WO2016066087A1

WO2016066087A1 - Herbicidal composition containing oxaziclomefone

Info

Publication number: WO2016066087A1
Application number: PCT/CN2015/093005
Authority: WO
Inventors: Tongjun GAO; Houwen WANG; Demin SONG
Original assignee: Fmc (China) Investment Co., Ltd.
Priority date: 2014-10-30
Filing date: 2015-10-28
Publication date: 2016-05-06
Also published as: CN105613522B; CN105613522A

Abstract

The invention relates to an oxaziclomefone herbicidal composition, and provides a herbicide composition comprising a first active component oxaziclomefone and a second active component, wherein the second active component is selected from the group consisting of metamifop, pyraclonil, benzobicyclon, clomazone, sulfentrazone and azimsulfuron.

Description

Herbicidal Composition Containing Oxaziclomefone

Technical Field

The invention pertains to the herbicide field. More particularly, the invention relates to a synergetic herbicide composition comprising oxaziclomefone and another herbicide as active components.

Background Art

Weeds in paddy field are undesirable, because they harm paddy’s growth and thus affect the yield of the paddy. Up to now, a good number of herbicides suitable for controlling weeds in paddy field have been developed, many of which have also been widely used for controlling weeds in paddy field. However, there are numerous classes of weeds having various characteristics in paddy field, wherein their harm to paddy’s growth varies, and their harm occurs at different stages. Due to its limited herbicide controlling spectrum, a single herbicide typically can not kill a plurality of weeds at the same time, and consequently, peasants have to apply different herbicides at different times before weeds can be controlled effectively. Therefore, it is still necessary to develop a herbicide having a broad controlling spectrum to realize effective control over weeds in paddy field.

Summary

Combined use of different herbicides for synergetic effect is desirable. However, it is a matter of chance to obtain synergetic effect. Combinations of herbicides must be screened particularly, and a lot of time and energy must be spent on necessary testing before the synergetic effect can be confirmed. After large numbers of tests, the inventors have discovered that, when herbicides are used jointly in a combination set forth in the present invention, synergetic effect can be produced, and their herbicide controlling spectra can be widened respectively, such that weeds can be killed more effectively as compared with those herbicides used individually. At the same time, the herbicide composition of the invention can reduce the harm of the formulation to paddy significantly, and thus raises its safety in use. Particularly, the invention provides a herbicide composition, comprising a first active component oxaziclomefone and a second active component, wherein the second active component is selected from the group consisting of metamifop, pyraclonil, benzobicyclon, clomazone, sulfentrazone and azimsulfuron.

Detailed Description of the Invention

Unless otherwise specified, as used herein, the term “herbicide” refers to a molecule or a combination of molecules that can inhibit the growth of undesirable plants or kill these plants, wherein the “undesirable plants” are, for example but not limited to, harmful grasses or weeds, leafy plants, gramineous plants, particularly Echinochloa crusgalli, Leptochloa chinensis, Digitaria sanguinalis, Ludwigia prostrate, Monochoria vaginalis, Ammannia baccifera, Sagittaria trifolia, Cyperus iria, Cyperus and Cyperus difformis in paddy field. The term “herbicidally effective amount” refers to an amount necessary for producing an observable inhibiting effect for the growth of undesirable plants, wherein “inhibiting effect” includes plant necrosis, plant death, growth inhibition, reproduction inhibition, propagation inhibition, and removal, damage or reduction of undesirable plants, or reduction of the activity of undesirable plants.

Oxaziclomefone is a translocated herbicide for paddy field, which is mainly absorbed by weed roots, and stalk and leaf bases. After a weed is exposed to the formulation, the stalks and leaves suffer from chlorosis, and the weed stops growth and finally withers to death. The main subjects for control include a variety of weeds such as Echinochloa crusgalli, Elatine, Leptochloa chinensis, Cyperus difformis, etc. Oxaziclomefone is characterized by a low content of the effective component, a long period suitable for treatment, a long lasting period, good safety to paddies, etc.

