WO2016055096A1 - Procédé de traitement de semence de riz - Google Patents

Procédé de traitement de semence de riz Download PDF

Info

Publication number
WO2016055096A1
WO2016055096A1 PCT/EP2014/071429 EP2014071429W WO2016055096A1 WO 2016055096 A1 WO2016055096 A1 WO 2016055096A1 EP 2014071429 W EP2014071429 W EP 2014071429W WO 2016055096 A1 WO2016055096 A1 WO 2016055096A1
Authority
WO
WIPO (PCT)
Prior art keywords
seed
rice
agrochemical
copolymer
methyl
Prior art date
Application number
PCT/EP2014/071429
Other languages
English (en)
Inventor
Peter Herold
Kathryn Marie KNIGHT
Original Assignee
Bayer Cropscience Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Cropscience Ag filed Critical Bayer Cropscience Ag
Priority to PCT/EP2014/071429 priority Critical patent/WO2016055096A1/fr
Priority to JP2017518309A priority patent/JP2017535254A/ja
Priority to TW104132852A priority patent/TW201631054A/zh
Priority to ARP150103225A priority patent/AR102188A1/es
Publication of WO2016055096A1 publication Critical patent/WO2016055096A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2

Definitions

  • the present invention relates to a method for preparing a coated rice seed wherein a seed coating is at least partially applied to the surface of dry rice seed, a coated rice seed and a method for protecting emerging seedlings of rice plants against fungal diseases and/ or pests before planting.
  • Disease preventive treatments for transplanted rice and/or for controlling animal pests are known, in which agrochemicals are sprayed, or granules applied, to rice paddies or nursery boxes.
  • this use of agrochemicals over rice paddies for preventing diseases of rice and/or for controlling animal pests after transplantation to rice paddies has problems such that large amounts of agrochemicals are needed or the effect of agrochemicals does not last long.
  • Rice seed may be soaked and incubated before sowing.
  • pesticides in particular fungicides
  • This strategy is however not always satisfactory, as the pesticides used may not remain on the seed in sufficient concentration and is washed off after incubation or transplantation, respectively, so that disease or pest protection is not sufficient.
  • EP 1 078 563 Bl for example describes seed coating compositions for low temperature applications in which the seed is coated with a coating composition comprising a polymer and at least one active ingredient. These compositions may be used for rice seed for direct sowing but are however not suitable for rice seed if it is to be soaked and incubated first before sowing due to wash-off of the coating.
  • the object of the present invention is to improve these demerits and to significantly reduce the amount of agrochemicals used compared with those used in the conventional nursery-box treatment, and to offer a method for preventing diseases and/or controlling animal pests in transplanted rice, which is simple and less expensive, having a long residual effect in rice paddies.
  • the inventors have found that by treating rice seeds with at least an ethylene- vinylacetate copolymer and at least one agrochemical coated rice seed can be obtained which may be soaked in water and incubated without substantially wash-off of the agrochemical. It was surprisingly found that ethylene-vinylacetate copolymers are sufficiently water permeable so that the soaking and incubation is not hindered so that mostly now or only a little reduction in germination rate is observed compared to untreated rice seed. At the same time, the ethylene- vinylacetate copolymers are not dissolved in the soaking water and may serve for example as a matrix or substrate for the agrochemical.
  • a first embodiment of the present invention is a method for preparing a coated rice seed wherein a seed coating is at least partially applied to the surface of dry rice seed, wherein the method is characterized in that the seed coating comprises at least an ethylene-vinylacetate copolymer and at least one agrochemical.
  • the term "copolymer” is used for any polymer, which comprises two or more different monomers. In particular, polymers comprising 3 or 4 different monomers are also regarded as "copolymers" according to the present invention.
  • dry rice seed means rice in a form, which is suitable for storage to be used as seed later on.
  • the rice seed may have a rest water content typical for rice seed, for example 20 wt.-% or less, in particular 15 wt.-% or less, preferably 14 wt.-% or less.
  • the water content can be determined by typical moisture analyzers for cereals like the Pfeuffer HE50, or by titration according to the Karl-Fischer method.
  • the seed can be coated once or several times, whereas the coating layers may have identical or different compositions.
  • the inner coating layer may comprise the ethylene-vinylacetate copolymer and at least one fungicide
  • the next outer layer may comprise at least one insecticide, optionally with a binder, like a polymer-binder of any suitable kind or the ethylene-vinylacetate copolymer described in the present invention.
  • the copolymer is prepared by reacting at least the following monomers: a) Vinyl acetate, b) a (meth)acrylic monomer of the general formula (I)
  • These monomers may preferably be present in amounts of 35 to 50 wt.-% vinyl acetate, in particular 38 to 48 wt.-%, preferably 40 to 45 wt.-%; 25 - 55 % wt.-% (meth)acrylic monomer of the general formula (I), in particular 30 to 50 wt.-%, preferably 35 to 45 wt.-%, especially prefered 35-40 wt.-%; 5 to 25 wt- % ethylene, in particular 8 to 20 wt.-%, preferably 10 to 18 wt.-%; and 0 to 5 wt.-% acrylic acid, in particular 0,1 to 4,5 wt.-%, preferably 0,5 to 4,0 wt.-%.
  • these monomers may preferably be present in amounts of 35 to 50 wt.-% vinyl acetate, in particular 38 to 48 wt.-%, preferably 40 to 45 wt.-%; 25 - 55 % wt.-% (meth)acrylic monomer of the general formula (I), in particular 30 to 50 wt.-%, preferably 35 to 45 wt.-%, especially prefered 35-40 wt.-%; 5 to 25 wt.-% ethylene, in particular 10 to 25 wt.-%, preferably 15 to 23 wt.-%; and 0 to 5 wt.-% acrylic acid, in particular 0,1 to 4,5 wt.-%, preferably 0,5 to 4,0 wt.-%.
  • copolymers are advantageous, as they may effectively prevent wash-off of agrochemicals from the seed during soaking and incubation, while still being sufficiently water permeable. Furthermore, if such copolymers are used as a water-based dispersion, most agrochemicals can be added and mixed and a stable dispersion is obtained, which makes further processing, i.e. the coating of the seed, easy to handle. Finally, copolymers with the above-mentioned amounts of monomers provide tackiness at room temperature conditions, which is advantageous for fixing the coating to the seed.
  • the copolymer is free of acrylic acid.
  • the copolymer consists of vinyl actetate, the (meth)acrylic monomer of the general formula (I) and ethylene.
  • the copolymer consists of 40 to 45 wt.-% vinyl actetate; 35 - 45 wt.-% ethylhexylacrylate, and 15 to 23 wt.-% ethylene, wherein the polymer is free of acrylic acid chemically bound within the polymer.
