JP5940368B2 - Disinfectant composition and method for controlling plant diseases - Google Patents

Description

  TECHNICAL FIELD The present invention relates to a fungicidal composition useful as an agricultural and horticultural fungicide having a significantly improved control effect on plant diseases, and a method for controlling plant diseases using the composition.

Patent Document 1 describes that a benzoylpyridine derivative, which is an active ingredient of the fungicide composition of the present invention, is useful as a fungicide, and can be used in combination with other fungicides as needed. There is a description. Patent Documents 2 and 3 describe that a fungicidal composition having an excellent synergistic effect can be obtained by mixing the benzoylpyridine derivative and a specific other fungicide.
Patent Document 4 and Non-Patent Document 1 describe that captan, which is an active ingredient of the fungicidal composition of the present invention, is useful for plant diseases.
However, it is not known that the fungicidal composition of the present invention has a remarkably excellent bactericidal effect.

International Publication WO 02/02527 International Publication WO 2005/041663 International Publication WO 2010/002026 US Pat. No. 2,553,770

The Pesticide Manual (15th edition; BRITISH CROP PROTECTION COUNCIL) pp.154-156

  The benzoylpyridine derivative and captan, which are the active ingredients of the fungicidal composition of the present invention, may not be sufficient for a specific plant disease or may have a relatively short residual effect in controlling the plant disease. Depending on the application situation, there may be a practically insufficient control effect against plant diseases.

  As a result of studies to solve the above-mentioned problems, the present inventors have found that (a) 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine Alternatively, when the salt and (b) captan are used in combination, the present invention has been completed by obtaining the knowledge that an unprecedented excellent bactericidal effect can be obtained as compared with the case where each compound is used alone. .

  That is, the present invention relates to (a) 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine or a salt thereof (hereinafter simply referred to as component (a)). And (b) captan (hereinafter also simply referred to as component (b)) as active ingredients. The present invention also relates to a method for controlling plant diseases, which comprises applying the fungicidal composition to plants.

  The fungicidal composition of the present invention exhibits a synergistic effect on plant diseases more than the addition of each individual bactericidal effect in an additive manner. According to the bactericidal composition of the present invention, a highly active agricultural and horticultural bactericidal agent having a broader bactericidal spectrum is provided because it has a synergistic control effect against plant diseases that are not sufficiently bactericidal alone. it can.

The component (a) of the present invention, 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine, is disclosed in Patent Document 1 and Patent Document 2 described above. It can be obtained by the manufactured method. This is also a compound known by the general name pyriofenone.
Component (a) may be a salt, an agricultural and horticulturally acceptable salt, for example an inorganic acid salt such as hydrochloride, perchlorate, sulfate or nitrate; acetate, fumarate or methanesulfonic acid Organic acid salts such as salts can be formed.

  The captan which is the component (b) of the present invention is a compound described in pages 154 to 156 of The Pesticide Manual (15th edition; BRITISH CROP PROTECTION COUNCIL), and the captan is applied to various plant diseases. It also describes what you can do. However, this document does not describe that captan can be applied to powdery mildew, and it is known that captan has no activity against powdery mildew.

  The fungicide composition of the present invention is particularly useful as an agricultural and horticultural fungicide. Examples of agricultural and horticultural fungicides include wheat powdery mildew, red mold disease, rust disease, snow rot, naked ear disease, eye spot disease, leaf blight, dry blight; citrus black spot disease, and so on Downy mildew; apple moniliosis, powdery mildew, spotted leaf disease, black spot disease, anthracnose, brown spot disease, ring rot, soot spot disease, soot spot disease, black spot disease; pear black star disease, black spot disease , Powdery mildew, plague; pear ring-shaped disease, powdery mildew; peach blight, black scab, fomoposis rot; grape black rot, late rot, powdery mildew, downy mildew, gray Mold disease, brown spot disease, branch swelling; oyster anthracnose, leaf fall, powdery mildew, soot spot disease; cucurbit anthracnose, powdery mildew, vine blight, downy mildew, plague, brown spot Disease: Tomato ring-rot, leaf mold, plague, gray mold, powdery mildew; cruciferous vegetable black spot; potato summer plague, plague; strawberry powdery mildew, gray mold It is effective in controlling plant diseases such as gray mold disease, powdery mildew disease of various crops, etc., especially wheat, fruit trees (especially apples, pears, pears), vegetables (especially , Cucumbers and tomatoes). It is also effective for controlling soil diseases caused by phytopathogenic fungi such as Fusarium, Psium, Rhizoctonia, Verticillium, and Plasmodiohora.

