Application of weeding composition containing quizalofop-p-ethyl and fluroxypyr in ACCase inhibitor resistant rice

By compounding quizalofop-p-ethyl and clofopyralid in rice fields to prepare a dispersible oil suspension, the problem of controlling various weeds in rice fields was solved, efficient and environmentally friendly weed control effects were achieved, and the risk of pesticide damage to resistant rice was reduced.

CN120694261APending Publication Date: 2025-09-26HUZHOU JIETIAN MODEL BIOTECHNOLOGY CO LTD +1
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Patent Information

Application Number
CN202410341213.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-03-25
Publication Date
2025-09-26

AI Technical Summary

Technical Problem

When a single herbicide is used in rice fields in the existing technology, the weed control spectrum is narrow, making it difficult to effectively control multiple weeds. Long-term use also leads to weed resistance and increases the risk of environmental pollution.

Method used

Quizalofop-PhD and clofopyralid are compounded in a specific ratio to prepare a dispersible oil suspension for use in controlling ACCase inhibitor-resistant weeds in rice fields.

Benefits of technology

It significantly improves the control effect on annual grass weeds, reduces the dosage of active ingredients, reduces the risk of environmental pollution, and enhances the safety of resistant rice.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention provides a weeding composition containing quizalofop-p-ethyl, the active ingredients of the weeding composition comprise quizalofop-p-ethyl and fluroxypyr, and the mass ratio of quizalofop-p-ethyl to fluroxypyr is (1-10): (1-15). The dispersible oil suspending agent is prepared by adding auxiliaries such as an emulsifying agent, a dispersing agent, a stabilizing agent, a thickening agent, vegetable oil and deionized water. By utilizing different action mechanisms of quizalofop-p-ethyl and fluroxypyr and compounding, the composition is applied to non-transgenic ACCase inhibitor resistant rice, can effectively kill weeds such as rice, barnyard grass and digitaria sanguinalis which are difficult to prevent and annual weeds such as edible amaranth and eclipta prostrata in a rice field, and has a remarkable effect.
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Description

Technical Field

[0001] The invention belongs to the field of herbicides, and particularly relates to a herbicide composition comprising quizalofop-ethyl and clofopyralid, and application thereof to ACCase inhibitor-resistant rice. Background Art

[0002] Quizalofop-p-ethyl is a systemic, arylphenoxypropionic acid-based foliar herbicide that inhibits fatty acid synthesis by inhibiting acetyl-CoA carboxylase. It is highly selective between monocotyledonous and dicotyledonous crops, with weed stems and leaves absorbing the herbicide within a few hours. The herbicide is then transported upward and downward within the plant. Annual weeds experience systemic absorption within 24 hours, killing them within 10 days. Perennial weeds experience rapid transmission to their underground rhizomes, causing them to lose their ability to regenerate. Quizalofop-p-ethyl is highly effective against grass weeds in broadleaf crop fields and is frequently used on broadleaf crops such as soybeans and peanuts. Its efficacy is more stable and less susceptible to factors such as temperature, humidity, and rainfall.

[0003] Flupyr is a systemic, post-emergence herbicide. It is rapidly absorbed by plants and transported throughout the plant, entering the meristem and accelerating cell division. This depletes nutrients and causes vascular bundles to become blocked or ruptured. The leaves gradually lose water, the heart leaves curl and die, and the stems and roots become twisted and deformed, ultimately leading to the death of the entire plant. Flupyr is slow to take effect at low temperatures and quicker at high temperatures. Flupyr is highly rain-resistant and is absorbed by the plant within one hour of application. Rain does not affect its efficacy, making it safe for crops and having a broad spectrum of weed control. It is primarily used in wheat and barley fields to control annual and perennial broadleaf weeds.

[0004] It's common for multiple grass weeds, broadleaf weeds, and weedy rice to coexist in rice fields. Using a single herbicide will not achieve the desired weed control effect due to its narrow spectrum. Using a combination of herbicides can broaden the spectrum and eliminate multiple weeds at once.

[0005] Long-term use of a single chemical agent can easily lead to weed resistance, causing growers to increase the dosage of the agent, which in turn causes environmental pollution. Using a combination of agents can improve weed control effectiveness and reduce the dosage of active ingredients.

[0006] Since quizalofop-p-ethyl has a phytotoxic effect on common rice, there are currently no reports of using a combination of quizalofop-p-ethyl and clofopyralid in rice fields.

