Herbicide safener combinations and compositions

Abstract

The present invention relates to herbicide safener combinations for effective control of weeds and reduction of phytotoxicity in crops. The invention also relates to a method for controlling weeds and reducing phytotoxicity in crops.

Description

Technical Field

[0001] This invention relates to herbicide safener combinations for effective weed control and reduction of phytotoxicity in crops. The invention also relates to a method for controlling weeds and reducing phytotoxicity in crops. Background Technology

[0002] Naphthylpropionylamine is an aryloxyalkylamide herbicide used for selective pre-emergence control of germinating weeds. Naphthylpropionylamine [N,N-diethyl-2-(1-naphthoxy)propionamide] (Formula I) is a highly effective broad-spectrum acetamide herbicide and is widely used in many agricultural cultivations to control most annual monocotyledonous and broadleaf weeds. However, the widespread use of herbicides leads to their accumulation in the ecosystem, causing crop toxicity and reducing crop yield and quality.

[0003]

[0004] Naphthylpropionylamine contains a chiral carbon atom, therefore it exists in two stereoisomers: one is the D-isomer (D-naphthylpropionylamine), also known as the (R)-isomer, and the other is the L-isomer (L-naphthylpropionylamine), also known as the (S)-isomer.

[0005] The D-isomer (D-naphthylpropionylamine) is also known as naphthylpropionylamine-M, and its structure is shown below.

[0006]

[0007] Naphthylpropionylamine-M can be prepared by any suitable method known in the art, such as the method disclosed in publication WO2009 / 004642.

[0008] Unless otherwise specified, and as discussed further below, as used herein, the term "naphthylpropionylamine" refers to N,N-diethyl-2-(a-naphthoxy)propionamide or its isomers, or mixtures of such isomers. Therefore, unless otherwise specified or otherwise clearly stated in the context, the term naphthylpropionylamine may refer to a mixture of D-naphthylpropionylamine and L-naphthylpropionylamine. This mixture may, for example, be a racemic mixture (i.e., a 1:1 mixture of D-naphthylpropionylamine and L-naphthylpropionylamine). The term naphthylpropionylamine also covers pure isomers of N,N-diethyl-2-(a-naphthoxy)propionamide, including, for example, D-naphthylpropionylamine.

[0009] Naphthylpropionylamine is polar and slightly soluble in water. Commercially available naphthylpropionylamine can readily penetrate biological tissues and soil layers. Enantioselective degradation of naphthylpropionylamine in soil, cucumber, cabbage, rapeseed, and tomato has also been reported, and the results have shown that the degradation of naphthylpropionylamine enantiomers is almost non-enantioselective.

[0010] Because of its long half-life of approximately 70 days, naphthochloride residues in the soil can negatively impact the growth of subsequent crops. Field studies have shown that, depending on field conditions, the half-life of naphthochloride ranges from 34 days to over 2 years. Furthermore, its moderate adsorption / desorption properties in soil can lead to translocation and leaching of naphthochloride, resulting in water pollution.

[0011] Herbicide safeners are compounds from different chemical families. They are applied together with herbicides to protect crops from harm. Herbicides can cause phytotoxicity when used at higher than recommended doses, applied improperly, or at the wrong stage of crop growth. Some herbicidal compounds produce phytotoxic vapors during and after spraying, which can contaminate sensitive crops and natural vegetation. Other examples of adverse effects of herbicides on crops include reduced plant height or fewer upright plants after weeding treatment.

[0012] The use of chemical safeners provides a practical, effective, and simple way to improve the selectivity of herbicides. Therefore, current practice involves applying safeners together with herbicides to protect crop plants from herbicide damage.

[0013] Herbicide safeners are chemical agents that reduce the phytotoxicity of herbicides on crop plants without affecting their weed control efficacy. However, it is worth noting that not all safeners possess the desired beneficial effect of reducing the phytotoxicity of the corresponding herbicide. Therefore, the challenge of identifying suitable herbicide-safener combinations and compositions that effectively reduce phytotoxicity in crop plants and control weeds remains. Summary of the Invention

[0014] This invention relates to a herbicide safener combination comprising naphthylpropionylamine or its isomer and a safener.

[0015] In one aspect, the present invention relates to a herbicide safener combination comprising naphthopropylthiosulfate and pyrrolic acid or its salts or esters.

[0016] In another aspect, the present invention relates to a combination of herbicides containing naphthoic acid-M and pyrrolic acid or its salts or esters.

[0017] In another aspect, the present invention relates to a combination of herbicides comprising naphthochloride, another herbicide, and pyrrolidinium or its salts or esters.

[0018] The present invention further relates to a herbicide safener composition comprising naphthochloride, a safener, and an agrochemically acceptable excipient.

[0019] In one aspect, the present invention relates to a herbicide safener composition comprising naphthochloride, pyrrolic acid or its salts or esters, and an agrochemically acceptable excipient.

[0020] In another aspect, the present invention relates to a herbicide safener composition comprising naphthopropylthiolam-M, pyrrolic acid or its salts or esters, and an agrochemically acceptable excipient.

[0021] This invention relates to a method for controlling weeds, the method comprising applying a combination of herbicides and a safener comprising naphthylpropionylamine and a safener.

[0022] In one aspect, the present invention relates to a method for controlling weeds, the method comprising applying a combination / composition of herbicides containing naphthochloride or its isomer and pyrrolic acid or its salt or ester.

[0023] In another aspect, the present invention relates to a method for controlling weeds, the method comprising applying a combination / composition of herbicides containing naphthosulfuron-M and pyrrolic acid or its salts or esters.

[0024] In one aspect, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of herbicides containing naphthylpropionyl chlorpyrifos and a safener.

[0025] In another aspect, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of herbicide safeners comprising naphthochloride and pyrrolic acid or their salts or esters.

[0026] In another aspect, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of herbicide safeners comprising naphthochloride-M and pyrrolic acid or its salts or esters.

[0027] In another aspect, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of a herbicide safener comprising naphthochloride, an additional herbicide, and pyrrolidinium or its salts or esters.

[0028] In another aspect, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of a herbicide safener comprising naphthochloride-M, an additional herbicide, and pyrrolidinium or its salts or esters.

[0029] In one aspect, the present invention relates to a method for effectively controlling weeds, the method comprising applying a combination of herbicide safeners comprising naphthochloride and pyrrolic acid or their salts or esters.

[0030] In another aspect, the present invention relates to a method for effectively controlling weeds, the method comprising applying a combination of herbicide safeners comprising naphthoic acid-M and pyrrolic acid or their salts or esters.

[0031] In another aspect, the present invention relates to a method for effectively controlling weeds, the method comprising applying a combination of a herbicide safener comprising naphthochloride, an additional herbicide, and pyrrolidinium or its salts or esters.