  • the copolymers used for the inventive method can be prepared by any method, known to the skilled person.
  • the copolymers can be prepared by radical emulsion polymerization, just to give an example.
  • the emulsion may be manufactured using a standard emulsion polymerization route under pressure, which is widely used in the manufacture of copolymers, which incorporate gaseous monomers, such as ethylene.
  • the emulsion can be prepared using a batch, semi-batch, or continuous feed batch, all three techniques are used in industry.
  • the (meth)acrylic monomer of the general formula (I) may comprise one or more alkyl (meth)acrylates, i. e. one or more (meth)acrylic acid alkyl ester monomers.
  • alkyl (meth)acrylates include linear or branched monofunctional unsaturated (meth)acrylates of tertiary or non-tertiary alkyl alcohols, the alkyl groups of which have from 4 to 15 and, in particular, from 5 to 10 carbon atoms, i.e.
  • R in formula I has 4 to 15 carbon atoms, in particular 5 to 10, whereas R is preferably selected from n-butyl, n-pentyl, n-hexyl, cyclohexyl, isoheptyl, n-nonyl, n-decyl, isohexyl, isobornyl, 2-ethyloctyl, isooctyl, 2- ethylhexyl, tetrahydrofurfuryl, ethoxyethoxyethyl, phenoxyethyl, cyclic trimethlypropane formal, 3,3,5- trimethylcyclohexyl, t-butylcyclohexyl and/ or t-butyl.
  • examples of these alkyl acrylates include n-butyl, n-pentyl, n-hexyl, cyclohexyl, isoheptyl, n-nonyl, n-decyl, isohexyl, isobornyl, 2- ethyloctyl, isooctyl, 2-ethylhexyl, tetrahydrofurfuryl, ethoxyethoxyethyl, phenoxyethyl, cyclic trimethlypropane formal, 3,3,5-trimethylcyclohexyl, t-butylcyclohexyl, t-butyl acrylates and methacrylates.
  • Preferred alkyl acrylates include isooctyl acrylate, 2-ethylhexyl acrylate, n-butylacrylate, tetrahydrofurfuryl acrylate, isobornyl acrylate, ethoxyethoxyethyl acrylate, phenoxyethyl acrylate, 3,3,5- trimethylcyclohexyl acrylate,and cyclohexyl acrylate.
  • the copolymer is an ethylene-2-ethylhexyl acrylate-vinyl acetate copolymer.
  • the copolymer used in the present invention may have a glass transition temperature Tg of - 100 to 20 °C, measured by dynamic differential scanning calorimetry according to DIN 53 765 with a heating rate of 20 K/min and a definition of Tg as midpoint temperature using the tangent method and nitrogen as inert gas, whereas Tg is in particular - 60 to 20 °C, preferably -10 °C or less, more preferably -20 °C or less. Particularly preferred is a Tg from -60 to 0 °C, -60 to -20 °C or -60 to -40 °C. This is advantageous because the copolymer stays elastic and also tacky under normal storing temperature conditions of rice seed, so that a good fixation of the coating is achieved and delamination of the coating can be avoided.
  • the copolymer may be applied to the seed in any form known to the skilled person, preferably in the form of a dispersion.
  • a water-based dispersion is preferred, as no negative influence of the solvent with respect to the germination rate has to be feared.
  • the rice seed is dried after the coating is applied. This can be achieved at room temperature or slightly elevated temperatures, for example at 30 or 35 °C. Techniques like blowing warm air or spray drying may also be used.
  • the copolymer dispersion may have a Brookfield Viscosity of 500 to 30,000 mPa- s, measured according to DIN EN ISO 2555, RVT, spindle no. 4, at 20 rpm and 25 °C, in particular from 1,000 to 30,000 mPa- s, preferably from 1,500 to 20,000 mPa-s, more preferably from 2,000 to 10,000 mPa- s.
  • This allows an easy coating procedure while ensuring that a desired coating thickness is achieved. Otherwise, coating may be repeated once or several times with drying steps after each coating step, until the desired coating thickness is achieved.
  • the additional coating layer(s) may also contain no agrochemical, so it works as a protective layer.
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 10,000 to 125,000 g/mol, wherein in a first embodiment the copolymer of the present invention may have a weight average molecular weight Mw in the range of 10,000 to 75,000 g/mol, preferably 10,000 to 25,000 g/mol, and more prefered 10,000 - 18,000 g/mol; and in a second embodiment from 75,000 to 125,000 g/mol.
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 10,000 to 75,000, preferably 10,000 to 25,000 g/mol, and more prefered 10,000 - 18,000 g/mol, and the monomers may preferably be present in amounts of 35 to 50 wt.-% vinyl acetate, in particular 38 to 48 wt.-%, preferably 40 to 45 wt.-%; 25 - 55 % wt.-% (meth)acrylic monomer of the general formula (I), in particular 30 to 50 wt.-%, preferably 35 to 45 wt.- %, especially prefered 35-40 wt.-%; 5 to 25 wt.-% ethylene, in particular 10 to 25 wt.-%, preferably 15 to 23 wt.-%; wherein the copolymer is free of acrylic acid.
  • Mw weight average molecular weight Mw in the range of 10,000 to 75,000, preferably 10,000 to 25,000 g/mol, and more
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 125,000 to 250,000 g/mol. In still a further embodiment the copolymer of the present invention may have a weight average molecular weight Mw in the range of 250,000 to 1,500,000 g/mol, wherein in a first embodiment the copolymer of the present invention may have a weight average molecular weight Mw in the range of 250,000 to 750,000 g/mol and in a second embodiment from 750,000 to 1,500,000 g/mol, preferably 1,000,000 to 1,500,000 g/mol, and more prefered 1,150,000 - 1,450,000 g/mol.
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 750,000 to 1,500,000 g/mol, preferably 1,000,000 to 1,500,000 g/mol, and more prefered 1,150,000 - 1,450,000 g/mol, and the monomers may preferably be present in amounts of 35 to 50 wt.-% vinyl acetate, in particular 38 to 48 wt.-%, preferably 40 to 45 wt.-%; 25 - 55 % wt.-% (meth)acrylic monomer of the general formula (I), in particular 30 to 50 wt.-%, preferably 35 to 45 wt.-%, especially prefered 35-40 wt.-%; 5 to 25 wt.-% ethylene, in particular 10 to 25 wt.-%, preferably 15 to 23 wt.-%; wherein the copolymer is free of acrylic acid.
  • Mw weight average molecular weight Mw in the range of 750,000 to 1,500,000 g/mol,
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 1,500,000 to 10,000,000 g/mol, wherein in a first embodiment the copolymer of the present invention may have a weight average molecular weight Mw in the range of 1,500,000 to 5,550,000 g/mol, preferably 1,500,000 to 3,000,000 g/mol, and more prefered 1,500,000 - 2,000,000 g/mol; and in a second embodiment from 5,500,000 to 10,000,000 g/mol.
  • the copolymer of the present invention may have a weight average molecular weight Mw in the range of 1,500,000 to 5,550,000 g/mol, preferably 1,500,000 to 3,000,000 g/mol, and more prefered 1,500,000 - 2,000,000 g/mol, and the monomers may preferably be present in amounts of 35 to 50 wt.-% vinyl acetate, in particular 38 to 48 wt.-%, preferably 40 to 45 wt.-%; 25 - 55 % wt.-% (meth)acrylic monomer of the general formula (I), in particular 30 to 50 wt.-%, preferably 35 to 45 wt.-%, especially prefered 35-40 wt.-%; 5 to 25 wt.-% ethylene, in particular 10 to 25 wt.-%, preferably 15 to 23 wt.-%; wherein the copolymer is free of acrylic acid.