Metamifop is an aryloxyphenoxypropanate herbicide, which is absorbed by the stalks and leaves of a sensitive weed, transported to the whole angiospermae and accumulated in the meristem, and then inhibits acetyl CoA carboxylase of the plant and hinders the synthesis of fatty acids, such that the weed is killed. Within several days after metamifop is administered, a sensitive weed will exhibit leaf chlorosis and other symptoms. Within two weeks after treatment, the weed will die. The lasting period is up to about 40 days. Treatment for one time can ensure protection of the paddies from damage by Echinochloa crusgalli, Leptochloa chinensis, Digitaria sanguinalis, Eleusine indica and other weeds in the whole growth duration.

Pyraclonil belongs to an oxadiazone herbicide, which functions as an inhibitor of protoporphyrinogen oxidase. It is characterized by a broad herbicide controlling spectrum and good safety to paddies, etc, and may be used to control annual gramineous weeds, Cyperus weeds, leafy weeds and certain perennial weeds in paddy field.

Benzobicyclon is a pyrazole herbicide, which functions to inhibit the chlorophyll biosynthesis of weeds. Benzobicyclon may be absorbed by roots, stalks, plumules and leaves, and transported quickly. It is characterized by high activity, high selectivity and a broad spectrum. When used at a suitable dosage by an appropriate method, it is safe to paddies. Benzobicyclon shows special effect for Cyperus, leafy weeds and some gramineous weeds in paddy field.

Clomazone is an organic heterocyclic herbicide, which may be absorbed by roots and plumules of a plant, transported upward and diffused to foliage via xylem. It inhibits chlorophyll and carotene synthesis of a sensitive plant, and whitens the whole weed which dies in a short period. The lasting period is up to 40 days or higher. When used at a suitable dosage by an appropriate method, it is safe to paddies.

Sulfentrazone is a triazolinone herbicide. Sulfentrazone is a contact, selective herbicide. When treated after emergence, sulfentrazone is absorbed by roots and plumules of a weed. During chlorophyll biosynthesis under light, protoporphyrinogen oxidase is inhibited, leading to accumulation of toxic intermediates, such that the cell membranes of the weed are damaged, its tissue is subject to necrosis when exposed to light, and the leaves are dewatered rapidly to kraurosis and death. When used at a suitable dosage by an appropriate method, it is safe to paddies.

Azimsulfuron is an acetolactate synthase inhibitor, which shows excellent inhibiting activity against biochemical synthesis of branched amino acids (e.g. valine, leucine, and isoleucine) , so as to hinder cell division and growth of a weed. Azimsulfuron is absorbed by roots and leaves of a weed and transported within the body of the angiospermae. Once poisoned, the weed stops growth immediately and then withers to death. As azimsulfuron can decompose quickly in the paddy body into metabolites having no herbicidal activity, while it is not susceptible to metabolism in the weed, it exhibits not only good herbicidal activity, but also good safety to the paddies.

Unless otherwise specified, percentages (％) used herein refer to weight percentages.

The invention relates to a herbicide composition, comprising a first active component oxaziclomefone and a second active component, wherein the second active component is selected from the group consisting of metamifop, pyraclonil, benzobicyclon, clomazone, sulfentrazone and azimsulfuron. The second active component may be one or more selected from the group.

Preferably, the ratio of the first active component to the second active component in the composition by weight is 20: 1-1: 20, more preferably 2: 1-1: 10, still more preferably 1: 1-1: 5.

The herbicide composition of the invention may be formulated into any agriculturally acceptable dosage form suitable for treatment by any conventional technique in the art, including but not limited to oil miscible suspension, emulsifiable concentrate, wettable powder, water dispersible granule, emulsion in water, suspension, microemulsion, microcapsule suspension, etc.

