METHOD OF CONTROLLING PESTS

Information

  • Patent Application
  • 20140200140
  • Publication Number
    20140200140
  • Date Filed
    December 30, 2013
    11 years ago
  • Date Published
    July 17, 2014
    10 years ago
Abstract
The present invention relates to a method of controlling weeds in a crop field, the method including treating the crop field with crystal of flumioxazin described in the specification, before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more compounds selected from the following group B; Group B: neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators.
Description
BACKGROUND OF THE INVENTION

1. Field of the Invention


The present invention relates to a pest control method, that is, a method of controlling pests such as harmful arthropod pests, nematodes, plant pathogens, and/or weeds.


2. Description of the Related Art


Various compounds are known as effective components for insecticides, nematicides, or fungicides. Also, flumioxazin is known as an effective component for herbicides.


PRIOR ART LITERATURE
Patent Literature



  • Patent Literature 1: U.S. Pat. No. 3,799,758 Non-Patent Literatures

  • Non-Patent Literature 1: Crop Protection Handbook, vol. 98 (2012) Meister Publishing Company, ISBN: 1-892829-25-8)

  • Non-Patent Literature 2: Compendium of Pesticide Common Names (http//www alanwood.net/pesticides/)



SUMMARY OF THE INVENTION

It is an object of the present invention to provide a method for producing an excellent effect on pest control in crop fields.


The present invention relates to a method of controlling pests grown in a crop field by treating the crop field with flumioxazin constituted of a specific crystal structure before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more specific insecticidal compounds, nematicidal compounds, or fungicidal compounds.


The present invention is as follows.


[1] A method of controlling weeds in a crop field, the method including treating the crop field with crystal of flumioxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more compounds selected from the following group B;


Group B: neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators,


wherein the crystal of flumioxazin is one or more selected from the group consisting of 1st crystal, 2nd crystal, 3rd crystal, 4th crystal, 5th crystal, 6th crystal and 7th crystal,


each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 2θ values (°) shown in the corresponding right column of Table 1,











TABLE 1







2θ value (°)



















1st crystal
7.5 ± 0.1, 11.9 ± 0.1, 15.3 ± 0.1



2nd crystal
8.7 ± 0.1, 9.4 ± 0.1, 14.7 ± 0.1,




18.8 ± 0.1



3rd crystal
7.7 ± 0.1, 10.9 ± 0.1, 13.5 ± 0.1,




14.6 ± 0.1, 15.0 ± 0.1



4th crystal
7.7 ± 0.1, 10.7 ± 0.1, 13.4 ± 0.1,




14.3 ± 0.1, 14.8 ± 0.1



5th crystal
5.5 ± 0.1, 10.3 ± 0.1, 10.9 ± 0.1,




13.2 ± 0.1



6th crystal
7.7 ± 0.1, 8.6 ± 0.1, 11.0 ± 0.1,




13.2 ± 0.1, 14.7 ± 0.1, 15.1 ± 0.1,



7th crystal
14.5 ± 0.1, 18.7 ± 0.1



.










[2] A method of controlling pests in a crop field, the method including the steps of:


treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with one or more compounds selected from the group B: neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azcle type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators; and


treating the crop field with crystal of fluraicxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with the compounds of the group B,


wherein the crystal of flumioxazin is one or more selected from the group consisting of 1st crystal, 2nd crystal, 3rd crystal, 4th crystal, 5th crystal, 6th crystal and 7th crystal,


each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 2θ values (°) shown in the corresponding right column of Table 1,











TABLE 1







2θ value (°)



















1st crystal
7.5 ± 0.1, 11.9 ± 0.1, 15.3 ± 0.1



2nd crystal
8.7 ± 0.1, 9.4 ± 0.1, 14.7 ± 0.1,




18.8 ± 0.1



3rd crystal
7.7 ± 0.1, 10.9 ± 0.1, 13.5 ± 0.1,




14.6 ± 0.1, 15.0 ± 0.1



4th crystal
7.7 ± 0.1, 10.7 ± 0.1, 13.4 ± 0.1,




14.3 ± 0.1, 14.8 ± 0.1



5th crystal
5.5 ± 10.1, 10.3 ± 0.1, 10.9 ± 0.1,




13.2 ± 0.1



6th crystal
7.7 ± 0.1, 8.6 ± 0.1, 11.0 ± 0.1,




13.2 ± 0.1, 14.7 ± 0.1, 15.1 ± 0.1,



7th crystal
14.5 ± 0.1, 18.7 ± 0.1










[3] The control method according to [1] or [2], wherein the group B is the following compounds:


group B:


B-1. neonicotinoid type compounds: clothianidin, thiamethoxam, imidacloprid, dinotefuran, nitenpyram, acetamiprid, and thiacloprid;


diamide type compounds: flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I):




embedded image


B-2. carbamate type compounds: aldicarb, oxamyl, thiodicarb, carbofuran, carbosulfan, and dimethoate;


B-3. organic phosphorous type compounds: fenamiphos, imicyafos, fensulfothion, terbufos, fosthiazate, phosphocarb, dichlofenthion, isamidofos, isazophos, ethoprophos, cadusafos, chlorpyrifos, heterofos, mecarphon, phorate, thionazin, triazophos, diamidafos, fosthietan, and phosphamidon;


B-4. biological nematicidal compounds: Harpin Protein, Pasteuria nishizawae, Pasteuria penetrans, Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus, Paecilomyces lilacinus, Bacillus amyloliquefaciens, Bacillus firmus, Bacillus subtillis, Bacillus pumulis, Trichoderma harzianum, Hirsutella rhossiliensis, Hirsutella minnesotensis, Verticillium chlamydosporum, and Arthrobotrys dactyloides;


B-5. other insecticidal compounds and nematicidal compounds: fipronil, ethiprole, sulfoxaflor, flupyradifurone, beta-cyfluthrin, tefluthrin, chlorpyrifos, abamectin, spirotetramat, and fluensulfone;


B-6. azole type compounds: azaconazole, bitertanol, bromuconazole, cyproconazole, diphenoconazole, diniconazole, epoxyconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimenol, triticonazole, fenarimol, nuarimol, pyrifenox, imazalil, oxpoconazole-fumarate, pefurazoate, prochloraz, and triflumizol;


B-7. strobilurin type compounds: kresoxim-methyl, azoxystrobin, trifloxystrobin, fluoxastrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, pyribencarb, metominostrobin, orysastrobin, and N-methyl-2-[2-(2,5-dimethylphenoxy)methyl]phenyl-2-methoxy-acetamide (racemic or enantiomer, containing a mixture of R-enantiomer and S-enantiomer (optional ratio));


B-8. metalaxyl type compounds: metalaxyl and metalaxyl-M;


B-9. SDHI compounds: sedaxane, penflufen, carboxin, boscalid, furametpyr, flutolanil, fluxapyroxad, isopyrazam, fluopyram, and thifluzamide;


B-10. other fungicidal compounds: tolclophos-methyl, thiram, Captan, carbendazim, thiophanate-methyl, mancozeb, thiabendazole, isotianil, triazoxide, (RS)-2-methoxy-N-methyl-2-[α-(2,5-xylyloxy)-o-tolyl]acetamide, fludioxonil, ethaboxam, 3-chloro-5-phenyl-6-methyl-4-(2,6-difluorophenyl)pyridazine, 3-cyano-5-phenyl-6-methyl-4-(2,6-difluorophenyl)pyridazine, and N-(1,1,3-trimethylindan-4-yl)-1-methyl-3-difluoromethylpyrazole-4-carboxylic acid amide (racemic or enantiomer, containing a mixture of R-enantiomer and S-enantiomer (optional ratio)); and


B-11. plant growth inhibitors: ethephon, chlormequat-chloride, mepiquat-chloride, and 4-oxo-4-(2-phenylethyl)aminobutyric acid.


[4] The control method according to any one of [1] to [3], wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.


[5] The control method according to any one of [2] to [4], wherein the pests are weeds and/or arthropods and/or plant pathogens.


[6] The control method according to any one of [2] to [4], wherein the pests are weeds.


Pests in crop fields can be controlled by the method of controlling pests according to the present invention.







DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

A method of controlling pests according to the present invention (hereinafter referred to as a method of the present invention) includes the steps of:


(1) treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with one or more compounds selected from the group B consisting of specific insecticidal compounds, nematicidal compounds, and fungicidal compounds; and


(2) treating a crop field with crystal of flumioxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with the compounds of the group B, wherein the crystal of flumioxazin is one or more selected from the group consisting of 1st crystal, 2nd crystal, 3rd crystal, 4th crystal, 5th crystal, 6th crystal and 7th crystal,


each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 28 values (°) shown in the corresponding right column of Table 1,











TABLE 1







2θ value (°)



















1st crystal
7.5 ± 0.1, 11.9 ± 0.1, 15.3 ± 0.1



2nd crystal
8.7 ± 0.1, 9.4 ± 0.1, 14.7 ± 0.1,




18.8 ± 0.1



3rd crystal
7.7 ± 0.1, 10.9 ± 0.1, 13.5 ± 0.1,




14.6 ± 0.1, 15.0 ± 0.1



4th crystal
7.7 ± 0.1, 10.7 ± 0.1, 13.4 ± 0.1,




14.3 ± 0.1, 14.8 ± 0.1



5th crystal
5.5 ± 10.1, 10.3 ± 0.1, 10.9 ± 0.1,




13.2 ± 0.1



6th crystal
7.7 ± 0.1, 8.6 ± 0.1, 11.0 ± 0.1,




13.2 ± 0.1, 14.7 ± 0.1, 15.1 ± 0.1,



7th crystal
14.5 ± 0.1, 18.7 ± 0.1










Hereinafter, the crystal of flumioxazin is referred to as “1st crystal of flumioxazin, 2nd crystal of flumioxazin, 3rd crystal of flumioxazin, 4th crystal of flumioxazin, 5th crystal of flumioxazin, 6th crystal of flumioxazin and 7th crystal of flumioxazin, respectively”.


Examples of the crops to which the method of the present invention is applied include food crops such as soybean, corn, cotton, wheat, barley, rye, triticale, rice, peanut, common bean, lima bean, azuki bean, cowpeas, mung bean, black lentil, scarlet runner bean, vigna umbellate, moth bean, tepary bean, broad bean, pea, garbanzo bean, lentil, lupine, pigeon pea, and potato; forage crops such as sorghum, oat, and alfalfa; industrial crops such as sugar beet, sunflower, rapeseed, and sugar cane; and garden crops such as Solanaceae vegetables (for example, eggplant, tomato, green pepper, bell pepper, and hot pepper), Cucurbitaceae vegetables (for example, cucumber, pumpkin, zucchini, watermelon, and melon), Cruciferous vegetables (for example, Japanese radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, and cauliflower), Compositae vegetables (for example, burdock, garland chrysanthemum, artichoke, and lettuce), Liliaceae vegetables (for example, Welsh onion, onion, garlic, asparagus), Umbelliferae vegetables (carrot, parsley, celery, and parsnip), Chenopodiaceae vegetables (for example, spinach and Swiss chard), Labiatae vegetables (for example, Japanese mint, mint, basil, and lavender), strawberry, sweet potato, yam, and aroid.


The method of the present invention is applied particularly to soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.


When the method of the present invention is applied to sugar cane, stem fragments cut so as to have one stalk may be used as the stem fragment of sugar cane, or stem fragments having a size of 2 cm to 15 cm may be used in the cultivation of sugar cane. Sugar cane cultivation methods using such stem fragments are publicly known (WO 09/000,0398, WO 09/000,399, WO 09/000,400, WO 09/000,401, and WO 09/000,402) and performed under the brand name of Plene (trademark).


The above crops include plants to which resistance to Protoporphyrinogen IX oxidase inhibitors such as flumioxazin; 4-hydroxyphenylpyrubic acid dioxygenase inhibitors such as isoxaflutole; acetolactic acid synthase inhibitors such as imazethapyr and thifensulfuron-methyl; 5-enolpyruvylshikimate-3-phosphoric acid synthase inhibitors such as glyphosate; glutamine synthetase inhibitors such as glufosinate; auxin type herbicides such as 2,4-D and dicamba; and herbicides such as bromoxinyl are imparted by classical breeding methods or genetic modification technologies.


As examples of crops to which resistance has been imparted by classical breeding methods, corn resistant to imidazolinone type acetolactic acid synthase inhibitory herbicides such as imazethapyr is given and has already been commercially available under the trade name of Clearfield (trademark). Examples of such crops include STS soybeans resistant to sulfonylurea type acetolactic acid synthase inhibitory herbicides such as thifensulfuron-methyl. Similarly, examples of a plant to which resistance to an acetyl CoA carboxylase inhibitor such as triune oxime-based or aryloxyphenoxypropionic acid-based herbicide has been imparted by classical breeding methods include SR corn.


Examples of a plant to which resistance has been imparted by genetic modification technologies include corn, soybeans and cotton resistant to glyphosate, and they have already been commercially available under the trade names of RoundupReady (registered trade mark), Agrisure (registered trademark) GT, Gly-Tol (registered trademark) and the like. Similarly, there are corn, soybeans and cotton resistant to glufosinate by genetic modification technologies, and they have already been commercially available under the trade names of LibertyLink (registered trademark) and the like. There are varieties of corn and soybeans under the trade names of Optimum (registered trademark) GAT (registered trademark), which are resistant to both of glyphosate and acetolactic acid synthase inhibitor. Similarly, there are soybeans resistant to imidazolinone type acetolactic acid synthase inhibitors by genetic modification technologies, and they have been developed under the name of Cultivance. Similarly, there is cotton resistant to bromoxynil by genetic modification technologies, and this has already been commercially available under the trade name of BXN (registered trademark). Similarly, there is a variety of soybean sold under the trade name of RoundupReady (registered trademark) 2 Xtend as a soybean resistant to both of glyphosate and dicamba by genetic modification technologies. Similarly, there has been developed cotton resistant to both of glyphosate and dicamba by genetic modification technologies.


A gene encoding aryloxyalkanoate dioxygenase may be introduced to produce a crop which becomes resistant to phenoxy acid type herbicides such as 2,4-D, MCPA, dichlorpropand mecoprop, and aryloxyphenoxypropionic acid type herbicides such as quizalofop, haloxyfop, fluazifop, diclofop, fenoxaprop, metamifop, cyhalofop and clodinafop (Wright et al. 2010: Proceedings of National Academy of Science. 107 (47): 20240-20245). Cultivars of soybean and cotton, which show the resistance to 2,4-D, have been developed under the brand of Enlist.


