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WO2012115070A1 - Agricultural chemical and manufacturing method therefor - Google Patents

Agricultural chemical and manufacturing method therefor Download PDF

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Publication number
WO2012115070A1
WO2012115070A1 PCT/JP2012/054039 JP2012054039W WO2012115070A1 WO 2012115070 A1 WO2012115070 A1 WO 2012115070A1 JP 2012054039 W JP2012054039 W JP 2012054039W WO 2012115070 A1 WO2012115070 A1 WO 2012115070A1
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WO
WIPO (PCT)
Prior art keywords
agricultural chemical
amine
fatty acid
agricultural
acid ester
Prior art date
Application number
PCT/JP2012/054039
Other languages
French (fr)
Japanese (ja)
Inventor
泰裕 鎌田
Original Assignee
株式会社クレハ
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 株式会社クレハ filed Critical 株式会社クレハ
Priority to JP2013501041A priority Critical patent/JPWO2012115070A1/en
Publication of WO2012115070A1 publication Critical patent/WO2012115070A1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

Definitions

  • the present invention relates to an agricultural drug containing an adjuvant that enhances the effect of a compound contained as an active ingredient.
  • the spraying of pesticides is one of the methods of spraying pesticides widely used since ancient times.
  • the foliage spraying since the drug is sprayed directly on the plant to be protected, the drug can effectively reach the target organism.
  • foliage sprays are often used in the form of emulsions prepared by dissolving the active ingredient (active ingredient) in an organic solvent and adding a surfactant.
  • emulsions using organic solvents have been developed from the viewpoints of ensuring safety at manufacturing sites, ensuring fire safety during storage, ensuring the safety of agricultural workers, reducing the burden on the environment, and reducing chemical damage to crops.
  • SC suspension
  • EW emulsion
  • Suspensions, emulsions, wettable powders, and hydrated granules which are preparations using water or mineral fine powder as a medium, may be less active against target organisms than emulsions containing organic solvents. It is common to enhance activity with an adjuvant.
  • Patent Document 1 discloses a technique of adding tallowamine
  • Patent Document 2 discloses a technique of using a phthalate ester as an adjuvant.
  • Patent Document 2 also discloses that the average emulsified particle diameter of the phthalate ester when emulsified and dispersed is 15.0 ⁇ m or less.
  • Non-Patent Document 1 discloses a method of adding a vegetable oil-derived emulsion to a spray liquid.
  • the present invention has been made in order to solve the above-mentioned problems, and a main purpose thereof is an agricultural chemical sprayed in a liquid form, and agriculture that stably and sufficiently exerts the activity of contained active ingredients. It is to provide a drug for use.
  • An agricultural drug according to the present invention is an agricultural drug containing an agricultural drug composition containing an active ingredient having activity against a target organism in order to solve the above-described problem, and includes an amine and a fatty acid ester. It further comprises an emulsion.
  • the agricultural chemical according to the present invention has the above-described configuration, and thus exhibits stable and sufficient activity against a target organism even when diluted for spraying. Therefore, the usage-amount of the agricultural chemical composition (active ingredient) required in order to acquire the same effect can be reduced. Thereby, the spraying cost and the labor required for spraying can be reduced. It can also reduce the amount of agricultural pharmaceutical compositions and other chemicals released into the environment.
  • the agricultural chemical according to the present invention may further include an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism, and an additive containing an amine and a fatty acid ester emulsion. preferable.
  • the user for example, agricultural worker
  • medical agent can prepare the spray liquid according to a use.
  • the agricultural pharmaceutical composition further contains an active ingredient, an amine and a fatty acid ester emulsion.
  • medical agent which concerns on this invention can be spread
  • the droplet diameter of the fatty acid ester emulsion is preferably in the range of 1 to 30 ⁇ m.
  • the effect of the active ingredient can be further enhanced by adjusting the droplet diameter of the fatty acid ester emulsion in the agricultural pharmaceutical composition to the above range.
  • the agricultural chemical according to the present invention preferably further contains a triazole compound as an active ingredient.
  • the triazole compound further includes metconazole, ipconazole, 5- (4-chlorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazole). -1-ylmethyl) cyclopentanol, 5- (4-fluorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5- Benzyl-2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 2- (1-chlorocyclopropyl) -4- (2,2-dichloro Cyclopropyl) -1- (1H-1,2,4-triazol-1-yl) butan-2-ol, and 2- (1-chlorocyclopropyl) -1- (2 It is preferable 2-dibromocyclopropyl) -3- (1H-1,
  • the amine is preferably an alkylene oxide adduct of alcohol amine or fatty acid amine.
  • Alkylene amine adducts of alcohol amines or fatty acid amines are economical and can be easily handled because they have little impact on the human body during production or use.
  • the agricultural chemical according to the present invention is preferably used as a foliage spray.
  • an amine and a fatty acid ester emulsion are mixed with an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism in order to solve the above problems. It is characterized by including a mixing step.
  • the mixing step further includes adding the fatty acid ester emulsion and the amine to the agricultural pharmaceutical composition containing any one of the active ingredient and the fatty acid ester emulsion and the amine. Of these, it is preferable to mix those not contained in the agricultural pharmaceutical composition.
  • the agricultural chemical produced by the production method has the same effect as the agricultural chemical according to the present invention.
  • the spray liquid obtained by diluting the agricultural chemical according to the present invention is also included in the category of the present invention.
  • an additive that is added to an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism and includes an amine and a fatty acid ester emulsion is also included in the scope of the present invention. .
  • the agricultural chemical according to the present invention contains an active ingredient, an amine and a fatty acid ester emulsion. Therefore, even if the agricultural chemical is diluted, the active ingredient contained in the agricultural chemical according to the present invention can stably and sufficiently exhibit the activity against the target organism.
  • the agricultural chemical according to the present invention can stably and sufficiently exert the activity against the organism to be controlled.
  • an active ingredient is an effective ingredient for plant growth control (promotion or suppression)
  • medical agent which concerns on this invention can fully exhibit the activity with respect to a protection target organism.
  • the agricultural chemical according to the present invention it is possible to reduce the amount of agricultural chemical used to obtain the same control effect. Thereby, the spraying cost and the labor required for spraying can be reduced. It can also reduce the amount of agricultural chemicals and other chemicals released into the environment.
  • the agricultural chemical according to the present invention includes a compound having activity against a target organism (also referred to as an active ingredient or an active ingredient), an emulsified fatty acid ester (also referred to as a fatty acid ester emulsion), and an amine.
  • agricultural drug and “agricultural drug composition” used in the present specification and its attached document (hereinafter collectively referred to as the present specification) will be described.
  • the “agricultural agent” in the present specification is an agent used for agricultural and horticultural purposes, and means a preparation before preparing a spray liquid.
  • the “agricultural drug composition” in the present specification is a composition contained in an agricultural drug and is a composition containing at least an active ingredient.
  • the ingredients of the present invention contained in the “agricultural pharmaceutical composition” can be divided into the following four patterns depending on circumstances.
  • the agricultural chemical composition may contain components such as additives in addition to the components shown in each pattern.
  • Active ingredient Active ingredient, fatty acid ester emulsion, amine
  • Active ingredient Active ingredient, fatty acid ester emulsion (Pattern 3) Active ingredient, amine (Pattern 4) Active ingredient
  • the agricultural chemical composition contains an active ingredient, a fatty acid ester emulsion, and an amine.
  • the agricultural chemical containing the agricultural chemical composition of Pattern 1 is hereinafter referred to as “formulation incorporated agricultural chemical”.
  • formulation incorporated agricultural chemical either one or both of a fatty acid ester and an amine are contained in the agricultural chemical composition. That is, in these patterns, agricultural chemicals can be obtained by adding and mixing ingredients not included in the agricultural chemical composition.
  • the agricultural chemicals containing the agricultural chemical compositions of patterns 2 to 4 are hereinafter referred to as “tank mix type agricultural chemicals”.
  • the agricultural chemical medical agent which concerns on this invention is not limited to the thing with which an active ingredient, a fatty-acid-ester emulsion, and an amine are mixed previously.
  • the agricultural chemical according to the present invention also includes a kit including an agricultural chemical composition, a fatty acid ester emulsion, and an additive containing an amine (adjuvant). The fatty acid ester and the amine may be separated.
  • the formulation-integrated agricultural chemical will be described, and then the tank mix-type agricultural chemical will be described.
  • the agricultural pharmaceutical composition in the pharmaceutical embedded agricultural chemical contains an active ingredient, an amine and a fatty acid ester emulsion (Pattern 1).
  • medical agent which concerns on this invention are components called an adjuvant. If it is a pharmaceutical embedded agricultural chemical, it is possible to save the user from mixing the adjuvant component when spraying.
  • the preparation-incorporated agricultural chemical may contain excipients generally used in the preparation of agricultural and horticultural chemicals in addition to the agricultural pharmaceutical composition.
  • excipients generally used in the preparation of agricultural and horticultural chemicals in addition to the agricultural pharmaceutical composition.
  • Various components contained in the pharmaceutical embedded agricultural chemical will be described below.
  • the fatty acid ester that can be used in the pharmaceutical preparation-type agricultural chemical is not particularly limited.
  • fatty acid esters that can be used include oils and fats derived from animals and plants, esterified products of hydrolyzed oils and fats, and fatty acid esters derived from petroleum.
  • the content of the fatty acid ester in the agricultural chemical is preferably in the range of 0.1 to 50% by weight, more preferably in the range of 0.5 to 40% by weight.
  • the content of the fatty acid ester in the spray liquid when actually sprayed is preferably in the range of 1 to 5000 ppm by weight with respect to the total amount of the spray liquid, and more preferably in the range of 10 to 2000 ppm. preferable.
  • fatty acid esters are contained in an emulsified state. That is, fatty acid esters exist as droplets in agricultural chemicals.
  • an appropriate surfactant may be used depending on the properties of the fatty acid ester used.
  • the surfactant that can be used include nonionic surfactants and anionic surfactants. Of course, a mixture of these surfactants may be used. Known nonionic surfactants and anionic surfactants may be used. Moreover, only one type of nonionic surfactant and anionic surfactant may be used, or a plurality of types may be used.
  • the droplet diameter of the fatty acid ester emulsion in the agricultural chemical is preferably in the range of 5 to 30 ⁇ m in weight median diameter, more preferably in the range of 5 to 25 ⁇ m, and in the range of 10 to 20 ⁇ m. Further preferred.
  • the “weight median diameter” in this specification refers to a value of the particle diameter corresponding to 50% (median value) when the cumulative distribution by the weight of the particle group composed of a large number of particles is obtained.
  • the droplet diameter is in the range of 5 to 30 ⁇ m, the function of enhancing the effect of the active ingredient can be sufficiently exerted. In general, it is difficult to cause liquid droplets of 30 ⁇ m or more to stably exist in water.
  • the droplet diameter is made smaller than a predetermined value (15 ⁇ m in Patent Document 1).
  • the effect of the active ingredient is further enhanced than when the droplet size is smaller than that, and the droplet size is reduced.
  • the effect of the active ingredient is further enhanced. That is, unlike the conventional case, the effect of the active ingredient can be further enhanced by adjusting the droplet diameter of the fatty acid ester in the agricultural chemical to an appropriate value.
  • the droplet size of the fatty acid ester emulsion depends on the amount of surfactant added. Increasing the addition amount of the surfactant decreases the droplet diameter, and decreasing the addition amount increases the droplet diameter.
  • the particle diameter of the droplet can be measured by a conventionally known method. For example, it can be measured by a method using a laser light diffraction scattering method or an electrical detection band method.
  • the amine that can be used in the pharmaceutical preparation-type agricultural chemical is not particularly limited.
  • any of primary amine, secondary amine, and tertiary amine can be used.
  • alkyl amines such as coconut amine and beef tallow amine
  • cyclic amines such as morpholine and piperazine
  • alcohol amines can be used as amines.
  • amine derivatives such as alkylene oxide adducts of fatty acid amines (alkylamines) can also be used.
  • an alcohol amine or an alkylamine-alkylene oxide adduct that is easy to handle, economical, and has little influence on the human body during production or use.
  • alcohol amines include N-ethanol diamine.
  • an alkylene oxide adduct of alkylamine for example, an ethylene oxide (15 mol) adduct of beef tallow amine can be exemplified.
  • the alkylene oxide may be methylene oxide or propylene oxide in addition to ethylene oxide.
  • the amine is not limited to those described above. In the present specification, a material that has high water solubility, low vapor pressure, and low odor is considered “easy to handle”.
  • the amine is preferably contained in the agricultural chemical in the range of 0.1 to 20% by weight, and more preferably in the range of 0.2 to 5% by weight.
  • the amine content in the spray liquid when actually sprayed is preferably in the range of 1 to 1000 ppm, more preferably in the range of 5 to 200 ppm by weight with respect to the total amount of the spray liquid. .
  • the active ingredient that can be used in the pharmaceutical embedded agricultural chemicals is an active ingredient suitable for insecticidal use, an active ingredient suitable for bactericidal use, an active ingredient suitable for herbicidal use, or plant growth regulation (promotion or suppression)
  • the active ingredient is not particularly limited as long as it is suitable for use. Specific examples of the active ingredients described above are shown below.
  • Active ingredients suitable for insecticidal use include, for example, MPP, MEP, pyrimifosmethyl, diazinon, isoxathione, pyridafenthion, chlorpyrifosmethyl, bamidthione, imidacloprid, marathon, PAP, dimethoate, ethylthiomethone, monocrotophos, BRP, CVMP, dimethylvinphos, Propafos, DEP, EPN, NAC, MTMC, MIPC, BPMC, PHC, MPMC, XMC, Bendiocarb, Carbosulfurfan, Silafrophene, Benfuracarb, Thiodicarb, Cycloproton, Etofenprox, Cartap, Thiocyclam, Bensulfap, Buprofezin, And Ethiprol.
  • Active ingredients suitable for sterilization applications include triazole compounds, imidazole compounds, basic copper sulfate, basic copper chloride, cupric hydroxide, organic sulfur nickel salts, thiuram, captan, TPN, fusalide, IBP, EDDP , Thiophanate methyl, benomyl, iprodione, mepronil, flutolanil, teftophthalam, pencyclon, metalaxyl, triflumizole, blasticidin S, kasugamycin, polyoxin, validamycin A, oxytetracycline, hydroxyisoxazole, metasulfocarb, MAF, MAFA, bench Examples include azole, dichromedin, probenazole, isoprothiolane, tricyclazole, pyroxylone, oxonic acid, guazatine, and ferrimzone.
