WO2020209232A1 - Metal absorption enhancer - Google Patents

Metal absorption enhancer Download PDF

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Publication number
WO2020209232A1
WO2020209232A1 PCT/JP2020/015573 JP2020015573W WO2020209232A1 WO 2020209232 A1 WO2020209232 A1 WO 2020209232A1 JP 2020015573 W JP2020015573 W JP 2020015573W WO 2020209232 A1 WO2020209232 A1 WO 2020209232A1
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Prior art keywords
group
salt
metal
metal absorption
zinc
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PCT/JP2020/015573
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French (fr)
Japanese (ja)
Inventor
圭次郎 木藤
義紀 山本
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Oatアグリオ株式会社
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Publication of WO2020209232A1 publication Critical patent/WO2020209232A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01GHORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G7/00Botany in general
    • A01G7/06Treatment of growing trees or plants, e.g. for preventing decay of wood, for tingeing flowers or wood, for prolonging the life of plants
    • CCHEMISTRY; METALLURGY
    • C05FERTILISERS; MANUFACTURE THEREOF
    • C05DINORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C; FERTILISERS PRODUCING CARBON DIOXIDE
    • C05D9/00Other inorganic fertilisers
    • C05D9/02Other inorganic fertilisers containing trace elements
    • CCHEMISTRY; METALLURGY
    • C05FERTILISERS; MANUFACTURE THEREOF
    • C05FORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C, e.g. FERTILISERS FROM WASTE OR REFUSE
    • C05F11/00Other organic fertilisers

