WO2012040802A2 - Synergistic combination of abamectin and bifenthrin, process of preparation thereof and uses, and method using the same - Google Patents

Synergistic combination of abamectin and bifenthrin, process of preparation thereof and uses, and method using the same Download PDF

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Publication number
WO2012040802A2
WO2012040802A2 PCT/BR2011/000344 BR2011000344W WO2012040802A2 WO 2012040802 A2 WO2012040802 A2 WO 2012040802A2 BR 2011000344 W BR2011000344 W BR 2011000344W WO 2012040802 A2 WO2012040802 A2 WO 2012040802A2
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Prior art keywords
bifenthrin
abamectin
formulation
gai
plagues
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PCT/BR2011/000344
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French (fr)
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WO2012040802A3 (en
Inventor
Luis Donziete Borges
Carlos Eduardo Fabri
Antônio MOREIRA LIMA
Luciano Hiroyuki Kajihara
Roberta de Fátima DE GODOY
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Fmc Quimica Do Brasil Ltda.
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Publication of WO2012040802A2 publication Critical patent/WO2012040802A2/en
Publication of WO2012040802A3 publication Critical patent/WO2012040802A3/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Definitions

  • the present invention relates to the synergistic combination of active ingredients bifenthrin and abamectin to control mites and other plagues of soybean cultures.
  • Abamectin is an acaricide, an insecticide and a nematicide, known by a person skilled in the art to control many pests, especially mites.
  • Abamectin is generally known as the mixture of (i) (10E, 14E, 16E, 22Z)-(1 R, 4S, 5'S, 6S, 6'R, 8R, 12S, 13S, 20R, 21 R, 24S)-6"""-[(S)-sec-butyl]-21.24- dihydroxy-5"", 1 1 , 13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo [ 5.6.1.14,8020,24] pentacosa-10,14,16,22-tetraene-6-spiro-2""-(5 , " , ,6""- dihydro-2""H-pyran)-12-yl 2,6-dideoxy-4-0-(2,6-dideoxy-3-0-methyl-
  • Bifenthrin is an insecticide known to control a variety of pests.
  • U.S. patent 4,238,505 provides a description of bifenthrin and some uses.
  • Bifenthrin is generally known as 2-methylbiphenyl-3-ylmethyl (z)-(1 RS, 3RS)- 3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropane-carboxylate, CAS registry number 82657-04-3.
  • Bifenthrin is described in The Pesticide Manual, page 88 ⁇ entry 76), CDS Thomas, 13 th ed., 2003, and is known to provide some control of arthropods of the Tetranyfflea family, particularly those known by the skilled artisan as mites, usually small organisms that inhabit the most different environments.
  • the present invention can be used to control the following pests: Soybean cultures: Euchistus herus, Nezara viridula, Piezodorus guildini, Dichelops furcatus, Edessa meios, Anticarsia gemmatalis,
  • Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus.
  • the two-spotted spider mite develops in arid or prolonged drought conditions and at very high temperatures.
  • the attack begins at the borders of the plantations, in plants in the shade, in bushes and in stressed plants. High populations can trigger premature leaf drop and losses in yield.
  • the present invention provides increased concentrations of abamectin and bifenthrin, making it more concentrated and thus enabling a smaller dose of the product, less packaging disposal in the field (two products in one), and better spectrum of action on caterpillars, stink bugs and mites versus abamectin alone.
  • the object of the present invention is to provide a specific synergistic combination (pre-mixture) of bifenthrin + abamectin, coded as "BF 427", to control a broader spectrum of pests in soybean crops.
  • Another object of the invention is to reduce the dose of active ingredient per hectare, since the additive effect of the molecules of the invention BF 427 (bifenthrin + abamectin) enables the application of a smaller quantity of product per ha, providing a greater benefit to the producer and the environment, with less disposal of the packaging used.
  • Another important and unexpected technical effect observed by the inventors relates to the increase in the efficacy of product BF 427, compared with bifenthrin applied in isolation. This effect allows for better control and a reduction in the number of re-applications for insect control.
  • This invention in addition to all the benefits of the pre-mixture in pest control, also aims at not causing mite imbalance, a fact that always occurs when using other pyrethroids.
  • Product BF 427 (bifenthrin + abamectin) is an important tool in managing pest resistance to insecticides because it is a combination of two actives with different mechanisms of action.
  • the present invention relates to a solid or liquid formulation, wherein, in the solid form, it is suitable as wettable powder type (WP) and/or water-dispersible granules (WDG) and, in the liquid form, it is suitable as emulsifiable concentrate (EC), suspension concentrate (SC), suspo-emulsion (SE) and/or concentrated emulsion (EW), preferably as SC, but not excluding other types of formulations.
