DE102021121104A1 - Herbicide composition in the form of a suspension - Google Patents

Abstract

The present invention relates to a herbicidal composition in which the active ingredients are tembotrione and amicarbazone in a weight ratio of from 8:1 to 1:1; the present invention further relates to a herbicide comprising the herbicide composition and pesticidally compatible carriers and adjuvants; the present invention further relates to a herbicidal suspension prepared using a composite surfactant. The herbicidal composition according to the present invention or the herbicide according to the present invention exhibits an excellent effect of controlling weeds in crop fields, particularly of the control of barnyard grass or crabgrass. In comparison with a single substance, the herbicidal composition according to the present invention exhibits a synergistic effect of 120 or more, that is, it exhibits an excellent synergistic effect; the herbicidal composition according to the present invention or the herbicidal suspension according to the present invention is suitable for use in corn fields and for effectively controlling barnyardgrass or crabgrass; At the same time, it also has the advantages of a broad spectrum of weed killing, high effectiveness and effective cost savings.

Description

TECHNICAL FIELD OF THE INVENTION

The present invention relates to a herbicidal composition, particularly a herbicidal composition formed as a mixture containing tembotrione and amicarbazone as active ingredients, and a process for preparing the same. The present invention further relates to a use of the herbicide composition for controlling field weeds, especially grassy weeds, and belongs to the field of pesticide compositions.

BACKGROUND OF THE INVENTION

Tembotriones are a herbicide whose main mode of action is to inhibit the formation of nuclear dividing spindles and thereby cell division as well as the growth of roots and buds. It is mainly taken up by the embryo and cotyledons of weeds and does not affect weeds that have already been removed from the soil or weeds that propagate via rhizomes. It is applicable to gardening and landscaping plantations, lawns and nurseries, as well as controlling grassy weeds such as digitaria (cranberrygrass), goosegrass, barnyardgrass, stephengrass, rush, annual bluegrass, columbine, brome, cocksfoot, amaranth and other foxtails, quinoa, purslane, chickweed, knotweed and some broadleaf weeds.

Amicarbazone has the advantage of a wide herbicidal range, high effectiveness, good miscibility and safety with regard to maize and its subsequent crops. Among the herbicides usable in corn cultivation, it is currently one of the most safe herbicides.

The herbicide amicarbazone is used in a wide range of areas, and it is particularly widespread in maize cultivation. However, with increasing use and dosage, the problem arises that weeds, especially grassy weeds, become resistant. The applicant has surprisingly found that tembotrione and amicarbazone are herbicides with different modes of action. If the two are combined in a certain ratio, positive synergy effects can be achieved, the range of weed control can be expanded and costs can be reduced: these are valuable criteria in agricultural production practice. To date, there are no records or reports of the combination of tembotrione and amicarbazone.

OVERVIEW OF THE INVENTION

The object of the present invention is to provide a herbicide composition with a broad weed-killing spectrum, which has a significant synergistic effect, which can delay the emergence of resistance in weeds and which is harmless to crops.

• Eine Herbizidzusammensetzung, dadurch gekennzeichnet, dass die aktiven Bestandteile der Herbizidzusammensetzung Tembotrione und Amicarbazon sind, deren Gewichtsverhältnis im Bereich von 8:1 bis 1:1 liegt.
• Bevorzugt liegt das Gewichtsverhältnis im Bereich von 5:1 bis 3:1; besonders bevorzugt beträgt das Gewichtsverhältnis 4:1.
• Des Weiteren stellt die vorliegende Erfindung ein Herbizid bereit, welches die Herbizidzusammensetzung mit einem Anteil von 2 Gewichtsprozent bis 96 Gewichtsprozent enthält, wobei der verbleibende Anteil aus pestizidverträglichen Trägerstoffen und Hilfsstoffen besteht.
• Bevorzugt enthält das Herbizid die Herbizidzusammensetzung mit einem Anteil von 12 Gewichtsprozent bis 88 Gewichtsprozent; besonders bevorzugt enthält das Herbizid die Herbizidzusammensetzung mit einem Anteil von 20 Gewichtsprozent bis 60 Gewichtsprozent.