In another aspect, the invention provides a herbicidal composition, comprising a herbicidally effective amount of the herbicide composition of the invention and an agriculturally acceptable adjuvant. Preferably, by weight of all the components in the herbicidal composition, the active component (s) is present in an amount of 0.1-85％, more preferably 1-50％, and 5-25％, and still more preferably 5％, 10％, 15％, 20％ and 25％.

The agriculturally acceptable adjuvant includes, for example, solvent, emulsifier, wetting agent, disintegrant, stabilizer, dispersant, thickener, permeation promoter, pH adjustor, defoamer, antifreezing agent, carrier, safener, and other known substances contributing to stabilization of the effective component in the formulation and exertion of the herbicidal effect. These adjuvants are all common ingredients in the field of agro-pharmaceutical formulation, and it is common knowledge of those skilled in the art to select particular ingredients and determine the amounts. Some of these adjuvants include, but are not limited to, the following:

(1) Crop oil concentrate (mineral oil (85％) + emulsifier (15％) ) ； benzyl cocoalkyl dimethyl quaternary ammonium salts； blends of petroleum hydrocarbons, alkyl esters, organic acids and anionic surfactants； C9-C11 alkyl polyglycosides； phosphorylated alcohol ethoxylates； natural primary alcohol (C12-C16) ethoxylates； di-sec-butyl phenol EO-PO block copolymers； methyl capped silicones； emulsified methylated seed oil； tridecanol (synthetic) ethoxylates (8EO) ； tallow amine ethoxylates (15EO) ； and PEG (400) dioleate-99；

(2) Useful liquid carriers include water and organic solvents, wherein the organic solvents used generally include, but are not limited to, petroleum fractions or hydrocarbons, such as mineral oil, aromatic solvents, paraffin oil, etc. ； vegetable oils, such as soybean oil, vine seed oil, olive oil, castor oil, sunflower oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil, etc. ； and esters of the foregoing vegetable oils； esters of mono-alcohol or diol, triol or other lower level polyols (containing 4-6 hydroxyl groups) , such as 2-ethylhexyl stearate, n-butyl oleate, isopropyl tetradecanoate, propylene glycol dioleate, di-octyl succinate, di-butyl adipate, di-octyl phthalate, etc； and, esters of mono-, di-and multi-carboxylic acids, etc. Specific organic solvents include toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol monomethyl ether and diethylene glycol monomethyl ether, methyl alcohol, ethyl alcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerin, N- methyl-2-pyrrolidinone, N, N-dimethyl alkylamide, dimethylsulfoxide, liquid fertilizers, etc. In some embodiments, water is a carrier for dilution of concentrates.

(3) Suitable solid carriers include, but are not limited to, talc, pyrophyllite clay, silica, attapulgus clay, kaolin clay, kieselguhr, chalk, diatomaceous earth, lime, calcium carbonate, bentonite, Fuller's earth, cotton seed hull, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, lignin, etc.

(4) In certain embodiments, one or more surfactants are incorporated into the composition described in the present application. Such surfactants are advantageously used as solid and liquid compositions, especially designed to be used in the form of compositions diluted with carrier before application. The nature of the surfactant can be anionic, cationic or nonionic, and may be used as emulsifier, wetting agent, suspending agent or for other purposes.

(5) Typical surfactants include salts of alkyl sulfates, e.g. diethanolammonium lauryl sulfate； alkylaryl sulphonate salts, such as calcium dodecylbenzene sulphonate； alkylphenol-alkylene oxide addition products, such as nonylphenol-C18 ethoxylate； alcohol-alkylene oxide addition products, such as tridecyl alcohol-C16 ethoxylate； soaps, such as sodium stearate； alkylnaphthalene sulfonate salts, such as sodium dibutylnaphthalene sulfonate； dialkyl esters of sulfosuccinate salts, such as sodium di (2-ethylhexyl) sulfosuccinate； sorbitol esters, such as sorbitol oleate； quaternary ammonium, such as lauryl trimethyl ammonium chloride； polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate； block copolymers of ethylene oxide and propylene oxide； and salts of monoalkyl phosphate esters and salts of dialkyl phosphate esters； vegetable or seed oils, such as soybean oil, rapeseed oil /canola oil, olive oil, castor oil, sunflower oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like； and esters of the foregoing vegetable oils, particularly methyl esters.