[0007] Researchers used EMS chemical mutagenesis in rice to obtain rice mutants resistant to ACCase inhibitor herbicides and further selected the resistant strain KX4-14 (related patent number: CN 108486070B). By extracting DNA from the resistant strain KX4-14 and sequencing and comparing the sequences, it was found that compared with wild-type rice plants, the resistant strain KX4-14 had point mutations from A to G and from A to T at positions 5372 and 5374 of the ACCase gene coding frame, respectively. This caused the amino acid at position 1791 of the protein encoded by the gene to change from asparagine to serine, and the amino acid at position 1792 from isoleucine to leucine, thereby conferring resistance to ACCase inhibitor herbicides such as quizalofop-p-ethyl. The nucleotide sequence of its ACCase gene is shown in SEQ ID NO: 2, and the amino acid sequence is shown in SEQ ID NO: 4.

[0008] Since rice resistant to ACCase inhibitor herbicides has good resistance to quizalofop-p-ethyl, it is possible to apply a combination of quizalofop-p-ethyl and clofopyralid in fields where ACCase inhibitor herbicide-resistant rice is grown. Summary of the Invention

[0009] The present invention provides a herbicidal composition comprising quizalofop-ethyl and clofopyralid and its application. The herbicidal composition has a significant synergistic effect. The specific technical solution is as follows:

[0010] A herbicide composition comprising quizalofop-p-ethyl and fluroxypyrazone, wherein the active ingredients comprise quizalofop-p-ethyl and fluroxypyrazone, and the mass ratio of quizalofop-p-ethyl to fluroxypyrazone is 1-10:1-15. Preferably, the mass ratio of quizalofop-p-ethyl to fluroxypyrazone is 1-8:1-12. More preferably, the mass ratio of quizalofop-p-ethyl to fluroxypyrazone is 4-8:6-12.

[0011] The mass percentage of the active ingredient in the herbicidal composition is 1-75%, preferably 10-20%.

[0012] The herbicidal composition is mixed with common adjuvants used in pesticides to prepare any formulation suitable for use in agricultural production. Preferably, the formulation is a dispersible oil suspension.

[0013] The herbicide composition is used for preventing and controlling annual weeds and weedy rice in the field of ACCase inhibitor-resistant rice KX4-14.

[0014] Compared with the prior art, the present invention has the following beneficial effects:

[0015] 1. The combination of quizalofop-ethyl and clofopyralid effectively controls difficult-to-control annual grass weeds. When the ratio of quizalofop-ethyl to clofopyralid was (60 + 180) g ai / ha and (120 + 90) g ai / ha, the combination demonstrated excellent control of weeds in clean rice fields, including rice, barnyard grass, foxtail grass, crabgrass, beef tendon, amaranth, and snakehead.

[0016] 2. The agent prepared by the present invention has a weed control effect of more than 88% on the field weed rice KX4-14, which is resistant to ACCase inhibitors. It can effectively reduce the damage of weeds and has obvious synergistic effect. DETAILED DESCRIPTION

[0017] The present invention can be better understood according to the following examples. However, it is readily understood by those skilled in the art that the contents described in the examples are only used to illustrate the present invention and should not and will not limit the present invention described in detail in the claims.

[0018] Example 1: 10% Quizalofop-Phthiop-ethyl·Flurpyr Dispersible Oil Suspension

[0019] Quizalofop-p-ethyl 4%, fluroxypyrazone 6%, calcium lignin sulfonate 10%, sodium dodecylbenzenesulfonate 5%, magnesium aluminum silicate 3%, butylated hydroxyanisole 4%, kaolin 0.5%, to make up 100%. Prepare a 10% by weight Quizalofop-p-ethyl / fluroxypyrazone dispersible oil suspension concentrate according to conventional methods.

[0020] Example 2: 16% Quizalofop-Phthiop-ethyl·Flurpyr Dispersible Oil Suspension

[0021] Quizalofop-p-ethyl 4%, fluroxypyrazone 12%, sodium dodecylbenzenesulfonate 7%, calcium ligninsulfonate 10%, magnesium aluminum silicate 3%, butylated hydroxyanisole 4%, kaolin 0.5%, made up to 100%. Prepare a quizalofop-p-ethyl / fluroxypyrazone dispersible oil suspension concentrate with a mass percentage of 16% according to conventional methods.

[0022] Example 3: 14% Quizalofop-Phthiop-ethyl·Flurpyr Dispersible Oil Suspension

[0023] Quizalofop-p-ethyl 8%, fluroxypyrazone 6%, fatty alcohol polyoxyethylene ether 10%, alkyl naphthalene sulfonate 15%, magnesium aluminum silicate 3%, epichlorohydrin 4%, kaolin 0.5%, made up to 100%. Prepare a quizalofop-p-ethyl / fluroxypyrazone dispersible oil suspension concentrate with a mass percentage of 14% according to conventional methods.