  • Active ingredients suitable for herbicidal use include glufosinate, glyphosate, 2,4-PA dimethylamine, MCPA sodium salt, MCPB, phenothiol, clomeprop, naproanilide, CNP, clomethoxynil, bifenox, MCC, beniocarb, esprocarb, molinate, butachlor , Dimethylpiperate, DCPA, butachlor, trifluralin, fenmedifam, desmedifam, metribuzin, pretilachlor, bromobutide, mefenacet, dimeron, bensulfuronmethyl, cimethrin, promethrin, dimetamethrin, bentazone, oxadiazone, pyrazolate, pyrazoxifene, flufenap , Piperophos, 2,4-PA dimethylamine, ACN, quizalhot Mention may be made of ethyl, ashram, and such as
  • active ingredients suitable for plant growth regulation include triazole compounds, imidazole compounds, inabenfide, oxyethylene docosanol, nicotinamide, and benzylaminopurine.
  • the active ingredient is preferably a triazole compound, and metconazole, ipconazole, 5- (4-chlorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazole -1-ylmethyl) cyclopentanol, 5- (4-fluorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5- Benzyl-2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 2- (1-chlorocyclopropyl) -4- (2,2-dichloro Cyclopropyl) -1- (1H-1,2,4-triazol-1-yl) butan-2-ol, 2- (1-chlorocyclopropyl) -1- (2 And more preferably 2-dibromocyclopropyl) -3- (1H-1,
  • the active ingredient may be a single compound, or two or more kinds of compounds may be mixed. That is, a mixture of the above-described compounds may be used as an active ingredient.
  • the active ingredient is not limited to the compounds described above, and may be a compound not described above as long as it can be used for each application.
  • the active ingredient is preferably contained in the agricultural chemical in the range of 0.5 to 95% by weight, and more preferably in the range of 1 to 90% by weight.
  • content of the active ingredient in the spray liquid at the time of actually spraying will not be specifically limited if it is the quantity which can exhibit desired activity.
  • the agricultural chemical may contain other components as long as the action of the active ingredient is not inhibited.
  • the agricultural chemical is a suspension or emulsion
  • water for carrier surfactant for dispersant, wetting surfactant, antifoaming agent, thickener, antifreeze agent, stable Agents, preservatives, colorants and the like can be added.
  • the agricultural chemical is a wettable powder, mineral fine powder for carrier, surfactant for dispersing agent, surfactant for wetting, antifoaming agent, stabilizer, coloring agent, etc. can be added. .
  • the agricultural chemical is a granule wettable powder
  • mineral fine powder for carrier surfactant for dispersant, surfactant for wetting, binder, disintegration aid, antifoaming agent, stabilization
  • An agent, a coloring agent, and the like can be added.
  • the dosage form of the agricultural chemical is not particularly limited as long as it becomes liquid when sprayed, and any dosage form referred to as a so-called thickener may be used. That is, the agricultural chemical may be solid or liquid.
  • dosage forms of such agricultural chemicals include, for example, aqueous solvents, wettable powders, granular wettable powders, suspensions, emulsions, EW agents, suspoemulsions, microemulsions, liquids, microdispersing agents and And microcapsules.
  • the application of the agricultural chemical is not particularly limited as long as it is a liquid-useable application. That is, the use is appropriately set depending on the characteristics of the active ingredient included. For example, when the azole compound described above is used as an active ingredient, an excellent effect is exhibited by foliage spraying.
  • the pharmaceutical embedded agricultural chemical includes an amine mixing step in which an active ingredient and an amine for a target organism are mixed, and a fatty acid ester mixing step in which a fatty acid ester emulsion is mixed in the mixture obtained in the amine mixing step.
  • the mixing conditions in each step may be appropriately set according to the active ingredient used, the amine and the fatty acid ester emulsion.
  • the order of the amine mixing step and the fatty acid ester mixing step may be reversed. That is, the pharmaceutical preparation-type agricultural chemical can also be produced by mixing the active ingredient and fatty acid ester emulsion for the target organism and then mixing the amine.
  • the user when using a pharmaceutical embedded agricultural chemical, the user (agricultural worker) dilutes the pharmaceutical embedded agricultural chemical by dissolving it in water or by dispersing it in water. Then, the user sprays the diluted liquid (spray liquid) on the target organism (control target organism or protection target organism). That is, the “spreading liquid” in the present specification refers to a liquid that is actually sprayed on the target organism. Therefore, if the agricultural chemical is sprayed without dilution, the agricultural chemical becomes the spray liquid.
  • Tank mix type agricultural chemicals So far, the pharmaceutical embedded agricultural chemical has been described. Next, an embodiment of a tank mix type agricultural chemical will be described. As described above, the agricultural chemical composition in the tank mix type agricultural chemical contains either or both of the fatty acid ester emulsion and the amine (patterns 2 to 4). . Therefore, a tank mix type agricultural chemical can be obtained by adding an adjuvant that is lacking in the agricultural pharmaceutical composition.
  • the droplet diameter of the fatty acid ester in the spray liquid is preferably in the range of 5 to 30 ⁇ m, more preferably in the range of 5 to 25 ⁇ m in terms of the weight median diameter, as in the case of the formulation incorporation type. More preferably, it is in the range of ⁇ 20 ⁇ m.
  • a tank mix type agricultural chemical can contain the same components as in the case of a pharmaceutical embedded agricultural chemical in addition to the amine and fatty acid ester emulsion.
  • tank mix type agricultural chemicals include that the effect of an agrochemical formulation that does not contain an adjuvant can be enhanced by an adjuvant selected according to the purpose of the user (farmer). .
  • the tank mix type agricultural chemical according to the present invention differs in its production (preparation) method depending on the components contained in the agricultural chemical composition. That is, the production method differs depending on which of the agricultural chemical compositions in patterns 2 to 4. The manufacturing method in each pattern is demonstrated below.
  • the method for producing a tank mix type agricultural chemical includes an amine mixed with an agricultural pharmaceutical composition containing an active ingredient and a fatty acid ester emulsion. Including a mixing step.
  • the method for producing a tank mix type agricultural chemical includes a fatty acid ester emulsion mixed with an agricultural pharmaceutical composition containing an active ingredient and an amine. An ester mixing step is included.
  • the method for producing a tank mix type agricultural chemical is to add an amine and a fatty acid ester emulsion to the agricultural pharmaceutical composition containing the active ingredient A product mixing step.
  • the mixing conditions in each of these mixing steps may be appropriately set according to the types of the active ingredient, amine and fatty acid ester emulsion.
  • the fatty acid ester emulsion and / or amine is usually mixed with the agricultural chemical composition dissolved in a solvent such as water. That is, the tank mix type agricultural chemical can be used as a spray liquid as it is.
  • the timing of mixing the amine and / or fatty acid ester emulsion with the agricultural chemical composition is not particularly limited as long as it is before spraying. That is, in the tank mix type agricultural chemical, the agricultural chemical composition and the adjuvant may be sold separately.
  • the fatty acid ester emulsion may be prepared by adding a surfactant and adding the fatty acid ester emulsion to a solvent.
  • a surfactant and adding the fatty acid ester emulsion to a solvent.
  • what is necessary is just to produce an agricultural chemical composition by a conventionally well-known method.
  • tank mix type agricultural chemical can contain the same components as those which can be used in a pharmaceutical incorporated agricultural chemical in addition to the agricultural pharmaceutical composition and adjuvant.
  • the tank mix type agricultural chemical can be used for the same application as the pharmaceutical embedded agricultural chemical.
  • the preparation-incorporated agricultural chemical contains an active ingredient, an amine and a fatty acid ester emulsion in the agricultural chemical composition.
  • either one of the amine and the fatty acid ester emulsion is contained in the agricultural pharmaceutical composition, and the other is added to the agricultural chemical composition contained therein.
  • both the amine and the fatty acid ester emulsion are added to the agricultural pharmaceutical composition containing the active ingredient.
  • the spread active ingredient can exhibit the activity with respect to the target organism stably and sufficiently.
  • “enhancement of effect” in the present specification means that the effect of an active ingredient (also referred to as an active ingredient) contained in the sprayed agricultural pharmaceutical composition is enhanced. That is, the activity of the active ingredient when the agricultural chemical containing the amine and fatty acid ester emulsion is sprayed is more than the activity of the active ingredient when the agricultural chemical not containing the amine and fatty acid ester emulsion is sprayed. It means being higher. The level of activity is determined by the level of the control value.
  • Formulation A A method for preparing a preparation containing N-ethyldiethanolamine as an amine and metconazole as an active ingredient (hereinafter simply referred to as preparation A) will be described.
  • the original metconazole base (manufactured by Kureha Co., Ltd.) was pulverized using an impact pulverizer (Fritch rotor speed mill P-14) and then mixed with components excluding xanthan gum, propylene glycol and N-ethyldiethanolamine, and wet pulverizer
  • the pulverization was carried out using a dyno mill manufactured by WAB. Xanthan gum dispersed in propylene glycol was added to the pulverized product and mixed, and then N-ethyldiethanolamine was added and mixed to obtain a preparation having the following composition.
  • Metoconazole drug substance (99.9%) 10.0% Polyoxyethylene allylphenyl ether sulfate ammonium 4.5% Silicone antifoam 0.2% Montmorillonite sodium 0.3% Xanthan gum 0.2% Propylene glycol 5.0% N-ethyldiethanolamine 1.0% Water 78.8%
  • Formulation B Next, a method for preparing a preparation not containing N-ethyldiethanolamine as an amine (hereinafter simply referred to as preparation B) will be described. Formulation B was prepared in the same manner as Formulation A, except that N-ethyldiethanolamine was not added.
  • Formulation C A method for preparing a preparation containing N-ethyldiethanolamine as an amine and ipconazole as an active ingredient (hereinafter simply referred to as preparation C) will be described.
  • the ipconazole base (manufactured by Kureha Co., Ltd.) was pulverized using an impact pulverizer (Fritch rotor speed mill P-14) and then mixed with components excluding xanthan gum, propylene glycol and N-ethyldiethanolamine, and wet pulverizer
  • the pulverization was carried out using a dyno mill manufactured by WAB. Xanthan gum dispersed in propylene glycol was added to the pulverized product and mixed, and then N-ethyldiethanolamine was added and mixed to obtain a preparation having the following composition.
  • Formulation C Ipconazole drug substance (99.9%) 10.0% Polyoxyethylene allylphenyl ether sulfate ammonium 4.5% Silicone antifoam 0.2% Montmorillonite sodium 0.3% Xanthan gum 0.2% Propylene glycol 5.0% N-ethyldiethanolamine 1.0% Water 78.8%
  • Formulation D Next, a method for preparing a preparation not containing N-ethyldiethanolamine as an amine (hereinafter simply referred to as preparation D) will be described. Formulation D was prepared in the same manner as Formulation C, except that N-ethyldiethanolamine was not added.
  • Formulation D Ipconazole drug substance (99.9%) 10.0% Polyoxyethylene allylphenyl ether sulfate ammonium 4.5% Silicone antifoam 0.2% Montmorillonite sodium 0.3% Xanthan gum 0.2% Propylene glycol 5.0% Water 79.8%
  • Additives E to L Here, the manufacturing method of the additive containing the fatty acid ester emulsion added to the above-mentioned preparations A to D will be described.
  • Additives E to K are additives containing soybean oil methylated products as fatty acid esters. However, the additives E to K have different oil particle sizes in the additives.
  • Additive L is an additive containing rapeseed oil as a fatty acid ester.
  • Soybean methylated product or rapeseed oil and nonionic surfactant were mixed on a 50 ° C. hot water bath and allowed to cool to room temperature. Water was added while mixing with a stirring blade to obtain additives E to L having the compositions shown in Table 1 below.
  • the oil particle diameter of the finished additive was measured using Multisizer II manufactured by Coulter Counter. The particle diameter was as shown in Table 1 below in terms of weight median diameter.
  • the metconazole base is pulverized using an impact pulverizer (Fritch Rotor Speed Mill P-14) and then mixed with components except xanthan gum, propylene glycol, N-ethyldiethanolamine and additive J, and wet pulverizer (WAB).
  • the mixture was pulverized with a dyno mill (manufactured by KK), and xanthan gum and N-ethyldiethanolamine dispersed in propylene glycol were added to the pulverized product and mixed. Further, additive J was further added and mixed to obtain a preparation M having the following composition.
  • Metoconazole drug substance (99.9%) 10.0% Polyoxyethylene allylphenyl ether sulfate ammonium 4.5% Silicone antifoam 0.2% Montmorillonite sodium 0.3% Xanthan gum 0.2% Propylene glycol 5.0% N-ethyldiethanolamine 1.0% Additive J 5.48% Water 73.32%
  • Example 1 What added additive J to formulation A was set as Example 1, what added additive K was set as Example 2, what added additive G was set as Example 3, and what added additive L was set as Example 3.
  • Example 4 was obtained by adding Example E and Example 6 by adding Additive E, and Example 7 by adding Additive F. Further, Example 5 was obtained by adding the additive J to the preparation C. Examples 1 to 7 are so-called tank mix types.
  • Example 8 was a formulation M in which the pharmaceutical composition for agriculture contains a fatty acid ester and an amine.
  • Comparative Example 1 was obtained by diluting only Formulation B with water
  • Comparative Example 3 was obtained by diluting only Formulation A with water
  • Comparative Example 4 was obtained by diluting only Formulation D with water.
  • Comparative Example 2 was obtained by adding additive J to formulation B. Comparative Example 2 is a so-called tank mix type.
  • the method for measuring the droplet diameter of the diluting liquid for spraying is the same as the method for measuring the oil particle diameter of the additive in Preparation Example 5.
  • Test Method A pot No. 3 made of plastic was filled with horticultural soil, 7 plants of wheat were sown and grown in about 4 leaf stages, and 5 pots were used for each test. Five pots were placed on a turntable having a diameter of 90 cm, and each spray solution was sprayed uniformly using a spray gun in a range of 1 m 2 circumscribing the turntable. Pots that had been sprayed with chemicals were air-dried indoors for 1 hour, and then placed under an irrigation spray and subjected to artificial rain treatment for 1 hour. It was found from the amount of water in the cylinders installed between the pots that the average rainfall was 38 mm / hour.
  • the red rust fungus was spray-inoculated with a spray and stored in a 100% humidity chamber for 2 days, followed by normal irrigation management indoors.
  • the area of red mold disease was visually observed, and the severity was ranked from 0 to 5.
  • the control value was calculated by the following formula (1). The contents of ranks 0 to 5 are as follows.