  The component (a) and component (b) constituting the fungicide composition of the present invention are mixed with various adjuvants in the same manner as conventional agricultural chemical preparations, and are powdered, granulated, granulated wettable powder, wettable powder , Aqueous suspensions, oil suspensions, aqueous solvents, emulsions, solutions, pastes, aerosols, microdispersions, etc. Any formulation form commonly used in the art can be used. Adjuvants used in the formulation include solid carriers such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, kaolinite and sericite, clay, sodium carbonate, sodium bicarbonate, sodium sulfate, zeolite, starch, etc. Solvent such as water, toluene, xylene, solvent naphtha, dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene, cyclohexane, dimethyl sulfoxide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, alcohol; fatty acid salt, benzoic acid Acid salt, alkyl sulfosuccinate, dialkyl sulfosuccinate, polycarboxylate, alkyl sulfate ester, alkyl sulfate, alkyl aryl sulfate, alkyl diglycol ether sulfate, alcohol sulfate Ester salt, alkyl sulfonate, alkyl aryl sulfonate, aryl sulfonate, lignin sulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate ester salt, alkyl aryl phosphate, styryl aryl phosphorus Acid salt, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl aryl phosphate, Anionic surfactants and spreading agents such as naphthalene sulfonic acid formalin condensate salts; sorbitan fatty acid esters, glycerin fatty acid esters, fatty acid polyglycerides, Fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, oxyalkylene block polymer, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl aryl ether, polyoxyethylene glycol alkyl ether, polyoxyethylene fatty acid ester , Nonionic surfactants and spreading agents such as polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxypropylene fatty acid ester; olive oil, kapok oil, castor oil, palm Oil, coconut oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, persimmon oil, liquid paraffin Examples include vegetable oils such as fins and mineral oils. These adjuvants can be selected from those known in the art without departing from the object of the present invention. In addition, various commonly used adjuvants such as extenders, thickeners, anti-settling agents, antifreezing agents, dispersion stabilizers, safeners, and antifungal agents can also be used. The mixing ratio of the components (a) and (b) and the various auxiliary agents is generally 0.005: 99.995 to 95: 5, preferably 0.2: 99.8 to 90:10, as the mixing weight ratio. In actual use of these preparations, they can be used as they are, or diluted to a predetermined concentration with a diluent such as water, and various spreaders can be added as necessary.

  In addition, in the fungicide composition of the present invention, other agricultural chemicals such as fungicides, insecticides, acaricides, nematicides, soil insecticides, antiviral agents, attractants, herbicides, plant growth preparations Etc. can be further mixed, and in this case, a more excellent effect may be exhibited.