  • WP wettable powder type
  • WDG water-dispersible granules
  • EC emulsifiable concentrate
  • SC suspension concentrate
  • SE suspo-emulsion
  • EW concentrated emulsion
  • the ratio of the amount of abamectin to the amount of bifenthrin is from about 0.01 to 3 parts of abamectin to about 3 to 7 parts of bifenthrin.
  • the ideal ratio of abamectin: bifenthrin is about 1 :5.
  • the concentration of bifenthrin is about 250 gai/L and that of abamectin is about 50 gai/L.
  • the concentration of the sum of the active ingredients in the final formulation may vary, typically from about 10 gai/L and about 700 gai/L, preferably around 300 gai/L.
  • the remainder of the formulation up to 1 (one) liter may be comprised of suitable adjuvants, carriers and/or excipients, which may be selected from the group consisting of water, surfactants, antifoaming agents, antifreezing agents, rheology modifiers, dispersing agents, wetting agents, bactericide or bacteriostatic agents, dyestuff, antiagglomerating agents and stabilizers and mixtures thereof.
  • suitable adjuvants, carriers and/or excipients which may be selected from the group consisting of water, surfactants, antifoaming agents, antifreezing agents, rheology modifiers, dispersing agents, wetting agents, bactericide or bacteriostatic agents, dyestuff, antiagglomerating agents and stabilizers and mixtures thereof.
  • the carrier may typically be inert, of organic or inorganic material and of natural or synthetic source. If the carrier is solid, it can be clay, silicates, silica, resins, waxes, cellulosic fibers, fertilizers or the like, and may be used separately or together. If the carrier is liquid, it may be water, C1- C14 alcohols, glycols, acetates, ketones, glycerides, saturated or unsaturated hydrocarbons, fatty acid esters, vegetable oils, mineral oils or the like, and may be used separately or together. Preferably, water is used as a carrier.
  • the surfactants can be anionic, nonionic, cationic or polymeric.
  • the anionic surfactants for use in the present invention may be: linear or branched dodecylbenzene sulfonate acid, in the acid form or neutralized, nitrogen derivatives, sulfonated aromatic polymers in acid form or neutralized, sulfonated naphthalene formaldehyde in acid form or neutralized, lignosulfonates, alkyl phenol phosphates in acid form or neutralized.
  • the nonionic surfactants for use in the present invention may be: alkoxylates, such as alkoxylated sorbitan esters, alkoxylated alcohols, alkoxylated vegetable oils, alkoxylated fatty acids, among others; fatty esters, such as esters of polyethylene glycol, glycerol or polyglycerol esters, sorbitan esters; amides, such as fatty amide of ethanolamine or ethyleneamines, fatty imidazolines, among others.
  • alkoxylates such as alkoxylated sorbitan esters, alkoxylated alcohols, alkoxylated vegetable oils, alkoxylated fatty acids, among others
  • fatty esters such as esters of polyethylene glycol, glycerol or polyglycerol esters, sorbitan esters
  • amides such as fatty amide of ethanolamine or ethyleneamines, fatty imidazolines, among others.
  • the cationic surfactants which may be used in this invention are: alkyl trimethyl ammonium chlorides, dialkyl dimethyl ammonium chloride, alkyl hydroxyethyl dimethyl ammonium chloride, cetyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, quaternary esters, among others.
  • polymeric surfactants which may be used in this invention are: block copolymers of ethene oxide and propene oxide, mainly of butyl chain, polyacrylate copolymers, methyl methacrylate copolymers, among others.
  • the present invention also relates to a process for preparing the formulations of the invention, which comprises the steps of:
  • the formulation undergoes a de-aeration and compaction process in order to increase its physical stability, thus obtaining a stable and synergistic agrochemical formulation
  • abamectin and bifenthrin in the preparation of formulations for controlling and/or combating plagues and diseases in vegetable cultures is another embodiment of the invention.
  • the invention also comprises the use of the formulations of the invention for controlling and/or combating plagues and diseases in vegetable cultures.
  • Another embodiment of the invention is a method of controlling and/or combating plagues and diseases in vegetable cultures, comprising the application of the formulations of the invention on these plagues, their habitats and/or vegetable cultures.
  • the invention has wide and effective applicability in soybean cultures, in controlling and combating plagues caused by Euchistus herus, Nezara viridula, Piezodorus guiidini, Dichelops furcatus, Edessa meios, Anticarsia gemmatalis, Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus, without limitation, and diseases caused by the same.
  • BF 427 is used at a dose of 0.06 L/ha, composed of 15 gai/ha of bifenthrin + 3 gai/ha of abamectin. This dose is equivalent to 0.15 L/ha of Talstar® (trademark of Bifenthrin 100, marketed by FMC Quimica do Brasil Ltda.). Therefore, the same 15 gai/ha of bifenthrin was applied.
  • the present invention also provides control of stink bugs and caterpillars, through the additive and synergistic effect of bifenthrin and abamectin.