With the present invention, the above objectives are achieved through the following technical solutions:

• A herbicidal composition, characterized in that the active ingredients of the herbicidal composition are tembotrione and amicarbazone, the weight ratio of which is in the range of 8:1 to 1:1.
• Preferably the weight ratio is in the range of 5:1 to 3:1; the weight ratio is particularly preferably 4:1.
• The present invention further provides a herbicide containing the herbicidal composition in an amount of from 2% to 96% by weight, the remainder being pesticidally compatible carriers and adjuvants.
• Preferably, the herbicide contains the herbicide composition at a level of from 12% to 88% by weight; more preferably the herbicide contains the herbicidal composition at a level of from 20% to 60% by weight.

The herbicidal composition according to the present invention can also form a tertiary herbicidal composition together with a third component, wherein the third component consists of is selected from the groups of quintriones or tefuryltriones and their weight ratio is 1 to 8:1:1, particularly preferably 4:1:1.

The formulation of the herbicidal composition according to the present invention can be implemented in various dosage forms such as emulsifiable concentrate, aqueous emulsion, aqueous suspension, dispersible water-soluble granule, wettable powder, dispersible suspension in oil, microemulsion, etc.; among these, the aqueous suspension is most preferred.

Further, the present invention provides the following herbicidal aqueous suspension:

• Herbizidzusammensetzung: 10 % bis 80 %;
• Cloquintocet-Mexyl: 2 % bis 6 %
• Tensid: 3 % bis 6 %
• Ethylenglykol: 5 % bis 7 %
• Carboxymethylcellulose: 0,05 % bis 0,15 %
• Dimethicon: 0,1 % bis 0,3 %
• Als Ausgleichsstoff dient Wasser.

A herbicidal aqueous suspension, characterized in that the aqueous suspension contains the herbicidal composition and adjuvants, the amount of the respective components being calculated as a percentage by weight, as follows:

• Herbicide composition: 10% to 80%;
• Cloquintocet mexyl: 2% to 6%
• Surfactant: 3% to 6%
• Ethylene Glycol: 5% to 7%
• Carboxymethyl cellulose: 0.05% to 0.15%
• Dimethicone: 0.1% to 0.3%
• Water serves as a balancing agent.

The surfactant is a surfactant composed of an anionic surfactant and a nonionic surfactant, preferably a surfactant composed of sodium lignosulfonate and alkylphenol polyoxyethylene ether phosphate in a weight ratio of 1:1 to 5:1, preferably 3:1.

The proportion of the herbicidal composition is preferably 20 to 60% by weight, preferably the proportion of the herbicidal composition is 40% by weight.

The herbicidal composition according to the present invention can be provided in the form of a ready-to-use preparation, i.e. the various substances of the herbicidal composition are already present as a mixture; it can also be provided as a single use preparation which is mixed directly into a container (tank) before use. The concentrate of the present invention is usually mixed with water to obtain the desired concentration of the active substance.

The present invention further includes a selection of surfactants, wherein the selected composite surfactants have a more favorable rate of suspension and higher long-term storage stability than conventional surfactants and simple surfactants.

The present invention further discloses the use of the herbicidal composition or herbicidal aqueous suspension for controlling weeds in crop fields.

The weed is preferably barnyard grass or crabgrass.

Unless otherwise defined, "%" in the present application text means "percent by weight".

1. 1. Die aus Tembotrionen und Amicarbazon zusammengesetzte binäre Herbizidzusammensetzung gemäß der vorliegenden Erfindung hat eine ausgezeichnete synergetische Wirkung. Im Vergleich mit einer Einzeldosierung ist ihr Co-ToxizitätsKoeffizient größer als 120.
2. 2. Gemäß der vorliegenden Erfindung kann zu der Grundsubstanz aus der binären Herbizidzusammensetzung eine dritte Komponente, nämlich Quintrion oder Tefuryltrion, hinzugefügt werden: Die tertiäre Zusammensetzung hat ebenfalls eine ausgezeichnete synergetische Wirkung.
3. 3. Durch das Auswählen eines bestimmten zusammengesetzten Tensids ist die Stabilität des wässrigen Suspensionskonzentrats gemäß der vorliegenden Erfindung beträchtlich verbessert.
4. 4. Die Herbizidzusammensetzung oder die herbizide wässrige Suspension gemäß der vorliegenden Erfindung ist geeignet zur Verwendung in Getreidefeldern; sie kann Hühnerhirse oder Fingerhirse wirkungsvoll bekämpfen und sie weist die Vorteile eines breiten Unkrautvernichtungsspektrums, hoher Wirksamkeit und effektiver Kostenersparnis auf.

