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Asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and preparation method thereof

An organosilicon quaternary ammonium salt, asymmetric technology, applied in botany equipment and methods, fungicides, organic chemistry, etc., can solve problems such as structural asymmetry, achieve long-lasting antibacterial performance, wide antibacterial spectrum, and wide application range Effect

Inactive Publication Date: 2017-11-24
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The focus of current research mainly focuses on the research of symmetrical biquaternary ammonium salts, but there is less research on the antibacterial properties of biquaternary ammonium salts with different hydrophobic groups at both ends. Based on this idea, the present invention has prepared a Organic silicon quaternary ammonium antibacterial agent with asymmetric structure

Method used

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  • Asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and preparation method thereof
  • Asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and preparation method thereof
  • Asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and preparation method thereof

Examples

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Effect test

Embodiment 1

[0020] Dissolve 0.1mol of N,N-dimethylaminopropyltrimethoxysilane in 30g of absolute ethanol, stir and raise the temperature to 60°C, add 0.15mol of epichlorohydrin dropwise, finish adding dropwise in 30min, and continue the reaction for 5h After the reaction, the solvent and epichlorohydrin are recovered under reduced pressure to obtain a light yellow transparent paste, which is the epoxy-based organosilicon quaternary ammonium salt intermediate. Then, 0.1 mol trimethylamine hydrochloride and 0.1 mol epoxy organosilicon quaternary ammonium salt intermediate were dissolved in anhydrous tetrahydrofuran, reacted at 70°C for 6 hours, depressurized distillation, and vacuum dried to obtain light yellow Asymmetric gemini silicone quaternary ammonium antibacterial agent.

Embodiment 2

[0022] Dissolve 0.05 mol of N,N-dimethylaminopropyltrimethoxysilane in 20 grams of anhydrous isopropanol and stir to raise the temperature to 60°C, add 0.65 mol of epichlorohydrin dropwise, finish adding dropwise in 30 minutes, continue After the reaction for 4 hours, the solvent and epichlorohydrin were recovered under reduced pressure after the reaction, and a light yellow transparent paste was obtained, which was the intermediate of epoxy organosilicon quaternary ammonium salt. Then, dissolve 0.05mol of dodecyl dimethyl hydrochloride and 0.05mol of epoxy organosilicon quaternary ammonium salt intermediate in anhydrous tetrahydrofuran, react at 70°C for 6h, distill under reduced pressure, and dry in vacuo , to obtain a light yellow asymmetric gemini organosilicon quaternary ammonium antibacterial agent.

Embodiment 3

[0024] Dissolve 0.05 mol of N,N-dimethylaminopropyltrimethoxysilane in 20 grams of anhydrous methanol and stir to raise the temperature to 60°C, add 0.6 mol of epichlorohydrin dropwise, finish adding dropwise in 30 minutes, and continue the reaction for 6 hours After the reaction, the solvent and epichlorohydrin are recovered under reduced pressure to obtain a light yellow transparent paste, which is the epoxy-based organosilicon quaternary ammonium salt intermediate. Then dissolve 0.05mol hexadecyl dimethyl hydrochloride and 0.05mol epoxy group organosilicon quaternary ammonium salt intermediate in anhydrous acetone, react at 60°C for 10h, distill under reduced pressure, and dry in vacuo , to obtain a light yellow asymmetric gemini organosilicon quaternary ammonium antibacterial agent.

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Abstract

The invention discloses an asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and a preparation method thereof. The method comprises the following steps: firstly, reacting N,N-dialkyl amine propyl trimethoxysilane with epoxy chloropropane in a solvent for 1-10h at 15-80 DEG C, thereby acquiring an epoxy organosilicon quaternary ammonium salt midbody; dissolving tertiary amine hydrochloride and epoxy organosilicon quaternary ammonium salt midbody in an organic solvent in a ratio; reacting for 1-20h under the temperature at 10-100 DEG C, thereby acquiring the asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent. The asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent prepared according to the invention is characterized by wide antibacterial spectrum, long-lasting antibacterial performance, high temperature resistance, water resistance and wide use scope and is an antibacterial agent with wide application prospect.

Description

technical field [0001] The invention relates to the technical field of organosilicon antibacterial agents, in particular to an asymmetric gemini organosilicon quaternary ammonium salt antibacterial agent and a preparation method thereof. Background technique [0002] Organosilicon quaternary ammonium salts are widely used as antibacterial finishing agents for textiles due to their excellent biocompatibility and antibacterial properties. In this regard, DC-5700 developed by Dow Corning Corporation of the United States is a relatively successful example. It has excellent antibacterial properties due to its unique molecular structure. Although this type of compound has a good antibacterial effect, if this type of antibacterial agent is used for a long time It will also cause bacteria to develop drug resistance, so the development of new and powerful antibacterial agents is a current research hotspot. [0003] The focus of current research mainly focuses on the research of symm...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N55/10C07F7/18A01P1/00A01P3/00
Inventor 张高奇
Owner SHANGHAI INST OF TECH
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