  • the (meth)acrylic monomer is ethyrenethacrylate, ethylene, preferably
  • the weight average molecular weight Mw can be determined via gel permeation chromatography (GPC) in trichlorobenzene as solvent and polystyrene as standard.
  • the dispersion may for example have a solids content of 30 to 80 wt.-%, measured according to DIN EN ISO 3251, 30 mins, at 130 °C, in particular from 50 to 70 wt.-%, preferably from 55 to 65 wt.-%.
  • the dosage of the dispersion to an overall coating formulation including the agrochemical(s) is from 1 to 20 wt.-%, more preferred from 2 to 15 wt.-%, most preferred from 3 to 12 wt.-%.
  • the pH value of the dispersion may range from 4 to 7, measured according to DIN ISO 976 in a 1 : 1 mixture with water, in particular from 4.5 to 6.5.
  • the dispersion may show an average particle size of 0.1 to 5 ⁇ , in particular from 0.2 to 2.0 ⁇ .
  • the average particle size d50 is that size, above and below which 50 wt. % are found. It can be measured by using an ultra centrifuge (W. Scholtan, H. Lange, Kolloid, Z. und Z. Polymere 250 (1972), 782 796).
  • the dispersion has a minimum film forming temperature of 0 °C, measured according to DIN ISO 2115.
  • the dispersion is mostly free of plasticizers and/ or non-ionic detergents, in particular mostly free of alkylphenolethoxylate.
  • inventive copolymers may be provided as water-based dispersion without the need of adding the before mentioned additives which may cause environmental problem. This is particularly true for non-ionic detergents, especially alkylphenolethoxylate.
  • any agrochemical can be used for providing the coating.
  • the agrochemical may be selected from the group comprising insecticides, fungicides, bactericides, virucides, miticides, molluscicides, nematicides, ovicides, repellents, rodenticides, herbicides, safeners, fertilizers, biologicals, or mixtures thereof.
  • the agrochemicals, or in the following also titled as "active ingredients" (“a.i.") are specified herein by their "common name”, known and described, for example, in the Pesticide Manual ("The Pesticide Manual", 14th Ed., British Crop Protection Council 2006) or can be searched in the internet (e.g. http://www.alanwood.net/pesticides).
  • Inhibitors of the ergosterol biosynthesis for example (1.1) aldimorph, (1.2) azaconazole, (1.3) bitertanol, (1.4) bromuconazole, (1.5) cyproconazole, (1.6) diclobutrazole, (1.7) difenoconazole, (1.8) diniconazole, (1.9) diniconazole-M, (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) etaconazole, (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamid, (1.17) fenpropidin, (1-18) fenpropimorph, (1.19) fluquinconazole, (1.20) flurprimidol, (1.21) flusilazole, (1.22) flutriafol, (1.23) furconazole, (1.24) furconazole-cis,
  • Inhibitors of the respiratory chain at complex I or II for example (2.1) bixafen, (2.2) boscalid, (2.3) carboxin, (2.4) diflumetorim, (2.5) fenfuram, (2.6) fluopyram, (2.7) flutolanil, (2.8) fluxapyroxad, (2.9) furametpyr, (2.10) furmecyclox, (2.11) isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR), (2.12) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR), (2.13) isopyrazam (anti-epimeric enantiomer 1R,4S,9S), (2.14) isopyrazam (anti-epimeric enantiomer 1S,4R,9R), (2.15) isopyrazam (syn epimeric racemate 1RS,4SR,9
  • Inhibitors of the respiratory chain at complex III for example (3.1) ametoctradin, (3.2) amisulbrom, (3.3) azoxystrobin, (3.4) cyazofamid, (3.5) coumethoxystrobin, (3.6) coumoxystrobin, (3.7) dimoxystrobin, (3.8) enoxastrobin, (3.9) famoxadone, (3.10) fenamidone, (3.11) flufenoxystrobin, (3.12) fluoxastrobin, (3.13) kresoxim- methyl, (3.14) metominostrobin, (3.15) orysastrobin, (3.16) picoxystrobin, (3.17) pyraclostrobin, (3.18) pyrametostrobin, (3.19) pyraoxystrobin, (3.20) pyribencarb, (3.21) triclopyricarb, (3.22) trifloxystrobin, (3.23) (2E)-2-(2- ⁇ [6-(3
  • Inhibitors of the amino acid and/or protein biosynthesis for example (7.1) andoprim, (7.2) blasticidin- S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim, (7.7) pyrimethanil, (7.8) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-l-yl)quinoline, (7.9) oxytetracycline, (7.10) streptomycin.
  • 7.1 andoprim for example (7.1) andoprim, (7.2) blasticidin- S, (7.3) cyprodinil, (7.4) kasugamycin, (7.5) kasugamycin hydrochloride hydrate, (7.6) mepanipyrim, (7.7) pyrimethanil, (7.8) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin
  • Inhibitors of the ATP production for example (8.1) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide, (8.4) silthiofam.
  • Inhibitors of the cell wall synthesis for example (9.1) benthiavalicarb, (9.2) dimethomorph, (9.3) flumorph, (9.4) iprovalicarb, (9.5) mandipropamid, (9.6) polyoxins, (9.7) polyoxorim, (9.8) validamycin A, (9.9) valifenalate, (9.10) polyoxin B.
  • Inhibitors of the lipid and membrane synthesis for example (10.1) biphenyl, (10.2) chloroneb, (10.3) dicloran, (10.4) edifenphos, (10.5) etridiazole, (10.6) iodocarb, (10.7) iprobenfos, (10.8) isoprothiolane, (10.9) propamocarb, (10.10) propamocarb hydrochloride, (10.11) prothiocarb, (10.12) pyrazophos, (10.13) quintozene, (10.14) tecnazene, (10.15) tolclofos-methyl.
  • Inhibitors of the melanin biosynthesis for example (11.1) carpropamid, (11.2) diclocymet, (11.3) fenoxanil, (11.4) phthalide, (11.5) pyroquilon, (11.6) tricyclazole, (11.7) 2,2,2-trifluoroethyl ⁇ 3-methyl- l-[(4-methylbenzoyl)amino]butan-2-yl ⁇ carbamate.
  • Inhibitors of the signal transduction for example (13.1) chlozolinate, (13.2) fenpiclonil, (13.3) fludioxonil, (13.4) iprodione, (13.5) procymidone, (13.6) quinoxyfen, (13.7) vinclozolin, (13.8) proquinazid.
  • Acetylcholinesterase (AChE) inhibitors for example carbamates, e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC and Xylylcarb or organophosphates, e.g.
  • AChE Acetylcholinesterase
  • GABA-gated chloride channel antagonists for example cyclodiene organochlorines, e.g. Chlordane and Endosulfan or phenylpyrazoles (fiproles), e.g. (16.1) Ethiprole and (16.2) Fipronil.
  • cyclodiene organochlorines e.g. Chlordane and Endosulfan
  • phenylpyrazoles e.g. (16.1) Ethiprole and (16.2) Fipronil.
  • Sodium channel modulators / voltage-dependent sodium channel blockers for example pyrethroids, e.g. Acrinathrin, Allethrin, d-cis-trans Allethrin, d-trans Allethrin, Bifenthrin, Bioallethrin, Bioallethrin S-cyclopentenyl isomer, Bioresmethrin, Cycloprothrin, Cyfluthrin, beta-Cyfluthrin, Cyhalothrin, lambda-Cyhalothrin, gamma-Cyhalothrin, Cypermethrin, alpha-Cypermethrin, beta-Cypermethrin, theta-Cypermethrin, zeta-Cypermethrin, Cyphenothrin [(lR)-trans isomers], Deltamethrin, Empenthrin [(EZ)-(IR) isomers), Esfenvalerate
  • Nicotinic acetylcholine receptor (nAChR) agonists for example neonicotinoids, e.g. (17.1) Acetamiprid, (17.2) Clothianidin, (17.3) Dinotefuran, (17.4) Imidacloprid, (17.5) Nitenpyram, (17.6) Thiacloprid and (17.7) Thiamethoxam or (17.8) Nicotine or (17.9) Sulfoxaflor.
  • nAChR Nicotinic acetylcholine receptor
  • Nicotinic acetylcholine receptor (nAChR) allosteric activators for example spinosyns, e.g. (18.1) Spinetoram and (18.2) Spinosad.