  • Test results are shown in Tables 2 and 3.
  • the control value for red rust of the spraying diluent prepared by a conventional method was 65.0.
  • the control value against red rust of the spraying dilute solution containing only amine is 60.1
  • the control value against red rust of the diluting solution containing only fatty acid ester is 65.9. Met.
  • the above is a case where metconazole is used as an active ingredient, but the same result was obtained when any of the above-mentioned azole compounds was used. That is, the spraying dilution prepared by the conventional method (spraying dilution containing neither amine nor fatty acid ester: Comparative Example 4) had a control value against red rust of 65.9, whereas amine and soybean The control value against the red rust of the spraying diluent (Example 5) containing an oil methylated product was 68.5. Therefore, it was shown that the activity of the active ingredient was enhanced by the addition of the amine and the fatty acid ester emulsion even when any of the azole compounds described above was used as the active ingredient.
  • control value for the red rust of the formulation-incorporated diluting solution was 95.4, which was a significant improvement over Comparative Examples 1 to 3. That is, it was shown that the activity of the active ingredient was enhanced by the addition of the amine and the fatty acid ester emulsion in both the tank mix type and the formulation incorporation type.
  • the control value against red rust of the diluting liquid for dispersion (Examples 6 and 7) in which the droplet diameter of the fatty acid ester emulsion is 1.92 ⁇ m and 2.28 ⁇ m is 72.3 and 66.1.
  • the control value was improved with respect to Comparative Examples 1 to 3.
  • it is a diluting solution for spraying composed of the same components, and the diluting solution for spraying having droplet diameters of fatty acid ester emulsions of 4.66, 14.04, 16.84, 18.0 ⁇ m (Examples 1 to 4). ) was smaller than the control value.
  • the activity of the active ingredient is further enhanced when the droplet diameter is large.
  • the agricultural chemical according to the present invention can be suitably used as an agricultural chemical that is diluted when sprayed.

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Abstract

Provided is an agricultural chemical that is dispersed in a liquid form and in which the activity of the active ingredients contained therein is stabilized and adequately manifested. This agricultural chemical includes active ingredients active with respect to a target organism, an amine, and a fatty acid ester emulsion.

Description

農業用薬剤およびその製造方法Agricultural chemicals and methods for producing the same
　本発明は、有効成分として含まれる化合物の効果を増強させるアジュバントを含む農業用薬剤に関する。 The present invention relates to an agricultural drug containing an adjuvant that enhances the effect of a compound contained as an active ingredient.
　農薬の茎葉散布は、古くから広範に行われている農薬の散布方法の１つである。茎葉散布は、保護対象の植物に直接薬剤を散布するため、対象の生物に対して効果的に薬剤を到達させることができる。 The spraying of pesticides is one of the methods of spraying pesticides widely used since ancient times. In the foliage spraying, since the drug is sprayed directly on the plant to be protected, the drug can effectively reach the target organism.
　一方で、茎葉散布により散布された薬剤は、植物体表面付近に存在することになるため、風雨および光などの外界の影響を受けやすいというリスクがある。また、茎葉散布用の薬剤であっても、農薬の効果を発揮させるためには、防除対象生物内部への薬剤の浸透しやすさおよび保護対象植物体内での薬剤の移動しやすさが重要である。 On the other hand, since the medicine sprayed by foliage spray exists near the surface of the plant body, there is a risk that it is easily affected by the outside world such as wind and rain and light. In addition, even for chemicals for foliage application, in order to exert the effect of agricultural chemicals, it is important that the chemical penetrates into the organism to be controlled and that the chemical moves within the protected plant. is there.
　したがって、茎葉散布を効果的に行うためには、対象となる生物に対して効果を有する有効成分を適切に選択すると共に、選択した有効成分の効果が最大限に発揮されるように製剤を調製する必要がある。新規の有効成分の開発が困難となりつつある中、このような製剤は有効成分の適用場面を広げ、効果を確実なものとしている。また、このような製剤の使用により、農薬の散布量を低減して環境に対する負荷を軽減することもできる。 Therefore, in order to effectively spread foliage, select the active ingredients that are effective against the target organism and prepare the formulation so that the effects of the selected active ingredients are maximized. There is a need to. While the development of new active ingredients is becoming difficult, such formulations broaden the application of active ingredients and ensure their effectiveness. In addition, by using such a preparation, it is possible to reduce the burden on the environment by reducing the spraying amount of the agricultural chemical.
　従来、茎葉散布剤は、原体（活性成分）を有機溶剤に溶解し、界面活性剤を加えて調製する乳剤の形態で利用されることが多い。しかし、近年、製造現場における安全性の確保、貯蔵時の防火安全性の確保、農業従事者の安全確保、環境に対する負荷の軽減および作物に対する薬害の軽減などの観点から、有機溶剤を用いる乳剤の代わりに、水を分散媒とした懸濁剤（ＳＣ、フロアブル）および乳濁剤（ＥＷ）、あるいは鉱物質微粉を媒体とした水和剤もしくは顆粒水和剤の形態で用いられることが多くなっている。 Conventionally, foliage sprays are often used in the form of emulsions prepared by dissolving the active ingredient (active ingredient) in an organic solvent and adding a surfactant. However, in recent years, emulsions using organic solvents have been developed from the viewpoints of ensuring safety at manufacturing sites, ensuring fire safety during storage, ensuring the safety of agricultural workers, reducing the burden on the environment, and reducing chemical damage to crops. Instead, it is often used in the form of a suspension (SC, flowable) and emulsion (EW) using water as a dispersion medium, or a wettable powder or granular wettable powder using mineral fine powder as a medium. ing.
　水または鉱物質微粉を媒体とした製剤である懸濁剤、乳濁剤、水和剤および水和顆粒は、有機溶媒を媒体とする乳剤と比べて対象生物に対する活性が弱まることがあるため、アジュバントを用いて活性を増強することが一般的である。例えば、特許文献１には、牛脂アミン（tallow amine）を添加する技術が開示されており、特許文献２にはフタル酸エステルをアジュバントとして用いる技術が開示されている。なお、特許文献２には、乳化分散させたときのフタル酸エステルの平均乳化粒子径を１５．０μｍ以下とすることも開示されている。また、非特許文献１には、植物油由来の乳濁物を散布液に添加する方法が開示されている。 Suspensions, emulsions, wettable powders, and hydrated granules, which are preparations using water or mineral fine powder as a medium, may be less active against target organisms than emulsions containing organic solvents. It is common to enhance activity with an adjuvant. For example, Patent Document 1 discloses a technique of adding tallowamine, and Patent Document 2 discloses a technique of using a phthalate ester as an adjuvant. Patent Document 2 also discloses that the average emulsified particle diameter of the phthalate ester when emulsified and dispersed is 15.0 μm or less. Non-Patent Document 1 discloses a method of adding a vegetable oil-derived emulsion to a spray liquid.
米国特許出願公開第２００３／００５０１９４号明細書（米国特許第６７４６９８８号特許明細書）US Patent Application Publication No. 2003/0050194 (US Pat. No. 6,746,988) 特開２０１０－１５０１４３号公報（２０１０年７月８日公開）JP 2010-150143 A (released July 8, 2010)
　しかし、特許文献１および２に開示されているように牛脂アミンまたはフタル酸エステルなどをアジュバントとして添加したとしても、懸濁剤または乳濁剤の形態の製剤に含まれる有効成分の活性を十分に増強することが困難であるという問題を有している。 However, even if beef tallow amine or phthalate is added as an adjuvant as disclosed in Patent Documents 1 and 2, the activity of the active ingredient contained in the preparation in the form of a suspension or emulsion is sufficiently increased. There is a problem that it is difficult to enhance.
　本発明は、上記課題を解決するためになされたものであり、主たる目的は、液状で散布される農業用薬剤であって、含有されている有効成分の活性を安定して十分に発揮する農業用薬剤を提供することにある。 The present invention has been made in order to solve the above-mentioned problems, and a main purpose thereof is an agricultural chemical sprayed in a liquid form, and agriculture that stably and sufficiently exerts the activity of contained active ingredients. It is to provide a drug for use.
　本発明者らは、上記の課題を解決するために鋭意研究した結果、農業用薬剤中に乳化した脂肪酸エステル（脂肪酸エステル乳化物）とアミンとを同時に含む場合、それぞれ単独で含む場合と比較して格別な効果を奏することを見出した。本発明は係る新規知見に基づいてなされたものであり、以下の発明を包含する。 As a result of intensive studies to solve the above-mentioned problems, the inventors of the present invention have a case where a fatty acid ester (fatty acid ester emulsion) and an amine emulsified in an agricultural chemical are contained at the same time as compared with the case where each is contained alone. And found that it has a special effect. This invention is made | formed based on the novel knowledge which concerns, and includes the following inventions.
　本発明に係る農業用薬剤は、上記課題を解決するために、対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物を含む農業用薬剤であって、アミンおよび脂肪酸エステル乳化物をさらに含むことを特徴としている。 An agricultural drug according to the present invention is an agricultural drug containing an agricultural drug composition containing an active ingredient having activity against a target organism in order to solve the above-described problem, and includes an amine and a fatty acid ester. It further comprises an emulsion.
　本発明に係る農業用薬剤は、上記の構成を有することにより、散布のために希釈された場合であっても、対象となる生物に対して活性を安定にかつ十分に発揮する。そのため、同一の効果を得るために必要な農業用薬剤組成物（有効成分）の使用量を低減することができる。これによって、散布コストおよび散布に要する労力を低減することができる。また、環境中に放出される農業用薬剤組成物およびその他の化学物質の量を低減することもできる。 The agricultural chemical according to the present invention has the above-described configuration, and thus exhibits stable and sufficient activity against a target organism even when diluted for spraying. Therefore, the usage-amount of the agricultural chemical composition (active ingredient) required in order to acquire the same effect can be reduced. Thereby, the spraying cost and the labor required for spraying can be reduced. It can also reduce the amount of agricultural pharmaceutical compositions and other chemicals released into the environment.
　本発明に係る農業用薬剤では、さらに、対象となる生物に対して活性を有する活性成分を含む農業用薬剤組成物と、アミンおよび脂肪酸エステル乳化物を含む添加剤と、を備えていることが好ましい。 The agricultural chemical according to the present invention may further include an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism, and an additive containing an amine and a fatty acid ester emulsion. preferable.
　上記の構成によれば、農業用薬剤の使用者（例えば、農業従事者）が用途に応じた散布液を調製することができる。 According to said structure, the user (for example, agricultural worker) of the agricultural chemical | medical agent can prepare the spray liquid according to a use.
　本発明に係る農業用薬剤では、さらに、上記農業用薬剤組成物は、活性成分、アミンおよび脂肪酸エステル乳化物を含んでいることが好ましい。 In the agricultural chemical according to the present invention, it is preferable that the agricultural pharmaceutical composition further contains an active ingredient, an amine and a fatty acid ester emulsion.
　上記の構成によれば、本発明に係る農業用薬剤は、使用時に添加剤を混合するなどの手間を要することなく散布することができる。 According to said structure, the agricultural chemical | medical agent which concerns on this invention can be spread | dispersed without requiring the effort of mixing an additive at the time of use.
　本発明に係る農業用薬剤では、さらに、脂肪酸エステル乳化物の液滴径が、１～３０μｍの範囲であることが好ましい。 In the agricultural chemical according to the present invention, the droplet diameter of the fatty acid ester emulsion is preferably in the range of 1 to 30 μm.
　農業用薬剤組成物中の脂肪酸エステル乳化物の液滴径を当該範囲に調整することにより、活性成分の効果をより一層増強することができる。 The effect of the active ingredient can be further enhanced by adjusting the droplet diameter of the fatty acid ester emulsion in the agricultural pharmaceutical composition to the above range.
　本発明に係る農業用薬剤では、さらに、活性成分としてトリアゾール系化合物を含むことが好ましい。 The agricultural chemical according to the present invention preferably further contains a triazole compound as an active ingredient.
　本発明に係る農業用薬剤では、さらに、上記トリアゾール系化合物がメトコナゾール、イプコナゾール、５－（４－クロロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－（４－フルオロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－ベンジル－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、２－（１－クロロシクロプロピル）－４－（２，２－ジクロロシクロプロピル）－１－（１Ｈ－１，２，４－トリアゾール－１－イル）ブタン－２－オール、および２－（１－クロロシクロプロピル）－１－（２，２－ジブロモシクロプロピル）－３－（１Ｈ－１，２，４－トリアゾール－１－イル）プロパン－２－オールの少なくとも１種類であることが好ましい。 In the agricultural chemical according to the present invention, the triazole compound further includes metconazole, ipconazole, 5- (4-chlorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazole). -1-ylmethyl) cyclopentanol, 5- (4-fluorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5- Benzyl-2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 2- (1-chlorocyclopropyl) -4- (2,2-dichloro Cyclopropyl) -1- (1H-1,2,4-triazol-1-yl) butan-2-ol, and 2- (1-chlorocyclopropyl) -1- (2 It is preferable 2-dibromocyclopropyl) -3- (1H-1,2,4- triazol-1-yl) is at least one of propan-2-ol.
　本発明に係る農業用薬剤では、さらに、アミンがアルコールアミンまたは脂肪酸アミンのアルキレンオキサイド付加物であることが好ましい。 In the agricultural chemical according to the present invention, the amine is preferably an alkylene oxide adduct of alcohol amine or fatty acid amine.
　アルコールアミンまたは脂肪酸アミンのアルキレンオキサイド付加物は、経済的であり、製造時または使用時に人体への影響が小さいため容易に取り扱うことができる。 Alkylene amine adducts of alcohol amines or fatty acid amines are economical and can be easily handled because they have little impact on the human body during production or use.
　本発明に係る農業用薬剤は、茎葉散布剤として用いることが好ましい。 The agricultural chemical according to the present invention is preferably used as a foliage spray.
　本発明に係る農業用薬剤の製造方法では、上記課題を解決するために、対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物に、アミンおよび脂肪酸エステル乳化物を混合する混合工程を含むことを特徴としている。 In the method for producing an agricultural chemical according to the present invention, an amine and a fatty acid ester emulsion are mixed with an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism in order to solve the above problems. It is characterized by including a mixing step.