Definitions

  • the present invention relates to a metal absorption accelerator.
  • the present invention relates to a metal absorption promoter for plants, which contains a nitrophenol compound or a salt thereof.
  • nitrogen, phosphoric acid, and potash are known as the three major elements of fertilizer.
  • Nitrogen is a component element of protein.
  • Phosphoric acid plays an important role not only in the constituent elements of nucleic acids and phospholipids, but also in energy metabolism, substance synthesis, and decomposition reactions.
  • potassium has a physiological effect of substance metabolism and mass transfer.
  • the essential elements are magnesium, sulfur and calcium, which are classified as major elements, and iron, zinc, manganese, copper, and molybdenum, which are classified as trace elements. , Nickel, etc.
  • Patent Document 1 discloses a fertilizer absorption accelerator composition containing a surfactant and heptonic acid or a salt thereof.
  • the heptonic acid referred to here is a complex compound having optical activity such as sodium ⁇ -glucoheptate.
  • An object of the present invention is to provide a novel metal absorption promoter for plants.
  • the present invention relates to a metal absorption promoter for plants containing the following nitrophenol compound or a salt thereof.
  • Item 1. A metal absorption enhancer for plants containing a nitrophenol compound or a salt thereof.
  • Item 2. Item 2. The metal absorption promoter according to Item 1, wherein the metal is iron and / or zinc.
  • Item 3. Item 3.
  • R is a hydrogen atom, a halogen atom, a C 1 to 6 alkyl group, a C 1 to 6 haloalkyl group, a C 1 to 6 alkoxy group, a C 1 to 6 haloalkoxy group, a C 2 to 6 alkoxy group, and a C. 2 to 6 haloalkoxy groups, C 2 to 6 alkoxyoxy groups, C 2 to 6 haloalkoxy groups, C 2 to 6 alkynyl groups, C 2 to 6 haloalkynyl groups, C 2 to 6 alkynyloxy groups, or C 2 It shows ⁇ 6 haloalkynyloxy groups.
  • Item 3 The metal absorption promoter according to any one of Items 1 to 3, which is a nitrophenol compound represented by (1) or a salt thereof. Item 5.
  • the nitrophenol compound or a salt thereof The following general formula (2): (In the formula, R 1 , R 2 , R 3 , R 4 , and R 5 groups are the same or different, hydrogen atom, halogen atom, hydroxyl group, nitro group, C 1 to 6 alkyl group, C 1 to 6 haloalkyl.
  • R 1 , R 2 , R 3 , R 4 , and R 5 groups represents a nitro group.
  • Item 7. Item 6.
  • Item 8. A method for promoting metal absorption in plants using a nitrophenol compound or a salt thereof. A method for promoting metal absorption, wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
  • Item 10. A method for promoting metal absorption in a plant, which comprises applying a nitrophenol compound or a salt thereof.
  • Item 11. A method for promoting metal absorption in a plant, which comprises treating a plant or its rhizosphere with a nitrophenol compound or a salt thereof.
  • Item 12. A method for treating a plant or its rhizosphere with the metal absorption promoter according to any one of Items 1 to 5 or the metal absorption promoter composition according to Item 6 or 7.
  • Item 13. A method of using a nitrophenol compound or a salt thereof to promote metal absorption into plants.
  • the method of use wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
  • Item 14 Item 13. The method of use according to Item 13, wherein the metal is iron and / or zinc.
  • the nitrophenol compound or a salt thereof can promote the absorption of at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel into the plant body.
  • FIG. 1 is a diagram showing the result of reducing the iron concentration (iron residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of iron to plants.
  • FIG. 2 is a diagram showing the result of reducing the zinc concentration (zinc residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of zinc in plants.
  • FIG. 3 is a diagram showing the result of reducing the iron concentration (iron residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of iron to plants. .. FIG.
  • FIG. 4 is a diagram showing the result of reducing the zinc concentration (zinc residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of zinc in plants. ..
  • FIG. 5 is a diagram showing the results of an increase in the iron and zinc content analysis values in crops due to the effect of the metal absorption promoter of the present invention under condition C (Example 6).
  • FIG. 6 is a diagram showing the results of an increase in the iron and zinc content analysis values in crops due to the effect of the metal absorption promoter of the present invention under condition D (Example 7).
  • FIG. 7 is a diagram showing the results of an increase in the iron content analysis value in crop fruits due to the effect of the metal absorption promoter of the present invention.
  • FIG. 8 is a diagram showing the results of an increase in the zinc content analysis value in crop fruits due to the effect of the metal absorption promoter of the present invention.
  • the metal absorption enhancer of the present invention is derived from iron, zinc, manganese, copper, molybdenum, and nickel for plants (which can be paraphrased as in plants, plants, crops, and crops). It is possible to promote absorption of at least one kind of metal (which can be rephrased as a trace metal or a trace element) selected from the above group.
  • the metal absorption promoter of the present invention (sometimes simply referred to as "metal absorption promoter”, “metal absorption enhancer”, or “fertilizer absorption promoter") contains a nitrophenol compound or a salt thereof. Metal can also be rephrased as mineral.
  • the nitrophenol compound refers to an aromatic ring compound having one or more nitro groups and one or more hydroxyl groups (OH groups).
  • the nitrophenol compound includes a phenol compound having one nitro group and a phenol compound having two or more nitro groups. Further, some of these phenol compounds have one hydroxyl group and some have two or more hydroxyl groups. Therefore, the nitrophenol compounds in the present specification include aromatic ring compounds having one nitro group and one hydroxyl group, aromatic ring compounds having one nitro group and two or more hydroxyl groups, and two or more nitro groups and one. Any of an aromatic ring compound having one hydroxyl group and an aromatic ring compound having two or more nitro groups and two or more hydroxyl groups is included.
  • the aromatic ring constituting the nitrophenol compound is not particularly limited, and examples thereof include a benzene ring, a naphthalene ring, and an anthracene ring.
  • the nitrophenol compound may further have a substituent other than the above-mentioned nitro group and hydroxyl group.
  • the substituent is not particularly limited, and is, for example, a halogen atom, a C1 to 6 alkyl group, a C1 to 6 haloalkyl group, a C1 to 6 alkoxy group, a C1 to 6 haloalkoxy group, and a C2 to 6 alkenyl group.
  • the nitrophenol compound in the present specification may form a salt. That is, the metal absorption promoter of the present invention may be a salt of a nitrophenol compound as well as a nitrophenol compound.
  • the salt in the present specification is not particularly limited, and is, for example, an alkali metal salt (sodium salt, potassium salt, etc.), an alkaline earth metal salt (calcium salt, magnesium salt, etc.), an ammonium salt (ammonia; morpholin, piperidine, etc.). Pyrrolidine, lower mono, di or trialkylamine, lower mono, organic amine such as di or trihydroxyalkylamine) and the like.
  • the preferred salt of the nitrophenol compound is a water-soluble salt, more preferably an agrochemically acceptable salt, and particularly preferably an alkali metal salt.
  • a phenol compound having one nitro group is preferable.
  • the aromatic ring constituting the nitrophenol compound is preferably a benzene ring.
  • examples of the nitrophenol compound having a benzene ring as an aromatic ring include the following general formula (1): (In the formula, R is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C 1 to 6 alkyl group, a C 1 to 6 haloalkyl group, a C 1 to 6 alkoxy group, a C 1 to 6 haloalkoxy group, and a C 2 to.
  • R is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C 1 to 6 alkyl group, a C 1 to 6 haloalkyl group, a C 1 to 6 alkoxy group, a C 1 to 6 haloalkoxy group, and a C 2 to.
  • nitrophenol compound the following general formula (2): (In the formula, R 1 , R 2 , R 3 , R 4 , and R 5 groups are the same or different, hydrogen atom, halogen atom, hydroxyl group, nitro group, C 1 to 6 alkyl group, C 1 to 6 haloalkyl.
  • R 1 , R 2 , R 3 , R 4 , and R 5 groups represents a nitro group.
  • Examples thereof include a nitrophenol compound represented by and a salt thereof.
  • the nitrophenol compound represented by the general formula (2) has one nitro group (R 1, R 2, R 3, R 4, and of R 5 groups, any one of Two or more of the phenol (mono-nitrophenol) whose group is a nitro group and two or more nitro groups (R 1 , R 2 , R 3 , R 4 , and R 5 ). Phenols (multi-nitrophenols) whose groups are nitro groups are included.
  • the halogen atom is not particularly limited, and examples thereof include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
  • the C 1 to 6 alkyl groups are not particularly limited, and are, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, n-.
  • Examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms such as a pentyl group, an isopentyl group, a neopentyl group, an n-hexyl group and an isohexyl group.
  • n- means normal
  • s- means secondary
  • t- means tertiary.
  • the C 1 to 6 haloalkyl groups are not particularly limited, and for example, a fluoromethyl group, a chloromethyl group, a bromomethyl group, an iodomethyl group, a difluoromethyl group, a trifluoromethyl group, a 1-fluoroethyl group, and a 2-fluoroethyl group.
  • the C 1 to 6 alkoxy groups are not particularly limited, and for example, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, an s-butoxy group, a t-butoxy group, n.
  • Examples thereof include linear or branched alkoxy groups having 1 to 6 carbon atoms such as a pentyloxy group, an isopentyloxy group, a neopentyloxy group, an n-hexyloxy group and an isohexyloxy group.
  • the C 1 to 6 haloalkoxy groups are not particularly limited, and for example, a fluoromethoxy group, a chloromethoxy group, a bromomethoxy group, an iodomethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 1-fluoroethoxy group, and a 2- Fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, pentafluoroethoxy, 1-fluoropropoxy group, 2-chloropropoxy group, 3-fluoropropoxy group, 3-chloropropoxy group, 1 -Linear or branched alkoxy having 1 to 6 carbon atoms substituted with 1 to 9, preferably 1 to 5 halogen atoms such as a fluorobutoxy group, a 1-chlorobutoxy group, a 4-fluorobutoxy group, etc. Group can be mentioned
  • the C2 to 6 alkenyl group is not particularly limited, and for example, a vinyl group, a 1-propenyl group, an allyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, and a 1-methyl- Examples thereof include a linear or branched alkenyl group having 2 to 6 carbon atoms such as a 2-propenyl group and a 1,3-butadienyl group.
  • the C2 to 6 haloalkenyl group is not particularly limited, and for example, a 2,2-dichlorovinyl group, a 2,2-dibromovinyl group, a 3-chloro-2-propenyl group, and a 3,3-difluoro-2-Allyl group, 3,3-dichloro-2-allyl group, 4-chloro-2-butenyl group, 4,4,4-trifluoro-2-butenyl group, 4,4,4-trichloro-3-butenyl group, A linear or branched alkenyl group having 2 to 6 carbon atoms having at least one double bond at an arbitrary position such as a 5-chloro-3-pentenyl group and a 6-fluoro-2-hexenyl group. Examples thereof include an alkenyl group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
  • the C2 to 6 alkenyloxy groups are not particularly limited, and are, for example, vinyloxy group, 1-propenyloxy group, allyloxy group, isopropenyloxy group, 1-butenyloxy group, 2-butenyloxy group, 3-butenyloxy group, 1 Examples thereof include a linear or branched alkenyloxy group having 2 to 6 carbon atoms such as a methyl-2-propenyloxy group and a 1,3-butadienyloxy group.
  • the C2 to 6 haloalkenyloxy groups are not particularly limited, and for example, 2,2-dichlorovinyloxy group, 2,2-dibromovinyloxy group, 3-chloro-2-propenyloxy group, 3,3-.
  • Difluoro-2-allyloxy group 3,3-dichloro-2-allyloxy group, 4-chloro-2-butenyloxy group, 4,4,4-trifluoro-2-butenyloxy group, 4,4,4-trichloro-3 -Linear or branched chain with 2 to 6 carbon atoms having at least one double bond at any position such as a butenyloxy group, 5-chloro-3-pentenyloxy group, 6-fluoro-2-hexenyloxy group, etc.
  • alkenyl group include an alkenyl group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
  • Examples of the C2 to 6 alkynyl group include carbons such as ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1-butynyl group, 2-butynyl group and 3-butynyl group. Examples thereof include linear or branched alkynyl groups of numbers 2 to 6.
  • the C2 to 6 haloalkynyl group is not particularly limited, and for example, 3,3,3-trifluoropropynyl group, 3,3-difluoropropynyl group, 3,3,3-trifluorobutynyl group, 4, A linear or branched alkynyl group having 2 to 6 carbon atoms having at least one triple bond at an arbitrary position such as a 4,4-trifluoro-2-butynyl group and a 3,3-difluoro-butynyl group. Examples thereof include alkynyl groups substituted with 1 to 13, preferably 1 to 7 halogen atoms.
  • the C2 to 6 alkynyloxy group is not particularly limited, and for example, ethynyloxy group, 1-propynyloxy group, 2-propynyloxy group, 1-methyl-2-propynyloxy group, 1-butynyloxy group, 2- Examples thereof include linear or branched alkynyloxy groups having 2 to 6 carbon atoms such as butynyloxy groups and 3-butynyloxy groups.
  • the C2 to 6 haloalkynyloxy group is not particularly limited, and for example, 3,3,3-trifluoropropynyloxy group, 3,3-difluoropropynyloxy group, 3,3,3-trifluorobutynyloxy group.
  • a linear or branched chain having 2 to 6 carbon atoms having at least one triple bond at an arbitrary position such as a group, a 4,4,4-trifluoro-2-butynyloxy group, a 3,3-difluoro-butynyloxy group, etc.
  • alkynyloxy group include an alkynyloxy group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
  • R is preferably a hydrogen atom, a halogen atom, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group, and is preferably a hydrogen atom or a methoxy. Groups are more preferred.
  • R 1 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group.
  • a hydrogen atom, a nitro group, or a methoxy group is more preferable.
  • R 2 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group.
  • a hydrogen atom, a nitro group, or a methoxy group is more preferable.
  • R 3 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group.
  • a hydrogen atom, a nitro group, or a methoxy group is more preferable.
  • R 4 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group.
  • a hydrogen atom, a nitro group, or a methoxy group is more preferable.
  • R 5 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group.
  • a hydrogen atom, a nitro group, or a methoxy group is more preferable.
  • nitrophenol compounds such as 4-nitrophenol, 4-nitrophenol sodium salt, 3-nitrophenol, 3-nitrophenol sodium salt, 2-nitrophenol, 2-nitrophenol sodium salt and the like.
  • salts thereof; and / or guaiacol (also known as guaiacol) compounds such as 5-nitroguaiacol, 5-nitroguaiacol sodium salt, 4-nitroguaiacol, 4-nitroguaiacol sodium salt or salts thereof are particularly preferred.
  • R 1 is a hydrogen atom, a nitro group, or a methoxy group
  • R 2 is a hydrogen atom, a nitro group, or a methoxy group
  • R 3 is a nitro group
  • R 1 is a nitro group
  • R 2 is a hydrogen atom, a nitro group, or a methoxy group
  • R 3 is a hydrogen atom, a nitro group, or a methoxy group
  • R 4 is a hydrogen atom, a nitro group, or a methoxy group
  • R 5 is a nitrophenol compound represented by a hydrogen atom, a nitro group, or a methoxy group or a salt thereof
  • R 5 is a nitrophenol compound represented by a
  • R 1 is a hydrogen atom or a methoxy group
  • R 2 is a hydrogen atom or a methoxy group
  • R 3 is a nitro group
  • R 4 is a hydrogen atom or a methoxy group
  • R 5 nitrophenol compound represented by hydrogen atom, or a methoxy group
  • R 1 is a nitro group
  • R 2 is a hydrogen atom or a methoxy group
  • R 3 is a hydrogen atom or a methoxy group
  • R 4 is a hydrogen atom or a methoxy group
  • R 5 is a nitrophenol compound represented by a hydrogen atom or a methoxy group or a salt thereof
  • R 1 is a hydrogen atom or a methoxy group.
  • R 2 is a hydrogen atom or a methoxy group
  • R 3 is a hydrogen atom or a methoxy group
  • R 4 is a nitro group
  • R 5 is a nitrophenol compound represented by a hydrogen atom or a methoxy group or a salt thereof.
  • nitrophenol compound or salt thereof is 4-nitrophenol or a salt thereof, 2-nitrophenol or a salt thereof, and / or 5-nitroguaiacol or a salt thereof.
  • the metal absorption promoter of the present invention may contain one or more nitrophenol compounds or salts thereof.
  • nitrophenol compounds or salts thereof a compound produced by a known production method or a commercially available product can be used.
  • the known production method include the production method described in JP-A-10-67716.
  • Commercially available products include, for example, 4-nitrophenol or a salt thereof (0.3%), 2-nitrophenol or a salt thereof (0.2%), and 5-nitroguaiacol or a salt thereof (0.1%).
  • a nitrophenol composition containing 2 or 3 types of nitrophenol compounds such as an aqueous solution containing) or a salt thereof can also be used.
  • the metal absorption promoter of the present invention may be treated by any method as long as it is a method for treating the above-mentioned metal absorption promoter on the above-ground part of the plant or its rhizosphere.
  • the concentration of the nitrophenol compound or salt thereof used is usually 0.0001 to 1000 mg / L, preferably 0.001 to 100 mg / L, and more preferably 0.01 to 10 mg / L. Further, when two or more kinds of nitrophenol compounds or salts thereof are contained in the treatment of the metal absorption promoter of the present invention, the respective concentrations and ratios can be appropriately set.
  • the metal is at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel. Preferred metals are iron and zinc.
  • the metal absorption accelerator of the present invention may contain only a nitrophenol compound or a salt thereof without adding other components, but is usually a solid carrier, a liquid carrier, or a gaseous carrier (propellant). ) Can be mixed.
  • a surfactant and other formulation auxiliary agents are added to the metal absorption enhancer of the present invention, and an oil agent, an emulsion, a wettable powder, a flowable agent, etc. are added according to a usual formulation method. It can be formulated and used in granules, powders, aerosols, fumes and the like.
  • the preparation using the metal absorption promoter of the present invention includes other insecticides, nematodes, acaricides, fungicides, herbicides, microbial pesticides, plant growth regulators, synergists, soil conditioners, and fertilizers. Etc. may be mixed or not mixed and used at the same time.
  • the content of the nitrophenol compound or a salt thereof in these preparations is usually 0.00001 to 95% by weight, preferably 0.0001 to 50% by weight, and more preferably 0.001 to 10% by weight.
  • Examples of the solid carrier used in the formulation include clays (kaolin clay, diatomaceous earth, synthetic silicon hydroxide-containing silicon hydroxide, bentonite, fubasami clay, acidic white clay, etc.), talc, ceramics, and other inorganic minerals (selite, quartz, etc.). Examples thereof include fine powders or granules such as sulfur, activated charcoal, calcium carbonate, hydrated silica, etc.), chemical fertilizers (sulfur, phosphorus, silica, urea, salt, etc.).
  • liquid carrier examples include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons.
  • Classes (hexane, cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetritale, isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N) , N-dimethylformamide, N, N-dimethylacetamide, etc.), halogenated hydrocarbons (benzene, trichloroethane, carbon tetrachloride, etc.), dimethylsulfoxide, soybean oil, vegetable oils such as cottonseed oil, and the like.
  • gaseous carrier examples include butane gas, LPG (liquefied petroleum gas), dimethyl ether, carbon dioxide gas and the like.
  • surfactant examples include alkyl sulfate esters, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylene products, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like. Can be mentioned.
  • auxiliary agent for the preparation examples include a fixing agent, a dispersant, a stabilizer and the like.
  • fixing agent and / or dispersant examples include casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonites, sugars, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, etc.). , Polyacrylic acids, etc.).
  • Stabilizers include, for example, PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert- Butyl-4-methoxyphenol mixture), vegetable oils, mineral oils, fatty acids or esters thereof and the like.
  • the metal absorption accelerator of the present invention and the preparation using the same can be used as it is or diluted with water or the like.
  • the metal absorption enhancer of the present invention contains a nitrophenol compound or a salt thereof and is used thereof, a composition containing the nitrophenol compound or a salt thereof and other components separately is prepared.
  • these two or more kinds of components may be used sequentially or simultaneously, preferably simultaneously at the time of application.
  • the nitrophenol compound or a salt thereof, and other components should be used in the same proportion as described above.
  • the metal absorption accelerator of the present invention can further contain a fertilizer to prepare a metal absorption accelerator composition.
  • the fertilizer in the present specification is not particularly limited, and is, for example, three major elements (N, P, K), a large amount element (Mg, S, Ca), or a trace element (Mn, B, Fe, Zn, Cu). , Mo, Cl, Ni) Examples include any natural or synthetic chemicals (fertilizers) that function as sources. These chemical substances (compounds) can be mixed in any proportion in the metal absorption enhancer of the present invention.
  • the natural or synthetic fertilizer also includes the meaning of inorganic fertilizer or organic fertilizer (for example, bonito soluble).
  • the content of the nitrophenol compound or a salt thereof in these preparations is usually 0.00001 to 95% by weight, preferably 0.0001 to 50% by weight, and more preferably 0.001 to 10% by weight.
  • the content of fertilizer is not particularly limited, and is usually 0.00001 to 99% by weight.
  • the metal absorption promoter composition of the present invention contains a nitrophenol compound or a salt thereof and a fertilizer and uses the nitrophenol compound or a salt thereof, but the nitrophenol compound or a salt thereof, the fertilizer and other components are separately separated.
  • the composition contained in the above may be prepared, and these two or more kinds of components may be used sequentially or simultaneously, preferably simultaneously at the time of application.
  • the nitrophenol compound or a salt thereof, fertilizer and other components should be used in the same proportion as described above.
  • the useful plants to which the metal absorption promoter or the metal absorption promoter composition of the present invention can be used are not particularly limited, and are, for example, cereals such as rice, barley, wheat, rye, oats, and corn; Beans such as soybeans, red beans, broad beans, peas, green beans, peanuts; Fruit trees and fruits such as apples, citrus fruits, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, and strawberries; Cabbage, tomatoes, spinach, broccoli, lettuce, onions, leeks, peppers, Leaves and fruits and vegetables such as eggplant and pepper; Root vegetables such as carrots, potatoes, sweet potatoes, taros, radishes, lotus roots, turnips, burdock roots, and garlic; Processing crops such as sardines, hemp, beets, hops, sugar cane, sugar beets, olives, rubber, coffee, tobacco and tea; Pumpkins, cucumbers, oriental melons, watermelons, melons
  • the metal absorption-promoting agent or metal absorption-promoting agent composition of the present invention refers to plants or their vicinity, that is, vegetation, particularly stems, leaves, seeds, bulbs or seed potatoes (hereinafter, seeds, bulbs or seed potatoes are simply abbreviated as seeds). .); Can be applied to fruits, etc.
  • Examples of the application method include spraying or spraying on the leaf surface or stem, seed treatment (for example, seeding or seed powder coating of granules), soil application (for example, furrow spraying or furrow spraying of granules, etc.). Can be mentioned.
  • the metal absorption accelerator or the metal absorption accelerator composition of the present invention can be used in many situations in various aspects thereof. For example, it can be used for agriculture, landscaping, horticulture, hydroponics, forestry, land reclamation (for example, landfill, soil with relatively high salt concentration, etc.).
  • the metal absorption promoter or the metal absorption promoter composition of the present invention can protect the above-mentioned useful plants by treating the plants or their vicinity.
  • the metal absorption-promoting agent or metal absorption-promoting agent composition of the present invention is in the vicinity thereof, for example, stems, leaves, seeds, bulbs or seed potatoes (hereinafter, seeds, bulbs or seed potatoes are simply abbreviated as seeds); fruits and the like.
  • Examples of the application method include spraying or spraying on the leaf surface or stem, seed treatment (for example, seeding or seed powder coating of granules), soil application (for example, furrow spraying or furrow spraying of granules, etc.). Can be mentioned.
  • Method Another aspect of the present invention is a method for promoting metal absorption into a plant using a nitrophenol compound or a salt thereof, wherein the metal is selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel. It is at least one kind of metal absorption promoting method.
  • Another aspect of the present invention is a method (treatment method) for treating a plant or its rhizosphere with the metal absorption promoter of the present invention or the metal absorption promoter composition of the present invention.
  • Another aspect of the present invention is a method of using a nitrophenol compound or a salt thereof for promoting metal absorption into a plant.
  • the rhizosphere of a plant means the soil or other peripheral parts where the roots are affected.
  • the rhizosphere includes soil in dry fields, paddy fields, upland fields, tea gardens, orchards, etc.; seedling raising soil and seedling raising mats in nursery boxes, etc.; hydroponic liquids in hydroponic farms, etc.
  • Specific methods for applying directly to the roots or seeds include, for example, spraying, smearing, and dipping the metal absorption-promoting agent of the present invention or the metal absorption-promoting agent composition of the present invention onto the roots or seeds. Examples thereof include impregnation treatment, coating treatment, film coating treatment, and pellet coating treatment.
  • Example 1 Undiluted solution of nitrophenol aqueous solution 4-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 9.0 g, 2-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 6.0 g, 5-nitroguayacol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 3.0 g (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 1 L of ultrapure water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as "formulation A".
  • Formulation B Fertilizer stock solution 1 Tap water was added to 15 kg of OAT House No. 1 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This water solvent is hereinafter referred to as "formulation B".
  • Formulation C Fertilizer stock solution 2 Tap water was added to 10 kg of OAT House No. 2 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This aqueous solvent is hereinafter referred to as "formulation C".
  • Formulation D Fertilizer stock solution 3 Tap water was added to 15 kg of OAT House S1 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This aqueous solvent is hereinafter referred to as "formulation D”.
  • leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested.
  • the seedlings were transplanted to a styrofoam panel (length 48 cm, width 38 cm, thickness 2 cm) so that the number of seedlings would be 14 strains / sheet in a staggered pattern with a length of 8 cm and a width of 12 cm, and then the seedlings were floated and planted on the culture solution. .. The above was repeated 6 times under each condition. After planting, the crops were cultivated in a stationary state in an acrylic house while being aerated, and the above-ground crops were harvested on October 5.
  • Table 1 summarizes the iron and zinc residual rates at the time of collecting the culture solution under each condition, and the control group ratio (%) on each day. Of these, the residual rates of iron and zinc at the time of collecting the culture solution are shown in FIGS. 1 and 2, respectively.
  • Example 2 leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested.
  • a 300-hole urethane mat and a seedling raising box manufactured by M-type Hydroponic Research Institute Co., Ltd. were used for raising seedlings. Sowing was carried out on October 2, 2017, and seedlings were raised and managed in an acrylic house until germination. Specifically, cover the top surface of the mat with newspaper, irrigate the mat with tap water twice a day, remove the newspaper when the cotyledons develop after germination, and continue raising seedlings until October 18. did.
  • Table 2 summarizes the iron and zinc residual rates at the time of collecting the culture solution under each condition and the control group ratio (%). Of these, the residual rates of iron and zinc at the time of collecting the culture solution are shown in FIGS. 3 and 4, respectively.
  • Example 3 leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested.
  • a 300-hole urethane mat and a seedling raising box manufactured by M-type Hydroponic Research Institute Co., Ltd. were used for raising seedlings. Sowing was carried out on April 13, 2018, and seedlings were raised and managed in an acrylic house until germination. Specifically, cover the top surface of the mat with newspaper, irrigate the mat with tap water twice a day, remove the newspaper when the cotyledons develop after germination, and continue raising seedlings until April 26. did.
  • the EC values were measured at 3 points of the planted buds and the average value was calculated. As a result, it was 1.47 dS / m for the plot C and 1.95 dS / m for the plot D.
  • the above-ground part content was analyzed by the dry ashing method. Specifically, two sets of three growing golden mean strains were selected from the harvested strains, dried under 65 ° C. conditions, and then pulverized with a miller. The obtained pulverized product was accurately weighed in an amount of 1.00 g, preheated, and then subjected to an ashing treatment for 1 hour in an electric furnace under 550 ° C. conditions. To the obtained sample, add 2 mL of concentrated hydrochloric acid, extract while heating, collect the extract with milli-Q (registered trademark) water, filter with filter paper, and then reduce the volume to 100 mL. did. After filtering this solution with a 0.2 ⁇ m membrane filter, the concentrations of dissolved iron and zinc were measured by an ICP emission spectrophotometer.
  • Table 3 summarizes the results of comparison of the obtained analytical values and the average values with the control plots. Of these, the analytical values for iron and zinc are shown in FIGS. 5 and 6, respectively.
  • Example 4 Large tomatoes (variety: Daiyasu Yoshihi) were used in the experiment. After filling a 7.5 cm pot with seedling raising soil (Kumiai horticultural seedling raising soil, Aina No. 1), sowing was carried out on February 2, 2018, and seedlings were raised for 6 weeks in the acrylic house of the Cultivation Research Center of OAT Agrio Co., Ltd. Was done. On March 14, two ridges of elevated beds (width 30 cm, depth 20 cm, length 12 m) filled with coconut husk soil were planted, one as a foliar spray treatment area and the other as a control area. The leaf age of the crop at the time of planting was about 6 leaves.
  • Spraying was carried out at intervals of 2 to 3 weeks as a guide. Specifically, it was held on April 11, April 25, May 9, May 23, June 13, June 27, and July 9. On June 8th, the golden mean fruits of the second stage of fruit set in the second stage were collected, and on July 2, 15 moderate fruits of the sixth stage of fruit set in the optimum harvest time were collected from each plot. The obtained fruits were further distributed as a set of three to an even size, and the shavings were excised. Then, about 10 g of each vertical cross section was cut out, and three pieces were put together in a plastic container and dried by freeze-drying. The obtained dried product was ground with a mortar and pestle.

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Abstract

The present invention addresses the problem of providing a novel metal absorption enhancer for plants. A nitrophenol compound or a salt thereof can enhance the absorption of at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum and nickel. In particular, the present invention relates to: a metal absorption enhancer for plants, which comprises a nitrophenol compound or a salt thereof, wherein the metal comprises at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum and nickel; and others.

