Agricultural osmotic dispersant as well as preparation method and application thereof

By preparing betaine-type gemini surfactants, the problem of insufficient wettability and penetration properties of agricultural surfactants was solved, the rapid spreading and uniform dispersion of pesticides on the plant surface was achieved, and the application effect and environmental adaptability of pesticides were improved.

CN120794887APending Publication Date: 2025-10-17JINGJIANG KAIYUAN CHEM MATERIALS CO LTD
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Patent Information

Application Number
CN202510924476.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-07-04
Publication Date
2025-10-17

AI Technical Summary

Technical Problem

The wettability and penetration properties of existing agricultural surfactants need to be further improved, especially in terms of the spreading, wetting and penetration properties of pesticide formulations.

Method used

Palmitic acid is reacted with N-methyldiethanolamine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine to generate intermediate I, which is then converted into intermediate II under the catalysis of Hβ molecular sieve, and then reacted with sodium 3-chloro-2-hydroxypropanesulfonate to form a betaine-type gemini surfactant, an agricultural penetrating dispersant with two hydrophilic segments and two hydrophobic segments.

Benefits of technology

It improves the wettability and permeability of pesticides on plant surfaces, enhances the application effect and utilization rate of pesticides, adapts to complex agricultural environments, and has good biodegradability and a wide pH range.

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Abstract

The invention discloses an agricultural osmotic dispersant as well as a preparation method and application thereof, belongs to the technical field of surfactants, and aims to solve the technical problem that the wettability and permeability of an agricultural surfactant in the prior art need to be further improved. Adding N-methyldiethanolamine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine, and carrying out a heating reaction to obtain an intermediate I; under the protection of nitrogen, adding the intermediate I into anhydrous toluene, stirring for dissolving, adding an activated catalyst, and heating for reaction to obtain an intermediate II; adding 3-chloro-2-hydroxy sodium propanesulfonate into an ethanol aqueous solution, stirring for dissolving, heating, adding the intermediate II, keeping the temperature of the system, reacting, adjusting the pH value, and finishing the reaction to obtain the agricultural osmotic dispersant. The agricultural osmotic dispersant prepared by the invention not only has good permeability and dispersibility, but also has good wettability, is suitable for pesticides with a wider pH range, and expands the application range.
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Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of surfactants, in particular to an agricultural penetration dispersant and a preparation method and application thereof. BACKGROUND

[0002] Most of the penetration dispersants are surfactants or are compounded by surfactants. Surfactants refer to a class of compounds with both hydrophilic and hydrophobic groups in the molecular structure. This structure endows them with the ability to reduce surface tension or interfacial tension at liquid-solid or liquid-liquid interfaces. Agricultural penetration dispersants improve the spreading, wetting, penetration and dispersion performance of pesticide formulations on target surfaces by utilizing this property of surfactants. Among them, agricultural penetration dispersants ensure uniform dispersion of pesticide particles in water, avoid excessive or insufficient local concentration caused by agglomeration, for example, the dispersant in the suspension agent can prevent the settling of pesticide particles, ensuring that each drop of pesticide solution contains an equal amount of active ingredients, and avoiding uneven efficacy or pesticide damage.

[0003] Currently, more anionic, nonionic surfactants and different ionic surfactants are used in penetration dispersants. Given the agricultural environment, ABS and APEO are harmful to water bodies and should not be used for a long time. Chinese patent CN101219355A discloses the synthesis and application of an environmentally friendly humic acid surfactant. The environmentally friendly humic acid surfactant is generated by ionic reaction of sodium fulvic acid salt and quaternary ammonium salt. The surfactant prepared by this invention has good biodegradability and can be used as an organic pesticide wetting agent and penetrant. However, the wetting property needs to be further improved to improve the subsequent penetration performance. SUMMARY

[0004] The present application aims to provide an agricultural penetration dispersant and a preparation method and application thereof, to solve the technical problem of further improving the wetting property and penetration performance of agricultural surfactants in the prior art.