　本発明に係る農業用薬剤の製造方法では、さらに、上記混合工程は、上記活性成分ならびに脂肪酸エステル乳化物およびアミンのいずれか一方を含有する農業用薬剤組成物に、脂肪酸エステル乳化物およびアミンのうち当該農業用薬剤組成物に含有されていない方を混合することが好ましい。 In the method for producing an agricultural chemical according to the present invention, the mixing step further includes adding the fatty acid ester emulsion and the amine to the agricultural pharmaceutical composition containing any one of the active ingredient and the fatty acid ester emulsion and the amine. Of these, it is preferable to mix those not contained in the agricultural pharmaceutical composition.
　上記の構成を有することにより、当該製造方法により製造された農業用薬剤は、本発明に係る農業用薬剤と同様の作用効果を有する。 By having the above configuration, the agricultural chemical produced by the production method has the same effect as the agricultural chemical according to the present invention.
　なお、本発明に係る農業用薬剤を希釈して得られる散布液についても本発明の範疇に含まれる。また、対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物に添加する添加剤であって、アミンおよび脂肪酸エステル乳化物を含む添加剤についても本発明の範疇に含まれる。 In addition, the spray liquid obtained by diluting the agricultural chemical according to the present invention is also included in the category of the present invention. Further, an additive that is added to an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism and includes an amine and a fatty acid ester emulsion is also included in the scope of the present invention. .
　以上説明したように、本発明に係る農業用薬剤は、活性成分、アミンおよび脂肪酸エステル乳化物を含有している。これによって、農業用薬剤が希釈されたとしても、本発明に係る農業用薬剤に含有されている活性成分は対象となる生物に対する活性を安定して十分に発揮することができる。 As described above, the agricultural chemical according to the present invention contains an active ingredient, an amine and a fatty acid ester emulsion. Thereby, even if the agricultural chemical is diluted, the active ingredient contained in the agricultural chemical according to the present invention can stably and sufficiently exhibit the activity against the target organism.
　例えば、活性成分が殺菌用途、殺虫用途または除草用途に有効な成分である場合、本発明に係る農業用薬剤は防除対象生物に対する活性を安定して十分に発揮することができる。また、活性成分が植物成長制御（促進または抑制）用途に有効な成分である場合、本発明に係る農業用薬剤は保護対象生物に対する活性を安定して十分に発揮することができる。 For example, when the active ingredient is an effective ingredient for bactericidal use, insecticidal use or herbicidal use, the agricultural chemical according to the present invention can stably and sufficiently exert the activity against the organism to be controlled. Moreover, when an active ingredient is an effective ingredient for plant growth control (promotion or suppression), the agricultural chemical | medical agent which concerns on this invention can fully exhibit the activity with respect to a protection target organism.
　すなわち、本発明に係る農業用薬剤を用いることにより、同一の防除効果を得るために必要な農業用薬剤の使用量を低減することができる。これによって、散布コストおよび散布に要する労力を低減することができる。また、環境中に放出される農業用薬剤およびその他の化学物質の量を低減することもできる。 That is, by using the agricultural chemical according to the present invention, it is possible to reduce the amount of agricultural chemical used to obtain the same control effect. Thereby, the spraying cost and the labor required for spraying can be reduced. It can also reduce the amount of agricultural chemicals and other chemicals released into the environment.
　（農業用薬剤について）
　本発明に係る農業用薬剤は、対象となる生物に対して活性を有する化合物（活性成分または有効成分とも称する）、乳化した脂肪酸エステル（脂肪酸エステル乳化物とも称する）およびアミンを含む。 (About agricultural chemicals)
The agricultural chemical according to the present invention includes a compound having activity against a target organism (also referred to as an active ingredient or an active ingredient), an emulsified fatty acid ester (also referred to as a fatty acid ester emulsion), and an amine.
　ここで、本明細書およびその添付書面（以下、これらを合わせて本明細書と呼ぶ）において用いられている「農業用薬剤」および「農業用薬剤組成物」の定義について説明する。本明細書における「農業用薬剤」とは、農園芸用途に用いられる薬剤であり、散布液を調製する前の製剤を意味するものである。また、本明細書における「農業用薬剤組成物」とは、農業用薬剤に含有されている組成物であり、少なくとも有効成分を含む組成物である。 Here, the definitions of “agricultural drug” and “agricultural drug composition” used in the present specification and its attached document (hereinafter collectively referred to as the present specification) will be described. The “agricultural agent” in the present specification is an agent used for agricultural and horticultural purposes, and means a preparation before preparing a spray liquid. Further, the “agricultural drug composition” in the present specification is a composition contained in an agricultural drug and is a composition containing at least an active ingredient.
　「農業用薬剤組成物」に含まれる本発明の特徴となる成分は、場合によって以下の４パターンに分けることができる。なお、農業用薬剤組成物は、各パターンにおいて示されている成分以外に添加剤などの成分を含んでいてもよい。
　（パターン１）有効成分、脂肪酸エステル乳化物、アミン
　（パターン２）有効成分、脂肪酸エステル乳化物
　（パターン３）有効成分、アミン
　（パターン４）有効成分 The ingredients of the present invention contained in the “agricultural pharmaceutical composition” can be divided into the following four patterns depending on circumstances. In addition, the agricultural chemical composition may contain components such as additives in addition to the components shown in each pattern.
(Pattern 1) Active ingredient, fatty acid ester emulsion, amine (Pattern 2) Active ingredient, fatty acid ester emulsion (Pattern 3) Active ingredient, amine (Pattern 4) Active ingredient
　パターン１では、農業用薬剤組成物中に有効成分、脂肪酸エステル乳化物およびアミンが含まれている。パターン１の農業用薬剤組成物を含む農業用薬剤を、以下「製剤組み込み型農業用薬剤」と称する。一方、パターン２～４では、農業用薬剤組成物中に脂肪酸エステルおよびアミンのいずれか一方が含まれているか、あるいは両方とも含まれていない。すなわち、これらのパターンでは、農業用薬剤組成物に対して、該組成物には含まれていない成分を添加して混合することで、農業用薬剤が得られることになる。パターン２～４の農業用薬剤組成物を含む農業用薬剤を、以下「タンクミックス型農業用薬剤」と称する。 In Pattern 1, the agricultural chemical composition contains an active ingredient, a fatty acid ester emulsion, and an amine. The agricultural chemical containing the agricultural chemical composition of Pattern 1 is hereinafter referred to as “formulation incorporated agricultural chemical”. On the other hand, in patterns 2 to 4, either one or both of a fatty acid ester and an amine are contained in the agricultural chemical composition. That is, in these patterns, agricultural chemicals can be obtained by adding and mixing ingredients not included in the agricultural chemical composition. The agricultural chemicals containing the agricultural chemical compositions of patterns 2 to 4 are hereinafter referred to as “tank mix type agricultural chemicals”.
　なお、本発明に係る農業用薬剤は、有効成分、脂肪酸エステル乳化物およびアミンが予め混合されているものに限定されるものではない。本明細書では、すなわち、農業用薬剤組成物と脂肪酸エステル乳化物およびアミンを含む添加剤（アジュバント）とを備えたキットも本発明に係る農業用薬剤に含むものとする。なお、脂肪酸エステルおよびアミンは別体となっていてもよい。 In addition, the agricultural chemical | medical agent which concerns on this invention is not limited to the thing with which an active ingredient, a fatty-acid-ester emulsion, and an amine are mixed previously. In the present specification, that is, the agricultural chemical according to the present invention also includes a kit including an agricultural chemical composition, a fatty acid ester emulsion, and an additive containing an amine (adjuvant). The fatty acid ester and the amine may be separated.
　本実施形態では、まず製剤組み込み型の農業用薬剤について説明した後にタンクミックス型の農業用薬剤について説明する。 In this embodiment, first, the formulation-integrated agricultural chemical will be described, and then the tank mix-type agricultural chemical will be described.
　（製剤組み込み型農業用薬剤）
　製剤組み込み型農業用薬剤の一実施形態について以下に説明する。製剤組み込み型農業用薬剤における農業用薬剤組成物は、上述したように、有効成分、アミン及び脂肪酸エステル乳化物を含む（パターン１）。なお、本発明に係る農業用薬剤に含まれているアミンおよび脂肪酸エステルはアジュバントと称される成分である。製剤組み込み型農業用薬剤であれば、使用者が散布時にアジュバント成分を混合する手間を省くことができる。 (Formulation embedded agricultural chemicals)
One embodiment of the pharmaceutical embedded agricultural chemical is described below. As described above, the agricultural pharmaceutical composition in the pharmaceutical embedded agricultural chemical contains an active ingredient, an amine and a fatty acid ester emulsion (Pattern 1). In addition, the amine and fatty acid ester which are contained in the agricultural chemical | medical agent which concerns on this invention are components called an adjuvant. If it is a pharmaceutical embedded agricultural chemical, it is possible to save the user from mixing the adjuvant component when spraying.
　また、製剤組み込み型農業用薬剤は、農業用薬剤組成物の他に農園芸用薬剤の製剤において一般的に用いられる賦形剤などを含んでいてもよい。製剤組み込み型農業用薬剤に含まれる各種成分について、以下に説明する。 Further, the preparation-incorporated agricultural chemical may contain excipients generally used in the preparation of agricultural and horticultural chemicals in addition to the agricultural pharmaceutical composition. Various components contained in the pharmaceutical embedded agricultural chemical will be described below.
　（脂肪酸エステル）
　製剤組み込み型農業用薬剤において用いることができる脂肪酸エステルは、特に限定されるものではない。脂肪酸エステルとしては、例えば、動植物由来の油脂、油脂の加水分解物のエステル化物および石油由来の脂肪酸エステルなどを用いることができる。 (Fatty acid ester)
The fatty acid ester that can be used in the pharmaceutical preparation-type agricultural chemical is not particularly limited. Examples of fatty acid esters that can be used include oils and fats derived from animals and plants, esterified products of hydrolyzed oils and fats, and fatty acid esters derived from petroleum.
　農業用薬剤における脂肪酸エステルの含有量は、０．１～５０重量％の範囲であることが好ましく、０．５～４０重量％の範囲であることがより好ましい。なお、実際に散布される際の散布液中における脂肪酸エステルの含有量は、散布液全量に対して重量にして１～５０００ｐｐｍの範囲であることが好ましく、１０～２０００ｐｐｍの範囲であることがより好ましい。 The content of the fatty acid ester in the agricultural chemical is preferably in the range of 0.1 to 50% by weight, more preferably in the range of 0.5 to 40% by weight. Note that the content of the fatty acid ester in the spray liquid when actually sprayed is preferably in the range of 1 to 5000 ppm by weight with respect to the total amount of the spray liquid, and more preferably in the range of 10 to 2000 ppm. preferable.
　農業用薬剤中で、脂肪酸エステルは乳化した状態で含有されている。すなわち、農業用薬剤中で脂肪酸エステルは液滴として存在している。 In agricultural chemicals, fatty acid esters are contained in an emulsified state. That is, fatty acid esters exist as droplets in agricultural chemicals.
　上述した脂肪酸エステルを乳化するためには、用いる脂肪酸エステルの性質に応じて適当な界面活性剤を用いればよい。用いることができる界面活性剤としては、例えば、非イオン界面活性剤および陰イオン界面活性剤などを挙げることができる。もちろん、これらの界面活性剤を混合したものを用いてもよい。非イオン界面活性剤および陰イオン界面活性剤としては公知のものを用いればよい。また、非イオン界面活性剤および陰イオン界面活性剤は、１種類のみを用いてもよいし、複数種類を用いてもよい。 In order to emulsify the above-described fatty acid ester, an appropriate surfactant may be used depending on the properties of the fatty acid ester used. Examples of the surfactant that can be used include nonionic surfactants and anionic surfactants. Of course, a mixture of these surfactants may be used. Known nonionic surfactants and anionic surfactants may be used. Moreover, only one type of nonionic surfactant and anionic surfactant may be used, or a plurality of types may be used.
　次に、農業用薬剤中における脂肪酸エステル乳化物の液滴径について説明する。農業用薬剤中の脂肪酸エステルの液滴径は、重量中位径で５～３０μｍの範囲であることが好ましく、５～２５μｍの範囲であることがより好ましく、１０～２０μｍの範囲であることがさらに好ましい。ここで、本明細書における「重量中位径」とは、多数の粒子からなる粒子群の重量による累積分布を求めたとき、その５０％（中央値）に対応する粒子径の値を指す。 Next, the droplet diameter of the fatty acid ester emulsion in the agricultural chemical will be described. The droplet diameter of the fatty acid ester in the agricultural chemical is preferably in the range of 5 to 30 μm in weight median diameter, more preferably in the range of 5 to 25 μm, and in the range of 10 to 20 μm. Further preferred. Here, the “weight median diameter” in this specification refers to a value of the particle diameter corresponding to 50% (median value) when the cumulative distribution by the weight of the particle group composed of a large number of particles is obtained.
　液滴径が５～３０μｍの範囲である場合には、有効成分の効果を増強する働きを十分に発揮することができる。なお、３０μｍ以上の液滴を水中に安定に存在させることは一般的には困難である。 When the droplet diameter is in the range of 5 to 30 μm, the function of enhancing the effect of the active ingredient can be sufficiently exerted. In general, it is difficult to cause liquid droplets of 30 μm or more to stably exist in water.
　例えば、特許文献１では、農薬製剤中に脂肪酸エステル乳化物を含有させる際に液滴径を所定の値（特許文献１では１５μｍ）よりも小さくしている。しかし、本発明に係る農業用薬剤では、液滴径が５～２５μｍの範囲である場合には、液滴径がそれ以下である場合よりも有効成分の効果をより増強し、液滴径が１０～２０μｍの範囲である場合には、有効成分の効果をさらに増強する。すなわち、従来とは異なり、農業用薬剤中の脂肪酸エステルの液滴径を適当な値に調整することにより、より一層有効成分の効果を増強することができる。これは、本発明者らにより見出された新たな知見である。 For example, in Patent Document 1, when the fatty acid ester emulsion is contained in the agricultural chemical preparation, the droplet diameter is made smaller than a predetermined value (15 μm in Patent Document 1). However, in the agricultural chemical according to the present invention, when the droplet size is in the range of 5 to 25 μm, the effect of the active ingredient is further enhanced than when the droplet size is smaller than that, and the droplet size is reduced. When it is in the range of 10 to 20 μm, the effect of the active ingredient is further enhanced. That is, unlike the conventional case, the effect of the active ingredient can be further enhanced by adjusting the droplet diameter of the fatty acid ester in the agricultural chemical to an appropriate value. This is a new finding found by the present inventors.