  • the reduction of the applied dose provides advantages, such as, for example, less disposal of packaging materials and less environmental impact by reducing the dose/ha, besides preventing the emergence of resistant mites by using two different mechanisms of action.
  • the present invention also provides a product of broad spectrum, aiming to control mites, stink bugs and caterpillars, which are plagues that are more effectively controlled by bifenthrin and abamectin in association.
  • the test carried out to show the efficacy of BF 427 on the two- spotted spider mite (T. urticae) and broad mite (P. latus) has its results shown in Tables 1 , 2 and 3 above.
  • the control obtained from the formulation at a dose that results in the application of 15 g/ha bifenthrin plus 3 g/ha abamectin is substantially higher than the control obtained with 15 g/ha bifenthrin with isolated application.
  • Tables 4, 5 and 6 above show the results.
  • control efficacy at 10 days after treatment provided by a suspension concentrate formulation of the combination, applied at a dose of 15 g/ha bifenthrin plus 3 g/ha abamectin, provided control of the soybean looper (P. includens), brown stink bug (E. heros) and green stink bug (N viridula), far exceeding the 3 g/ha abamectin with isolated application.

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  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Wood Science & Technology (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The present invention relates to an agrochemically synergistic formulation abamectin and bifenthrin, in specific ratios to control and/or combat pest and diseases in crops. Are also described their process of preparation, use and method of use and the use of abamectin and bifenthrin in preparation of agrochemically synergistic formulation of the invention.

Description

SYNERGISTIC COMBINATION OF ABAMECTIN AND BIFENTHRIN, PROCESS OF PREPARATION THEREOF AND USES, AND METHOD USING THE SAME BACKGROUND OF THE INVENTION
The present invention relates to the synergistic combination of active ingredients bifenthrin and abamectin to control mites and other plagues of soybean cultures.
Abamectin is an acaricide, an insecticide and a nematicide, known by a person skilled in the art to control many pests, especially mites. Abamectin is generally known as the mixture of (i) (10E, 14E, 16E, 22Z)-(1 R, 4S, 5'S, 6S, 6'R, 8R, 12S, 13S, 20R, 21 R, 24S)-6""-[(S)-sec-butyl]-21.24- dihydroxy-5"", 1 1 , 13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo [ 5.6.1.14,8020,24] pentacosa-10,14,16,22-tetraene-6-spiro-2""-(5,",,6""- dihydro-2""H-pyran)-12-yl 2,6-dideoxy-4-0-(2,6-dideoxy-3-0-methyl-alpha-L- arabino-hexopyranosyl)-3-0-methyl-alpha-L-arabino-hexopyranoside and (ii) (10E, 14E, 16E, 22Z)-(1 R,4S,5'S,6S,6'R,8R,12S,13S,20R,21 R,24S)-21 ,24- dihydroxy-6'-isopropyl-5"", 1 1 ,13,22-tetramethyl-2-oxo-3,7, 19-trioxatetracyclo [15.6.1.14,8.020,24] pentacosa-10,14,16,22-tetraene-6-spiro-2",,-(5"",6""- dihydro-2""H-pyran)-12-yl2,6-dideoxy-4-0-(2,6-dideoxy-3-0-methyl-alpha-L- arabino-hexopyranosyl)-3-0-methyl-alpha-L-arabino-hexopyranoside at the ratio of 4:1 , in which (i) R CH2CH3=- (avermectin B1a) and (ii) R = CH3 (avermectin B1b), under registry number CAS 71751-41 -2.
Bifenthrin is an insecticide known to control a variety of pests. U.S. patent 4,238,505 provides a description of bifenthrin and some uses. Bifenthrin is generally known as 2-methylbiphenyl-3-ylmethyl (z)-(1 RS, 3RS)- 3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropane-carboxylate, CAS registry number 82657-04-3. Bifenthrin is described in The Pesticide Manual, page 88 {entry 76), CDS Thomas, 13th ed., 2003, and is known to provide some control of arthropods of the Tetranychidea family, particularly those known by the skilled artisan as mites, usually small organisms that inhabit the most different environments. However, the control of mites using bifenthrin may not be completely satisfactory in application rates below about 50 gai/ha (gai = gram of active ingredient). In combination with abamectin, according to the present invention, this control is vastly improved.
The present invention can be used to control the following pests: Soybean cultures: Euchistus herus, Nezara viridula, Piezodorus guildini, Dichelops furcatus, Edessa meios, Anticarsia gemmatalis,
Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus.
There are reports of more than 24 species of mites throughout the world; among them are the broad mite (Polyphagotarsonemus latus) and the two-spotted spider mite {Tetranichus urticae Koch). However, the two- spotted spider mite is the most harmful among those that exist in soybean crops. In the past, it was considered a minor pest, but today it has been causing serious damage to crops throughout Brazil, mainly in the state of Rio Grande do Sul (RS).