[0005] To achieve the above-mentioned purpose, the present application provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0006] Step (1) heat and melt palmitic acid, add N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine, heat and react, filter after the reaction is completed, distill under reduced pressure, wash, and obtain intermediate I;

[0007] Step (2) under the protection of nitrogen, add intermediate I to anhydrous toluene, stir and dissolve, add activated catalyst, heat and react, filter after the reaction is completed, wash the filtrate to neutral, stand and separate, discard the water phase, and distill the organic phase under reduced pressure to obtain intermediate II;

[0008] Step (3) adding sodium 3-chloro-2-hydroxypropanesulfonate into aqueous ethanol solution, stirring and dissolving, heating, adding intermediate II, keeping the temperature of the system and reacting, adjusting pH, ending the reaction, cooling, filtering, extracting, and rotary evaporation to obtain the agricultural penetration dispersant.

[0009] Preferably, in the step (1), the mass ratio of palmitic acid, N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine is (200-240):(60-80):(10-18):(2-4).

[0010] Preferably, in the step (1), the reaction condition is 80-90℃ for 4-6h.

[0011] Preferably, in the step (1), the heating melting temperature of palmitic acid is 80-90℃.

[0012] Preferably, in the step (1), the reduced pressure distillation condition is 0.09Mpa, 90-95℃ for 40-60min; the washing agent is 1-3% Na2CO3 aqueous solution.

[0013] Preferably, in the step (2), the mass ratio of intermediate I, anhydrous toluene and activated catalyst is (80-100):(150-200):(2-4).

[0014] Preferably, in the step (2), the activated catalyst is Hβ molecular sieve obtained by drying at 120℃ for 2h.

[0015] Preferably, in the step (2), the reaction condition is 110-120℃ for 5-6h.

[0016] Preferably, in the step (2), the reduced pressure distillation condition is 8-15kPa, 110-130℃ for 50-70min; the washing operation is first washing 2-3 times with 5-7% Na2CO3 aqueous solution, and then washing with deionized water until neutral.

[0017] Preferably, in the step (3), the reaction condition is 75-85℃ for 42-46h.

[0018] Preferably, in the step (3), the mass ratio of intermediate II, aqueous ethanol solution and sodium 3-chloro-2-hydroxypropanesulfonate is (200-280):(800-1400):(145-195); the mass concentration of aqueous ethanol solution is 30-50%.

[0019] Preferably, in the step (3), the pH range is 7.8-8.1.

[0020] Preferably, in the step (3), the pH adjusting agent is 0.01 mol / L NaOH aqueous solution.

[0021] Preferably, in the step (3), the extraction agent is petroleum ether.

[0022] Preferably, in the step (3), the rotary evaporation condition is: 10-15 kPa, 45-55 DEG C, rotary speed 100-150 rpm, and time 30-60 min.

[0023] Preferably, the agricultural penetration dispersant is prepared by the preparation method.

[0024] Preferably, the agricultural penetration dispersant is applied in pesticide adjuvant.

[0025] In the present application, the carboxyl group in palmitic acid reacts with the hydroxyl group in N-methyl diethanolamine to perform esterification reaction, obtaining intermediate I; the hydroxyl group in intermediate I performs dehydration under the action of a catalyst, obtaining intermediate II containing ether group; the two tertiary amine groups in intermediate II react with 3-chloro-2-hydroxypropanesulfonic acid sodium to obtain the agricultural penetration dispersant, wherein the agricultural penetration dispersant is a sulfobetaine type gemini surfactant, which has better penetration and dispersion performance than ordinary surfactants.

