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Heterocyclic organic sulfide germicide and its preparation method

A fungicide, organic sulfur technology, applied in the directions of fungicides, biocides, biocides, etc., can solve the problems of unsatisfactory effect, limited application, inability to kill SRB, etc., and achieve better bactericidal effect and good bactericidal performance. Effect

Inactive Publication Date: 2008-03-26
CHINA NAT OFFSHORE OIL CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, metronidazole is a small molecular substance, and has no obvious hydrophilic group and lipophilic group, and has no surface activity, so it has no washing and stripping effect on slime, and cannot kill SRB in slime deposits
Its effect in practical application is not ideal, and it is expensive in itself, which further limits its application in water treatment fields such as oil fields

Method used

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  • Heterocyclic organic sulfide germicide and its preparation method
  • Heterocyclic organic sulfide germicide and its preparation method
  • Heterocyclic organic sulfide germicide and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Weigh 51.8g (0.3mol) of metronidazole and 50ml of concentrated sulfuric acid and add them to the reaction flask. After stirring evenly, slowly add an aqueous solution of ammonium bromide (38g (0.39mol) dissolved in 30g of water) dropwise. The temperature was raised to control the reaction temperature to be about 120° C., and the reaction was performed for 12 hours. Then cool to room temperature, adjust the pH value to about 4 with 40% NaOH solution, produce a large amount of light yellow solid precipitation, filter with suction, wash with water, and dry to obtain the dry product 1-(2-bromoethyl)-2-methyl - 62.1 g of 5-nitroimidazole (A), yield 87.6%. mp: 79-80°C (literature value mp: 80-81°C).

[0027] Weigh 46.8g (0.2mol) of A, 17.9g (0.22mol) of sodium thiocyanate, and 200ml of ethyl acetate, and heat to reflux for 6h. Suction filtration, washing several times with ethyl acetate, and then washing several times with water, after drying, 32.8g of white solid 1-(2-thio...

Embodiment 2

[0030] Weigh 42.4g (0.2mol) of B (see Example 1 for its synthesis), 43g (0.2mol) of dodecyldimethyl tertiary amine, and 50g of ethanol, stir evenly and heat up to about 40°C, and dropwise add epoxy Chloropropane 18.7g (0.2mol), after adding, reflux reaction for 6h, then add an appropriate amount of water to prepare a solution with a certain effective content, which is the heterocyclic organosulfur fungicide (HOS-2).

Embodiment 3

[0032] Weigh 51.8g (0.3mol) of metronidazole, stir, add 70g (0.3mol) of chlorosulfonic acid dropwise at room temperature, control the temperature < 40°C, react at about 40°C for 2h after the addition, and remove excess chlorosulfonic acid under reduced pressure , to obtain sulfonated products.

[0033] Take by weighing 50.5g (0.2mol) of the above-mentioned sulfonated product, 43g (0.2mol) of dodecyl dimethyl tertiary amine, and 50g of ethanol, stir well and heat up to about 40°C, and dropwise add epichlorohydrin 18.7g ( 0.2mol), after adding, reflux for 6 hours, then add appropriate amount of water to prepare a solution with a certain effective content, which is the heterocyclic organosulfur fungicide (HOS-3).

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Abstract

The present invention relates to a heterocyclic organosulfur fungicide and its preparation method. It is characterized by that in the metronidazole molecular structure simultaneously are introduced a sulfur-containing group and a quaternary ammonium salt structure, and its preparation method includes the following steps: (1), mixing metronidazole, halogenation reagent and solvent, heating to 50-160deg.C and making reaction for 3-16h, then regulating pH value and filtering so as to obtain product M1; (2), according to male ratio of 1:1 making said product M1 and sulfide be dissolved in solvent, heating to 50-120deg.C and making reaction for 2-8h so as to obtain a sulfurized product; and (3), making the sulfruized product be directly mixed with quaterisation reagent, heating to 50-150deg.C, making reaction for 2-12h, then adding a certain quantity of water, mixing them so as to obtain the invented fungicide product.

Description

technical field [0001] The invention belongs to the field of fungicides for water treatment technology, and relates to a heterocyclic organic sulfur fungicide and a preparation method thereof. Background technique [0002] At present, the corrosion problem in the field of water treatment, especially in the oilfield water injection system, is becoming more and more serious. Every year, the loss of production shutdown, leakage, and equipment replacement caused by corrosion and perforation caused by bacteria such as SRB in various oilfields is quite alarming. However, the existing medicaments have more or less one or more shortcomings such as high foaming, poor drug resistance, poor compatibility, and low efficiency. It is urgent to develop new medicaments that can overcome the above-mentioned shortcomings. [0003] Metronidazole (1-hydroxyethyl-2-methyl-5-nitroimidazole) is a commonly used fungicide for facultative anaerobic bacteria, and its bactericidal ability to sulfate-re...

Claims

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Application Information

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IPC IPC(8): A01N43/50A01P3/00
Inventor 姚光源滕厚开周伟生于瑞香张磊薛瑞韩建华
Owner CHINA NAT OFFSHORE OIL CORP
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