Description

金属吸収促進剤Metal absorption accelerator
 本発明は、金属吸収促進剤に関する。特に、本発明は、ニトロフェノール化合物又はその塩を含有する、植物に対する金属吸収促進剤に関する。 The present invention relates to a metal absorption accelerator. In particular, the present invention relates to a metal absorption promoter for plants, which contains a nitrophenol compound or a salt thereof.
 植物が成長するには、種々の栄養要素が必要であり、栽培において、肥料が重要な役割を担っている。例えば、肥料三大要素としては、窒素、リン酸、及びカリが知られている。窒素は、タンパク質の成分元素である。リン酸は、核酸及びリン脂質の構成元素だけでなく、エネルギー代謝、物質の合成、及び分解反応にも重要な役割を果たしている。そして、カリ(カリウム)は、物質代謝及び物質移動の生理作用がある。 Various nutritional elements are required for plant growth, and fertilizer plays an important role in cultivation. For example, nitrogen, phosphoric acid, and potash are known as the three major elements of fertilizer. Nitrogen is a component element of protein. Phosphoric acid plays an important role not only in the constituent elements of nucleic acids and phospholipids, but also in energy metabolism, substance synthesis, and decomposition reactions. And potassium has a physiological effect of substance metabolism and mass transfer.
 そのほか、植物の生育には必須の要素があり、具体的に、その必須要素としては、多量要素に分類されるマグネシウム、硫黄及びカルシウム、微量要素に分類される鉄、亜鉛、マンガン、銅、モリブデン、ニッケル等とされている。 In addition, there are essential elements for plant growth. Specifically, the essential elements are magnesium, sulfur and calcium, which are classified as major elements, and iron, zinc, manganese, copper, and molybdenum, which are classified as trace elements. , Nickel, etc.
 このような成分を含む各種の肥料は、多くの農業生産者が利用しているが、これらの肥料成分の多くは土壌中の成分と結合し、不溶化する結果、植物体に効率的に吸収されず、施用量に見合った肥料効果が得られていないという問題があった。 Various fertilizers containing such components are used by many agricultural producers, but many of these fertilizer components combine with components in the soil and become insolubilized, resulting in efficient absorption by plants. However, there was a problem that the fertilizer effect commensurate with the application rate was not obtained.
 また、肥料の過剰な施用は環境の面から考えれば地下水の富栄養化、硝酸塩汚染、リン酸塩汚染、及び土壌酸性化の原因となり、また栽培の面から考えれば植物にストレスを与え、植害の原因となり得ることが知られている。 In addition, excessive application of fertilizer causes eutrophication of groundwater, nitrate pollution, phosphate pollution, and soil acidification from the viewpoint of the environment, and stresses the plant from the viewpoint of cultivation and planting. It is known that it can cause harm.
 したがって、肥料の過剰な施用に伴う問題を改善又は予防するためには、肥料成分の選択的利用効率を増加させることが望ましく、それを達成するために様々な開発が試されている。 Therefore, in order to improve or prevent problems associated with excessive application of fertilizer, it is desirable to increase the efficiency of selective utilization of fertilizer components, and various developments are being tried to achieve this.
 例えば、特許文献1には、界面活性剤とヘプトン酸又はその塩を含有する肥料吸収促進剤組成物が開示されている。ここでいうヘプトン酸は、α-グルコヘプトン酸ナトリウム等の光学活性を有する複雑な化合物である。 For example, Patent Document 1 discloses a fertilizer absorption accelerator composition containing a surfactant and heptonic acid or a salt thereof. The heptonic acid referred to here is a complex compound having optical activity such as sodium α-glucoheptate.
 そこで、さらに、安価で、かつ、植物体内への金属吸収を促進させる効果を有する優れた金属吸収促進剤が求められている。 Therefore, there is a demand for an excellent metal absorption promoter that is inexpensive and has the effect of promoting metal absorption into the plant body.
特開平10-53483号公報JP-A-10-53483A
 本発明は、植物に対する新規な金属吸収促進剤の提供を目的とする。 An object of the present invention is to provide a novel metal absorption promoter for plants.
 本発明者らは、上記課題を解決するために鋭意研究を重ねた結果、ニトロフェノール化合物又はその塩を含有する金属吸収促進剤が特定の金属吸収を促進させることを見出した。本発明は、このような知見に基づき完成されたものである。 As a result of intensive studies to solve the above problems, the present inventors have found that a metal absorption accelerator containing a nitrophenol compound or a salt thereof promotes a specific metal absorption. The present invention has been completed based on such findings.
 すなわち、本発明は、下記のニトロフェノール化合物又はその塩を含有する植物に対する金属吸収促進剤等に関する。
項1.
 ニトロフェノール化合物又はその塩を含有する、植物に対する金属吸収促進剤であって、
 前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、金属吸収促進剤。
項2.
 前記金属が、鉄、及び/又は亜鉛である、項1に記載の金属吸収促進剤。
項3.
 前記ニトロフェノール化合物又はその塩が、1つ以上のニトロ基及び1つ以上の水酸基を有する化合物又はその塩である、項1又は2に記載の金属吸収促進剤。
項4.
 前記ニトロフェノール化合物又はその塩が、
一般式(1):
Figure JPOXMLDOC01-appb-C000001
(式中、Rは、水素原子、ハロゲン原子、C1~6アルキル基、C1~6ハロアルキル基、C1~6アルコキシ基、C1~6ハロアルコキシ基、C2~6アルケニル基、C2~6ハロアルケニル基、C2~6アルケニルオキシ基、C2~6ハロアルケニルオキシ基、C2~6アルキニル基、C2~6ハロアルキニル基、C2~6アルキニルオキシ基、又はC2~6ハロアルキニルオキシ基を示す。
xは1~5の整数を示す。yは0~4の整数を示す。zは1~5の整数を示す。
yが2~4の整数の場合、2~4個のR基は、それぞれ同一又は異なっていてもよい。)
で表されるニトロフェノール化合物又はその塩である、項1~3の何れか一項に記載の金属吸収促進剤。
項5.
 前記ニトロフェノール化合物又はその塩が、
下記一般式(2):
Figure JPOXMLDOC01-appb-C000002
 
(式中、R、R、R、R、及びR基は、同一又は異なって、水素原子、ハロゲン原子、水酸基、ニトロ基、C1~6アルキル基、C1~6ハロアルキル基、C1~6アルコキシ基、C1~6ハロアルコキシ基、C2~6アルケニル基、C2~6ハロアルケニル基、C2~6アルケニルオキシ基、C2~6ハロアルケニルオキシ基、C2~6アルキニル基、C2~6ハロアルキニル基、C2~6アルキニルオキシ基、又はC2~6ハロアルキニルオキシ基を示す。
ここで、R、R、R、R、及びR基のうち、少なくとも1個の基は、ニトロ基を示す。)
で表されるニトロフェノール化合物又はその塩である、項1~4の何れか一項に記載の金属吸収促進剤。
項6.
 項1~5の何れか一項に記載の金属吸収促進剤、及び肥料を含有する金属吸収促進剤組成物。
項7.
 前記肥料が、有機肥料又は無機肥料である、項6に記載の金属吸収促進剤組成物。
項8.
 ニトロフェノール化合物又はその塩を用いる、植物に対する金属吸収促進方法であって、
 前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、金属吸収促進方法。
項9.
 前記金属が、鉄、及び/又は亜鉛である、項8に記載の金属吸収促進方法。
項10.
 ニトロフェノール化合物又はその塩を施用することを含む、植物に対する金属吸収促進方法。
項11.
 ニトロフェノール化合物又はその塩を、植物又はその根圏に処理することを含む、植物に対する金属吸収促進方法。
項12.
 項1~5の何れか一項に記載の金属吸収促進剤、又は項6若しくは7に記載の金属吸収促進剤組成物を、植物又はその根圏に処理する方法。
項13.
 植物に対する金属吸収を促進するための、ニトロフェノール化合物又はその塩の使用方法であって、
 前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、使用方法。
項14.
 前記金属が、鉄、及び/又は亜鉛である、項13に記載の使用方法。
That is, the present invention relates to a metal absorption promoter for plants containing the following nitrophenol compound or a salt thereof.
Item 1.
A metal absorption enhancer for plants containing a nitrophenol compound or a salt thereof.
A metal absorption promoter in which the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
Item 2.
Item 2. The metal absorption promoter according to Item 1, wherein the metal is iron and / or zinc.
Item 3.
Item 3. The metal absorption promoter according to Item 1 or 2, wherein the nitrophenol compound or a salt thereof is a compound having one or more nitro groups and one or more hydroxyl groups or a salt thereof.
Item 4.
The nitrophenol compound or a salt thereof
General formula (1):
Figure JPOXMLDOC01-appb-C000001
(In the formula, R is a hydrogen atom, a halogen atom, a C 1 to 6 alkyl group, a C 1 to 6 haloalkyl group, a C 1 to 6 alkoxy group, a C 1 to 6 haloalkoxy group, a C 2 to 6 alkoxy group, and a C. 2 to 6 haloalkoxy groups, C 2 to 6 alkoxyoxy groups, C 2 to 6 haloalkoxyoxy groups, C 2 to 6 alkynyl groups, C 2 to 6 haloalkynyl groups, C 2 to 6 alkynyloxy groups, or C 2 It shows ~ 6 haloalkynyloxy groups.
x represents an integer from 1 to 5. y represents an integer from 0 to 4. z represents an integer from 1 to 5.
When y is an integer of 2 to 4, the 2 to 4 R groups may be the same or different, respectively. )
Item 3. The metal absorption promoter according to any one of Items 1 to 3, which is a nitrophenol compound represented by (1) or a salt thereof.
Item 5.
The nitrophenol compound or a salt thereof
The following general formula (2):
Figure JPOXMLDOC01-appb-C000002

(In the formula, R 1 , R 2 , R 3 , R 4 , and R 5 groups are the same or different, hydrogen atom, halogen atom, hydroxyl group, nitro group, C 1 to 6 alkyl group, C 1 to 6 haloalkyl. groups, C 1 ~ 6 alkoxy groups, C 1 ~ 6 haloalkoxy groups, C 2 ~ 6 alkenyl groups, C 2 ~ 6 haloalkenyl groups, C 2 ~ 6 alkenyloxy groups, C 2 ~ 6 haloalkenyloxy groups, C 2-6 alkynyl group, C 2-6 haloalkynyl group, C 2-6 alkynyloxy group, or an C 2-6 haloalkynyl group.
Here, at least one of the R 1 , R 2 , R 3 , R 4 , and R 5 groups represents a nitro group. )
Item 8. The metal absorption promoter according to any one of Items 1 to 4, which is a nitrophenol compound represented by (1) or a salt thereof.
Item 6.
Item 8. The metal absorption accelerator composition containing the metal absorption accelerator according to any one of Items 1 to 5 and fertilizer.
Item 7.
Item 6. The metal absorption promoter composition according to Item 6, wherein the fertilizer is an organic fertilizer or an inorganic fertilizer.
Item 8.
A method for promoting metal absorption in plants using a nitrophenol compound or a salt thereof.
A method for promoting metal absorption, wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
Item 9.
Item 8. The method for promoting metal absorption according to Item 8, wherein the metal is iron and / or zinc.
Item 10.
A method for promoting metal absorption in a plant, which comprises applying a nitrophenol compound or a salt thereof.
Item 11.
A method for promoting metal absorption in a plant, which comprises treating a plant or its rhizosphere with a nitrophenol compound or a salt thereof.
Item 12.
A method for treating a plant or its rhizosphere with the metal absorption promoter according to any one of Items 1 to 5 or the metal absorption promoter composition according to Item 6 or 7.
Item 13.
A method of using a nitrophenol compound or a salt thereof to promote metal absorption into plants.
The method of use, wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
Item 14.
Item 13. The method of use according to Item 13, wherein the metal is iron and / or zinc.
 本発明によれば、ニトロフェノール化合物又はその塩が、植物体内への、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種の金属の吸収を促進させることができる。 According to the present invention, the nitrophenol compound or a salt thereof can promote the absorption of at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel into the plant body.
図1は、本発明の金属吸収促進剤の効果によって、培養液中の鉄濃度(鉄残存率)が低減した結果、すなわち、植物に対して鉄の吸収が促進した結果を示した図である。FIG. 1 is a diagram showing the result of reducing the iron concentration (iron residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of iron to plants. .. 図2は、本発明の金属吸収促進剤の効果によって、培養液中の亜鉛濃度(亜鉛残存率)が低減した結果、すなわち、植物に対して亜鉛の吸収が促進した結果を示した図である。FIG. 2 is a diagram showing the result of reducing the zinc concentration (zinc residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of zinc in plants. .. 図3は、本発明の金属吸収促進剤の効果によって、培養液中の鉄濃度(鉄残存率)が低減した結果、すなわち、植物に対して鉄の吸収が促進した結果を示した図である。FIG. 3 is a diagram showing the result of reducing the iron concentration (iron residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of iron to plants. .. 図4は、本発明の金属吸収促進剤の効果によって、培養液中の亜鉛濃度(亜鉛残存率)が低減した結果、すなわち、植物に対して亜鉛の吸収が促進した結果を示した図である。FIG. 4 is a diagram showing the result of reducing the zinc concentration (zinc residual ratio) in the culture solution by the effect of the metal absorption promoter of the present invention, that is, the result of promoting the absorption of zinc in plants. .. 図5は、条件C(実施例6)について、本発明の金属吸収促進剤の効果によって、作物中の鉄及び亜鉛含量分析値が増加した結果を示した図である。FIG. 5 is a diagram showing the results of an increase in the iron and zinc content analysis values in crops due to the effect of the metal absorption promoter of the present invention under condition C (Example 6). 図6は、条件D(実施例7)について、本発明の金属吸収促進剤の効果によって、作物中の鉄及び亜鉛含量分析値が増加した結果を示した図である。FIG. 6 is a diagram showing the results of an increase in the iron and zinc content analysis values in crops due to the effect of the metal absorption promoter of the present invention under condition D (Example 7). 図7は、本発明の金属吸収促進剤の効果によって、作物果実中の鉄含量分析値が増加した結果を示した図である。FIG. 7 is a diagram showing the results of an increase in the iron content analysis value in crop fruits due to the effect of the metal absorption promoter of the present invention. 図8は、本発明の金属吸収促進剤の効果によって、作物果実中の亜鉛含量分析値が増加した結果を示した図である。FIG. 8 is a diagram showing the results of an increase in the zinc content analysis value in crop fruits due to the effect of the metal absorption promoter of the present invention.
 1.金属吸収促進剤
 本発明の金属吸収促進剤は、植物(植物体内、植物中、作物体内、作物中と言い換えることもできる。)に対して、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種の金属(微量金属、微量要素と言い換えることができる。)を吸収促進させることができる。本発明の金属吸収促進剤(単に、「金属吸収促進剤」、「金属吸収量増加剤」、又は「肥料吸収促進剤」ということもある。)は、ニトロフェノール化合物又はその塩を含有する。金属とは、ミネラルと言い換えることもできる。
1. 1. Metal Absorption Accelerator The metal absorption enhancer of the present invention is derived from iron, zinc, manganese, copper, molybdenum, and nickel for plants (which can be paraphrased as in plants, plants, crops, and crops). It is possible to promote absorption of at least one kind of metal (which can be rephrased as a trace metal or a trace element) selected from the above group. The metal absorption promoter of the present invention (sometimes simply referred to as "metal absorption promoter", "metal absorption enhancer", or "fertilizer absorption promoter") contains a nitrophenol compound or a salt thereof. Metal can also be rephrased as mineral.
 ニトロフェノール化合物又はその塩
 本明細書において、ニトロフェノール化合物は、1つ以上のニトロ基及び1つ以上の水酸基(OH基)を有した芳香環化合物をいう。該ニトロフェノール化合物には、ニトロ基を1つ有しているフェノール化合物、及びニトロ基を2つ以上有しているフェノール化合物が含まれる。さらに、これらのフェノール化合物には、水酸基を1つ有するものと、水酸基を2つ以上有するものが存在する。よって、本明細書におけるニトロフェノール化合物には、1つのニトロ基及び1つの水酸基を有する芳香環化合物、1つのニトロ基及び2つ以上の水酸基を有する芳香環化合物、2つ以上のニトロ基及び1つの水酸基を有する芳香環化合物、及び2つ以上のニトロ基及び2つ以上の水酸基を有する芳香環化合物のいずれもが含まれる。
 前記ニトロフェノール化合物を構成する芳香環としては、特に限定はなく、ベンゼン環、ナフタレン環、アントラセン環等が挙げられる。
Nitrophenol compound or salt thereof In the present specification, the nitrophenol compound refers to an aromatic ring compound having one or more nitro groups and one or more hydroxyl groups (OH groups). The nitrophenol compound includes a phenol compound having one nitro group and a phenol compound having two or more nitro groups. Further, some of these phenol compounds have one hydroxyl group and some have two or more hydroxyl groups. Therefore, the nitrophenol compounds in the present specification include aromatic ring compounds having one nitro group and one hydroxyl group, aromatic ring compounds having one nitro group and two or more hydroxyl groups, and two or more nitro groups and one. Any of an aromatic ring compound having one hydroxyl group and an aromatic ring compound having two or more nitro groups and two or more hydroxyl groups is included.
The aromatic ring constituting the nitrophenol compound is not particularly limited, and examples thereof include a benzene ring, a naphthalene ring, and an anthracene ring.
 該ニトロフェノール化合物には、さらに、上記ニトロ基及び水酸基以外の置換基を有していてもよい。
 置換基としては、特に限定はなく、例えば、ハロゲン原子、C1~6アルキル基、C1~6ハロアルキル基、C1~6アルコキシ基、C1~6ハロアルコキシ基、C2~6アルケニル基、C2~6ハロアルケニル基、C2~6アルケニルオキシ基、C2~6ハロアルケニルオキシ基、C2~6アルキニル基、C2~6ハロアルキニル基、C2~6アルキニルオキシ基、C2~6ハロアルキニルオキシ基等が挙げられる。
The nitrophenol compound may further have a substituent other than the above-mentioned nitro group and hydroxyl group.
The substituent is not particularly limited, and is, for example, a halogen atom, a C1 to 6 alkyl group, a C1 to 6 haloalkyl group, a C1 to 6 alkoxy group, a C1 to 6 haloalkoxy group, and a C2 to 6 alkenyl group. , C 2 ~ 6 haloalkenyl groups, C 2 ~ 6 alkenyloxy groups, C 2 ~ 6 haloalkenyloxy groups, C 2 ~ 6 alkynyl groups, C 2 ~ 6 haloalkynyl groups, C 2 ~ 6 alkynyloxy groups, C Examples thereof include 2 to 6 haloalkynyloxy groups.
 本明細書におけるニトロフェノール化合物は、塩を形成していてもよい。すなわち、本発明の金属吸収促進剤は、ニトロフェノール化合物だけでなく、ニトロフェノール化合物の塩であってもよい。 The nitrophenol compound in the present specification may form a salt. That is, the metal absorption promoter of the present invention may be a salt of a nitrophenol compound as well as a nitrophenol compound.
 本明細書における塩としては、特に限定はなく、例えば、アルカリ金属塩(ナトリウム塩、カリウム塩等)、アルカリ土類金属塩(カルシウム塩、マグネシウム塩等)、アンモニウム塩(アンモニア;モルホリン、ピペリジン、ピロリジン、低級モノ、ジ又はトリアルキルアミン、低級モノ、ジ又はトリヒドロキシアルキルアミン等の有機アミン等)等が挙げられる。好ましいニトロフェノール化合物の塩は、水溶性の塩であり、より好ましくは農芸化学的に許容される塩であり、特に好ましくはアルカリ金属塩である。 The salt in the present specification is not particularly limited, and is, for example, an alkali metal salt (sodium salt, potassium salt, etc.), an alkaline earth metal salt (calcium salt, magnesium salt, etc.), an ammonium salt (ammonia; morpholin, piperidine, etc.). Pyrrolidine, lower mono, di or trialkylamine, lower mono, organic amine such as di or trihydroxyalkylamine) and the like. The preferred salt of the nitrophenol compound is a water-soluble salt, more preferably an agrochemically acceptable salt, and particularly preferably an alkali metal salt.
 前記ニトロフェノール化合物の中で、ニトロ基を1つ有しているフェノール化合物が好ましい。また、前記ニトロフェノール化合物を構成する芳香環は、ベンゼン環であることが好ましい。 Among the nitrophenol compounds, a phenol compound having one nitro group is preferable. Further, the aromatic ring constituting the nitrophenol compound is preferably a benzene ring.
 前記ニトロフェノール化合物のうち、芳香環がベンゼン環であるニトロフェノール化合物としては、例えば、下記一般式(1):
Figure JPOXMLDOC01-appb-C000003
 
