A solvent for dissolving thiophanate-methyl and its application

Abstract

The present invention relates to the technical field of green fine chemicals, and in particular to a DES solvent for dissolving thiophanate-methyl, which comprises a hydrogen bond acceptor and a hydrogen bond donor, wherein the hydrogen bond acceptor comprises one or more of benzyltrimethylammonium chloride, benzyltriethylammonium chloride, choline chloride and trimethylglycine; and the hydrogen bond donor comprises one or more of organic acid, low-carbon alcohol and urea. The present invention can realize the efficient dissolution of thiophanate-methyl, and provide a new technical solution for green pesticide preparations and industrial preservatives. At the same time, the technical solution of the present invention has high solubility of thiophanate-methyl, few process steps, simple operation, and good application prospects.

Description

Technical Field

[0001] The invention relates to the technical field of green fine chemical industry, and in particular to a solvent for dissolving thiamethoxam and application thereof. Background Art

[0002] Benzisothiazolinone (CAS No.: 2634-33-5), also known as 1,2-benzisothiazol-3-one, 1,2-benzisothiazolone, 2,3-dihydro-1,2-benzothiazol-3-one, 3-hydroxy-1,2-benzisothiazole or benzisothiazoline-3-one, is an isothiazole heterocyclic compound and a highly effective, low-toxic, broad-spectrum fungicide.

[0003] The structural formula of thiophanate-methyl is as follows:

[0004]

[0005] The solubility of thiophanate-methyl in water is very low, only 4g / L (20℃), and its solubility in most organic solvents is not high. Therefore, in industrial anticorrosion applications, thiophanate-methyl is generally used to add a large amount of alkaline substances and additives to promote dissolution, and the thiophanate-methyl content is not high. In the field of pesticides, thiophanate-methyl is generally processed into dosage forms such as suspensions and powders, and the number of soluble solutions is small. It can be seen that the low solubility of thiophanate-methyl limits its wider application, and it is urgent to develop a new and efficient dissolution system. Deep eutectic solvents (DES) are green solvents formed by hydrogen-bond donors (HBD) and hydrogen-bond acceptors (HBA). There is no report on the dissolution of thiophanate-methyl by DES. Summary of the invention

[0006] In view of the above shortcomings of the prior art, the present invention provides a solvent for dissolving thiophanate-methyl, which can achieve efficient dissolution of thiophanate-methyl, and provide a new technical solution for green pesticide preparations and industrial preservatives. At the same time, the technical solution of the present invention has high solubility of thiophanate-methyl, few process steps, simple operation, and good application prospects.

[0007] Technical Solution

[0008] To achieve the above objectives, the present invention is implemented through the following technical solutions:

[0009] A method for dissolving thiophanate-methyl, comprising the following steps:

[0010] The thiophanate-methyl is dissolved in a deep eutectic solvent to prepare a thiophanate-methyl solution.

[0011] The deep eutectic solvent comprises a hydrogen bond acceptor and a hydrogen bond donor;

[0012] The hydrogen bond acceptor includes one or more of benzyltrimethylammonium chloride, benzyltriethylammonium chloride, choline chloride and trimethylglycine;

[0013] The hydrogen bond donor includes one or more of organic acid, low-carbon alcohol and urea;

[0014] The molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1:(1-10);

[0015] The organic acid includes one or more of lactic acid, malic acid, citric acid and oxalic acid;

[0016] The low-carbon alcohol includes one or both of ethylene glycol and glycerol.

[0017] The mass concentration of thiophanate-methyl in the deep eutectic solvent is 0.5% to 30%;

[0018] The mass concentration of thiophanate-methyl in the deep eutectic solvent is 1% to 20%;

[0019] The method for dissolving thiophanate-methyl with a low eutectic solvent can be used to prepare a thiophanate-methyl soluble solution.

[0020] Beneficial Effects

[0021] The technical solution provided by the present invention has the following beneficial effects compared with the known public technology: the present invention can realize the efficient dissolution of thiophanate-methyl, and provide a new technical solution for green pesticide preparations and industrial preservatives. At the same time, the technical solution of the present invention has high solubility of thiophanate-methyl, fewer process steps, simple operation, and good application prospects. The technology of dissolving thiophanate-methyl using DES solvent provided by the present invention has fewer process steps, simple process, and is more economical. DETAILED DESCRIPTION

[0022] In order to make the purpose, technical solution and advantages of the embodiments of the present invention clearer, the technical solution in the embodiments of the present invention will be clearly and completely described in combination with the embodiments of the present invention. Obviously, the described embodiments are part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0023] The present invention will be further described below in conjunction with the embodiments.