[0032] In another aspect, the present invention relates to a method for effectively controlling weeds, the method comprising applying a combination of a herbicide safener comprising naphthochloride-M, an additional herbicide, and pyrrolidinium or its salts or esters.

[0033] This invention relates to the use of herbicide combinations comprising naphthochloride and a safener for controlling weeds and reducing phytotoxicity in crops.

[0034] In one aspect, the present invention relates to the use of herbicide combinations comprising naphthochloride and pyrrolidinium or their salts or esters for the control of weeds and the reduction of phytotoxicity in crops.

[0035] In another aspect, the present invention relates to the use of herbicide combinations comprising naphthoic acid-M and pyrrolidinium or their salts or esters for the control of weeds and the reduction of phytotoxicity in crops.

[0036] In another aspect, the present invention relates to a kit comprising naphthochloride, optionally other herbicides, and a safener. Detailed Implementation

[0037] The present disclosure will now be described below with reference to the accompanying embodiments, which illustrate implementations of the present disclosure. This description is not intended to be a detailed list of all different ways in which the present disclosure may be implemented or all features that may be added to the present disclosure. For example, features shown with respect to one embodiment may be incorporated into other embodiments, and features shown with respect to a particular embodiment may be removed from that embodiment. Therefore, the present disclosure contemplates that in some embodiments of the present disclosure, any features or combinations of features set forth herein may be excluded or omitted. Furthermore, numerous variations and additions to the various embodiments suggested herein will be apparent to those skilled in the art, and such variations and additions do not depart from the present disclosure. Therefore, the following description is intended to illustrate some specific embodiments of the present disclosure, and not to exhaustively specify all permutations, combinations, and variations thereof.

[0038] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this disclosure pertains. While similar or equivalent methods and materials may be used in the practice or testing of this disclosure, suitable methods and materials are described herein.

[0039] As used herein, “about” or “approximately” includes the value and means within an acceptable deviation of the particular value as determined by one of ordinary skill in the art, taking into account the measurement in question and the error associated with the measurement of the particular quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations, or within ±10% or ±5% of the value.

[0040] Unless otherwise stated herein, the listing of numerical ranges is intended only as a shorthand method for individually referring to each individual value falling within the range, and each individual value is included in the description as if it were listed separately herein. The endpoints of all ranges are included within the range and can be combined independently. As used herein, unless the context clearly indicates otherwise, all numerical values ​​or ranges include integers within such ranges as well as fractions or integers within ranges of these values. Thus, for example, references to the range of 90% to 100% include 91%, 92%, 93%, 94%, 95%, 95%, 97%, etc., and 91.1%, 91.2%, 91.3%, 91.4%, 91.5%, etc., 92.1%, 92.2%, 92.3%, 92.4%, 92.5%, etc. Unless otherwise stated herein or clearly contradicted by the context, all methods described herein may be performed in the appropriate order.

[0041] The use of the terms “an,” “a,” and “the,” and similar designations (particularly in the context of the following claims) should be interpreted to cover both the singular and the plural, unless otherwise stated herein or clearly contradicted by the context. The terms first, second, etc., as used herein, do not imply any particular order but are merely for convenience in indicating, for example, multiple layers.

[0042] Unless otherwise stated, the terms “comprising,” “having,” “including,” and “containing” should be understood as open-ended terms (i.e., meaning “including but not limited to”). As used herein, “about” or “approximately” includes the value and means within an acceptable deviation of the particular value as determined by one of ordinary skill in the art, taking into account the measurement in question and the errors associated with the measurement of the particular quantity (i.e., limitations of the measurement system). For example, “about” may mean within one or more standard deviations, or within ±10% or ±5% of the value.

[0043] The use of any and all example or exemplary language (e.g., “such as”) is merely intended to better illustrate this disclosure and, unless otherwise required, does not constitute a limitation on the scope of this disclosure. No language in the specification should be construed as indicating that any unclaimed element is necessary for the practice of this disclosure as used herein.

[0044] Although this disclosure has been described with reference to exemplary embodiments, those skilled in the art will understand that various changes can be made and elements of this disclosure can be substituted with equivalents without departing from the scope of this disclosure. Furthermore, many modifications can be made to adapt particular situations or materials to the teachings of this disclosure without departing from the basic scope of this disclosure. Therefore, this disclosure is not intended to be limited to the specific embodiments disclosed as the best mode contemplated for carrying out this disclosure, but rather this disclosure will include all embodiments falling within the scope of the appended claims.

[0045] Unless otherwise stated, quantities expressed in “%” or “% w / v” refer to the weight percentage of the total solution or composition.

[0046] As used in this article, the term "herbicide" refers to a compound that controls or alters the growth of unwanted weeds / plants.

[0047] As used herein, the term "naphthylpropionylamide" refers to N,N-diethyl-2-(α-naphthoxy)propionamide or its isomers, or mixtures of such isomers. Therefore, unless otherwise specified or clearly indicated in the context, the term naphthylpropionylamide may refer to a mixture of D-naphthylpropionylamide and L-naphthylpropionylamide. This mixture may, for example, be a racemic mixture, i.e., a 1:1 mixture of D-naphthylpropionylamide and L-naphthylpropionylamide.

[0048] In this specification, the terms naphthopropylamine-M and D-naphthopropylamine are used interchangeably.

[0049] The term "effective herbicidal dose" indicates the amount of such a compound or combination of such compounds that can control or alter the effects on the growth of harmful plants / undesirable vegetation / weeds. Control effects include all deviations from natural development, such as: killing, retardation, leaf burn, albinism, dwarfing, etc.

[0050] The term "plant" refers to all the physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, leaves, and fruits.

[0051] The term "crop" should include a large number of desired crop plants or individual crop plants growing in a particular location.

[0052] As used in this article, the term "pre-emergence" refers to the point in time before weed seedlings emerge from the ground. When any herbicide is applied during the pre-emergence stage, it prevents the establishment of germinating weed seedlings.

[0053] As used in this article, the terms “undesirable vegetation,” “harmful plants,” “unwanted plants,” “weeds,” and “weed species” are synonyms.

[0054] The term "phytotoxicity" is defined as any adverse effect on a plant caused by a delay in seed germination, inhibition of plant growth, or by a particular compound (i.e., herbicide) and growing conditions.

[0055] The term "control" includes weed control or eradication, as well as protecting plants, parts of plants, or seeds from the invasion of said weeds. The term control includes all deviations from natural development, such as: killing, delaying, leaf burn, albinism, dwarfing, etc. 100% control means complete eradication of the weed under investigation.

[0056] As used herein, the term "site" should refer to the vicinity of the desired crop in which weed control (typically selective weed control) of dicotyledonous weeds is desired. A site includes the vicinity of the desired crop plants, where weed infestation has already occurred or has not yet occurred.