(式中、Rは、水素原子、ハロゲン原子、水酸基、ニトロ基、C1~6アルキル基、C1~6ハロアルキル基、C1~6アルコキシ基、C1~6ハロアルコキシ基、C2~6アルケニル基、C2~6ハロアルケニル基、C2~6アルケニルオキシ基、C2~6ハロアルケニルオキシ基、C2~6アルキニル基、C2~6ハロアルキニル基、C2~6アルキニルオキシ基、又はC2~6ハロアルキニルオキシ基を示す。
xは1~5の整数を示す。yは0~4の整数を示す。zは1~5の整数を示す。
yが2~4の整数の場合、2~4個のR基は、それぞれ同一又は異なっていてもよい。)
で表されるニトロフェノール化合物又はその塩等が挙げられる。
Among the nitrophenol compounds, examples of the nitrophenol compound having a benzene ring as an aromatic ring include the following general formula (1):
Figure JPOXMLDOC01-appb-C000003

(In the formula, R is a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C 1 to 6 alkyl group, a C 1 to 6 haloalkyl group, a C 1 to 6 alkoxy group, a C 1 to 6 haloalkoxy group, and a C 2 to. 6 Alkoxy group, C 2 to 6 haloalkoxy group, C 2 to 6 alkoxyoxy group, C 2 to 6 haloalkoxyoxy group, C 2 to 6 alkynyl group, C 2 to 6 haloalkynyl group, C 2 to 6 alkynyloxy group, or an C 2 ~ 6 haloalkynyloxy group.
x represents an integer from 1 to 5. y represents an integer from 0 to 4. z represents an integer from 1 to 5.
When y is an integer of 2 to 4, the 2 to 4 R groups may be the same or different, respectively. )
Examples thereof include a nitrophenol compound represented by and a salt thereof.
 上記一般式(1)で表されるニトロフェノール化合物には、ニトロ基を1つ有している(x=1)フェノール化合物(モノ-ニトロフェノール類)、及びニトロ基を2つ以上有している(x≧2)フェノール化合物(マルチ-ニトロフェノール類)が含まれる。さらに、ニトロ基を1つ有しているフェノール化合物(モノ-ニトロフェノール類)には、1つのニトロ基及び1つの水酸基を有する(x=1及びz=1)ベンゼン(モノ-ニトロフェノール)、1つのニトロ基及び2つ以上の水酸基を有する(x=1及びz≧2)ベンゼン(モノ-ニトロポリフェノール)が含まれる。また、ニトロ基を2つ以上有しているフェノール化合物(マルチ-ニトロフェノール類)には、2つ以上のニトロ基及び1つの水酸基を有する(x≧2及びz=1)ベンゼン(マルチ-ニトロフェノール)、及び2つ以上のニトロ基及び2つ以上の水酸基を有する(x≧2及びz≧2)ベンゼン(マルチニトロポリフェノール)を含まれる。これらの中で、ニトロ基を1つ有しているフェノール化合物が好ましい。 The nitrophenol compound represented by the general formula (1) has one (x = 1) phenol compound (mono-nitrophenols) having one nitro group and two or more nitro groups. (X ≧ 2) Phenol compounds (multi-nitrophenols) are included. Further, phenol compounds having one nitro group (mono-nitrophenols) include (x = 1 and z = 1) benzene (mono-nitrophenol) having one nitro group and one hydroxyl group. Benzene (mono-nitropolyphenol) having one nitro group and two or more hydroxyl groups (x = 1 and z ≧ 2) is included. In addition, phenol compounds having two or more nitro groups (multi-nitrophenols) include (x ≧ 2 and z = 1) benzene (multi-nitro) having two or more nitro groups and one hydroxyl group. Phenol) and benzene (multinitropolyphenol) having two or more nitro groups and two or more hydroxyl groups (x ≧ 2 and z ≧ 2). Among these, a phenol compound having one nitro group is preferable.
 さらに、上記ニトロフェノール化合物としては、下記一般式(2):
Figure JPOXMLDOC01-appb-C000004
 
(式中、R、R、R、R、及びR基は、同一又は異なって、水素原子、ハロゲン原子、水酸基、ニトロ基、C1~6アルキル基、C1~6ハロアルキル基、C1~6アルコキシ基、C1~6ハロアルコキシ基、C2~6アルケニル基、C2~6ハロアルケニル基、C2~6アルケニルオキシ基、C2~6ハロアルケニルオキシ基、C2~6アルキニル基、C2~6ハロアルキニル基、C2~6アルキニルオキシ基、又はC2~6ハロアルキニルオキシ基を示す。
ここで、R、R、R、R、及びR基のうち、少なくとも1個の基は、ニトロ基を示す。)
で表されるニトロフェノール化合物又はその塩等が挙げられる。
Further, as the nitrophenol compound, the following general formula (2):
Figure JPOXMLDOC01-appb-C000004