　なお、脂肪酸エステル乳化物の液滴径は、界面活性剤の添加量に依存する。界面活性剤の添加量を増やせば液滴径は小さくなり、添加量を減らせば液滴径は大きくなる。液滴の粒子径は、従来公知の方法で測定することができる。例えば、レーザー光回折散乱法または電気的検知帯法を用いた方法により測定することができる。 The droplet size of the fatty acid ester emulsion depends on the amount of surfactant added. Increasing the addition amount of the surfactant decreases the droplet diameter, and decreasing the addition amount increases the droplet diameter. The particle diameter of the droplet can be measured by a conventionally known method. For example, it can be measured by a method using a laser light diffraction scattering method or an electrical detection band method.
　（アミン）
　製剤組み込み型農業用薬剤において用いることができるアミンは、特に限定されるものではない。アミンとしては、１級アミン、２級アミンおよび３級アミンのいずれも使用することができる。具体的には、アミンとして、ココナッツアミンおよび牛脂アミンなどのアルキルアミン、モルホリンおよびピペラジンなどの環状アミン、ならびに、アルコールアミンを用いることができる。また、脂肪酸アミン（アルキルアミン）のアルキレンオキサイド付加物などのアミン誘導体を用いることもできる。 (Amine)
The amine that can be used in the pharmaceutical preparation-type agricultural chemical is not particularly limited. As the amine, any of primary amine, secondary amine, and tertiary amine can be used. Specifically, alkyl amines such as coconut amine and beef tallow amine, cyclic amines such as morpholine and piperazine, and alcohol amines can be used as amines. In addition, amine derivatives such as alkylene oxide adducts of fatty acid amines (alkylamines) can also be used.
　アミンとしては、これらの中でも取り扱いが容易であり、経済的であり、製造時または使用時に人体に影響が小さい、アルコールアミンまたはアルキルアミン-アルキレンオキサイド付加物を用いることが好ましい。アルコールアミンの例としては、N－エタノールジアミンを挙げることができる。また、アルキルアミンのアルキレンオキサイド付加物としては、例えば、牛脂アミンのエチレンオキサイド（１５モル）付加物を例示することができる。なお、アルキレンオキサイドは、エチレンオキサイド以外にもメチレンオキサイドまたはプロピレンオキサイドであってもよい。もちろんアミンは、上述したものに限定されるものではない。なお、本明細書では、水溶性が高く、蒸気圧が低く、かつ臭気の少ないものを「取り扱いが容易である」ものとしている。 Among these amines, it is preferable to use an alcohol amine or an alkylamine-alkylene oxide adduct that is easy to handle, economical, and has little influence on the human body during production or use. Examples of alcohol amines include N-ethanol diamine. Moreover, as an alkylene oxide adduct of alkylamine, for example, an ethylene oxide (15 mol) adduct of beef tallow amine can be exemplified. The alkylene oxide may be methylene oxide or propylene oxide in addition to ethylene oxide. Of course, the amine is not limited to those described above. In the present specification, a material that has high water solubility, low vapor pressure, and low odor is considered “easy to handle”.
　アミンは、農業用薬剤中に０．１～２０重量％の範囲で含まれていることが好ましく、０．２～５重量％の範囲で含まれていることがより好ましい。なお、実際に散布される際の散布液中におけるアミンの含有量は、散布液全量に対して重量にして１～１０００ｐｐｍの範囲であることが好ましく、５～２００ｐｐｍの範囲であることがより好ましい。 The amine is preferably contained in the agricultural chemical in the range of 0.1 to 20% by weight, and more preferably in the range of 0.2 to 5% by weight. In addition, the amine content in the spray liquid when actually sprayed is preferably in the range of 1 to 1000 ppm, more preferably in the range of 5 to 200 ppm by weight with respect to the total amount of the spray liquid. .
　（有効成分）
　製剤組み込み型農業用薬剤において用いることができる有効成分は、殺虫用途に好適である有効成分、殺菌用途に好適である有効成分、除草用途に好適である有効成分、または植物成長調整（促進または抑制）用途に好適な有効成分であれば特に限定されるものではない。上述した有効成分の具体例について以下に示す。 (Active ingredient)
The active ingredient that can be used in the pharmaceutical embedded agricultural chemicals is an active ingredient suitable for insecticidal use, an active ingredient suitable for bactericidal use, an active ingredient suitable for herbicidal use, or plant growth regulation (promotion or suppression) The active ingredient is not particularly limited as long as it is suitable for use. Specific examples of the active ingredients described above are shown below.
　殺虫用途に好適な有効成分としては、例えば、ＭＰＰ、ＭＥＰ、ピリミホスメチル、ダイアジノン、イソキサチオン、ピリダフェンチオン、クロルピリホスメチル、バミドチオン、イミダクロプリド、マラソン、ＰＡＰ、ジメトエート、エチルチオメトン、モノクロトホス、ＢＲＰ、ＣＶＭＰ、ジメチルビンホス、プロパホス、ＤＥＰ、ＥＰＮ、ＮＡＣ、ＭＴＭＣ、ＭＩＰＣ、ＢＰＭＣ、ＰＨＣ、ＭＰＭＣ、ＸＭＣ、ベンダイオカルブ、カルボスルファン、シラフロフェン、ベンフラカルブ、チオジカルブ、シクロプロトリン、エトフェンプロックス、カルタップ、チオシクラム、ベンスルタップ、ブプロフェジン、および、エチプロールなどを挙げることができる。 Active ingredients suitable for insecticidal use include, for example, MPP, MEP, pyrimifosmethyl, diazinon, isoxathione, pyridafenthion, chlorpyrifosmethyl, bamidthione, imidacloprid, marathon, PAP, dimethoate, ethylthiomethone, monocrotophos, BRP, CVMP, dimethylvinphos, Propafos, DEP, EPN, NAC, MTMC, MIPC, BPMC, PHC, MPMC, XMC, Bendiocarb, Carbosulfurfan, Silafrophene, Benfuracarb, Thiodicarb, Cycloproton, Etofenprox, Cartap, Thiocyclam, Bensulfap, Buprofezin, And Ethiprol.
　殺菌用途に好適な有効成分としては、トリアゾール系化合物、イミダゾール系化合物、塩基性硫酸銅、塩基性塩化銅、水酸化第二銅、有機硫黄ニッケル塩、チウラム、キャプタン、ＴＰＮ、フサライド、ＩＢＰ、ＥＤＤＰ、チオファネートメチル、ベノミル、イプロジオン、メプロニル、フルトラニル、テフロフタラム、ペンシクロン、メタラキシル、トリフルミゾール、ブラストサイジンＳ、カスガマイシン、ポリオキシン、バリダマイシンＡ、オキシテトラサイクリン、ヒドロキシイソキサゾール、メタスルホカルブ、ＭＡＦ、ＭＡＦＡ、ベンチアゾール、ジクロメジン、プロベナゾール、イソプロチオラン、トリシクラゾール、ピロキロン、オキソニック酸、グアザチン、およびフェリムゾンなどを挙げることができる。 Active ingredients suitable for sterilization applications include triazole compounds, imidazole compounds, basic copper sulfate, basic copper chloride, cupric hydroxide, organic sulfur nickel salts, thiuram, captan, TPN, fusalide, IBP, EDDP , Thiophanate methyl, benomyl, iprodione, mepronil, flutolanil, teftophthalam, pencyclon, metalaxyl, triflumizole, blasticidin S, kasugamycin, polyoxin, validamycin A, oxytetracycline, hydroxyisoxazole, metasulfocarb, MAF, MAFA, bench Examples include azole, dichromedin, probenazole, isoprothiolane, tricyclazole, pyroxylone, oxonic acid, guazatine, and ferrimzone.
　除草用途に好適な有効成分としては、グルホシネート、グリホサート、２，４－ＰＡジメチルアミン、ＭＣＰＡナトリウム塩、ＭＣＰＢ、フェノチオール、クロメプロップ、ナプロアニリド、ＣＮＰ、クロメトキシニル、ビフェノックス、ＭＣＣ、ベンチオカーブ、エスプロカルブ、モリネート、ブタクロール、ジメピペレート、ＤＣＰＡ、ブタクロール、トリフルラリン、フェンメディファム、デスメディファム、メトリブジン、プレチラクロール、ブロモブチド、メフェナセット、ダイムロン、ベンスルフロンメチル、シメトリン、プロメトリン、ジメタメトリン、ベンタゾン、オキサジアゾン、ピラゾレート、ピラゾキシフェン、ベンゾフェナップ、トリフルラリン、ピペロホス、２，４－ＰＡジメチルアミン、ＡＣＮ、キザロホップエチル、アシュラム、およびペンディメタリンなどを挙げることができる。 Active ingredients suitable for herbicidal use include glufosinate, glyphosate, 2,4-PA dimethylamine, MCPA sodium salt, MCPB, phenothiol, clomeprop, naproanilide, CNP, clomethoxynil, bifenox, MCC, beniocarb, esprocarb, molinate, butachlor , Dimethylpiperate, DCPA, butachlor, trifluralin, fenmedifam, desmedifam, metribuzin, pretilachlor, bromobutide, mefenacet, dimeron, bensulfuronmethyl, cimethrin, promethrin, dimetamethrin, bentazone, oxadiazone, pyrazolate, pyrazoxifene, flufenap , Piperophos, 2,4-PA dimethylamine, ACN, quizalhot Mention may be made of ethyl, ashram, and such as pendimethalin.
　植物成長調節用途に好適な有効成分としては、トリアゾール系化合物、イミダゾール系化合物、イナベンフィド、オキシエチレンドコサノール、ニコチン酸アミド、およびベンジルアミノプリンなどを挙げることができる。 Examples of active ingredients suitable for plant growth regulation include triazole compounds, imidazole compounds, inabenfide, oxyethylene docosanol, nicotinamide, and benzylaminopurine.
　これらの中でも、有効成分はトリアゾール系化合物であることが好ましく、メトコナゾール、イプコナゾール、５－（４－クロロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－（４－フルオロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－ベンジル－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、２－（１－クロロシクロプロピル）－４－（２，２－ジクロロシクロプロピル）－１－（１Ｈ－１，２，４－トリアゾール－１－イル）ブタン－２－オール、２－（１－クロロシクロプロピル）－１－（２，２－ジブロモシクロプロピル）－３－（１Ｈ－１，２，４－トリアゾール－１－イル）プロパン－２－オールであることがより好ましい。 Among these, the active ingredient is preferably a triazole compound, and metconazole, ipconazole, 5- (4-chlorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazole -1-ylmethyl) cyclopentanol, 5- (4-fluorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5- Benzyl-2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 2- (1-chlorocyclopropyl) -4- (2,2-dichloro Cyclopropyl) -1- (1H-1,2,4-triazol-1-yl) butan-2-ol, 2- (1-chlorocyclopropyl) -1- (2 And more preferably 2-dibromocyclopropyl) -3- (1H-1,2,4- triazol-1-yl) propan-2-ol.
　また、有効成分は、単一の化合物であってもよいし、２種類以上の化合物が混合されていてもよい。すなわち、上述した化合物の混合物を有効成分としてもよい。もちろん、有効成分は上述した化合物に限定されるものではなく、各用途に用いることができる化合物であれば上述されていない化合物であってもよい。 In addition, the active ingredient may be a single compound, or two or more kinds of compounds may be mixed. That is, a mixture of the above-described compounds may be used as an active ingredient. Of course, the active ingredient is not limited to the compounds described above, and may be a compound not described above as long as it can be used for each application.
　有効成分は、農業用薬剤中に０．５～９５重量％の範囲で含まれていることが好ましく、１～９０重量％の範囲で含まれていることがより好ましい。なお、実際に散布される際の散布液中の有効成分の含有量は、所望の活性を発揮できる量であれば特に限定されるものではない。 The active ingredient is preferably contained in the agricultural chemical in the range of 0.5 to 95% by weight, and more preferably in the range of 1 to 90% by weight. In addition, content of the active ingredient in the spray liquid at the time of actually spraying will not be specifically limited if it is the quantity which can exhibit desired activity.
　（農業用薬剤におけるその他の成分）
　農業用薬剤は、有効成分の作用を阻害しない範囲で他の成分を含んでいてもよい。例えば、農業用薬剤が懸濁剤または乳濁剤である場合には、キャリアー用の水、分散剤用界面活性剤、濡れ用界面活性剤、消泡剤、増粘剤、凍結防止剤、安定化剤、防腐剤、および着色剤などを加えることができる。農業用薬剤が水和剤である場合には、キャリアー用の鉱物質微粉、分散剤用界面活性剤、濡れ用界面活性剤、消泡剤、安定化剤、および着色剤などを加えることができる。 (Other ingredients in agricultural chemicals)
The agricultural chemical may contain other components as long as the action of the active ingredient is not inhibited. For example, when the agricultural chemical is a suspension or emulsion, water for carrier, surfactant for dispersant, wetting surfactant, antifoaming agent, thickener, antifreeze agent, stable Agents, preservatives, colorants and the like can be added. When the agricultural chemical is a wettable powder, mineral fine powder for carrier, surfactant for dispersing agent, surfactant for wetting, antifoaming agent, stabilizer, coloring agent, etc. can be added. .
　また、農業用薬剤が顆粒水和剤である場合には、キャリアー用の鉱物質微粉、分散剤用界面活性剤、濡れ用界面活性剤、粘結剤、崩壊助剤、消泡剤、安定化剤、および着色剤などを加えることができる。 In addition, when the agricultural chemical is a granule wettable powder, mineral fine powder for carrier, surfactant for dispersant, surfactant for wetting, binder, disintegration aid, antifoaming agent, stabilization An agent, a coloring agent, and the like can be added.
　（農業用薬剤の剤形）
　農業用薬剤の剤形は、散布される際に液状となるものであれば特に限定されるものではなく、いわゆる濃厚剤と称される剤形であればよい。すなわち、農業用薬剤は、固体であってもよいし、液体であってもよい。このような農業用薬剤の剤形としては、例えば、水溶剤、水和剤、顆粒水和剤、懸濁剤、乳剤、EW剤、サスポエマルジョン剤、マイクロエマルジョン、液剤、微量散布用剤およびマイクロカプセル剤、などを挙げることができる。 (Agricultural drug dosage form)
The dosage form of the agricultural chemical is not particularly limited as long as it becomes liquid when sprayed, and any dosage form referred to as a so-called thickener may be used. That is, the agricultural chemical may be solid or liquid. Examples of dosage forms of such agricultural chemicals include, for example, aqueous solvents, wettable powders, granular wettable powders, suspensions, emulsions, EW agents, suspoemulsions, microemulsions, liquids, microdispersing agents and And microcapsules.
