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
  • A01N25/02—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 containing liquids as carriers, diluents or solvents
• • 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
  • A01N25/02—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 containing liquids as carriers, diluents or solvents
  • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels

Definitions

• the invention relates to a plant-protective composition containing one or more water-insoluble plant- -protective active ingredients dissolved in a water-miscible and/or partially water-miscihle solvent in the presence of surface active agent(s) and/or protective colloid(s) and/or dispersing agent(s).
• surface active agent(s) and/or protective colloid(s) and/or dispersing agent(s) On dilution with water of the composition according to the invention (on preparation of a spray fluid), the active ingredient spontaneously precipitates and a suspension with a suitable particle size is formed in the dose of the application.
• the suspension prepared in situ is also within the scope of the invention. it is known that fluid compositions represent an important group of the plant-protective formulations.
• the active ingredient in the fluid formulations, is present in solid state as a suspension or in a dissolved state.
• the continuous phase of the suspension concentrates contains water as filling material.
• suitable additives usually by surface active agents, macromolecules, viscosity-influencing and anti-freezing agents.
• the stability of the suitably formulated plant-protective suspensions is limited; their most severe drawback consists in that the utility properties of the formulations can significantly be deteriorated under the effects of physical and chemical changes. Such changes are e.g.
• CE concentrated emulsions
• a further property of these compositions consists in their capability to emulsify the water-immiscible solution of the active ingredients .
• a novel trend of development can be considered to diminish the emulsified drop size below the 0.1 ⁇ m range whereby thermodinamically stable microemulsion systems can be established.
• a liquid active ingredient can be transformed to a microemulsion by using suitable additives and the disadvantages of using solvents may be avoided in this way.
• the aqueous solution containing appropriate additives is a suitable plant- -protective formulation (L); however, considering the organic nature of the active ingredients, the number of such formulations (L) is low. in a number of cases, such as when a soil is disinfected by spraying, the criteria aimed to achieve a small size of particles or drops, respectively may mean a drawback from the viewpoints of the biological efficiency, duration of the activity and utilization of the composition.
• suspension concentrates a satisfying stability of the composition can be achieved with the adequate particle size of the solid phase, practically with an average particle size of 2 to 3 ⁇ m.
• the present invention is based on the recognition that a suspension with an adequate particle size can be formed and precipitated from a number of water-insoluble plant-protective active ingredients by dissolving them in a mixture of water-miscible and partially water-miscible solvents in the presence of suitable additives and diluting the solution thus obtained to the required application.
• the relation of the water-miscible solvent to the partially water-miscible solvent is 3.5-2,5 : 1.5-0.5, preferably 3 : 1.
• the present invention relates to a plant-protective solution containing 2.5 to 40 % by weight of one or more water-insoluble plant-protective ingredient(s), 20 to 71.5 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 10 to 71.5 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 1 to 15 % by weight of commonly used additives such as anionic and/or nonionic surface active agents and macromolecules (pre-composition).
• the invention also relates to the ready-for-use plant- -protective suspensions containing 0.2 to 10 % by weight of one or more water-insoluble plant-protective ingredient(s) with a particle size of 0.1 to 50 ⁇ m, 0 to 60 % by weight of a fertilizer, 0.2 to 10 % by weight of dimethylformamide and/or di- methylsulfoxide and/or acetone as water-miscible solvent, 0.2 to 10 % by weight of furfurol and/or furfuryl alcohol as par tially water-miscible solvent, 0.05 to 2.5 by weight of a commonly used additive such as anionic and/or nonionic surface active agents macromolecules and water in an amount supplementing up to 100 % by weight.
• a commonly used additive such as anionic and/or nonionic surface active agents macromolecules and water in an amount supplementing up to 100 % by weight.
• compositions according to the invention can be prepared in a simple way eliminating the disadvantages occurring during the preparation and storage of suspension concentrates.
• the compositions according to the invention are prepared by dissolving the required additive(s) in the solvent mixture used, then dissolving the plant-protective active ingredient at a temperature between 0 °C and 70 °C, preferably at 50 °C under continuous stirring. After cooling the solution thus prepared to room temperature, a transparent solution is obtained.
• the agricultural user can prepare a spray fluid from the above composition by pouring an amount of the composition according to the invention to the water needed to spray or optionally to a solution or suspension containing other plant-protective active ingredient and/or a fertilizer to obtain a suspension which contains 0.1 to 5 % by weight from the active ingredient of the pre-formulation.
• a suspension will be obtained with the desired particle size distribution.
• additive means surface active used as surface active agents.
• Particularly preferred tensides are alkylarylsulfonates (e.g. dodecylbenzene- sulfonate salts) or alkylarylphosphates, aralkylsulfonates and -phosphates or their ethoxylated derivatives.
• nonionic tensides such as nonyl- or octylphenol polyglycol ethers or cctylphenol polyether alcohols or ethoxylated fatty acids (e.g. ethoxylated oleic or cocoa acid).
• Macromolecules e.g. polyvinylpirrolidone, polyvinyl alcohol, polyvinyl acetate and the like
• Bufencarb [a mixture of 3-(1-methylbutyl)phenyl methylcarbamate and 3-(1-ethylpropyl)phenylmethyl carbamate]; Carbaryl (1-naphthyl methylcarbamate);
• Carbofuran (2,3-dihydro-2,2-dimethyl-7-benzofuranyl methyl- carbamate); Chloropropham (isopropyl 3-chlorophenyl carbamate); Lioxacarb [2-(1,3-dioxolan-2-yl)phenyl methylcarbamate]; Promecarb (3-isopropyl-5-methlylphenyl methylcarbamate); Propoxur (2-isopropoxyphenyl methylcarbamate).
• Esters of the phosphoric and thiophosphoric acid :
