Alkoxy propyl isothiazolinone and its preparation process and use

A technology of alkoxypropylisothiazolinone and isothiazoline, which is applied in the application field of alkoxypropylisothiazolinone compounds and their preparation, and the preparation of marine antifouling coatings, which can solve the problems affecting human health , will pollute the environment, toxicity and other issues, to achieve the effect of good antifouling effect, easy to obtain raw materials, and low cost

Inactive Publication Date: 2005-07-06
OCEAN UNIV OF CHINA
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  • Abstract
  • Description
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AI Technical Summary

Problems solved by technology

Until 1987, it was recognized that this organotin compound was highly toxic, would pollute the environment, and even affect human health through the food chain

Method used

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  • Alkoxy propyl isothiazolinone and its preparation process and use
  • Alkoxy propyl isothiazolinone and its preparation process and use
  • Alkoxy propyl isothiazolinone and its preparation process and use

Examples

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Embodiment Construction

[0010] 1. Preparation of dimethyl dithiodipropionate

[0011] Add 200ml of 10% (weight percent concentration, the same below) NaHCO successively in a 500ml three-neck flask equipped with a stirring device, a condenser, and a thermometer. 3 Solution, 21.7g (0.25mol) methyl acrylate, cooled to -5 ~ 10 ℃ and maintained at this temperature, dropwise added the above cooled sodium polysulfide solution within 0.5 ~ 2 hours. After the dropwise addition, the ice-water bath was removed, and the reaction was continued at room temperature for 5-6h, and the reaction ended. Leave to stand for stratification, separate the water layer, add 120ml of 1mol / L Na to the oil layer 2 SO 3 solution, and then continue to react at 50°C for 2 to 5 hours, and the reaction ends. Then let stand to separate the layers, separate the water layer, and wash the oil layer with water. The obtained crude product was distilled under reduced pressure to obtain 26.8 g of a light yellow oily substance with a yield...

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Abstract

Alkoxy propyl isothiazolinone is characterized in that its molecular formula is C6H6Cl2NO2SR, wherein R is CH3, CH2CH3, CH(CH3)2 or CH2CH2CH2CH3. The preparation process comprises sodium polysulfide reacts with methyl acrylate to yield dithio dimethyl dipropionate, aminolysis between dithio dimethyl dipropionate and alkoxy propylamine is carried out to produce Nú¼N'-dialkoxy propyl dithio dipropionamide, and the latter reacts with sulfuric chloride. Alkoxy propyl isothiazolinone in high yield and low cost can be used as anti-fouling agent for preparing marine anti-fouling coating.

Description

technical field [0001] The invention relates to an isothiazolinone derivative, in particular to an alkoxypropyl isothiazolinone compound, a preparation method thereof and an application in preparation of marine antifouling paint. Background technique [0002] Various marine organisms are often adhered to the surfaces of nets, hulls, and underwater facilities soaked in seawater for a long time, and the adhesion of marine organisms will cause surface fouling, increase surface friction resistance, and accelerate corrosion. The most common solution to marine biofouling is the application of paints containing antifouling agents. At present, the antifouling agent widely used at home and abroad is the antifouling agent containing organotin and cuprous oxide, that is, the copolymer of tributyltin methacrylate and methyl methacrylate and cuprous oxide (Cu 2 O) the composition is used as a kind of antifouling paint, is coated on surfaces such as the bottom of a ship, and can effectiv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D275/03
Inventor 于良民姜晓辉张志明徐焕志
Owner OCEAN UNIV OF CHINA
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