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N-imidazolyl acetate derivative, and preparation method and application thereof

A technology of imidazolyl acetate and derivatives, which is applied in the field of N-imidazolyl acetate derivatives and its preparation, can solve the problem that the solution does not meet the requirements of national standards, the mutual influence is difficult to accurately grasp, and the carbon deposit in the engine increases too fast and other problems to achieve the effect of saving the preparation process, avoiding competition or antagonism, and small molecular weight

Active Publication Date: 2012-07-25
福建中源新能源股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] 2. Some schemes do not meet the requirements of the new national standards
[0015] 3. Some schemes lack multi-effect corrosion inhibition
For example: the composition of Scheme 3 has 5 substances, and the composition of Scheme 4 has 6 substances, and the interaction between various substances is not easy to accurately grasp
[0018] 5. Most of the existing derivative types of corrosion inhibitors are designed for lubricating oil and fuel oil. They have good oil solubility but poor alcohol solubility
For example: multi-effect corrosion inhibitors T406, T551, T561, T703, T708, T711 must use mutual solvents in methanol gasoline to achieve dispersion, inconvenient to use, and the molecular weight is large, resulting in a large amount of use, which will increase engine carbon deposits too fast

Method used

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  • N-imidazolyl acetate derivative, and preparation method and application thereof
  • N-imidazolyl acetate derivative, and preparation method and application thereof
  • N-imidazolyl acetate derivative, and preparation method and application thereof

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preparation example Construction

[0051] The preparation method of N-imidazolyl acetate derivative of the present invention comprises the following reaction steps:

[0052] 1) Synthesis of chloroacetate:

[0053] With return line, CaCl 2 In the round bottom flask of the drying tube, add chloroacetic acid and lower carbon alcohol with a molar ratio of 1:1.05~1.1, heat in an oil bath, slowly raise the temperature to reflux, reflux for 6~8h, stop heating, stand for 6~8h and cool to room temperature , the reactant was poured into distilled water, static layered, and the organic layer was separated; with NaHCO 3 Wash the organic layer with a saturated aqueous solution for 2-4 times, then dry the organic layer with anhydrous calcium chloride, leave it for 11-15 hours, and distill and refine under reduced pressure to obtain a colorless chloroacetate liquid;

[0054] 2) Synthesis of N-imidazolyl acetate derivatives: in a reflux tube, CaCl 2 In the three-neck round-bottomed flask of the drying tube and the constant ...

Embodiment 1

[0056] Synthesis of methyl N-imidazolyl acetate

[0057] (1) Synthesis of methyl chloroacetate

[0058] In a fume hood, assemble with reflux condenser, CaCl 2 Add 94.5g (1mol) of chloroacetic acid and 35g (about 1.1mol) of methanol to the 500mL round bottom flask of the drying tube, heat in an oil bath, slowly raise the temperature, reflux for 6h, stop heating, let stand for 6h to cool to room temperature, and react The mixture was poured into 1.2 L of distilled water, and the organic phase was separated. with NaHCO 3 The organic phase was washed with saturated aqueous solution 4 times, 60 mL each time, and the organic phase was separated. Then dry the organic phase with anhydrous calcium chloride, place it for 12 hours, and refine it by distillation under reduced pressure. Obtain 93.6g of methyl chloroacetate colorless liquid, relative density d 20 4 1.2218, refractive index n 20 D 1.4586, boiling point 136.8°C.

[0059] (2) Synthesis of N-imidazolyl acetate

[0060...

Embodiment 2

[0065] Synthesis of ethyl N-imidazolyl acetate

[0066] (1) Synthesis of ethyl chloroacetate

[0067] In a fume hood, assemble with reflux condenser, CaCl 2 In a 500mL round bottom flask with a drying tube, add 94.5g (1mol) of chloroacetic acid and 49.5g (about 1.075mol) of ethanol into the flask, heat in an oil bath, slowly raise the temperature, reflux for 7h, stop heating, let stand for 7h to cool to room temperature, and The reactant was poured into 1.6 L of distilled water, and the organic phase was separated. with NaHCO 3 The organic phase was washed with saturated aqueous solution 3 times, 70 mL each time, and the organic phase was separated. Dry the organic phase with anhydrous calcium chloride, place it for 11 hours, and distill it under reduced pressure for purification. Obtain 98.3g of ethyl chloroacetate colorless liquid, relative density d 20 4 1.2319, refractive index n 20 D 1.4714, boiling point 143.7°C.

[0068] (2) Synthesis of ethyl N-imidazolyl acet...

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Abstract

The invention discloses an N-imidazolyl acetate derivative, and a preparation method and application of the derivative, wherein the N-imidazolyl acetate derivative is composed of imidazole and acetate groups. The preparation method comprises the following steps: 1) adding chloroacetic acid and low-carbon alcohol into a reaction flask, slowly heating and refluxing for 6-8 hours; after the reaction is complete, performing after-treatment and reduced pressure distillation to obtain colorless chloroacetate liquid; 2) adding imidazole, acetone, polyethylene glycol 400 and potassium carbonate into the reaction flask, mixing uniformly, heating to 75-95 DEG C, gradually dropping chloroacetate, heating to 80-105 DEG C and refluxing for 5.5-6.5 hours after dropping is complete, performing after-treatment and reduced pressure distillation to obtain the N-imidazolyl acetate derivative after the reaction is complete. The N-imidazolyl acetate derivative disclosed by the invention can be used as a multi-effect methanol gasoline corrosion inhibitor and is friendly to the environment, low in toxicity, low in dosage and good in alcohol solubility, and has a multi-effect corrosion inhibition function; and the N-imidazolyl acetate derivative is applied to methanol gasoline corrosion inhibition in a single-component pattern.

Description

technical field [0001] The present invention relates to a class of N-imidazolyl acetate derivatives and their preparation methods and uses, in particular to a class of N-imidazolyl acetate derivatives synthesized from imidazole and chloroacetate as raw materials and their preparation Methods and uses. Background technique [0002] The corrosion of methanol gasoline to various metals is obviously greater than that of ordinary gasoline. Corrosion objects are mainly common metals in automobile engines, fuel tanks, oil circuits, oil pumps and related production, storage and transportation facilities, including non-ferrous metals copper, aluminum, zinc and alloys, ferrous metals, steel and alloys, etc. The corrosion medium is mainly water and formic acid. The strong corrosiveness of methanol gasoline restricts its popularization. [0003] Aiming at the strong corrosion of methanol gasoline, many corrosion inhibition schemes have been proposed in the prior art: [0004] Scheme ...

Claims

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Application Information

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IPC IPC(8): C07D233/56C10L1/232C10L1/02C10L10/04
Inventor 李隆梅张延涵王素伟陈居滨余平
Owner 福建中源新能源股份有限公司
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