A gene encoding a 4-hydroxyphenyl pyruvic acid dioxygenase (hereinafter referred to as HPPD) inhibitor, the gene having resistance to HPPD, may be introduced to create a plant resistant to a HPPD inhibitor (US2004/0058427). A gene capable of synthesizing homogentisic acid which is a product of HPPD in a separate metabolic pathway even if HPPD is inhibited by a HPPD inhibitor is introduced, with the result that a plant having resistance to the HPPD inhibitor can be created (WO02/036787). A gene expressing excess HPPD may be introduced to produce HPPD in such an amount as not to adversely affect the growth of plants even in the presence of a HPPD inhibitor, with the result that a plant having resistance to the HPPD inhibitor can be created (WO96/38567). Besides introduction of the gene expressing excess HPPD, a gene encoding prephenate dehydrogenase is introduced in order to increase the yield of p-hydroxyphenyl pyruvic acid which is a substrate of HPPD to create a plant having resistance to the HPFD inhibitor (Rippert P et. al., 2004 Engineering plant shikimate pathway for production of tocotrienol and improving herbicide resistance. Plant Physiol. 134: 92-100).


Examples of a method of producing crops resistant to herbicides include, other than the above, the gene introducing methods described in WO98/20144, WO2002/46387, and 1382005/0246800.


The above crops include, for example, crops which can synthesize selective toxins and the like known as the genus Bacillus by using genetic modification technologies.


Examples of the toxins developed in such genetically modified plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae; δ-endotoxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34, and Cry35ab derived from Bacillus thuringiensis; insecticidal proteins such as VIP1, VIP2, VIP3, and VIP3A; insecticidal proteins derived from nematodes; toxins produced by animals such as scorpion toxins, spider toxins, bee toxins, and neurotoxins specific to insects; filamentous fungus toxins; plant lectins; agglutinin; trypsin inhibitors, serine protease inhibitors, and protease inhibitors such as patatin, cystatin, and papain inhibitors; ribosome inactivating proteins (RIP) such as lysine, corn-RIP, abrin, lufin, saporin, and bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptors; stilbene synthase; bibenzyl synthase; chitinase; and glucanase.


The toxins expressed in these transgenic plants include hybrid toxins, partially deficient toxins and modified toxins, which derive from δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34Ab and Cry35Ab, and insecticidal proteins such as VIP1, VIP2, VIP3 and VIP3A. The hybrid toxins are created by new combinations of domains having different proteins by using genetic modification technologies. As the partially defective toxins, Cry1Ab in which part of the amino acid sequences is missing is known. In the modified toxin, one or more of amino acids of a natural type toxin is replaced. Examples of these toxins and genetically modified plants capable of synthesizing these toxins are described in, for example, EP-A-0374753, WO 93/07278, WO 95/34656, EP-A-0427529, EP-A-451878, and WO 03/052073. Resistance to noxious insects belonging to order Coleoptera, order Diptera, and order Lepidoptera is imparted to plants by toxins contained in these genetically modified plants.


Also, genetically modified plants which contain one or more insecticidal genes resistant to harmful insects and develop one or more toxins have been already known and some of these plants have been put on the market. Examples of these genetically modified plants include YieldGard (registered trademark) (corn variety expressing Cry1Ab toxin), YieldGard Rootworm (registered trademark) (corn variety expressing Cry3Bb1 toxin), YieldGard Plus (registered trademark) (corn variety expressing Cry1Ab and Cry3Bb1 toxins), Herculex I (registered trademark) (corn variety expressing phosphinothricin N-acetyltransferase (PAT) for imparting resistance to a Cry1Fa2 toxin and glufosinate), NatureGard (registered trademark), AGRISURE (registered trademark) CB Advantage (Bt11 corn borer (CB) trait), Protecta (registered trademark); and the like.


Also, genetically modified cotton which contains one or more insecticidal genes resistant to harmful insects and develops one or more toxins has been already known and some of cotton have been put on the market. Examples of these genetically modified cotton include BollGard (registered trademark) (cotton variety expressing Cry1Ac toxin), BollGard (registered trademark) II (cotton variety expressing Cry1Ac and Cry2Ab toxins), BollGard (registered trademark) III (cotton variety expressing Cry1Ac, Cry2Ab and VIP3R toxins), VipCot (registered trademark) (cotton variety expressing VIP3A and Cry1Ab toxins), WideStrike (registered trademark) (cotton variety expressing Cry1Ac and Cry1F toxins) and the like.


Examples of the plant used in the present invention also include plants such as soybeans into which a Rag1 (Resistance Aphid Gene 1) gene is introduced to impart resistance to an aphid.


The plants to be used in the present invention include those provided with resistance to nematodes by using a classical breeding method or genetic modification technologies. Examples of the genetic modification technologies used to provide the resistance to nematodes include RNAi.


The above crops include those to which the ability to produce antipathogenic substances having a selective effect is imparted using genetic modification technologies. For example, PR proteins are known as an example of the antipathogenic substance (PRPs, EP-A-0392225). Such antipathogenic substances and genetically modified plants producing these antipathogenic substances are described in, for example, EP-A-0392225, WO 95/33818, and EP-A-0353191. Examples of the antipathogenic substances developed in such genetically modified plants include ion channel inhibitors such as a sodium channel inhibitor and calcium channel inhibitor (KP1, KP4, and KP6 toxins produced by virus are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; PR protein; antipathogenic substances produced by microorganisms such as peptide antibiotics, antibiotics having a heteroring, and a protein factor (referred to as a plant disease resistant gene and described in WO 03/000906) relating to plant disease resistance.


The above crops include plants to which useful traits such as an oil component reformation and amino acid-content reinforcing trait are given by genetic modification technologies. Examples of these plants include VISTIVE (trademark) (low linolenic soybean having a reduced linolenic content), high-lysine (high oil) corn (corn having an increased lysine or oil content) and the like.


Moreover, the above crops include stuck varieties obtained by combining two or more useful traits such as the above classical herbicide trait or herbicide resistant gene, gene resistant to insecticidal noxious insects, antipathogenic substance-producing gene, oil component reformation, amino acid-content reinforcing trait, and allergen reduction trait.


In the method of the present invention, examples of the compounds of the group B including specific insecticidal compounds, nematicidal compounds, fungicidal compounds, or plant growth regulators used to treat crop seeds or vegetative organs such as tubers, bulbs, or stem fragments include neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators.


Examples of the neonicotinoid type compounds in the present invention include the followings:


clothianidin, imidacloprid, nitenpyram, acetamiprid, thiamethoxam, thiacloprid, and dinotefuran.


Examples of the diamide type compounds in the present invention include the followings:


flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I):




embedded image


Examples of the carbamate type compounds in the present invention include the followings:


aldicarb, oxamyl, thiodicarb, carbofuran, carbosulfan, and dimethoate.


Examples of the organic phosphorous type compounds in the present invention include the followings:


fenamiphos, imicyafos, fensulfothion, terbufos, fosthiazate, phosphocarb, dichlofenthion, isamidofos, isazophos, ethoprophos, cadusafos, chlorpyrifos, heterofos, mecarphon, phorate, thionazin, triazophos, diamidafos, fosthietan, and phosphamidon.


Examples of the biological nematicidal compounds in the present invention include the followings:


Harpin Protein, Pasteuria nishizawae, Pasteuria penetrans, Pasteuria usage, Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus, Paecilomyces lilacinus, Bacillus amyloliquefaciens, Bacillus firmus, Bacillus subtillis, Bacillus pumulis, Trichoderma harzianum, Hirsutella rhossiliensis, Hirsutella minnesotensis, Verticillium chlamydosporum, and Arthrobotrys dactyloides.


Examples of the other insecticidal compounds and nematicidal compounds in the present invention include the followings:


fipronil, ethiprole, flupyradifurone, sulfoxaflor, beta-cyfluthrin, tefluthrin, chlorpyrifos, abamectin, spirotetramat, and fluensulfone.


Examples of the azole type compounds in the present invention include the followings:


azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxyconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimenol, triticonazole, fenarimol, nuarimol, pyrifenox, imazalil, oxpoconazole fumarate, pefurazoate, prochloraz, and triflumizol.


Examples of the strobilurin type compounds in the present invention include the followings:


kresoxim-methyl, azoxystrobin, trifloxystrobin, fluoxastrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, pyribencarb, metominostrobin, orysastrobin, and N-methyl-2-[2-(2,5-dimethylphenoxy)methyl]phenyl-2-methoxyacetamide (racemic or enantiomer, containing a mixture of R-enantiomer and S-enantiomer (optional ratio), hereinafter referred to as a compound 1).


Examples of the metalaxyl type compounds include the followings:


metalaxyl and metalaxyl-M and mefenoxam.


Examples of the SDHI compounds in the present invention include the followings:


sedaxane, penflufen, carboxin, boscalid, furametpyr, flutolanil, fluxapyroxad, isopyrazam, fluopyram, and thifluzamide.


Examples of the other fungicidal compounds in the present invention include the followings:


tolclophos-methyl, thiram, Captan, carbendazim, thiophanate-methyl, mancozeb, thiabendazole, isotianil, triazoxide, (RS)-2-methoxy-N-methyl-2-[α-(2,5-xylyloxy)-o-tolyl]acetamide, fludioxonil, ethaboxam, 3-chloro-5-phenyl-6-methyl-4-(2,6-difluorophenyl)pyridazine (hereinafter referred to as a compound 2), 3-cyano-5-phenyl-6-methyl-4-(2,6-difluorophenyl)pyridazine (hereinafter referred to as a compound 3), and N-(1,1,3-trimethylindan-4-yl)-1-methyl-3-difluoromethylpyrazole-4-carboxylic acid amide (racemic or enantiomer, containing a mixture of R-enantiomer and S-enantiomer (optional ratio), hereinafter referred to as a compound 4).


Examples of the plant growth regulators in the present invention include the followings:


ethephon, chlormequat-chloride, mepiquat-chloride, and 4-oxo-4-(2-phenylethyl)aminobutyric acid (hereinafter referred to as a compound 5).


In the present invention, the compounds of the group B used to treat crop seeds, or vegetative organs such as tubers, bulbs, or stem fragments are publicly known compounds, and may be synthesized based on well known patent documents. Also, commercially available preparations or standard products may be purchased and used as the compounds of the group B.


In the step of treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with the compounds of the group B in the present invention, the compounds of the group B are usually mixed with a carrier such as a solid carrier or liquid carrier and further added with auxiliaries for preparations such as surfactants according to the need to be formulated into preparations. The dosage is preferably an aqueous suspension preparation.


As the compounds of the group B used to treat crop seeds or vegetative organs such as tubers, bulbs, or stem fragments in the present invention, a preparation constituted of a single component may be used, two or more preparations each constituted of a single component may be used in combination, or a preparation constituted of two or more components may be used.


The compounds of the group B used for the above treatment are applied in an amount of usually 0.2 to 5000 g, and preferably 0.5 to 1000 g based on 100 kg of the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments. Examples of a method for applying effective components to the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments include a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are powder-coated with a preparation containing effective components; a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are dipped in a preparation containing effective components; a method in which a preparation containing effective components is sprayed on the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments; and a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are coated with a carrier containing effective components.


The present invention includes the step of treating a crop field with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with the compounds of the group B.


The 1st crystal of flumioxazin, 2nd crystal of flumioxazin, 3rd crystal of flumioxazin, 4th crystal of flumioxazin, 5th crystal of flumioxazin, 6th crystal of flumioxazin and 7th crystal of flumioxazin (hereinafter, referred to as 1st crystal of flumioxaxin to 7th crystal of flumioxaxin) used in the method of the present invention can be produced by the methods disclosed in Example and modified methods thereof.


The 1st crystal of flumioxaxin to 7th crystal of flumioxaxin in the present invention can be obtained, for example, by conducting the following steps.


First, a starting material is dissolved in an organic solvent to obtain a solution which contains flumioxazin at the concentration generally in the range of 2 mg to 200 mg, preferably in the range of 5 mg to 120 mg, per ml of the solvent, and setting the temperature of the obtained solution generally within the range of 40° C. to 80° C., preferably within the range of 50° C. to 75° C.


Then, the heated solution may be heated to rapidly volatilizing its solvent, for example by dropping the solution onto the heated glass plate or the like to form and isolate crystals.


The heated solvent is preferably cooled to its temperature generally from about 0° C. to less than 25° C., preferably from about 10° C. to 25° C. to form a crystal. Preferably the step of cooling the heated solution is gradually conducted, specifically by lowering the solution preferably at 5° C. to 15° C. per hour, more preferably at around 10° C. per hour. Water or other solvent at the same temperature as that of the heated solution can be added to the solution before cooling for easily forming crystals. After cooling the solution, the cooled solution is maintained at the lowered temperature to form a crystal. The time of maintenance for the solution depends on the scale, temperature or other conditions of the solution, which can be arbitrarily determined.


The crystals of the present invention can be collected in a known manner, for example, by filtration, by concentration, by centrifugation or by decantation. The crystal may be washed with an appropriate solvent, if necessary. The crystal may be subjected to the method comprising the above-mentioned steps or slurry filtration for improving its purity or quality.


It is possible to use, as the starting material for producing the crystal of the present invention, a solution or a suspension of flumioxazin, or a mixture containing flumioxazin. It is also possible to use a solution or a suspension of a synthetic reaction crude product containing flumioxazin.


The organic solvent to be used for the crystallization includes alcohols such as methanol, 2-methoxyethanol, 2-ethoxyethanol, ethers such as tetrahydrofuran, acetone, 1,4-dioxane, halogenated hydrocarbons such as chloroform, 1,2-dichloroethane or chlorobenzene, and aromatic hydrocarbons such as xylene or toluene.


It is also possible to use seed crystals in crystallization for producing the crystal of the present invention. In that case, it is preferred to use crystals having a crystal form to be prepared. The amount of seed crystals to be added is preferably from 0.0005 parts by weight to 0.02 parts by weight, and more preferably from 0.001 part by weight to 0.01 part by weight, based on 1 part by weight of flumioxazin. The crystals of the present invention may be a solvate or a non-solvate.


When a specific hydrophilic organic solvent is used as a crystallization solvent, the obtained crystals are sometimes crystals of a solvate. The crystals of a non-solvate can be obtained by heating to dry the crystals of a solvate under reduced pressure.