Advantages:

1. 1. The binary herbicide composition composed of tembotrione and amicarbazone according to the present invention has an excellent synergistic effect. Compared to a single dose, its co-toxicity coefficient is greater than 120.
2. 2. According to the present invention, a third component, namely quintrione or tefuryltrione, can be added to the basic substance of the binary herbicide composition: the tertiary composition also has an excellent synergetic effect.
3. 3. By selecting a particular composite surfactant, the stability of the aqueous suspension concentrate according to the present invention is significantly improved.
4. 4. The herbicidal composition or herbicidal aqueous suspension according to the present invention is suitable for use in crop fields; it can effectively control barnyardgrass or crabgrass, and it has the advantages of broad weed-killing spectrum, high efficiency and effective cost-saving.

DETAILED DESCRIPTION

In order to show in detail the objects, technical solutions and advantages of the present invention, the following specific examples are used for the description, but the present invention is by no means limited to these examples. The following configurations are just good examples of the basic pattern used to explain the present invention. Therefore, they are not to be understood as limiting the scope of the present invention. The scope of the present invention is intended to cover any modifications, equivalent changes, or improvements made in accordance with the spirit and principles of the present invention.

I. Examples of laboratory development

1. Experimental arrangement

1.1 Trial Treatment

Single doses of tembotrione or amicarbazone, as well as mixed doses of these substances in various proportions are shown in Table 1. Each active ingredient is prepared in 5 concentrations multiplied by a factor of 2. Table 1: Test arrangement for determining the co-toxicity of tembotrione and amicarbazone in relation to barnyardgrass name of the substance Effective amount [g (of available ingredient) hm ² ] tembotriones 1 2 4 8th 16 amicarbazone 0.5 1 2 4 8th Tembotrione: amicarbazone 8:1 0.55 1.1 2.2 4.4 8.8 Tembotrione: amicarbazone 7:1 0.56 1:12 2.24 4.48 8.6 Tembotrione: amicarbazone 6:1 0.57 1.14 2.28 4.56 9:12 Tembotrione: amicarbazone 5:1 0.58 1:16 2.32 4.64 9.28 Tembotrione: amicarbazone 4:1 0.6 1.2 2.4 4.8 9.6 Tembotrione: amicarbazone 3:1 0.625 1.25 2.5 5 10 Tembotrione: amicarbazone 2:1 0.67 1.34 2.68 5.36 10.72 Tembotrione: amicarbazone 1:1 0.75 1.5 3 6 12 control test 0 0 0 0 0

1.2 Arrangement of the test areas

The experiment was carried out in a field with uniform vegetation of barnyardgrass and crabgrass; each unit with single dose or different treatment proportions was considered as one test area and plain water was used as a blank control. The different treatment doses in the plots were randomized, each treatment was repeated four times, and each plot was irrigated independently.

1.3 Application Procedures

A spray method was used to uniformly spray a single substance or differently proportioned substances in the 3-leaf stage of crabgrass and in the 2-leaf stage of barnyardgrass, respectively.

