Alkyl block polyether, anion modifier thereof, and preparation method and application of anion modifier

Abstract

The invention relates to alkyl block polyether and an anion modifier thereof, and a preparation method and application of the anion modifier, and belongs to the technical field of herbicide synergists. The alkyl block polyether is shown as a general formula I; the alkyl block polyether anion modifier is shown in a general formula II. The alkyl block polyether or the alkyl block polyether anion modifier can be used as a herbicide raw medicine synergist. The alkyl block polyether or the alkyl block polyether anion modifier has the advantages that the alkyl block polyether or the alkyl block polyether anion modifier is efficient and green, and the physical performance of liquid medicine is reduced and improved, so that the activity of different types of herbicides is effectively improved, the dosage of the herbicides is reduced, the environmental pollution is reduced, and the drug resistance of weeds is delayed; the device is suitable for two pesticide application modes of stem and leaf spraying and soil sealing treatment, and meanwhile normal growth of crops is not affected. (I)

Description

Technical Field

[0001] This invention belongs to the technical field of herbicide synergists, specifically providing an alkyl block polyether and its anionic modified form, its preparation method, and its application. Background Technology

[0002] The current situation regarding weed infestation in farmland is severe, with widespread occurrence, complex communities, and continuously increasing resistance to herbicides. In some areas, for example, weed density in severely infested fields can reach thousands of plants per square meter, severely crowding out crop growth space and directly leading to reduced yields and lower quality. Simultaneously, weed communities are diversifying, with noxious weeds such as barnyardgrass and rice barnyardgrass spreading, and resistant weeds like barnyardgrass becoming dominant species in many areas, further increasing the difficulty of control. Against this backdrop, despite herbicide resistance and environmental pressures, chemical herbicides remain dominant in weed control systems due to their significant advantages of rapid, efficient, economical, and easily mechanized operation. Currently, no single method can completely replace chemical herbicides in terms of control effectiveness, cost, and applicability; therefore, they remain an indispensable primary means of ensuring agricultural production, and their scientific and rational application is of great significance for stabilizing grain yields.

[0003] However, the resistance of weeds to chemical herbicides in farmland has evolved into a serious challenge threatening global agricultural production. With the long-term continuous use of herbicides with single mechanisms of action, weeds with naturally occurring resistance genes have survived and reproduced under strong selective pressure, forming increasingly large resistant weed populations. This has led to a significant decline in the efficacy of many mainstream herbicides. Currently, resistance has spread from traditional herbicides such as atrazine and paraquat to more modern herbicide systems such as glyphosate and glufosinate. This has resulted in the frequent occurrence of resistant biotypes of noxious weeds such as barnyard grass, sedge, and wild oats in various regions. Some weed populations have evolved multi-herbicide resistance, capable of simultaneously tolerating multiple herbicides with different mechanisms of action. This has led to a continuous increase in the amount of chemical herbicides used, causing not only resource waste and increased control costs but also environmental damage and yield reduction. Therefore, reducing herbicide use is crucial. Pesticide synergists, by optimizing the mechanism of action of pesticides and improving target utilization, have become an important technical means for reducing herbicide use and increasing efficiency, playing a key role in the green development of agriculture.