In the above-mentioned other agricultural chemicals, as an active ingredient compound of a bactericide (generic name; including some pending applications or Japan Plant Protection Association test code), for example,
Anilinopyrimidine compounds such as mepanipyrim, pyrimethanil, cyprodinil;
Tria such as 5-chloro-7- (4-methylpiperidin-1-yl) -6- (2,4,6-trifluorophenyl) [1,2,4] triazolo [1,5-a] pyrimidine Zolopyrimidine compounds;
Pyridinamine compounds such as fluazinam;
Triadimefon, bitertanol, triflumizole, etaconazole, propiconazole, penconazole, flusilazole, microbutanil, cyproconazole cyproconazole, tebuconazole, hexaconazole, furconazole-cis, prochloraz, metconazole, epoxiconazole, tetraconazole, o Oxpoconazole fumarate, prothioconazole, triadimenol, flutriafol, difenoconazole, fluquinconazole azole), fenbuconazole, bromuconazole, diniconazole, tricyclazole, probenazole, simeconazole, pefazoate, ipconazole, imibenconazole Azole compounds such as (imibenconazole), azaconazole, triticonazole, imazalil;
Quinoxaline compounds such as quinomethionate;
Dithiocarbamate compounds such as maneb, zineb, mancozeb, polycarbamate, metiram, propineb, thiram;
Organochlorine compounds such as fthalide, chlorothalonil, quintozene;
Imidazole compounds such as benomyl, thiophanate-methyl, carbendazim, thiabendazole, fuberiazole, cyazofamid;
Cyanoacetamide compounds such as cymoxanil;
Metalaxyl, metalaxyl-M (aka mefenoxam), oxadixyl, offurace, benalaxyl, benalaxyl-M, also known as kiralaylyl )), Fluralaxyl, cyprofuram, carboxin, oxycarboxin, thifluzamide, boscalid, bixafen, isothianil, tiadinil Anilide compounds such as sedaxane;
Sulfamide-type compounds such as dichlofluanid;
Copper-based compounds such as cupric hydroxide and oxine copper;
Isoxazole compounds such as hymexazol;
Fosetyl aluminum (fosetyl-Al), tolclofos-Methyl, S-benzyl O, O-diisopropyl phosphorothioate, O-ethyl S, S-diphenyl phosphorodithioate, aluminum ethyl hydrogen phosphonate, edifenphos, iprobenphos Organophosphorus compounds such as (iprobenfos);
Phthalimide compounds such as captafol, folpet;
Dicarboximide compounds such as procymidone, iprodione, vinclozolin;
Benzanilide compounds such as flutolanil, mepronil, benodanil;
Amide compounds such as penthiopyrad, penflufen, furametpyr, isopyrazam, silthiopham, fenoxanil, fenfuram, fluxapyroxad;
Benzamide compounds such as fluopyram and zoxamide;
Piperazine compounds such as triforine;
Pyridine compounds such as pyrifenox;
Carbinol compounds such as fenarimol and nuarimol;
Piperidine compounds such as fenpropidin;
Morpholine compounds such as fenpropimorph and tridemorph;
Organotin compounds such as fentin hydroxide and fentin acetate;
