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Quaternary ammonium salt surfactant sterilizing agent with heterocyclic structure

A surfactant and fungicide technology, applied in biocides, disinfectants, animal repellents, etc., can solve the problems of insensitivity to Gram-negative bacteria, secondary environmental pollution, and many synthesis steps, and achieve easy separation. The effect of purification, economical use and wide source of raw materials

Inactive Publication Date: 2018-01-09
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The most commonly used quaternary ammonium fungicide is the traditional surfactant dodecyl dimethyl benzyl ammonium chloride (1227), which has a history of more than half a century. It is a kind of excellent fungicide in terms of antibacterial properties, but its long-term use and the increasing dosage have some problems, such as serious drug resistance, insensitivity to Gram-negative bacteria, and secondary pollution to the environment
Therefore, the synthesis and development of new structure quaternary ammonium salts is also relatively fast. Among them, the introduction of five-membered and six-membered heterocyclic quaternary ammonium nitrogen, and the synthesis of double and multi-quaternary ammonium salts have attracted much attention. Handling is difficult, resulting in low yield, high cost, and difficulty in industrialization; on the other hand, although the use of double and polyquaternary ammonium salts is relatively safe to humans, the hazards to the environment still exist. Due to the complex structure more difficult to degrade in nature

Method used

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  • Quaternary ammonium salt surfactant sterilizing agent with heterocyclic structure
  • Quaternary ammonium salt surfactant sterilizing agent with heterocyclic structure
  • Quaternary ammonium salt surfactant sterilizing agent with heterocyclic structure

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specific Embodiment approach 1

[0015] Specific embodiment one: the quaternary ammonium salt surfactant bactericide of the present embodiment, its chemical name is N-(2-thiazolecarbamoylmethyl)-N,N-dimethyl-N-alkyl ammonium chloride (1), structural formula is:

[0016]

[0017] where I 10 n=8,I 12 n=10,I 14 n=12, I 16 n=14.

specific Embodiment approach 2

[0018] Specific embodiment two: the preparation method of the described quaternary ammonium salt surfactant bactericide of specific embodiment one, carry out according to the following steps:

[0019] One, synthetic 2-(2-chloroacetamido) thiazole: 1., chloroacetyl chloride is dissolved in methylene chloride, obtains chloroacetyl chloride / methylene chloride solution, step 1. Chloroacetyl chloride / dichloromethane described in 1. The concentration of chloroacetyl chloride in the methyl chloride solution is 1.0 mmol / mL ~ 2.0 mmol / mL; ②, add 2-aminothiazole and pyridine into dichloromethane, and stir in an ice bath at a stirring speed of 600 rpm ~ 800 rpm rpm, then use a constant pressure dropping funnel to drop in the chloroacetyl chloride / dichloromethane solution at a constant dropping rate of 2 mL / min ~ 4 mL / min, and continue to stir the reaction at a stirring speed of 600 rpm ~ 800rpm after the dropwise addition 3 h~4 h, obtain reaction product, the mol ratio of the 2-aminothia...

Embodiment 2

[0022] According to the quaternary ammonium salt surfactant bactericide described in embodiment 1, its bactericidal method is carried out in the following steps:

[0023] 1. Preparation of beef extract peptone medium

[0024] Weigh 1.737 g beef extract, 5.203 g peptone, 2.745 g sodium chloride, 8.215 g agar, and 500 mL water for later use. First pour a small amount of water into a 500 mL beaker, and pour the above raw materials into the water one by one, heat and stir until completely dissolved, and add water to 500 mL. Use sodium hydroxide solution to adjust the pH value of the medium to 7.0-7.2, put the prepared medium into the Erlenmeyer flask, stopper and bandage. Finally, under the conditions of 121 °C and 0.1 MPa, the medium was sterilized in a high-pressure steam sterilizer for 30 min. Pour the sterilized liquid medium into Petri dishes, and pour 20 mL of medium into each Petri dish.

[0025] 2. Preparation of media containing fungicides

[0026] Add different conce...

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Abstract

The invention discloses a quaternary ammonium salt surfactant sterilizing agent with a heterocyclic structure. The name of the quaternary ammonium salt surfactant sterilizing agent is N-(2-thiazole carbamyl methyl)-N, N-dimethyl-N-alkyl ammonium chloride (alkyl chain length is 10, 12, 14 and 16). The quaternary ammonium salt surfactant sterilizing agent aims to solve the problems of high dosage ofthe conventional chemical sterilizing agent, insensitivity to Gram-negative bacteria, environment pollution and the like. The quaternary ammonium salt surfactant sterilizing agent provided by the invention has the advantages of low toxicity, easiness in degrading, low dosage, safety to human, livestock and environment. As proved by experiment, the N-(2-thiazole carbamyl methyl)-N,N-dimethyl-N-alkyl ammonium chloride can be used for restraining bacillus subtilis and escherichia coli, and is 2.1 to 40mug / mL in effective inhibitory concentration. The quaternary ammonium salt surfactant sterilizing agent is in accordance with sustainable development strategy, can be taken as a sterilizing agent for makeup, medical preparations, food preservatives, medical sterilization, biologic composites, textile, chemical industry and the like, and has a wide application prospect.

Description

technical field [0001] The invention relates to a quaternary ammonium salt surfactant bactericide containing a heterocyclic structure. Background technique [0002] There are a large number of harmful microorganisms in nature that endanger people's health, cause the decomposition, deterioration and corruption of various materials, endanger the environment and industrial and agricultural production, and cause major economic losses. The most effective way to stop harmful microorganisms is to rely on chemical agents. Quaternary ammonium fungicide is a kind of cationic compound. It has been discovered and used for nearly a century. It not only has strong bactericidal power and rapid onset, but also has low irritation to skin and tissue, and has no corrosive effect on metal and rubber products. The most commonly used quaternary ammonium fungicide is the traditional surfactant dodecyl dimethyl benzyl ammonium chloride (1227), which has a history of more than half a century. It i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N43/78A01P1/00C07D277/46
Inventor 王丽艳何显优田莹刘世夫赵冰向韦佳杨超
Owner QIQIHAR UNIVERSITY