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Asymmetric bis-quaternary ammonium salt as well as preparation method and application thereof

A double quaternary ammonium salt, asymmetric technology, applied in the field of quaternary ammonium salt fungicides, can solve the problems of complex process steps, low yield, long synthesis time and the like

Inactive Publication Date: 2013-11-06
CHENGDU QIDA WATER TREATMENT ENG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis time of this process is long, the process steps are complicated, and the yield is low

Method used

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  • Asymmetric bis-quaternary ammonium salt as well as preparation method and application thereof
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  • Asymmetric bis-quaternary ammonium salt as well as preparation method and application thereof

Examples

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preparation example Construction

[0165] The preparation method of unsymmetrical double quaternary ammonium salt of the present invention:

[0166] 1. Weigh raw materials by molar ratio: compound 2 (secondary amine): compound 1 (saturated monohalogenated hydrocarbon): compound 3 (epoxyhalopropane): compound 4 (R 4 , R 5 , R 6 Substituted tertiary amine)=0.9~1.1: 0.8~1.7: 0.8~1.5: 0.5~1.4;

[0167] 2. Add additives of 0.8-6% of the total weight of raw materials and catalysts of 0.3-3% of the total weight of raw materials, mix well and react at 40-100°C for 0.8-1.7h, then react at 90-150°C for 1.8-2.7h have to.

[0168] The catalyst is an amide compound, such as N, N-R 7 , R 8 Replace -R 9 Substituted amides, R 7 , R 8 , R 9 are independently H or C1-C8 alkyl.

[0169] The catalyst is preferably at least one of formamide, N,N-dimethylformamide, N,N-dimethylacetamide, and N,N-diethylformamide.

[0170] The auxiliary agent is an alkyl alcohol with 8 carbons or less, preferably at least one of ethanol, n...

Embodiment 1

[0181] Example 1: Weigh the raw materials according to the molar ratio of benzyl chloride: epichlorohydrin: dodeca / tetradecylamine: diethylamine is 1.2:0.9:0.8:1. The amount of auxiliary alcohols is 3% of the total weight of the raw materials, and the amount of the catalyst amide is 1.0% of the total weight of the raw materials. Put the above materials in the reactor, turn on the stirrer to heat, control the reaction temperature at 60-100°C, after 1.5h of reaction, turn on the heating device, raise the temperature to 100°C, and control the reaction temperature at 100-140°C, and react for 2.5h , cooled to about 90°C and discharged. The appearance is a reddish-brown viscous liquid, the content of the active substance is 93.5% and the yield is 94.8% according to the analysis method of the quaternary ammonium salt.

[0182] Analysis and detection method of quaternary ammonium salt: quaternary ammonium salt is a cationic surfactant, which can form a chelate with dichlorofluorescen...

Embodiment 2

[0183] Example 2: The raw materials were weighed according to the molar ratio of ethyl bromide: epichlorohydrin: hexadecyl / octadecyl tertiary amine: diphenylamine 1.4: 1.0: 0.8: 1. Auxiliary alcohols are 2% of the total dosage, catalyst amides are 0.5% of the total dosage, and the above materials are placed in the reactor. Turn on the stirrer to heat, control the reaction temperature at 60-100°C, after 1.5 hours of reaction, turn on the heating device, raise the temperature to 100°C, and control the reaction temperature to 100-140°C, react for 2.0 hours, cool to about 90°C and discharge. The appearance is a reddish-brown viscous liquid, and its active matter content is 94.1% and the yield is 93.8% as determined by referring to the analysis method of quaternary ammonium salt.

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Abstract

The invention relates to the technical field of quaternary ammonium salt fungicide, in particular to a asymmetric bis-quaternary ammonium salt as well as a preparation method and application of the asymmetric bis-quaternary ammonium salt. The technical problem which the invention needs to solve is to provide the novel asymmetric bis-quaternary ammonium salt with a structure shown as formula I. Proved by static sterilization test results in a laboratory, 24 hours later after the bis-quaternary ammonium salt is added with a concentration of 10mg / L(active matter content is greater than 90%), the sterilizing rate of iron bacteria and sulfate reducing bacteria in oil-field reinjection water and heterotrophic bacteria, ammonifying bacteria, nitrifying bacteria, nitrite bacteria and the like in cooling water can be up to more than 99%. The formula I is as follows.

Description

technical field [0001] The invention relates to the technical field of quaternary ammonium salt fungicides, in particular to an unsymmetrical diquaternary ammonium salt and its preparation method and application. Background technique [0002] Diquaternary ammonium compound is well known as a fungicide. It has the characteristics of good bactericidal effect, low toxicity, good water solubility, etc., and has a wide range of biological activities. Therefore, it has gradually attracted people's attention. This type of compound uses a linking group or chain bridge to connect two traditional quaternary ammonium salt molecules, so that each compound molecule contains two hydrophilic groups, two hydrophobic groups and two positively charged N + Ion, the structure is as follows: [0003] [0004] Diquaternary ammonium compounds exhibit great surface activity, especially due to the presence of two positively charged N + , which is more conducive to the adsorption of fungicide mo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C215/40C07C213/04A01P1/00
Inventor 李雪波林坤华万小敏谢远梅
Owner CHENGDU QIDA WATER TREATMENT ENG