Urea-based compounds such as pencycuron;
Synamic acid compounds such as dimethomorph, flumorph;
Phenyl carbamate compounds such as dietofencarb;
Cyanopyrrole compounds such as fludioxonil and fenpiclonil;
Azoxystrobin, kresoxim-methyl, metominostrobin, trifloxystrobin, picoxystrobin, oryzastrobin, dimoxystrobin ( strobilurin-based compounds such as dimoxystrobin, pyraclostrobin, fluoxastrobin, enestroburin, pyroxystrobin, pyrametostrobin;
Oxazolidinone compounds such as famoxadone;
Thiazole carboxamide compounds such as ethaboxam;
Valinamide compounds such as iprovalicarb, benchthiavalicarb-isopropyl;
Acylamino acid compounds such as methyl N- (isopropoxycarbonyl) -L-valyl- (3RS) -3- (4-chlorophenyl) -β-valaniphenate;
Imidazolinone compounds such as fenamidone;
Hydroxyanilide compounds such as fenhexamid;
Benzenesulfonamide compounds such as flusulfamide;
Oxime ether compounds such as cyflufenamid;
Anthraquinone compounds;
Crotonic acid compounds;
Antibiotics such as validamycin, kasugamycin, polyoxins;
Guanidine compounds such as iminoctadine and dodine;
Quinoline compounds such as tebufloquin;
Thiazolidine compounds such as flutianil;
Sulfur-based compounds such as sulfur;
Other compounds include pyribencarb, isoprothiolane, pyroquilon, diclomezine, quinoxyfen, propamocarb hydrochloride, chloropicrin, dazomet, and sodium metam Metam-sodium, metrafenone, UBF-307, diclocymet, proquinazid, amisulbrom (aka amibromdole), mandipropamid, fluopicolide, fluopicolide ), Meptyldinocap, N-[(3 ', 4'-dichloro-1,1-dimethyl) phenacyl] -3-trifluoromethyl-2-pyridinecarboxamide, N-[(3', 4 '-Dichloro-1,1-dimethyl) phenacyl] -3-me Tyl-2-thiophenecarboxamide, N-[(3 ', 4'-dichloro-1,1-dimethyl) phenacyl] -1-methyl-3-trifluoromethyl-4-pyrazolecarboxamide, N-[[2'- Methyl-4 '-(2-propyloxy) -1,1-dimethyl] phenacyl] -3-trifluoromethyl-2-pyridinecarboxamide, N-[[2'-methyl-4'-(2-propyloxy) -1,1-dimethyl] phenacyl] -3-methyl-2-thiophenecarboxamide, N-[[2'-methyl-4 '-(2-propyloxy) -1,1-dimethyl] phenacyl] -1-methyl -3-trifluoromethyl-4-pyrazolecarboxamide, N-[[4 '-(2-propyloxy) -1,1-dimethyl] phenacyl] -3-trifluoromethyl-2-pyridinecarboxamide, N-[[ 4 '-(2-propyloxy) -1,1-dimethyl] phenacyl] -3-methyl-2-thiophenecarboxamide, N-[[4'-(2-propyloxy) -1,1-dimethyl] phenacyl] -1-methyl-3-trifluorome Ru-4-pyrazolecarboxamide, N-[[2'-methyl-4 '-(2-pentyloxy) -1,1-dimethyl] phenacyl] -3-trifluoromethyl-2-pyridinecarboxamide, N-[[ 4 '-(2-pentyloxy) -1,1-dimethyl] phenacyl] -3-trifluoromethyl-2-pyridinecarboxamide, ferimzone, spiroxamine, fenpyrazamine, amethoctrazine (ametoctradin), S-2200, ZF-9646, BCM-061, BCM-062 and the like.