　（農業用薬剤の用途）
　農業用薬剤の用途は、液状で利用可能な用途であれば特に限定されるものではない。すなわち、用途は含まれる有効成分の特性により適宜設定される。例えば、有効成分として上述したアゾール系化合物を用いる場合には、茎葉散布で優れた効果を発揮する。 (Use of agricultural chemicals)
The application of the agricultural chemical is not particularly limited as long as it is a liquid-useable application. That is, the use is appropriately set depending on the characteristics of the active ingredient included. For example, when the azole compound described above is used as an active ingredient, an excellent effect is exhibited by foliage spraying.
　（製剤組み込み型農業用薬剤の製造方法）
　続いて、製剤組み込み型農業用薬剤の製造方法の一実施形態について以下に説明する。製剤組み込み型農業用薬剤は、対象となる生物に対する有効成分およびアミンを混合するアミン混合工程と、アミン混合工程において得られた混合物に脂肪酸エステル乳化物を混合する脂肪酸エステル混合工程と、を含む。 (Manufacturing method for pharmaceuticals with embedded formulation)
Subsequently, an embodiment of a method for producing a pharmaceutical preparation-type agricultural chemical will be described below. The pharmaceutical embedded agricultural chemical includes an amine mixing step in which an active ingredient and an amine for a target organism are mixed, and a fatty acid ester mixing step in which a fatty acid ester emulsion is mixed in the mixture obtained in the amine mixing step.
　各工程における混合条件は、用いられる有効成分、アミンおよび脂肪酸エステル乳化物に応じて適宜設定すればよい。 The mixing conditions in each step may be appropriately set according to the active ingredient used, the amine and the fatty acid ester emulsion.
　また、アミン混合工程および脂肪酸エステル混合工程の順序は逆であってもよい。すなわち、製剤組み込み型農業用薬剤は、対象となる生物に対する有効成分および脂肪酸エステル乳化物を混合した後に、アミンを混合することによっても製造することができる。 Further, the order of the amine mixing step and the fatty acid ester mixing step may be reversed. That is, the pharmaceutical preparation-type agricultural chemical can also be produced by mixing the active ingredient and fatty acid ester emulsion for the target organism and then mixing the amine.
　なお、製剤組み込み型農業用薬剤を使用する場合、使用者（農業従事者）は製剤組み込み型農業用薬剤を水などに溶解させるか、水などに分散させることで希釈する。そして、使用者は、希釈した液体（散布液）を対象となる生物（防除対象生物または保護対象生物）に散布する。すなわち、本明細書における「散布液」とは、対象生物に対して実際に散布される液体を指す。したがって、もし農業用薬剤を希釈せずに散布した場合には、農業用薬剤が散布液となる。 In addition, when using a pharmaceutical embedded agricultural chemical, the user (agricultural worker) dilutes the pharmaceutical embedded agricultural chemical by dissolving it in water or by dispersing it in water. Then, the user sprays the diluted liquid (spray liquid) on the target organism (control target organism or protection target organism). That is, the “spreading liquid” in the present specification refers to a liquid that is actually sprayed on the target organism. Therefore, if the agricultural chemical is sprayed without dilution, the agricultural chemical becomes the spray liquid.
　（タンクミックス型農業用薬剤）
　ここまで、製剤組み込み型農業用薬剤について説明した。次に、タンクミックス型農業用薬剤の一実施形態について説明する。タンクミックス型農業用薬剤における農業用薬剤組成物には、上述したように、脂肪酸エステル乳化物およびアミンのいずれか一方が含まれているか、あるいは、両方とも含まれていない（パターン２～４）。したがって、タンクミックス型農業用薬剤は、農業用薬剤組成物に不足しているアジュバントを添加することで得られる。 (Tank mix type agricultural chemicals)
So far, the pharmaceutical embedded agricultural chemical has been described. Next, an embodiment of a tank mix type agricultural chemical will be described. As described above, the agricultural chemical composition in the tank mix type agricultural chemical contains either or both of the fatty acid ester emulsion and the amine (patterns 2 to 4). . Therefore, a tank mix type agricultural chemical can be obtained by adding an adjuvant that is lacking in the agricultural pharmaceutical composition.
　タンクミックス型農業用薬剤であっても、アミン、脂肪酸エステルおよび有効成分は上述した製剤組み込み型と同様のものを用いることができる。また、脂肪酸エステルを乳化するためには、先と同様に界面活性剤を添加すればよい。散布液中の脂肪酸エステルの液滴径は、製剤組み込み型の場合と同様に、重量中位径で５～３０μｍの範囲であることが好ましく、５～２５μｍの範囲であることがより好ましく、１０～２０μｍの範囲であることがさらに好ましい。 Even if it is a tank mix type agricultural chemical, the same amine, fatty acid ester and active ingredient as those in the above-mentioned preparation incorporation type can be used. Further, in order to emulsify the fatty acid ester, a surfactant may be added in the same manner as described above. The droplet diameter of the fatty acid ester in the spray liquid is preferably in the range of 5 to 30 μm, more preferably in the range of 5 to 25 μm in terms of the weight median diameter, as in the case of the formulation incorporation type. More preferably, it is in the range of ˜20 μm.
　なお、タンクミックス型農業用薬剤において散布液を調製するための溶媒は、入手が容易であり、環境負荷がないことから一般的には水を用いる。なお、水媒体の農業用薬剤では、アジュバント添加の効果がより一層発揮される。 In addition, since a solvent for preparing a spray liquid in a tank mix type agricultural chemical is easy to obtain and has no environmental impact, water is generally used. It should be noted that the effect of adding an adjuvant is further exhibited in the agricultural chemicals in the aqueous medium.
　また、タンクミックス型農業用薬剤であっても、アミンおよび脂肪酸エステル乳化物以外に製剤組み込み型農業用薬剤の場合と同様の成分を含むことができる。 Further, even a tank mix type agricultural chemical can contain the same components as in the case of a pharmaceutical embedded agricultural chemical in addition to the amine and fatty acid ester emulsion.
　タンクミックス型農業用薬剤の有利な点としては、アジュバントを含まない農薬製剤の効果を使用者（農業従事者）の目的に応じて選択されたアジュバントによって増強することが可能となることが挙げられる。 Advantages of tank mix type agricultural chemicals include that the effect of an agrochemical formulation that does not contain an adjuvant can be enhanced by an adjuvant selected according to the purpose of the user (farmer). .
　（タンクミックス型農業用薬剤の製造方法）
　本発明に係るタンクミックス型農業用薬剤は、農業用薬剤組成物に含有されている成分に応じてその製造（調製）方法が異なる。すなわち、パターン２～４のいずれの農業用薬剤組成物であるかに応じてその製造方法が異なる。各パターンにおける製造方法について以下に説明する。 (Method for producing tank mix type agricultural chemicals)
The tank mix type agricultural chemical according to the present invention differs in its production (preparation) method depending on the components contained in the agricultural chemical composition. That is, the production method differs depending on which of the agricultural chemical compositions in patterns 2 to 4. The manufacturing method in each pattern is demonstrated below.
　農業用薬剤に含まれる農業用薬剤組成物がパターン２である場合、タンクミックス型農業用薬剤の製造方法は、有効成分および脂肪酸エステル乳化物を含有する農業用薬剤組成物にアミンを混合するアミン混合工程を含む。 When the agricultural chemical composition contained in the agricultural chemical is pattern 2, the method for producing a tank mix type agricultural chemical includes an amine mixed with an agricultural pharmaceutical composition containing an active ingredient and a fatty acid ester emulsion. Including a mixing step.
　農業用薬剤に含まれる農業用薬剤組成物がパターン３である場合、タンクミックス型農業用薬剤の製造方法は、有効成分およびアミンを含有する農業用薬剤組成物に脂肪酸エステル乳化物を混合する脂肪酸エステル混合工程を含む。 When the agricultural chemical composition contained in the agricultural chemical is pattern 3, the method for producing a tank mix type agricultural chemical includes a fatty acid ester emulsion mixed with an agricultural pharmaceutical composition containing an active ingredient and an amine. An ester mixing step is included.
　農業用薬剤に含まれる農業用薬剤組成物がパターン４である場合、タンクミックス型農業用薬剤の製造方法は、有効成分を含有する農業用薬剤組成物にアミンおよび脂肪酸エステル乳化物を混合する添加物混合工程を含む。 When the agricultural chemical composition contained in the agricultural chemical is pattern 4, the method for producing a tank mix type agricultural chemical is to add an amine and a fatty acid ester emulsion to the agricultural pharmaceutical composition containing the active ingredient A product mixing step.
　これらの各混合工程における混合条件は、有効成分、アミンおよび脂肪酸エステル乳化物の種類に応じて適宜設定すればよい。 The mixing conditions in each of these mixing steps may be appropriately set according to the types of the active ingredient, amine and fatty acid ester emulsion.
　タンクミックス型農業用薬剤における各混合工程は、通常、水などの溶媒に溶解した農業用薬剤組成物に脂肪酸エステル乳化物および／またはアミンを混合する。すなわち、タンクミックス型農業用薬剤は、そのまま散布液として用いることができる。 In each mixing step in the tank mix type agricultural chemical, the fatty acid ester emulsion and / or amine is usually mixed with the agricultural chemical composition dissolved in a solvent such as water. That is, the tank mix type agricultural chemical can be used as a spray liquid as it is.
　タンクミックス型農業用薬剤において農業用薬剤組成物にアミンおよび／または脂肪酸エステル乳化物を混合するタイミングは、散布前であれば特に限定されるものではない。すなわち、タンクミックス型農業用薬剤では、農業用薬剤組成物とアジュバントとを別に販売するようにしてもよい。 In the tank mix type agricultural chemical, the timing of mixing the amine and / or fatty acid ester emulsion with the agricultural chemical composition is not particularly limited as long as it is before spraying. That is, in the tank mix type agricultural chemical, the agricultural chemical composition and the adjuvant may be sold separately.
　なお、脂肪酸エステル乳化物は、界面活性剤を添加して脂肪酸エステル乳化物を溶媒に添加して作製すればよい。なお、農業用薬剤組成物は従来公知の方法により作製すればよい。 The fatty acid ester emulsion may be prepared by adding a surfactant and adding the fatty acid ester emulsion to a solvent. In addition, what is necessary is just to produce an agricultural chemical composition by a conventionally well-known method.
　（農業用薬剤におけるその他の成分、農業用薬剤の用途）
　タンクミックス型農業用薬剤であっても、農業用薬剤組成物およびアジュバントの他に製剤組み込み型農業用薬剤において用いることができる成分と同様の成分を含むことができる。また、タンクミックス型農業用薬剤は、製剤組み込み型農業用薬剤と同様の用途に用いることができる。 (Other ingredients in agricultural chemicals, uses of agricultural chemicals)
Even a tank mix type agricultural chemical can contain the same components as those which can be used in a pharmaceutical incorporated agricultural chemical in addition to the agricultural pharmaceutical composition and adjuvant. In addition, the tank mix type agricultural chemical can be used for the same application as the pharmaceutical embedded agricultural chemical.
　（農業用薬剤の利点）
　以上説明したように、製剤組み込み型農業用薬剤は、農業用薬剤組成物中に有効成分、アミンおよび脂肪酸エステル乳化物を含有している。これによって、例え散布時に農業用薬剤を希釈したとしても、有効成分は対象となる生物に対する活性を安定して十分に発揮することができる。 (Advantages of agricultural chemicals)
As described above, the preparation-incorporated agricultural chemical contains an active ingredient, an amine and a fatty acid ester emulsion in the agricultural chemical composition. Thereby, even if the agricultural chemical is diluted at the time of spraying, the active ingredient can stably and sufficiently exert the activity against the target organism.
　また、タンクミックス型農業用薬剤は、アミンおよび脂肪酸エステル乳化物のいずれか一方が農業用薬剤組成物に含まれており、他方は一方の含まれている農業用薬剤組成物に添加される。もしくは、タンクミックス型農業用薬剤は、アミンおよび脂肪酸エステル乳化物の双方が、有効成分を含む農業用薬剤組成物に添加される。これによって、散布された有効成分は、対象となる生物に対する活性を安定して十分に発揮することができる。 Further, in the tank mix type agricultural chemical, either one of the amine and the fatty acid ester emulsion is contained in the agricultural pharmaceutical composition, and the other is added to the agricultural chemical composition contained therein. Alternatively, in the tank mix type agricultural chemical, both the amine and the fatty acid ester emulsion are added to the agricultural pharmaceutical composition containing the active ingredient. Thereby, the spread active ingredient can exhibit the activity with respect to the target organism stably and sufficiently.
　すなわち、製剤組み込み型農業用薬剤およびタンクミックス型農業用薬剤のいずれであっても、同一の効果を得るために必要な農業用薬剤組成物（有効成分）の使用量を低減することができる。これによって、散布コストおよび散布に要する労力を低減することができる。また、環境中に放出される農業用薬剤組成物およびその他の化学物質の量を低減することもできる。 That is, it is possible to reduce the amount of the agricultural chemical composition (active ingredient) used to obtain the same effect regardless of whether it is a formulation-embedded agricultural chemical or a tank mix type agricultural chemical. Thereby, the spraying cost and the labor required for spraying can be reduced. It can also reduce the amount of agricultural pharmaceutical compositions and other chemicals released into the environment.
　（付記事項）
　ここで、本明細書における「効果の増強」とは、散布された農業用薬剤組成物に含有されている有効成分（活性成分とも称する）の効果が高められていることを意味している。すなわち、アミンおよび脂肪酸エステル乳化物を含有する農業用薬剤を散布した場合の有効成分の活性が、アミンおよび脂肪酸エステル乳化物を含有していない農業用薬剤を散布した場合の有効成分の活性よりも高くなっていることを指す。なお、活性の高低については、防除価の高低により判断している。 (Additional notes)
Here, “enhancement of effect” in the present specification means that the effect of an active ingredient (also referred to as an active ingredient) contained in the sprayed agricultural pharmaceutical composition is enhanced. That is, the activity of the active ingredient when the agricultural chemical containing the amine and fatty acid ester emulsion is sprayed is more than the activity of the active ingredient when the agricultural chemical not containing the amine and fatty acid ester emulsion is sprayed. It means being higher. The level of activity is determined by the level of the control value.
　本発明は上述した実施形態に限定されるものではなく、請求項に示した範囲で種々の変更が可能である。すなわち、請求項に示した範囲で適宜変更した技術的手段を組み合わせて得られる実施形態についても本発明の技術的範囲に含まれる。 The present invention is not limited to the above-described embodiment, and various modifications can be made within the scope indicated in the claims. That is, embodiments obtained by combining technical means appropriately modified within the scope of the claims are also included in the technical scope of the present invention.
