Emulsifying agent suitable for glufosinate-ammonium compounded chipton and haloxyfop-R-methyl microemulsion and preparation method thereof

Abstract

The invention discloses an emulsifier suitable for a glufosinate-ammonium compounded chipton and haloxyfop-R-methyl microemulsion and a preparation method of the emulsifier. The emulsifier comprises the following effective components: 10%-30% of phenethyl phenol polyoxyethylene polyoxypropylene ether, 50%-75% of alkyl glycoside, 10%-30% of dodecyl trimethyl ammonium chloride and 1%-10% of methanol. The emulsifier can enhance the wetting permeability of pesticide on the surface of a plant and increase the absorption of the pesticide by the plant, is especially suitable for a low-toxicity solution system, effectively reduces the harm of traditional dimethylbenzene and cyclohexanone to a human body, is safe to use, and has a good application prospect.

Description

Technical Field

[0001] The invention belongs to the field of pesticide adjuvants, and specifically relates to an emulsifier suitable for a microemulsion of glufosinate-ammonium, dimethyltetrachloridone and high-efficiency haloxyfop-p-butyl and a preparation method thereof. Background Art

[0002] Glufosinate (molecular formula C5H 15 N2O4P), molecular weight 198.16, is a broad-spectrum contact phosphonic acid herbicide, mainly used in non-arable land, and has good control effects on annual and perennial grasses, broad-leaved weeds and sedges. After using glufosinate ammonium, the ammonium metabolism of plants is disordered, and the cytotoxic ammonium ions accumulate in the plant body. At the same time, photosynthesis is severely inhibited, thereby achieving the purpose of weed control.

[0003] Dimethyltetrachloride (C9H9ClO3), with a molecular weight of 200.6, is a selective systemic herbicide suitable for controlling annual or perennial broadleaf weeds and some sedges in corn fields, rice fields, urban lawns, etc. After the plant absorbs the agent, it has different effects on nucleic acid and protein synthesis in different parts, causing the plant stems to twist, phloem to be damaged, and organic matter transport to be blocked, thereby destroying the normal life ability of the plant and ultimately leading to plant death.

[0004] Highly effective halpyrazole (molecular formula C 16 H 13 ClF3NO4), molecular weight 375.7, selective herbicide, has significant control effect on weeds after tillering and perennial grass weeds, is safe for broadleaf weeds, and has stable effects under low temperature and drought conditions. After using the highly effective fluazifop-butyl, the acetyl-CoA carboxylase in the plant is inhibited, resulting in the obstruction of fatty acid synthesis, followed by cessation of growth and final withering and death.

[0005] Glufosinate is a contact herbicide. Long-term single use can cause weeds to develop resistance, and the effectiveness of glufosinate decreases under low temperature conditions. In order to reduce the increase of resistant weeds, mixing glufosinate with other herbicides will become a future development trend.

[0006] At present, regarding glufosinate-ammonium compound microemulsions, the common varieties on the market mainly include microemulsions of ordinary glufosinate-ammonium and fluazifop-butyl. This formulation can only exert good efficacy under high temperature and good light conditions, and requires a large amount of organic solvents or polar solvents, which is extremely polluting to the environment. There are no reports on the combination of glufosinate-ammonium with dimethyltetrachloridone and high-efficiency fluazifop-butyl. Summary of the invention

[0007] The object of the present invention is to overcome the above-mentioned shortcomings and provide a high-efficiency emulsifier for the microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency fluazifop-p-butyl, which is environmentally friendly, has a small dosage, obvious synergy, low cost and good formulation stability.

[0008] In order to achieve the above-mentioned invention object, the specific technical scheme is as follows:

[0009] An emulsifier suitable for a microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency haloxyfop-butyl, characterized in that the emulsifier is specifically composed of the following components in percentage by mass:

[0010]

[0011] Preferably, the emulsifier suitable for the microemulsion of glufosinate-ammonium combined with dimethyltetrachloride and high-efficiency haloxyfop-butyl is made of the following components in percentage by mass:

[0012]

[0013] Most preferably, the emulsifier suitable for the microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency haloxyfop-butyl is made of the following components in percentage by mass:

[0014]

[0015] The sum of the masses of the components in the above emulsifier is 100%.