[0024] Example 1: Thiamphenicol dissolution test

[0025] (I) DES preparation

[0026] The typical process of DES preparation is: weigh the hydrogen bond donor (HBD) and the hydrogen bond acceptor (HBA) according to the set molar ratio, mix them evenly, and stir them at 80∽100°C to form a uniform transparent liquid, which is DES.

[0027] Taking the DES preparation process of choline chloride: lactic acid = 1:2 as an example, the details are as follows:

[0028] Add 139g (1.0mol) choline chloride into a beaker, then add 180g (2.0mol) lactic acid, mix well with a glass rod, then stir in a 80℃ water bath, and after 1 hour, a transparent uniform liquid will be formed. After standing at room temperature for 24 hours, it will still be a uniform transparent liquid.

[0029] Examples 1-17 all use the above-mentioned preparation method to prepare DES, and the only difference between them is that the hydrogen bond acceptor and the hydrogen bond donor are different, and the molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is different, as shown in the following table.

[0030] (II) Solubility test

[0031] Thiophanate was added to different DES prepared in sequence numbers 1-17, and their solubility was analyzed at 20°C. The results are shown in the following table.

[0032]

[0033]

[0034] It can be seen from the above table that the DES provided by the present invention can effectively dissolve thiophanate-methyl, and the solubility is more than 10%, and the highest is 30%.

[0035] Example 2. Preparation of soluble solution by dissolving thiophanate-methyl using DES

[0036] A typical process of preparing a soluble solution by dissolving thiophanate-methyl in DES is as follows: a set amount of thiophanate-methyl is added to the DES prepared in Example 1, and the solution is dissolved by stirring at room temperature; water, preservatives, etc. are then added, and the mixture is stirred evenly to obtain a soluble solution of thiophanate-methyl based on DES. As required, an organic solvent, a surfactant, or other auxiliary agent or other ingredients may be added.

[0037] Taking the system of trimethylglycine:ethylene glycol = 1:2 as an example, the specific process is as follows:

[0038] Take 19.42g (165.98mmol) of trimethylglycine and 20.58g (331.95mmol) of ethylene glycol and mix them. Heat them in a water bath at 80℃ and stir at 400rpm for 1h to obtain a colorless transparent liquid. Add 6.00g of thiophanate-methyl and stir at 400rpm for 1h at room temperature to obtain a transparent liquid. Then add 53.998g of water and 0.02g of potassium sorbate and stir at 400rpm for 0.5h to obtain a transparent liquid, which is a 3% thiophanate-methyl soluble solution based on DES.

[0039] The above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that they can still modify the technical solutions described in the aforementioned embodiments, or make equivalent replacements for some of the technical features therein. However, these modifications or replacements will not cause the essence of the corresponding technical solutions to deviate from the protection scope of the technical solutions of the embodiments of the present invention.

Claims

1. A method for dissolving thiophanate-methyl, characterized in that: The thiophanate-methyl is dissolved in a deep eutectic solvent to prepare a thiophanate-methyl solution.

2. The method for dissolving thiophanate-methyl according to claim 1, characterized in that: The deep eutectic solvent comprises a hydrogen bond acceptor and a hydrogen bond donor; The hydrogen bond acceptor includes one or more of benzyltrimethylammonium chloride, benzyltriethylammonium chloride, choline chloride and trimethylglycine; The hydrogen bond donor includes one or more of organic acid, low-carbon alcohol and urea; The molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1:(1-10); The organic acid includes one or more of lactic acid, malic acid, citric acid and oxalic acid; The low-carbon alcohol includes one or both of ethylene glycol and glycerol.

3. The method for dissolving thiophanate-methyl according to claim 1, characterized in that: The mass concentration of the thiophanate-methyl in the low eutectic solvent is 0.5% to 30%.

4. The method for dissolving thiophanate-methyl according to claim 1 and claim 3, characterized in that: The mass concentration of the thiophanate-methyl in the low eutectic solvent is 1% to 20%.

5. The method for dissolving thiophanate-methyl according to claim 1, characterized in that: The method for dissolving thiophanate-methyl with a low eutectic solvent can be used to prepare a thiophanate-methyl soluble solution.

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