[0004] Based on their mechanism of action, existing synergists are mainly divided into four categories. The first category is surfactants, which primarily promote herbicide absorption by significantly reducing the surface tension of the herbicide solution, enhancing wetting and spreading on plant leaves. This type of synergist has broad applicability, but carries the risk of phytotoxicity due to excessive penetration, and its adaptability varies across different species' epidermal structures. The second category is oil-based synergists, such as mineral oils and methylated vegetable oils. These mainly create favorable channels for the transepidermal transport of the herbicide's active ingredient by dissolving or disrupting the waxy layer of the plant leaf epidermis. Oil-based synergists are compatible with many hydrophobic herbicides and can significantly improve their performance under drought conditions; however, they are relatively expensive, and impurities may be toxic to plants if purity is insufficient. The third category is nitrogen fertilizer-based synergists, such as ammonium sulfate and urea ammonium nitrate. Their mechanism of action is relatively complex. On the one hand, they can interfere with plant physiology by providing ammonium ions, thus weakening the epidermal barrier function. On the other hand, they can regulate plant metabolism, preventing the absorption of herbicides (such as glyphosate) in the phloem, thereby improving their systemic translocation efficiency. These synergists are inexpensive and easy to use, and their synergistic effect on glyphosate has been widely verified. However, their main limitation is that the synergistic effect depends on the type of herbicide and may be ineffective in high-hardness water. The fourth category is metabolic inhibitors, such as piperitin, which specifically inhibit the enzyme system responsible for herbicide detoxification in weeds, thereby blocking the herbicide's metabolic pathway. This is crucial for controlling metabolically resistant weed populations. These synergists are highly targeted, but their effects vary depending on the herbicide's mechanism of action. Chinese patent (CN202380017532) discloses the use of diphenylpyrazole compounds as herbicide synergists, which can effectively delay the in vivo metabolism of herbicides by GSTs in farmland weeds, thereby reducing the metabolic resistance of farmland weeds to herbicides. However, it can only improve the resistance of farmland weeds to Class A and Class B herbicides and is not universally applicable. In addition, Chinese patent (202411827222.0) discloses a novel herbicide synergist prepared from wood vinegar, lecithin, organic acids, surfactants, and solvents, which can enhance the efficacy against multiple types of herbicides. However, the formulation is complex and poses certain environmental risks.

[0005] Therefore, developing a novel, green, safe, efficient, and universally applicable herbicide synergist is of great significance for reducing the dosage and increasing the effectiveness of chemical herbicides, and delaying the development of weed resistance. Summary of the Invention

[0006] To address the aforementioned problems in existing technologies, this invention provides an alkyl block polyether and its anionic modified form, its preparation method, and its applications. These are primarily used to improve the efficacy of herbicides, achieve reduced dosage and increased efficiency, mitigate the adverse effects of herbicides on crops, delay the development of herbicide resistance in weeds, reduce environmental pollution, and lower production costs.

[0007] The first objective of this invention is to disclose an alkyl block polyether.

[0008] The second objective of this invention is to disclose a method for preparing the above-mentioned alkyl block polyether.

[0009] A third objective of this invention is to disclose the application of the aforementioned alkyl block polyether.

[0010] The fourth objective of this invention is to disclose an alkyl block polyether anionic modifier.

[0011] The fifth objective of this invention is to disclose a method for preparing the above-mentioned alkyl block polyether anionic modified material.

[0012] The sixth objective of this invention is to disclose the application of the above-mentioned alkyl block polyether anionic modifier.

[0013] The objective of this invention is achieved through the following technical solution: An alkyl block polyether, wherein the alkyl block polyether is represented by general formula I; , (I) In general formula I: R1 has the formula: C n H 2n-5 Or C n H 2n+1 Aromatic or aliphatic hydrocarbon groups, wherein n is 3 to 21; b represents a block or random copolymer; a is a number from 1 to 50; b is a number from 1 to 20.

[0014] An alkyl block polyether anionic modifier, wherein the alkyl block polyether anionic modifier is as shown in general formula II; , (II) In general formula II: R1 has the formula: C n H 2n-5 Or C n H 2n+1 Aromatic or aliphatic hydrocarbon groups, wherein n is 3 to 21; b represents block or random copolymer; a is a number from 1 to 50; b is a number from 1 to 20; R2 is one of the following atoms or groups: sulfate group, phosphate group, sulfosuccinate group, substance existing in the form of sulfate group salt, substance existing in the form of phosphate group salt, or substance existing in the form of sulfosuccinate group salt.

[0015] The alkyl block polyether anionic modified material described in the above technical solution, wherein: the structure shown in general formula II is a substance obtained by further sulfation, phosphate esterification or sulfosuccinate esterification of the structure shown in general formula I.

[0016] In the alkyl block polyether anionic modified material described in the above technical solution, when R2 is a substance existing in the form of a sulfate group salt, a phosphate ester group salt, or a sulfosuccinate group salt, the substance existing in the form of a salt is selected from one or more of ammonium salts, sodium salts, potassium salts, and organic amine salts such as monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine ethylenediamine, diethanol monoisopropanolamine, monoethanol diisopropanolamine, diethylamine, triethylamine, isobutanolamine, dimethylethanolamine, diethylethanolamine, and dimethylpropylenediamine.

