and a thermometer by taking N, N-dimethylformamide as a solvent, heating to 90 ℃, dropwise adding 1mol of N, N-dimethylformamide solution of 4-tosylisocyanate, reacting for 3 hours, then reducing the pressure to-0.1-0.09 MPa, and evaporating the solvent N, N-dimethylformamide to obtain the castor oil based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and ethanolamine into salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Example 5
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium hydroxide which accounts for 0.1 percent of the total mass of the diethanolamine and the castor oil as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 130 ℃, and reacting for 2 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide obtained in the step (I), 2mol of succinic anhydride and stannous chloride accounting for 0.05 percent of the total mass of the castor oil-based fatty amide and the maleic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 4 hours at 90 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil-based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer by taking dimethylbenzene as a solvent, cooling to 5 ℃ in an ice water bath, dropwise adding 1mol of dimethylbenzene solution of 1-propylsulfonyl chloride, reacting for 6 hours, then reducing the pressure to-0.1 to-0.09 MPa, and evaporating the solvent dimethylbenzene to obtain the castor oil-based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and sodium hydroxide to form salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Example 6
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium methoxide accounting for 0.2 percent of the total mass of the diethanolamine and the castor oil as a catalyst into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 120 ℃, and reacting for 3 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide obtained in the step (I), 1mol of succinic anhydride and stannous chloride accounting for 0.1 percent of the total mass of the castor oil-based fatty amide and the phthalic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 2 hours at 100 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil-based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer by taking ethyl acetate as a solvent, heating to 60 ℃, dropwise adding 1mol of ethyl acetate solution of 4-toluene sulfonyl isocyanate, reacting for 5 hours, then reducing the pressure to-0.1 to-0.09 MPa, and evaporating the solvent ethyl acetate to obtain the castor oil-based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil base extreme pressure fatty acid obtained in the third step and triethanolamine into salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil base extreme pressure water-based lubricating additive.
Example 7
Preparation of castor oil based fatty amide
Adding 3mol of diethanolamine and sodium hydroxide which accounts for 0.05 percent of the total mass of the diethanolamine and the castor oil as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 110 ℃, and reacting for 4 hours; obtaining the castor oil based fatty amide.
Preparation of (di) castor oil based fatty acid
Adding 1mol of the castor oil-based fatty amide obtained in the step (I), 1mol of succinic anhydride and stannous chloride accounting for 0.15 percent of the total mass of the castor oil-based fatty amide and the maleic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 1h at 120 ℃; obtaining the castor oil based fatty acid.
Preparation of castor oil base extreme pressure fatty acid
Adding 1mol of castor oil-based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer by taking tetrahydrofuran as a solvent, cooling to 2 ℃ in ice water bath, dropwise adding 1mol of tetrahydrofuran solution of ethylsulfonyl chloride, reacting for 7 hours, then reducing the pressure to-0.1 to-0.09 MPa, and evaporating the solvent tetrahydrofuran to obtain the castor oil-based extreme pressure fatty acid;
preparation of castor oil base extreme pressure water-based lubricant additive
And (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and diethanol amine to form salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Claims (1)
1. A preparation method of a castor oil base extreme pressure water-based lubricating additive is characterized by comprising the following steps:
preparation of castor oil based fatty amide: adding 3mol of diethanolamine and sodium hydroxide which accounts for 0.2 percent of the total mass of the diethanolamine and the castor oil as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, heating to 80 ℃, dropwise adding 1mol of castor oil, continuously heating to 140 ℃, and reacting for 2 hours; obtaining castor oil based fatty amide;
(II) preparation of castor oil based fatty acid: adding 1mol of the castor oil-based fatty amide obtained in the step (I), 2mol of succinic anhydride and stannous chloride accounting for 0.05 percent of the total mass of the castor oil-based fatty amide and the maleic anhydride as catalysts into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer, and reacting for 1h at 120 ℃; obtaining castor oil based fatty acid;