[0024] Example 4: 20% Quizalofop-Phthiop-ethyl·Flurpyr Dispersible Oil Suspension

[0025] Quizalofop-p-ethyl 8%, fluroxypyrazone 12%, fatty alcohol polyoxyethylene ether 10%, alkyl naphthalene sulfonate 15%, magnesium aluminum silicate 3%, epichlorohydrin 4%, kaolin 0.5%, to make up 100%. Prepare a quizalofop-p-ethyl / fluroxypyrazone dispersible oil suspension concentrate with a mass percentage of 20% according to conventional methods.

[0026] Example 5: Indoor toxicological tests of quizalofop-p-ethyl and clofopyralid on weedy rice, barnyard grass, crabgrass, amaranth, and snakehead intestines

[0027] Test weeds: weedy rice, barnyard grass, crabgrass, amaranth, and snakehead, collected from rice fields and stored in the laboratory weed seed bank for future use.

[0028] Test agents: Quizalofop-PhD technical and Flupyr technical: commercially available.

[0029] Test method: Take a plastic flower pot with a diameter of 15 cm and fill 4 / 5 of the pot with nutrient soil. Select 20 mature and plump weed seeds each, soak them in 200 mg / L gibberellin solution for 24 hours, and sow them in the flower pot. Cover with 2 cm of soil after sowing, wet it, and place it in a 28°C greenhouse for cultivation according to conventional methods. When the weeds grow to the 3-5 leaf stage, thin them out and keep 10 plants with basically the same growth in each pot. Spray the stems and leaves according to the experimental drug design. The experiment was repeated 3 times. After spraying the weeds, place them at room temperature to dry, and then move them to the greenhouse for further cultivation. Observe and record the symptoms of weed damage, and cut the above-ground tissue of the weed plants 21 days after the drug application, weigh the fresh weight of the weeds, and calculate the fresh weight inhibition rate.

[0030] Evaluation of pesticide synergy: Calculate the fresh weight inhibition rate (E) and theoretical fresh weight inhibition rate (E0) of weeds for each single agent and the binary combination. The type of synergistic effect of binary combination herbicides is evaluated as follows: when E-E0 > 10%, the two herbicides exhibit synergistic effects; when E-E0 < -10%, the improved herbicides exhibit antagonistic effects; and when 10% > E-E0 > -10%, the effects of the two herbicides are additive.

[0031] Fresh weight inhibition rate E = (fresh weight of blank control group - fresh weight of treatment group) / fresh weight of blank control group × 100%

[0032] The theoretical fresh weight inhibition rate E0 = X + Y - XY / 100, where X is the fresh weight inhibition rate of a single dose of quizalofop-p-ethyl, and Y is the fresh weight inhibition rate of a single dose of cloflupyr.

[0033] Test result analysis:

[0034] As shown in Table 1, when quizalofop-p-ethyl is used alone, it has good control effects on weedy rice, barnyard grass, and crabgrass, with a control rate of over 86% at a dose of 60 g ai / ha. However, its control effect on amaranth and schizont is very low, with a control rate of less than 1.5% at a dose of 120 g ai / ha. When clofopyralid is used alone, its control effect on grass weeds is relatively low, with a control rate of less than 1.5% at a dose of 180 g ai / ha. However, when the two are used in combination, the control effect on weedy rice, barnyard grass, crabgrass, amaranth, and schizont is improved, with a fresh weight inhibition rate of over 94% at a dose of (120 + 90) g ai / ha.

[0035] As shown in Tables 2 and 3, by comparing the fresh weight inhibition rate and theoretical fresh weight inhibition rate of weedy rice, barnyard grass, crabgrass, amaranth, and snakehead intestine when used in combination with quizalofop-p-ethyl and clofopyralid, it was found that the combination of quizalofop-p-ethyl and clofopyralid had different combined effects. When the ratio of quizalofop-p-ethyl to clofopyralid was (60+180) g ai / ha and (120+90) g ai / ha, the combination showed a significant synergistic additive effect on annual weeds and was effective in controlling difficult-to-control grass weeds such as rice, barnyard grass, and crabgrass in rice fields.