[0017] The alkyl block polyether or the alkyl block polyether anionic modified product described in the above technical solution, wherein: n in R1 is a number from 3 to 18; preferably, n is a number from 6 to 15; more preferably, n is a number from 8 to 13; and even more preferably, n is a number from 8 to 11.

[0018] The alkyl block polyether or the alkyl block polyether anionic modified product described in the above technical solution, wherein: a is a number from 3 to 30, and b is a number from 1 to 10; preferably, a is a number from 3 to 20; more preferably, a is a number from 5 to 15; and even more preferably, a is a number from 5 to 12.

[0019] The preparation method of the alkyl block polyether of the present invention is as follows: In a laboratory autoclave, fatty alcohol or alkylphenol is mixed with alkali metal catalyst potassium hydroxide and stirred for 30 min. The air in the reactor is replaced with nitrogen, and then the vacuum degree is maintained at -0.09 MPa for 1 hour for dehydration. After the moisture content is found to be within acceptable limits, 1 mol-50 mol of ethylene oxide (EO) is added dropwise, and the reaction temperature is maintained at 160±5℃. After the addition is completed, the mixture is allowed to mature for 30 min. Then, 1 mol-20 mol of propylene oxide (PO) is added dropwise, and the reaction temperature is maintained at 145±5℃. After the addition is completed, the mixture is allowed to mature for another hour, and then the temperature is lowered to 100℃ to neutralize the material with acetic acid, yielding an alkyl block polyether with the structure of general formula I, which serves as the herbicide synergist of the present invention. The reaction equation for the above alkyl block polyether is as follows: Figure 2 As shown: As another exemplary embodiment of the present invention, a series of alkyl block polyether anionic modifiers as herbicide synergists are disclosed. The alkyl block polyether anionic modifiers are prepared as follows: a fatty alcohol or alkylphenol is reacted with ethylene oxide (EO) and propylene oxide (PO) to obtain an alkyl block polyether (e.g. Figure 2 (As shown), followed by sulfation.

[0020] As another exemplary embodiment of the present invention, a series of alkyl block polyether anionic modifiers as herbicide synergists are disclosed. The alkyl block polyether anionic modifiers are prepared as follows: a fatty alcohol or alkylphenol is reacted with ethylene oxide (EO) and propylene oxide (PO) to obtain an alkyl block polyether (e.g. Figure 2 (As shown), then phosphate esterification is performed.

[0021] As another exemplary embodiment of the present invention, a series of alkyl block polyether anionic modifiers as herbicide synergists are disclosed. The alkyl block polyether anionic modifiers are prepared as follows: a fatty alcohol or alkylphenol is reacted with ethylene oxide (EO) and propylene oxide (PO) to obtain an alkyl block polyether (e.g. Figure 2 (as shown), followed by sulfosuccinate esterification.

[0022] The application of the alkyl block polyether or the anionic modified alkyl block polyether described in the above technical solution as a synergist for herbicide technical materials.

[0023] In the application described above, during the use of herbicides, alkyl block polyethers or alkyl block polyether anionic modifiers are added to the prepared herbicide technical material in a tank mixing manner, with the addition amount being 0.001-2.0% of the total mass of the herbicide solution.

[0024] In the application described in the above technical solution, the herbicide technical material is selected from one or more of the following herbicides: triazine, dinitroaniline, sulfonamide, diphenyl ether, dinitrobenzene, cycloketene, substituted urea, nitrile, pyridine, bipyridine, sulfonylurea, imidazolinone, pyrimidine salicylic acid, aryloxyphenylchloropropyl ester, carbamate, isoxazole, benzoic acid, phenoxycarboxylic acid, organophosphate, or phthalimide.

[0025] The present invention has the following beneficial effects: 1. The alkyl block polyether or alkyl block polyether anionic modifier of the present invention can effectively reduce the surface tension and contact angle of herbicide solutions, improve the spreading and deposition of the solution on the target surface, and promote rapid penetration and absorption of the solution, thereby improving the fast-acting properties of the herbicide. These measures significantly improve the activity of the herbicide, reduce the amount of herbicide used, increase crop yield, reduce production costs, extend the service life of the herbicide, and reduce environmental pollution caused by the large-scale use of herbicides.