The degree of drying of the crystals can be determined by analytical means such as gas chromatography.


It is also possible to determine the purity of the crystal form of the crystal by subjecting the crystal to the powder X-ray diffraction measurement such as CuKα rays diffraction analysis, followed by analyzing the obtained diffraction pattern about the presence or absence of diffraction peaks peculiar to crystal of a solvate, and the height of the peaks.


The crystal of the present invention can be produced with high purity, can remain unchanged in crystal form even after a heat treating step for formulation, can also exhibit physical and chemical properties which are more advantageous for the production of a formulation, and can maintain such properties even after being stored for a long period.


In the step of treating a field with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin is usually mixed with a carrier such as a solid carrier or liquid carrier and further added with auxiliaries for preparations such as surfactants according to the need to be formulated into preparations.


Examples of a method for applying the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazinto a field include a method in which the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin is sprayed on field soil and a method in which the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin is sprayed on weeds after the weeds are grown.


The amount of the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin used in the step of applying the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin to a field is usually 5 to 5000 g, preferably 10 to 1000 g, and more preferably 20 to 500 g per 10000 m2. In this case, adjuvants may be added to the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin to apply the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin to the field.


In the present invention, the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments treated with the compounds of the group B are sowed or planted in a field by a usual method. In the method of controlling pests according to the present invention, a crop field may be treated with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments.


When a crop field is treated with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin before sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments, the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin is applied before 50 days to immediately before sowing or planting, preferably before 30 days to immediately before sowing or planting, more preferably before 20 days to immediately before sowing or planting, and even more preferably before 10 days to immediately before sowing or planting.


When a crop field is treated with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments, the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin is applied immediately after to 50 days after sowing or planting.


The method of controlling pests according to the present invention ensures that harmful arthropods, noxious nematodes and/or plant pathogens, and pests such as weeds in crop fields can be controlled.


As harmful arthropods, the following examples are given.


Noxious insects belonging to order Hemiptera: Delphacidae such as Laodelphax striatellus, Nilaparvata lugens, and Sogatella furcifera, Deltocephalidae such as Nephotettix cincticeps and Nephotettix virescens, Aphididac such as Aphis gossypii, Myzus persicae, Brevicoryne brassicae, Macrosiphum euphorbiae, Aulacorthum solani, Rhopalosiphum padi, and Toxoptera citricidus, Pentatomidae such as Nezara antennata, Riptortus clavetus, Leptocorisa chinensis, Eysarcoris parvus, Haiyomorpha mista, and Lygus lineolaris, Aleyrodidae such as Trialeurodes vaporariorum, Bemisia tabaci, and Bemisia argentifolii, Coccidae such as Aonidiella aurantii, Comstockaspis perniciosa, Unaspis citri, Ceroplastes rubens, and Icerya purchase, Tingidae, and Psyllidae;


noxious insects belonging to order Lepidoptera: Pyralidae such as Chilo suppressalis, Tryporyza incertulas, Cnaphalocrocis medinalis, Notarcha derogate, Plodia interpunctella, Ostrinia furnacalis, Ostrinia nubilaris, Hellula undalis, and Pediasia teterrellus, Noctuidae such as Spodoptera litura, Spodoptera exigua, Pseudaletia separate, Mamestra brassicae, Agrotis ipsilon, Plusia nigrisigna, Trichoplusia spp., Heliothis spp., and Belicoverpa spp., Pieridae such as Pieris rapae, Tortricidae such as Adoxophyes app., Grapholita molesta, Leguminivora glycinivorella, Matsumuraeses azukivora, Adoxophyes orana fasciata, Adoxophyes sp., Homona magnanima, Archips fuscocupreanus, and Cydia pamonella, Gracillarlidae such as Caloptilia theivora and Phyllonorycter ringoneella, Carposimidae such as Carposina niponensis, hyonetiidae such as Lyonetia spp., Lymantriidae such as Lymantriidae spp. and Euproctis spp., Yponameutidae such as Plutella xylostella, Gelechiidae such as Pectinophora gossypiella and Phthorimaea operculella, Arctiidae such as Hyphantria cunea, and Tineidae such as Tinea translucens and Tineola bisselliella;


noxious insects belonging to order Thripidae: Thysanoptera such as Frankliniella occidentalis, Thrips parmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, and Frankliniella fusca;


noxious insects belonging to order Diptera: Agromyzidae such as Musca domestics, Culex popiens pallens, Tabanus trigonus, Hyleraya antique, Hylemya platura, Anopheles sinensis, Agromyza oryzae, Hydrellia griseola, Chlorops oryzae, and Liriomyza trifolii, Dacus cucurbitae, and Ceratitis capitata;


Noxious insects belonging to order Coleoptera: Epilachna vigintioctopunctata, Aulacophora femoralis, Phyllotreta striolata, Culema oryzae, Echinocnemus squameus, Lissorhoptrus oryzophilus, Anthonomus grandis, Callosobruchus chinensis, Sphenophorus venatus, Popillia japonica, Anomala cuprea, Diabrotica spp., Leptinotarsa decemiineata, Agriotes spp., Lasioderma serricorne, Anthrenus verbasci, Tribolium castaneum, Lyctus brunneus, Anoplophora malasiaca, and Tomicus piniperda;


noxious insects belonging to order Orthoptera: Locusts migratoria, Gryllotalpa africana, Oxya yezoensis, and Oxya japonica;


noxious insects belonging to order Hymenoptera: Athalia rosae, Acromyrmex spp., and Solenopsis spp.;


noxious insects belonging to order Blattodea: Blattella germanica, Periplaneta fuliginosa, Periplaneta americana, Periplaneta brunnea, and Blatta orientalis; and


noxious insects belonging to order Acarina: Tetranychidae such as Tetranychus urticae, Panonychus citri, and Oligonychus spp., Eriophyidae such as Aculops pelekassi, Tarsonemidae such as Polyphagotarsonemus latus, Tenuipalpidae, Tuckerellidae, Acaridae such as Tyrophagus putrescentiae, Dermanyssidae such as Dermatophagoides farina and Dermatophagoides ptrenyssnus, and Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, and Cheyletus moorei.


As the plant pathogens, the following examples can be given.



Cercospora gossypina, Cercospora kikuchii, Cercospora zeae-maydis, Cercospora sojina, Phakopsora gossypii, Rhizoctonia solani, Colletotrichum gossypii, Peronospora gossypina, Aspergillus spp., Penicillium spp., Fusarium spp., Tricoderma spp., Thielaviopsis spp., Rhizopus spp., Mucor spp., Corticium spp., Phoma spp., Diplodia spp., Verticillium spp., Puccinia spp., Mycosphaerella spp., Phytophthora spp. (for example, Phytophthora sojae, Phytophthora nicotianae var. nicotianae, Phytophthora infestans, and Phytophthora erythroseptica), Pythium spp. (for example, Pythium debaryanum, Pythium sylvaticum, Pythium graminicola, Pythium irregular, and Pythium ultimum), Microsphaera diffusa, Diaporthe phaseolorum var. sojae, Septoria glycines, Phakopsora pachyrhizi, Sclerotinia sclerotiorum, Elsinoe glycines, Ustilago maydis, Cochliobolus heterostrophus, Gloeocercospora sorghi, and Alternaria spp.


As the weeds, the following examples are given.


Weeds of the family Urticaceae: Urtica urens;


weeds of the family Polygonaceae: Polygonum convolvulus, Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum persicaria, Polygonum longisetum, Polygonum aviculare, Polygonum arenastrum, Polygonum cuspidatum, Rumex japonicas, Rumex crispus, Rumex obtusifolius, and Rumex acetosa;


weeds of the family Portulacaceae: Portulaca oleracea;


weeds of the family Caryophyllaceae: Stellaria media, Cerastium holosteoides, Cerastium glomeratum, Spergula arvensis, and Silene gallica;


weeds of the family Molluginaceae: Mollugo verticillata;


weeds of the family Chenopodiaceae: Chenopodium album, Chenopodium ambrosioides, Kochia scoparia, Salsola kali, and Atriplex spp.;


weeds of the family Amaranthaceae: Amaranthus retroflexus, Amaranthus viridis, Amaranthus lividus, Amaranthus spinosus, Amaranthus hybridus, Amaranthus palmeri, Amaranthus rudis, Amaranthus patulus, Amaranthus tuberculatos, Amaranthus blitoides, Amaranthus deflexus, Amaranthus quitensis, Alternanthera philoxeroides, Alternanthera sessilis, and Alternanthera tenella;


weeds of the family Papaveraceae: Papaver rhoeas and Argemone mexicana;


weeds of the family Brassicaceae: Raphanus raphanistrum, Raphanus sativus, Sinapis arvensis, Capsella bursa-pastoris, Brassica juncea, Brassica campestris, Descurainia pinnata, Rorippa islandica, Rorippa sylvestris, Thlaspi arvense, Myagrum rugosum, Lepidium virginicum, and Coronopus didymus;


weeds of the family Capparaceae: Cleome affinis;


weeds of the family Fabaceae: Aeschynomene indica, Aeschynomene rudis, Sesbania exaltata, Cassia obtusifolia, Cassia occidentalis, Desmodium tortuosum, Desmodium adscendens, Trifolium repens, Pueraria lobata, Viola angustifolia, Indigofera hirsute, Indigofera truxillensis, and Vigna sinensis;


weeds of the family Oxalidaceae: Oxalis corniculate, Oxalis strica, and Oxalis oxyptera;


weeds of the family Geraniaceae: Geranium carolinense and Erodiura cicutarium;


weeds of the family Euphorbiaceae: Euphorbia helioscopia, Euphorbia maculate, Euphorbia humistrata, Euphorbia esula, Euphorbia heterophylla, Euphorbia brasiliensis, Acalypha australis, Croton glandulosus, Croton lobatus, Phyllanthus corcovadensis, and Ricinus communis;


weeds of the family Malvaceae: Abutilon theophrasti, Sida rhonibiforia, Sida cordifolia, Sida spinosa, Sida glaziovii, Sida santaremnensis, Hibiscus trionum, Anoda cristata, and Malvastrum coromandelianum;


weeds of the family Sterculiaceae: Waltheria indica;


weeds of the family Violaceae: Viola arvensis, and Viola tricolor;


weeds of the family Cucurbitaceae: Sicyos angulatus, Echinocystis lobata, and Momordica charantia;


weeds of the family Lythraceae: Lythrum salicaria;


weeds of the family Apiaceae: Hydrocotyle sibthorpioides;


weeds of the family Sapindaceae: Cardiospermum halicacabum;


weeds of the family Primulaceae: Anagallis arvensis;


weeds of the family Asclepiadaceae: Asclepias syriaca and Ampelamus albidus;


weeds of the family Rubiaceae: Galium aparine, Galium spuriura var. echinospermon, Spermacoce latifolia, Richardia brasiliensis, and Borreria alata;


weeds of the family Convolvulaceae: Ipomoea nil, Ipomoea hederacea, Ipomoea purpurea, Ipomoea hederacea var. integriuscula, Ipomoea lacunose, Ipomoea triloba, Ipomoea acuminate, Ipomoea hederifolia, Ipomoea coccinea, Ipomoea quamoclit, Ipomoea grandifolia, Ipomoea aristolochiafolia, Ipomoea cairica, Convolvulus arvensis, Calystegia hederacea, Calystegia japonica, Merremia hedeacea, Merremia aegyptia, Merremia cissoids, and Jacquemontia tamnifolia;


weeds of the family Boraginaceae: Myosotis arvensis;


weeds of the family Lamiaceae: Lamium purpureum, Lamium amplexicaule, Leonotis nepetaefolia, Hyptis suaveolens, Hyptis lophanta, Leonurus sibiricus, and Stachys arvensis;


weeds of the family Solanaceae: Datura stramonium, Solanum nigrum, Solanum americanum, Solarium ptycanthum, Solanum sarrachoides, Solanum rostratum, Solanum aculeatissimuru, Solanum sisymbriifolium, Solarium carolinense, Physalis angulata, Physalis subglabrata, and Nicandra physaloides;


weeds of the family Scrophulariaceae: Veronica hederaefolia, Veronica persica, and Veronica arvensis;


weeds of the family Plantaginaceae: Plantago asiatica;


weeds of the family Asteraceae: Xanthium pensylvanicum, Xanthium occidentale, Helianthus annuus, Matricaria chamomilla, Matricaria perforate, Chrysanthemum segetum, Matricaria matricaricides, Artemisia princeps, Artemisia vulgaris, Artemisia verlotorum, Solidago altissima, Taraxacum officinale, Galinsoga ciliate, Galinsoga parviflora, Senecio vulgaris, Senecio brasiliensis, Senecio grisebachii, Conyza bonariensis, Conyza Canadensis, Ambrosia artemisiaefolia, Ambrosia trifida, Bidens pilosa, Bidens frondosa, Bidens subalternans, Cirsium arvense, Cirsium vulgare, Silybum marianum, Carduus nutans, Lactuca serriola, Sonchus oleraceus, Sonchus asper, Wedelia glauca, Melampodiumperfoliaturn, Emilia sonchifolia, Tagetes minuta, Blainvillea latifolia, Tridax procumbens, Porophyllum ruderale, Acanthospermum australe, Acanthospermum hispidum, Cardiospermum halicacabum, Ageratum conyzoides, Eupatorium perfoliatum, Eclipta alba, Erechtites hieracifolia, Gamochaeta spicata, Gnaphalium spicatum, Jaegeria hirta, Parthenium hysterophorus, Siegesbeckia orientalis, and Soliva sessilis;


weeds of the family Liliaceae: Allium canadense and Allium vineale;


weeds of the family Commelinaceae: Commelina communis, Commelina bengharensis, and Commelina erecta;


weeds of the family Poaceae: Echinochloa crus-galli, Setaria viridis, Setaria faberi, Setaria glauca, Setaria geniculate, Digitaria ciliaris, Digitaria sanguinalis, Digitaria horizontalis, Digitaria insularis, Eleusine indica, Poaannua, Alospecurus aequalis, Alopecurus myosuroides, Avena fatua, Sorghum halepense, Sorghum vulgare, Agropyron repens, Lolium multiflorum, Lolium perenne, Lolium rigidum, Bromus secalinus, Bromus tectorum, Hordeum jubatum, Aegilops cylindrica, Phalaris arundinacea, Phalaris minor, Apera spica-venti, Panicum dichotomiflorum, Panicum texanum, Panicum maximum, Brachiaria platyphylla, Brachiaria ruziziensis, Brachiaria plantaginea, Brachiaria decumbens, Brachiaria brizantha, Brachiaria humidicola, Cenchrus echinatus, Cenchrus pauciflorus, Eriochloa villosa, Pennisetum setosum, Chloris gayana, Eragrostis pilosa, Rhynchelitrum repens, Dactyloctenium aegyptium, Ischaemum rugosum, Oryza sativa, Paspalum notatum, Paspalum maritimum, Pennisetum clandestinum, Pennisetum setosum, and Rottboellia cochinchinensis;


weeds of the family Cyperaceae: Cyperus microiria, Cyperus iria, Cyperus odoratus, Cyperus rotundus, Cyperus esculentus, and Kyllinga gracillima; and


weeds of the family Equisetaceae: Equisetum arvense and Equisetum palustre.