  • Chloride channel activators for example avermectins/milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
  • Juvenile hormone mimics for example juvenile hormon analogues, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen.
  • Juvenile hormone mimics for example juvenile hormon analogues, e.g. Hydroprene, Kinoprene and Methoprene or Fenoxycarb or Pyriproxyfen.
  • Miscellaneous non-specific (multi-site) inhibitors for example alkyl halides, e.g. Methyl bromide and other alkyl halides; or Chloropicrin or Sulfuryl fluoride or Borax or Tartar emetic.
  • Mite growth inhibitors e.g. Clofentezine, Hexythiazox and Diflovidazin or Etoxazole.
  • Microbial disruptors of insect midgut membranes e.g. Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki,
  • Bacillus thuringiensis subspecies tenebrionis and BT crop proteins CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Abl.
  • Inhibitors of mitochondrial ATP synthase for example Diafenthiuron or organotin miticides, e.g. Azocyclotin, Cyhexatin and Fenbutatin oxide or Propargite or Tetradifon.
  • Uncouplers of oxidative phoshorylation via disruption of the proton gradient for example Chlorfenapyr, DNOC and Sulfluramid.
  • Nicotinic acetylcholine receptor (nAChR) channel blockers for example Bensultap, Cartap hydrochloride, Thiocyclam and Thiosultap-sodium.
  • Inhibitors of chitin biosynthesis type 0, for example Bistrifluron, Chlorfluazuron, Diflubenzuron, Hucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron and
  • Inhibitors of chitin biosynthesis type 1, for example Buprofezin.
  • Moulting disruptors for example Cyromazine.
  • Ecdysone receptor agonists for example Chromafenozide, Halofenozide, Methoxyfenozide and Tebufenozide.
  • Octopamine receptor agonists for example Amitraz.
  • Mitochondrial complex III electron transport inhibitors for example Hydramethylnon or Acequinocyl or Fluacrypyrim.
  • Mitochondrial complex I electron transport inhibitors for example METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad and Tolfenpyrad or Rotenone (Derris).
  • Voltage-dependent sodium channel blockers e.g. Indoxacarb or Metaflumizone.
  • Inhibitors of acetyl CoA carboxylase for example tetronic and tetramic acid derivatives, e.g. Spirodiclofen, Spiromesifen and Spirotetramat.
  • Mitochondrial complex IV electron transport inhibitors for example phosphines, e.g. Aluminium phosphide, Calcium phosphide, Phosphine and Zinc phosphide or Cyanide.
  • phosphines e.g. Aluminium phosphide, Calcium phosphide, Phosphine and Zinc phosphide or Cyanide.
  • Mitochondrial complex II electron transport inhibitors for example Cyenopyrafen and Cyflumetofen.
  • Ryanodine receptor modulators for example diamides, e.g. (19.1) Chlorantraniliprole, (19.2) Cyantraniliprole and (19.3) Flubendiamide.
  • agrochemical or agrochemicals can be selected independently from the substances mentioned above and also combined in any possible way, it is preferred that at least one agrochemical is selected from isotianil, sedaxane, penflufen, azole fungicides, in particular tebuconazole, ipconazole, propiconazole or difenoconazole, strobilurins, in particular trifloxystrobin, azoxystrobin or picoxystrobin, penthiopyrad, metalaxyl, fludioxonil, tiadinil, fipronil, flubendiamide, chlorantraniliprol, cyantraniliprole, imidacloprid, thiacloprid, thiamethoxam, clothianidin, spinosad, ethiprole or mixtures thereof, preferably a combination of isotianil and trifloxystrobin, isotianil and penflufen or penflu
  • the seed coating may further comprise at least one colorant, a surfactant, an organic solvent and/ or a further polymer or copolymer.
  • a colorant like red, green, blue or the like, has the advantage that it is obvious to everyone that the rice seed is treated so the danger that the coated rice is unintentionally used for food purposes is drastically reduced.
  • the colorant may indicate that the coating remains on the seed during soaking and incubation.
  • the colorant could for example be chosen not only by its color but also by its bleeding behavior from the coating in so far that it is similar to the agrochemicals used in the coating. Thus, the applicant may actually see that coating wash-off practically does not occur.
  • the colorant may be used as semi-quantitative benchmark for the bleeding behavior, for example by comparison of the color of the seeds before and after soaking with color tables which indicate the relation between color and agrochemical content.
  • color tables which indicate the relation between color and agrochemical content.
  • spectroscopic methods may be used.
  • the colorant can also indicate quality of coating showing with respect to coating evenness across or between all seeds.
  • the colorant used may be of visible color or also a UV-dye. If an inorganic colorant is used, it may at the same time work as a source of trace elements.
  • the coating may have any structure or layer sequence possible.
  • the copolymer and the agrochemical are mixed before being applied to the seed, whereas in particular the coated rice seed is then treated with a further agrochemical, preferably with an insecticide.
  • the agrochemical mixed with the copolymer is favorable a fungicide.
  • the copolymer and the agrochemical can be applied to the seed in sequential manner, whereas preferably the seed is coated first with at least one agrochemical and then with the copolymer.
  • the application rate of the copolymer may vary in broad ranges.
  • the application rate is for example 0,001 to 2,5 wt.-% in relation to the weight of the untreated seed, in particular 0,01 to 1,25 wt.-%, preferably 0,025 to 1 wt.-%.
  • the agrochemical may be used in any available form or formulation, for example as a solid, for example a (wettable) powder, water-soluble formulations, liquid formulations, applicable liquids, aqueous suspensions, dispersions or emulsions, microcapsule preparations, just to give a few examples.
  • the formulations can be obtained by known methods, for example by mixing the agrochemical with developers, that is, liquid or solid diluents or carriers, and, in some cases, with surfactants, that is, emulsifiers and/or dispersants.
  • organic solvents for example, can be used as auxiliary solvents.
  • aqueous suspensions of the agrochemical are preferable from workability point of view.
  • aqueous suspension agent aqueous suspension compositions comprising water, surfactants, liquid diluents (organic solvents), and polymer resins, especially acryl resins ((co)polymer resin comprising of acrylic acid alkyl esters and/or methacrylic acid alkyl esters) besides the agrochemical are particularly preferable from the viewpoint of durability of the effect.
  • Antifoaming agents, antiseptics, thickening agents, dispersants, antifreezing agents, and the like can be added to said aqueous suspension of the agrochemical as needed.
  • the preferred agrochemical content in the aqueous suspension composition is from 1 to 50 wt.-%, particularly from 5 to 40 wt.-%.
  • the preferred surfactant content is from 0.01 to 10 wt.-%, particularly 0.1 to 5 wt.-%.
  • the preferred diluent content is from 1 to 50 wt.-%, particularly 5 to 30 wt.-%.