1.4 Investigative Procedures

This experiment was carried out using the absolute value detection method. For each treatment, 15 days after application, all weeds were cut at ground level and their fresh weight (g) was weighed, and a suppression rate was calculated according to the following formula: $$\begin{array}{l}\text{suppress}\ddot{\text{and}}\text{recovery rate}=(\text{fresh mass of the uncr}\ddot{\text{a}}\text{uter in the control area minus fresh weight}\\ \text{the uncr}\ddot{\text{a}}\text{uterus in the treatment area})/\text{fresh mass of the uncr}\ddot{\text{a}}\text{uterus in}\\ \text{control area}\ast \text{100\%}\text{.}\end{array}$$

1.5 Data Processing

$$\begin{array}{l}\text{Tats}\ddot{\text{a}}\text{chlicher Toxizit}\ddot{\text{a}}\text{tsindex}=(\text{ED50}-\text{Wert der Standardsubstanz/ED50}-\text{Wert der}\\ \text{Mischsubstantz})\ast 100\end{array}$$

$$\begin{array}{l}\text{Theoretischer Toxizit}\ddot{\text{a}}\text{tsindex}=\text{Toxizit}\ddot{\text{a}}\text{tsindex von A}\ast \text{Anteil von A in der }\\ \text{Mischsubstantz}+\text{Toxizit}\ddot{\text{a}}\text{tsindex von B}\ast \text{Anteil von B in der Mischsubstantz}\end{array}$$

$$\begin{array}{l}\text{Co}-\text{Toxizit}\ddot{\text{a}}\text{tskoeffizient}=(\text{tats}\ddot{\text{a}}\text{chlicher Toxizit}\ddot{\text{a}}\text{tsindex}/\text{theoretischer}\\ \text{Toxizit}\ddot{\text{a}}\text{tsindex})\ast 100\end{array}$$

Ein Co-Toxizitätskoeffizient ≥ 120 zeigt einen Synergie-Effekt an, 80 ≤ Co-Toxizitätskoeffizient < 120 zeigt einen additiven Effekt an und ein Co-Toxizitätskoeffizient < 80 zeigt einen antagonistischen Effekt an.Thereafter, the calculated suppression rate is converted to a probability value by taking the logarithm of the drug dose and using the probability (y) and logarithmic (x) values to perform a regression analysis to find the respective ED50 value and the respective correlation coefficients of the tembotrione, of amicarbazone and eight mixtures made from them. The following formula was used to calculate the co-toxicity coefficient: $$\text{toxicity}\ddot{\text{a}}\text{tsindex}=\left(\text{ED50}-\text{value of standard substancez/ED50}-\text{value of the test substance}\right)\ast 100$$

$$\begin{array}{l}\text{indeed}\ddot{\text{a}}\text{real toxicity}\ddot{\text{a}}\text{tsindex}=(\text{ED50}-\text{Standard substance/ED50 value}-\text{Value of}\\ \text{mixed substancez})\ast 100\end{array}$$

$$\begin{array}{l}\text{theoretical toxicity}\ddot{\text{a}}\text{tsindex}=\text{toxicity}\ddot{\text{a}}\text{tsindex of A}\ast \text{share of A in the}\\ \text{mixed substancez}+\text{toxicity}\ddot{\text{a}}\text{tsindex of B}\ast \text{Proportion of B in the mixed substance}\end{array}$$

$$\begin{array}{l}\text{co}-\text{toxicity}\ddot{\text{a}}\text{tcoefficient}=(\text{indeed}\ddot{\text{a}}\text{real toxicity}\ddot{\text{a}}\text{tsindex}/\text{theoretical}\\ \text{toxicity}\ddot{\text{a}}\text{tsindex})\ast 100\end{array}$$

A co-toxicity coefficient ≥ 120 indicates a synergistic effect, 80 ≤ co-toxicity coefficient < 120 indicates an additive effect, and a co-toxicity coefficient < 80 indicates an antagonistic effect.