[0057] This invention relates to a herbicide safener combination comprising naphthochloride and a safener.

[0058] Naphthylpropionylchlor is a highly effective, broad-spectrum acetamide herbicide used for pre-emergence control of annual weeds, monocotyledonous weeds, and broadleaf weeds in various crops. Naphthylpropionylchlor residues in the soil, due to its long half-life, may affect the growth of subsequent crops. Furthermore, moderate desorption in the soil leads to its translocation and leaching, resulting in water pollution. (-)-Naphthylpropionylchlor, (+)-naphthylpropionylchlor, and racemic-naphthylpropionylchlor (racemic form) have been shown to be toxic to vegetation. Therefore, the inventors provide a herbicide combination comprising naphthylpropionylchlor and a safener that is non-phytotoxic to crops and vegetation but effective in weed control.

[0059] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthoclase or its isomer as a herbicidal component and a safener.

[0060] In a preferred embodiment, the herbicidal component comprises naphthomethylpropionate.

[0061] In a preferred embodiment, the herbicidal component comprises naphthometrazine-M.

[0062] In the implementation scheme, the safener is selected from one or more of the following: pyrrolic acid or its salt or ester, sulfonium or ammonium cation of pyrrolic acid, diethyl pyrrolic acid, cyclohexane, cyclohexane, cyclohexane, dichloropropeneamine, cyclohexane ethyl ester, cyclohexane, cyclohexane, fluroxypyr, furazolidone, bis(oxazolyl) acid, alkali metals, alkaline earth metals, and cyclohexane.

[0063] In a preferred embodiment, the safety agent comprises pyrrolic acid or its salt or ester.

[0064] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, and b) Safety agents containing pyrrolic acid or its salts or esters.

[0065] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, and b) Safety agents containing pyrrolic acid or its salts or esters.

[0066] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl-M, and b) Safety agents containing pyrrolic acid or its salts or esters.

[0067] In the implementation scheme, the safer contains pyrrolic acid or its salt or ester.

[0068] In the implementation scheme, the safety agent comprises diethyl pyrrole.

[0069] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthoic acid and diethyl pyrrolidinium.

[0070] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate.

[0071] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine or an isomer thereof in a ratio ranging from 1:50 to 50:1 and a safener comprising pyrrolic acid or a salt or ester thereof.

[0072] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine or an isomer thereof in a ratio ranging from 1:40 to 40:1 and a safener comprising pyrrolic acid or a salt or ester thereof.

[0073] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine or an isomer thereof in a ratio ranging from 1:30 to 30:1 and a safener comprising pyrrolic acid or a salt or ester thereof.

[0074] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine or an isomer thereof in a ratio ranging from 1:20 to 20:1 and a safener comprising pyrrolic acid or a salt or ester thereof.

[0075] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine or its isomer in a ratio ranging from 1:15 to 15:1 and a safener comprising pyrrolic acid or its salt or ester.

[0076] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine and diethyl pyrrolidinate in a ratio ranging from 1:50 to 50:1.

[0077] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine and diethyl pyrrolidinate in a ratio ranging from 1:40 to 40:1.

[0078] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine and diethyl pyrrolidinate in a ratio ranging from 1:30 to 30:1.

[0079] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine and diethyl pyrrolidinate in a ratio ranging from 1:20 to 20:1.

[0080] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio ranging from 1:15 to 15:1.

[0081] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine-M and diethyl pyrrolidinate in a ratio ranging from 1:50 to 50:1.

[0082] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio ranging from 1:40 to 40:1.

[0083] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio ranging from 1:30 to 30:1.

[0084] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrazine-M and diethyl pyrrolidinate in a ratio ranging from 1:20 to 20:1.

[0085] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio ranging from 1:15 to 15:1.

[0086] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio of 50:1.

[0087] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio of 40:1.

[0088] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio of 30:1.

[0089] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio of 20:1.

[0090] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometazidine and diethyl pyrrolidinate in a ratio of 15:1.

[0091] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio of 50:1.

[0092] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio of 40:1.

[0093] In an embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio of 30:1.

[0094] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio of 20:1.

[0095] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate in a ratio of 15:1.

[0096] In another embodiment, the herbicide-safety agent combination according to the invention may contain other components, such as crop protectants, including other herbicides, fungicides, insecticides or biostimulants and / or additives commonly used in plant protection / or formulation adjuvants used with them.

[0097] In the implementation plan, the additional herbicides are selected from the group consisting of: acetyl-CoA carboxylase (ACCase) inhibitors, acetyl-lactate synthase (ALS) inhibitors, microtubule assembly inhibitors, auxin mimics or synthetic auxins, glutamine synthase inhibitors, photosynthesis inhibitors—photosynthetic system II (PSII) inhibitors, very long chain fatty acid (VLCFA) inhibitors, 5-enolpyruvylshikimate-3-phosphate (EPSP) synthase inhibitors, pyruvate 4-hydroxyphenyl ester dioxygenase (HPPD) inhibitors, phytopenic oleoresin dehydrogenase inhibitors, and cellulose synthesis inhibitors.

[0098] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Herbicides that inhibit the synthesis of very long-chain fatty acids, and c) Diethyl pyrrolodiate.

[0099] In another preferred embodiment, the additional herbicide comprises very long-chain fatty acid synthesis (VLCFA), including α-chloroacetamide, thiocarbamate, α-thioacetamide, α-oxyacetamide, azole carboxamide, ethylene oxide, benzofuran, and isoxazoline.

[0100] In the implementation scheme, the long-chain fatty acid synthesis inhibitors include benzofuran and α-oxyacetamide.

[0101] In the implementation scheme, the benzofuran includes furazolidone and ethoxyfurazolidone.

[0102] In the implementation scheme, the α-oxyacetamide includes fluthiamethoxam and bensulfuron-methyl.

[0103] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Ethoxyfuran yellow, and c) Diethyl pyrrolodiate.

[0104] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Fluthiamethoxam, and c) Diethyl pyrrolodiate.

[0105] In a preferred embodiment, the additional herbicide includes very long-chain fatty acid synthesis, comprising thiocarbamates selected from the group consisting of: bensulfuron-methyl, chlorpyrifos, clethodim, fensulfuron-methyl, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, and chlorpyrifos.

[0106] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Benzoyl sulfadiazine, and c) Diethyl pyrrolodiate.

[0107] In the implementation scheme, the additional herbicide comprises a protoporphyrinogen oxidase (PPO) inhibitor herbicide, which includes diphenyl ethers selected from the group consisting of: trifluralin, ethoxyfluralin, cyhalofop-butyl, flufenoxuron, and quizalofop-p-ethyl.

