Quaternary ammonium salt grafted guanidine salt bactericide and preparation method thereof

A technology of quaternary ammonium salts and fungicides, which is applied in the field of fungicides grafted with quaternary ammonium salts and its preparation, can solve the problems of easy loss of fungicides, inability to sterilize for a long time, and inability to maximize the synergistic effect of fungicides, etc. Achieve the effect of good long-lasting killing performance, avoiding drug resistance and increasing surface activity

Active Publication Date: 2012-03-28
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The application uses high-molecular guanidine polymers, various quaternary ammonium salt active agents and non-ionic surfactants to prepare a compound disinfectant, which can kill Staphylococcus aureus, Escherichia coli and other bacteria 100% when diluted 400 times However, this method is only a simple physical compound without chemical reaction, so the synergistic effect of polyguanidine and quaternary ammonium fungicides cannot be maximized, and the fungicides are easily lost during use and cannot be sterilized for a long time

Method used

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  • Quaternary ammonium salt grafted guanidine salt bactericide and preparation method thereof
  • Quaternary ammonium salt grafted guanidine salt bactericide and preparation method thereof
  • Quaternary ammonium salt grafted guanidine salt bactericide and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0062] (1) Synthesis of PGA:

[0063] Add 14.8 grams (0.2mol) of propylenediamine, 103 grams (1mol) of diethylenetriamine, and 114.6 grams (1.2mol) of powdered guanidine hydrochloride into a 500ml three-necked flask and stir, and blow in nitrogen to continuously discharge ammonia , raise the reaction temperature to 80°C, after 2 hours of reaction, the viscosity of the material increases, and continue to react for 8 hours after rising to 180°C, the viscosity of the material increases rapidly, speed up the stirring speed to 250rpm, extract the by-product ammonia, and vacuumize to 1000pa to promote the reaction Carry out, keep 1h after vacuuming, then rapidly cool the reaction material to 90 ° C, take out the product, cool to room temperature and weigh, obtain 190 grams of polyguanidine salt, after drying, measure its intrinsic viscosity to be 0.11dl / g, to The minimum inhibitory concentration (MIC) of Escherichia coli is 75ppm;

[0064] (2) Synthesis of CHA:

[0065] Add 107 gr...

Embodiment 2

[0074] (1) Synthesis of PGA: Weigh 30.0 g (0.2 mol) of ethylenediamine, 103 g (1 mol) of triethylenetetramine, and 159 g (1.3 mol) of powdered guanidine nitrate, add them to a 500ml three-neck flask and stir , feed nitrogen, raise the reaction temperature to 90°C, continuously discharge ammonia gas, after 2 hours of reaction, the viscosity of the material increases, rise to 160°C and continue the reaction for 10 hours, the viscosity of the material increases rapidly, speed up the stirring speed to 250rpm, and vacuumize to 800pa , quickly pump out the by-product ammonia to promote the reaction, keep it for 3 hours after vacuuming, and then quickly cool the reaction material to 90°C to obtain 240 grams of polyguanidine salt. After drying, the intrinsic viscosity is 0.09dl / g , the minimum inhibitory concentration of polyguanidine salt to Escherichia coli is 86ppm;

[0075] (2) Synthesis of CHA: Add 121 grams (0.5 mol) of tetradecyl tertiary amine into a 500 ml three-necked flask,...

Embodiment 3

[0078](1) Synthesis of PGA: Weigh 123 grams (1.2mol) of diethylenetriamine and 118 grams (1.44mol) of powdered guanidine hydrochloride, add them into a 500ml three-neck flask and stir, and then blow in nitrogen, and raise the reaction temperature to When the temperature reaches 100°C, the ammonia gas is discharged continuously. After reacting for 2 hours, the viscosity of the material increases slowly, and continues to rise to 170°C. After continuing to react for 10 hours, the viscosity of the material increases rapidly. Speed ​​up the stirring speed, and evacuate to 700pa to quickly remove the side effects. The product ammonia gas promotes the equilibrium reaction to the right. After vacuuming, it is kept for 2 hours, and then the reaction material is rapidly cooled to 90°C to obtain 190 grams of polyguanidine salt. After drying, the intrinsic viscosity is 0.12dl / g. The minimum inhibitory concentration (MIC) of guanidine salt to Escherichia coli is 90ppm;

[0079] (2) Synthes...

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Abstract

The invention provides a quaternary ammonium salt grafted guanidine salt bactericide and a preparation method thereof. The preparation method comprises the following steps of: firstly, carrying out polycondensation reaction on polyamine and an inorganic acid guanidine salt under the inertia atmosphere to obtain a polyguanidine salt; mixing long chain alkyl tertiary amine with industrial hydrochloric acid and then reacting the mixture with epichlorohydrin in a hydrophilic organic solvent to obtain a homogenous solution, and removing epichlorohydrin and alcohol solvent remaining in the reaction to obtain a quaternary ammonium salt; and grafting the polyguanidine salt with the quaternary ammonium salt in the hydrophilic organic solvent and a pure water solution to obtain the quaternary ammonium salt grafted guanidine salt bactericide. According to the invention, the main chain of the bactericide is provide with a guanidyl positive ion, and a quaternary ammonium positive ion and tertiary amine are introduced in the side chain of the bactericide, so that the density of the positive charge is enlarged, the bactericidal performance is greatly improved, and simultaneously, the bactericide more easily penetrates through microorganism so that cellular contents overflow, bacteria die and are firmly adsorbed, and durable bactericidal property is better. The bactericide disclosed by the invention can be applied to antimicrobial paper, antimicrobial fiber, and antimicrobial paint industries, daily chemicals industry, washing and sterilization treatment of foodstuff, fruits and vegetables, sterilization and disinfection of wastewater in hospitals and the like.

Description

technical field [0001] The invention relates to a fungicide, in particular to a fungicide grafted with a quaternary ammonium salt and a preparation method thereof. Background technique [0002] As a general-purpose fungicide, quaternary ammonium salt has been widely used in industrial water treatment, such as jieermi (1227, dodecyl dimethyl benzyl ammonium chloride), new jieermi (dodecane dimethyl benzyl ammonium bromide), tetradecyl dimethyl benzyl ammonium chloride (1427) and tetradecyl dimethyl benzyl ammonium bromide and so on. It is generally believed that its bactericidal properties are due to the positive ion head group adsorbed on the surface of negatively charged bacteria, which changes the permeability of the bacterial cell wall. Inactivation and protein denaturation. However, the molecular weight of this quaternary ammonium salt is not large (<1000, depending on the length of the long-chain alkyl group), and when used alone, it has a large amount (40mg / L-100m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N47/44A01P1/00
Inventor 万小芳李友明陈威
Owner SOUTH CHINA UNIV OF TECH
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