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Preparation method of antirust agent 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid

A technology of benzothiazole and succinic acid, applied in organic chemistry and other directions, can solve problems such as affecting production and life, shortening life, affecting environmental protection, etc., and achieves the effects of high yield, simple process operation and high atom utilization efficiency

Inactive Publication Date: 2020-06-30
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Metal corrosion is a kind of public hazard, which affects normal production and life, especially the corrosion of sulfur compounds in various oil products to automobiles and aircraft, which not only shortens its life, but also affects environmental protection

Method used

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  • Preparation method of antirust agent 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid
  • Preparation method of antirust agent 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid
  • Preparation method of antirust agent 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid

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Experimental program
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Effect test

Embodiment 1

[0035] Step 1: In a four-necked flask equipped with a stirring device and a thermometer, add 21 g of L-aspartic acid, 19.4 g of sodium bromide, 31.5 g of 98% concentrated sulfuric acid and 40 mL of secondary water, and stir to dissolve in an ice bath;

[0036] Step 2: Slowly add 43.5 g of 30% W sodium nitrite solution dropwise at 0°C for 2 hours, and continue to react at room temperature for 2 hours;

[0037] Step 3, the reaction solution was extracted with 3×20 mL ethyl acetate, and the solvent was removed under vacuum to obtain 28 g of bromosuccinic acid, with a yield of 90.35%;

[0038] Step 4: Add 20g of 2-mercaptobenzothiazole, 0.3g of anhydrous sodium sulfite and 40mL of secondary water into a 500mL four-neck bottle. Under the protection of nitrogen, start to add 15g of 32% sodium hydroxide solution dropwise at a constant speed. It takes 30min to complete the reaction Heat the system to 50°C, keep stirring for 30 minutes, the 2-mercaptobenzothiazole is completely dissolv...

Embodiment 2

[0046] Step 1: In a four-neck flask equipped with a stirring device and a thermometer, add 20 g of L-aspartic acid, 60.8 g of 40% hydrobromic acid, and 20 mL of secondary water, and stir to dissolve in an ice bath;

[0047] Step 2: Slowly add 41.4g of 30% W sodium nitrite solution dropwise at 0°C for 2 hours, and continue to react at room temperature for 2 hours;

[0048] Step 3, the reaction solution was extracted with 3×20mL ethyl acetate, and the solvent was removed under vacuum to obtain 28g of bromosuccinic acid with a yield of 95%;

[0049] Step 4: Add 20g of 2-mercaptobenzothiazole, 0.3g of anhydrous sodium sulfite and 40g of secondary water into a 500mL four-necked bottle, and under the protection of nitrogen, start to add 15g of 32% sodium hydroxide solution dropwise at a constant speed, which takes 30min, and the reaction Heat the system to 55°C, keep stirring for 30 minutes, the 2-mercaptobenzothiazole is completely dissolved, and adjust the pH of the reaction solut...

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Abstract

The invention discloses a preparation method of an antirust agent 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid. The method is characterized in that L-aspartic acid is taken as a raw material, bromosuccinic acid is synthesized through diazotization bromination reaction, bromo succinic acid and 2-mercaptobenzothiazole are subjected to nucleophilic substitution reaction, and a product is acidified, filtered and washed to obtain 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid. Wherein a water phase for producing bromo succinic acid can be used for the acidification process of 2-(1, 3-benzothiazole-2-sulfenyl) sodium succinate in the next step, and a water phase after acidification can be reused for producing bromo succinic acid. A water phase of a whole reaction system can be recycled, thedischarge amount of wastewater is greatly reduced, the wastewater after multiple cycles can be used for extracting sodium salt or liquid bromine, the produced 2-(1, 3-benzothiazole-2-sulfenyl) succinic acid product has high purity, and the purity can reach 97% through high performance liquid chromatography detection. The whole reaction system is environment-friendly, pollution-free, high in atomutilization efficiency, simple in process operation, high in yield and particularly suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of synthesis of organic corrosion inhibitors, in particular to a method for preparing rust inhibitor 2-(1,3-benzothiazole-2-thio)succinic acid. Background technique [0002] Metal corrosion is a kind of public hazard, which affects normal production and life, especially the corrosion of sulfur compounds in various oil products to automobiles and aircrafts, which not only shortens their life, but also affects environmental protection. With the continuous improvement of modern mechanical equipment performance and environmental requirements, there is a need for a multifunctional lubricating oil additive antirust agent with higher performance. Anti-rust agent is a super-efficient synthetic penetrating agent, which can penetrate into rust, corrosion, and oil stains and remove them easily. It has the properties of penetrating rust removal, loose lubrication, resisting corrosion, and protecting metals. Existing re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/74
CPCC07D277/74
Inventor 胡志强王硕于乐
Owner QINGDAO UNIV OF SCI & TECH
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