2. Results and evaluation

Table 2 and Table 3 show the test results for the co-toxicities of tembotrione and amicarbazone in relation to barnyardgrass and crabgrass, respectively. From Table 2 and Table 3 it can be seen that the co-toxicity coefficient of 8 formulations (8:1; 7:1; 6:1; 5:1; 4:1; 3:1; 2:1; 1:1 ) is greater than 120, indicating that they have a synergy effect. The co-toxicity coefficient is higher and the synergy effect is more pronounced when the ratio is 5:1 or 3:1; when the ratio is 4:1, the co-toxicity coefficient is highest and the synergy effect is most evident. Table 2: Test results for the co-toxicity of tembotrione and amicarbazone on barnyardgrass name of the substance regression equation ED ₅₀ [g (of available constituent) hm ² ] (95% confidence interval) correlation coefficient Co-toxicity coefficient tembotriones y=1.4370x+3.9084 5.7490 (3.0770-10.7415) 0.9987 amicarbazone y=1.5653x+5.1373 0.8172 (0.4675-1.4285) 0.9928 Tembotrione: amicarbazone 8:1 y=1.7417x+4.2348 2.7811 (1.6618-6.0896) 0.9862 123.74 Tembotrione: amicarbazone 7:1 y=1.7978x+4.2297 2.6916 (1.3453-5.3852) 0.9971 121.73 Tembotrione: amicarbazone 6:1 y=1.7968x+4.2561 2.5564 (1.3308-4.9108) 0.9658 120.77 Tembotrione: amicarbazone 5:1 y=2.2457x+4.8184 1.1583 (0.5743-2.3363) 0.9907 247.44 Tembotrione: amicarbazone 4:1 y=1.9451x+5.0242 0.9472 (0.5325-1.6849) 0.9743 275.01 Tembotrione: amicarbazone 3:1 y=2.2832x+4.8155 1.2018 (0.5463-2.6439) 0.9971 190.68 Tembotrione: amicarbazone 2:1 y=1.6752x+4.6241 1.6169 (1.0120-4.4280) 0.9728 120.07 Tembotrione: amicarbazone 1:1 y=1.8375x+4.9238 1.1683 (0.5050-3.8713) 0.9772 122.48

When the weight ratio of tembotrione:amicarbazone is in the range from 8:1 to 1:1, as can be seen from Table 2, when controlling barnyardgrass all the co-toxicity coefficients are greater than 120, ie there is a synergistic effect; when the weight ratio is 5:1 to 3:1, the co-toxicity coefficient is greater than 190, and particularly when the weight ratio is 4:1, the co-toxicity coefficient is 275.01 and the synergistic effect is largest. Table 3: Test results for the co-toxicity of tembotrione and amicarbazone on crabgrass name of the substance regression equation ED ₅₀ [g (of available constituent) hm ² ] (95% confidence interval) correlation coefficient Co-toxicity coefficient tembotriones y=2.0804x+3.6379 4.5661 (2.9320-7.1107) 0.9928 amicarbazone y=1.8303x+3.4737 6.8224 (4.0475-11.4997) 0.9872 Tembotrione: amicarbazone 8:1 y=1.6539x+4.0572 3.7528 (1.8456-7.6304) 0.9986 126.31 Tembotrione: amicarbazone 7:1 y=1.3776x+4.8238 3.3180 (1.7079-6.4459) 0.9941 143.55 Tembotrione: amicarbazone 6:1 y=1.2803x+4.5003 2.4743 (1.2319-4.9698) 0.9658 193.75 Tembotrione: amicarbazone 5:1 y=1.7911x+4.6639 1.5471 (0.8475-2.8241) 0.9981 312.44 Tembotrione: amicarbazone 4:1 y=1.7843x+4.6714 1.4130 (0.6367-2.3109) 0.9923 346.14 Tembotrione: amicarbazone 3:1 y=1.9416x+4.7033 1.5372 (0.7491-2.7575) 0.9947 323.83 Tembotrione: amicarbazone 2:1 y=1.3926x+4.4171 2.6530 (1.2423-5.6654) 0.9935 193.43 Tembotrione: amicarbazone 1:1 y=1.2510x+4.4977 2.5310 (1.4260-5.6205) 0.9955 164.65

As can be seen from Table 3, when the tembotrione:amicarbazone weight ratio is in the range of 8:1 to 1:1, in combating crabgrass all co-toxicity coefficients are greater than 126, i.e. there is a synergistic effect; when the weight ratio is 5:1 to 3:1, the co-toxicity coefficient is greater than 312, and particularly when the weight ratio is 4:1, the co-toxicity coefficient is 346.14 and the synergistic effect is greatest.

The tests show that when the weight ratio of tembotrione, amicarbazone and the third component (quintrione or tefuryltrione) is 1 to 8:1:1, the co-toxicity coefficient of a combination of two components and another single dose (i.e. the combination passes out of is greater than 125.5 and that when the weight ratio of the three components is 4:1:1 in particular, the co-toxicity coefficient is greater than 165.2 and there is excellent synergy effect.