[0036] Table 1 Fresh weight inhibition rate of annual weeds by different ratios of quizalofop-p-ethyl and clofopyralid (%)

[0037]

[0038] Note: The above values ​​are all actual measured values

[0039] Table 2 Theoretical fresh weight inhibition rate of different compound treatments on annual weeds (%)

[0040]

[0041] Table 3 Combined effect values ​​(E-E0) of different compound treatments on annual weeds

[0042]

[0043]

[0044] Example 6 Determination of the weed control efficacy of different combinations of quizalofop-p-ethyl and clofopyralid against ACCase inhibitors in rice KX4-14 in the field

[0045] Implementation agents: the preparations of Examples 1-4 configured in the present invention; 4% quizalofop-p-ethyl, 200 g / L clofopyralid, commercially available.

[0046] Experimental crop fields: ACCase inhibitor-resistant rice—KX4-14 fields;

[0047] Grass phase: weedy rice, barnyard grass, crabgrass, amaranth, and snakehead.

[0048] Application method: Set up 8 pesticide treatments and 1 clear water control, with 3 replicates for each treatment; each treatment covers an area of ​​20m 2 Plots were randomly arranged. Leaf spraying was performed using a backpack sprayer. Twenty-one days after application, weed control efficacy (fresh weight), fresh weight inhibition rate of KX4-14, and pesticide damage were assessed.

[0049] Fresh weight inhibition rate = (fresh weight of blank control group - fresh weight of treatment group) / fresh weight of blank control group × 100%

[0050] Test results:

[0051] As shown in Table 4, the herbicide compositions of the present invention significantly enhance herbicidal activity and reduce weed damage. Twenty-one days after application, the fresh weight inhibition rate of KX4-14 plants treated with each combination of agents was less than 3%, indicating no effect on KX4-14 growth and demonstrating the safety of each combination of agents for KX4-14 growth.

[0052] Table 4 Fresh weight control effect of different weeds 20 days after treatment with different pesticides

[0053]

[0054] The above is only a preferred embodiment of the present invention. Those skilled in the art can make appropriate improvements without departing from the raw materials described in the present invention. These improvements are also within the scope of protection of the present invention.

Claims

1. A herbicidal combination comprising quizalofop-ethyl and clofopyralid, characterized in that: The active ingredients include quizalofop-p-ethyl and clofopyralid, and the mass ratio of quizalofop-p-ethyl to clofopyralid is 1-10:1-15.

2. The herbicidal composition according to claim 1, characterized in that The mass ratio of quizalofop-p-ethyl to cloflupyr is preferably 1-8:1-12.

3. The herbicidal composition according to claim 2, characterized in that The mass ratio of quizalofop-p-ethyl to cloflupyr is preferably 4-8:6-12.

4. The herbicidal composition according to any one of claims 1 to 3, characterized in that The mass percentage of the active ingredient is 1-75%.

5. The herbicidal composition according to claim 4, characterized in that The mass percentage of the active ingredient is preferably 10-20%.

6. The herbicidal composition according to claim 4, characterized in that The invention also includes auxiliary agents, which include one or more of solvents, emulsifiers, dispersants, wetting agents, disintegrants, thickeners, stabilizers, antifreeze agents and carriers.

7. The herbicidal composition according to claim 6, characterized in that The emulsifier is one or more of calcium dodecylbenzenesulfonate, fatty alcohol polyoxyethylene ether, alkylbenzenesulfonate, alkyl sulfate, etc.; the dispersant is one or more of polycarboxylates, lignin sulfonates, alkylnaphthalene sulfonates, etc.; the thickener is one or more of silicon dioxide, white carbon black, magnesium aluminum silicate, etc.; the stabilizer is one or more of butylated hydroxyanisole, epichlorohydrin, etc.; the vegetable oil is one or more of epoxy soybean oil, corn oil, paraffin oil, etc.; the carrier is one or more of kaolin, diatomaceous earth, light calcium carbonate, etc.

8. Use of the herbicidal composition according to any one of claims 1 to 7 for controlling annual weeds and weedy rice in non-transgenic ACCase inhibitor-resistant rice fields.

9. The non-transgenic herbicide-resistant rice according to claim 8, characterized in that: Compared with wild-type rice plants, the resistant rice plants have point mutations from A to G and from A to T at positions 5372 and 5374 of the ACCase gene coding frame, respectively, resulting in the 1791st amino acid of the protein encoded by the gene being changed from asparagine to serine, and the 1792nd amino acid being changed from isoleucine to leucine, thereby conferring resistance to ACCase inhibitor herbicides such as quizalofop-p-ethyl. The nucleotide sequence of the gene is shown in SEQ ID NO: 2, and the amino acid sequence is shown in SEQ ID NO: 4.

Citation Information

Patent Citations

  • Herbicide-resistant mutants and their applications

    CN108486070B