[0026] Compared with the prior art, the present application has the following beneficial effects:

[0027] 1. The present application uses natural material palmitic acid, which contains carbon long-chain alkyl structure with hydrophobic performance, and has the property of "like dissolves like" with plant wax layer, and enhances the interfacial affinity; the carboxyl group in the palmitic acid reacts with the hydroxyl group in N-methyl diethanolamine to perform esterification reaction, obtaining intermediate I; the two are connected through ester groups, and the surfactant containing ester groups has low toxicity, low irritation and biodegradability, and the introduction of ester groups in the gemini surfactant further increases the degradation. Intermediate I performs intermolecular dehydration reaction to obtain intermediate II, which contains ether group and two tertiary amine groups, and the ether oxygen atom increases the water solubility and the dissolution rate; intermediate II can further react with 3-chloro-2-hydroxypropanesulfonic acid sodium to obtain the agricultural penetration dispersant, which has two hydrophilic segments and two hydrophobic segments, and is connected by a linking group, and the structure meets the gemini surfactant; at the same time, the two quaternary ammonium structures in the molecular structure make it have a wide isoelectric point range, a wide pH range and not easy to produce precipitation, which meets the needs of complex agricultural environment.

[0028] 2. The agricultural penetration dispersant prepared by the present application introduces betaine type quaternary ammonium salt in structure, which expands its applicability in agricultural, environmental protection and other fields. Compared with traditional monomer surfactants, the gemini structure has more excellent surface tension reduction ability, showing higher wettability and faster spreading rate. The long-chain alkyl segment in palmitic acid can realize intermolecular compatibility with the wax layer on the surface of plant leaves through van der Waals force, enhancing the adhesion; and the zwitterionic characteristics of the betaine structure have certain similarity with phospholipid molecules in plant cell membranes, which helps to reduce the membrane penetration resistance and improve the molecular penetration efficiency, thereby accelerating the absorption rate of effective components on the leaf surface, and being beneficial to improve the application effect and utilization rate in agricultural environment. BRIEF DESCRIPTION OF DRAWINGS

[0029] Figure 1 The preparation process flow chart of the agricultural penetration dispersant in the present application. DETAILED DESCRIPTION

[0030] The technical solutions of the present application will be described below in conjunction with the embodiments, obviously, the described embodiments are only part of the embodiments of the present application, not all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative labor belong to the scope of protection of the present application.

[0031] Embodiment 1

[0032] The present embodiment provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0033] Step (1) heat palmitic acid to 80℃ to melt, add N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine mixture, react at 80℃ for 6h, after the reaction is completed, filter while hot, remove water under reduced pressure at 0.09MPa, 90℃ for 60min, wash with 1wt% Na2CO3 aqueous solution to remove unreacted palmitic acid, to obtain intermediate I;

[0034] Among them, the mass ratio of palmitic acid, N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine is 200:60:10:2;

[0035] Step (2) under the protection of nitrogen, add intermediate I to anhydrous toluene, stir and dissolve, add activated Hβ molecular sieve, react at 110℃ for 6h, after the reaction is completed, remove the catalyst by filtering while hot, collect the filtrate, then wash with 5wt% Na2CO3 aqueous solution for 3 times, and wash with deionized water until neutral; stand and separate, discard the water phase, retain the organic phase and distill under reduced pressure at 8kPa, 110℃ for 70min, to obtain intermediate II;

[0036] The mass ratio of the intermediate I, anhydrous toluene and activated Hβ molecular sieve is 80:150:2.

[0037] In step (3), the sodium 3-chloro-2-hydroxypropanesulfonate is added to a 30wt% ethanol aqueous solution, stirred and dissolved, the intermediate II is slowly added dropwise, the temperature is increased to 75℃ and kept for 46h, the pH is adjusted to 7.8 with 0.01mol / L NaOH aqueous solution, the reaction is completed, after cooling, filtration is performed, petroleum ether is used for extraction, and rotary evaporation is performed at 10kPa, 45℃ and 100rpm for 60min to obtain the agricultural penetration dispersant.

[0038] The mass ratio of the intermediate II, the ethanol aqueous solution and the sodium 3-chloro-2-hydroxypropanesulfonate is 200:800:145.

[0039] Example 2

[0040] The present embodiment provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0041] In step (1), the palmitic acid is heated to 80℃ to melt, N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine are mixed, and the mixture is reacted at 82℃ for 5.5h. After the reaction is completed, hot filtration is performed, water is removed by vacuum distillation at 0.09MPa and 92℃ for 55min, and the unreacted palmitic acid is removed by washing with 1wt% Na2CO3 aqueous solution to obtain the intermediate I.