(In the formula, R 1 , R 2 , R 3 , R 4 , and R 5 groups are the same or different, hydrogen atom, halogen atom, hydroxyl group, nitro group, C 1 to 6 alkyl group, C 1 to 6 haloalkyl. groups, C 1 ~ 6 alkoxy groups, C 1 ~ 6 haloalkoxy groups, C 2 ~ 6 alkenyl groups, C 2 ~ 6 haloalkenyl groups, C 2 ~ 6 alkenyloxy groups, C 2 ~ 6 haloalkenyloxy groups, C 2-6 alkynyl group, C 2-6 haloalkynyl group, C 2-6 alkynyloxy group, or an C 2-6 haloalkynyl group.
Here, at least one of the R 1 , R 2 , R 3 , R 4 , and R 5 groups represents a nitro group. )
Examples thereof include a nitrophenol compound represented by and a salt thereof.
 上記一般式(2)で表されるニトロフェノール化合物には、ニトロ基を1つ有している(R、R、R、R、及びR基のうち、いずれか1個の基が、ニトロ基である)フェノール(モノ-ニトロフェノール)、及びニトロ基を2つ以上有している(R、R、R、R、及びR基のうち、2個以上の基が、ニトロ基である)フェノール(マルチ-ニトロフェノール)が含まれる。 The nitrophenol compound represented by the general formula (2), has one nitro group (R 1, R 2, R 3, R 4, and of R 5 groups, any one of Two or more of the phenol (mono-nitrophenol) whose group is a nitro group and two or more nitro groups (R 1 , R 2 , R 3 , R 4 , and R 5 ). Phenols (multi-nitrophenols) whose groups are nitro groups are included.
 本明細書における各基について以下説明する。 Each group in the present specification will be described below.
 ハロゲン原子としては、特に限定はなく、例えば、フッ素原子、塩素原子、臭素原子、ヨウ素原子等が挙げられる。 The halogen atom is not particularly limited, and examples thereof include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
 C1~6アルキル基としては、特に限定はなく、例えば、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、s-ブチル基、t-ブチル基、n-ペンチル基、イソペンチル基、ネオペンチル基、n-ヘキシル基、イソヘキシル基等の炭素数1~6の直鎖状又は分岐鎖状アルキル基が挙げられる。なお、本明細書において、「n-」とはノルマルを、「s-」とはセカンダリーを、「t-」とはターシャリーを示す。 The C 1 to 6 alkyl groups are not particularly limited, and are, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, n-. Examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms such as a pentyl group, an isopentyl group, a neopentyl group, an n-hexyl group and an isohexyl group. In the present specification, "n-" means normal, "s-" means secondary, and "t-" means tertiary.
 C1~6ハロアルキル基としては、特に限定はなく、例えば、フルオロメチル基、クロロメチル基、ブロモメチル基、ヨードメチル基、ジフルオロメチル基、トリフルオロメチル基、1-フルオロエチル基、2-フルオロエチル基、2-クロロエチル基、2,2,2-トリフルオロエチル基、ペンタフルオロエチル、1-フルオロプロピル基、2-クロロプロピル基、3-フルオロプロピル基、3-クロロプロピル基、1-フルオロブチル基、1-クロロブチル基、4-フルオロブチル基等の1~9個、好ましくは1~5個のハロゲン原子で置換された炭素数1~6の直鎖状又は分岐鎖状アルキル基が挙げられる。 The C 1 to 6 haloalkyl groups are not particularly limited, and for example, a fluoromethyl group, a chloromethyl group, a bromomethyl group, an iodomethyl group, a difluoromethyl group, a trifluoromethyl group, a 1-fluoroethyl group, and a 2-fluoroethyl group. , 2-Chloroethyl group, 2,2,2-trifluoroethyl group, pentafluoroethyl, 1-fluoropropyl group, 2-chloropropyl group, 3-fluoropropyl group, 3-chloropropyl group, 1-fluorobutyl group , 1 to 9 groups such as 1-chlorobutyl group and 4-fluorobutyl group, preferably linear or branched alkyl groups having 1 to 6 carbon atoms substituted with 1 to 5 halogen atoms.
 C1~6アルコキシ基としては、特に限定はなく、例えば、メトキシ基、エトキシ基、n-プロポキシ基、イソプロポキシ基、n-ブトキシ基、イソブトキシ基、s-ブトキシ基、t-ブトキシ基、n-ペンチルオキシ基、イソペンチルオキシ基、ネオペンチルオキシ基、n-ヘキシルオキシ基、イソヘキシルオキシ基等の炭素数1~6の直鎖状又は分岐鎖状アルコキシ基が挙げられる。 The C 1 to 6 alkoxy groups are not particularly limited, and for example, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, an s-butoxy group, a t-butoxy group, n. Examples thereof include linear or branched alkoxy groups having 1 to 6 carbon atoms such as a pentyloxy group, an isopentyloxy group, a neopentyloxy group, an n-hexyloxy group and an isohexyloxy group.
 C1~6ハロアルコキシ基としては、特に限定はなく、例えば、フルオロメトキシ基、クロロメトキシ基、ブロモメトキシ基、ヨードメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基、1-フルオロエトキシ基、2-フルオロエトキシ基、2-クロロエトキシ基、2,2,2-トリフルオロエトキシ基、ペンタフルオロエトキシ、1-フルオロプロポキシ基、2-クロロプロポキシ基、3-フルオロプロポキシ基、3-クロロプロポキシ基、1-フルオロブトキシ基、1-クロロブトキシ基、4-フルオロブトキシ基等の1~9個、好ましくは1~5個のハロゲン原子で置換された炭素数1~6の直鎖状又は分岐鎖状アルコキシ基が挙げられる The C 1 to 6 haloalkoxy groups are not particularly limited, and for example, a fluoromethoxy group, a chloromethoxy group, a bromomethoxy group, an iodomethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 1-fluoroethoxy group, and a 2- Fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, pentafluoroethoxy, 1-fluoropropoxy group, 2-chloropropoxy group, 3-fluoropropoxy group, 3-chloropropoxy group, 1 -Linear or branched alkoxy having 1 to 6 carbon atoms substituted with 1 to 9, preferably 1 to 5 halogen atoms such as a fluorobutoxy group, a 1-chlorobutoxy group, a 4-fluorobutoxy group, etc. Group can be mentioned
 C2~6アルケニル基としては、特に限定はなく、例えば、ビニル基、1-プロペニル基、アリル基、イソプロペニル基、1-ブテニル基、2-ブテニル基、3-ブテニル基、1-メチル-2-プロペニル基、1,3-ブタジエニル基等の炭素数2~6の直鎖状又は分岐鎖状アルケニル基が挙げられる。 The C2 to 6 alkenyl group is not particularly limited, and for example, a vinyl group, a 1-propenyl group, an allyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, and a 1-methyl- Examples thereof include a linear or branched alkenyl group having 2 to 6 carbon atoms such as a 2-propenyl group and a 1,3-butadienyl group.
 C2~6ハロアルケニル基としては、特に限定はなく、例えば、2,2-ジクロロビニル基、2,2-ジブロモビニル基、3-クロロ-2-プロペニル基、3,3-ジフルオロ-2-アリル基、3,3-ジクロロ-2-アリル基、4-クロロ-2-ブテニル基、4,4,4-トリフルオロ-2-ブテニル基、4,4,4-トリクロロ-3-ブテニル基、5-クロロ-3-ペンテニル基、6-フルオロ-2-ヘキセニル基等の任意の位置に少なくとも1つの二重結合を有する炭素数2~6の直鎖状又は分岐鎖状アルケニル基であって、1~13個、好ましくは1~7個のハロゲン原子で置換されたアルケニル基が挙げられる。 The C2 to 6 haloalkenyl group is not particularly limited, and for example, a 2,2-dichlorovinyl group, a 2,2-dibromovinyl group, a 3-chloro-2-propenyl group, and a 3,3-difluoro-2- Allyl group, 3,3-dichloro-2-allyl group, 4-chloro-2-butenyl group, 4,4,4-trifluoro-2-butenyl group, 4,4,4-trichloro-3-butenyl group, A linear or branched alkenyl group having 2 to 6 carbon atoms having at least one double bond at an arbitrary position such as a 5-chloro-3-pentenyl group and a 6-fluoro-2-hexenyl group. Examples thereof include an alkenyl group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
 C2~6アルケニルオキシ基としては、特に限定はなく、例えば、ビニルオキシ基、1-プロペニルオキシ基、アリルオキシ基、イソプロペニルオキシ基、1-ブテニルオキシ基、2-ブテニルオキシ基、3-ブテニルオキシ基、1-メチル-2-プロペニルオキシ基、1,3-ブタジエニルオキシ基等の炭素数2~6の直鎖状又は分岐鎖状アルケニルオキシ基が挙げられる。 The C2 to 6 alkenyloxy groups are not particularly limited, and are, for example, vinyloxy group, 1-propenyloxy group, allyloxy group, isopropenyloxy group, 1-butenyloxy group, 2-butenyloxy group, 3-butenyloxy group, 1 Examples thereof include a linear or branched alkenyloxy group having 2 to 6 carbon atoms such as a methyl-2-propenyloxy group and a 1,3-butadienyloxy group.
 C2~6ハロアルケニルオキシ基としては、特に限定はなく、例えば、2,2-ジクロロビニルオキシ基、2,2-ジブロモビニルオキシ基、3-クロロ-2-プロペニルオキシ基、3,3-ジフルオロ-2-アリルオキシ基、3,3-ジクロロ-2-アリルオキシ基、4-クロロ-2-ブテニルオキシ基、4,4,4-トリフルオロ-2-ブテニルオキシ基、4,4,4-トリクロロ-3-ブテニルオキシ基、5-クロロ-3-ペンテニルオキシ基、6-フルオロ-2-ヘキセニルオキシ基等の任意の位置に少なくとも1つの二重結合を有する炭素数2~6の直鎖状又は分岐鎖状アルケニル基であって、1~13個、好ましくは1~7個のハロゲン原子で置換されたアルケニル基が挙げられる。 The C2 to 6 haloalkenyloxy groups are not particularly limited, and for example, 2,2-dichlorovinyloxy group, 2,2-dibromovinyloxy group, 3-chloro-2-propenyloxy group, 3,3-. Difluoro-2-allyloxy group, 3,3-dichloro-2-allyloxy group, 4-chloro-2-butenyloxy group, 4,4,4-trifluoro-2-butenyloxy group, 4,4,4-trichloro-3 -Linear or branched chain with 2 to 6 carbon atoms having at least one double bond at any position such as a butenyloxy group, 5-chloro-3-pentenyloxy group, 6-fluoro-2-hexenyloxy group, etc. Examples of the alkenyl group include an alkenyl group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
 C2~6アルキニル基としては、例えば、エチニル基、1-プロピニル基、2-プロピニル基、1-メチル-2-プロピニル基、1-ブチニル基、2-ブチニル基、3-ブチニル基等の炭素数2~6の直鎖状又は分岐鎖状アルキニル基が挙げられる。 Examples of the C2 to 6 alkynyl group include carbons such as ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1-butynyl group, 2-butynyl group and 3-butynyl group. Examples thereof include linear or branched alkynyl groups of numbers 2 to 6.
 C2~6ハロアルキニル基としては、特に限定はなく、例えば、3,3,3-トリフルオロプロピニル基、3,3-ジフルオロプロピニル基、3,3,3-トリフルオロブチニル基、4,4,4-トリフルオロ-2-ブチニル基、3,3-ジフルオロ-ブチニル基等の任意の位置に少なくとも1つの三重結合を有する炭素数2~6の直鎖状又は分岐鎖状アルキニル基であって、1~13個、好ましくは1~7個のハロゲン原子で置換されたアルキニル基が挙げられる。 The C2 to 6 haloalkynyl group is not particularly limited, and for example, 3,3,3-trifluoropropynyl group, 3,3-difluoropropynyl group, 3,3,3-trifluorobutynyl group, 4, A linear or branched alkynyl group having 2 to 6 carbon atoms having at least one triple bond at an arbitrary position such as a 4,4-trifluoro-2-butynyl group and a 3,3-difluoro-butynyl group. Examples thereof include alkynyl groups substituted with 1 to 13, preferably 1 to 7 halogen atoms.
 C2~6アルキニルオキシ基としては、特に限定はなく、例えば、エチニルオキシ基、1-プロピニルオキシ基、2-プロピニルオキシ基、1-メチル-2-プロピニルオキシ基、1-ブチニルオキシ基、2-ブチニルオキシ基、3-ブチニルオキシ基等の炭素数2~6の直鎖状又は分岐鎖状アルキニルオキシ基が挙げられる。 The C2 to 6 alkynyloxy group is not particularly limited, and for example, ethynyloxy group, 1-propynyloxy group, 2-propynyloxy group, 1-methyl-2-propynyloxy group, 1-butynyloxy group, 2- Examples thereof include linear or branched alkynyloxy groups having 2 to 6 carbon atoms such as butynyloxy groups and 3-butynyloxy groups.
 C2~6ハロアルキニルオキシ基としては、特に限定はなく、例えば、3,3,3-トリフルオロプロピニルオキシ基、3,3-ジフルオロプロピニルオキシ基、3,3,3-トリフルオロブチニルオキシ基、4,4,4-トリフルオロ-2-ブチニルオキシ基、3,3-ジフルオロ-ブチニルオキシ基等の任意の位置に少なくとも1つの三重結合を有する炭素数2~6の直鎖状又は分岐鎖状アルキニルオキシ基であって、1~13個、好ましくは1~7個のハロゲン原子で置換されたアルキニルオキシ基が挙げられる。 The C2 to 6 haloalkynyloxy group is not particularly limited, and for example, 3,3,3-trifluoropropynyloxy group, 3,3-difluoropropynyloxy group, 3,3,3-trifluorobutynyloxy group. A linear or branched chain having 2 to 6 carbon atoms having at least one triple bond at an arbitrary position such as a group, a 4,4,4-trifluoro-2-butynyloxy group, a 3,3-difluoro-butynyloxy group, etc. Examples of the alkynyloxy group include an alkynyloxy group substituted with 1 to 13, preferably 1 to 7 halogen atoms.
 上記一般式(1)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (1) or a salt thereof, R is preferably a hydrogen atom, a halogen atom, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group, and is preferably a hydrogen atom or a methoxy. Groups are more preferred.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、ニトロ基、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子、ニトロ基、又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (2) or a salt thereof, R 1 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group. A hydrogen atom, a nitro group, or a methoxy group is more preferable.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、ニトロ基、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子、ニトロ基、又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (2) or a salt thereof, R 2 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group. A hydrogen atom, a nitro group, or a methoxy group is more preferable.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、ニトロ基、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子、ニトロ基、又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (2) or a salt thereof, R 3 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group. A hydrogen atom, a nitro group, or a methoxy group is more preferable.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、ニトロ基、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子、ニトロ基、又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (2) or a salt thereof, R 4 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group. A hydrogen atom, a nitro group, or a methoxy group is more preferable.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩において、Rは、水素原子、ハロゲン原子、ニトロ基、C1~6アルキル基又はC1~6アルコキシ基であるのが好ましく、水素原子、ニトロ基、又はメトキシ基がより好ましい。 In the nitrophenol compound represented by the general formula (2) or a salt thereof, R 5 is preferably a hydrogen atom, a halogen atom, a nitro group, a C 1 to 6 alkyl group or a C 1 to 6 alkoxy group. A hydrogen atom, a nitro group, or a methoxy group is more preferable.
 上記ニトロフェノール化合物又はその塩の中でも、4-ニトロフェノール、4-ニトロフェノールナトリウム塩、3-ニトロフェノール、3-ニトロフェノールナトリウム塩、2-ニトロフェノール、2-ニトロフェノールナトリウム塩等のニトロフェノール化合物又はその塩;及び/又は、5-ニトログアヤコール、5-ニトログアヤコールナトリウム塩、4-ニトログアヤコール、4-ニトログアヤコールナトリウム塩等のグアヤコール(別名:グアイアコール)化合物又はその塩が特に好ましい。 Among the above nitrophenol compounds or salts thereof, nitrophenol compounds such as 4-nitrophenol, 4-nitrophenol sodium salt, 3-nitrophenol, 3-nitrophenol sodium salt, 2-nitrophenol, 2-nitrophenol sodium salt and the like. Or salts thereof; and / or guaiacol (also known as guaiacol) compounds such as 5-nitroguaiacol, 5-nitroguaiacol sodium salt, 4-nitroguaiacol, 4-nitroguaiacol sodium salt or salts thereof are particularly preferred.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩のうち、好ましい化合物は、
が、水素原子、ニトロ基、又はメトキシ基、
が、水素原子、ニトロ基、又はメトキシ基、
が、ニトロ基、
が、水素原子、ニトロ基、又はメトキシ基、及び
が、水素原子、ニトロ基、又はメトキシ基で表されるニトロフェノール化合物又はその塩;
が、ニトロ基、
が、水素原子、ニトロ基、又はメトキシ基、
が、水素原子、ニトロ基、又はメトキシ基、
が、水素原子、ニトロ基、又はメトキシ基、及び
が、水素原子、ニトロ基、又はメトキシ基で表されるニトロフェノール化合物又はその塩;並びに
が、水素原子、ニトロ基、又はメトキシ基、
が、水素原子、ニトロ基、又はメトキシ基、
が、水素原子、ニトロ基、又はメトキシ基、
が、ニトロ基、
が、水素原子、ニトロ基、又はメトキシ基で表されるニトロフェノール化合物又はその塩である。
Among the nitrophenol compounds represented by the general formula (2) or salts thereof, preferred compounds are
R 1 is a hydrogen atom, a nitro group, or a methoxy group,
R 2 is a hydrogen atom, a nitro group, or a methoxy group,
R 3 is a nitro group,
A nitrophenol compound in which R 4 is represented by a hydrogen atom, a nitro group, or a methoxy group, and R 5 is represented by a hydrogen atom, a nitro group, or a methoxy group, or a salt thereof;
R 1 is a nitro group,
R 2 is a hydrogen atom, a nitro group, or a methoxy group,
R 3 is a hydrogen atom, a nitro group, or a methoxy group,
R 4 is a hydrogen atom, a nitro group, or a methoxy group, and R 5 is a nitrophenol compound represented by a hydrogen atom, a nitro group, or a methoxy group or a salt thereof; and R 1 is a hydrogen atom, a nitro group, Or methoxy group,
R 2 is a hydrogen atom, a nitro group, or a methoxy group,
R 3 is a hydrogen atom, a nitro group, or a methoxy group,
R 4 is a nitro group,
R 5 is a nitrophenol compound represented by a hydrogen atom, a nitro group, or a methoxy group, or a salt thereof.
 上記一般式(2)で表されるニトロフェノール化合物又はその塩のうち、より好ましい化合物は、
が、水素原子、又はメトキシ基、
が、水素原子、又はメトキシ基、
が、ニトロ基、
が、水素原子、又はメトキシ基、及び
が、水素原子、又はメトキシ基で表されるニトロフェノール化合物又はその塩;
が、ニトロ基、
が、水素原子、又はメトキシ基、
が、水素原子、又はメトキシ基、
が、水素原子、又はメトキシ基、及び
が、水素原子、又はメトキシ基で表されるニトロフェノール化合物又はその塩;並びに
が、水素原子、又はメトキシ基、
が、水素原子、又はメトキシ基、
が、水素原子、又はメトキシ基、
が、ニトロ基、及び
が、水素原子、又はメトキシ基で表されるニトロフェノール化合物又はその塩である。
Among the nitrophenol compounds represented by the general formula (2) or salts thereof, more preferable compounds are
R 1 is a hydrogen atom or a methoxy group,
R 2 is a hydrogen atom or a methoxy group,
R 3 is a nitro group,
R 4 is a hydrogen atom or a methoxy group, and R 5, nitrophenol compound represented by hydrogen atom, or a methoxy group;
R 1 is a nitro group,
R 2 is a hydrogen atom or a methoxy group,
R 3 is a hydrogen atom or a methoxy group,
R 4 is a hydrogen atom or a methoxy group, and R 5 is a nitrophenol compound represented by a hydrogen atom or a methoxy group or a salt thereof; and R 1 is a hydrogen atom or a methoxy group.
R 2 is a hydrogen atom or a methoxy group,
R 3 is a hydrogen atom or a methoxy group,
R 4 is a nitro group, and R 5 is a nitrophenol compound represented by a hydrogen atom or a methoxy group or a salt thereof.
 そして、特に好ましいニトロフェノール化合物又はその塩は、4-ニトロフェノール若しくはその塩、2-ニトロフェノール若しくはその塩、及び/又は、5-ニトログアヤコール若しくはその塩である。 And particularly preferable nitrophenol compound or salt thereof is 4-nitrophenol or a salt thereof, 2-nitrophenol or a salt thereof, and / or 5-nitroguaiacol or a salt thereof.
 本発明の金属吸収促進剤には、1種又は2種以上のニトロフェノール化合物又はその塩を配合することができる。 The metal absorption promoter of the present invention may contain one or more nitrophenol compounds or salts thereof.
 これら1種又は2種以上のニトロフェノール化合物又はその塩としては、公知の製造方法によって製造した化合物、又は市販品を用いることができる。公知の製造方法としては、例えば、特開平10-67716に記載の製造方法等が挙げられる。また、市販品としては、例えば、4-ニトロフェノール又はその塩(0.3%)、2-ニトロフェノール又はその塩(0.2%)、及び5-ニトログアヤコール又はその塩(0.1%)を含有する水溶液等の2種又は3種のニトロフェノール化合物又はその塩を含むニトロフェノール組成物を用いることもできる。 As one or more of these nitrophenol compounds or salts thereof, a compound produced by a known production method or a commercially available product can be used. Examples of the known production method include the production method described in JP-A-10-67716. Commercially available products include, for example, 4-nitrophenol or a salt thereof (0.3%), 2-nitrophenol or a salt thereof (0.2%), and 5-nitroguaiacol or a salt thereof (0.1%). A nitrophenol composition containing 2 or 3 types of nitrophenol compounds such as an aqueous solution containing) or a salt thereof can also be used.
 本発明の金属吸収促進剤の処理は、上述した金属吸収促進剤を植物地上部又はその根圏に処理する方法であればいずれを用いてもよい。使用されるニトロフェノール化合物又はその塩の濃度は、通常、0.0001~1000mg/L、好ましくは0.001~100mg/L、より好ましくは0.01~10mg/Lである。また、本発明の金属吸収促進剤の処理において、2種以上のニトロフェノール化合物又はその塩を含む場合、それぞれの濃度及び比率は、適宜設定することができる。 The metal absorption promoter of the present invention may be treated by any method as long as it is a method for treating the above-mentioned metal absorption promoter on the above-ground part of the plant or its rhizosphere. The concentration of the nitrophenol compound or salt thereof used is usually 0.0001 to 1000 mg / L, preferably 0.001 to 100 mg / L, and more preferably 0.01 to 10 mg / L. Further, when two or more kinds of nitrophenol compounds or salts thereof are contained in the treatment of the metal absorption promoter of the present invention, the respective concentrations and ratios can be appropriately set.
 金属としては、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種の金属である。好ましい金属としては、鉄、及び亜鉛である。 The metal is at least one metal selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel. Preferred metals are iron and zinc.
 その他の成分
 本発明の金属吸収促進剤には、他の成分を加えず、ニトロフェノール化合物又はその塩のみを含むものでもよいが、通常は、固体担体、液体担体、又はガス状担体(噴射剤)を混合することができる。
Other Components The metal absorption accelerator of the present invention may contain only a nitrophenol compound or a salt thereof without adding other components, but is usually a solid carrier, a liquid carrier, or a gaseous carrier (propellant). ) Can be mixed.