[0108] In the implementation scheme, the additional herbicide comprises solanesyl diphosphate synthase (SDPS) including diphenyl ether, which includes bensulfuron-methyl.

[0109] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) bensulfuron-methyl, and c) Diethyl pyrrolodiate.

[0110] In another embodiment, the additional herbicide includes a phytoene dehydrogenase (PDS) inhibitor herbicide, which includes benzyl ether selected from the group consisting of flupyridine, pyrflupyridine, and flubutyridine.

[0111] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Flupyradifurone, and c) Diethyl pyrrolodiate.

[0112] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Pyrfluthrin, and c) Diethyl pyrrolodiate.

[0113] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Oxyfluorfen, and c) Diethyl pyrrolodiate.

[0114] The herbicide-safety agent combination of the present invention can be prepared by known methods, for example, as a mixture of individual components, optionally together with other active ingredients, additives and / or conventional formulation adjuvants, and then diluted with water in a conventional manner, or as a tank mix by co-diluting separately or partially separately formulated individual components with water.

[0115] In the embodiments, the present invention provides for the sequential or fractional application of separate or partially separate components of a herbicide-safety agent combination.

[0116] In the implementation scheme, the herbicide safener combination of the present invention is applied as a pre-emergence application.

[0117] In the embodiments, the herbicide safener combination of the present invention is applied as a post-emergence application or as an early post-emergence application, followed by a mid-to-late post-emergence application.

[0118] The dosage rate or amount of a single herbicide can be determined by the inherent efficacy of the compound, weed stress, soil type, weather, formulation type and many other uncertain variables.

[0119] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Pyrrolic acid or its salts or esters, applied in the range of 1 g / ha to 200 g / ha.

[0120] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Pyrrolic acid or its salts or esters, applied in the range of 30 g / ha to 180 g / ha.

[0121] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthomethyl propionate, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 1 g / ha to 200 g / ha.

[0122] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthomethyl propionate, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0123] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 1 g / ha to 200 g / ha.

[0124] In an embodiment, the present invention relates to a herbicide safener combination, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0125] The combinations of the present invention can be applied simultaneously as tank mixes or premixed formulations, or sequentially. They can be applied to the soil before plant emergence (before or after planting). They can also be applied to the soil after plant emergence. They can be applied as foliar sprays at different times during crop development, and can be applied once or multiple times early or late after emergence. The herbicide safener combinations according to the present invention can also be incorporated into the soil before, during, or after sowing crop seeds. These combinations, as described above, can be applied to weed-prone areas at herbicide-effective amounts.

[0126] In the implementation scheme, the herbicide safener combination of this disclosure is applied as a tank mix.

[0127] The combinations disclosed herein can be developed as premixed compositions or kits, allowing the individual active substances to be mixed prior to application.

[0128] The herbicide safener combination disclosed herein can be in any conventionally agriculturally useful form, such as ready-to-use formulations or premixed formulations.

[0129] In an embodiment, the present invention relates to a herbicide safener composition comprising: a) Herbicidal components containing naprofen or its isomers b) Safety agents containing pyrrolic acid or its salts or esters, and c) Chemically acceptable excipients for agricultural use.

[0130] In a preferred embodiment, the herbicidal component comprises naphthomethylpropionate.

[0131] In a preferred embodiment, the herbicidal component comprises naphthometrazine-M.

[0132] In a preferred embodiment, the safety agent comprises pyrrolic acid or its salt or ester.

[0133] In a preferred embodiment, the safety agent comprises diethyl pyrrole.

[0134] In a preferred embodiment, the present invention relates to a herbicide safener composition comprising naphthochloride, diethyl pyrrole, and an agrochemically acceptable excipient.

[0135] In a preferred embodiment, the present invention relates to a herbicide safener composition comprising naphthometrol-M, diethyl pyrrole, and an agrochemically acceptable excipient.

[0136] In embodiments, the compositions of the present invention may contain agrochemically acceptable excipients, including adjuvants, carriers, diluents, emulsifiers, fillers, pH adjusters, defoamers, colorants, thickeners, antifreeze agents, refrigerants, and solvents. The compositions may be solid or liquid. They may be solids, such as powders, granules, water-dispersible granules, microcapsules, or wettable powders; or liquids, such as emulsifiable concentrates, solutions, oil dispersions, emulsions, suspensions, or ZC formulations. However, it should be understood that any other agrochemically acceptable excipients known to those skilled in the art may be used to achieve their intended purpose. In embodiments, the agrochemically acceptable excipients are present in amounts ranging from 0.01% by weight to 90% by weight of the composition.

[0137] In the implementation scheme, the liquid herbicidal composition is formulated as an oil dispersion (OD), a dispersible concentrate (DC), an emulsifiable concentrate (EC), or a soluble concentrate (SL).

[0138] In the implementation scheme, the liquid herbicidal composition is an emulsifiable concentrate.

[0139] In the implementation scheme, the excipients in the emulsifiable concentrate include one or more of nonionic surfactants, anionic surfactants, emulsifiers, and solvents.

[0140] According to embodiments of this disclosure, nonionic surfactants include ethoxylated fatty acids, alcohol ethoxylates, tristyrylphenol ethoxylates, and ethoxylated dehydrated sorbitol fatty acid esters (examples include those widely known as polysorbate esters and also called Tween). ® (polyoxyethylene dehydrated sorbitol ester) or combinations thereof.

[0141] According to embodiments of this disclosure, the anionic surfactant includes ether sulfates (examples of ether sulfates include, but are not limited to, sodium or ammonium salts of fatty alcohol ether sulfates, sodium or ammonium salts of alkyl aryl ether sulfates, sodium or ammonium salts of ethoxylated alkyl aryl ether sulfates, POE tallow amine alkylphenol ether sulfates and POE tallow amine alcohol ether sulfates), polymeric surfactants, phosphate esters, sulfosuccinates (examples of sulfosuccinates include, but are not limited to, sodium dioctyl sulfosuccinate, sodium di-(2-ethylhexyl)sulfosuccinate, sodium dihexyl sulfosuccinate, sodium dicyclohexyl sulfosuccinate, sodium dipentyl sulfosuccinate, sodium diisobutyl sulfosuccinate and sodium ditridecyl sulfosuccinate), alkylbenzene sulfonates (examples include calcium dodecylbenzene sulfonate) or combinations thereof.