[0026] 2. The alkyl block polyether or alkyl block polyether anionic modified product provided by this invention has significant advantages in application. Its synthesis process is simple, the raw materials are readily available, and it offers excellent cost-effectiveness. In practical applications, the required dosage is extremely low to exhibit a significant synergistic effect. This product has excellent environmental compatibility, is easily degraded under natural conditions, and is highly safe for non-target organisms such as mammals, aquatic organisms, and pollinating insects. Furthermore, at the recommended dosage, it exhibits good selectivity for various crops, with no visible phytotoxicity symptoms, ensuring the safety of crop growth. Attached Figure Description

[0027] Figure 1 The graph shows the absorption and distribution results of the herbicide on the target in Example 2.

[0028] Figure 2 The reaction equation is for alkyl block polyethers. Detailed Implementation

[0029] To facilitate understanding of the technical solution of the present invention, the present invention is described in the following specific embodiments. However, the present invention can be implemented in various forms and should not be limited to the embodiments described herein.

[0030] The following general formula examples 1-7 describe the synthesis methods of four alkyl block polyethers and three alkyl block polyether anionic modifiers, and clarify the structures of R1 and R2 as well as the number of a and b. Example 1:

[0031] In a laboratory autoclave, 2 mol (260 g) of 2-ethylhexanol (from Lihua Yiweiyuan) was mixed with 1.2 g of potassium hydroxide and stirred for 30 min. The mixture was then dehydrated under a vacuum of -0.09 MPa for 1 hour. After the moisture content was deemed acceptable, 14 mol (616 g) of ethylene oxide (EO) was added dropwise, maintaining the reaction temperature at 160 ± 5 °C. The mixture was allowed to mature for 30 min after the addition was complete. Then, 6 mol (348 g) of propylene oxide (PO) was added dropwise, maintaining the reaction temperature at 145 ± 5 °C. After the addition was complete, the mixture was allowed to mature for another hour, then cooled to 100 °C and neutralized with acetic acid, yielding 1225 g of a colorless, transparent liquid as the synergist product. The molecular weight was determined to be 612 g / mol by titration of the hydroxyl value.

[0032] The reaction equation for the above embodiment is as follows: C8H 17 OH + 7 EO + 3 PO C8H 17 O(EO)7(PO)3H Example 2:

[0033] In a laboratory autoclave, 2 mol (288 g) of isononol (from Exxon Mobil) was mixed with 1.3 g of potassium hydroxide and stirred for 30 min. The mixture was then dehydrated under a vacuum of -0.09 MPa for 1 hour. After the moisture content was deemed acceptable, 18 mol (792 g) of ethylene oxide (EO) was added dropwise while maintaining the reaction temperature at 160 ± 5 °C. The mixture was allowed to mature for 30 min after the addition was complete. Then, 4 mol (232 g) of propylene oxide (PO) was added dropwise while maintaining the reaction temperature at 145 ± 5 °C. After the addition was complete, the mixture was allowed to mature for another hour, then cooled to 100 °C and neutralized with acetic acid, yielding 1312 g of a colorless, transparent liquid as the synergist product. The molecular weight was determined to be 656 g / mol by titration of the hydroxyl value.

[0034] The reaction equation for the above embodiment is as follows: C9H 19 OH + 9 EO + 2 PO C9H 19 O(EO)9(PO)2H Example 3:

[0035] In a laboratory autoclave, 1.5 mol (237 g) of 2-propylheptanol (from Yangzi Petrochemical-BASF) was mixed with 1.07 g of potassium hydroxide and stirred for 30 min. The mixture was then dehydrated under a vacuum of -0.09 MPa for 1 hour. After the moisture content was deemed acceptable, 15 mol (660 g) of ethylene oxide (EO) was added dropwise, maintaining the reaction temperature at 160 ± 5 °C. The mixture was allowed to mature for 30 min after the addition was complete. Then, 3 mol (174 g) of propylene oxide (PO) was added dropwise, maintaining the reaction temperature at 145 ± 5 °C. After the addition was complete, the mixture was allowed to mature for another hour, then cooled to 100 °C and neutralized with acetic acid, yielding 1071 g of a colorless, transparent liquid as the synergist product. The molecular weight was determined to be 714 g / mol by titration of the hydroxyl value.