In the method of the present invention, one or more other agrochemicals may be used in combination with the compounds of the group B or the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin either simultaneously or separately. Examples of the other agrochemicals include insecticides, acaricides, nematicides, fungicides, herbicides, plant growth regulators, and safeners.


As the above herbicides, plant growth regulators, and safeners, the following examples are given.


Herbicides: pyrithiobac, pyrithiobac-sodium salt, pyriminobac, pyriminobac-methyl, bispyribac, bispyribac-sodium salt, pyribenzoxim, pyrimisulfan, pyriftalid, triafamone, amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron, cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone, flucarbazone, flucarbazone-sodium salt, ipfencarbazone, propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone, thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt, imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropyl-ammonium salt, imazaquin, imazaquin-ammonium salt, imazethapyr, imazethapyr-ammonium salt, clodinafop, clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim, tralkoxydim, pinoxaden, azafenidin, oxadiazon, oxadiargyl, carfentrazone, carfentrazone-ethyl, saflufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl, butafenacil, fluazolate, fluthiacet, fluthiacet-methyl, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen, aclonifen, chlomethoxynil, chloronitrofen, nitrofen, bifenox, fluoroglycofene, fluoroglycofene-ethyl, fomesafen, fomesafen-sodium salt, lactofen, benzobicyclon, bicyclopyrone, mesotrione, sulcotrione, tefuryltrione, tembotrione, isoxachlortole, isoxaflutole, benzofenap, pyrasulfotole, pyrazolynate, pyrazoxyfen, topramezone, diflufenican, picolinafen, beflubutamid, norflurazon, fluridone, fluorochloridone, flurtamone, ioxynil, ioxynil octanoate, bentazone, pyridate, bromoxynil, bromoxynil octanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron, isoproturon, isouron, tebuthiuron, benzthiazuron, methabenzthiazuron, propanil, metobromuron, metoxuron, monolinuron, siduron, simazine, atrazine, propazine, cyanazine, ametryn, simetryn, dimethametryn, prometryn, terbumeton, terbuthylazine, terbutryn, trietazine, hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil, terbacil, chlcridazon, desmedipham, phenmedipham, propachior, metazachlor, alachlor, acetochlor, metolachlor, S-metolachlor, butachler, pretilachlor, thenylchlor, indanofan, cafenstrole, fentrazamide, dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone, fenoxasulfone, naproanilide, anilofos, flufenacet, trifluralin, pendimethalin, ethafluralin, benfluralin, prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, thiazopyr, dicamba and a salt thereof (diglycolamine salt, dimethylammonium salt, isopropylammonium salt, potassium salt, sodium salt, and choline salt), 2,4-D and a salt or ester thereof (butotyl ester, dimethylammonium salt, diolamine salt, ethylhexyl ester, isooctyl ester, isopropylammoniumsalt, sodium salt, and triisopropanolamine salt), 2,4-DB and a salt or ester thereof (dimethylammonium salt, isooctyl ester, and choline salt), MCPA and a salt or ester thereof (dimethylammonium salt, 2-ethylhexylester, isooctyl ester, sodium salt, and choline salt), MCPB, mecopropand a salt or ester thereof (dimethylammonium salt, diolamine salt, ethadyl ester, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt, sodium salt, tololamine salt, and choline salt), mecoprop-P and a salt or ester thereof (dimethylammonium salt, 2-ethylhexyl ester, isobutyl salt, potassium salt, and choline salt), dichlorprop and a salt or ester thereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt, sodium salt, and choline salt), dichlorprop-P, dichlorprop-P dimethylammonium salt, triclopyr and a salt or ester thereof (butotyl ester and triethylammonium salt), fluoroxypyr, fluoroxypyr-meptyl, picloram and a salt thereof (potassium salt, triisopanolammonium salt, and choline salt), quinclorac, quinmerac, aminopyralid and a salt thereof (potassium salt, triisopanolammonium salt, and choline salt), clopyralid and a salt thereof (olamine salt, potassium salt, triethylammonium salt, and choline salt), clomeprop, glufosinate, glufosinate-ammonium salt, glufosinate-P, glufosinate-P-sodium salt, bialaphos, isoxaben, dichlobenil, methiozolin, diallate, butylate, triallate, chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb, pyributicarb, prosulfocarb, orbencarb, EPTC, dimepiperate, swep, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, difenoxuron, methyl dymron, bromobutide, dymron, cumyluron, diflufenzopyr, etobenzanide, tridiphane, amitrole, fenchlorazole, clomazone, maleic acid hydrazide, oxaziclomefone, cinmethylin, benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat, paraquat-dichloride, diquat, and diquat-dibromide.


Plant growth regulators: hymexazol, paclobutrazol, uniconazole, uniconazole-P, inabenfide, prohexadione-calcium, 1-methylcyclopropene, and trinexapac.


Safeners: benoxacor, cloquintocet, cloquintocet-mexyl, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, mephenate, naphthalic anhydride, and oxabetrinil.


In the method of the present invention, a glufosinate-ammonium salt, chlorimuron-ethyl, cloransulam-methyl, pyroxasulfone, imazethapyr-ammonium salt, metribuzin, 2,4-D, 2,4-D-butotyl ester, 2,4-D-dimethylammonium salt, 2,4-D-diolamine salt, 2,4-D-ethylhexyl ester, 2,4-D-isooctyl ester, 2,4-D-isopropylammonium salt, 2,4-D-sodium salt, 2,4-D-triisopropanolamine salt, dicamba, dicamba-diglycolamine salt, dicamba-dimethylammonium salt, dicamba-isopropylammonium salt, dicamba-potassium salt, dicamba-sodium salt, dicamba-choline salt, mesotrione, tembotrione, isoxaflutole, and ametryn are particularly preferable as the herbicides which may be simultaneously used in combination with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.


In the present invention, cyprosulfamide, mefenpyr-diethyl, and isoxadifen-ethyl are particularly preferable as the safener which may be simultaneously used in combination with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.


The followings are more preferable as the combinations of the herbicide and/or safener which may be used in combination with the one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin:


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and glufosinate-ammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and chlorimuron-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and cloransulam-methyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, chlorimuron-ethyl, and pyroxasulfone;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and pyroxasulfone;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and imazethapyr-ammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and metribuzin;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-butotyl ester;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-dimethylammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-diolamine salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-ethylhexyl ester;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-isooctyl ester;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-isopropylammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-sodium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and 2,4-D-triisopropanolamine salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-diglycolamine salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-dimethylammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-isopropylammonium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-potassium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-sodium salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-choline salt;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-diglycolamine salt, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-dimethylammonium salt, and isoxadlfen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-isopropylammonium salt, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-potassium salt, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-sodium salt, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, dicamba-choline salt, and isoxadifen-ethyl;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and mesotrione;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and tembotrione;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and isoxaflutole;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and ametryn;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, isoxaflutole, and cyprosulfamide;


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin, tembotrione, and isoxadifen; and


a combination of one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin and saflufenacil.


EXAMPLES

Hereinbelow, the present invention will be described in detail by way of examples, but the present invention is not limited to these examples.


Production Example

Production Example of 1st crystal of flumioxazin to 7th crystal of flumioxazin used in the method of the present invention will be shown below.


Production Example 1

The powder X-ray diffraction patterns of the obtained crystals were measured by X′Pert Pro MPD (manufactured by PANalytical B.V., Netherlands) at a scanning range from 2.0° to 40.0° (20) using CuKα rays (40 kV, 30 mA).


Production Example 1

Flumioxazin (100 mg) was dissolved in 2-methoxyethanol at 60° C. so as to adjust its concentration to 16.8 mg/mL. Then 10 times volumes of water relative to the volume of 2-methoxyethanol were heated to 60° C. and gradually added to the obtained solution. The obtained mixture was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by filtrating it to collect crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 2 to find them 1st crystals of flumioxazin.











TABLE 2





2θ value (°)
d value (Å)
Relative intensity (%)

















7.5
11.7774
22.5


11.9
7.4308
61.9


15.3
5.8241
11.0










The 1st crystals of flumioxazin were obtained by the same method as mentioned above except that methanol or 2-ethoxyethanol was used instead of 2-methoxyethanol.


Production Example 2

Flumioxazin (100 mg) was dissolved in tetrahydrofuran [THF] at 60° C. so as to adjust its concentration to 51.0 mg/mL. The obtained mixture was gradually dropped onto a glass plate heated at 100° C. to rapidly volatilize its solvent therefrom, to obtain crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 3 to find them 2nd crystals of flumioxazin











TABLE 3





2θ value (°)
d value (Å)
Relative intensity (%)

















8.7
10.1555
20.4


9.4
9.4007
43.5


14.7
6.0211
62.0


18.8
4.7162
100.0










The 2nd crystals of flumioxazin were obtained by the same method as mentioned above except that acetone was used instead of THF. The crystals were obtained by adding methanol instead of THF to flumioxazin, gradually cooling to 20° C., followed by leaving it to stand.


Production Example 3

Flumioxazin (100 mg) was dissolved in 1,2-dichloroethane at 60° C. so as to adjust its concentration to 50.9 mg/mL. Then the obtained solution was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by blow its solvent with nitrogen gas to obtain crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 4 to find them 3rd crystals of flumioxazin.











TABLE 4





2θ value (°)
d value (Å)
Relative intensity (%)

















7.7
11.4720
100.0


10.9
8.1102
21.5


13.5
6.5535
41.1


14.6
6.0621
9.5


15.0
5.9013
12.6










The 3rd crystals of flumioxazin were obtained by the same method as mentioned above except that chlorobenzene was used instead of 1,2-dichloroethane


Production Example 4

Flumioxazin (100 mg) was dissolved in toluene at 60° C. so as to adjust its concentration to 13.3 mg/mL. Then the obtained solution was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by blow its solvent with nitrogen gas to obtain crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 5 to find them 4th crystals of flumioxazin.











TABLE 5





2θ value (°)
d value (Å)
Relative intensity (%)

















7.7
5.9013
100.0


10.7
8.2613
13.9


13.4
6.6022
25.5


14.3
6.1886
4.6


14.8
5.9806
6.8









Production Example 5

Flumioxazin 100 mg) was dissolved in xylene at 60° C. so as to adjust its concentration to 10.0 mg/mL. Then the obtained solution was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by blow its solvent with nitrogen gas at 20° C. to obtain crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 6 to find them 5th crystals of flumioxazin.











TABLE 6





2θ value (°)
d value (Å)
Relative intensity (%)

















5.5
16.0548
23.1


10.3
8.5812
68.2


10.9
8.1102
29.7


13.2
6.7018
37.6









Production Example 6

Flumioxazin (100 mg) was dissolved in chloroform at 60° C. so as to adjust its concentration to 102.8 mg/mL. The chloroform solution was added gradually to 10 times volumes of heptane relative to the volume of chloroform at 60° C. The obtained mixture was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by filtrating it to collect crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 7 to find them 6th crystals of flumioxazin.











TABLE 7





2θ value (°)
d value (Å)
Relative intensity (%)

















7.7
11.4720
100.0


8.6
10.2733
5.8


11.0
8.0367
14.4


13.2
6.7018
6.7


14.7
6.0211
7.4


15.1
5.8625
9.2










The 6th crystals of flumioxazin were obtained by the same method as mentioned above except that THF was used instead of chloroform.


The solution obtained by adding 2 times volumes of THF relative to the volume of chloroform to flumioxazin instead of chloroform, was added to 10 times volumes of water relative to the volume of THF and gradually cooled to 20° C., followed by leaving it to stand.


The crystals were obtained by adding THF, 1,4-dioxane or pyridine instead of chloroform to flumioxazin and, gradually cooling to 20° C., followed by concentrating it.


Production Example 7

Flumioxazin (100 mg) was dissolved in 1,4-dioxane at 60° C. so as to adjust its concentration to 50.9 mg/mL. The 1,4-dioxane solution was added gradually to 10 times volumes of water relative to the volume of 1,4-dioxane at 60° C. The obtained mixture was gradually cooled to 20° C. at the rate of 10° C. per hour and then left to stand, followed by filtrating it to collect crystals.


The pattern of the obtained crystals had the peaks with 2θ values as shown in Table 8 to find them 7th crystals of flumioxazin.











TABLE 8





2θ value (°)
d value (Å)
Relative intensity (%)







14.5
6.1037
15.6


18.7
4.7412
36.4










The 7th crystals of flumioxazin were obtained by the same method as mentioned above except that heptane was used instead of water.


Test Examples

First, given are the standard of evaluation of a pest control effect (harmful arthropod control effect, plant pathogen control effect, and herbicidal effect) and that of crop injuries, which will be shown in examples hereinafter.


[Harmful Arthropod Control Effect]


In the evaluation of the harmful arthropod control effect, each insect at the time of investigation is examined by discriminating whether the insect is alive or dead to calculate a controlling value by the following equation.





Controlling value (%)=100×(1−T/C)


wherein C represents the number of insects to be observed in an untreated area, and


T represents the number of insects to be observed in a treated area


[Plant Pathogen Control Effect]


In the evaluation of the plant pathogen control effect, the symptom of each test plant in a treated area is compared with that in an untreated area and when there is no or almost no difference in symptom between the treated area and the untreated area at the time of investigation, the case is given “0”, and when no or almost no change in symptom caused by plant pathogens is observed at the time of investigation, the case is given “100”, thereby grading each sample between 0 to 100.