 また、必要に応じて、本発明の金属吸収促進剤には、界面活性剤、その他の製剤用補助剤を添加して、通常の製剤化方法に従い、油剤、乳剤、水和剤、フロアブル剤、粒剤、粉剤、エアゾール、煙霧剤等に製剤して使用することができる。 In addition, if necessary, a surfactant and other formulation auxiliary agents are added to the metal absorption enhancer of the present invention, and an oil agent, an emulsion, a wettable powder, a flowable agent, etc. are added according to a usual formulation method. It can be formulated and used in granules, powders, aerosols, fumes and the like.
 本発明の金属吸収促進剤を用いた製剤は、他の殺虫剤、殺線虫剤、殺ダニ剤、殺菌剤、除草剤、微生物農薬、植物生長調節剤、共力剤、土壌改良剤、肥料等を混合して、又は混合せずに同時に用いることもできる。 The preparation using the metal absorption promoter of the present invention includes other insecticides, nematodes, acaricides, fungicides, herbicides, microbial pesticides, plant growth regulators, synergists, soil conditioners, and fertilizers. Etc. may be mixed or not mixed and used at the same time.
 これらの製剤中のニトロフェノール化合物又はその塩の含有量としては、通常、0.00001~95重量%、好ましくは0.0001~50重量%、より好ましくは0.001~10重量%である。 The content of the nitrophenol compound or a salt thereof in these preparations is usually 0.00001 to 95% by weight, preferably 0.0001 to 50% by weight, and more preferably 0.001 to 10% by weight.
 製剤化の際に用いられる固体担体としては、例えば、粘土類(カオリンクレー、珪藻土、合成含水酸化珪素、ベントナイト、フバサミクレー、酸性白土等)、タルク類、セラミック、その他の無機鉱物(セライト、石英、硫黄、活性炭、炭酸カルシウム、水和シリカ等)、化学肥料(硫安、燐安、硝安、尿素、塩安等)等の微粉末あるいは粒状物等が挙げられる。 Examples of the solid carrier used in the formulation include clays (kaolin clay, diatomaceous earth, synthetic silicon hydroxide-containing silicon hydroxide, bentonite, fubasami clay, acidic white clay, etc.), talc, ceramics, and other inorganic minerals (selite, quartz, etc.). Examples thereof include fine powders or granules such as sulfur, activated charcoal, calcium carbonate, hydrated silica, etc.), chemical fertilizers (sulfur, phosphorus, silica, urea, salt, etc.).
 液体担体としては、例えば、水、アルコール類(メタノール、エタノール等)、ケトン類(アセトン、メチルエチルケトン等)、芳香族炭化水素類(ベンゼン、トルエン、キシレン、エチルベンゼン、メチルナフタレン等)、脂肪族炭化水素類(ヘキサン、シクロヘキサン、灯油、軽油等)、エステル類(酢酸エチル、酢酸ブチル等)、ニトリル類(アセトニトリル、イソブチロニトリル等)、エーテル類(ジイソプロピルエーテル、ジオキサン等)、酸アミド類(N,N-ジメチルホルムアミド、N,N-ジメチルアセトアミド等)、ハロゲン化炭化水素類(ジクロロメタン、トリクロロエタン、四塩化炭素等)、ジメチルスルホキシド、大豆油、綿実油等の植物油等が挙げられる。 Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons. Classes (hexane, cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetritale, isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N) , N-dimethylformamide, N, N-dimethylacetamide, etc.), halogenated hydrocarbons (benzene, trichloroethane, carbon tetrachloride, etc.), dimethylsulfoxide, soybean oil, vegetable oils such as cottonseed oil, and the like.
 ガス状担体としては、例えば、ブタンガス、LPG(液化石油ガス)、ジメチルエーテル、炭酸ガス等が挙げられる。 Examples of the gaseous carrier include butane gas, LPG (liquefied petroleum gas), dimethyl ether, carbon dioxide gas and the like.
 界面活性剤としては、例えば、アルキル硫酸エステル類、アルキルスルホン酸塩、アルキルアリールスルホン酸塩、アルキルアリールエーテル類及びそのポリオキシエチレン化物、ポリエチレングリコールエーテル類、多価アルコールエステル類、糖アルコール誘導体等が挙げられる。 Examples of the surfactant include alkyl sulfate esters, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylene products, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like. Can be mentioned.
 製剤用補助剤としては、例えば、固着剤、分散剤、安定剤等が挙げられる。 Examples of the auxiliary agent for the preparation include a fixing agent, a dispersant, a stabilizer and the like.
 固着剤及び/又は分散剤としては、例えば、カゼイン、ゼラチン、多糖類(でんぷん粉、アラビアガム、セルロース誘導体、アルギン酸等)、リグニン誘導体、ベントナイト、糖類、合成水溶性高分子(ポリビニルアルコール、ポリビニルピロリドン、ポリアクリル酸類等)が挙げられる。 Examples of the fixing agent and / or dispersant include casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonites, sugars, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, etc.). , Polyacrylic acids, etc.).
 安定剤としては、例えば、PAP(酸性リン酸イソプロピル)、BHT(2,6-ジ-tert-ブチル-4-メチルフェノール)、BHA(2-tert-ブチル-4-メトキシフェノールと3-tert-ブチル-4-メトキシフェノールの混合物)、植物油、鉱物油、脂肪酸又はそのエステル等が挙げられる。 Stabilizers include, for example, PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert- Butyl-4-methoxyphenol mixture), vegetable oils, mineral oils, fatty acids or esters thereof and the like.
 本発明の金属吸収促進剤、及びそれを用いる製剤は、そのままで、或いは水等で希釈して用いることができる。 The metal absorption accelerator of the present invention and the preparation using the same can be used as it is or diluted with water or the like.
 これらの施用量、及び施用濃度は、いずれも製剤の種類、施用時期、施用場所、施用方法、害虫の種類、被害程度等の状況によって異なり、上記の範囲に限定されることなく増加させたり、減少させたりすることができる。 These application doses and application concentrations vary depending on the type of preparation, application time, application location, application method, pest type, degree of damage, etc., and may be increased without being limited to the above range. It can be reduced.
 本発明の金属吸収促進剤にニトロフェノール化合物又はその塩を含有させ、それを使用することを説明したが、ニトロフェノール化合物又はその塩と、その他の成分とを別個に含有する組成物を調製しておき、施用の際にこれら2種以上の成分を順次又は同時に、好ましくは同時に使用してもよい。この場合、ニトロフェノール化合物又はその塩、及びその他の成分は、上記と同様の割合で併用するのがよい。 Although it has been described that the metal absorption enhancer of the present invention contains a nitrophenol compound or a salt thereof and is used thereof, a composition containing the nitrophenol compound or a salt thereof and other components separately is prepared. In addition, these two or more kinds of components may be used sequentially or simultaneously, preferably simultaneously at the time of application. In this case, the nitrophenol compound or a salt thereof, and other components should be used in the same proportion as described above.
 2.金属吸収促進剤組成物
 本発明の金属吸収促進剤は、さらに肥料を含有し、金属吸収促進剤組成物とすることができる。
 本明細書中における肥料とは、特に限定はなく、例えば、三大要素(N、P、K)、多量要素(Mg、S、Ca)、又は微量要素(Mn、B、Fe、Zn、Cu、Mo、Cl、Ni)源として機能する、天然又は合成の任意の化学物質(肥料)等が挙げられる。これらの化学物質(化合物)は、本発明の金属吸収促進剤中に任意の割合で混合することができる。なお、上記天然又は合成の肥料とは、無機肥料、又は有機肥料(例えば、カツオソリュブル等)の意味も含まれている。
2. Metal Absorption Accelerator Composition The metal absorption accelerator of the present invention can further contain a fertilizer to prepare a metal absorption accelerator composition.
The fertilizer in the present specification is not particularly limited, and is, for example, three major elements (N, P, K), a large amount element (Mg, S, Ca), or a trace element (Mn, B, Fe, Zn, Cu). , Mo, Cl, Ni) Examples include any natural or synthetic chemicals (fertilizers) that function as sources. These chemical substances (compounds) can be mixed in any proportion in the metal absorption enhancer of the present invention. The natural or synthetic fertilizer also includes the meaning of inorganic fertilizer or organic fertilizer (for example, bonito soluble).
 これらの製剤中のニトロフェノール化合物又はその塩の含有量としては、通常、0.00001~95重量%、好ましくは0.0001~50重量%、より好ましくは0.001~10重量%である。 The content of the nitrophenol compound or a salt thereof in these preparations is usually 0.00001 to 95% by weight, preferably 0.0001 to 50% by weight, and more preferably 0.001 to 10% by weight.
 肥料の含有量としては、特に限定はなく、例えば、通常0.00001~99重量%である。 The content of fertilizer is not particularly limited, and is usually 0.00001 to 99% by weight.
 これらの施用量、施用濃度は、いずれも製剤の種類、施用時期、施用場所、施用方法、病害虫の種類、被害程度等の状況によって異なり、上記の範囲に限定されることなく増加させたり、減少させたりすることができる。 These application doses and application concentrations vary depending on the type of formulation, application time, application location, application method, pest type, degree of damage, etc., and may be increased or decreased without being limited to the above range. Can be made to.
 本発明の金属吸収促進剤組成物にニトロフェノール化合物又はその塩、及び肥料を含有させ、それを使用することを説明したが、ニトロフェノール化合物又はその塩と、肥料と、その他の成分とを別個に含有する組成物を調製しておき、施用の際にこれら2種以上の成分を順次又は同時に、好ましくは同時に使用してもよい。この場合、ニトロフェノール化合物又はその塩、肥料及びその他の成分は、上記と同様の割合で併用するのがよい。 It has been described that the metal absorption promoter composition of the present invention contains a nitrophenol compound or a salt thereof and a fertilizer and uses the nitrophenol compound or a salt thereof, but the nitrophenol compound or a salt thereof, the fertilizer and other components are separately separated. The composition contained in the above may be prepared, and these two or more kinds of components may be used sequentially or simultaneously, preferably simultaneously at the time of application. In this case, the nitrophenol compound or a salt thereof, fertilizer and other components should be used in the same proportion as described above.
 3.用途
 本発明の金属吸収促進剤、又は金属吸収促進剤組成物を使用できる有用植物としては、特に限定はなく、例えば、稲、大麦、小麦、ライ麦、オート麦、トウモロコシ等の穀類;
大豆、小豆、そら豆、えんどう豆、インゲン豆、落花生等の豆類;
林檎、柑橘類、梨、葡萄、桃、梅、桜桃、胡桃、栗、アーモンド、バナナ、イチゴ等の果樹・果実類;
キャベツ、トマト、ホウレンソウ、ブロッコリー、レタス、タマネギ、ネギ、ピーマン、
ナス、ペッパー等の葉・果菜類;
ニンジン、馬鈴薯、サツマイモ、サトイモ、大根、蓮根、カブ、ゴボウ、ニンニク等の根菜類;
棉、麻、ビート、ホップ、サトウキビ、テンサイ、オリーブ、ゴム、コーヒー、タバコ、茶等の加工用作物;
カボチャ、キュウリ、マクワウリ、スイカ、メロン等のウリ類;
オーチャードグラス、ソルガム、チモシー、クローバー、アルファルファ等の牧草類;
高麗芝、ベントグラス等の芝類;
ラベンダー、ローズマリー、タイム、パセリ、胡椒、生姜等の香料鑑賞用作物;
キク、バラ、カーネーション、蘭等の花卉類;
イチョウ、サクラ類、アオキ等の庭木;
トドマツ類、エゾマツ類、松類、ヒバ、杉、桧等の林木等に利用することができる。
3. 3. Uses The useful plants to which the metal absorption promoter or the metal absorption promoter composition of the present invention can be used are not particularly limited, and are, for example, cereals such as rice, barley, wheat, rye, oats, and corn;
Beans such as soybeans, red beans, broad beans, peas, green beans, peanuts;
Fruit trees and fruits such as apples, citrus fruits, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, and strawberries;
Cabbage, tomatoes, spinach, broccoli, lettuce, onions, leeks, peppers,
Leaves and fruits and vegetables such as eggplant and pepper;
Root vegetables such as carrots, potatoes, sweet potatoes, taros, radishes, lotus roots, turnips, burdock roots, and garlic;
Processing crops such as sardines, hemp, beets, hops, sugar cane, sugar beets, olives, rubber, coffee, tobacco and tea;
Pumpkins, cucumbers, oriental melons, watermelons, melons and other melons;
Pastures such as orchardgrass, sorghum, timothy, clover, alfalfa;
Koryo turf, bentgrass and other turf;
Fragrance viewing crops such as lavender, rosemary, thyme, parsley, pepper and ginger;
Flowers such as chrysanthemums, roses, carnations, orchids;
Garden trees such as ginkgo, cherry blossoms, and aoki;
It can be used for forest trees such as Abies sachalinensis, spruce, pine, hiba, cedar, and cypress.
 本発明の金属吸収促進剤、又は金属吸収促進剤組成物は、植物又はその近傍、すなわち、植生、特に茎、葉、種子、球根又は種芋(以下、種子、球根又は種芋を単に種子と略記する。);果実等に施用できる。施用方法としては、例えば、葉面又は茎への散布、又は噴霧、種子処理(例えば、浸種若しくは粒剤の種子粉衣等)、土壌施用(例えば、粒剤の畝間散布若しくは畝間噴霧等)等が挙げられる。 The metal absorption-promoting agent or metal absorption-promoting agent composition of the present invention refers to plants or their vicinity, that is, vegetation, particularly stems, leaves, seeds, bulbs or seed potatoes (hereinafter, seeds, bulbs or seed potatoes are simply abbreviated as seeds). .); Can be applied to fruits, etc. Examples of the application method include spraying or spraying on the leaf surface or stem, seed treatment (for example, seeding or seed powder coating of granules), soil application (for example, furrow spraying or furrow spraying of granules, etc.). Can be mentioned.
 本発明の金属吸収促進剤、又は金属吸収促進剤組成物は、その種々の側面で多数の場面で利用することができる。例えば農業、造園、園芸、水耕、林業、土地開墾(例えば埋め立て、比較的塩濃度の高い土壌等)等に使うことができる。 The metal absorption accelerator or the metal absorption accelerator composition of the present invention can be used in many situations in various aspects thereof. For example, it can be used for agriculture, landscaping, horticulture, hydroponics, forestry, land reclamation (for example, landfill, soil with relatively high salt concentration, etc.).
 本発明の金属吸収促進剤、又は金属吸収促進剤組成物は、植物若しくはその近傍に処理することによって、上記有用植物を保護することができる。 The metal absorption promoter or the metal absorption promoter composition of the present invention can protect the above-mentioned useful plants by treating the plants or their vicinity.
 本発明の金属吸収促進剤、又は金属吸収促進剤組成物は、その近傍、例えば、茎、葉、種子、球根又は種芋(以下、種子、球根又は種芋を単に種子と略記する。);果実等に施用できる。施用方法としては、例えば、葉面又は茎への散布、又は噴霧、種子処理(例えば、浸種若しくは粒剤の種子粉衣等)、土壌施用(例えば、粒剤の畝間散布若しくは畝間噴霧等)等が挙げられる。 The metal absorption-promoting agent or metal absorption-promoting agent composition of the present invention is in the vicinity thereof, for example, stems, leaves, seeds, bulbs or seed potatoes (hereinafter, seeds, bulbs or seed potatoes are simply abbreviated as seeds); fruits and the like. Can be applied to. Examples of the application method include spraying or spraying on the leaf surface or stem, seed treatment (for example, seeding or seed powder coating of granules), soil application (for example, furrow spraying or furrow spraying of granules, etc.). Can be mentioned.
 4.方法
 本発明のもう一つの態様は、ニトロフェノール化合物又はその塩を用いる、植物に対する金属吸収促進方法であって、前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、金属吸収促進方法である。
4. Method Another aspect of the present invention is a method for promoting metal absorption into a plant using a nitrophenol compound or a salt thereof, wherein the metal is selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel. It is at least one kind of metal absorption promoting method.
 本発明のもう一つの態様は、本発明の金属吸収促進剤、又は本発明の金属吸収促進剤組成物を、植物又はその根圏に処理する方法(処理方法)である。 Another aspect of the present invention is a method (treatment method) for treating a plant or its rhizosphere with the metal absorption promoter of the present invention or the metal absorption promoter composition of the present invention.
 また、本発明のもう一つの態様は、植物に対する金属吸収を促進するための、ニトロフェノール化合物又はその塩の使用方法である。 Another aspect of the present invention is a method of using a nitrophenol compound or a salt thereof for promoting metal absorption into a plant.
 本発明において、植物の根圏とは、根が影響を受ける土壌その他の周辺部位を意味する。例えば、根圏とは、乾田、水田、畑地、茶園、果樹園等における土壌;育苗箱等における育苗培土及び育苗マット;水耕農場における水耕液等が挙げられる。 In the present invention, the rhizosphere of a plant means the soil or other peripheral parts where the roots are affected. For example, the rhizosphere includes soil in dry fields, paddy fields, upland fields, tea gardens, orchards, etc.; seedling raising soil and seedling raising mats in nursery boxes, etc.; hydroponic liquids in hydroponic farms, etc.
 根部又は種子に直接施用する具体的な方法としては、例えば、本発明の金属吸収促進剤又は本発明の金属吸収促進剤組成物を、根部若しくは種子に吹きつけ処理、塗沫処理、浸漬処理、含浸処理、塗布処理、フィルムコート処理、ペレットコート処理する方法が挙げられる。 Specific methods for applying directly to the roots or seeds include, for example, spraying, smearing, and dipping the metal absorption-promoting agent of the present invention or the metal absorption-promoting agent composition of the present invention onto the roots or seeds. Examples thereof include impregnation treatment, coating treatment, film coating treatment, and pellet coating treatment.
 以下、実施例及び試験例により、本発明を具体的に説明するが、本発明の技術的範囲はこれらの例示に限定されるものではない。 Hereinafter, the present invention will be specifically described with reference to Examples and Test Examples, but the technical scope of the present invention is not limited to these examples.
 (実施例1)
 [製剤例]
 製剤A: ニトロフェノール水溶液原液
 4-ニトロフェノールナトリウム塩(旭化学工業株式会社製)9.0g、2-ニトロフェノールナトリウム塩(旭化学工業株式会社製)6.0g、5-ニトログアヤコールナトリウム塩(旭化学工業株式会社製)3.0gを超純水1Lに溶解し、水溶剤を調製した。この水溶剤を以下「製剤A」という。
(Example 1)
[Formulation example]
Formulation A: Undiluted solution of nitrophenol aqueous solution 4-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 9.0 g, 2-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 6.0 g, 5-nitroguayacol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) 3.0 g (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 1 L of ultrapure water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as "formulation A".
 製剤B: 肥料原液1
 OATハウス1号(OATアグリオ株式会社製)15kgに対し、水道水を加え、溶解させた後100Lとした。この水溶剤を以下「製剤B」という。
Formulation B: Fertilizer stock solution 1
Tap water was added to 15 kg of OAT House No. 1 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This water solvent is hereinafter referred to as "formulation B".
 製剤C: 肥料原液2
 OATハウス2号(OATアグリオ株式会社製)10kgに対し、水道水を加え、溶解させた後100Lとした。この水溶剤を以下「製剤C」という。
Formulation C: Fertilizer stock solution 2
Tap water was added to 10 kg of OAT House No. 2 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This aqueous solvent is hereinafter referred to as "formulation C".
 製剤D: 肥料原液3
 OATハウスS1号(OATアグリオ株式会社製)15kgに対し、水道水を加え、溶解させた後100Lとした。この水溶剤を以下「製剤D」という。
Formulation D: Fertilizer stock solution 3
Tap water was added to 15 kg of OAT House S1 (manufactured by OAT Agrio Co., Ltd.) and dissolved to make 100 L. This aqueous solvent is hereinafter referred to as "formulation D".
 実験には、リーフレタス(品種:FSL-1001G、株式会社フジイシードより購入)を供試した。育苗には株式会社M式水耕研究所製の300穴ウレタンマットと育苗箱を用いた。播種は2017年8月23日に行い、発芽までの期間はアクリルハウス内での育苗・管理を行った。具体的には、新聞紙でマット上面を覆い、その上から1日2回、水道水の潅水を実施し、発芽後、子葉が展開した頃合いで新聞紙を取り除き、9月6日まで育苗を継続した。その後、20L容量の水耕栽培用バッド(縦50cm、横40cm、深さ12cm)に水道水20kgを計量した後、製剤B及びCをそれぞれ78mLずつ、ホスプラス(登録商標、OATアグリオ株式会社製)を2mL、製剤Aを202μL添加する区と添加しない対照区を設定した上で添加・混合を行い、培養液を作成した。そこに発泡スチロール製パネル(縦48cm、横38cm、厚さ2cm)に株間縦8cm、横12cmでの千鳥状に14株/枚となるよう苗の移植を行った後、培養液上に浮かべ定植した。以上を各条件6反復で行った。定植後はエアレーションを行いながら、アクリルハウス内での静置状態での栽培を行い、10月5日に作物地上部を収穫した。 For the experiment, leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested. A 300-hole urethane mat and a seedling raising box manufactured by M-type Hydroponic Research Institute Co., Ltd. were used for raising seedlings. Sowing was carried out on August 23, 2017, and seedlings were raised and managed in an acrylic house until germination. Specifically, cover the top surface of the mat with newspaper, irrigate the mat with tap water twice a day, remove the newspaper when the cotyledons develop after germination, and continue raising seedlings until September 6. did. Then, 20 kg of tap water was weighed into a 20 L capacity hydroponic pad (length 50 cm, width 40 cm, depth 12 cm), and then 78 mL each of Formulations B and C was added to Hosplus (registered trademark, manufactured by OAT Agrio Co., Ltd.). 2 mL and 202 μL of Formulation A were added and a control group was not added, and then addition and mixing were carried out to prepare a culture solution. The seedlings were transplanted to a styrofoam panel (length 48 cm, width 38 cm, thickness 2 cm) so that the number of seedlings would be 14 strains / sheet in a staggered pattern with a length of 8 cm and a width of 12 cm, and then the seedlings were floated and planted on the culture solution. .. The above was repeated 6 times under each condition. After planting, the crops were cultivated in a stationary state in an acrylic house while being aerated, and the above-ground crops were harvested on October 5.