[0036] The reaction equation for the above embodiment is as follows: C 10 H 21 OH + 10 EO + 2 PO C 10 H 19 O(EO) 10 (PO)2H Example 4:

[0037] In a laboratory autoclave, 1 mol (172 g) of isomeric undecyl alcohol (from Exxon Mobil) was mixed with 0.87 g of potassium hydroxide and stirred for 30 min. The mixture was then dehydrated under a vacuum of -0.09 MPa for 1 hour. After the moisture content was deemed acceptable, 12 mol (528 g) of ethylene oxide (EO) was added dropwise while maintaining the reaction temperature at 160 ± 5 °C. The mixture was allowed to mature for 30 min after the addition was complete. Then, 3 mol (174 g) of propylene oxide (PO) was added dropwise while maintaining the reaction temperature at 145 ± 5 °C. After the addition was complete, the mixture was allowed to mature for another hour, then cooled to 100 °C and neutralized with acetic acid, yielding 874 g of a colorless, transparent liquid as the synergist product. The molecular weight was determined to be 874 g / mol by titration of the hydroxyl value.

[0038] The reaction equation for the above embodiment is as follows: C 11 H 23 OH + 12 EO + 3 PO C 11 H 23 O(EO) 12 (PO)3H Example 5:

[0039] In a 500 mL round-bottom flask equipped with a top stirrer, reflux condenser, and nitrogen inlet, 0.5 mol (total 306 g) of the product from Example 1 and 7.0 g of urea were mixed at 60 °C and stirred under nitrogen for 30 minutes. After raising the temperature to 100 °C, 0.475 mol (total 46 g) of aminosulfonic acid was added and the mixture was stirred under nitrogen at 130 °C for 2 hours. After cooling the reaction to 70 °C, ammonia solution (25%) was added to neutralize to pH 6.0-8.0, yielding a brownish-red sulfated product, which was the synergist product. The anionic active ingredient content was determined to be 90% by direct two-phase titration.

[0040] The reaction equation for the above embodiment is as follows: C8H 17 O(EO)7(PO)3H + NH2SO3H C8H 17 O(EO)7(PO)3-SO3NH4 Example 6:

[0041] In a 500 mL round-bottom flask equipped with a top stirrer, reflux condenser, and nitrogen inlet, 0.5 mol of the product from Example 1 (total 306 g) and 0.25 mol of phosphorus pentoxide (total 35.5 g) were mixed and stirred at 50°C for 2 hours under a nitrogen atmosphere, followed by stirring at 80°C for 3 hours. After adding 5.0 g of water, the reaction mixture was stirred for 1 hour, and then neutralized to pH 6.0-8.0 with triethanolamine to obtain a pale yellow isooctyl block polyether phosphate as the synergist product. The anionic active ingredient content was determined to be 98.0% by direct two-phase titration.

[0042] Example 7:

[0043] In a 500 mL round-bottom flask equipped with a top stirrer, reflux condenser, and nitrogen inlet, 0.15 mol of the product from Example 1 (total 91.8 g) was mixed with 0.15 mol of maleic anhydride (total 14.7 g). The reaction mixture was stirred at 80°C for 2 hours under nitrogen. A mixture of 0.15 mol of sodium sulfite (total 18.9 g) and 260.7 g of water was added, and the mixture was stirred at 90°C for 4 hours to obtain a pale yellow sulfosuccinate esterified product (NV 35%) as the synergist product. The acid value of the above product was determined to be 2.35.

[0044] The reaction equation for the above embodiment is as follows:

[0045] The following specific application examples illustrate the beneficial effects of this invention.

[0046] Application Example 1: Surface Tension of Drug Solution and Contact Angle The study used commercially available pesticides, 41% pyrifluquinazon suspension concentrate and 50% isoproturon suspension concentrate, at dosages of 184.5 g ai / hm. 2 and 936g ai / hm 2 All values ​​represent the recommended field dosage. 0%, 0.01%, 0.025%, 0.05%, 0.1%, and 1% of the total mass of the drug solution prepared in Example 1 were added to the above solutions, and the surface tension and contact angle were measured. The results are shown in Table 1.