• Bromophos [0-(4-bromo-2,5-dichlorophenyl)-0,0-dimethyl phosphorothioate]; Chlorpyrifos [0-(3,5,6-trichloro-2-pyridyl)-0,0-diethyl phosphorothioate]; Chlorpyrifos-methyl [0-(3,5,6-trichloro-2-pyridyl)-0,0-dimethyl phosphorothioate]; Dialifos (S-2-chloro-1-phthalimidoethyl-0,0-diethyl phosphorodithioate).
• Metabenzthiazurone (1-benzothiazol-2-yl-1,3-dimethylurea); Metobromurone [3-(4-bromophenyl)-1-methoxy-1-methylurea];
• Triazole derivative Triazole derivative
• Example 1 The invention is illustrated in detail by the following non-limiting Examples.
• Example 1 The invention is illustrated in detail by the following non-limiting Examples.
• alkylaryl sulfonate (Atlox 4861B) are dissolved in the mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of carbofuran are dissolved in the above solution at 50 °C under continuous stirring. The solution is cooled to room temperature.
• an aqueous suspension containing 0.2 to 1 % by weight carbofuran is prepared from the above solution. On dilution with water, needle crystals of 5 to 50 ⁇ m in length and smaller than 5 ⁇ m in thickness are formed.
• EL 1734 (Atlas ICI) are dissolved in the mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of carbofuran are dissolved therein at 50 °C under continuous stirring. The solution is cooled to room temperature.
• an aqueous suspension containing 0.2 to 1 % by weight carbofuran is prepared from the above solution. On dilutior. with water, prismatic crystals of 30 to 50 ⁇ m in length and 30 ⁇ m in thickness are formed.
• Example 5 For the disinfection of soil, an aqueous suspension containing 0.2 to 1 % by weight carbofuran is prepared from the above solution. On dilutior. with water, prismatic crystals of 30 to 50 ⁇ m in length and 30 ⁇ m in thickness are formed.
• alkylarylsulfonate (Atlox 4861B) and 25 g of EL 1734 (Atlas ICI) as surface active agents are dissolved in the mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of carbofuran are dissolved in the above solution at 50 °C under continuous stirring. The solution is cooled to room temperature.
• an aqueous suspension containing 0.2 to 1 % by weight carbofuran is prepared from the above solution. On dilution, with water, crystals of 5 to 20 ⁇ m in length and smaller than 5 ⁇ m in thickness are formed.
• ethoxylated fatty acid (Genapol 0-050) are dissolved in the mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of carbofuran are dissolved at 50 °C in the above solution. The solution is cooled to room temperature. For the disinfection of soil, an aqueous suspension containing 0.2 to 1 % by weight carbofuran is prepared from the above solution. On dilution with water, prismatic crystals of 2 to 40 ⁇ m in size are formed.
• Tensiofix 26100 (Tensia) as surface active agent are dissolved in a mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of carbofuran are dissolved at 50 °C in the above solution. The solution is cooled to room temperature.
• ethoxylated fatty acid (Genapol 0-050) are dissolved in a mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 220 g of dioxacarb are dissolved at
• Example 9 For the disinfection of soil, an aqueous suspension containing 0.2 to 1 % by weight dioxacarb is prepared from the above solution. On dilution with water prismatic crystals of 2 to 40 ⁇ m in size are formed.
• Example 9 For the disinfection of soil, an aqueous suspension containing 0.2 to 1 % by weight dioxacarb is prepared from the above solution. On dilution with water prismatic crystals of 2 to 40 ⁇ m in size are formed.
• ethoxylated fatty acid (Genapol 0-050) are dissolved in the mixture of 187.5 g of furfurol and 562.5 g of dimethylformamide, then 200 g of metabromurone are dissolved at 50 °C in the above solution. The solution is cooled to room temperature. For the disinfection of soil, an aqueous suspension containing 0.2 to 1 % by weight metabromurone is prepared from the above solution. On dilution with water, prismatic crystals of 2 to 70 ⁇ m in size are formed.
• Example 10 50 g of ethoxylated fatty acid (Genapol 0-050) are dissolved in the mixture.
• an aqueous suspension containing 0.2 to 1 % by weight iprcdione is prepared from the above solution. On dilution with water, prismatic crystals of 2 to 9 ⁇ m in size are formed.
• ethoxylated fatty acid (Genapol 0-050) are dis solved in the mixture of 187.5 g of furfurol. and 562.5 g of dimethylformamide, then 200 g of chlorpyrifos are dissolved at 50 °C in the above solution. The solution is cooled to room temperature.
• the liquid compositions were used in the form of a whole-surface treatment.
• the liquid soil-disinfecting composi tions were applied in the form of a spray fluid, in an amount of 300 1/ha by using a Nowor 1005 type spraying machine and then worked in to a depth of 6 to 8 cm by a disc before the sowing of maize.
• compositions were applied on the whole surface; the compositions 1 to 3 were sprayed onto the soil in an amount of 300 1/ha of spray fluid and worked in to a depth of 6 to 8 cm.
• the activity again the wireworm was calculated by using the Schneider-Orelli formula
• T means the percentage of the killed larvae during the treatment c means the number of the died control larvae.
• the fertilizer suspension had a pH value of 7.4.
• the working-in was carried cut to a depth of 6 to 10 cm by using a combinator before sowing.
• the evaluation was made at 24/04/1986.
• Autumn wheat was used as test plant with a seed-corn amount of 210 kg/ha.
• the experiment was carried out on a chernozem (blackearth) soil-type with a parcel size of 0-5 hectare in 2 repetitions.
• the activity of the compositions was evaluated against corn flies (Delia sp., Phorbia sp.) damaging the leaf sheath of the plants in the spring. The results are summarized in the following table:
• Example 1 The composition described in Example 1 proved to be active against Delia and Phorbia spp. damaging the over-earth sprouts of the wheat after even 6 months following the treatment.
• alkylarylsulfonate 50 g are dissolved in a mixture containing 133.4 g of furfurol and 666.6 g of dimethylformamide (DMF) and 150 g of carbofuran are dissolved in the solution obtained while continuous stirring.
• DMF dimethylformamide
• an aqueous suspension of 0.2 to 1 % by weight (as calculated for carbofuran) is prepared for soil disinfection.
• needle crystals are formed which are 5 to 30 ⁇ m in lenght and smaller than 8 ⁇ m in thickness.
• furfurol/DMF in an 1.5 : 3.5 ratio
• 150 g of carbofuran are dissolved in a solution containing 50 g of alkylarylsulfonate in 240 g of furfurol and 560 g of DMF under continuous stirring.
• an aqueous suspension of 0.2 to 1 % by weight (as calculated to carbofuran) is prepared for soil disinfection.
• needle crystals are formed which are 5 to 20 ⁇ m in lenght and smaller than 7 ⁇ m in thickness.

