Preparation method of high-purity 2-alkyl-4-isothiazoline-3-ketone

An isothiazoline, high-purity technology is applied in the field of preparation of high-purity 2-alkyl-4-isothiazolin-3-ones, which can solve the problem of low recovery rate, high volatility of halogenated hydrocarbon solvents, and increase of industrial production. Cost and other issues, to achieve the effect of extending the shelf life and service life

Active Publication Date: 2017-05-24
甘肃开美高精细化工有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the halogenated hydrocarbon solvent used in this method has high volatility and low recovery r

Method used

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  • Preparation method of high-purity 2-alkyl-4-isothiazoline-3-ketone
  • Preparation method of high-purity 2-alkyl-4-isothiazoline-3-ketone
  • Preparation method of high-purity 2-alkyl-4-isothiazoline-3-ketone

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Experimental program
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Embodiment 1

[0038]Suspend 500 kilograms of dithiodipropionamide in the above general formula (III) in 2000 kilograms of ethyl acetate, control the temperature at 15-25 degrees centigrade with cooling brine, and pass through the production of isothiazolinone. Hydrogen chloride tail gas, the tail gas theoretically releases 36 kg, and the molar ratio of the obtained amide to hydrogen chloride is 1:0.62. After the introduction of hydrogen chloride is completed, the reaction temperature in the kettle is controlled at 19-25 degrees Celsius under stirring, and 600 kg of chlorine gas is evenly introduced , to obtain the hydrochloride salt of 2-methyl 4-isothiazolin-3-one, filter to obtain solid hydrochloride, wash the hydrochloride with new ethyl acetate, dissolve it in 400 kg of water, and wash it with sodium carbonate And until the pH is 5-7, after high-pressure liquid chromatography analysis, the content of 2-methyl-4-isothiazolin-3-one obtained is 40%, 5-chloro-2-methyl-4-isothiazoline The -3...

Embodiment 2

[0040] According to Embodiment 1, the order of addition is adjusted as follows, after hydrogen chloride is passed into 2000 kg of ethyl acetate, then 500 kg of amide is added to stir, and then 600 kg of chlorine gas is passed into, the obtained hydrochloride is dissolved in 400 kg of water, and Sodium carbonate is neutralized until the pH value of the solution is 5-7, and the content of 2-methyl-4-isothiazolin-3-one obtained after high-pressure liquid chromatography analysis is 39%, 5-chloro-2-methyl-4 - The isothiazolin-3-one content is 0.16%. The yield of 2-methyl-4-isothiazolin-3-one was 72%.

[0041] Above-mentioned embodiment illustrates, first passes into hydrogen chloride and then adds amide in solvent, than the 2-methyl-4-isothiazolin-3-ketone purity in the final product obtained by amide absorption is slightly lower, but both can obtain relatively High yield and high purity 2-methyl-4-isothiazolin-3-one product.

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Abstract

The invention discloses a preparation method of high-purity 2-alkyl-4-isothiazoline-3-ketone. The preparation method comprises the following steps: suspending amide into a reaction medium inert solvent; introducing CMI and MIT mixture tail gas or MIT tail gas generated by the previous step, so as to obtain an amide suspending solution with proper hydrogen chloride content; and introducing a chlorinating reagent. According to the preparation method, a byproduct, namely hydrogen chloride, has an inhibition effect on the generation of 5-chloro-2-alkyl-4-isothiazoline-3-ketone. The content of the hydrogen chloride is increased through utilizing reaction raw materials and solvents; and finally, the high-purity 2-alkyl-4-isothiazoline-3-ketone is obtained.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and more specifically relates to a preparation method of high-purity 2-alkyl-4-isothiazolin-3-one. Background technique [0002] Isothiazolin-3-one is a general term for a series of isothiazolinone derivatives. Currently, the commonly used derivatives in industry include 5-chloro-2-methyl-4-isothiazolin-3-one (CMI for short) and 2 - 3:1 (by weight) mixture of methyl-4-isothiazolin-3-one (referred to as MI); a single 2-methyl-4-isothiazolin-3-one and 2-n-octyl -4-isothiazolin-3-one (referred to as OIT); 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (referred to as DCOIT); benzisothiazolinone (referred to BIT) and so on. Among them, the 3:1 mixture is used in the largest amount because of its high cost performance, but with the increase of reports that 5-chloro-2-methyl-4-isothiazolin-3-one has strong skin irritation, and the European Union’s regulations on its application However, the a...

Claims

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Application Information

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IPC IPC(8): C07D275/03
CPCC07D275/03
Inventor 李晓斌王建国王新海刘黎明
Owner 甘肃开美高精细化工有限公司
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