[0047] Table 1. Effects of novel herbicide synergists on the static surface tension and contact angle of pyrifluquinazon and isoproturon solutions.

[0048] The results above show that the novel alkyl block polyether herbicide synergist prepared by this invention can significantly reduce the surface tension and contact angle of commercially available herbicide solutions, thereby promoting the wetting and spreading of the solution on the target surface and improving deposition efficiency and pesticide utilization.

[0049] Application Example 2: Absorption and Distribution of Herbicides on Targets Using jointed goatgrass as the test plant, and pyrifluquinazon and isoproturon as the research subjects, the dosages were 184.5 g ai / hm. 2 and 936g ai / hm 2 All figures represent the recommended field dosage. Experiments were conducted using the herbicide alone and with the herbicide plus the novel alkyl block polyether herbicide synergist prepared in Example 2 (0.05%, 0.1%, and 1% of the total herbicide mass, respectively). Leaves from jointed goatgrass plants at the 4-6 leaf stage were used for the experiment. First, the leaf surface was rinsed with water. Then, one drop (2 μL) of the above-treated solution was applied to the upper surface of the leaf using a pipette. After the droplet had completely evaporated, the leaf was removed from the plant for observation. The results are as follows: Figure 1 As shown, where: Figure 1 A and E are isoproturon + 1% alkyl block polyether synergist; B and F are isoproturon + 0.1% alkyl block polyether synergist; C and G are isoproturon + 0.05% alkyl block polyether synergist; D and H are isoproturon alone; I and M are pyrfluthrin + 1% alkyl block polyether synergist; J and N are pyrfluthrin + 0.1% alkyl block polyether synergist; K and O are pyrfluthrin + 0.05% alkyl block polyether synergist; L and P are pyrfluthrin alone. When isoproturon is used alone to treat jointed goatgra leaves ( Figure 1 D、 Figure 1 H), a large amount of unabsorbed isoproturon was observed to precipitate and deposit in crystalline form on the leaf surface. However, after adding the novel alkyl block polyether herbicide synergist, only a small amount of fine crystals remained on the leaf surface. Figure 1 A– Figure 1 C Figure 1 E- Figure 1 G). The depositional distribution of pyrifluquinazon on jointed goatgrass is similar to that of isoproturon (G). Figure 1 I- Figure 1 P). This indicates that the novel alkyl block polyether herbicide synergist can promote the rapid entry of herbicide solutions into plant epidermal tissues, enhance the efficient absorption of active ingredients, and thus improve the rapid action of herbicides.

[0050] Application Example 3: Indoor Efficacy Test Target weeds: Jointed goatgrass, a common annual grass in wheat fields Test agents: 41% pyrifluquinazon suspension and 50% isoproturon suspension, the alkyl block polyether novel herbicide synergist prepared in Example 3, the amount of which is a percentage of the total mass of the herbicide solution.

[0051] Application method and water volume: When the weeds have grown to the 4-6 leaf stage, use a spray tower for foliar spraying, with a water volume of 450 liters / hectare. Use water spraying as a control. Each treatment is repeated 4 times. 28 days after application, cut the above-ground parts, weigh the fresh weight and record the data. The results are shown in Table 2.

[0052] Table 2. Control effects of different treatments on jointed goatgrass.

[0053] As shown in Table 2, adding the synergist prepared in the embodiments of the present invention can effectively improve the control effect of herbicides on annual grass weeds in wheat fields. Under the recommended dosage conditions, the control efficacy of both herbicides, pyrifluquinazon and isoproturon, is above 85%. When the dosage of both herbicides is reduced by 30%, the control efficacy is much higher than that of herbicides used alone. When the dosage of herbicides is reduced by half, the control efficacy is still above 70%, while the efficacy of herbicides used alone is below 60%.

[0054] Application Example 4: Effect of Herbicide Trial on Rice Paddy Target weeds in paddy fields: annual weeds Test location: Yongzhou City, Hunan Province Test reagents: 15% penoxsulam dispersible oil suspension and 3% chloropyridinium emulsifiable concentrate, the novel herbicide synergist prepared in Example 5, the amount of which is a percentage of the total liquid mass.