[0142] Suitable agricultural adjuvants and carriers may include, but are not limited to, crop oil concentrates; methylated seed oils, emulsified methylated seed oils, nonylphenol ethoxylates; benzyl coconut oil alkyl dimethyl quaternary ammonium salts; blends of petroleum hydrocarbons, alkyl esters, organic acids, and anionic surfactants; C9-C 11 Alkyl polysaccharide glycosides; phosphorylated alcohol ethoxylates; natural primary alcohols (C 12 -C 16 Ethoxylated compounds; di-sec-butylphenol EO-PO (ethylene oxide and propylene oxide) block copolymers; polysiloxane-methyl-terminated compounds; nonylphenol ethoxylated compounds, urea ammonium nitrate; tridecanol (synthetic) ethoxylated compounds (8EO); tallow amine ethoxylated compounds; acrylic polymers, polyethylene glycol PEG(400) dioleate-99, alkyl sulfates (such as diethanolamine lauryl sulfate); alkyl aryl sulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol-epoxyalkane addition products, such as nonylphenol-C18 ethoxylated compounds; alcohol-epoxyalkane addition products, such as tridecanol-C18 ethoxylated compounds. 16Ethoxylated compounds; soaps, such as sodium stearate; alkyl naphthalene sulfonates, such as sodium dibutylnaphthalene sulfonate; dialkyl esters of sulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitan esters, such as sorbitan oleate; quaternary ammonium compounds, such as lauryltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; salts of monoalkyl phosphates and dialkyl phosphates; vegetable oils or seed oils, such as soybean oil, rapeseed oil / low erucic acid rapeseed oil, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, etc.; and esters of the above vegetable oils, and in some embodiments, methyl esters.

[0143] In the implementation scheme, the solvent includes water, or an organic solvent may also be used as an auxiliary solvent. Suitable liquid solvents are essentially: aromatic hydrocarbons, such as xylene, toluene, alkylnaphthalene, 2-phenoxyethanol, benzyl alcohol; chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons, such as chlorobenzene, vinyl chloride, or dichloromethane; aliphatic hydrocarbons, such as cyclohexane or paraffin (e.g., petroleum fractions); mineral oils and vegetable oils; alcohols, such as butanol or ethylene glycol and their ethers and esters; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; highly polar solvents, such as dimethylformamide or dimethyl sulfoxide; and water.

[0144] This invention provides a solvent-surfactant blend that avoids crystallization and nozzle clogging.

[0145] Dyes, such as inorganic pigments (e.g., iron oxide, titanium oxide, iron blue) and organic dyes (e.g., alizarin, azo and metal phthalocyanine dyes), as well as micronutrients, such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts and zinc salts.

[0146] In an embodiment, the present invention provides a herbicidal component comprising naphthoamide or an isomer thereof in a concentration ranging from 10% w / w to 80% w / w of the composition.

[0147] In an embodiment, the present invention provides a herbicidal component comprising naphthoamide or an isomer thereof in a concentration ranging from 10% w / w to 60% w / w of the composition.

[0148] In an embodiment, the present invention provides a safety agent comprising pyrrolic acid or its salt or ester in a concentration ranging from 0.1% w / w to 25% w / w of the composition.

[0149] In an embodiment, the present invention provides a safety agent comprising pyrrolic acid or its salt or ester in a concentration ranging from 1% w / w to 20% w / w of the composition.

[0150] In an embodiment, the present invention provides an agrochemically acceptable excipient in a concentration range of 20% w / w to 80% w / w of the composition.

[0151] In an embodiment, the present invention provides a safety agent comprising pyrrolic acid or its salt or ester in a concentration ranging from 20% w / w to 70% w / w of the composition.

[0152] According to the present invention, the use of herbicide safener combinations or compositions for reducing phytotoxicity in crops and for controlling target weeds can be carried out by spraying the suggested tank mix, or the individual herbicides can be formulated as kits containing various components that can be mixed according to instructions before spraying.

[0153] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for reducing phytotoxicity in crops.

[0154] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride and diethyl pyrrolidinate for reducing phytotoxicity in crops.

[0155] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride-M and diethyl pyrrolidinate for reducing phytotoxicity in crops.

[0156] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for controlling unwanted weed growth.

[0157] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthoclase and diethyl pyrrolidinyl for controlling unwanted weed growth.

[0158] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate for controlling unwanted weed growth.

[0159] The herbicide safener combination of this invention can be used to target weeds in crops such as corn, rice, wheat, winter wheat, durum wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beets, rapeseed, sunflowers, sugarcane, and tobacco; vegetables such as nightshade vegetables such as eggplant, tomato, bell pepper, black pepper, and potato; cucurbitaceous vegetables such as cucumber, pumpkin, zucchini, watermelon, cantaloupe, and squash; cruciferous vegetables such as radish, white radish, horseradish, cabbage, Chinese cabbage, cabbage, mustard greens, broccoli, and cauliflower; Asteraceae vegetables such as burdock, garland chrysanthemum, artichoke, and lettuce; Liliaceae vegetables such as green onion, onion, garlic, and asparagus; non-starchy vegetables such as carrot, parsley, celery, and parsnip; and Chenopodiaceae vegetables such as spinach and romaine lettuce. Mint family vegetables such as white perilla, mint, basil, etc.; strawberries, sweet potatoes, Japanese yam, taro, etc.; flowering and foliage plants, lawn grasses; fruits: pome fruits such as apples, pears, citrus fruits, drupes such as peaches, plums, nectarines, dried plums, cherry tomatoes, apricots, prunes, etc.; citrus fruits such as oranges, lemons, limes, grapefruits, etc.; nuts such as chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.; berries such as blueberries, cranberries, blackberries, raspberries, etc.; grapes, persimmons, olives, plums, bananas, oil coconuts, coffee, dates, coconuts, etc.; trees other than fruit trees; tea trees, mulberry trees; flowering plants; trees such as ash trees, birch trees, dogwood, eucalyptus trees, ginkgo trees, lilac trees, maple trees, oak trees, poplar trees, Southern European redbud trees, sweetgum trees, sycamore trees, beech trees, golden cypress trees, fir trees, hemlock trees, juniper trees, pine trees, spruce trees, and yew trees, etc.

[0160] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for reducing phytotoxicity and controlling unwanted weed growth.

[0161] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for reducing phytotoxicity in cereal crops.

[0162] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride and diethyl pyrrolidinate for reducing phytotoxicity in cereal crops.

[0163] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride-M and diethyl pyrrolidinate for reducing phytotoxicity in cereal crops.

[0164] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for reducing phytotoxicity in wheat crops.

[0165] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride and diethyl pyrrolidinate for reducing phytotoxicity in wheat crops.

[0166] In a preferred embodiment, the present invention relates to the use of a combination of herbicide safeners comprising naphthochloride-M and diethyl pyrrolidinate for reducing phytotoxicity in wheat crops.

[0167] In embodiments, the present invention relates to the use of a combination of herbicides containing naphthoic acid or its isomers and a safener containing pyrrolic acid or its salts or esters for the control of weeds.

[0168] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthoic acid and diethyl pyrrolidinium for weed control.

[0169] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate for weed control.