[Herbicidal Effect and Crop Injuries]


In the evaluation of the herbicidal effect, the germination or growth condition of each test weed in a treated area is compared with that in an untreated area and when there is no or almost no difference in germination or growth condition between the treated area and the untreated area at the time of investigation, the case is given “0”, and when the test plant perfectly withers and dies, or the germination or growth of the plant is perfectly restricted at the time of investigation, the case is given “100”, thereby grading each sample between 0 to 100.


In the evaluation of crop injuries, the case where almost no crop injury is observed is expressed as “harmless”, the case where mild crop injuries are observed is expressed as “small”, the case where moderate crop injuries are observed is expressed as “middle”, and the case where severe crop injuries are observed is expressed as “large”.


Example 1

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, cottonseeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 2

One or more compounds selected from the group B are attached to cotton seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, the seeds are sowed in a cultivated field. Stem leaves of the weed are directly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha in the condition of the cotton main stem being lignified at a length of 15 cm from the surface of the ground 30 days after these seeds are sowed. The pest control effect and crop injuries are examined 28 days after the treatment.


Example 3

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 7 days, soybean seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 4

One or more compounds selected from the group B are attached to soybean seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the soybean seeds and weed seeds are sowed. On the day of sawing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 5

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 7 days, corn seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 6

One or more compounds selected from the group B are attached to corn seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the corn seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 7

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, wheat seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 8

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the Group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, tomato seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the tomato seeds are sowed.


Example 9

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, eggplant seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the eggplant seeds are sowed.


Example 10

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, bell pepper seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the bell pepper seeds are sowed.


Example 11

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. After 15 days, sugar cane stem fragments are planted to which one or more compounds selected from the group B at a dose of 1, 10, or 100 g/100 kg stem fragments. This pot is placed in a greenhouse. The peat control effect and crop injuries are examined 15 days after the sugar cane stem fragments are planted.


Example 12

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, common bean seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the common bean seeds are sowed.


Example 13

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200/ha. After 15 days, rice seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the rice seeds are sowed.


Example 14

A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, rapeseeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the rapeseeds are sowed.


Example 15

One or more compounds selected from the group B are attached to sugar cane stem fragments at a dose of 1, 10, or 100 g/100 kg stem fragments. Then, the stem fragments are planted in a cultivated field. When the plant height of the sugar cane becomes 60 cm or higher after the stem fragments are planted, stem leaves of the weed are directly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. The pest control effect and crop injuries are examined 28 days after the treatment.


Example 16

One or more compounds selected from the group B are attached to peanut seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the peanut seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 17

One or more compounds selected from the group B are attached to common bean seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the common bean seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 18

One or more compounds selected from the group B are attached to pea seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with sail and the pea seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 19

One or more compounds selected from the group B are attached to sunflower seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the sunflower seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed.


Example 20

One or more compounds selected from the group B are attached to sugar cane stem fragments at a dose of 1, 10, or 100 g/100 kg stem fragments. Next, a pot is filled with soil, then weed seeds are sowed and the stem fragments are planted. On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after sowing and planting.


Example 21

One or more compounds selected from the group B are attached to potato tubers at a dose of 1, 10, or 100 g/100 kg tubers. Next, a pot is filled with soil, then weed seeds are sowed and the tubers are planted. On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after sowing and planting.


Example 22

One or more compounds selected from the group B are attached to onion seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the onion seeds and weed seeds are sowed. This pot is placed in a greenhouse. When the onion grows 2 to 6 leaves, the surface of the soil and stem leaves of the weeds are uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. The pest control effect and crop injuries are examined 15 days after the treatment with A-type crystal flumioxazin.


Example 23

One or more compounds selected from the group B are attached to garlic bulbs at a dose of 1, 10, or 100/100 kg bulbs. Next, a pot is filled with soil, then weed seeds are sowed and the bulbs are planted. On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 50, 100, 200, or 400 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after sowing and planting.


Example 24

One or more compounds selected from the group B are attached to sunflower seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the sunflower seeds and weed seeds are sowed. This pot is placed in a greenhouse. When the sunflower grows 2 to 6 leaves, the surface of the soil and stem leaves of the weeds are uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. The pest control effect and crop injuries are examined 15 days after the treatment with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.


Example 25

One or more compounds selected from the group B are attached to wheat seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the wheat seeds and weed seeds are sowed. This pot is placed in a greenhouse. When the wheat grows 2 to 6 leaves, the surface of the soil and stem leaves of the weeds are uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. The pest control effect and crop injuries are examined 15 days after the treatment with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.


Example 26

Each of combinations of compounds selected from the combinations shown in Tables 9, 10 and 11 is attached to soybean seeds, corn seeds, or cotton seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the crop seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the treatment with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.


Example 27

Each of combinations of compounds selected from the combinations shown in Tables 9, 10 and 11 is attached to cotton seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the cotton seeds and weed seeds are sowed. The surface of the soil and stem leaves of the weeds are uniformly treated with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha in the condition of the cotton main stem being lignified at a length of 15 cm from the surface of the ground 30 days after these seeds are sowed. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the treatment with one or more crystals selected from the group consisting of 1st crystal of flumioxazin to 7th crystal of flumioxazin.