 培養液調製後、定植したバッドの内、6点について100mL程度を採取し、EC値を計測し、平均値を算出した結果、1.46dS/mであった。またこれらについては、0.2μmメンブレンフィルターにてろ過処理を行った後、ICP発光分光分析装置によって溶存する鉄及び亜鉛濃度の計測を行った。これらの結果の平均値を初期の培養液量20.2Lと掛け合わせることで、定植時の培養液中の鉄及び亜鉛の総量を下式1に従い算出した。続いて、9月21日、9月29日、10月5日においては、各バッド中の培養液の水深を計測し、培養液量の算出を行った。併せて各条件の培養液を採取し、同様の分析を行った。これらの数値より、下式2に従って培養液中の鉄及び亜鉛の残存率を算出した。 After preparing the culture solution, about 100 mL was collected from 6 of the planted buds, the EC value was measured, and the average value was calculated. As a result, it was 1.46 dS / m. Further, these were filtered with a 0.2 μm membrane filter, and then the concentrations of dissolved iron and zinc were measured by an ICP emission spectrophotometer. By multiplying the average value of these results by the initial culture solution volume of 20.2 L, the total amount of iron and zinc in the culture solution at the time of planting was calculated according to the following formula 1. Subsequently, on September 21, September 29, and October 5, the water depth of the culture solution in each pad was measured, and the amount of the culture solution was calculated. At the same time, the culture solution under each condition was collected and the same analysis was performed. From these values, the residual ratio of iron and zinc in the culture solution was calculated according to the following formula 2.
式1:[定植時の培養液中総量]=[20.2L]×[測定濃度] Formula 1: [Total amount in culture solution at the time of planting] = [20.2L] × [Measured concentration]
式2:[培養液中残存率(%)]=
100×[採取時の培養液量]×[採取サンプルの測定濃度]/[定植時の培養液中総量]
Equation 2: [Residual rate in culture solution (%)] =
100 x [Amount of culture medium at the time of collection] x [Measured concentration of collected sample] / [Total amount of culture solution at the time of planting]
 各条件での培養液採取時の鉄及び亜鉛残存率、並びに各日における対照区比(%)の数値を下表1にまとめる。また、これらのうち、培養液採取時の鉄及び亜鉛残存率をそれぞれ図1及び2に示す。 Table 1 below summarizes the iron and zinc residual rates at the time of collecting the culture solution under each condition, and the control group ratio (%) on each day. Of these, the residual rates of iron and zinc at the time of collecting the culture solution are shown in FIGS. 1 and 2, respectively.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 <結果>
 以上の結果より、ニトロフェノール化合物又はその塩を培養液に添加することにより、培養液中の鉄及び亜鉛の残存率の低下が認められた。その理由としては、植物体への吸収を向上させた結果と考えられる。すなわち、ニトロフェノール化合物又はその塩を施用することによる鉄及び亜鉛の吸収効率の向上を示したものと判断できる。
<Result>
From the above results, it was confirmed that the residual rate of iron and zinc in the culture solution was reduced by adding the nitrophenol compound or a salt thereof to the culture solution. The reason is considered to be the result of improved absorption into plants. That is, it can be judged that the improvement in the absorption efficiency of iron and zinc by applying the nitrophenol compound or a salt thereof was shown.
 (実施例2)
 実験には、リーフレタス(品種:FSL-1001G、株式会社フジイシードより購入)を供試した。育苗には株式会社M式水耕研究所製の300穴ウレタンマットと育苗箱を用いた。播種は2017年10月2日に行い、発芽までの期間はアクリルハウス内での育苗・管理を行った。具体的には、新聞紙でマット上面を覆い、その上から一日2回、水道水の潅水を実施し、発芽後、子葉が展開した頃合いで新聞紙を取り除き、10月18日まで育苗を継続した。その後、20L容量の水耕栽培用バッド(縦50cm、横40cm、深さ12cm)に水道水20kgを計量した後、製剤B及びCをそれぞれ39mLずつ、ホスプラス(登録商標、OATアグリオ株式会社製)を1mL、製剤Aを201μL添加する条件A、67μLを添加する条件Bと添加しない対照区を設定した上で添加・混合を行い、培養液を作成した。そこに発泡スチロール製パネル(縦48cm、横38cm、厚さ2cm)に株間縦8cm、横12cmでの千鳥状に14株/枚となるよう苗の移植を行った後、培養液上に浮かべ定植した。以上を各条件4反復で行った。定植後はエアレーションを行いながら、アクリルハウス内での静置状態での栽培を行い、11月22日に作物地上部を収穫した。
(Example 2)
In the experiment, leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested. A 300-hole urethane mat and a seedling raising box manufactured by M-type Hydroponic Research Institute Co., Ltd. were used for raising seedlings. Sowing was carried out on October 2, 2017, and seedlings were raised and managed in an acrylic house until germination. Specifically, cover the top surface of the mat with newspaper, irrigate the mat with tap water twice a day, remove the newspaper when the cotyledons develop after germination, and continue raising seedlings until October 18. did. Then, 20 kg of tap water was weighed into a 20 L capacity hydroponic pad (length 50 cm, width 40 cm, depth 12 cm), and then 39 mL each of Formulations B and C was added to Hosplus (registered trademark, manufactured by OAT Agrio Co., Ltd.). 1 mL, condition A to which 201 μL of preparation A was added, condition B to which 67 μL was added, and a control group not to be added were set, and then addition and mixing were carried out to prepare a culture solution. After transplanting seedlings to a styrofoam panel (length 48 cm, width 38 cm, thickness 2 cm) so that the number of seedlings would be 14 strains / sheet in a staggered pattern with a length of 8 cm and a width of 12 cm, the seedlings were floated and planted on the culture solution. .. The above was repeated under each condition 4 times. After planting, the crops were cultivated in a stationary state in an acrylic house while being aerated, and the above-ground part of the crop was harvested on November 22nd.
 培養液調製後、定植したバッドの内、4点について100mL程度を採取し、EC値を計測し、平均値を算出した結果、区A及び区Bのいずれについても0.81dS/mであった。またこれらについては、0.2μmメンブレンフィルターにてろ過処理を行った後、ICP発光分光分析装置によって溶存する鉄及び亜鉛濃度の計測を行った。これらの結果の平均値を初期の培養液量20.1Lと掛け合わせることで、定植時の培養液中の鉄及び亜鉛の総量を下式3に従い算出した。続いて、11月22日においては、各バッド中の培養液の水深を計測し、培養液量の算出を行った。併せて各条件の培養液を採取し、同様の分析を行った。これらの数値より、下式4に従って培養液中の鉄及び亜鉛の残存率を算出した。 After preparing the culture solution, about 100 mL of the planted buds was collected at 4 points, the EC value was measured, and the average value was calculated. As a result, it was 0.81 dS / m for both the group A and the group B. .. Further, these were filtered with a 0.2 μm membrane filter, and then the concentrations of dissolved iron and zinc were measured by an ICP emission spectrophotometer. By multiplying the average value of these results by the initial culture solution volume of 20.1 L, the total amount of iron and zinc in the culture solution at the time of planting was calculated according to the following formula 3. Subsequently, on November 22, the water depth of the culture solution in each pad was measured, and the amount of the culture solution was calculated. At the same time, the culture solution under each condition was collected and the same analysis was performed. From these values, the residual ratio of iron and zinc in the culture solution was calculated according to the following formula 4.
式3:[定植時の培養液中総量]=[20.1L]×[測定濃度] Formula 3: [Total amount in culture solution at the time of planting] = [20.1 L] × [Measured concentration]
式4:[培養液中残存率(%)]=
100×[採取時の培養液量]×[採取サンプルの測定濃度]/[定植時の培養液中総量]
Equation 4: [Residual rate in culture solution (%)] =
100 x [Amount of culture medium at the time of collection] x [Measured concentration of collected sample] / [Total amount of culture solution at the time of planting]
 各条件での培養液採取時の鉄及び亜鉛残存率、並びに対照区比(%)の数値を下表2にまとめる。また、これらのうち、培養液採取時の鉄及び亜鉛残存率をそれぞれ図3及び4に示す。
Figure JPOXMLDOC01-appb-T000006
Table 2 below summarizes the iron and zinc residual rates at the time of collecting the culture solution under each condition and the control group ratio (%). Of these, the residual rates of iron and zinc at the time of collecting the culture solution are shown in FIGS. 3 and 4, respectively.
Figure JPOXMLDOC01-appb-T000006
 <結果>
 以上の結果より、実施例1とは異なる肥料濃度においても同様にニトロフェノール化合物又はその塩を培養液に添加することにより、培養液中の鉄及び亜鉛の残存率の低下が認められた。その理由としては、植物体への吸収を向上させた結果と考えられる。加えて、異なるニトロフェノール量の施用においても同様の効果が認められた。すなわち、ニトロフェノール化合物又はその塩の施用は、鉄及び亜鉛の吸収効率を安定的に向上させ得るものであると考えられる。
<Result>
From the above results, it was confirmed that the residual rate of iron and zinc in the culture solution was reduced by adding the nitrophenol compound or a salt thereof to the culture solution in the same manner even at a fertilizer concentration different from that of Example 1. The reason is considered to be the result of improved absorption into plants. In addition, similar effects were observed when different amounts of nitrophenol were applied. That is, it is considered that the application of the nitrophenol compound or a salt thereof can stably improve the absorption efficiency of iron and zinc.
 (実施例3)
 実験には、リーフレタス(品種:FSL-1001G、株式会社フジイシードより購入)を供試した。育苗には株式会社M式水耕研究所製の300穴ウレタンマットと育苗箱を用いた。播種は2018年4月13日に行い、発芽までの期間はアクリルハウス内での育苗・管理を行った。具体的には、新聞紙でマット上面を覆い、その上から一日2回、水道水の潅水を実施し、発芽後、子葉が展開した頃合いで新聞紙を取り除き、4月26日まで育苗を継続した。その後、20L容量の水耕栽培用バッド(縦50cm、横40cm、深さ12cm)に水道水20kgを計量した後、製剤B及びCをそれぞれ80mLずつ、ホスプラス(登録商標、OATアグリオ株式会社製)を2mL、製剤Aを202μL添加する条件C、製剤C及びDをそれぞれ120mLずつ、ホスプラス(OATアグリオ株式会社製)を2mL、製剤Aを67μL添加する条件Dと添加しない対照区を設定した上で添加・混合を行い、培養液を作成した。そこに発泡スチロール製パネル(縦48cm、横38cm、厚さ2cm)に株間縦8cm、横12cmでの千鳥状に14株/枚となるよう苗の移植を行った後、培養液上に浮かべ定植した。以上を各条件4反復で行った。定植後はエアレーションを行いながら、アクリルハウス内での静置状態での栽培を行い、5月22日に作物地上部を収穫した。
(Example 3)
In the experiment, leaf lettuce (variety: FSL-1001G, purchased from Fujii Seed Co., Ltd.) was tested. A 300-hole urethane mat and a seedling raising box manufactured by M-type Hydroponic Research Institute Co., Ltd. were used for raising seedlings. Sowing was carried out on April 13, 2018, and seedlings were raised and managed in an acrylic house until germination. Specifically, cover the top surface of the mat with newspaper, irrigate the mat with tap water twice a day, remove the newspaper when the cotyledons develop after germination, and continue raising seedlings until April 26. did. Then, 20 kg of tap water was weighed into a 20 L capacity hydroponic pad (length 50 cm, width 40 cm, depth 12 cm), and then 80 mL each of Formulations B and C was added to Hosplus (registered trademark, manufactured by OAT Agrio Co., Ltd.). 2 mL, condition C to add 202 μL of preparation A, 120 mL each of preparations C and D, 2 mL of phosplus (manufactured by OAT Agrio Co., Ltd.), condition D to add 67 μL of preparation A, and a control group without addition. A culture solution was prepared by adding and mixing. After transplanting seedlings to a styrofoam panel (length 48 cm, width 38 cm, thickness 2 cm) so that the number of seedlings would be 14 strains / sheet in a staggered pattern with a length of 8 cm and a width of 12 cm, the seedlings were floated and planted on the culture solution. .. The above was repeated under each condition 4 times. After planting, the crops were cultivated in a stationary state in an acrylic house while being aerated, and the above-ground crops were harvested on May 22.
 培養液調製後、定植したバッドの内、3点についてEC値を計測し、平均値を算出した結果、区Cについては1.47dS/m、区Dについては1.95dS/mであった。 After preparing the culture solution, the EC values were measured at 3 points of the planted buds and the average value was calculated. As a result, it was 1.47 dS / m for the plot C and 1.95 dS / m for the plot D.
 各バッドより収穫した作物地上部について、乾式灰化法による地上部含有成分の分析を行った。具体的には、収穫株の内、生育中庸株3株を2組選抜し、65℃条件下にて乾燥処理を行った後、ミルサーで粉砕を行った。得られた粉砕物を正確に1.00g秤量し、予備加熱の後、550℃条件下電気炉にて1時間の灰化処理に供した。得られた試料に対し、濃塩酸2mLを加え、加熱しながら抽出した後、抽出液をmilli-Q(登録商標)水で回収を行いつつ、ろ紙によるろ過を行った後、100mLへと定容した。本溶液を0.2μmメンブレンフィルターにてろ過処理を行った後、ICP発光分光分析装置によって溶存する鉄及び亜鉛濃度の計測を行った。 For the above-ground part of the crop harvested from each pad, the above-ground part content was analyzed by the dry ashing method. Specifically, two sets of three growing golden mean strains were selected from the harvested strains, dried under 65 ° C. conditions, and then pulverized with a miller. The obtained pulverized product was accurately weighed in an amount of 1.00 g, preheated, and then subjected to an ashing treatment for 1 hour in an electric furnace under 550 ° C. conditions. To the obtained sample, add 2 mL of concentrated hydrochloric acid, extract while heating, collect the extract with milli-Q (registered trademark) water, filter with filter paper, and then reduce the volume to 100 mL. did. After filtering this solution with a 0.2 μm membrane filter, the concentrations of dissolved iron and zinc were measured by an ICP emission spectrophotometer.
 得られた分析値、並びに対照区との平均値の比較の結果を下表3にまとめる。また、これらのうち、鉄及び亜鉛の分析値をそれぞれ図5及び6に示す。 Table 3 below summarizes the results of comparison of the obtained analytical values and the average values with the control plots. Of these, the analytical values for iron and zinc are shown in FIGS. 5 and 6, respectively.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 <結果>
 その結果、実施例1と同様の栽培条件Cでの作物中の鉄及び亜鉛含量の増加、並びに異なる肥料処方・肥料濃度・製剤A添加量における作物中の鉄及び亜鉛含量の増加が確認された。したがって、ニトロフェノール類の施用による鉄及び亜鉛の吸収促進についての効果が一層裏付けられた。
<Result>
As a result, it was confirmed that the iron and zinc contents in the crop were increased under the same cultivation condition C as in Example 1, and the iron and zinc contents in the crop were increased under different fertilizer formulations, fertilizer concentrations and preparation A addition amounts. .. Therefore, the effect of applying nitrophenols on promoting the absorption of iron and zinc was further supported.
 (実施例4)
 実験には大玉トマト(品種:大安吉日)を供試した。7.5cmポットに育苗培土(くみあい園芸用育苗培土・愛菜1号)を充填した後、2018年2月2日に播種を行い、OATアグリオ株式会社栽培研究センターのアクリルハウス内にて6週間育苗を行った。3月14日に、ヤシガラ培土を充填した高設ベッド(幅30cm、深さ20cm、長さ12m)2畝に定植を行い、一方を葉面散布処理区、もう一方を対照区とした。定植時の作物葉齢はおよそ6葉齢であった。畝間170cm、株間30cm間隔の一条植えとし、各区39株を定植した。植物体は左右交互に誘引した。主枝一本仕立てとし、適宜摘葉を行い、摘心は行わなかった。開花期以降、着果及び果実肥大を促すためにトマトトーン(登録商標、4-CPA(パラクロロフェノキシ酢酸))を100倍希釈にて散布し、正常果実は成熟したものから随時収穫を行った。収穫期間は5月17日から7月12日までとした。施肥潅水には養液土耕栽培システム(OATアグリオ株式会社製)を用いた。肥料処方としてはOATハウス1号(OATアグリオ株式会社製)及びOATハウス2号(OATアグリオ株会社製)を用いて、液量及び倍率を適宜調整した上で施用を行った。別途、病虫害防除のための農薬散布を都度実施し、作物体の健全な生育の維持を図った。葉面散布処理においては、動力噴霧器を用いて、水道水10Lに対して、製剤A液10mL、Tween(登録商標)80(東京化成工業株式会社製)を加え、混合した溶液を作物体に一様に散布し、対照区には製剤Aを除いた溶液を散布した。散布は、2から3週間間隔を目安に実施した。具体的には、4月11日、4月25日、5月9日、5月23日、6月13日、6月27日、7月9日に行った。6月8日に各区より2段目に着果した収穫適期の中庸果実を採取し、7月2日に6段目に着果した収穫適期の中庸果実を各区より15個ずつ採取した。得られた果実については、さらに3個一組として均等な大さに分配し、へたを切除した。その後、垂直断面を一個当たり約10g分切り取り、3個分をまとめてプラスチック製容器に入れ、凍結乾燥によって乾燥処理を行った。得られた乾燥物を乳鉢・乳棒で摩砕した。この摩砕物を正確に0.50g秤量・分取した後、電気コンロ上で全体が一様に黒くなるまで予備加熱した。予備加熱後に得られた固形物について、550℃の温度に設定した電気炉中で加熱した。一様に白い灰になった試料について、2mLの濃塩酸(和光純薬株式会社製)を加えた後、電気コンロ上で煮沸抽出を行った。得られた抽出液について、超純水を添加しつつ、ろ紙を用いたろ過を行ったうえで100mLに定容し、最後に0.2μmメンブレンフィルターでろ過を行ったものを分析試料とした。分析にはICP発光分光分析装置を用いて試料中の鉄及び亜鉛濃度の分析を実施した。得られた各試料分析値を用いて以降の解析を実施し、下表4及び図7及び図8を得た。
(Example 4)
Large tomatoes (variety: Daiyasu Yoshihi) were used in the experiment. After filling a 7.5 cm pot with seedling raising soil (Kumiai horticultural seedling raising soil, Aina No. 1), sowing was carried out on February 2, 2018, and seedlings were raised for 6 weeks in the acrylic house of the Cultivation Research Center of OAT Agrio Co., Ltd. Was done. On March 14, two ridges of elevated beds (width 30 cm, depth 20 cm, length 12 m) filled with coconut husk soil were planted, one as a foliar spray treatment area and the other as a control area. The leaf age of the crop at the time of planting was about 6 leaves. One row was planted at intervals of 170 cm between furrows and 30 cm between plants, and 39 plants in each plot were planted. The plants were attracted alternately on the left and right. One main branch was tailored, leaves were plucked as appropriate, and pinching was not performed. After the flowering period, tomato tone (registered trademark, 4-CPA (parachlorophenoxyacetic acid)) was sprayed at a 100-fold dilution in order to promote fruit set and fruit enlargement, and normal fruits were harvested from mature ones at any time. .. The harvest period was from May 17th to July 12th. A hydroponic soil cultivation system (manufactured by OAT Agrio Co., Ltd.) was used for fertilization and irrigation. As fertilizer prescriptions, OAT House No. 1 (manufactured by OAT Agrio Co., Ltd.) and OAT House No. 2 (manufactured by OAT Agrio Co., Ltd.) were used, and the application was performed after appropriately adjusting the liquid amount and magnification. Separately, pesticides were sprayed each time to control pests and pests to maintain the healthy growth of crops. In the foliar spraying treatment, 10 mL of Formulation A solution and Tween (registered trademark) 80 (manufactured by Tokyo Chemical Industry Co., Ltd.) are added to 10 L of tap water using a power sprayer, and the mixed solution is applied to the crop body. The solution excluding Formulation A was sprayed on the control group. Spraying was carried out at intervals of 2 to 3 weeks as a guide. Specifically, it was held on April 11, April 25, May 9, May 23, June 13, June 27, and July 9. On June 8th, the golden mean fruits of the second stage of fruit set in the second stage were collected, and on July 2, 15 moderate fruits of the sixth stage of fruit set in the optimum harvest time were collected from each plot. The obtained fruits were further distributed as a set of three to an even size, and the shavings were excised. Then, about 10 g of each vertical cross section was cut out, and three pieces were put together in a plastic container and dried by freeze-drying. The obtained dried product was ground with a mortar and pestle. After accurately weighing and weighing 0.50 g of this ground product, it was preheated on an electric stove until the whole became uniformly black. The solid matter obtained after preheating was heated in an electric furnace set at a temperature of 550 ° C. After adding 2 mL of concentrated hydrochloric acid (manufactured by Wako Pure Chemical Industries, Ltd.) to the sample that became uniformly white ash, boiling extraction was performed on an electric stove. The obtained extract was filtered using a filter paper while adding ultrapure water, and the volume was adjusted to 100 mL. Finally, the sample was filtered with a 0.2 μm membrane filter as an analysis sample. For the analysis, the iron and zinc concentrations in the sample were analyzed using an ICP emission spectroscopic analyzer. Subsequent analysis was carried out using each of the obtained sample analysis values to obtain Table 4, FIG. 7 and FIG. 8 below.
Figure JPOXMLDOC01-appb-T000008
 