　以下、実施例を示して本発明を具体的に説明するが、本発明は実施例に限定されるものではない。まず、実施例に用いた農業用薬剤組成物（以下、単に製剤とも称する）の調製例について以下に説明する。なお、下記には有効成分としてメトコナゾールまたはイプコナゾールを用いた場合の具体例を示すが、上述した他のアゾール系化合物および他の有効成分であっても同様の処方により製剤化することができる。 Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited to the examples. First, preparation examples of the agricultural pharmaceutical composition (hereinafter also simply referred to as a preparation) used in the examples will be described below. In addition, although the specific example at the time of using metconazole or ipconazole as an active ingredient below is shown, even if it is another azole type compound mentioned above and another active ingredient, it can be formulated by the same prescription.
　〔製剤例１〕製剤Ａ
　アミンとしてＮ－エチルジエタノールアミンを含み、有効成分としてメトコナゾールを含む製剤（以下、単に製剤Ａと称する）の調製方法について説明する。 [Formulation Example 1] Formulation A
A method for preparing a preparation containing N-ethyldiethanolamine as an amine and metconazole as an active ingredient (hereinafter simply referred to as preparation A) will be described.
　メトコナゾール原体（株式会社クレハ製）を衝撃式粉砕機（フリッチュ社ロータースピードミルＰ－１４）を用いて粉砕した後、キサンタンガムとプロピレングリコール、Ｎ－エチルジエタノールアミンを除く成分とともに混合し、湿式粉砕機（ＷＡＢ社製ダイノーミル）にて粉砕した。その粉砕物にプロピレングリコールに分散させたキサンタンガムを加え、混合した後、Ｎ－エチルジエタノールアミンを加えて混合し、下記組成の製剤を得た。 The original metconazole base (manufactured by Kureha Co., Ltd.) was pulverized using an impact pulverizer (Fritch rotor speed mill P-14) and then mixed with components excluding xanthan gum, propylene glycol and N-ethyldiethanolamine, and wet pulverizer The pulverization was carried out using a dyno mill manufactured by WAB. Xanthan gum dispersed in propylene glycol was added to the pulverized product and mixed, and then N-ethyldiethanolamine was added and mixed to obtain a preparation having the following composition.
　製剤Ａ
　メトコナゾール原体(99.9%)         10.0%
　ポリオキシエチレンアリルフェニル
　エーテルサルフェートアンモニウム 　4.5%
　シリコーン系消泡剤　　　　　　　　 0.2%
　モンモリロナイトナトリウム　　　　 0.3%
　キサンタンガム　　　　　　　　　　 0.2%
　プロピレングリコール　　　　　　　 5.0%
　Ｎ－エチルジエタノールアミン　　　 1.0%
　水　　　　　　　　　　　　　　　　78.8%　 Formulation A
Metoconazole drug substance (99.9%) 10.0%
Polyoxyethylene allylphenyl ether sulfate ammonium 4.5%
Silicone antifoam 0.2%
Montmorillonite sodium 0.3%
Xanthan gum 0.2%
Propylene glycol 5.0%
N-ethyldiethanolamine 1.0%
Water 78.8%
　〔製剤例２〕製剤Ｂ
　次に、アミンとしてＮ－エチルジエタノールアミンを含まない製剤（以下、単に製剤Ｂと称する）の調製方法を説明する。製剤Ｂは、Ｎ－エチルジエタノールアミンを添加しないこと以外は製剤Ａと同様の方法により調製した。 [Formulation Example 2] Formulation B
Next, a method for preparing a preparation not containing N-ethyldiethanolamine as an amine (hereinafter simply referred to as preparation B) will be described. Formulation B was prepared in the same manner as Formulation A, except that N-ethyldiethanolamine was not added.
　製剤Ｂ
　メトコナゾール原体(99.9%)   　　　10.0%
　ポリオキシエチレンアリルフェニル
　エーテルサルフェートアンモニウム   4.5%
　シリコーン系消泡剤　　　　　　　　 0.2%
　モンモリロナイトナトリウム　　　　 0.3%
　キサンタンガム　　　　　　　　　　 0.2%
　プロピレングリコール　　　　　　　 5.0%
　水　　　　　　　　　　　　　　　　79.8%　 Formulation B
Metoconazole drug substance (99.9%) 10.0%
Polyoxyethylene allylphenyl ether sulfate ammonium 4.5%
Silicone antifoam 0.2%
Montmorillonite sodium 0.3%
Xanthan gum 0.2%
Propylene glycol 5.0%
Water 79.8%
　〔製剤例３〕製剤Ｃ
　アミンとしてＮ－エチルジエタノールアミンを含み、有効成分としてイプコナゾールを含む製剤（以下、単に製剤Ｃと称する）の調製方法について説明する。 [Formulation Example 3] Formulation C
A method for preparing a preparation containing N-ethyldiethanolamine as an amine and ipconazole as an active ingredient (hereinafter simply referred to as preparation C) will be described.
　イプコナゾール原体（株式会社クレハ製）を衝撃式粉砕機（フリッチュ社ロータースピードミルＰ－１４）を用いて粉砕した後、キサンタンガムとプロピレングリコール、Ｎ－エチルジエタノールアミンを除く成分とともに混合し、湿式粉砕機（ＷＡＢ社製ダイノーミル）にて粉砕した。その粉砕物にプロピレングリコールに分散させたキサンタンガムを加え、混合した後、Ｎ－エチルジエタノールアミンを加えて混合し、下記組成の製剤を得た。 The ipconazole base (manufactured by Kureha Co., Ltd.) was pulverized using an impact pulverizer (Fritch rotor speed mill P-14) and then mixed with components excluding xanthan gum, propylene glycol and N-ethyldiethanolamine, and wet pulverizer The pulverization was carried out using a dyno mill manufactured by WAB. Xanthan gum dispersed in propylene glycol was added to the pulverized product and mixed, and then N-ethyldiethanolamine was added and mixed to obtain a preparation having the following composition.
　製剤Ｃ
　イプコナゾール原体(99.9%)         10.0%
　ポリオキシエチレンアリルフェニル
　エーテルサルフェートアンモニウム   4.5%
　シリコーン系消泡剤　　　　　　　　 0.2%
　モンモリロナイトナトリウム　　　　 0.3%
　キサンタンガム　　　　　　　　　　 0.2%
　プロピレングリコール　　　　　　　 5.0%
　Ｎ－エチルジエタノールアミン　　　 1.0%
　水　　　　　　　　　　　　　　　　78.8%　 Formulation C
Ipconazole drug substance (99.9%) 10.0%
Polyoxyethylene allylphenyl ether sulfate ammonium 4.5%
Silicone antifoam 0.2%
Montmorillonite sodium 0.3%
Xanthan gum 0.2%
Propylene glycol 5.0%
N-ethyldiethanolamine 1.0%
Water 78.8%
　〔製剤例４〕製剤Ｄ
　次に、アミンとしてＮ－エチルジエタノールアミンを含まない製剤（以下、単に製剤Ｄと称する）の調製方法を説明する。製剤Ｄは、Ｎ－エチルジエタノールアミンを添加しないこと以外は製剤Ｃと同様の方法により調製した。 [Formulation Example 4] Formulation D
Next, a method for preparing a preparation not containing N-ethyldiethanolamine as an amine (hereinafter simply referred to as preparation D) will be described. Formulation D was prepared in the same manner as Formulation C, except that N-ethyldiethanolamine was not added.
　製剤Ｄ
　イプコナゾール原体(99.9%)         10.0%
　ポリオキシエチレンアリルフェニル
　エーテルサルフェートアンモニウム   4.5%
　シリコーン系消泡剤　　　　　　　　 0.2%
　モンモリロナイトナトリウム　　　　 0.3%
　キサンタンガム　　　　　　　　　　 0.2%
　プロピレングリコール　　　　　　　 5.0%
　水　　　　　　　　　　　　　　　　79.8%　 Formulation D
Ipconazole drug substance (99.9%) 10.0%
Polyoxyethylene allylphenyl ether sulfate ammonium 4.5%
Silicone antifoam 0.2%
Montmorillonite sodium 0.3%
Xanthan gum 0.2%
Propylene glycol 5.0%
Water 79.8%
　〔製剤例５〕添加剤Ｅ～Ｌ
　ここで、上述した製剤Ａ～Ｄに添加される、脂肪酸エステル乳化物を含む添加剤の製造方法について説明する。添加剤Ｅ～Ｋは、脂肪酸エステルとしてダイズ油メチル化物を含む添加剤である。ただし、添加剤Ｅ～Ｋは、添加剤中における油粒子径の大きさがそれぞれ異なる。添加剤Ｌは、脂肪酸エステルとして菜種油を含む添加剤である。 [Formulation Example 5] Additives E to L
Here, the manufacturing method of the additive containing the fatty acid ester emulsion added to the above-mentioned preparations A to D will be described. Additives E to K are additives containing soybean oil methylated products as fatty acid esters. However, the additives E to K have different oil particle sizes in the additives. Additive L is an additive containing rapeseed oil as a fatty acid ester.
　ダイズ油メチル化物若しくは菜種油および非イオン界面活性剤を５０℃の湯煎上で混合したのち室温まで放冷した。攪拌羽根で混合しながら水を加え下記表１の組成の添加剤Ｅ～Ｌを得た。出来上がった添加剤の油粒子径をコールターカウンター社製Multisizer IIを用いて測定した。粒子径は、重量中位径で下記表１に示すとおりであった。 Soybean methylated product or rapeseed oil and nonionic surfactant were mixed on a 50 ° C. hot water bath and allowed to cool to room temperature. Water was added while mixing with a stirring blade to obtain additives E to L having the compositions shown in Table 1 below. The oil particle diameter of the finished additive was measured using Multisizer II manufactured by Coulter Counter. The particle diameter was as shown in Table 1 below in terms of weight median diameter.
Figure JPOXMLDOC01-appb-T000001
Figure JPOXMLDOC01-appb-T000001
　〔製剤例６〕製剤Ｍ
　最後に、アミンとしてＮ－エチルジエタノールアミンを含み、肪肪酸エステルとしてダイズ油メチル化物を含み、有効成分としてメトコナゾールを含む製剤（以下、単に製剤Ｍと称する）の調製方法について説明する。 [Formulation Example 6] Formulation M
Finally, a method for preparing a preparation (hereinafter simply referred to as preparation M) containing N-ethyldiethanolamine as an amine, soybean oil methylated as a fatty acid ester, and metconazole as an active ingredient will be described.
　メトコナゾール原体を衝撃式粉砕機（フリッチュ社ロータースピードミルＰ－１４）を用いて粉砕した後、キサンタンガムとプロピレングリコール、Ｎ－エチルジエタノールアミンおよび添加剤Ｊを除く成分とともに混合し、湿式粉砕機（ＷＡＢ社製ダイノーミル）にて粉砕し、その粉砕物にプロピレングリコールに分散させたキサンタンガム、Ｎ－エチルジエタノールアミンを加えて混合した。ここに、さらに添加剤Ｊを加えて混合して下記組成の製剤Ｍを得た。 The metconazole base is pulverized using an impact pulverizer (Fritch Rotor Speed Mill P-14) and then mixed with components except xanthan gum, propylene glycol, N-ethyldiethanolamine and additive J, and wet pulverizer (WAB). The mixture was pulverized with a dyno mill (manufactured by KK), and xanthan gum and N-ethyldiethanolamine dispersed in propylene glycol were added to the pulverized product and mixed. Further, additive J was further added and mixed to obtain a preparation M having the following composition.
　製剤Ｍ
　メトコナゾール原体（99.9％）　　　 10.0%
　ポリオキシエチレンアリルフェニル
　エーテルサルフェートアンモニウム　  4.5%
　シリコーン系消泡剤　　　　　　　　　0.2%
　モンモリロナイトナトリウム　　　　　0.3%
　キサンタンガム　　　　　　　　　　　0.2%
　プロピレングリコール　　　　　　　　5.0%
　Ｎ－エチルジエタノールアミン　　　　1.0%
　添加剤Ｊ　　　　　　　　　　　　　　5.48%
　水　　　　　　　　　　　　　　　　 73.32%　 Formulation M
Metoconazole drug substance (99.9%) 10.0%
Polyoxyethylene allylphenyl ether sulfate ammonium 4.5%
Silicone antifoam 0.2%
Montmorillonite sodium 0.3%
Xanthan gum 0.2%
Propylene glycol 5.0%
N-ethyldiethanolamine 1.0%
Additive J 5.48%
Water 73.32%
　〔試験例〕
　１．散布用希釈液の調製
　上述した製剤例１～６で調製した製剤Ａ、製剤Ｂ、製剤Ｃ、製剤Ｄ若しくは製剤Ｍおよび添加剤Ｅ～Ｋを用いて、表２に示す散布用薬剤（散布用希釈液）を調製した。 [Test example]
1. Preparation of diluting solution for spraying Using the formulation A, formulation B, formulation C, formulation D or formulation M and additives E to K prepared in Formulation Examples 1 to 6 above, the spraying agents shown in Table 2 (spraying agents) Dilution solution) was prepared.
　製剤Ａに添加剤Ｊを添加したものを実施例１とし、添加剤Ｋを添加したものを実施例２とし、添加剤Ｇを添加したものを実施例３とし、添加剤Ｌを添加したものを実施例４とし、添加剤Ｅを添加したものを実施例６とし、添加剤Ｆを添加したものを実施例７とした。また、製剤Ｃに添加剤Ｊを添加したものを実施例５とした。実施例１～７は、いわゆるタンクミックス型である。農業用薬剤組成物に脂肪酸エステルおよびアミンを含む製剤組み込み型の製剤Ｍを実施例８とした。 What added additive J to formulation A was set as Example 1, what added additive K was set as Example 2, what added additive G was set as Example 3, and what added additive L was set as Example 3. Example 4 was obtained by adding Example E and Example 6 by adding Additive E, and Example 7 by adding Additive F. Further, Example 5 was obtained by adding the additive J to the preparation C. Examples 1 to 7 are so-called tank mix types. Example 8 was a formulation M in which the pharmaceutical composition for agriculture contains a fatty acid ester and an amine.