[0055] Application method and water volume: Foliar spraying was carried out at the 3-leaf stage of rice. A randomized block design was used, with 4 replicates per treatment. The experimental plot area was 20m². 2 The water consumption was 450 liters per hectare. Water spraying was used as a control. Weed control efficacy per plant and fresh weight was assessed 30 days after application. The results are shown in Table 3.

[0056] Table 3. Weed control effects in paddy fields under different treatment conditions

[0057] As shown in Table 3, adding the synergist prepared in this embodiment of the invention can effectively improve the control effect of herbicides on annual weeds in paddy fields. Under the recommended dosage conditions, the total plant control efficacy and total fresh weight control efficacy of the two herbicides, penoxsulam and chlorpyrifos, are both above 80%. When the dosage of the two herbicides is reduced by 30%, the total plant control efficacy and total fresh weight control efficacy are both above 72%, which is much higher than that of herbicides used alone. When the dosage of the herbicides is reduced by half, the total plant control efficacy and total fresh weight control efficacy are still above 61%, while the total plant control efficacy and total fresh weight control efficacy of herbicides used alone are below 31%. Adding the synergist prepared in this invention has no adverse effects on rice growth.

[0058] Application Example 5: Herb Efficacy Test in Corn Fields Target weeds in cornfields Test location: Beijing Test reagents: 900 g / L acetochlor EC and 77% 2,4-D isooctyl ester EC, and the novel isooctyl block polyether phosphate synergist prepared in Example 6, the amount of which is a percentage of the total liquid mass.

[0059] Application method and water volume: Soil spraying was carried out using a randomized block design, with four replicates per treatment and a plot area of ​​20 m². 2 The water consumption was 600 liters per hectare. Water spraying was used as a control. Weed control efficacy per plant and fresh weight was assessed 40 days after application, and the results are shown in Table 4.

[0060] Table 4. Weed control effects in maize fields under different treatment conditions

[0061] As shown in Table 4, adding the synergist prepared in this embodiment of the invention can effectively improve the control effect of pre-emergent herbicides on annual weeds in corn fields. Under the recommended dosage conditions, the total plant control efficacy and total fresh weight control efficacy of the two herbicides, acetochlor and 2,4-D isooctyl ester, are both above 80%. When the dosage of the two herbicides is reduced by 30%, the total plant control efficacy and total fresh weight control efficacy are both above 70%, which is much higher than that of herbicides used alone. When the dosage of the herbicides is reduced by half, the total plant control efficacy and total fresh weight control efficacy are still above 65%, while the total plant control efficacy and total fresh weight control efficacy of herbicides used alone are below 45%. Adding the synergist prepared in this invention has no adverse effects on corn growth.

[0062] In summary, the herbicide synergist prepared by this invention can significantly improve the efficacy of herbicides with various chemical structures, and can still maintain high control efficacy when the amount of herbicide is reduced. It is also suitable for both foliar spraying and soil sealing treatments, and does not affect the normal growth of crops.

[0063] Based on the above description of the invention, those skilled in the art can fully apply the present invention, and all modifications based on the same principles or similar modifications should be considered to be included within the scope of the present invention.

[0064] The above description is merely a preferred embodiment of the present invention and does not constitute any limitation on the present invention in any form or substance. Any modifications, alterations, and variations made by those skilled in the art without departing from the scope of the present invention using the disclosed technical content are equivalent embodiments of the present invention. Furthermore, any modifications, alterations, and variations made to the above embodiments based on the essential technology of the present invention are still within the scope of the present invention.

Claims

1. An alkyl block polyether, characterized in that: Alkyl block polyethers are represented by general formula I; , （I） In general formula I: R1 has the formula: C n H 2n-5 Or C n H 2n+1 Aromatic or aliphatic hydrocarbon groups, wherein n is 3 to 21; b represents a block or random copolymer; a is a number from 1 to 50; b is a number from 1 to 20.