  • the preferred acrylic resin content is from 0.1 to 20 wt.-%, particularly from 1 to 10 wt.-%.
  • the preferred total content is from 0 to 10 wt.-%, particularly from 0.1 to 5 wt.-%.
  • a granular polymer resin is preferred as the polymer resin in the aqueous suspension composition and those that are finely pulverized by grinding, and the like is particularly preferred.
  • liquid diluents or carriers there may be mentioned aromatic hydrocarbons (for example, xylene, toluene, alkyl naphthalene, and the like), chlorinated aromatics or chlorinated aliphatic hydrocarbons (for example, chlorobenzenes, ethylene chlorides, methylene chlorides, and the like), aliphatic hydrocarbons [for example, cyclohexane, and the like, paraffins (for example, mineral oil fractions, and the like)], alcohols (for example, C2-10 alcohols such as butanol, ethylene glycol, glycols such as propylene glycol, and the like, and their ethers, esters and the like), ketones (for example, acetone, methyl ethyl ketone, methyl isobuthyl ketone, cyclohexanone, and the like), strongly polar solvents (for example, dimethylformamide, dimethyl sulfoxide, and the like), water
  • crushed natural minerals for example, kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, diatom earth, and the like
  • crushed synthetic minerals for example, bentonite, silicic acid, alumina, silicate, silica sand, and the like
  • crushed and sorted rocks for example, calcite, marbles, pumice stones, meerschaum, dolomite, and the like
  • synthetic granules of inorganic and organic powders for example, sawdusts, coconut shells, corncobs, tobacco stems, and the like.
  • non-ionic and anionic surfactants for example, polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (for example, alkyl aryl polyglycol ether, alkyl sulfonate, alkyl sulfate, arylsulfonate), tristyrylphenols and their ethoxylates], albumin hydrolysates, and the like.
  • non-ionic and anionic surfactants for example, polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (for example, alkyl aryl polyglycol ether, alkyl sulfonate, alkyl sulfate, arylsulfonate), tristyrylphenols and their ethoxylates], albumin hydrolysates, and the like.
  • Coloring agents can also be used in the formulation, and as the examples of said coloring agents there may be mentioned inorganic pigments (for example, iron oxides, titanium oxides, Prussian blues, and the like), and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes, as well as trace elements such as metal salts of iron, manganese, boron, copper, cobalt, molybdenum, zinc, and the like.
  • inorganic pigments for example, iron oxides, titanium oxides, Prussian blues, and the like
  • organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes
  • trace elements such as metal salts of iron, manganese, boron, copper, cobalt, molybdenum, zinc, and the like.
  • the compositions of the coating may be in liquid form but it is also possible that the agrochemical is in solid form and the copolymer is in liquid form.
  • the agrochemical can be brought onto the seed surface by any powder coat method, followed by any liquid coating method for the copolymer.
  • the coating can be applied in one step, but also in two steps or more, if further coating layers are to be applied.
  • the method of powder-coating for example, there is a method, wherein rice seeds and the agrochemical are put in a rotary drum and the rice seeds are coated homogeneously with the agrochemical by rotating the drum.
  • the methods for spraying the agrochemical, the copolymer or a mixture of both there are, for example, (1) a method, wherein the agrochemical, the copolymer or a mixture of both is directly sprayed to the rice seeds falling from a hopper and the like by using an appropriate nozzle, (2) a method, wherein a vibrating guide plate is attached from a hopper to a nursery box, and the rice seeds are sprayed with the agrochemical, the copolymer or a mixture of both using an appropriate nozzle when the rice seeds pass bouncing on the plate, and (3) a method, wherein a drum, through which the rice seeds pass, is installed between a hopper and above a nursery box, and the agrochemical, the copolymer or a mixture of
  • a method for spraying the agrochemical, the copolymer or a mixture of both to the rice seeds in a small scale a method, wherein the rice seeds are put into a rotating machine like a mortar mixer, and a predetermined dose of the agrochemical, the copolymer or a mixture of both is homogeneously sprayed to the rice seeds with an appropriate sprayer, can also be used.
  • a method wherein the rice seeds are put into a plastic bag or an appropriate container with twice to three times the volume of the rice seeds, and after the agrochemical, the copolymer or a mixture of both is added, it is closed (for a plastic bag, the entrance of the bag is closed after the inside of the bag is filled with air so that the whole bag is inflated), shook and stirred so that the agrochemical, the copolymer or a mixture of both spreads inside the whole container or the bag, can also be used.
  • a further embodiment of the present invention is a rice seed treatment agent, characterized in that the treatment agent comprises an ethylene-vinylacetate copolymer and at least one agrochemical.
  • the rice seed treatment agent may have any modification as set above regarding the inventive method without exception.
  • Yet a further embodiment of the present invention is a coated rice seed being at least partially coated with the inventive rice seed treatment agent.
  • the inventive coating protects the seed from disease and pest without major impact on the germination rate.
  • the typical preparation of the rice seed known to the applicant comprising soaking in water and incubation before sowing can be maintained.
  • the coated rice seed of this invention shows an average germination rate reduction of 0 to 10 % after soaking the rice seed in water at 25°C followed by incubating the soaked rice seed at 7°C for 144 hours (6 days) compared to untreated rice seed of the same variety and age, preferably 0 to 5 %. Soaking of the seed is carried out for example by spreading 30 seeds over a tissue paper and spraying 50 mL of water over the paper.
  • the paper is then rolled up and put into a closed jar and exposed to the above-mentioned temperature and humidity conditions in the dark, for example in a refrigerator.
  • the germination tests are carried out under the test conditions explained above, whereas the evaluation is made by counting at least 30 seeds, randomly chosen. This test is made with at least three samples, soaked and incubated in different containers and the average germination rate is calculated.
  • coated rice seed can be stored without significant reduction of germination rate and/or activity loss of the agrochemical(s) for several months.
  • the coated rice seed of the present invention allows soaking in water without substantial loss of the agrochemical by wash-off or bleeding.
  • the coated rice seed shows a release rate of the agrochemical during soaking of the rice seed in water at 25°C for 24h without agitation of 5 wt.-% or less compared to the total weight of that agrochemical in the coating, in particular 3 wt.-% or less.