[0042] The mass ratio of the palmitic acid, N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine is 210:65:12:2.5.

[0043] In step (2), the intermediate I is added to anhydrous toluene under nitrogen protection, stirred and dissolved, and activated Hβ molecular sieve is added. The mixture is reacted at 112℃ for 5.8h. After the reaction is completed, the catalyst is removed by hot filtration, the filtrate is collected and washed with 5wt% Na2CO3 aqueous solution for 3 times and deionized water until neutral. After standing and separating, the water phase is discarded, the organic phase is retained and vacuum distilled at 9.5kPa and 115℃ for 65min to obtain the intermediate II.

[0044] The mass ratio of the intermediate I, anhydrous toluene and activated Hβ molecular sieve is 85:162:2.5.

[0045] Step (3) 3-chloro-2-hydroxypropanesulfonic acid sodium was added to a 35wt% ethanol aqueous solution, stirred and dissolved, and then intermediate II was slowly added dropwise. The temperature was raised to 77℃ and the reaction was kept for 45h. The pH was adjusted to 7.8 with 0.01mol / L NaOH aqueous solution. After the reaction was completed, the solution was cooled and then filtered. Petroleum ether was used for extraction. The solution was subjected to rotary evaporation at 11kPa, 47℃ and 112rpm for 52.5min to obtain the agricultural penetration dispersant;

[0046] The mass ratio of intermediate II, the ethanol aqueous solution and 3-chloro-2-hydroxypropanesulfonic acid sodium is 220:950:157.

[0047] Example 3

[0048] The present embodiment provides a preparation method of an agricultural penetration dispersant, which comprises the following steps:

[0049] Step (1) Palmitic acid was heated to 80℃ and melted. N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine were mixed. The mixture was reacted at 85℃ for 5h. After the reaction was completed, the mixture was filtered while hot. Water was removed by vacuum distillation at 0.09MPa and 93℃ for 50min. The unreacted palmitic acid was removed by washing with a 2wt% Na2CO3 aqueous solution to obtain intermediate I.

[0050] The mass ratio of palmitic acid, N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine is 220:70:14:3.

[0051] Step (2) Under the protection of nitrogen, intermediate I was added to anhydrous toluene and stirred and dissolved. Activated Hβ molecular sieve was added. The mixture was reacted at 115℃ for 5.5h. After the reaction was completed, the catalyst was removed by hot filtration. The filtrate was collected and washed with a 6wt% Na2CO3 aqueous solution for 3 times and then with deionized water until neutral. The mixture was allowed to stand and separate. The water phase was discarded and the organic phase was collected and vacuum distilled at 11kPa and 120℃ for 60min to obtain intermediate II.

[0052] The mass ratio of intermediate I, anhydrous toluene and activated Hβ molecular sieve is 90:175:3.

[0053] Step (3) 3-chloro-2-hydroxypropanesulfonic acid sodium was added to a 40wt% ethanol aqueous solution, stirred and dissolved, and then intermediate II was slowly added dropwise. The temperature was raised to 80℃ and the reaction was kept for 44h. The pH was adjusted to 7.9 with 0.01mol / L NaOH aqueous solution. After the reaction was completed, the solution was cooled and then filtered. Petroleum ether was used for extraction. The solution was subjected to rotary evaporation at 13kPa, 50℃ and 125rpm for 45min to obtain the agricultural penetration dispersant.

[0054] The mass ratio of the intermediate II, the aqueous ethanol solution and the sodium 3-chloro-2-hydroxypropanesulfonate is 240:1100:170.

[0055] Example 4

[0056] The present example provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0057] Step (1) The palmitic acid is heated to 80℃ to be melted, and then mixed with N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine, and reacted at 87℃ for 4.5h. After the reaction is completed, hot filtration is performed, and water is removed by vacuum distillation at 0.09MPa and 94℃ for 45min. The unreacted palmitic acid is removed by washing with a 3wt% Na2CO3 aqueous solution to obtain the intermediate I;

[0058] The mass ratio of the palmitic acid, the N-methyldiethanolamine, the dicyclohexyl carbodiimide and the 4-dimethylaminopyridine is 230:75:16:3.5.

