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Lubricating oil biodegradation accelerant and preparation method thereof

A solvent and product technology, applied in the field of lubricating oil biodegradation accelerator and its preparation, can solve the problems of unsatisfactory and rare degradation effect, and achieve the effects of low raw material price, mild reaction conditions and large industrialization potential.

Active Publication Date: 2021-05-07
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004]However, there are still few research reports on biodegradation accelerators for lubricating oils, and the degradation effect on mineral oil or polyalphaolefin as the main base oil is also limited. not ideal

Method used

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  • Lubricating oil biodegradation accelerant and preparation method thereof
  • Lubricating oil biodegradation accelerant and preparation method thereof
  • Lubricating oil biodegradation accelerant and preparation method thereof

Examples

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preparation example Construction

[0038] The present invention also provides a preparation method for the above-mentioned compound of formula I, comprising the steps of:

[0039] (1) tartaric acid and amino acid ester hydrochloride, that is, the following formula II compound is mixed in the first solvent to carry out a reaction, that is, the first intermediate product is obtained by amidation reaction, wherein R 3 Be methyl, ethyl, tert-butyl or benzyl, for example the compound of formula II can be L-valine methyl ester hydrochloride, L-alanine methyl ester hydrochloride, L-alanine ethyl ester salt salt, L-valine ethyl ester hydrochloride, etc.

[0040]

[0041] In some embodiments, the first solvent is selected from one of dichloromethane, chloroform, acetone, ethyl acetate, N,N-dimethylformamide (DMF), dimethylsulfoxide (DMSO) and acetonitrile or more, preferably, N,N-dimethylformamide (DMF) or dimethylsulfoxide (DMSO).

[0042] In some embodiments, it also includes adding a condensing agent and a racemiz...

Embodiment 1

[0059] This example is used to illustrate the -methylbutanoic acid) (see structural formula I-a) synthetic process.

[0060]

[0061] 1) Add 100mL DMF, tartaric acid (33.3mmol, 5g), L-valine methyl ester hydrochloride (73.2mmol, 12.27g), 1-hydroxybenzotriazole (79.9mmol, 10.8 g), pyridine (8 mL), cooled to 0°C, added DCC (79.9 mmol, 16.5 g), and reacted overnight. The reaction mixture was suction-filtered, the solid was washed with 300 mL of ethyl acetate, the organic phases were combined, washed twice with saturated sodium bicarbonate solution, twice with 10% hydrochloric acid solution, once with saturated brine, dried over anhydrous magnesium sulfate for 2 h, filtered, Spin dry to obtain a white solid.

[0062] 2) Dissolve phosphorus trichloride (40mmol, 5.48g) in 5mL of n-hexane, cool down to 4°C, dissolve triethylamine (40mmol, 4.04g) in 25ml of trichlorethylene and add to the reactor, add lauryl alcohol (27mmol , 5g) was dissolved in 40mL trichlorethylene, and slowl...

Embodiment 2

[0070] This example is used to illustrate the -methylbutanoic acid) (see structural formula I-b) synthetic process.

[0071]

[0072] 1) In the reactor, add 100mL DMF, tartaric acid (33.3mmol, 5g), L-valine methyl ester hydrochloride (73.2mmol, 12.27g), 1-hydroxybenzotriazole (79.9mmol , 10.8g), pyridine (8mL), cooled to 0°C, added DCC (79.9mmol, 16.5g), and reacted overnight. The reaction mixture was suction-filtered, the solid was washed with 300 mL of ethyl acetate, the organic phases were combined, washed twice with saturated sodium bicarbonate solution, twice with 10% hydrochloric acid solution, once with saturated brine, dried over anhydrous magnesium sulfate for 2 h, filtered, Spin dry to obtain a white solid.

[0073]2) Phosphorus trichloride (40mmol, 5.48g) was dissolved in 5mL of n-hexane, cooled to 4°C, triethylamine (40mmol, 4.04g) was dissolved in 25ml of trichlorethylene and added to the reactor, myristyl alcohol ( 27mmol, 5.78g) was dissolved in 40mL trich...

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Abstract

The invention provides a lubricating oil biodegradation accelerant and a preparation method thereof. The lubricating oil biodegradation accelerant is a compound shown as a formula I, wherein X is phosphorus or boron, R1 is one or more of methyl, isopropyl, 2-methyl propyl, 1-methyl propyl, benzyl and hydrogen, and R2 is selected from C8-C18 alkyl. When the compound as shown in the formula I is used as a biodegradation accelerant, the biodegradation rate of lubricating oil can be effectively increased. The compound is low in synthesis raw material price, mild in reaction, suitable for large-scale industrial production and good in industrial development potential.

Description

technical field [0001] The invention relates to the field of lubricating oil additives, in particular to a lubricating oil biodegradation accelerator and a preparation method thereof. Background technique [0002] Lubricating oil is a necessary working medium in the normal operation of mechanical equipment and in the process of material manufacturing and processing. With the rapid development of industry, the demand for lubricating oil is also increasing. During the storage, transportation and use of lubricating oil, it is inevitable that there will be various environmental pollutions such as leakage, spillage and improper discharge. Although the acute toxicity of lubricating oil to organisms is very small, and there are few related reports of poisoning due to contact with lubricating oil, the lubricating oil entering the environment has poor biodegradability and seriously pollutes land, rivers and lakes, and its accumulation in the environment will also cause serious pollut...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6571C10M137/04
CPCC07F9/6571C10M137/04C10M2223/049
Inventor 庄敏阳郑会刘伟李朝宇刘欣阳刘中其姜靓何懿峰孙洪伟
Owner CHINA PETROLEUM & CHEM CORP
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