  • the agrochemical is in particular selected from fungicides.
  • Another embodiment of this invention is a method for protecting emerging seedlings of rice plants against fungal diseases and/ or pests before planting, the method comprising the steps of: a. Soaking the coated rice seed according to the present invention in water, in particular for at least 12 hours, preferably at a temperature of 10 to 40 °C, more preferred at 20 to 30 °C and b. if desired, incubating the soaked rice seed for at least 36 hours, in particular for at least 72 hours, wherein optionally at least one further agrochemical is applied to the rice seed during soaking and/ or incubating and wherein the further agrochemical is in particular an insecticide, preferably thiamethoxam, imidacloprid, clothianidin or mixtures thereof.
  • the rice seed may be sowed after soaking or the optional incubation step in nursery boxes (for example with a size of 60 cm X 30 cm X 3 cm), for example.
  • nursery boxes for example with a size of 60 cm X 30 cm X 3 cm
  • the rice seed is directly seeded in-field after soaking for cultivation or into in-field nursery systems for later transplantation.
  • the inventive coating typically allows a longer lasting protection compared to the seed directly coated with the respective agrochemical while requiring a lower amount of agrochemicals.
  • the disease and/ or pest protection may still be observed at 50 or more days after transplantation of the soaked and incubated seed, in particular at 60 or more days.
  • a typical disease against which protection is achieved, is caused by filamentous fungi and/or microorganisms.
  • the disease is particularly selected from rice blast (caused by Pyricularia oryzae), rice brown spot or rice head blight (caused by Cochliobolus miyabeanus), rice sheath blight (caused by Rhizoctonia solani), rice bacterial leaf blight (caused by Xanthomonas oryzae pv. oryzae), rice bacterial grain rot (caused by Burkholderia glumae) or combinations thereof.
  • the pest is an animal pest, which is in particular selected from Lissorhoptrus oryzophilus , Oulema oryzae Kuwayama, Delphacidae, Nephotettix cincticeps, Hydrellia griseola (rice leaf miner), Parnara guttata (rice skipper), Naranga aenescens Moore, Cnaphalocrocis medinalis, Chilo suppressalis, Stenchaetothrips biformis (rice thrips) or combinations thereof.
  • Lissorhoptrus oryzophilus Oulema oryzae Kuwayama, Delphacidae, Nephotettix cincticeps, Hydrellia griseola (rice leaf miner), Parnara guttata (rice skipper), Naranga aenescens Moore, Cnaphalocrocis medinalis, Chilo suppressalis, Stenchaetothrips biformis (rice thrips) or
  • a water-based formulation containing isotianil (200 g/L) and trifloxystrobin (80 g/L) was used.
  • the formulation had an overall water content of about 60 wt.-% and further contained 2,5 wt.- % of a mixture of a red pigment as well as further additives like defoamers, thickeners and the like. This is further referred to as "agrochemical formulation" in the following.
  • a non-plasticized aqueous copolymer dispersion was used: AtloxTM 1656 Product from Croda Crop Care, non-plasticised aqueous copolymer dispersion based on the following monomers
  • Percentiles of monomers A+B+C add up to 100 %.
  • this copolymer itself doesn't contain acrylic acid, the product does as it may be added as part of the synthesis.
  • Acrylic acid may be added initially to start the polymerization reaction. This acrylic acid does not form part of the copolymer, but does remain in the product and is therefore present as monomer and acrylic acid polymer - distinct from the copolymer.
  • the copolymer dispersion has a solid content of around from 59 to 61 wt.% (DIN EN ISO 3251; 30 mins; 130 °C).
  • the Tg of the polymer as produced is -30°C.
  • the dispersion neither contains a plasticizer nor alkylphenolethoxylate.
  • Brookfield Viscosity (DIN EN ISO 2555; RVT; spindle no. 4; 20 rpm, 25°C) - Lower limit - 2,000 mPa- s, Upper limit - mPa- s 10,000 mPa- s. pH value (DIN ISO 976; 1 :1 with water) - Lower limit - 4.5, Upper limit - 6.5.
  • Table 1 Seed Treatment Formulations
  • the polymer dispersion was added to a 60 mL jar and the agrochemical formulation was added. The mixture was subjected to high shear mixing on an IKA Ultra Turrax for 2 min, at 9500 rpm and afterwards rolled for 30 min. before use.
  • the seed treatment formulations were added to 50.0 g of rice seeds in baffled flasks and rolled for 30 min at room temperature in order to spread the coating evenly over the seed surface.
  • the application rate is equivalent to 20g/kg of dry rice seeds, based on the liquid seed treatment formulations.
  • “Dry” means in that context, that the seed has a rest water content typical for rice seed, for example 14 wt.-% or less.
  • the seed treatment formulations is highly red in color, the uniform coating can be observed by the naked eye. Furthermore, the flask surface is mostly free from red color, which indicates that the seed treatment formulation adheres stronger to the seed than to glass. Afterwards, the seeds were spread on tablets and dried at room temperature for one day.
  • the coated and dried seeds were objected to soaking in water and incubation preparation, which is a typical method before sowing. During this procedure, samples of the soaking water were collected at fixed time points and analysed by HPLC with respect to its contents regarding isotianil and trifloxystrobin. .
  • the concentration that corresponds to theoretical maximum release (100 wt.-%) is calculated to be 720 g/mL and 288 g/mL for isotianil and trifloxystrobin respectively and the release rate of the substances were related to these amounts.
  • inventive examples 1 and 2 including the copolymer dispersion and the comparative example 3 showed the following release of isotianil and trifloxystrobin after 48 h
  • Example 1 0.2 wt.-% isotianil; 0.8 wt.-% trifloxystrobin
  • Example 2 0.6 wt.-% isotianil; 1.3 wt.-% trifloxystrobin
  • Example 3 6.5 wt.-% isotianil; 11.8 wt.-% trifloxystrobin
  • Examples 1 and 2 indicate that decreasing the copolymer concentration by 50 wt.-% increased the release of isotianil from 0.3 to 0.6% after 48 h and trifloxystrobin from 1.0 to 1.3% after 48 h which corresponds to an increase in total active ingredient concentration from 5.3 to 8.0 ⁇ g/mL.
  • Table 3 Percentage of seeds present in stages 1-4 of germination The percentage of seeds in stages 1-3 germination for all batches of treated seeds was similar to the untreated control. Germination for all batches of treated seeds in stage 4 was slightly lower compared to the untreated control (sample 1). The experiments show however that no significant difference can be seen by comparing the inventive examples 1 and 2 to comparative example 3.
  • inventive coating has no negative effect on germination and (ii) is robust and has improved wash-off resistance.
  • inventive seed coating formulations are stable and can be easily applied to the seed surface without leaving major remains on the mixing machinery parts.