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• Life Sciences & Earth Sciences (AREA)
• General Health & Medical Sciences (AREA)
• Health & Medical Sciences (AREA)
• Pest Control & Pesticides (AREA)
• Agronomy & Crop Science (AREA)
• Plant Pathology (AREA)
• Toxicology (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Dispersion Chemistry (AREA)
• Chemical & Material Sciences (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

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Citations (9)

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• 1987
  • 1987-07-16 HU HU873245A patent/HU207197B/hu not_active IP Right Cessation
• 1988
  • 1988-07-15 WO PCT/HU1988/000050 patent/WO1989000380A1/en not_active Ceased
  • 1988-07-15 KR KR1019890700352A patent/KR960009483B1/ko not_active Expired - Lifetime
  • 1988-07-15 JP JP63176859A patent/JPS6490106A/ja active Pending
  • 1988-07-15 PL PL88273756A patent/PL161573B1/pl unknown
  • 1988-07-15 AT AT88306477T patent/ATE72923T1/de not_active IP Right Cessation
  • 1988-07-15 ES ES198888306477T patent/ES2037835T3/es not_active Expired - Lifetime
  • 1988-07-15 AR AR88311421A patent/AR247065A1/es active
  • 1988-07-15 US US07/220,018 patent/US4943307A/en not_active Expired - Fee Related
  • 1988-07-15 EP EP88306477A patent/EP0300691B1/en not_active Expired - Lifetime
  • 1988-07-15 DD DD88317988A patent/DD286097A5/de not_active IP Right Cessation
  • 1988-07-15 DE DE8888306477T patent/DE3868751D1/de not_active Expired - Lifetime
  • 1988-07-15 BR BR8803563A patent/BR8803563A/pt not_active Application Discontinuation
  • 1988-07-15 RU SU884356193A patent/RU1836011C/ru active
  • 1988-07-15 CN CN88106116A patent/CN1026548C/zh not_active Expired - Fee Related
• 1992
  • 1992-06-02 GR GR920401132T patent/GR3004781T3/el unknown

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