Insecticides, acaricides, nematicides or soil pesticides in the above-mentioned other pesticides, that is, active ingredient compounds of pesticides (generic name; including some pending applications or Japan Plant Protection Association test code) ), For example,
Profenofos, dichlorvos, fenamiphos, fenitrothion, EPN, diazinon, chlorpyrifos, chlorpyrifos-methyl, acephate, prothiophos, prothiophos Fosthiazate, cadusafos, dislufoton, isoxathion, isofenphos, ethion, etrimfos, quinalphos, dimethylvinphos, dimethoate ), Sulprofos, thiometon, bamidothion, pyraclofos, pyridaphenthion, pirimiphos-methyl, propaphos, phosalone, Lumothione, malathion, tetrachlorvinphos, chlorfenvinphos, cyanophos, trichlorfon, methidathion, phenthoate, ESP, azinephosmethyl ( azinphos-methyl, fenthion, heptenophos, methoxychlor, parathion, phosphocarb, demeton-S-methyl, monocrotophos, methamidophos Organophosphate compounds such as (methamidophos), imimifafos, parathion-methyl, terbufos, phosphamidon, phosmet, phorate;
Carbaryl, propoxur, aldicarb, carbofuran, thiodicarb, methomyl, oxamyl, ethiofencarb, pirimicarb, fenobucarb, fenobucarb Carbamates such as carbosulfan, benfuracarb, bendiocarb, furathiocab, isoprocarb, metolcarb, xylylcarb, XMC, fenothiocarb Compound;
Nereistoxin derivatives such as cartap, thiocyclam, bensultap, sodium thiosultap-sodium;
Organochlorine compounds such as dicophor, tetradifon, endosulfan, dienochlor, dieldrin;
Organometallic compounds such as fenbutatin oxide and cyhexatin;
Fenvalerate, permethrin, cypermethrin, deltamethrin, cyhalothrin, tefluthrin, etofenprox, flufenprox, cyfluthrin , Fenpropathrin, flucytrinate, fluvalinate, cycloprothrin, lambda-cyhalothrin, pyrethrin, esfenvalerate, Tetramethrin, resmethrin, protrifenbute, bifenthrin, zeta-cypermethrin, acrinathrin, alpha-cypermeline (alpha-cyperme) thrin), allethrin, gamma-cyhalothrin, theta-cypermethrin, tau-fluvalinate, tralomethrin, profluthrin, beta-cypermethrin ( pyrethroid compounds such as beta-cypermethrin), beta-cyfluthrin, mettofluthrin, phenothrin, flumethrin;
Diflubenzuron, chlorfluazuron, teflubenzuron, flufenoxuron, triflumuron, hexaflumuron, lufenuron, novaluron, novaluron, ), Bistrifluron, benzoylurea compounds such as fluazuron;
Juvenile hormone-like compounds such as metoprene, pyriproxyfen, fenoxycarb, diofenolan;
Pyridazinone compounds such as pyridaben;
Pyrazole compounds such as fenpyroximate, fipronil, tebufenpyrad, ethiprole, tolfenpyrad, acetoprole, pyrafluprole, pyriprole;
Imidacloprid, nitenpyram, acetamiprid, thiacloprid, thiamethoxam, clothianidin, nidinotefuran, dinotefuranit, dinotefurannit, dinotefurannit Nicotinoids;
Hydrazine compounds such as tebufenozide, methoxyfenozide, chromafenozide, halofenozide and the like;
Pyridine compounds such as flonicamid;
Tetronic acid compounds such as spirodiclofen;
Strobilurin-based compounds such as fluacrypyrim;
Pyrimidinamine compounds such as flufenerim;
Dinitro compounds;
Organic sulfur compounds;
Urea compounds;
Triazine compounds;
Hydrazone compounds;
Other compounds include buprofezin, hexythiazox, amitraz, chlordimeform, silafluofen, triazamate, pymetrozine, pyrimidifen, and pyrimidifen. ), Indoxacarb, acequinocyl, etoxazole, cyromazine, 1,3-dichloropropene, diafenthiuron, benclothiaz , Bifenazate, spiromesifen, spirotetramat, propargite, clofentezine, metaflumizone, fulvenge Flubendiamide, cyflumetofen, chlorantraniliprole, cyenopyrafen, pyrifluquinazone, phenazaquin, amidoflumet, chlorobenzoate lu, chlorobenzoate lu , Hydramethylnon, metaldehyde, HGW-86, AKD-1022, ryanodine, pyridalyl, and compounds such as verbutin; Furthermore, Bacillus thuringiensis aizawai, Bacillus thuringiensis kurstaki, Bacillus thuringiensis israelensis, Bacillus thuringiensis japonensis, Bacillus thuringiensis tenebrionis, crystalline protein toxins produced by Bacillus thuringiensis, entomopathogenic fungi, nematode pathogenic fungi, etc. Microbial pesticides such as: avermectin, emamectin benzoate, milbemectin, milbemycin, spinosad, ivermectin, lepimectin, DE-175, abamectin ), Antibiotics such as emamectin, spinetoram and semi-synthetic antibiotics; natural products such as azadirachtin and rotenone; repellents such as deet; Mixed with, It is also possible to use.