Figure JPOXMLDOC01-appb-T000008
 
<結果>
 いずれの段数の果実の分析試料においても、対照と比較して、鉄及び亜鉛含量の増加が確認された。したがって、ニトロフェノール類の施用による鉄及び亜鉛の吸収促進についての効果が一層裏付けられた。
<Result>
In the analysis samples of fruits of all stages, an increase in iron and zinc contents was confirmed as compared with the control. Therefore, the effect of applying nitrophenols on promoting the absorption of iron and zinc was further supported.
 以上より、ニトロフェノール類を施用は、作物の鉄及び亜鉛吸収の促進を安定的に向上させ得る有効な手法であることが示された。 From the above, it was shown that the application of nitrophenols is an effective method that can stably improve the promotion of iron and zinc absorption in crops.

Claims (9)

  1.  ニトロフェノール化合物又はその塩を含有する、植物に対する金属吸収促進剤であって、
     前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、金属吸収促進剤。
    A metal absorption enhancer for plants containing a nitrophenol compound or a salt thereof.
    A metal absorption promoter in which the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
  2.  前記金属が、鉄、及び/又は亜鉛である、請求項1に記載の金属吸収促進剤。 The metal absorption promoter according to claim 1, wherein the metal is iron and / or zinc.
  3.  請求項1又は2に記載の金属吸収促進剤、及び肥料を含有する金属吸収促進剤組成物。 A metal absorption accelerator composition containing the metal absorption accelerator according to claim 1 or 2 and a fertilizer.
  4.  前記肥料が、有機肥料又は無機肥料である、請求項3に記載の金属吸収促進剤組成物。 The metal absorption accelerator composition according to claim 3, wherein the fertilizer is an organic fertilizer or an inorganic fertilizer.
  5.  ニトロフェノール化合物又はその塩を用いる、植物に対する金属吸収促進方法であって、
     前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、金属吸収促進方法。
    A method for promoting metal absorption in plants using a nitrophenol compound or a salt thereof.
    A method for promoting metal absorption, wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
  6.  前記金属が、鉄、及び/又は亜鉛である、請求項5に記載の金属吸収促進方法。 The metal absorption promoting method according to claim 5, wherein the metal is iron and / or zinc.
  7.  請求項1若しくは2に記載の金属吸収促進剤、又は請求項3若しくは4に記載の金属吸収促進剤組成物を、植物又はその根圏に処理する方法。 A method for treating a plant or its rhizosphere with the metal absorption promoter according to claim 1 or 2, or the metal absorption promoter composition according to claim 3 or 4.
  8.  植物に対する金属吸収を促進するための、ニトロフェノール化合物又はその塩の使用方法であって、
     前記金属が、鉄、亜鉛、マンガン、銅、モリブデン、及びニッケルからなる群より選ばれる少なくとも一種である、使用方法。
    A method of using a nitrophenol compound or a salt thereof to promote metal absorption into plants.
    The method of use, wherein the metal is at least one selected from the group consisting of iron, zinc, manganese, copper, molybdenum, and nickel.
  9.  前記金属が、鉄、及び/又は亜鉛である、請求項8に記載の使用方法。 The method of use according to claim 8, wherein the metal is iron and / or zinc.
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Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DOKIYA, YUKIKO ET AL.: "The Comparative Physiological Study on the Uptake of Iron, Manganese and Copper by Plants (Part 1", JAPANESE JOURNAL OF SOIL SCIENCE AND PLANT NUTRITION, vol. 35, no. 10, 1964, pages 367 - 372 *
JONES, MELANIE D. ET AL.: "The effect of infection by Lactarius rufus or Scleroderma flavidum on the uptake of 63Ni by paper birch", CANADIAN JOURNAL OF BOTANY, vol. 66, no. 5, 1988, pages 934 - 940, XP055747836 *

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