TABLE 9







Number of





combination
Combinations of compounds




















1-1
Clothianidin
Ipconazole



1-2
Clothianidin
Metconazole



1-3
Clothianidin
Diphenoconazole



1-4
Clothianidin
Tebuconazole



1-5
Clothianidin
Prothioconazole



1-6
Clothianidin
Fluquinconazole



1-7
Clothianidin
Triticonazole



1-8
Clothianidin
Imazalil



1-9
Clothianidin
Pencycuron



1-10
Clothianidin
Prochloraz



1-11
Clothianidin
Pyraclostrobin



1-12
Clothianidin
Azoxystrobin



1-13
Clothianidin
Trifloxystrobin



1-14
Clothianidin
Metalaxyl



1-15
Clothianidin
Metalaxyl-M



1-16
Clothianidin
Fludioxonil



1-17
Clothianidin
Thiram



1-18
Clothianidin
Mancozeb



1-19
Clothianidin
Flutolanil



1-20
Clothianidin
Sedaxane



1-21
Clothianidin
Penflufen



1-22
Clothianidin
Fluxapyroxad



1-23
Clothianidin

Bacillus firmus




1-24
Clothianidin

Pasteuria penetrans




1-25
Clothianidin
Abamectin



1-26
Clothianidin
Thiodicarb



1-27
Clothianidin
Tolclophos-methyl



1-28
Clothianidin
Ethaboxam



1-29
Clothianidin
Compound 4



1-30
Clothianidin
Compound 2



1-31
Clothianidin
Compound 3



1-32
Clothianidin
Compound 1



1-33
Clothianidin
Compound 5



1-34
Clothianidin
Orysastrobin



1-35
Clothianidin
Isotianil



1-36
Clothianidin
Probenazole



1-37
Clothianidin
Diclocymet



1-38
Clothianidin
Furametpyr



1-39
Imidacloprid
Ipconazole



1-40
Imidacloprid
Metconazole



1-41
Imidacloprid
Diphenoconazole



1-42
Imidacloprid
Tebuconazole



1-43
Imidacloprid
Prothioconazole



1-44
Imidacloprid
Fluquinconazole



1-45
Imidacloprid
Triticonazole



1-46
Imidacloprid
Imazalil



1-47
Imidacloprid
Pencycuron



1-48
Imidacloprid
Prochloraz



1-49
Imidacloprid
Pyraclostrobin



1-50
Imidacloprid
Azoxystrobin



1-51
Imidacloprid
Trifloxystrobin



1-52
Imidacloprid
Metalaxyl



1-53
Imidacloprid
Metalaxyl-M



1-54
Imidacloprid
Fludioxonil



1-55
Imidacloprid
Thiram



1-56
Imidacloprid
Mancozeb



1-57
Imidacloprid
Flutolanil



1-58
Imidacloprid
Sedaxane



1-59
Imidacloprid
Penflufen



1-60
Imidacloprid
Fluxapyroxad



1-61
Imidacloprid

Bacillus firmus




1-62
Imidacloprid

Pasteuria penetrans




1-63
Imidacloprid
Abamectin



1-64
Imidacloprid
Thiodicarb



1-65
Imidacloprid
Tolclophos-methyl



1-66
Imidacloprid
Ethaboxam



1-67
Imidacloprid
Compound 4



1-68
Imidacloprid
Compound 2



1-69
Imidacloprid
Compound 3



1-70
Imidacloprid
Compound 1



1-71
Imidacloprid
Compound 5



1-72
Imidacloprid
Orysastrobin



1-73
Imidacloprid
Isotianil



1-74
Imidacloprid
Probenazole



1-75
Imidacloprid
Diclocymet



1-76
Imidacloprid
Furametpyr



1-77
Thiamethoxam
Ipconazole



1-78
Thiamethoxam
Metconazole



1-79
Thiamethoxam
Diphenoconazole



1-80
Thiamethoxam
Tebuconazole



1-81
Thiamethoxam
Prothioconazole



1-82
Thiamethoxam
Fluquinconazole



1-83
Thiamethoxam
Triticonazole



1-84
Thiamethoxam
Imazalil



1-85
Thiamethoxam
Pencycuron



1-86
Thiamethoxam
Prochloraz



1-87
Thiamethoxam
Pyraclostrobin



1-88
Thiamethoxam
Azoxystrobin



1-89
Thiamethoxam
Trifloxystrobin



1-90
Thiamethoxam
Metalaxyl



1-91
Thiamethoxam
Metalaxyl-M



1-92
Thiamethoxam
Fludioxonil



1-93
Thiamethoxam
Thiram



1-94
Thiamethoxam
Mancozeb



1-95
Thiamethoxam
Flutolanil



1-96
Thiamethoxam
Sedaxane



1-97
Thiamethoxam
Penflufen



1-98
Thiamethoxam
Fluxapyroxad



1-99
Thiamethoxam

Bacillus firmus




1-100
Thiamethoxam

Pasteuria penetrans




1-101
Thiamethoxam
Abamectin



1-102
Thiamethoxam
Thiodicarb



1-103
Thiamethoxam
Tolclophos-methyl



1-104
Thiamethoxam
Ethaboxam



1-105
Thiamethoxam
Compound 4



1-106
Thiamethoxam
Compound 2



1-107
Thiamethoxam
Compound 3



1-108
Thiamethoxam
Compound 1



1-109
Thiamethoxam
Compound 5



1-110
Thiamethoxam
Orysastrobin



1-111
Thiamethoxam
Isotianil



1-112
Thiamethoxam
Probenazole



1-113
Thiamethoxam
Diclocymet



1-114
Thiamethoxam
Furametpyr



1-115
Beta-cyfluthrin
Ipconazole



1-116
Beta-cyfluthrin
Metconazole



1-117
Beta-cyfluthrin
Diphenoconazole



1-118
Beta-cyfluthrin
Tebuconazole



1-119
Beta-cyfluthrin
Prothioconazole



1-120
Beta-cyfluthrin
Fluquinconazole



1-121
Beta-cyfluthrin
Triticonazole



1-122
Beta-cyfluthrin
Imazalil



1-123
Beta-cyfluthrin
Pencycuron



1-124
Beta-cyfluthrin
Prochloraz



1-125
Beta-cyfluthrin
Pyraclostrobin



1-126
Beta-cyfluthrin
Azoxystrobin



1-127
Beta-cyfluthrin
Trifloxystrobin



1-128
Beta-cyfluthrin
Metalaxyl



1-129
Beta-cyfluthrin
Metalaxyl-M



1-130
Beta-cyfluthrin
Fludioxonil



1-131
Beta-cyfluthrin
Thiram



1-132
Beta-cyfluthrin
Mancozeb



1-133
Beta-cyfluthrin
Flutolanil



1-134
Beta-cyfluthrin
Sedaxane



1-135
Beta-cyfluthrin
Penflufen



1-136
Beta-cyfluthrin
Fluxapyroxad



1-137
Beta-cyfluthrin

Bacillus firmus




1-138
Beta-cyfluthrin

Pasteuria penetrans




1-139
Beta-cyfluthrin
Abamectin



1-140
Beta-cyfluthrin
Thiodicarb



1-141
Beta-cyfluthrin
Tolclophos-methyl



1-142
Beta-cyfluthrin
Ethaboxam



1-143
Beta-cyfluthrin
Compound 4



1-144
Beta-cyfluthrin
Compound 2



1-145
Beta-cyfluthrin
Compound 3



1-146
Beta-cyfluthrin
Compound 1



1-147
Beta-cyfluthrin
Compound 5



1-148
Abamectin
Ipconazole



1-149
Abamectin
Metconazole



1-150
Abamectin
Diphenoconazole



1-151
Abamectin
Tebuconazole



1-152
Abamectin
Prothioconazole



1-153
Abamectin
Fluquinconazole



1-154
Abamectin
Triticonazole



1-155
Abamectin
Imazalil



1-156
Abamectin
Pencycuron



1-157
Abamectin
Prochloraz



1-158
Abamectin
Pyraclostrobin



1-159
Abamectin
Azoxystrobin



1-160
Abamectin
Trifloxystrobin



1-161
Abamectin
Metalaxyl



1-162
Abamectin
Metalaxyl-M



1-163
Abamectin
Fludioxonil



1-164
Abamectin
Thiram



1-165
Abamectin
Mancozeb



1-166
Abamectin
Flutolanil



1-167
Abamectin
Sedaxane



1-168
Abamectin
Penflufen



1-169
Abamectin
Fluxapyroxad



1-170
Abamectin

Bacillus firmus




1-171
Abamectin

Pasteuria penetrans




1-172
Abamectin
Thiodicarb



1-173
Abamectin
Tolclophos-methyl



1-174
Abamectin
Ethaboxam



1-175
Abamectin
Compound 4



1-176
Abamectin
Compound 2



1-177
Abamectin
Compound 3



1-178
Abamectin
Compound 1



1-179
Abamectin
Compound 5



1-180
Thiodicarb
Ipconazole



1-181
Thiodicarb
Metconazole



1-182
Thiodicarb
Diphenoconazole



1-183
Thiodicarb
Tebuconazole



1-184
Thiodicarb
Prothioconazole



1-185
Thiodicarb
Fluquinconazole



1-186
Thiodicarb
Triticonazole



1-187
Thiodicarb
Imazalil



1-188
Thiodicarb
Pencycuron



1-189
Thiodicarb
Prochloraz



1-190
Thiodicarb
Pyraclostrobin



1-191
Thiodicarb
Azoxystrobin



1-192
Thiodicarb
Trifloxystrobin



1-193
Thiodicarb
Metalaxyl



1-194
Thiodicarb
Metalaxyl-M



1-195
Thiodicarb
Fludioxonil



1-196
Thiodicarb
Thiram



1-197
Thiodicarb
Mancozeb



1-198
Thiodicarb
Flutolanil



1-199
Thiodicarb
Sedaxane



1-200
Thiodicarb
Penflufen



1-201
Thiodicarb
Fluxapyroxad



1-202
Thiodicarb

Bacillus firmus




1-203
Thiodicarb

Pasteuria penetrans




1-204
Thiodicarb
Tolclophos-methyl



1-205
Thiodicarb
Ethaboxam



1-206
Thiodicarb
Compound 4



1-207
Thiodicarb
Compound 2



1-208
Thiodicarb
Compound 3



1-209
Thiodicarb
Compound 1



1-210
Thiodicarb
Compound 5



1-211
Thiodicarb
Furametpyr



1-212
Metalaxyl
Ipconazole



1-213
Metalaxyl
Metconazole



1-214
Metalaxyl
Diphenoconazole



1-215
Metalaxyl
Tebuconazole



1-216
Metalaxyl
Prothioconazole



1-217
Metalaxyl
Fluquinconazole



1-218
Metalaxyl
Triticonazole



1-219
Metalaxyl
Imazalil



1-220
Metalaxyl
Pencycuron



1-221
Metalaxyl
Prochloraz



1-222
Metalaxyl
Pyraclostrobin



1-223
Metalaxyl
Azoxystrobin



1-224
Metalaxyl
Trifloxystrobin



1-225
Metalaxyl
Fludioxonil



1-226
Metalaxyl
Thiram



1-227
Metalaxyl
Flutolanil



1-228
Metalaxyl
Sedaxane



1-229
Metalaxyl
Penflufen



1-230
Metalaxyl
Fluxapyroxad



1-231
Metalaxyl

Bacillus firmus




1-232
Metalaxyl

Pasteuria penetrans




1-233
Metalaxyl
Tolclophos-methyl



1-234
Metalaxyl
Ethaboxam



1-235
Metalaxyl
Compound 4



1-236
Metalaxyl
Compound 2



1-237
Metalaxyl
Compound 3



1-238
Metalaxyl
Compound 1



1-239
Metalaxyl
Compound 5



1-240
Metalaxyl
Furametpyr



1-241
Metalaxyl-M
Ipconazole



1-242
Metalaxvl-M
Metconazole



1-243
Metalaxyl-M
Diphenoconazole



1-244
Metalaxyl-M
Tebuconazole



1-245
Metalaxyl-M
Prothioconazole



1-246
Meta axyl-M
Fluquinconazole



1-247
Metalaxyl-M
Triticonazole



1-248
Metalaxyl-M
Imazalil



1-249
Metalaxyl-M
Pencycuron



1-250
Metalaxyl-M
Prochloraz



1-251
Metalaxyl-M
Pyraclostrobin



1-252
Metalaxyl-M
Azoxystrobin



1-253
Metalaxyl-M
Trifloxystrobin



1-254
Metalaxyl-M
Fludioxonil



1-255
Metalaxyl-M
Thiram



1-256
Metalaxyl-M
Flutolanil



1-257
Metalaxyl-M
Sedaxane



1-258
Metalaxyl-M
Penflufen



1-259
Metalaxyl-M
Fluxapyroxad



1-260
Metalaxyl-M

Bacillus firmus




1-261
Metalaxyl-M

Pasteuria penetrans




1-262
Metalaxyl-M
Tolclophos-methyl



1-263
Metalaxyl-M
Ethaboxam



1-264
Metalaxyl-M
Compound 4



1-265
Metalaxyl-M
Compound 2



1-266
Metalaxyl-M
Compound 3



1-267
Metalaxyl-M
Compound 1



1-268
Metalaxyl-M
Compound 5



1-269
Metalaxyl-M
Furametpyr



1-270
Fludioxonil
Ipconazole



1-271
Fludioxonil
Metconazole



1-272
Fludioxonil
Diphenoconazole



1-273
Fludioxonil
Tebuconazole



1-274
Fludioxonil
Prothioconazole



1-275
Fludioxonil
Fluquinconazole



1-276
Fludioxonil
Triticonazole



1-277
Fludioxonil
Imazalil



1-278
Fludioxonil
Pencycuron



1-279
Fludioxonil
Prochloraz



1-280
Fludioxonil
Pyraclostrobin



1-281
Fludioxonil
Azoxystrobin



1-282
Fludioxonil
Trifloxystrobin



1-283
Fludioxonil
Thiram



1-284
Fludioxonil
Flutolanil



1-285
Fludioxonil
Sedaxane



1-286
Fludioxonil
Penflufen



1-287
Fludioxonil
Fluxapyroxad



1-288
Fludioxonil

Bacillus firmus




1-289
Fludioxonil

Pasteuria penetrans




1-290
Fludioxonil
Tolclophos-methyl



1-291
Fludioxonil
Ethaboxam



1-292
Fludioxonil
Compound 4



1-293
Fludioxonil
Compound 2



1-294
Fludioxonil
Compound 3



1-295
Fludioxonil
Compound 1



1-296
Fludioxonil
Compound 5



1-297
Fludioxonil
Furametpyr



1-299
Ipconazole
Pyraclostrobin



1-299
Ipconazole
Azoxystrobin



1-300
Ipconazole
Trifloxystrobin



1-301
Ipconazole
Thiram



1-302
Ipconazole
Flutolanil



1-303
Ipconazole
Sedaxane



1-304
Ipconazole
Penflufen



1-305
Ipconazole
Fluxapyroxad



1-306
Ipconazole

Bacillus firmus




1-307
Ipconazole

Pasteuria penetrans




1-308
Ipconazole
Tolclophos-methyl



1-309
Ipconazole
Ethaboxam



1-310
Ipconazole
Compound 4



1-311
Ipconazole
Compound 2



1-312
Ipconazole
Compound 3



1-313
Ipconazole
Compound 1



1-314
Ipconazole
Compound 5



1-315
Metconazole
Pyraclostrobin



1-316
Metconazole
Azoxystrobin



1-317
Metconazole
Trifloxystrobin



1-318
Metconazole
Thiram



1-319
Metconazole
Flutolanil



1-320
Metconazole
Sedaxane



1-321
Metconazole
Penflufen



1-322
Metconazole
Fluxapyroxad



1-323
Metconazole

Bacillus firmus




1-324
Metconazole

Pasteuria penetrans




1-325
Metconazole
Tolclophos-methyl



1-326
Metconazole
Ethaboxam



1-327
Metconazole
Compound 4



1-328
Metconazole
Compound 2



1-329
Metconazole
Compound 3



1-330
Metconazole
Compound 1



1-331
Metconazole
Compound 5



1-332
Diphenoconazole
Pyraclostrobin



1-333
Diphenoconazole
Azoxystrobin



1-334
Diphenoconazole
Trifloxystrobin



1-335
Diphenoconazole
Thiram



1-336
Diphenoconazole
Flutolanil



1-337
Diphenoconazole
Sedaxane



1-338
Diphenoconazole
Penflufen



1-339
Diphenoconazole
Fluxapyroxad



1-340
Diphenoconazole

Bacillus firmus




1-341
Diphenoconazole

Pasteuria penetrans




1-342
Diphenoconazole
Tolclophos-methyl



1-343
Diphenoconazole
Ethaboxam



1-344
Diphenoconazole
Compound 4



1-345
Diphenoconazole
Compound 2



1-346
Diphenoconazole
Compound 3



1-347
Diphenoconazole
Compound 1



1-348
Diphenoconazole
Compound 5



1-349
Prothioconazole
Pyraclostrobin



1-350
Prothioconazole
Azoxystrobin



1-351
Prothioconazole
Trifloxystrobin



1-352
Prothioconazole
Thiram



1-353
Prothioconazole
Flutolanil



1-354
Prothioconazole
Sedaxane



1-355
Prothioconazole
Penflufen



1-356
Prothioconazole
Fluxapyroxad



1-357
Prothioconazole

Bacillus firmus




1-358
Prothioconazole

Pasteuria penetrans




1-359
Prothioconazole
Tolclophos-methyl



1-360
Prothioconazole
Ethaboxam



1-361
Prothioconazole
Compound 4



1-362
Prothioconazole
Compound 2



1-363
Prothioconazole
Compound 3



1-364
Prothioconazole
Compound 1



1-365
Prothioconazole
Compound 5



1-366
Fipronil
Tefluthrin



1-367
Imidacloprid
Tefluthrin



1-368
Carboxin
Thiram



1-369
Pyraclostrobin
Fluxapyroxad



1-370
Flutolanil
Mancozeh



1-371
Fluquinconazole
Prochloraz





















TABLE 10







Number of





combination
Combinations of compounds




















2-1
Combination of 1-14
Pyraclostrobin



2-2
Combination of 1-14
Azoxystrobin



2-3
Combination of 1-14
Trifloxystrobin



2-4
Combination of 1-14
Compound 1



2-5
Combination of 1-14
Metconazole



2-6
Combination of 1-14
Prothioconazole



2-7
Combination of 1-14
Triticonazole



2-8
Combination of 1-14
Tebuconazole



2-9
Combination of 1-14
Diphenoconazole



2-10
Combination of 1-14
Ipconazole



2-11
Combination of 1-14
Thlophanate-methyl



2-12
Combination of 1-14
Fludioxonil



2-13
Combination of 1-14
Tolclophos-methyl



2-14
Combination of 1-14
Thiram



2-15
Combination of 1-14
Captan



2-16
Combination of 1-14
Carboxin



2-17
Combination of 1-14
Boscalid



2-18
Combination of 1-14
Thiabendazole



2-19
Combination of 1-14
Ethaboxam



2-20
Combination of 1-15
Pyraclostrobin



2-21
Combination of 1-15
Azoxystrobin



2-22
Combination of 1-15
Trifloxystrobin



2-23
Combination of 1-15
Compound 1



2-24
Combination of 1-15
Metconazole