[0170] In embodiments, the present invention relates to the use of a herbicide safener combination comprising naphthoic acid or its isomer and a safener comprising pyrrolic acid or its salt or ester for the control of monocotyledonous weeds.

[0171] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthoic acid and diethyl pyrrolidinium for the control of monocotyledonous weeds.

[0172] In a preferred embodiment, the present invention relates to the use of a herbicide safener combination comprising naphthometrol-M and diethyl pyrrolidinate for the control of monocotyledonous weeds.

[0173] Monocotyledonous weeds are selected from the following genera: *Echinochloa*, *Setaria*, *Panicum*, *Digitaria*, *Phleum*, *Poa*, *Festuca*, *Eleusine*, *Brachiaria*, *Lolium*, *Bromus*, *Avena*, *Cyperus*, *Sorghum*, and *Agropyro*. n), Cynodon, Monochooria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ishaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera.

[0174] Dicotyledonous weeds were selected from the following genera: *Sinapis*, *Lepidium*, *Galium*, *Stellaria*, *Matricaria*, *Anthemis*, *Galinsoga*, *Chenopodium*, *Urtica*, *Senecio*, *Amaranthus*, *Portulaca*, *Xanthium*, *Convolvulus*, *Ipomoea*, *Polygonum*, *Sesbania*, *Ambrosia*, and *Thistle*. (Cirsium), Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum, Euphorbia.

[0175] According to some embodiments of the present invention, the weed species of interest are selected from the group consisting of the following, examples of which weed species can be targeted (mitigated) according to the present teachings include, but are not limited to, Amaranthus species - white amaranth (A. albus), creeping amaranth (A. blitoides), green amaranth (A. hybridus), palmeri (A. palmeri), powellii (A. powellii), retroflexus (A. retroflexus), rudis (A. rudis), spinosus (A. spinosus), tuberculatus (A. tuberculatus), and viridis (A. viridis); ragweed species - trifida (A. trifida) and artemisiifolia; ryegrass species - multiflorum (L. multiflorum), rigidium (L. rigidium), and perennial ryegrass (L. perenne); and crabgrass species - island crabgrass (D. spp.). * *Insularis*); *Euphorbia heterophylla*; *Kochia scoparia*; *Sorghum halepense*; *C. bonariensis*, *C. canadensis*, *C. sumatrensis*; *C. truncate*; *E. colona*, *E. crus-galli*; *E. indica*; *Poa annua*; *P. lanceolata*; *A. fatua*; *C. album*; *S. foxtail*. *Viridida*, *Abutilontheophrasti*, species of *Ipomoea*, *Senecio*, *Cassia*, *Sida*, *Hypericum*; species of *Salix pyramidalis*, *Salix natalensis*, *Salix jacquemontii*, *Salix fertilis*, *Salix africanus*, *Salix indicus*; and species of *Solanum*. Other weed species found in the cultivated area include: *Alopecurus*.myosuroides, unfertilized oats (Avenasterilis), Ludwig's unfertilized oats (Avena sterilis ludoviciana), plantain (Brachiaria plantaginea), barren brome (Bromus diandrus), hard brome (Bromus rigidus), tribulus (Cynosurus echinatus), ciliaris (Digitaria ciliaris), hemostatic brome (Digitaria ischaemum), brome (Digitaria sanguinalis), barnyard grass (Echinochloa oryzicola), awnless barnyard grass (Echinochlo aphyllopogon), awnless wild millet (Eriochlo apunctata), glossy barley (Hordeum glaucum), rabbit barley (Hordeum leporinum), field duckweed (Ischaemum rugosum), leptochloachinensis, Persian ryegrass (Lolium) persicum, Phalaris minor, Phalaris paradoxa, Rottboellia exalta, Setaria faberi, Setaria viridis var. robusta-alba schreiber, Setaria viridis var. robusta-purpurea, Snowdenia polystachea, Sorghum Sudanese, Alisma plantago-aquatica, Amaranthus lividus, Amaranthus quitensis, Ammania auriculata, Ammania coccinea, Anthemiscotula, Apaspica venti, Bacopa rotundifolia, Bidens spilosa, Bidens subalternans, Brassica tournefortii, Bromustectorum, Camelinamicrocarpa, Chrysanthemum coronarium, Cuscuta campestris, Cyperus difformis, Damasonium minus, Descurainia sophia, Diplotaxis tenuifolia, Echium plantagineum, Elatine triandra var. pedicellata, Euphorbia heterophylla, Fallopia convolvulus, Fimbristylis miliacea, Galeopsis tetrahit, Galiumspurium, Helianthus annuus, Iva xanthifolia, Ixophorus unisetus, Ipomoea indica, Ipomoea rotundifolia purpurea), Ipomoea espiaria, Ipomoea aquatic, Ipomoea triloba, Lactucaserriola, Limnocharis flava, Limnophila erecta, Limnophila sessiliflora, Lindernia dubia, Lindernia dubia var. major, Lindernia micrantha, Lindernia procumbens, Mesembryanthemum crystallinum, Monochooria korsakowii, Monochooria vaginalis, Neslia paniculata, Papaver rhoeas, Parthenium hysterophorus, Pentzia suj fruticosa), small-seeded canary grass (Phalaris minor), wild radish (Raphanus raphanistrum), radish (Raphanus)*Satisfiedus*, *Rapistrum rugosum*, *Rotala indica var. uliginosa*, *Sagittaria guyanensis*, *Sagittaria montevidensis*, *Sagittaria pygmaea*, *Salsola iberica*, *Scirpus juncoides var. ohwianus*, *Scirpus mucronatus*, *Setaria lutescens*, *Sida spinosa*, *Sinapis arvensis*, *Sisymbrium orientale*, *Sisymbrium thellungii*, *Solanum ptycanthum*, *Sonchus asper*, *Sonchu soleraceus*, *Sorghum bicolor*, *Stellaria* * *Thlaspiarvense*, *Xanthium strumarium*, *Arctotheca calendula*, *Conyza spp.*, *Conyza sumatrensis*, *Crassocephalum crepidioides*, *Cuphea carthagenensis*, *Epilobium adenocaulon*, *Erigeron philadelphicus*, *Landoltia punctata*, *Lepidium virginicum*, *Monochoria korsakowii*, *Solanum americanum*, *Solanum nigrum*, *Vulpia bromoides*, *Youngia japonica*, *Hydrillia verticillata*, *Carduus* nutans), Carduus pycnocephalus, Centaureasolstitialis, Silk thistle (Cirsium arvense), Commelina diffusa, Convolvulus arvensis, Daucus carota, Digitaria ischaemum, Echinochloa crus-pavonis, Fimbristylis miliacea, Galeopsis tetrahit, Galium spurium, Limnophilaerecta, Matricaria perforata, Papaver rhoeas, Ranunculus acris, Soliva sessilis, Sphenoclea zeylanica, Stellaria media, Nassella trichotoma, Stipaeda neesiana), creeping bentgrass (Agrostis stolonifera), knotweed (Polygonum aviculare), Japanese wheatgrass (Alopecurus japonicus), purslane (Beckmannia syzigachne), dry brome (Bromus tectorum), inflate grass (Chloris inflate), erect barnyard grass (Echinochloa erecta), purslane (Portulaca oleracea), and senecio vulgaris.