[0016] The emulsifier is suitable for a composite microemulsion containing 10-20% of glufosinate-ammonium, 5-10% of dimethyl tetrachloride, 1-2% of haloxyfop-butyl and isophorone as a solvent.

[0017] The preparation method of the emulsifier suitable for the microemulsion of glufosinate-ammonium compounded with dimethoate and high-efficiency fluazifop-butyl comprises the following steps: adding weighed methanol and alkyl glycoside into a reaction kettle, starting stirring, adding phenethylphenol polyoxyethylene polyoxypropylene ether and dodecyltrimethylammonium chloride, heating to 40-50°C and stirring evenly, so as to obtain the emulsifier of the microemulsion of glufosinate-ammonium compounded with dimethoate and high-efficiency fluazifop-butyl.

[0018] In the formula of the present invention, phenethylphenol polyoxyethylene polyoxypropylene ether is used to reduce the surface tension of the liquid, form an emulsion between water and oil and stabilize the emulsion, and can also enhance the wettability and permeability of the pesticide, improve the use effect of the pesticide, and reduce the use amount of the pesticide; alkyl glycosides have good compatibility, obvious synergistic effect in this formula, and have significant advantages in safety, while increasing the solubility of the pesticide and improving the efficacy; dodecyl trimethyl ammonium chloride is resistant to strong acids and alkalis, has good penetration, emulsification, and bactericidal properties, and can increase the stability of the formula. Methanol is used as a cosolvent in the formula of the present invention, and is not easily oxidized or has harmful chemical reactions. The production cost is lower than that of other organic solvents, and it is not easy to volatilize, so that the entire formula can be stored for a long time.

[0019] The mass dosage of the above emulsifier in the microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency haloxyfop-butyl is 15%-25%, and the preferred dosage is 20%.

[0020] The glufosinate-ammonium compounded with dimethoate and high-efficiency haloxyfop-butyl microemulsion processed by the present invention has the characteristics of high efficiency, safety, high environmental and biological safety, etc., and has good application prospects.

[0021] By adopting the above technical scheme, the additive of the present invention has the following advantages:

[0022] (1) The conventional adjuvant system uses agricultural milk 600#, but its wetting and permeability are poor. The adjuvant of the present invention uses a variety of monomer components to synergistically enhance the wetting and permeability of pesticides on the plant surface, thereby increasing the absorption of pesticides by plants.

[0023] (2) The microemulsion prepared by using the auxiliary agent of the present invention is particularly suitable for the low-toxic isophorone solution system, effectively reducing the harm of traditional xylene and cyclohexanone to the human body and is safe to use.

[0024] The herbicide combination of the present invention is safe to use, has obvious synergistic effect, improves the lasting effect, obviously delays the generation of weed resistance, reduces the number of repeated use of pesticides, reduces the amount of pesticide used, has good stability, and reduces agricultural costs. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 The microemulsion prepared in Application Example 1 is shown.

[0026] Figure 2 This is the microemulsion prepared in Comparative Example 1.

[0027] Figure 3 This is the microemulsion prepared in Comparative Example 2.

[0028] Figure 4These are photos before application of 200g / L glufosinate aqueous solution (left) and 16% glufosinate + 10% dimethyltetrachloride + 2% high-efficiency fluazifop-p-butyl microemulsion (right).