(III) preparation of castor oil base extreme pressure fatty acid: adding 1mol of castor oil based fatty acid obtained in the step (II) into a 500mL three-neck flask provided with a heating jacket, a stirring device and a thermometer by taking toluene as a solvent, heating to 70 ℃, dropwise adding 1mol of toluene solution of 4-toluene sulfonyl isocyanate, reacting for 2 hours, then reducing the pressure to-0.1-0.09 MPa, and evaporating the solvent toluene to obtain the castor oil based extreme pressure fatty acid;
(IV) preparation of castor oil base extreme pressure water-based lubricating additive: and (3) neutralizing the castor oil-based extreme pressure fatty acid obtained in the third step and potassium hydroxide into salt in a 500mL three-neck flask provided with a heating sleeve, a stirring device and a thermometer, and dissolving in water to obtain the castor oil-based extreme pressure water-based lubricating additive.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201611217943 | 2016-12-26 | ||
CN2016112179435 | 2016-12-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN107353965A CN107353965A (en) | 2017-11-17 |
CN107353965B true CN107353965B (en) | 2020-08-25 |
Family
ID=60274003
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201710505154.XA Active CN107353965B (en) | 2016-12-26 | 2017-06-28 | Preparation method of castor oil-based extreme pressure water-based lubricating additive |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN107353965B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
CN113509884B (en) * | 2021-08-02 | 2022-10-04 | 上海麦伦日化有限公司 | Composite surfactant product and preparation method and application thereof |
Citations (4)
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 |
WO2008031385A2 (en) * | 2006-09-13 | 2008-03-20 | Addinol Lube Oil Gmbh | Lubricant for high-temperature belt presses |
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 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7348298B2 (en) * | 2002-05-30 | 2008-03-25 | Ashland Licensing And Intellectual Property, Llc | Enhancing thermal conductivity of fluids with graphite nanoparticles and carbon nanotube |
US8609876B2 (en) * | 2008-05-14 | 2013-12-17 | Council Of Scientific & Industrial Research | 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 |
-
2017
- 2017-06-28 CN CN201710505154.XA patent/CN107353965B/en active Active
Patent Citations (4)
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 |
WO2008031385A2 (en) * | 2006-09-13 | 2008-03-20 | Addinol Lube Oil Gmbh | Lubricant for high-temperature belt presses |
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 |
Also Published As
Publication number | Publication date |
---|---|
CN107353965A (en) | 2017-11-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN107353965B (en) | Preparation method of castor oil-based extreme pressure water-based lubricating additive | |
Madankar et al. | Green synthesis of biolubricant base stock from canola oil | |
McNutt | Development of biolubricants from vegetable oils via chemical modification | |
Panchal et al. | A methodological review on bio-lubricants from vegetable oil based resources | |
Salimon et al. | Synthesis, reactivity and application studies for different biolubricants | |
US9650328B2 (en) | High-and low-viscosity estolide base oils and lubricants | |
Soni et al. | Lubricants from renewable energy sources–a review | |
CN111088091B (en) | Gasoline engine oil composition and preparation method thereof | |
Panchal et al. | Bio based grease A value added product from renewable resources | |
CN103396865A (en) | Environment-friendly high-wear-resistance lubricating oil and preparation method thereof | |
CN106350190A (en) | High-intensity brass plating wire drawing lubricant and preparation method thereof | |
CN101245006A (en) | Process for producing pentaerythritol oleate | |
CN108624381B (en) | Water-based lubricant and preparation method thereof | |
CN107353234A (en) | A kind of preparation method of fatty acid-based extreme pressure aqueous lubricating additive | |
CN111056944B (en) | Phenolic ester compound and preparation method and application thereof | |
CN110964595B (en) | Bio-based extreme pressure lubricant and preparation method thereof | |
CN111088092B (en) | Heavy-load diesel engine oil composition and preparation method thereof | |
CN108130158B (en) | Biodegradable environment-friendly lubricating oil | |
CN113604288A (en) | Tung oil-based water-based extreme pressure lubricating additive and preparation method thereof | |
Biresaw | Environmentally friendly lubricant-development programs at USDA | |
da Silva | Biolubricant Production Catalyzed by Enzymes | |
Basha et al. | Biolubricants derived from poultry waste oil and its methyl esters by epoxidation and epoxide ring-opening—a comparative study | |
CN109735579B (en) | Method for synthesizing short-chain, medium-chain and long-chain mixed fatty acid polyol ester by enzyme method | |
CN111088097B (en) | Vehicle gear oil composition and preparation method thereof | |
CN115605562B (en) | Estolide composition and method for preparing estolide |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20230221 Address after: No. 168, Yangliuhe Road, Bailongshan Street, Yunhe County, Lishui City, Zhejiang Province, 323000 Patentee after: Lishuiteng innovative materials Co.,Ltd. Address before: No. 16, No. five village, Xuanwu District, Nanjing, Jiangsu Province Patentee before: INSTITUTE OF CHEMICAL INDUSTRY OF FOREST PRODUCTS, CAF |