[0176] According to embodiments of this disclosure, a kit comprising a combination / composition of herbicides and a safener is provided. The kit includes multiple components and a safener comprising naphthoclase or an isomer thereof, and the safener comprising pyrrolic acid or a salt, isomer, or ester thereof.

[0177] In one embodiment of this disclosure, the kit comprises at least one or all of the components. For example, the kit may include additional fungicides, herbicides, insecticides, or biostimulants or bioadjuvants, anionic surfactants, and nonionic surfactants.

[0178] One or more components in the kit may have been combined or pre-formulated. In embodiments where the kit provides more than two components, the components may have been combined and therefore packaged in a single container, such as a vial, bottle, jar, pouch, bag, and / or can. In other embodiments, two or more components of the kit may be packaged separately, i.e., not pre-formulated. Thus, the kit may include one or more separate containers, such as vials, jars, bottles, pouches, bags, and / or cans, each containing a single component for stabilizing the herbicidal composition.

[0179] In both forms, the components of the kit can be applied separately or together with other components, or as components of a combination or composition according to the present disclosure for the preparation of a herbicide safener combination or composition according to the present disclosure.

[0180] This disclosure also provides a kit comprising a combination or composition of herbicides for controlling weed growth and instructions for use. The instructions for use typically include instructions for applying the herbicide combination to plants, their sites, or their propagation material.

[0181] According to the implementation plan, the complete reagent kit includes: (a) Naphthylpropionyl oxychloride or its isomers. (b) pyrrolic acid or its salts or esters, and (c) User manual.

[0182] According to the implementation plan, the complete reagent kit includes: (a) Naphthylpropionyl chlorpyrifos, (b) Diethyl pyrrolomic acid, and (c) User manual.

[0183] According to the implementation plan, the complete reagent kit includes: (a) Naphthylpropionyl-M, (b) Diethyl pyrrolomic acid, and (c) User manual.

[0184] In an embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a combination of herbicides and safeners to a site, the combination of herbicides and safeners comprising naphthometrazine or an isomer thereof as a herbicidal component and a safener.

[0185] In a preferred embodiment, the herbicidal component comprises naphthomethylpropionate.

[0186] In a preferred embodiment, the herbicidal component comprises naphthometrazine-M.

[0187] In a preferred embodiment, the safety agent comprises pyrrolic acid or its salt or ester.

[0188] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, and b) Safety agents containing pyrrolic acid or its salts or esters.

[0189] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, and b) Diethyl pyrrolodiate.

[0190] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl-M, and b) Diethyl pyrrolodiate.

[0191] In an embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) A safety agent containing pyrrolic acid or its salts or esters, applied in the range of 1 g / ha to 200 g / ha.

[0192] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) A safety agent containing pyrrolic acid or its salts or esters, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0193] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthomethyl propionate, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 1 g / ha to 200 g / ha.

[0194] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthomethyl propionate, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0195] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 1 g / ha to 200 g / ha.

[0196] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0197] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in cereal crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 50 g / ha to 1200 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 1 g / ha to 200 g / ha.

[0198] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in cereal crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthosulfuron-M, applied at a rate ranging from 100 g / ha to 1100 g / ha, and b) Diethyl pyrroleate, applied at a rate ranging from 30 g / ha to 180 g / ha.

[0199] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers. b) Other herbicides, and c) Safety agents containing pyrrolic acid or its salts or esters.

[0200] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Herbicides that inhibit the synthesis of very long-chain fatty acids, and c) Diethyl pyrrolodiate.

[0201] In another preferred embodiment, the additional herbicide comprises very long-chain fatty acid synthesis (VLCFA), including α-chloroacetamide, thiocarbamate, α-thioacetamide, α-oxyacetamide, azole carboxamide, ethylene oxide, benzofuran, and isoxazoline.

[0202] In the implementation scheme, the long-chain fatty acid synthesis inhibitors include benzofuran and α-oxyacetamide.

[0203] In the implementation scheme, the benzofuran includes furazolidone and ethoxyfurazolidone.

[0204] In the implementation scheme, the α-oxyacetamide includes fluthiamethoxam and bensulfuron-methyl.

[0205] In a preferred embodiment, the additional herbicide includes very long-chain fatty acid synthesis, comprising thiocarbamates selected from the group consisting of: bensulfuron-methyl, chlorpyrifos, clethodim, fensulfuron-methyl, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, chlorpyrifos, and chlorpyrifos.

[0206] In a preferred embodiment, the present invention relates to a herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Benzoyl sulfadiazine, and c) Diethyl pyrrolodiate.

[0207] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Ethoxyfuran yellow, and c) Diethyl pyrrolodiate.

[0208] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Fluthiamethoxam, and c) Diethyl pyrrolodiate.

[0209] In the implementation scheme, the additional herbicide comprises a protoporphyrinogen oxidase (PPO) inhibitor herbicide, which includes diphenyl ethers selected from the group consisting of: trifluralin, ethoxyfluralin, cyhalofop-butyl, flufenoxuron, and quizalofop-p-ethyl.

[0210] In the implementation scheme, the additional herbicide comprises solanesyl diphosphate synthase (SDPS) including diphenyl ether, which includes bensulfuron-methyl.

[0211] In another embodiment, the additional herbicide includes a phytoene dehydrogenase (PDS) inhibitor herbicide, which includes benzyl ether selected from the group consisting of flupyridine, pyrflupyridine, and flubutyridine.

[0212] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) bensulfuron-methyl, and c) Diethyl pyrrolodiate.

[0213] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Flupyradifurone, and c) Diethyl pyrrolodiate.

[0214] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Pyrfluthrin, and c) Diethyl pyrrolodiate.

[0215] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, b) Oxyfluorfen, and c) Diethyl pyrrolodiate.

[0216] In a preferred embodiment, the present invention relates to a method for reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl-M, and b) Diethyl pyrrolodiate.

[0217] In an embodiment, the present invention relates to a method for controlling weeds, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos or its isomers, and b) Safety agents containing pyrrolic acid or its salts or esters.

[0218] In a preferred embodiment, the present invention relates to a method for controlling weeds, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl chlorpyrifos, and b) Diethyl pyrrolodiate.