[0059] Step (2) The intermediate I is added to anhydrous toluene under nitrogen protection, stirred and dissolved, and then activated Hβ molecular sieve is added. The mixture is reacted at 117℃ for 5.2h. After the reaction is completed, the catalyst is removed by hot filtration. The filtrate is collected and then washed with a 6.5wt% Na2CO3 aqueous solution for 3 times and deionized water until neutral. After standing and separating, the water phase is discarded, and the organic phase is preserved and vacuum distilled at 13kPa and 125℃ for 55min to obtain the intermediate II;

[0060] The mass ratio of the intermediate I, the anhydrous toluene and the activated Hβ molecular sieve is 95:188:3.5.

[0061] Step (3) The sodium 3-chloro-2-hydroxypropanesulfonate is added to a 45wt% aqueous ethanol solution, stirred and dissolved, and then the intermediate II is slowly added dropwise. The temperature is increased to 82℃ and kept for 43h. The pH is adjusted to 8 with a 0.01mol / L NaOH aqueous solution. After the reaction is completed, the mixture is cooled and then filtered. The petroleum ether is used for extraction, and then the mixture is vacuum distilled at 14kPa, 53℃ and 138rpm for 38min to obtain the agricultural penetration dispersant.

[0062] The mass ratio of the intermediate II, the aqueous ethanol solution and the sodium 3-chloro-2-hydroxypropanesulfonate is 260:1250:183.

[0063] Example 5

[0064] The present example provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0065] Step (1) Palmitic acid was heated to 90℃ to melt, and then mixed with N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine. The mixture was reacted at 90℃ for 4h. After the reaction was completed, the mixture was filtered while hot. Water was removed by distillation under reduced pressure at 0.09MPa and 95℃ for 40min. The unreacted palmitic acid was removed by washing with 3wt% Na2CO3 aqueous solution. Thus, intermediate I was obtained.

[0066] The mass ratio of palmitic acid, N-methyldiethanolamine, dicyclohexyl carbodiimide and 4-dimethylaminopyridine was 240:80:18:4.

[0067] Step (2) Under nitrogen protection, intermediate I was added to anhydrous toluene and stirred to dissolve. Activated Hβ molecular sieve was added, and the mixture was reacted at 120℃ for 5h. After the reaction was completed, the catalyst was removed by filtration while hot. The filtrate was collected and washed with 7wt% Na2CO3 aqueous solution for 3 times and deionized water until neutral. The mixture was allowed to stand and separate into water phase and organic phase. The water phase was discarded, and the organic phase was collected and distilled under reduced pressure at 15kPa and 130℃ for 50min. Thus, intermediate II was obtained.

[0068] The mass ratio of intermediate I, anhydrous toluene and activated Hβ molecular sieve was 100:200:4.

[0069] Step (3) 3-Chloro-2-hydroxypropanesulfonic acid sodium was added to 50wt% ethanol aqueous solution and stirred to dissolve. Intermediate II was added dropwise slowly. The mixture was heated to 85℃ and reacted for 42h. The pH was adjusted to 8.1 with 0.01mol / L NaOH aqueous solution. After the reaction was completed, the mixture was cooled and filtered. The filtrate was extracted with petroleum ether. The mixture was distilled under reduced pressure at 15kPa, 55℃ and 150rpm for 30min. Thus, the agricultural penetration dispersant was obtained.

[0070] The mass ratio of intermediate II, ethanol aqueous solution and 3-chloro-2-hydroxypropanesulfonic acid sodium was 280:1400:195.

[0071] Example 6

[0072] The present example provides a preparation method of activated Hβ molecular sieve, which comprises the following steps:

[0073] The Hβ molecular sieve was dried at 120℃ for 2h to obtain the activated Hβ molecular sieve.