Abstract

Cette invention concerne un procédé de préparation d'une semence de riz enrobée, l'enrobage de la semence étant au partiellement appliqué sur la surface de la semence de riz sèche, caractérisé en ce que l'enrobage de la semence comprend au moins un copolymère d'éthylène-acétate de vinyle et au moins un agent agrochimique. L'invention concerne en outre une semence de riz enrobée et un procédé de protection des plantules émergentes de plants de riz contre des maladies fongiques et/ou des nuisibles avant plantation.
PCT/EP2014/071429 2014-10-07 2014-10-07 Procédé de traitement de semence de riz WO2016055096A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
PCT/EP2014/071429 WO2016055096A1 (fr) 2014-10-07 2014-10-07 Procédé de traitement de semence de riz
JP2017518309A JP2017535254A (ja) 2014-10-07 2015-10-06 イネ種子の処理方法
TW104132852A TW201631054A (zh) 2014-10-07 2015-10-06 處理稻米種子之方法
ARP150103225A AR102188A1 (es) 2014-10-07 2015-10-07 Método de tratamiento de semillas de arroz

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/EP2014/071429 WO2016055096A1 (fr) 2014-10-07 2014-10-07 Procédé de traitement de semence de riz

Publications (1)

Publication Number Publication Date
WO2016055096A1 true WO2016055096A1 (fr) 2016-04-14

Family

ID=55652614

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/071429 WO2016055096A1 (fr) 2014-10-07 2014-10-07 Procédé de traitement de semence de riz

Country Status (4)

Country Link
JP (1) JP2017535254A (fr)
AR (1) AR102188A1 (fr)
TW (1) TW201631054A (fr)
WO (1) WO2016055096A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109685262A (zh) * 2018-12-19 2019-04-26 杭州市林业科学研究院（杭州市林业科技推广总站） 一种基于判别分析法预测山核桃树干腐病发生的方法
CN110301436A (zh) * 2019-08-13 2019-10-08 福建拓烯新材料科技有限公司 一种微胶囊剂组合物及其制备方法
CN111837836A (zh) * 2020-09-01 2020-10-30 金乡圣丰谷源米业有限公司 一种保护土地的富硒小米的种植方法
WO2021035665A1 (fr) * 2019-08-30 2021-03-04 Dow Global Technologies Llc Composition d'enrobage de graine à base de dispersion de polyoléfine polaire
WO2022162129A1 (fr) * 2021-01-28 2022-08-04 Rhodia Operations Procédé de traitement de graines de riz avec rétention améliorée de produits agrochimiques, de micronutriments et de colorants

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20180360045A1 (en) * 2015-12-11 2018-12-20 Dow Global Technologies Llc Pesticide formulation

Citations (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01128006A (ja) 1987-11-12 1989-05-19 Matsushita Electric Ind Co Ltd 光チューナ
JPH01149612A (ja) 1987-12-07 1989-06-12 Matsushita Electric Ind Co Ltd クロックパルス抽出回路
JPH09224424A (ja) 1996-02-21 1997-09-02 Hokko Chem Ind Co Ltd 稲病害の省力防除方法
WO2003076415A1 (fr) 2002-03-12 2003-09-18 Sumitomo Chemical Company, Limited Composes de pyrimidine et utilisation de ceux-ci comme pesticides
WO2003106457A1 (fr) 2002-06-14 2003-12-24 Syngenta Limited Derives de spiroindolinepiperidine
WO2004099160A1 (fr) 2003-05-12 2004-11-18 Sumitomo Chemical Company, Limited Composes de pyrimidine et compostion de lutte contre les animaux nuisibles contenant ces composes
WO2005077934A1 (fr) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, procédé pour la production de ceux-ci et agents antiparasitaires contenant ceux-ci
WO2005077170A1 (fr) * 2004-02-16 2005-08-25 Basf Aktiengesellschaft Formulation de traitement de semences comportant des adhesifs a base de polymere
WO2005085216A1 (fr) 2004-03-05 2005-09-15 Nissan Chemical Industries, Ltd. Composé benzamide substitué par de l’isoxazoline et agent de contrôle d’organisme nocif
EP1078563B1 (fr) 1999-08-25 2005-11-16 National Starch and Chemical Investment Holding Corporation Compositions de revêtement de graines pour application à basse température
WO2006003494A2 (fr) 2004-06-28 2006-01-12 Syngenta Participations Ag Composes chimiques
WO2006043635A1 (fr) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. Dérivé de 3-triazolylphénylsulfide et insecticide/acaricide/nématicide incluant ledit dérivé au titre de principe actif
WO2008134969A1 (fr) 2007-04-30 2008-11-13 Sinochem Corporation Composés benzamides et leurs applications
WO2009002809A2 (fr) 2007-06-26 2008-12-31 E. I. Du Pont De Nemours And Company Agents de lutte contre les parasites invertebres
CN101337940A (zh) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 具杀虫活性的含氮杂环二氯烯丙醚类化合物
WO2009049851A1 (fr) 2007-10-15 2009-04-23 Syngenta Participations Ag Dérivés pyrrolidine dione spirohétérocycliques utiles comme pesticides
WO2009073164A1 (fr) * 2007-12-03 2009-06-11 Valent U.S.A. Corporation Formulations de traitement des semences et procédés d'utilisation
WO2009080250A2 (fr) 2007-12-24 2009-07-02 Syngenta Participations Ag Composés insecticides
WO2009099929A1 (fr) 2008-02-06 2009-08-13 E. I. Du Pont De Nemours And Company Pesticides mésoioniques
WO2010060231A1 (fr) 2008-11-25 2010-06-03 Qin Zhaohai Aminonitroguanidines condensées, leur synthèse et leur emploi en tant qu'insecticides botaniques
WO2010069266A1 (fr) 2008-12-19 2010-06-24 华东理工大学 Composés azotés ou oxygénés hétérocycliques ayant une activité insecticide formés à partir de dialdéhydes et leur préparation et leurs utilisations
WO2010069502A2 (fr) 2008-12-18 2010-06-24 Bayer Cropscience Ag Amides d'acide anthranilique substitués par tétrazol, utilisés comme pesticides
WO2010129500A2 (fr) 2009-05-04 2010-11-11 E. I. Du Pont De Nemours And Company Sulfonamides nématocides
CN102057925A (zh) 2011-01-21 2011-05-18 陕西上格之路生物科学有限公司 一种含噻虫酰胺和生物源类杀虫剂的杀虫组合物
WO2012029672A1 (fr) 2010-08-31 2012-03-08 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Agent de lutte contre des organismes nuisibles
WO2012034472A1 (fr) 2010-09-13 2012-03-22 中化蓝天集团有限公司 Composés cyanobenzènedicarboxamides, leurs procédés de préparation et leurs utilisations comme insecticides agricoles

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08275621A (ja) * 1995-02-08 1996-10-22 Nissan Chem Ind Ltd 農薬被覆稲籾種子