2-25
Combination of 1-15
Prothioconazole



2-26
Combination of 1-15
Triticonazole



2-27
Combination of 1-15
Tebuconazole



2-28
Combination of 1-15
Diphenoconazole



2-29
Combination of 1-15
Ipconazole



2-30
Combination of 1-15
Thiophanate-methyl



2-31
Combination of 1-15
Fludioxonil



2-32
Combination of 1-15
Tolclophos-methyl



2-33
Combination of 1-15
Thiran



2-34
Combination of 1-15
Captan



2-35
Combination of 1-15
Carboxin



2-36
Combination of 1-15
Boscalid



2-37
Combination of 1-15
Thiabendazole



2-38
Combination of 1-15
Ethaboxam



2-39
Combination of 1-18
Pyraclostrobin



2-40
Combination of 1-18
Azoxystrobin



2-41
Combination of 1-18
Trifloxystrobin



2-42
Combination of 1-18
Compound 1



2-43
Combination of 1-18
Metconazole



2-44
Combination of 1-18
Prothioconazole



2-45
Combination of 1-18
Triticonazole



2-46
Combination of 1-18
Tebuconazole



2-47
Combination of 1-18
Diphenoconazole



2-48
Combination of 1-18
Ipconazole



2-49
Combination of 1-18
Thiophanate-methyl



2-50
Combination of 1-18
Fludioxonil



2-51
Combination of 1-18
Tolclophos-methyl



2-52
Combination of 1-13
Thiram



2-53
Combination of 1-18
Captan



2-54
Combination of 1-18
Carboxin



2-55
Combination of 1-18
Boscalid



2-56
Combination of 1-18
Thiabendazole



2-57
Combination of 1-28
Boscalid



2-58
Combination of 1-28
Metconazole



2-59
Combination of 1-28
Ipconazole



2-60
Combination of 1-28
Triticonazole



2-61
Combination of 1-28
Tebuconazole



2-62
Combination of 1-28
Thiabendazole



2-63
Combination of 1-28
Carboxin



2-64
Combination of 1-28
Penflufen



2-65
Combination of 1-28
Sedaxane



2-66
Combination of 1-28
Fluxapyroxad



2-67
Combination of 1-28
Fluopyram



2-68
Combination of 1-28
Thiram



2-69
Combination of 1-233
Metconazole



2-70
Combination of 1-27
Ipconazole



2-71
Combination of 1-14
Compound 5



2-72
Combination of 1-15
Compound 5



2-73
Combination of 1-28
Compound 5



2-74
Combination of 1-90
Fludioxonil



2-75
Combination of 1-91
Fludioxonil



2-76
Combination of 1-52
Pyraclostrobin



2-77
Combination of 1-53
Pyraclostrobin



2-78
Combination of 1-52
Trifloxystrobin



2-79
Combination of 1-53
Trifloxystrobin



2-80
Combination of 1-216
Penflufen



2-81
Combination of 1-4

Bacillus firmus




2-82
Combination of 1-52
Tebuconazole



2-83
Combination of 1-53
Tebuconazole



2-84
Combination of 1-42
Triazoxide



2-85
Combination of 1-52
Mycrobutanil



2-86
Combination of 1-53
Mycrobutanil


















TABLE 11





Number



of


combination
Combination of compounds



















3-1
Combination of 2-57
Pyraclostrobin
Compound 1



3-2
Combination of 2-57
Pyraclostrobin
Tolclophos-methyl


3-3
Combination of 2-57
Pyraclostrobin
Metconazole


3-4
Combination of 2-57
Pyraclostrobin
Metalaxyl


3-5
Combination of 2-17
Pyraclostrobin
Metconazole


3-6
Combination of 2-36
Pyraclostrobin
Metconazole


3-7
Combination of 2-17
Pyraclostrobin
Compound 1


3-8
Combination of 2-36
Pyraclostrobin
Compound 1


3-9
Combination of 2-17
Pyraclostrobin
Tolclophos-methyl


3-10
Combination of 2-36
Pyraclostrobin
Tolclophos-methyl


3-11
Combination of 2-10
Thiram


3-12
Combination of 2-14
Trifloxystrobin


3-13
Combination of 2-33
Trifloxystrobin


3-14
Combination of 2-24
Trifloxystrobin


3-15
Combination of 2-22
Compound 1


3-16
Combination of 2-23
Azoxystrobin


3-17
Combination of 2-23
Thiabendazole


3-18
Combination of 2-32
Trifloxystrobin


3-19
Combination of 2-32
Azoxystrobin


3-20
Combination of 2-32
Thiabendazole


3-21
Combination of 2-19
Trifloxystrobin
Compound 1


3-22
Combination of 2-19
Azoxystrobin
Compound 1


3-23
Combination of 2-29
Thiram
Compound 1


3-24
Combination of 2-29
Tolclophos-methyl


3-25
Combination of 2-5
Ethaboxam
Compound 1


3-26
Combination of 2-58
Compound 1


3-27
Combination of 2-58
Diphenoconazole


3-28
Combination of 2-5
Diphenoconazole


3-29
Combination of 2-24
Diphenoconazole


3-30
Combination of 2-59
Diphenoconazole


3-31
Combination of 2-60
Diphenoconazole


3-32
Combination of 2-61
Diphenoconazole


3-33
Combination of 2-62
Diphenoconazole


3-34
Combination of 2-63
Diphenoconazole


3-35
Combination of 2-64
Diphenoconazole


3-36
Combination of 2-65
Diphenoconazole


3-37
Combination of 2-66
Diphenoconazole


3-38
Combination of 2-67
Diphenoconazole


3-39
Combination of 2-68
Diphenoconazole


3-40
Combination of 2-19
Metconazole
Diphenoconazole


3-41
Combination of 2-19
Ipconazole
Diphenoconazole


3-42
Combination of 2-19
Triticonazole
Diphenoconazole


3-43
Combination of 2-19
Tebuconazole
Diphenoconazole


3-44
Combination of 2-19
Thiabendazole
Diphenoconazole


3-45
Combination of 2-19
Carboxin
Diphenoconazole


3-46
Combination of 2-19
Penflufen
Diphenoconazole


3-47
Combination of 2-19
Sedaxane
Diphenoconazole


3-48
Combination of 2-19
Fluxapyroxad
Diphenoconazole


3-49
Combination of 2-19
Fluopyram
Diphenoconazole


3-50
Combination of 2-19
Thiram
Diphenoconazole


3-51
Combination of 2-17
Pyraclostrobin
Ipconazole


3-52
Combination of 2-36
Pyraclostrobin
Ipconazole


3-53
Combination of 2-57
Pyraclostrobin
Ipconazole


3-54
Combination of 2-10
Trifloxystrobin


3-55
Combination of 2-29
Trifloxystrobin


3-56
Combination of 2-59
Trifloxystrobin


3-57
Combination of 2-19
Ipconazole
Trifloxystrobin


3-58
Combination of 2-29
Azoxystrobin


3-59
Combination of 2-59
Azoxystrobin


3-60
Combination of 2-19
Ipconazole
Azoxystrobin


3-61
Combination of 2-5
Compound 1
Carboxin


3-62
Combination of 2-5
Compound 1
Penflufen


3-63
Combination of 2-5
Compound 1
Sedaxane


3-64
Combination of 2-5
Compound 1
Fluxapyroxad


3-65
Combination of 2-5
Compound 1
Fluopyram


3-66
Combination of 2-5
Compound 1
Oxycarboxin


3-67
Combination of 2-5
Compound 1
Thifluzamide


3-68
Combination of 2-5
Compound 1
Flutolanil


3-69
Combination of 2-5
Compound 1
Pencycuron


3-70
Combination of 2-5
Compound 1
Fludioxonil


3-71
Combination of 2-32
Compound 1
Metconazole


3-72
Combination of 2-32
Compound 1
Tebuconazole


3-73
Combination of 2-32
Compound 1
Diphenoconazole


3-74
Combination of 2-32
Compound 1
Triticonazole


3-75
Combination of 2-32
Compound 1
Imazalil


3-76
Combination of 2-32
Compound 1
Triadimenol


3-77
Combination of 2-32
Compound 1
Fluquinconazole


3-78
Combination of 2-32
Compound 1
Prochloraz


3-79
Combination of 2-32
Compound 1
Prothioconazole


3-80
Combination of 2-32
Compound 1
Diniconazole


3-81
Combination of 2-32
Compound 1
Diniconazole-M


3-82
Combination of 2-32
Compound 1
Ipconazole


3-83
Combination of 2-32
Compound 1
Cyproconazole


3-84
Combination of 2-32
Compound 1
Tetraconazole


3-85
Combination of 2-32
Compound 1
Carboxin


3-86
Combination of 2-32
Compound 1
Penflufen


3-87
Combination of 2-32
Compound 1
Sedaxane


3-88
Combination of 2-32
Compound 1
Fluxapyroxad


3-89
Combination of 2-32
Compound 1
Fluopyrm


3-90
Combination of 2-32
Compound 1
Oxycarboxin


3-91
Combination of 2-32
Compound 1
Fludioxonil


3-92
Combination of 2-32
Compound 1
Thiram


3-93
Combination of 2-32
Compound 1
Captan


3-94
Combination of 2-32
Compound 1
Thiophanate-methyl


3-95
Combination of 2-32
Compound 1
Thiabendazole


3-96
Combination of 2-13
Compound 1
Metconazole


3-97
Combination of 2-13
Compound 1
Tebuconazole


3-98
Combination of 2-13
Compound 1
Diphenoconazole


3-99
Combination of 2-13
Compound 1
Triticonazole


3-100
Combination of 2-13
Compound 1
Imazalil


3-101
Combination of 2-13
Compound 1
Triadimenol


3-102
Combination of 2-13
Compound 1
Fluquinconazole


3-103
Combination of 2-13
Compound 1
Prochloraz


3-104
Combination of 2-13
Compound 1
Prothioconazole


3-105
Combination of 2-13
Compound 1
Diniconazole


3-106
Combination of 2-13
Compound 1
Diniconazole-M


3-107
Combination of 2-13
Compound 1
Ipconazole


3-108
Combination of 2-13
Compound 1
Cyproconazole


3-109
Combination of 2-13
Compound 1
Tetraconazole


3-110
Combination of 2-13
Compound 1
Carboxin


3-111
Combination of 2-13
Compound 1
Penflufen


3-112
Combination of 2-13
Compound 1
Sedaxane


3-113
Combination of 2-13
Compound 1
Fluxapyroxad


3-114
Combination of 2-13
Compound 1
Fluopyram


3-115
Combination of 2-13
Compound 1
Oxycarboxin


3-116
Combination of 2-13
Compound 1
Fludioxonil


3-117
Combination of 2-13
Compound 1
Thiram


3-118
Combination of 2-13
Compound 1
Captan


3-119
Combination of 2-13
Compound 1
Thiophanate-methyl


3-120
Combination of 2-13
Compound 1
Thiabendazole


3-121
Combination of 2-69
Compound 1
Oxadixyl


3-122
Combination of 2-69
Compound 1
Hymexazol


3-123
Combination of 2-69
Compound 1
Fenamidone


3-124
Combination of 2-69
Compound 1
Cymoxanil


3-125
Combination of 2-69
Compound 1
Fluopicolide


3-126
Combination of 2-70
Carboxin


3-127
Combination of 2-10
Tolclophos-methyl
Carboxin


3-128
Combination of 2-10
Tolclophos-methyl
Penflufen


3-129
Combination of 2-10
Tolclophos-methyl
Sedaxane


3-130
Combination of 2-10
Tolclophos-methyl
Fluxapyroxad


3-131
Combination of 2-10
Tolclophos-methyl
Fluopyram


3-132
Combination of 2-5
Tolclophos-methyl


3-133
Combination of 2-5
Tolclophos-methyl
Azoxystrobin


3-134
Combination of 2-5
Tolclophos-methyl
Fluoxastrobin


3-135
Combination of 2-5
Tolclophos-methyl
Trifloxystrobin


3-136
Combination of 2-5
Tolclophos-methyl
Pyraclostrobin


3-137
Combination of 2-5
Tolclophos-methyl
Orysastrobin


3-138
Combination of 2-5
Tolclophos-methyl
Carboxin


3-139
Combination of 2-5
Tolclophos-methyl
Oxycarboxin


3-140
Combination of 2-5
Tolclophos-methyl
Fludioxonil


3-141
Combination of 2-5
Tolclophos-methyl
Thiram


3-142
Combination of 2-5
Tolclophos-methyl
Captan


3-143
Combination of 2-5
Tolclophos-methyl
Thiophanate-methyl


3-144
Combination of 2-5
Tolclophos-methyl
Thiabendazole


3-145
Combination of 2-5
Ethaboxam


3-146
Combination of 2-5
Ethaboxam
Tolclophos-methyl


3-147
Combination of 2-38
Compound 1
Compound 2


3-148
Combination of 2-19
Compound 1
Compound 2


3-149
Combination of 2-19
Compound 5
Compound 2


3-150
Combination of 2-38
Compound 5
Compound 2


3-151
Combination of 2-19
Ipconazole
Compound 3


3-152
Combination of 2-38
Ipconazole
Compound 3


3-153
Combination of 2-19
Metconazole
Compound 3


3-154
Combination of 2-38
Metconazole
Compound 3


3-155
Combination of 2-19
Tolclophos-methyl
Compound 3


3-156
Combination of 2-38
Tolclophos-methyl
Compound 3


3-157
Combination of 2-19
Compound 1
Compound 3


3-158
Combination of 2-38
Compound 1
Compound 3


3-159
Combination of 2-19
Compound 1
Compound 3


3-160
Combination of 2-38
Compound 1
Compound 3


3-161
Combination of 2-19
Compound 5
Compound 3


3-162
Combination of 2-38
Fludioxonil
Compound 3


3-163
Combination of 2-38
Compound 5
Compound 3


3-164
Combination of 2-19
Tolclophos-methyl
Compound 4


3-165
Combination of 2-38
Metconazole
Compound 4


3-166
Combination of 2-38
Compound 4
Compound 5


3-167
Combination of 2-38
Compound 4
Compound 1


3-168
Combination of 2-19
Ipconazole
Compound 4


3-169
Combination of 2-19
Compound 4
Compound 5


3-170
Combination of 2-19
Boscalid
Pyraclostrobin
Metconazole


3-171
Combination of 2-19
Boscalid
Pyraclostrobin
Ipconazole


3-172
Combination of 2-38
Boscalid
Pyraclostrobin
Metconazole


3-173
Combination of 2-19
Boscalid
Pyraclostrobin
Compound 1


3-174
Combination of 2-38
Boscalid
Pyraclostrobin
Compound 1


3-175
Combination of 2-19
Boscalid
Pyraclostrobin
Tolclophos-methyl


3-176
Combination of 2-38
Boscalid
Pyraclostrobin
Tolclophos-methyl


3-177
Combination of 2-32
Compound 1
Metconazole
Oxadixyl


3-178
Combination of 2-32
Compound 1
Metconazole
Hymexazol


3-179
Combination of 2-32
Compound 1
Metconazole
Fenamidone


3-180
Combination of 2-32
Compound 1
Metconazole
Cymoxanil


3-181
Combination of 2-32
Compound 1
Metconazole
Fluopicolide


3-182
Combination of 2-13
Compound 1
Metconazole
Oxadixyl


3-183
Combination of 2-13
Compound 1
Metconazole
Hymexazol


3-184
Combination of 2-13
Compound 1
Metconazole
Fenamidone


3-185
Combination of 2-13
Compound 1
Metconazole
Cymoxanil


3-186
Combination of 2-13
Compound 1
Metconazole
Fluopicolide


3-187
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Azoxystrobin


3-188
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Fluoxastrobin


3-189
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Trifloxystrobin


3-190
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Pyraclostrobin


3-191
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Orysastrobin


3-192
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Carboxin


3-193
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Penflufen


3-194
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Sedaxane


3-195
Combination of 2-5
Ethaboxam
Tolclophos-methyl
Fluxapyroxad


3-196
Combination of 2-19
Ipconazole
Compound 2
Fluopyram


3-197
Combination of 2-38
Ipconazole
Compound 2
Oxycarboxin


3-198
Combination of 2-19
Metconazole
Compound 2
Fludioxonil


3-199
Combination of 2-38
Metconazole
Compound 2
Thiram


3-200
Combination of 2-19
Tolclophos-methyl
Compound 2
Captan


3-201
Combination of 2-38
Tolclophos-methyl
Compound 2
Thiophanate-methyl


3-202
Combination of 2-19
Compound 1
Compound 2
Thiabendazole


3-203
Combination of 2-72
Metconazole


3-204
Combination of 2-71
Metconazole


3-205
Combination of 2-73
Diphenoconazole


3-206
Combination of 2-73
Triticonazole


3-207
Combination of 2-73
Tebuconazole


3-208
Combination of 2-73
Thiabendazole


3-209
Combination of 2-73
Carboxin


3-210
Combination of 2-73
Thiram


3-211
Combination of 2-73
Captan


3-212
Combination of 2-71
Compound 1


3-213
Combination of 2-72
Compound 1


3-214
Combination of 2-73
Compound 1