The herbicide composition of the invention may be used for control and prevention of undesirable weeds and plants in paddy field, for example, control of weeds in transplanting paddy field or dry, direct-seeding paddy field. The amount of the herbicidal composition of the invention to be applied and the frequency of application vary with the weather and the growth of the weeds. The necessary frequency and effective amount can be determined by those skilled in the art through conventional means to achieve the effect of killing the weeds.

In a third aspect, the invention further relates to a method of preventing undesirable plants in paddy field, comprising applying a herbicidally effective amount the herbicide composition or herbicidal composition of the invention. Particularly, the undesirable plants refer to Echinochloa crusgalli, Leptochloa chinensis, Digitaria sanguinalis, Ludwigia prostrate, Monochoria vaginalis, Ammannia baccifera, Sagittaria trifolia, Cyperus iria, Cyperus, and Cyperus difformis in paddy field.

The invention will be further illustrated with reference to the following examples, but the invention is not limited thereto. In these examples, unless otherwise specified, all percentages (％) refer to weight percentages.

Example 1

A 20％ suspension of oxaziclomefone-metamifop (ratio of oxaziclomefone to metamifop is 1: 3 by weight) was prepared. The various components were weighed according to the following recipe. The solid components were pre-comminuted, and then ground together with the other components in a grinder. After high shear mixing, a 20％ suspension of oxaziclomefone-metamifop was formulated.

Example 2

A 25％ wettable powder formulation of oxaziclomefone-pyraclonil (ratio of oxaziclomefone to pyraclonil is 1: 4 by weight) was prepared. The various components were weighed according to the following recipe. The solid components were pre-comminuted, and then mixed homogeneously with the other components in a mixer. After jet milling, a 25％ wettable powder formulation of oxaziclomefone-pyraclonil was obtained.

Example 3

A 10％ water dispersible granule formulation of oxaziclomefone-benzobicyclon (ratio of oxaziclomefone to benzobicyclonl is 1: 3 by weight) was prepared. The various components were weighed according to the following recipe, and then the 10％ water dispersible granule formulation of oxaziclomefone-benzobicyclon was obtained after dry pulverization, granulation, drying and sieving.

Example 4

A 6％ wettable powder formulation of oxaziclomefone-azimsulfuron (ratio of oxaziclomefone to azimsulfuron is 2: 1 by weight) was prepared. The various components were weighed according to the following recipe. The solid components were pre-comminuted, and then mixed homogeneously with the other components in a mixer. After jet milling, a 6％ wettable powder formulation of oxaziclomefone-azimsulfuron was obtained.

Example 5

A 6％ oil miscible suspension of oxaziclomefone-clomazone (ratio of oxaziclomefone to clomazone is 1: 2 by weight) was prepared. The various components were weighed according to the following recipe, wherein the active components, the solvent and the surfactant were mixed homogeneously under high-speed agitation. After grinding, the 6％ oil miscible suspension of oxaziclomefone-clomazone was obtained.

Example 6

A 20％ suspension of oxaziclomefone-sufentrazone (ratio of oxaziclomefone to sufentrazone is 1: 1 by weight) was prepared. The various components were weighed according to the following recipe. The components were dispersed at high speed, mixed homogeneously, and ground. Then, the 20％ suspension of oxaziclomefone-sufentrazone was obtained.