[0029] Figure 5 Comparison photos of the efficacy of 200g / L glufosinate aqueous solution (left) and 16% glufosinate + 10% dimethyltetrachloride + 2% high-efficiency haloxyfop-butyl microemulsion (right) (first day after application)

[0030] Figure 6 Comparison photos of the efficacy of 200g / L glufosinate aqueous solution (left) and 16% glufosinate + 10% dimethyltetrachloride + 2% high-efficiency haloxyfop-butyl microemulsion (right) (third day after application)

[0031] Figure 7 Comparative photos of the efficacy of 200g / L glufosinate aqueous solution (left) and 16% glufosinate + 10% dimethyltetrachloride + 2% high-efficiency haloxyfop-butyl microemulsion (right) (fifth day after application)

[0032] Figure 8 Comparative photos of the efficacy of 200g / L glufosinate aqueous solution (left) and 16% glufosinate + 10% dimethyltetrachloride + 2% high-efficiency haloxyfop-butyl microemulsion (right) (seventh day after application) DETAILED DESCRIPTION

[0033] The technical solution of the present invention is further described in detail below in conjunction with several preferred embodiments and drawings. This embodiment is implemented on the premise of the technical solution of the invention, and a detailed implementation method and specific operation process are given, but the protection scope of the present invention is not limited to the following embodiments.

[0034] The experimental methods described in the following examples are conventional methods unless otherwise specified, and are performed according to the techniques or conditions described in the literature in the field or according to the product instructions. The materials, reagents, etc. described in the following examples are all commercially available unless otherwise specified.

[0035] Example 1

[0036] formula:

[0037]

[0038] Example 2

[0039] formula:

[0040]

[0041]

[0042] Example 3

[0043] formula:

[0044]

[0045] Example 4

[0046] formula:

[0047]

[0048] Example 5

[0049] formula:

[0050]

[0051] The preparation method of the emulsifier of Example 1-5 is as follows: weighed methanol and alkyl glycoside are added into a reaction kettle, stirring is started, phenethylphenol polyoxyethylene polyoxypropylene ether and dodecyltrimethylammonium chloride are added, and the mixture is heated to 40-50°C and stirred evenly to obtain an emulsifier of a microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency fluazifop-butyl.

[0052] Application Example 1

[0053] 2% of high-efficiency haloxyfop-p-ethyl was dissolved in 3% of isophorone, and 20% of the emulsifier prepared by the method of Example 1 was added under stirring conditions. Then, dimethyltetrachloridone and glufosinate mother liquor were mixed, water was added, and stirring was continued for 0.5h to prepare a microemulsion of 16% glufosinate + 10% dimethyltetrachloridone + 2% high-efficiency haloxyfop-p-ethyl with a yellow transparent appearance and a pH of 6.0-8.0. There was no stratification or precipitation when cold stored (0±1°C) and hot stored (54±2°C) for 14 days, respectively, and the cold and hot storage stability was good.

[0054] Comparative Example 1

[0055]

[0056] Preparation method: add the weighed alkyl glycoside into the reaction kettle, start stirring, add lauroylpropyl dimethylamine oxide and dodecyltrimethylammonium chloride, heat to 40-50°C and stir evenly, then add methanol and stir evenly to obtain the product.

[0057] 2% of highly effective fluazifop-butyl was dissolved in 3% of isophorone, and 20% of the emulsifier prepared by the method of Comparative Example 1 was added under stirring conditions. Then, dimethyltetrachloridone and glufosinate mother liquor were mixed, water was added, and stirring was continued for 0.5h to prepare a microemulsion of 16% glufosinate + 10% dimethyltetrachloridone + 2% highly effective fluazifop-butyl. However, due to improper selection of lauroylpropyl dimethylamine oxide, the stability of the preparation deteriorated and the prepared microemulsion product was turbid.

[0058] Comparative Example 2

[0059]

[0060] Preparation method: Add the weighed alkyl glycoside into the reaction kettle, start stirring, add dioctyl dimethyl ammonium chloride and dodecyl trimethyl ammonium chloride, heat to 40-50°C and stir evenly, then add methanol and stir evenly to obtain the product.

[0061] 2% high-efficiency fluazifop-p-ethyl was dissolved in 3% isophorone, and 20% of the emulsifier prepared by the method of Comparative Example 2 was added under stirring conditions, and then dimethyltetrachloridone and glufosinate mother liquor were mixed, water was added, and stirring was continued for 0.5h to obtain a microemulsion of 16% glufosinate + 10% dimethyltetrachloridone + 2% high-efficiency fluazifop-p-ethyl. The appearance was visibly turbid, and the stability of the preparation was poor.