[0074] Comparative Example 1

[0075] The present comparative example provides a preparation method of agricultural penetration dispersant, which comprises the following steps:

[0076] Step (1) heat palmitic acid to 80 DEG C to melt, add N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylamino pyridine mixture, 80 DEG C temperature reaction 6h, after the reaction, hot filtration, 0.09MPa, 90 DEG C under reduced pressure distillation 60min water removal, 1wt% Na2CO3 aqueous solution washing to remove unreacted palmitic acid, to obtain intermediate I;

[0077] Wherein, the mass ratio of palmitic acid, N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylamino pyridine is 200:60:10:2;

[0078] Step (2) 3-chloro-2-hydroxypropanesulfonic acid sodium is added to 30wt% ethanol aqueous solution, stirring and dissolving, slowly adding intermediate I, warming to 75 DEG C and keeping for 46h, adjusting pH to 7.8 with 0.01mol / L NaOH aqueous solution, after the reaction, cooling and filtering, petroleum ether extraction, 10kPa, 45 DEG C, 100rpm, rotary evaporation for 60min, to obtain agricultural penetration dispersant;

[0079] Wherein, the mass ratio of intermediate II, ethanol aqueous solution and 3-chloro-2-hydroxypropanesulfonic acid sodium is 200:840:105.

[0080] Comparative Example 2

[0081] The present comparative example provides a preparation method of an agricultural penetration dispersant, comprising the following steps:

[0082] Heat palmitic acid to 80 DEG C to melt, add N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylamino pyridine mixture, 80 DEG C temperature reaction 6h, after the reaction, hot filtration, 0.09MPa, 90 DEG C under reduced pressure distillation 60min water removal, 1wt% Na2CO3 aqueous solution washing to remove unreacted palmitic acid, to obtain agricultural penetration dispersant;

[0083] Wherein, the mass ratio of palmitic acid, N-methyl diethanolamine, dicyclohexyl carbodiimide and 4-dimethylamino pyridine is 200:60:10:2.

[0084] The activated Hβ molecular sieve in examples 1-5 of the present application is prepared by the activated Hβ molecular sieve prepared in example 6.

[0085] In the examples and comparative examples of the present application, palmitic acid is from Shanghai Aladdin Biochem Technology Co., Ltd., purity: 98.0%; N-methyldiethanolamine is from Shanghai Aladdin Biochem Technology Co., Ltd., CAS number: 105-59-9; Hβ molecular sieve is from Shanghai Maikelin Biochemical Technology Co., Ltd.; 3-chloro-2-hydroxypropane sulfonate sodium is from Wuhan Prolif Biological Technology Co., Ltd., CAS number: 126-83-0.

[0086] Performance test:

[0087] The agricultural penetration dispersants prepared in examples 1-5 and comparative examples 1-2 were tested accordingly, and the test results are shown as follows:

[0088] (1) Surface tension test: the surface tension test was carried out according to GB / T 22237-2008 "Determination of surface tension of surfactants", and the surface tension of 0.1% agricultural penetration dispersant aqueous solution was tested for 2min and 30min, and the specific test results are shown in Table 1;

[0089] (2) Dissolution rate test: 5g of the agricultural penetration dispersants prepared in examples 1-5 and comparative examples 1-2 was added into a 250ml beaker, 245g of water was added, and a temperature and speed controlled magnetic stirrer was used to stir at 35℃ and 450r / min, the time for complete dissolution of the surfactant was recorded with a stopwatch, and the specific test results are shown in Table 1;

[0090] (3) Penetration test: 5g of the agricultural penetration dispersants prepared in examples 1-5 and comparative examples 1-2 was added into a 500ml beaker, and water was added to 500g, and stirred uniformly; a full canvas was cut into a circle with a diameter of 30ml, placed on a stainless steel wire ring, and vertically placed into the surfactant aqueous solution; when the lower end of the cloth piece contacted the solution, the stopwatch was immediately started, and when the cloth piece began to sink automatically, the stopwatch was stopped, and the average value was recorded as the penetration time, and the specific test results are shown in Table 1;