Example 7-Efficacy tests

Efficacy tests. In order to examine the compounding effects of oxaziclomefone in combination with pyraclonil, sufentrazone, clomazone, etc, efficacy tests were conducted in paddy field. The formulations used in the tests included single substances of the active components such as oxaziclomefone, etc, and the oxaziclomefone-containing compositions of Examples 1-6. Paddy fields with relatively large quantities of gramineous weeds such as Echinochloa crusgalli, leafy weeds and Cyperus were selected as the test fields. In light of the cultivation modes and the time for administering the formulations, 4 sets of tests were conducted all together, and each set of tests were repeated three times. After 20 or 30 days from the treatment, the quantity of the weeds was counted, and the following methods were followed to calculate the weed control efficacy and assess the safety to paddies.

Weed control efficacy％＝ (weed quantity in blank control zone-weed quantity in treated zone) /weed quantity in blank control zone x 100％.

Fresh weight inhibitory rate％＝ (average paddy fresh weight in blank control zone-average paddy fresh weight in treated zone) /average paddy fresh weight in blank control zone x 100％.

Tables 1-4 list the specifics of each set of tests respectively, including the formulations used, the treatment dosages, the weeds chosen as the subjects for killing, the weed quantities before and after treatment, and the weed control efficacy results, etc. The weed numbers after treatment listed in the tables are the sum of the weed number after each treatment in three repeated tests.

Table 1–Enclosed weeding tests for transplanted paddies (Qingpu District, Shanghai； treated 7 days after transplantation)

Table 2： Enclosed weeding tests for transplanted paddies (Jiangyan City, Jiangsu Province； treated 11 days after transplantation)

Table 3： Enclosed weeding tests for transplanted paddies (Huzhou City, Zhejiang Province； treated 12 days after transplantation)

Table 4： Weeding tests for dry, direct-seeded paddies (Chaohu City, Anhui Province； treated 11 days after transplantation)

As can be seen from the test results in Tables 1-4, in comparison with oxaziclomefone, pyraclonil, sufentrazone and clomazone used individually, the mixed formulations containing oxaziclomefone exhibit significant synergy in weed control. For example, the control efficacy against various weeds selected for the tests is equal to or greater than 90％, or even up to 100％. In addition, a mixed formulation containing oxaziclomefone according to the invention overcomes the problem of a narrow herbicide control spectrum of a corresponding formulation comprising a single active component. The mixed formulation containing oxaziclomefone prepared according to the invention expands the herbicide control spectrum greatly, and one-time application may kill effectively a variety of weeds commonly found in paddy field, for example, Echinochloa crusgalli, Eclipta prostrate, Monochoria vaginalis, Ammannia baccifera and Cyperus. Therefore, the mixed formulation containing oxaziclomefone according to the invention is more convenient and economical for use, and more friendly to the environment as well.

Moreover, as compared with an active component used alone, the mixed formulation containing oxaziclomefone according to the invention may reduce the dosage of the herbicide, which helps to reduce the damage of the herbicide to the paddies (see the data concerning the assessment on the safety to the paddies in Table 1) and increase the safety of the herbicide when used in the paddy field.

Claims

A herbicide composition, comprising a first active component oxaziclomefone and a second active component, wherein the second active component is selected from the group consisting of metamifop, pyraclonil, benzobicyclon, clomazone, sulfentrazone and azimsulfuron.
The herbicide composition of claim 1, wherein the second active component can be one or more.
The herbicide composition of claim 1, wherein the ratio of the first active component to the second active component by weight is 20: 1 -1: 20.
The herbicide composition of claim 3, wherein the ratio is 1: 1 –1: 5.
Use of the herbicide composition of any of claims 1-4 for controlling undesirable plants in paddy field.
A method of controlling undesirable plants in paddy field, comprising applying a herbicidally effective amount of the herbicide composition of any of claims 1-4 to the paddy field.
The method of claim 6, wherein the paddy field is a transplanting paddy field or a dry, direct-seeding paddy field.
A herbicidal composition for paddy field, comprising a herbicidally effective amount of the herbicide composition of any of claims 1-4 and an agriculturally acceptable adjuvant.
The herbicidal composition of claim 8, wherein the active component (s) is present in an amount of 0.1-85％ by weight of all the components in the herbicidal composition.