3-215
Combination of 2-71
Tolclophos-methyl


3-216
Combination of 2-72
Tolclophos-methyl


3-217
Combination of 2-71
Captan


3-218
Combination of 2-72
Captan


3-219
Combination of 2-71
Ethaboxam
Metconazole


3-220
Combination of 2-71
Ethaboxam
Compound 1


3-221
Combination of 2-71
Ethaboxam
Tolclophos-methyl


3-222
Combination of 2-73
Tolclophos-methyl


3-223
Combination of 2-71
Ethaboxam
Ipconazole


3-224
Combination of 2-71
Ethaboxam
Diphenoconazole


3-225
Combination of 2-71
Ethaboxam
Triticonazole


3-226
Combination of 2-71
Ethaboxam
Tebuconazole


3-227
Combination of 2-71
Ethaboxam
Thiabendazole


3-228
Combination of 2-71
Ethaboxam
Carboxin


3-229
Combination of 2-71
Ethaboxam
Thiram


3-230
Combination of 2-71
Ethaboxam
Captan


3-231
Combination of 2-73
Ipconazole


3-232
Combination of 2-71
Fludioxonil
Azoxystrobin
Prothioconazole


3-233
Combination of 2-71
Fludioxonil
Pyraclostrobin
Prothioconazole


3-234
Combination of 2-71
Fludioxonil
Trifloxystrobin
Prothioconazole


3-235
Combination of 2-71
Fludioxonil
Fluoxastrobin
Prothioconazole


3-236
Combination of 2-71
Fludioxonil
Azoxystrobin
Triticonazole


3-237
Combination of 2-71
Fludioxonil
Pyraclostrobin
Triticonazole


3-238
Combination of 2-71
Fludioxonil
Trifloxystrobin
Triticonazole


3-239
Combination of 2-71
Fludioxonil
Fluoxastrobin
Triticonazole


3-240
Combination of 2-71
Fludioxonil
Azoxystrobin
Tebuconazole


3-241
Combination of 2-71
Fludioxonil
Pyraclostrobin
Tebuconazole


3-242
Combination of 2-71
Fludioxonil
Trifloxystrobin
Tebuconazole


3-243
Combination of 2-71
Fludioxonil
Fluoxastrobin
Tebuconazole


3-244
Combination of 2-71
Fludioxonil
Azoxystrobin
Diphenoconazole


3-245
Combination of 2-71
Fludioxonil
Pyraclostrobin
Diphenoconazole


3-246
Combination of 2-71
Fludioxonil
Trifloxystrobin
Diphenoconazole


3-247
Combination of 2-71
Fludioxonil
Fluoxastrobin
Diphenoconazole


3-248
Combination of 2-72
Fludioxonil
Azoxystrobin
Prothioconazole


3-249
Combination of 2-72
Fludioxonil
Pyraclostrobin
Prothioconazole


3-250
Combination of 2-72
Fludioxonil
Trifloxystrobin
Prothioconazole


3-251
Combination of 2-72
Fludioxonil
Fluoxastrobin
Prothioconazole


3-252
Combination of 2-72
Fludioxonil
Azoxystrobin
Triticonazole


3-253
Combination of 2-72
Fludioxonil
Pyraclostrobin
Triticonazole


3-254
Combination of 2-72
Fludioxonil
Trifloxystrobin
Triticonazole


3-255
Combination of 2-72
Fludioxonil
Fluoxastrobin
Triticonazole


3-256
Combination of 2-72
Fludioxonil
Azoxystrobin
Tebuconazole


3-257
Combination of 2-72
Fludioxonil
Pyraclostrobin
Tebuconazole


3-258
Combination of 2-72
Fludioxonil
Trifloxystrobin
Tebuconazole


3-259
Combination of 2-72
Fludioxonil
Fluoxastrobin
Tebuconazole


3-260
Combination of 2-72
Fludioxonil
Azoxystrobin
Diphenoconazole


3-261
Combination of 2-72
Fludioxonil
Pyraclostrobin
Diphenoconazole


3-262
Combination of 2-72
Fludioxonil
Trifloxystrobin
Diphenoconazole


3-263
Combination of 2-72
Fludioxonil
Fluoxastrobin
Diphenoconazole


3-264
Combination of 2-71
Compound 1
Compound 2


3-265
Combination of 2-71
Pyraclostrobin
Compound 2


3-266
Combination of 2-71
Azoxystrobin
Compound 2


3-267
Combination of 2-71
Trifloxystrobin
Compound 2


3-268
Combination of 2-71
Metconazole
Compound 2


3-269
Combination of 2-71
Prothioconazole
Compound 2


3-270
Combination of 2-71
Triticonazole
Compound 2


3-271
Combination of 2-71
Tebuconazole
Compound 2


3-272
Combination of 2-71
Diphenoconazole
Compound 2


3-273
Combination of 2-71
Ipconazole
Compound 2


3-274
Combination of 2-71
Thiophanate-methyl
Compound 2


3-275
Combination of 2-71
Fludioxonil
Compound 2


3-276
Combination of 2-71
Tolclophos-methyl
Compound 2


3-277
Combination of 2-71
Thiuram
Compound 2


3-278
Combination of 2-71
Captan
Compound 2


3-279
Combination of 2-71
Carboxin
Compound 2


3-280
Combination of 2-71
Penflufen
Compound 2


3-281
Combination of 2-71
Sedaxane
Compound 2


3-282
Combination of 2-71
Fluxapyroxad
Compound 2


3-283
Combination of 2-71
Fluopyram
Compound 2


3-284
Combination of 2-71
Boscalid
Compound 2


3-285
Combination of 2-71
Thiabendazole
Compound 2


3-286
Combination of 2-72
Compound 1
Compound 2


3-287
Combination of 2-72
Pyraclostrobin
Compound 2


3-288
Combination of 2-72
Azoxystrobin
Compound 2


3-289
Combination of 2-72
Trifloxystrobin
Compound 2


3-290
Combination of 2-72
Metconazole
Compound 2


3-291
Combination of 2-72
Prothioconazole
Compound 2


3-292
Combination of 2-72
Triticonazole
Compound 2


3-293
Combination of 2-72
Tebuconazole
Compound 2


3-294
Combination of 2-72
Diphenoconazole
Compound 2


3-295
Combination of 2-72
Ipconazole
Compound 2


3-296
Combination of 2-72
Thiophanate-methyl
Compound 2


3-297
Combination of 2-72
Fludioxonil
Compound 2


3-298
Combination of 2-72
Tolclophos-methyl
Compound 2


3-299
Combination of 2-72
Thiuram
Compound 2


3-300
Combination of 2-72
Captan
Compound 2


3-301
Combination of 2-72
Carboxin
Compound 2


3-302
Combination of 2-72
Penflufen
Compound 2


3-303
Combination of 2-72
Sedaxane
Compound 2


3-304
Combination of 2-72
Fluxapyroxad
Compound 2


3-305
Combination of 2-72
Fluopyram
Compound 2


3-306
Combination of 2-72
Boscalid
Compound 2


3-307
Combination of 2-72
Thiabendazole
Compound 2


3-308
Combination of 2-71
Compound 1
Compound 3


3-309
Combination of 2-71
Pyraclostrobin
Compound 3


3-310
Combination of 2-71
Azoxystrobin
Compound 3


3-311
Combination of 2-71
Trifloxystrobin
Compound 3


3-312
Combination of 2-71
Metconazole
Compound 3


3-313
Combination of 2-71
Prothioconazole
Compound 3


3-314
Combination of 2-71
Triticonazole
Compound 3


3-315
Combination of 2-71
Tebuconazole
Compound 3


3-316
Combination of 2-71
Diphenoconazole
Compound 3


3-317
Combination of 2-71
Ipconazole
Compound 3


3-318
Combination of 2-71
Thiophanate-methyl
Compound 3


3-319
Combination of 2-71
Fludioxonil
Compound 3


3-320
Combination of 2-71
Tolclophos-methyl
Compound 3


3-321
Combination of 2-71
Thiuram
Compound 3


3-322
Combination of 2-71
Captan
Compound 3


3-323
Combination of 2-71
Carboxin
Compound 3


3-324
Combination of 2-71
Penflufen
Compound 3


3-325
Combination of 2-71
Sedaxane
Compound 3


3-326
Combination of 2-71
Fluxapyroxad
Compound 3


3-327
Combination of 2-71
Fluopyram
Compound 3


3-328
Combination of 2-71
Boscalid
Compound 3


3-329
Combination of 2-71
Thiabendazole
Compound 3


3-330
Combination of 2-72
Compound 1
Compound 3


3-331
Combination of 2-72
Pyraclostrobin
Compound 3


3-332
Combination of 2-72
Azoxystrobin
Compound 3


3-333
Combination of 2-72
Trifloxystrobin
Compound 3


3-334
Combination of 2-72
Metconazole
Compound 3


3-335
Combination of 2-72
Prothioconazole
Compound 3


3-336
Combination of 2-72
Triticonazole
Compound 3


3-337
Combination of 2-72
Tebuconazole
Compound 3


3-338
Combination of 2-72
Diphenoconazole
Compound 3


3-339
Combination of 2-72
Ipconazole
Compound 3


3-340
Combination of 2-72
Thiophanate-methyl
Compound 3


3-341
Combination of 2-72
Fludioxonil
Compound 3


3-342
Combination of 2-72
Tolclophos-methyl
Compound 3


3-343
Combination of 2-72
Thiuram
Compound 3


3-344
Combination of 2-72
Captan
Compound 3


3-345
Combination of 2-72
Carboxin
Compound 3


3-346
Combination of 2-72
Penflufen
Compound 3


3-347
Combination of 2-72
Sedaxane
Compound 3


3-348
Combination of 2-72
Fluxapyroxad
Compound 3


3-349
Combination of 2-72
Fluopyram
Compound 3


3-350
Combination of 2-72
Boscalid
Compound 3


3-351
Combination of 2-72
Thiabendazole
Compound 3


3-352
Combination of 2-71
Compound 1
Compound 4


3-353
Combination of 2-71
Pyraclostrobin
Compound 4


3-354
Combination of 2-71
Azoxystrobin
Compound 4


3-355
Combination of 2-71
Trifloxystrobin
Compound 4


3-356
Combination of 2-71
Metconazole
Compound 4


3-357
Combination of 2-71
Prothioconazole
Compound 4


3-358
Combination of 2-71
Triticonazole
Compound 4


3-359
Combination of 2-71
Tebuconazole
Compound 4


3-360
Combination of 2-71
Diphenoconazole
Compound 4


3-361
Combination of 2-71
Ipconazole
Compound 4


3-362
Combination of 2-71
Thiophanate-methyl
Compound 4


3-363
Combination of 2-71
Fludioxonil
Compound 4


3-364
Combination of 2-71
Tolclophos-methyl
Compound 4


3-365
Combination of 2-71
Thiuram
Compound 4


3-366
Combination of 2-71
Captan
Compound 4


3-367
Combination of 2-71
Carboxin
Compound 4


3-368
Combination of 2-71
Penflufen
Compound 4


3-369
Combination of 2-71
Sedaxane
Compound 4


3-370
Combination of 2-71
Fluxapyroxad
Compound 4


3-371
Combination of 2-71
Fluopyram
Compound 4


3-372
Combination of 2-71
Boscalid
Compound 4


3-373
Combination of 2-71
Thiabendazole
Compound 4


3-374
Combination of 2-72
Compound 1
Compound 4


3-375
Combination of 2-72
Pyraclostrobin
Compound 4


3-376
Combination of 2-72
Azoxystrobin
Compound 4


3-377
Combination of 2-72
Trifloxystrobin
Compound 4


3-378
Combination of 2-72
Metconazole
Compound 4


3-379
Combination of 2-72
Prothioconazole
Compound 4


3-380
Combination of 2-72
Triticonazole
Compound 4


3-381
Combination of 2-72
Tebuconazole
Compound 4


3-382
Combination of 2-72
Diphenoconazole
Compound 4


3-383
Combination of 2-72
Ipconazole
Compound 4


3-384
Combination of 2-72
Thiophanate-methyl
Compound 4


3-385
Combination of 2-72
Fludioxonil
Compound 4


3-386
Combination of 2-72
Tolclophos-methyl
Compound 4


3-387
Combination of 2-72
Thiuram
Compound 4


3-388
Combination of 2-72
Captan
Compound 4


3-389
Combination of 2-72
Carboxin
Compound 4


3-390
Combination of 2-72
Penflufen
Compound 4


3-391
Combination of 2-72
Sedaxane
Compound 4


3-392
Combination of 2-72
Fluxapyroxad
Compound 4


3-393
Combination of 2-72
Fluopyram
Compound 4


3-394
Combination of 2-72
Boscalid
Compound 4


3-395
Combination of 2-72
Thiabendazole
Compound 4


3-396
Combination of 2-74
Azoxystrobin
Abamectin
Sedaxane


3-397
Combination of 2-75
Azoxystrobin
Abamectin
Sedaxane


3-398
Combination of 2-76
Fluxapyroxad


3-399
Combination of 2-77
Fluxapyroxad


3-400
Combination of 2-81
Fluxapyroxad


3-401
Combination of 2-78
Penflufen


3-402
Combination of 2-79
Penflufen


3-403
Fipronil
Pyraclostrobin
Thiophanate-methyl
Fluxapyroxad


3-404
Fluoxastrobin
Prothioconazole
Tebuconazole
Triazoxide


3-405
Combination of 3-398
Sedaxane


3-406
Combination of 3-399
Sedaxane


3-407
Combination of 2-85
Trifloxystrobin
Fluxapyroxad
Thiodicarb


3-408
Combination of 2-86
Trifloxystrobin
Fluxapyroxad
Thiodicarb


3-409
Combination of 2-85
Pyraclostrobin
Fluxapyroxad
Thiodicarb


3-410
Combination of 2-86
Pyraclostrobin
Fluxapyroxad
Thiodicarb









According to the method of controlling pests of the present invention, pests in clop fields can be efficiently controlled.

Claims
  • 1. A method of controlling weeds in a crop field, the method including treating the crop field with crystal of flumioxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more compounds selected from the following group B; Group B: neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators, wherein the crystal of flumioxazin is one or more selected from the group consisting of 1st crystal, 2nd crystal, 3rd crystal, 4th crystal, 5th crystal, 6th crystal and 7th crystal,each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 2θ values (°) shown in the corresponding right column of Table 1,
  • 2. A method of controlling pests in a crop field, the method including the steps of: treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with one or more compounds selected from the group B;
  • 3. The control method according to claim 1, wherein the group B is the following compounds: group B: B-1, neonicotinoid type compounds: clothianidin, thiamethoxam, imidacloprid, dinotefuran, nitenpyram, acetamiprid, and thiacloprid;diamide type compounds: flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I):
  • 4. The control method according to claim 1, wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.
  • 5. The control method according to claim 2, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 6. The control method according to claim 2, wherein the pests are weeds.
  • 7. The control method according to claim 2, wherein the group B is the following compounds: group B: B-1, neonicotinoid type compounds: clothianidin, thiamethoxam, imidacloprid, dinotefuran, nitenpyram, acetamiprid, and thiacloprid;diamide type compounds: flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I):
  • 8. The control method according to claim 2, wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.
  • 9. The control method according to claim 3, wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.
  • 10. The control method according to claim 7, wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables.
  • 11. The control method according to claim 3, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 12. The control method according to claim 4, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 13. The control method according to claim 7, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 14. The control method according to claim 8, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 15. The control method according to claim 9, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 16. The control method according to claim 10, wherein the pests are weeds and/or arthropods and/or plant pathogens.
  • 17. The control method according to claim 3, wherein the pests are weeds.
  • 18. The control method according to claim 4, wherein the pests are weeds.
  • 19. The control method according to claim 7, wherein the pests are weeds.
  • 20. The control method according to claim 8, wherein the pests are weeds.