[0062] Example 6

[0063] Field efficacy test

[0064] Test agents: 16% glufosinate ammonium + 10% dimethyltetrachloride + 2% high-efficiency fluazifop-butyl microemulsion in Application Example 1, and commercially available 200 g / L glufosinate ammonium aqueous solution.

[0065] Targets of control: Humulus, Erigeron, Eupatorium, etc.

[0066] Experimental design: The experiment was set up with two treatments, calculated by active ingredients, respectively: A: 16% glufosinate + 10% dimethoate + 2% high-efficiency haloxyfop-methyl microemulsion 200g / mu, B: 200g / L glufosinate aqueous solution 200g / mu. Each treatment was repeated 3 times, and each plot was 20m 2 .

[0067] Application and survey method: Back-mounted automatic sprayer, 30L of water per mu (667㎡) was used for uniform spraying. The experiment was conducted in Nanjing in June 2024. The types and numbers of weeds were investigated 1d, 3d, 5d, and 7d after application, and the control effect was calculated. Samples were taken at 3 points in each plot during the survey, and the sample area was 1m 2 .

[0068] Control effect = (number of weeds in the control area - number of weeds in the treatment area) / number of weeds in the control area × 100% The test results are shown in Table 1:

[0069] Table 1 Effect of different treatments on the control of weeds in non-cultivated land

[0070]

[0071] From the above data results obtained from the field efficacy test, it can be seen that the post-drug control effect of the 16% glufosinate + 10% dimethoate + 2% high-efficiency haloxyfop-butyl microemulsion prepared by the present invention is significantly better than the existing commercially available 200g / L glufosinate aqueous solution, and can effectively prevent weeds in non-cultivated land (see the efficacy comparison photos Figure 4-8 ). It is obvious that the herbicide of the present invention has a significant synergistic effect, can significantly improve the lasting effect, and significantly delay the development of weed resistance. Therefore, the microemulsion prepared by the adjuvant of the present invention can also reduce the number of repeated use of pesticides, reduce the amount of pesticides used, have good stability, and reduce agricultural costs.

Claims

1. An emulsifier suitable for a microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency haloxyfop-butyl, characterized in that The emulsifier is made of the following components in percentage by mass:

2. The emulsifier suitable for the microemulsion of glufosinate-ammonium compounded with dimethyltetrachloridone and high-efficiency haloxyfop-butyl according to claim 1, characterized in that The emulsifier is made of the following components in percentage by mass:

3. The emulsifier suitable for the microemulsion of glufosinate-ammonium compounded with dimethyltetrachloride and high-efficiency haloxyfop-butyl according to claim 1, characterized in that The emulsifier is made of the following components in percentage by mass:

4. The emulsifier suitable for the microemulsion of glufosinate-ammonium compounded with dimethyltetrachloridone and high-efficiency haloxyfop-butyl according to claim 1, 2 or 3, characterized in that The emulsifier is suitable for a composite microemulsion with a glufosinate content of 10-20%, dimethyltetrachloridone of 5-10%, high-efficiency haloxyfop-p-ethyl of 1-2% and isophorone as a solvent.

5. The emulsifier suitable for the microemulsion of glufosinate-ammonium compounded with dimethyltetrachloridone and high-efficiency haloxyfop-butyl according to claim 1, 2 or 3, characterized in that The mass dosage of the emulsifier in the microemulsion of glufosinate-ammonium compounded with dimethyltetrachloridone and high-efficiency haloxyfop-butyl compounded is 15%-25%.

6. A method for preparing an emulsifier suitable for a microemulsion of glufosinate-ammonium combined with dimethyltetrachloridone and high-efficiency fluazifop-p-butyl as claimed in claim 1, 2 or 3, comprising the following steps: adding weighed methanol and alkyl glycoside into a reaction kettle, starting stirring, adding phenethylphenol polyoxyethylene polyoxypropylene ether and dodecyltrimethylammonium chloride, heating to 40-50°C and stirring evenly to obtain the product.

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