Patent Citations (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01128006A (ja) 1987-11-12 1989-05-19 Matsushita Electric Ind Co Ltd 光チューナ
JPH01149612A (ja) 1987-12-07 1989-06-12 Matsushita Electric Ind Co Ltd クロックパルス抽出回路
JPH09224424A (ja) 1996-02-21 1997-09-02 Hokko Chem Ind Co Ltd 稲病害の省力防除方法
EP1078563B1 (fr) 1999-08-25 2005-11-16 National Starch and Chemical Investment Holding Corporation Compositions de revêtement de graines pour application à basse température
WO2003076415A1 (fr) 2002-03-12 2003-09-18 Sumitomo Chemical Company, Limited Composes de pyrimidine et utilisation de ceux-ci comme pesticides
WO2003106457A1 (fr) 2002-06-14 2003-12-24 Syngenta Limited Derives de spiroindolinepiperidine
WO2004099160A1 (fr) 2003-05-12 2004-11-18 Sumitomo Chemical Company, Limited Composes de pyrimidine et compostion de lutte contre les animaux nuisibles contenant ces composes
WO2005077170A1 (fr) * 2004-02-16 2005-08-25 Basf Aktiengesellschaft Formulation de traitement de semences comportant des adhesifs a base de polymere
WO2005077934A1 (fr) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, procédé pour la production de ceux-ci et agents antiparasitaires contenant ceux-ci
WO2005085216A1 (fr) 2004-03-05 2005-09-15 Nissan Chemical Industries, Ltd. Composé benzamide substitué par de l’isoxazoline et agent de contrôle d’organisme nocif
WO2006003494A2 (fr) 2004-06-28 2006-01-12 Syngenta Participations Ag Composes chimiques
WO2006043635A1 (fr) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. Dérivé de 3-triazolylphénylsulfide et insecticide/acaricide/nématicide incluant ledit dérivé au titre de principe actif
WO2008134969A1 (fr) 2007-04-30 2008-11-13 Sinochem Corporation Composés benzamides et leurs applications
WO2009002809A2 (fr) 2007-06-26 2008-12-31 E. I. Du Pont De Nemours And Company Agents de lutte contre les parasites invertebres
WO2009049851A1 (fr) 2007-10-15 2009-04-23 Syngenta Participations Ag Dérivés pyrrolidine dione spirohétérocycliques utiles comme pesticides
WO2009073164A1 (fr) * 2007-12-03 2009-06-11 Valent U.S.A. Corporation Formulations de traitement des semences et procédés d'utilisation
WO2009080250A2 (fr) 2007-12-24 2009-07-02 Syngenta Participations Ag Composés insecticides
WO2009099929A1 (fr) 2008-02-06 2009-08-13 E. I. Du Pont De Nemours And Company Pesticides mésoioniques
CN101337940A (zh) 2008-08-12 2009-01-07 国家农药创制工程技术研究中心 具杀虫活性的含氮杂环二氯烯丙醚类化合物
WO2010060231A1 (fr) 2008-11-25 2010-06-03 Qin Zhaohai Aminonitroguanidines condensées, leur synthèse et leur emploi en tant qu'insecticides botaniques
WO2010069502A2 (fr) 2008-12-18 2010-06-24 Bayer Cropscience Ag Amides d'acide anthranilique substitués par tétrazol, utilisés comme pesticides
WO2010069266A1 (fr) 2008-12-19 2010-06-24 华东理工大学 Composés azotés ou oxygénés hétérocycliques ayant une activité insecticide formés à partir de dialdéhydes et leur préparation et leurs utilisations
WO2010129500A2 (fr) 2009-05-04 2010-11-11 E. I. Du Pont De Nemours And Company Sulfonamides nématocides
WO2012029672A1 (fr) 2010-08-31 2012-03-08 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Agent de lutte contre des organismes nuisibles
WO2012034472A1 (fr) 2010-09-13 2012-03-22 中化蓝天集团有限公司 Composés cyanobenzènedicarboxamides, leurs procédés de préparation et leurs utilisations comme insecticides agricoles
CN102057925A (zh) 2011-01-21 2011-05-18 陕西上格之路生物科学有限公司 一种含噻虫酰胺和生物源类杀虫剂的杀虫组合物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"The Pesticide Manual, 14th Ed.,", 2006, BRITISH CROP PROTECTION COUNCIL

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109685262A (zh) * 2018-12-19 2019-04-26 杭州市林业科学研究院（杭州市林业科技推广总站） 一种基于判别分析法预测山核桃树干腐病发生的方法
CN109685262B (zh) * 2018-12-19 2021-07-27 杭州市林业科学研究院 一种基于判别分析法预测山核桃树干腐病发生的方法
CN110301436A (zh) * 2019-08-13 2019-10-08 福建拓烯新材料科技有限公司 一种微胶囊剂组合物及其制备方法
WO2021035665A1 (fr) * 2019-08-30 2021-03-04 Dow Global Technologies Llc Composition d'enrobage de graine à base de dispersion de polyoléfine polaire
CN111837836A (zh) * 2020-09-01 2020-10-30 金乡圣丰谷源米业有限公司 一种保护土地的富硒小米的种植方法
WO2022162129A1 (fr) * 2021-01-28 2022-08-04 Rhodia Operations Procédé de traitement de graines de riz avec rétention améliorée de produits agrochimiques, de micronutriments et de colorants

Also Published As

Publication number Publication date
AR102188A1 (es) 2017-02-08
TW201631054A (zh) 2016-09-01
JP2017535254A (ja) 2017-11-30

Similar Documents

Publication Publication Date Title
WO2016055096A1 (fr) Procédé de traitement de semence de riz
US9510594B2 (en) Use of SDHI fungicides on conventionally bred ASR-tolerant, stem canker resistant and/or frog-eye leaf spot resistant soybean varieties
WO2016055439A1 (fr) Procédé de traitement de semence de riz
WO2017186543A2 (fr) Utilisation de fluopyram et/ou de bacillus subtilis pour lutter contre la flétrissure de fusarium chez les plantes de la famille des musaceae
AU2017295819B2 (en) Aqueous compositions for treating seeds, seeds treated therewith, and methods for treating seeds
AU2017295817B2 (en) Methods for treating seeds with an aqueous composition and seeds treated therewith
CA2827304C (fr) Utilisation de fongicides sdhi sur des varietes de soja resistantes au chancre de la tige et/ou resistantes aux taches ocellees des feuilles et tolerantes a l'asr cultivees de man iere classique
WO2015055505A1 (fr) Principe actif pour la lutte contre les punaises
AU2017295818B2 (en) Aqueous compositions for treating seeds, seeds treated therewith, and methods for treating seeds
US20210267194A1 (en) Seed treatment method
US20240122092A1 (en) Method for treating rice seed with improved retention of agrochemical, micronutrient and colorant
AR109225A1 (es) Combinaciones de compuestos activos y métodos para proteger material propagativo vegetal
WO2023205602A1 (fr) Formulations agricoles à charge élevée et procédés de fabrication associés
BR112018071851B1 (pt) Uso de fluopirame, e método para controle de murcha de fusarium em plantas da família musaceae

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14781530

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 14781530

Country of ref document: EP

Kind code of ref document: A1