  In the disinfectant composition of the present invention, an appropriate mixing weight ratio of component (a) to component (b) is preferably 1: 400 to 400: 1, more preferably 1:50 to 50: 1, particularly preferably. Is 1:20 to 20: 1.

  A method for controlling plant diseases characterized by applying the fungicidal composition of the present invention to agricultural and horticultural plants is also included in the present invention. The use concentration of the fungicide composition of the present invention varies depending on the target plant, method of use, formulation form, application rate, etc., and cannot be specified unconditionally. The component (b) may be adjusted to 500 ppm, more preferably 20 to 200 ppm, and preferably 100 to 3000 ppm, more preferably 300 to 1500 ppm. In the case of soil treatment, the component (a) is preferably 5 to 2500 g / ha, more preferably 20 to 1000 g / ha, and the component (b) is preferably 100 to 10,000 g / ha, more preferably 300 to 5000 g. Adjust it to be / ha.

  The various preparations of the fungicidal composition of the present invention, or the dilutions thereof are usually applied in general, that is, spraying (for example, spraying, spraying, misting, atomizing, dusting, water surface application, etc.) ), Soil application (mixing, irrigation, etc.), surface application (application, powder coating, coating, etc.), etc. It can also be applied by the so-called ultra low volume application method (ultra low volume). In this method, it is possible to contain 100% of the active ingredient.

  Next, although the test example concerning this invention is described, these do not limit this invention.

Test Example 1 Cucumber powdery mildew field test (preventive spraying)
In a cucumber (variety: Sagamihanjiro) open-field field, sprayed with a chemical solution adjusted to a prescribed concentration on the back with a spray sprayer of 200-300L / 10a, three times on September 17, 27, and October 6 did.
On both October 6th and 18th, based on the following survey criteria, 8 leaves were investigated per strain, disease severity was calculated, and control value was calculated. The results are shown in Table 1.
Survey criteria
0: No disease
1: Less than 5% lesion area rate
2: Disease area rate 5% or more and less than 25%
3: Spot area rate 25% or more and less than 50%
4: Disease spot area ratio of 50% or more Disease severity formula Disease severity = Σ (morbidity index × number of leaves by degree) × 100 / (number of leaves surveyed × 4)
Control value calculation formula Control value = (1-treated disease severity / untreated disease severity) x 100

Based on the obtained control value, the theoretical value was calculated using the Colby formula. The theoretical values according to Colby's formula are shown in parentheses in Table 1.
When the experimental value is higher than the theoretical value, the fungicidal composition of the present invention has a synergistic effect on cucumber powdery mildew.

Test Example 2 Cucumber downy mildew field test (preventive spraying)
In a cucumber (variety: Sagamihanjiro) open-field field, sprayed with a chemical solution adjusted to a prescribed concentration on the back with a spray sprayer of 200-300L / 10a, three times on September 17, 27, and October 6 did.
On both days of October 6 and 18, based on the same survey criteria as in Test Example 1, eight leaves were investigated per strain, the disease severity was calculated, and the control value was determined. The results are shown in Table 2.
Based on the obtained control value, the theoretical value was calculated using Colby's formula in the same manner as in Test Example 1. The theoretical values according to Colby's calculation formula are shown in parentheses in Table 2.

Next, although the formulation example of this invention is described, the formulation amount in this invention, a dosage form, etc. are not limited only to a description example.
Formulation Example 1
(A) Kaolin 78 parts by weight (b) β-Naphthalenesulfonic acid soda formalin condensate 2 parts by weight (c) Polyoxyethylene alkylaryl sulfate 5 parts by weight (d) Hydrous amorphous silicon dioxide 15 parts by weight or more of each component The mixture, component (a), and component (b) are mixed at a weight ratio of 8: 1: 1 to obtain a wettable powder.

Formulation Example 2
(A) Component (a) 0.5 parts by weight (b) Component (b) 0.5 parts by weight (c) Bentonite 20 parts by weight (d) Kaolin 74 parts by weight (e) Lignin sulfonate 5 parts by weight An appropriate amount of granulation water is added to each component, mixed and granulated to obtain granules.

Formulation Example 3
(A) Component (a) 2 parts by weight (b) Component (b) 3 parts by weight (c) Talc 95 parts by weight or more of each component are uniformly mixed to obtain a powder.

Claims (4)

(A) Bactericide containing 3- (2,3,4-trimethoxy-6-methylbenzoyl) -5-chloro-2-methoxy-4-methylpyridine or a salt thereof and (b) captan as active ingredients A method for controlling plant diseases, which is a composition comprising applying the composition having a mixing weight ratio of (a) and (b) of 1: 400 to 400: 1 to an agricultural or horticultural plant . The method according to claim 1, wherein the plant disease is powdery mildew or downy mildew. The method according to claim 1 or 2, wherein the mixing weight ratio of (a) and (b) is 1:20 to 20: 1. The method according to claim 1 or 2, wherein the mixing weight ratio of (a) and (b) is 1:10 to 20: 1.