[0091] Table 1

[0092]

[0093] From the test results of Table 1, it can be seen that the agricultural penetration dispersants prepared in Examples 1-5 have good surface tension reducing ability, and the surface tension of Example 5 at 30 min is extremely low, ensuring good wettability, and having a faster dissolution speed, which is conducive to the rapid spreading of the prepared pesticide solution into a uniform thin film, penetrating into the stomata or wax layer of plants, and improving the utilization rate of pesticides. At the same time, the agricultural penetration dispersants prepared by the present application have good penetration performance, with stable surface tension and rapid dissolution within 30 min, indicating that the surfactant can maintain its performance in a normal temperature field environment, has strong resistance to water hardness or temperature fluctuations, and improves the adaptability of the environment. In Example 1, the intermediate I is dehydrated between molecules to obtain the intermediate II containing two tertiary amine groups, which is then reacted with 3-chloro-2-hydroxypropanesulfonic acid sodium to obtain the agricultural penetration dispersant. This agricultural penetration agent has a special structure, with two hydrophobic groups and two hydrophilic groups, and its performance is better than that of ordinary surfactants. In view of the above, the comparative example 1 only has one hydrophobic group and one hydrophilic group, and its surface tension reducing ability is naturally lower than that of Example 1, and its dissolution and penetration performance is also lower than that of Example 1. Comparative Example 2 has no sulfonic polar group compared with Comparative Example 1, and its surface tension reducing ability, dissolution speed and penetration performance are all reduced.

[0094] Although the embodiments of the present application have been shown and described, it can be understood by those of ordinary skill in the art that various changes, modifications, replacements and variations can be made to these embodiments without departing from the principles and spirits of the present application, and any equivalent changes and improvements made within the scope of the present application should still fall within the scope of the present application.

Claims

1. A method for preparing an agricultural penetrating dispersant, characterized in that: The following steps are involved: Step (1) heating and melting palmitic acid, adding N-methyldiethanolamine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine, heating for reaction, filtering, distilling under reduced pressure, and washing to obtain intermediate I; Step (2) Under nitrogen protection, add intermediate I to anhydrous toluene, stir and dissolve, add activated catalyst, heat to react, complete the reaction, filter, collect the filtrate, wash until neutral, stand and separate, discard the aqueous phase, and distill the organic phase under reduced pressure to obtain intermediate II; Step (3) adding sodium 3-chloro-2-hydroxypropanesulfonate to an ethanol aqueous solution, stirring and dissolving, heating, adding intermediate II, maintaining the system temperature and reacting, adjusting the pH, completing the reaction, cooling, filtering, extracting, and rotary evaporation to obtain an agricultural penetrating dispersant.

2. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (1), the mass ratio of palmitic acid, N-methyldiethanolamine, dicyclohexylcarbodiimide and 4-dimethylaminopyridine is (200-240):(60-80):(10-18):(2-4).

3. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (1), the reaction conditions are: reaction at 80-90°C for 4-6 hours.

4. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (2), the mass ratio of the intermediate I, anhydrous toluene and the activated catalyst is (80-100):(150-200):(2-4).

5. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (2), the activated catalyst is: Hβ molecular sieve obtained by drying at 120°C for 2 hours.

6. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (2), the reaction conditions are: reaction at a temperature of 110-120° C. for 5-6 hours.

7. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (3), the mass ratio of intermediate II, ethanol aqueous solution and sodium 3-chloro-2-hydroxypropanesulfonate is (200-280):(800-1400):(145-195); the mass concentration of ethanol aqueous solution is 30-50%.

8. The method for preparing an agricultural penetrating dispersant according to claim 1, characterized in that: In the step (3), the pH range is 7.8-8.

1.

9. An agricultural penetrating dispersant prepared by the method for preparing an agricultural penetrating dispersant according to any one of claims 1 to 8.

10. Use of the agricultural penetrating dispersant according to claim 9 in pesticide adjuvants.

Citation Information

Patent Citations

  • Synthesis and application of environmental friendly humic acid surfactant

    CN101219355A