　一方、製剤Ｂのみを水で希釈したものを比較例１とし、製剤Ａのみを水で希釈したものを比較例３とし、製剤Ｄのみを水で希釈したものを比較例４とした。製剤Ｂに添加剤Ｊを添加したものを比較例２とした。比較例２は、いわゆるタンクミックス型である。 Meanwhile, Comparative Example 1 was obtained by diluting only Formulation B with water, Comparative Example 3 was obtained by diluting only Formulation A with water, and Comparative Example 4 was obtained by diluting only Formulation D with water. Comparative Example 2 was obtained by adding additive J to formulation B. Comparative Example 2 is a so-called tank mix type.
　散布用希釈液の液滴径の測定方法は、前記製剤例５の添加剤の油粒子径の測定方法と同じである。 The method for measuring the droplet diameter of the diluting liquid for spraying is the same as the method for measuring the oil particle diameter of the additive in Preparation Example 5.
　２．試験方法
　プラスチック製３号ポットに園芸用培土を充填し、小麦７粒を播種し約４葉期に生長した植物を各例５ポットずつ試験に用いた。
　直径９０ｃｍのターンテーブルに５つのポットを配置しターンテーブルに外接する１ｍ２の範囲に各散布液を、スプレーガンを使って均一に散布した。薬剤散布を済ませたポットは屋内で１時間風乾した後、潅水用スプレーの下に並べ人工降雨処理を１時間行った。ポット間に設置したシリンダーの水量から平均の降雨量は３８ｍｍ／時間であったことが分かった。 2. Test Method A pot No. 3 made of plastic was filled with horticultural soil, 7 plants of wheat were sown and grown in about 4 leaf stages, and 5 pots were used for each test.
Five pots were placed on a turntable having a diameter of 90 cm, and each spray solution was sprayed uniformly using a spray gun in a range of 1 m 2 circumscribing the turntable. Pots that had been sprayed with chemicals were air-dried indoors for 1 hour, and then placed under an irrigation spray and subjected to artificial rain treatment for 1 hour. It was found from the amount of water in the cylinders installed between the pots that the average rainfall was 38 mm / hour.
　翌日までポットを室内で管理した後赤さび病菌をスプレーで噴霧接種し、２日間湿度１００％の湿箱内に保管した後、室内で通常の潅水管理を行った。接種から１０日目に赤かび病の発病面積を目視にて観察し、発病度について０～５のランクづけを行った。５つのポットの平均を求めた後、下記式（１）により防除価を算出した。０～５のランクの内容は以下の通りである。 After the pot was managed indoors until the next day, the red rust fungus was spray-inoculated with a spray and stored in a 100% humidity chamber for 2 days, followed by normal irrigation management indoors. On the 10th day after the inoculation, the area of red mold disease was visually observed, and the severity was ranked from 0 to 5. After calculating the average of the five pots, the control value was calculated by the following formula (1). The contents of ranks 0 to 5 are as follows.
　０　　　無発病のもの
　０．５　発病面積率１％未満のもの
　１　　　発病面積率１％以上５％未満のもの
　２　　　発病面積率５％以上１０％未満のもの
　３　　　発病面積率１０％以上３０％未満のもの
　４　　　発病面積率３０％以上５０％未満のもの
　５　　　発病面積率５０％以上のもの
　
　｛防除価｝＝｛（薬剤無散布区の発病度－薬剤散布区の発病度の平均）／薬剤無散布区の発病度｝×１００　・・・式（１） 0 No disease 0.5 Incidence rate less than 1% 1 Onset rate 1% or more and less than 5% 2 Onset rate 5% or more and less than 10% 3 Onset rate 10% or more and less than 30% Things 4 Disease area rate 30% or more and less than 50% 5 Disease area rate 50% or more
{Control value} = {(Disease level in non-drug-sprayed area-Average of disease-disease level in drug-sprayed area) / Disease level in non-drug-sprayed area} × 100 (1)
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000002
Figure JPOXMLDOC01-appb-T000003
Figure JPOXMLDOC01-appb-T000003
　３．試験結果
　試験結果を表２および表３に示す。従来の方法で調製した散布用希釈液（アミンおよび脂肪酸エステルのいずれも含まない散布用希釈液：比較例１）の赤さび病に対する防除価は６５．０であった。アミンのみを含む散布用希釈液（比較例３）の赤さび病に対する防除価は６０．１であり、脂肪酸エステルのみを含む散布用希釈液（比較例２）の赤さび病に対する防除価は６５．９であった。 3. Test results Test results are shown in Tables 2 and 3. The control value for red rust of the spraying diluent prepared by a conventional method (spraying diluent containing neither amine nor fatty acid ester: Comparative Example 1) was 65.0. The control value against red rust of the spraying dilute solution containing only amine (Comparative Example 3) is 60.1, and the control value against red rust of the diluting solution containing only fatty acid ester (Comparative Example 2) is 65.9. Met.
　一方、アミンおよびダイズ油メチル化物を含む散布用希釈液（実施例１，２，３，６，７）の赤さび病に対する防除価はそれぞれ８８．５，８０．５，７９．３，７２．３，６６．１であり、アミンおよび菜種油を含む散布用希釈液（実施例４）の赤さび病に対する防除価は７３．４であった。すなわち、比較例１～３に対して、実施例１～４，６および７では防除価が大きく向上した。 On the other hand, the spraying dilutions (Examples 1, 2, 3, 6, 7) containing amine and soybean oil methylated were 88.5, 80.5, 79.3, 72.3 for red rust disease, respectively. 66.1, and the controlling value against red rust of the diluting liquid for dispersion (Example 4) containing amine and rapeseed oil was 73.4. That is, compared with Comparative Examples 1 to 3, Examples 1 to 4, 6 and 7 have greatly improved control value.
　また、上記は有効成分としてメトコナゾールを用いた場合であるが、上述したアゾール系化合物のいずれを用いた場合にも、同様の結果が得られた。すなわち、従来の方法で調製した散布用希釈液（アミンおよび脂肪酸エステルのいずれも含まない散布用希釈液：比較例４）の赤さび病に対する防除価は６５．９であった一方で、アミンおよびダイズ油メチル化物を含む散布用希釈液（実施例５）の赤さび病に対する防除価は６８．５であった。したがって、有効成分として上述したアゾール系化合物のいずれを用いた場合であっても、アミンおよび脂肪酸エステル乳化物の添加により有効成分の活性が増強されていることが示された。 In addition, the above is a case where metconazole is used as an active ingredient, but the same result was obtained when any of the above-mentioned azole compounds was used. That is, the spraying dilution prepared by the conventional method (spraying dilution containing neither amine nor fatty acid ester: Comparative Example 4) had a control value against red rust of 65.9, whereas amine and soybean The control value against the red rust of the spraying diluent (Example 5) containing an oil methylated product was 68.5. Therefore, it was shown that the activity of the active ingredient was enhanced by the addition of the amine and the fatty acid ester emulsion even when any of the azole compounds described above was used as the active ingredient.
　また、製剤組み込み型の散布用希釈液（実施例８）の赤さび病に対する防除価は９５．４であり、比較例１～３に対して防除価が大きく向上した。すなわち、タンクミックス型および製剤組み込み型のいずれであっても、アミンおよび脂肪酸エステル乳化物の添加により有効成分の活性が増強されていることが示された。 In addition, the control value for the red rust of the formulation-incorporated diluting solution (Example 8) was 95.4, which was a significant improvement over Comparative Examples 1 to 3. That is, it was shown that the activity of the active ingredient was enhanced by the addition of the amine and the fatty acid ester emulsion in both the tank mix type and the formulation incorporation type.
　さらに、実施例のうち、脂肪酸エステル乳化物の液滴径が１．９２μｍおよび２．２８μｍである散布用希釈液（実施例６および７）の赤さび病に対する防除価は７２．３および６６．１であり、上述のとおり、比較例１～３に対して防除価が向上した。しかし、同一の成分からなる散布用希釈液であり、脂肪酸エステル乳化物の液滴径が４．６６，１４．０４，１６．８４，１８．０μｍである散布用希釈液（実施例１～４）よりは防除価が小さかった。これによって、有効成分の活性は、液滴径が大きい方がより一層増強されることが示された。 Further, among the examples, the control value against red rust of the diluting liquid for dispersion (Examples 6 and 7) in which the droplet diameter of the fatty acid ester emulsion is 1.92 μm and 2.28 μm is 72.3 and 66.1. As described above, the control value was improved with respect to Comparative Examples 1 to 3. However, it is a diluting solution for spraying composed of the same components, and the diluting solution for spraying having droplet diameters of fatty acid ester emulsions of 4.66, 14.04, 16.84, 18.0 μm (Examples 1 to 4). ) Was smaller than the control value. Thus, it was shown that the activity of the active ingredient is further enhanced when the droplet diameter is large.
　本発明に係る農業用薬剤は、散布時に希釈して使用する農業用薬剤として好適に利用することができる。 The agricultural chemical according to the present invention can be suitably used as an agricultural chemical that is diluted when sprayed.

Claims (12)

  1. 　対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物を含む農業用薬剤であって、アミンおよび脂肪酸エステル乳化物をさらに含むことを特徴とする農業用薬剤。 An agricultural chemical comprising an agricultural chemical composition containing an active ingredient having activity against a target organism, wherein the agricultural chemical further comprises an amine and a fatty acid ester emulsion.
  2. 　上記農業用薬剤組成物と、アミンおよび脂肪酸エステル乳化物を含む添加剤と、を備えていることを特徴とする請求項１に記載の農業用薬剤。 The agricultural chemical according to claim 1, comprising the agricultural chemical composition and an additive containing an amine and a fatty acid ester emulsion.
  3. 　上記農業用薬剤組成物は、活性成分、アミンおよび脂肪酸エステル乳化物を含んでいることを特徴とする請求項１に記載の農業用薬剤。 The agricultural chemical composition according to claim 1, wherein the agricultural pharmaceutical composition contains an active ingredient, an amine and a fatty acid ester emulsion.
  4. 　脂肪酸エステル乳化物の液滴径が、１～３０μｍの範囲であることを特徴とする請求項１から３のいずれか１項に記載の農業用薬剤。 The agricultural chemical according to any one of claims 1 to 3, wherein the droplet diameter of the fatty acid ester emulsion is in the range of 1 to 30 µm.
  5. 　活性成分としてトリアゾール系化合物を含むことを特徴とする請求項１から４のいずれか１項に記載の農業用薬剤。 The agricultural chemical according to any one of claims 1 to 4, comprising a triazole compound as an active ingredient.
  6. 　上記トリアゾール系化合物がメトコナゾール、イプコナゾール、５－（４－クロロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－（４－フルオロベンジル）－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、５－ベンジル－２－クロロメチル－２－メチル－１－（１Ｈ－１，２，４－トリアゾール－1－イルメチル）シクロペンタノール、２－（１－クロロシクロプロピル）－４－（２，２－ジクロロシクロプロピル）－１－（１Ｈ－１，２，４－トリアゾール－１－イル）ブタン－２－オール、および２－（１－クロロシクロプロピル）－１－（２，２－ジブロモシクロプロピル）－３－（１Ｈ－１，２，４－トリアゾール－１－イル）プロパン－２－オールの少なくとも１種類であることを特徴とする請求項５に記載の農業用薬剤。 The triazole compounds are metconazole, ipconazole, 5- (4-chlorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5- (4-Fluorobenzyl) -2-chloromethyl-2-methyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 5-benzyl-2-chloromethyl-2-methyl- 1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol, 2- (1-chlorocyclopropyl) -4- (2,2-dichlorocyclopropyl) -1- (1H-1, 2,4-triazol-1-yl) butan-2-ol, and 2- (1-chlorocyclopropyl) -1- (2,2-dibromocyclopropyl) -3- IH-1,2,4-triazol-1-yl) agricultural agent according to claim 5, characterized in that at least one of propan-2-ol.
  7. 　アミンがアルコールアミンまたは脂肪酸アミンのアルキレンオキサイド付加物であることを特徴とする請求項１から６のいずれか１項に記載の農業用薬剤。 The agricultural chemical according to any one of claims 1 to 6, wherein the amine is an alcohol amine or an alkylene oxide adduct of a fatty acid amine.
  8. 　茎葉散布剤として用いられることを特徴とする請求項１から７のいずれか１項に記載の農業用薬剤。 The agricultural chemical according to any one of claims 1 to 7, which is used as a foliage spray.
  9. 　対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物に、アミンおよび脂肪酸エステル乳化物を混合する混合工程を含むことを特徴とする農業用薬剤の製造方法。 The manufacturing method of the agricultural chemical | medical agent characterized by including the mixing process which mixes an amine and a fatty-acid-ester emulsion with the agricultural chemical composition containing the active ingredient which has activity with respect to the target organism.
  10. 　上記混合工程では、活性成分ならびに脂肪酸エステル乳化物およびアミンのいずれか一方を含有する農業用薬剤組成物に、脂肪酸エステル乳化物およびアミンのうち当該農業用薬剤組成物に含有されていない方を混合することを特徴とする請求項９に記載の農業用薬剤の製造方法。 In the mixing step, the agricultural chemical composition containing either the active ingredient, the fatty acid ester emulsion or the amine is mixed with the fatty acid ester emulsion or the amine which is not contained in the agricultural pharmaceutical composition. The manufacturing method of the agricultural chemical | medical agent of Claim 9 characterized by the above-mentioned.
  11. 　請求項１から８のいずれか１項に記載の農業用薬剤を希釈して得られることを特徴とする散布液。 A spray liquid obtained by diluting the agricultural chemical according to any one of claims 1 to 8.
  12. 　対象となる生物に対して活性を有する活性成分を含有する農業用薬剤組成物に添加する添加剤であって、アミンおよび脂肪酸エステル乳化物を含むことを特徴とする添加剤。 An additive added to an agricultural pharmaceutical composition containing an active ingredient having activity against a target organism, comprising an amine and a fatty acid ester emulsion.
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WO2014057844A1 (en) * 2012-10-11 2014-04-17 株式会社クレハ Method for producing cycloalkanol derivative, and method for producing azole derivative
JP2020169176A (en) * 2013-11-08 2020-10-15 ダウ アグロサイエンシィズ エルエルシー Pesticide emulsion containing natural oil or petroleum derived oil and methods of use

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WO2013047308A1 (en) * 2011-09-27 2013-04-04 株式会社クレハ Azole derivative, agricultural/horticultural chemical, industrial material protecting agent, method for controlling plant disease, and seed
WO2014057844A1 (en) * 2012-10-11 2014-04-17 株式会社クレハ Method for producing cycloalkanol derivative, and method for producing azole derivative
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JP2020169176A (en) * 2013-11-08 2020-10-15 ダウ アグロサイエンシィズ エルエルシー Pesticide emulsion containing natural oil or petroleum derived oil and methods of use

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