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Preparation method of benzotriazole derivatives

A technology of benzotriazole derivatives and benzotriazole, which is applied in lubricating compositions, petroleum industry, additives, etc., can solve the problems of environmental protection and economy, difficult removal, complicated preparation, etc., and achieve simple post-treatment, less side reactions, The effect of process simplification

Inactive Publication Date: 2019-09-20
XINXIANG RICHFUL LUBE ADDITIVE CO LTD
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  • Abstract
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Problems solved by technology

In the above-mentioned preparation method, the preparation of raw material benzotriazole sodium is complicated, increases the cost, and needs multi-step synthesis; the introduction of acid in the reaction as a catalyst tends to remain in the product and is difficult to remove; finally, repeated multiple washings will bring a large amount of industrial waste water, not green economy

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  • Preparation method of benzotriazole derivatives

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preparation example Construction

[0028] The invention provides a preparation method of benzotriazole derivatives, comprising: under certain conditions, performing Mannich and electrophilic addition of benzotriazole (benzotriazole), formaldehyde and octadecylamine in an organic solvent reaction to generate benzotriazole derivatives.

[0029] Specifically:

[0030] Mix benzotriazole and octadecylamine with a certain amount of organic solvent, heat, dissolve, and keep warm; then slowly add formaldehyde at a certain temperature to carry out aminomethylation reaction; finally carry out Mannich reaction under reflux conditions. And electrophilic addition reaction, generate benzotriazole derivatives.

[0031] Wherein, the reaction process of benzotriazole, formaldehyde and octadecylamine according to a certain feed ratio under reflux conditions according to the present invention is:

[0032] S1,

[0033] S2,

[0034] S3,

[0035] S4,

[0036] Further, no catalyst is used in the preparation method of th...

Embodiment 1

[0050]Add 119g of benzotriazole, 134.5g of octadecylamine, 120g of ethanol and 125g of 120# gasoline in a 1000ml four-necked flask equipped with a thermometer and a condenser. Nitrogen gas was passed into the reaction bottle, and after the air in the bottle was fully replaced, heating was started. Start stirring when the temperature reaches about 30°C, and the stirring rate is 350 rpm. Gradually raise the temperature to 45°C, keep it warm for half an hour, add 98.5g of formaldehyde solution to the dropping device, slowly drop the formaldehyde solution at 45°C to start the reaction, after the dropwise addition, react at this temperature for 1.5h, and then continue to heat up React at 70-72°C for 4 hours under reflux, stop the reaction; cool the reaction to room temperature, add 125 grams of 120# gasoline for extraction, and then perform layered filtration to obtain an organic phase and an aqueous phase. Pour the organic phase into another three-necked flask, reduce and evapora...

Embodiment 2

[0053] Add 121.8g of benzotriazole, 121.1g of octadecylamine and 240g of ethanol in a 1000ml four-necked flask equipped with a thermometer and a condenser. Nitrogen gas was passed into the reaction bottle, and after the air in the bottle was fully replaced, heating was started. Start stirring when the temperature reaches about 30°C, and the stirring rate is 350 rpm. Gradually raise the temperature to 45°C, keep it warm for half an hour, add 101.3g of formaldehyde solution to the dropping device, slowly add formaldehyde solution dropwise at 45°C to start the reaction, after the addition is complete, continue to heat up at 82-84°C, Under the state of reaction for 4 hours, the reaction was stopped; the reaction was cooled to normal temperature, and 350 grams of 120# gasoline was added for extraction, followed by layered filtration to obtain an organic phase and an aqueous phase. Pour the organic phase into another three-necked flask, reduce and evaporate to 150°C under the condi...

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Abstract

The invention discloses a preparation method of benzotriazole derivatives. According to the preparation method, under certain conditions, benzotriazole, formaldehyde and octadecyl amine carry out Mannich reactions and electrophilic addition reactions in an organic solvent to generate the benzotriazole derivatives. Mannich reactions are adopted, the optimal feed ratio and feeding sequence are determined; no catalyst is used; the reactions are not performed in a water phase; the technology is simplified, the reactions are stable, the side reactions are few, the yield is high (96% or more), the post treatment is simple, no waste gas, waste liquid, or waste solid is generated, the content of octadecyl amine in obtained oil is low, and the synthesis technology is green.

Description

technical field [0001] The invention belongs to the technical field of lubricating oil additives, and relates to a method for synthesizing lubricating oil oily agents, in particular to a method for preparing benzotriazole derivatives. Background technique [0002] The application of oily agent is to reduce friction. It dissolves in lubricating oil and can form a strong directional adsorption film on the friction surface, which can improve the friction performance of lubricating oil and reduce friction and wear between moving parts. [0003] At present, the commonly used oily agents in China include vulcanized cottonseed oil, fatty acid esters, and benzotriazole fatty amine salts. Benzotriazole fatty amine salt oily agent (benzotriazole derivative) is a multi-effect additive integrating rust inhibitor, antioxidant, metal deactivator, antiwear agent and antiseptic, and is mostly used in gear oil, dual In curve gear oil, anti-wear hydraulic oil, oil film bearing oil and lubric...

Claims

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Application Information

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IPC IPC(8): C07D249/18C10M133/44C10N30/06
CPCC07D249/18C10M133/44C10M2215/223C10N2030/06
Inventor 刘亚芳王学义范金凤
Owner XINXIANG RICHFUL LUBE ADDITIVE CO LTD
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