[0219] In a preferred embodiment, the present invention relates to a method for controlling weeds, the method comprising applying a herbicide safener combination to a site, the herbicide safener combination comprising: a) Naphthylpropionyl-M, and b) Diethyl pyrrolodiate.

[0220] In view of the foregoing, several advantages of this disclosure have been achieved, and other advantageous results have been obtained. Although this disclosure has been fully disclosed, it should be understood that many additional modifications and variations can be made thereto without departing from the scope of this disclosure. Embodiments can be combined to better understand this disclosure without departing from its scope.

[0221] In another embodiment, the alternatives or multiple embodiments of this disclosure disclosed herein should not be construed as limiting. Each embodiment may be mentioned and claimed individually or in any combination with other embodiments of this disclosure. One or more embodiments of this disclosure may be combined together to illustrate the teachings of the invention without departing from the scope of this disclosure.

[0222] The invention will now be described with reference to the following specific embodiments. It should be noted that the embodiments appended below are illustrative and not limiting of the invention, and those skilled in the art will be able to devise many alternative embodiments without departing from the scope of the invention.

[0223] Example

[0224] Example 1 :

[0225] Diethyl pyrrolomic acid + naphthylpropionyl sulfadiazine (45 g / L + 225 g / L) emulsifiable concentrate (EC)

[0226]

[0227] Example 2: Phytotoxicity evaluation of pre-emergence application of naphthylpropionylamine

[0228] This invention evaluates the phytotoxicity of naphthochloride and naphthochloride-M when applied in combination with diethyl pyrrolidinate as a safener. Combinations of naphthochloride and pyrrolidinate, as well as combinations of naphthochloride-M and pyrrolidinate, were applied to winter wheat fields to control weeds, including Alopecurus aequalis, Lorraus multiflorus, and Lorraus pubescens. Application was carried out before crop seeding. Naphthochloride-M and naphthochloride were used from naphthochloride-M suspension concentrate (SC) and naphthochloride-M SC 450 g / L formulation. Diethyl pyrrolidinate was prepared from diethyl pyrrolidinate 400 WP formulation.

[0229] Phytotoxicity standards are derived from visual estimates, such as the intensity of deformation or discoloration. In this case, the effect is scored using a scale from 0% to 100%. The impact of phytotoxicity on wheat crops is assessed by visually comparing treated plots with untreated plots to provide percentage figures.

[0230] Pre-emergence application of naphthylpropionyl chlorpyrifos and diethyl pyrrolidinium

[0231]

[0232]

[0233]

[0234] Compared with the application of napronil and napronil-M alone, the application of diethyl pyrrolidinate as a safener with napronil and napronil-M resulted in a reduction in phytotoxicity.

[0235] Example 3. Phytotoxicity evaluation of post-emergence application of naphthalenepropionyl chlorpyrifos

[0236] This invention evaluates the phytotoxicity of naphthochloride and naphthochloride-M when applied in combination with diethyl pyrrolidinate as a safener. Combinations of naphthochloride and pyrrolidinate, as well as combinations of naphthochloride-M and pyrrolidinate, were applied to winter wheat fields to control weeds, including Alopecurus aequalis, Lorraus multiflorus, and Lorraus pubescens. Naphthochloride-M and naphthochloride were used from naphthochloride-M suspension concentrate (SC) and naphthochloride-M SC 450 g / L formulation. Diethyl pyrrolidinate was prepared from diethyl pyrrolidinate 400 WP formulation.

[0237] Phytotoxicity standards are derived from visual estimates, such as the intensity of deformation or discoloration. In this case, the effect is scored using a scale from 0% to 100%. The impact of phytotoxicity is assessed by visually comparing treated and untreated plots to provide percentage figures.

[0238]

[0239]

[0240] Compared with the application of napronil and napronil-M alone, the application of diethyl pyrrolidinate safener with napronil resulted in a reduction in phytotoxicity.

Claims

1. A herbicide safener combination comprising napropamide or its isomers and pyrrolidione or its salts or esters.

2. The combination according to claim 1 comprising napropamide-M and pyrrolidione diethyl ester.

3. The combination according to claim 1 wherein the ratio of napropamide to pyrrolidione is in the range of 30:1 to 1:

1.

4. The combination according to claim 1 wherein the ratio of napropamide to pyrrolidione is in the range of 20:1 to 1:

1.

5. The combination according to claim 1 applied as a tank mix wherein napropamide or its isomers is applied at an application rate in the range of 50 g / ha to 1200 g / ha and pyrrolidione or its salts or esters is applied at an application rate in the range of 1 g / ha to 200 g / ha.

6. The combination according to claim 1 wherein the concentration of napropamide is in the range of 20% w / v to 50% w / v.

7. The combination according to claim 1 wherein the concentration of pyrrolidione is in the range of 30% w / v to 50% w / v.

8. The combination according to claim 1 wherein the combination further comprises a crop protection agent selected from the group comprising herbicides, fungicides, insecticides or biological stimulants / additives.

9. The combination according to claim 8 wherein the herbicide is selected from the group comprising phenyl ether herbicides including chloroneb, difenoxuron, fluazaim, fluorodifen and oxyfluorfen.

10. A herbicide safener composition comprising napropamide or its isomers, pyrrolidione or its salts or esters and an agrochemically acceptable excipient.

11. The composition according to claim 10 wherein the agrochemical excipient is selected from the group comprising adjuvants, carriers, diluents, emulsifiers, fillers, pH adjusters, antifoams, colorants, thickeners, antifreezes, refrigerants and solvents.

12. The composition according to claim 10 wherein the composition is formulated as an oil dispersion (OD), dispersible concentrate (DC), emulsifiable concentrate (EC) or soluble concentrate (SL) formulation.

13. A method of controlling weeds comprising applying to the locus of a crop the herbicide safener combination according to claim 1 comprising napropamide or its isomers and pyrrolidione or its salts or esters.

14. The method according to claim 13 comprising applying napropamide or its isomers at an application rate in the range of 50 g / ha to 1200 g / ha and pyrrolidione or its salts or esters at an application rate in the range of 1 g / ha to 200 g / ha.

15. The method according to claim 13 wherein napropamide-M is applied at an application rate in the range of 50 g / ha to 1200 g / ha and pyrrolidione diethyl ester is applied at an application rate in the range of 1 g / ha to 200 g / ha.

16. A method of reducing phytotoxicity in crops, the method comprising applying a herbicide safener combination according to claim 1.

17. A kit-of-parts comprising a combination according to claim 1, the kit comprising: (a) napropamide or an isomer thereof, (b) pyrrole-2,5-dicarboxylic acid or a salt or ester thereof, and (c) an instruction manual.

18. Use of a herbicide safener combination according to claim 1, the use comprising controlling weeds and reducing phytotoxicity.

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