II. Manufacturing examples

Production Example 1 Production of a 50% aqueous suspension of tembotrione and amicarbazone

40% tembotrione, 10% amicarbazone, 4% cloquintocet-mexyl, 3% sodium lignosulfonate, 1% alkylphenol polyoxyethylene ether phosphate (purchased from Hangzhou Tianzhou Additives), 5% ethylene glycol, 0.12% carboxymethyl cellulose, and 0.2% dimethicone are weighed and made up to 100% with deionized water. According to the recipe ratio, water was used as the medium; the original substance as well as the additives were placed in a high-shear emulsifier and sheared for 30 minutes and then ground with sand in a sand mill to obtain an aqueous suspension.

Comparative Example 1: as Preparation Example 1, except that the surfactant is 4% sodium lignosulphonate;

Comparative Example 2 Same as Preparation Example 1 except that the surfactant is 4% alkylphenol polyoxyethylene ether phosphate.

stability check

• Stufe 0 keine Präzipitation
• Stufe 1 geringe Präzipitation
• Stufe 2 mittlere Präzipitation
• Stufe 3 hohe Präzipitation

To test the storage stability of the samples of Preparation Example 1 and Comparative Examples 1 and 2, the aqueous suspensions were stored at -20°C and 48°C for one month and observed for occurrence of precipitation. The precipitation classification is the following:

• Level 0 no precipitation
• Stage 1 low precipitation
• Stage 2 medium precipitation
• Stage 3 high precipitation

The test results are shown in Table 4. Table 4 Storage stability of aqueous suspensions according to the present invention examples Storage at -10°C (1 month) Storage at 50°C (1 month) Production example 1 0 1 Comparative example 1 3 3 Comparative example 2 2 3

Table 4 shows that Production Example 1 of the present invention has a significant improvement in storage stability as compared with Comparative Examples 1 and 2. That is, compared to using a simple surfactant, a better effect is obtained by using a specific ratio in compound surfactants.

The herbicidal composition containing tembotrione and amicarbazone according to the present invention has been described with specific examples. A person skilled in the art can use the subject matter of the teachings of the present invention and make reasonable changes to the raw materials, process conditions and others to achieve corresponding other purposes, as long as such changes do not depart from the subject matter of the present invention. All similar alternatives and modifications will be apparent to those skilled in the art and are intended to be included within the scope of the present invention.

Claims (6)

Herbicidal aqueous suspension, characterized in that the aqueous suspension contains the following components: the herbicide composition, the active ingredients of the herbicide composition being tembotrione and amicarbazone, the weight ratio of which is in the range from 8:1 to 1:1, and adjuvants, the amount of respective components in weight percent is calculated as follows: Herbicide composition: 10% to 80%; Cloquintocet-Mexyl: 2% to 6% Surfactant: 3% to 6% Ethylene Glycol: 5% to 7% Carboxymethylcellulose: 0.05% to 0.15% Dimethicone: 0.1% to 0.3% with water as a balance serves; wherein the surfactant is a surfactant composed of sodium lignosulfonate and alkylphenol polyoxyethylene ether phosphate in a weight ratio of 1:1 to 5:1. Herbicidal aqueous suspension after claim 1 , the weight ratio being in the range of 5:1 to 3:1. Herbicidal aqueous suspension after claim 1 , where the weight ratio is 4:1. Herbicidal aqueous suspension after claim 1 wherein the herbicidal composition forms a tertiary herbicidal composition together with a third component, the third component being selected from the groups of quintriones and tefuryltriones, respectively; wherein the weight ratio of tembotrione, amicarbazone and the third component ranges from 1 to 8:1:1. Herbicidal aqueous suspension after claim 4 , wherein the weight ratio of tembotrione, amicarbazone and the third component is 4:1:1. Herbicidal aqueous suspension after claim 1 wherein the surfactant is formed as a surfactant composed of sodium lignosulfonate and alkylphenol polyoxyethylene ether phosphate in the weight ratio 3:1.