2. An alkyl block polyether anionic modified compound, characterized in that: The alkyl block polyether anionic modified product is shown in general formula II; ， （Ⅱ） In general formula II: R1 has the formula: C n H 2n-5 Or C n H 2n+1 Aromatic or aliphatic hydrocarbon groups, wherein n is 3 to 21; b represents block or random copolymer; a is a number from 1 to 50; b is a number from 1 to 20; R2 is one of the following atoms or groups: sulfate group, phosphate group, sulfosuccinate group, substance existing in the form of sulfate group salt, substance existing in the form of phosphate group salt, or substance existing in the form of sulfosuccinate group salt.

3. The alkyl block polyether anionic modified compound according to claim 2, characterized in that: The structure shown in Formula II is a substance obtained by further sulfation, phosphate esterification, or sulfosuccinate esterification of the structure shown in Formula I.

4. The alkyl block polyether anionic modified compound according to claim 2, characterized in that: When R2 is a substance existing in the form of a sulfate group salt, a phosphate ester group salt, or a sulfosuccinate group salt, the substance existing in the form of a salt is selected from one or more of the following: ammonium salt, sodium salt, potassium salt, and monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine ethylenediamine, diethanol monoisopropanolamine, monoethanol diisopropanolamine, diethylamine, triethylamine, isobutanolamine, dimethylethanolamine, diethylethanolamine, and dimethylpropylenediamine organic amine salts.

5. The alkyl block polyether of claim 1 or the anionic modified alkyl block polyether of claim 2, characterized in that: In R1, n is a number from 3 to 18; preferably, n is a number from 6 to 15; more preferably, n is a number from 8 to 13; and even more preferably, n is a number from 8 to 11.

6. The alkyl block polyether of claim 1 or the anionic modified alkyl block polyether of claim 2, characterized in that: The number a is a number from 3 to 30, and the number b is a number from 1 to 10; preferably, the number a is a number from 3 to 20; more preferably, the number a is a number from 5 to 15; and even more preferably, the number a is a number from 5 to 12.

7. A method for preparing the alkyl block polyether according to any one of claims 1, 5, or 6, characterized in that: The preparation method is as follows: In a laboratory autoclave, fatty alcohol or alkylphenol is mixed with alkali metal catalyst potassium hydroxide and stirred for 30 min. The air in the autoclave is replaced with nitrogen, and then the vacuum degree is maintained at -0.09 MPa for 1 hour for dehydration. After the moisture content is qualified, 1 mol-50 mol of ethylene oxide is added dropwise, and the reaction temperature is maintained at 160±5℃. After the addition is completed, the mixture is allowed to mature for 30 min. Then, 1 mol-20 mol of propylene oxide is added dropwise, and the reaction temperature is maintained at 145±5℃. After the addition is completed, the mixture is allowed to mature for another hour, and then the temperature is lowered to 100℃ and the material is neutralized with acetic acid to obtain an alkyl block polyether with the structure of general formula I.

8. A method for preparing the alkyl block polyether anionic modified compound according to any one of claims 2, 3, 4, 5 or 6, characterized in that: The preparation method involves preparing an alkyl block polyether of general formula I using the preparation method described in claim 7, and then subjecting the alkyl block polyether of general formula I to sulfation, phosphate esterification, or sulfosuccinate esterification to obtain an alkyl block polyether anionic modifier of general formula II.

9. The use of the alkyl block polyether of any one of claims 1, 5, and 6, or the anionic modified alkyl block polyether of any one of claims 2, 3, 4, 5, and 6, as a synergist for herbicide technical grade.

10. The application according to claim 9, characterized in that: During the application of herbicides, alkyl block polyethers or alkyl block polyether anionic modifiers are added to the prepared herbicide technical material in a tank-mixing manner, with the addition amount being 0.001-2.0% of the total mass of the herbicide solution.

11. The application according to claim 9, characterized in that... The herbicide technical material is selected from one or more of the following herbicides: triazine, dinitroaniline, sulfonamide, diphenyl ether, dinitrobenzene, cycloketene, substituted urea, nitrile, pyridine, bipyridine, sulfonylurea, imidazolinone, pyrimidine salicylic acid, aryloxyphenylchloropropyl ester, carbamate, isoxazole, benzoic acid, phenoxycarboxylic acid, organophosphate, or phthalimide.

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