The two-spotted spider mite develops in arid or prolonged drought conditions and at very high temperatures. The attack begins at the borders of the plantations, in plants in the shade, in bushes and in stressed plants. High populations can trigger premature leaf drop and losses in yield.
Research conducted recently by the insect management industry of the Fundagao Centro de Experimentagao e Pesquisa Fecotrigo - Fundacep shows that in the southern half of the state of Rio Grande do Sul (RS), where the spots occurred, one can observe a 50% reduction in grain yield.
With the significant and growing increase of the plague, it is important to manage it, and one of the most widely used methods is still the chemical method. However, there are few acaricide options available in the market and only one product is registered for mite control in soybean cultures: spiromesifen, which is commercially made available as Oberon® by Bayer CropScience. In practice, some producers have used abamectin (Vertimec 18 EC® by Syngenta) to control mites. However, this product has no record of being used with soybean. Typically, these products are very specific, controlling only mites. As there are several plagues that affect the crops, such as stink bugs and caterpillars, there is the need to associate other insecticides with the acaricide, expanding the control over all pests, because they coincide with the crop cycle.
It is known that in Mexico a commercial product called Talstar Xtra was registered, with the following ratios of actives: bifenthrin, 3.33%, and abamectin, 0.33% (ratio 10:1) and its use is recommended for various vegetables, fruits and ornamental plants. The inventors of the present invention (also identified as "BF 427") carried out several studies on the pre- mixture composed of active ingredients bifenthrin + abamectin, considering quantitative parameters and specific formulation techniques. Besides all the benefits of a pre-mixture to control pests, the present invention provides increased concentrations of abamectin and bifenthrin, making it more concentrated and thus enabling a smaller dose of the product, less packaging disposal in the field (two products in one), and better spectrum of action on caterpillars, stink bugs and mites versus abamectin alone.
There are not many studies focusing on acaricides that report two-spotted spider mite control in soybean crops. So there is a great need of studies related to this pest, which has been considerably increasing its population every year, through various contributing factors, namely the increasing use of insecticides and fungicides, the use of the Roundup Ready® (RR) soybean and uncontrolled applications of glyphosate.
Thus, studies by the inventors of the present invention have overcome this lack of information, generating new and innovative results with regard to the control of the plagues mentioned above in soybean crops.
SUMMARY OF THE INVENTION
The object of the present invention is to provide a specific synergistic combination (pre-mixture) of bifenthrin + abamectin, coded as "BF 427", to control a broader spectrum of pests in soybean crops.
Another object of the invention is to reduce the dose of active ingredient per hectare, since the additive effect of the molecules of the invention BF 427 (bifenthrin + abamectin) enables the application of a smaller quantity of product per ha, providing a greater benefit to the producer and the environment, with less disposal of the packaging used.
Another important and unexpected technical effect observed by the inventors relates to the increase in the efficacy of product BF 427, compared with bifenthrin applied in isolation. This effect allows for better control and a reduction in the number of re-applications for insect control.
This invention, in addition to all the benefits of the pre-mixture in pest control, also aims at not causing mite imbalance, a fact that always occurs when using other pyrethroids.
Product BF 427 (bifenthrin + abamectin) is an important tool in managing pest resistance to insecticides because it is a combination of two actives with different mechanisms of action.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates to a solid or liquid formulation, wherein, in the solid form, it is suitable as wettable powder type (WP) and/or water-dispersible granules (WDG) and, in the liquid form, it is suitable as emulsifiable concentrate (EC), suspension concentrate (SC), suspo-emulsion (SE) and/or concentrated emulsion (EW), preferably as SC, but not excluding other types of formulations.
The ratio of the amount of abamectin to the amount of bifenthrin is from about 0.01 to 3 parts of abamectin to about 3 to 7 parts of bifenthrin. In a particularity of the invention, the ideal ratio of abamectin: bifenthrin is about 1 :5.
In 1 L formulations of the invention, the concentration in gai/L (gai = gram of active ingredient) of bifenthrin is about 1 to about 699 gai/L and that of abamectin is about 699 to about 1 gai/L. Preferably, the concentration of bifenthrin is about 250 gai/L and that of abamectin is about 50 gai/L. The concentration of the sum of the active ingredients in the final formulation may vary, typically from about 10 gai/L and about 700 gai/L, preferably around 300 gai/L.
The remainder of the formulation up to 1 (one) liter may be comprised of suitable adjuvants, carriers and/or excipients, which may be selected from the group consisting of water, surfactants, antifoaming agents, antifreezing agents, rheology modifiers, dispersing agents, wetting agents, bactericide or bacteriostatic agents, dyestuff, antiagglomerating agents and stabilizers and mixtures thereof.
The carrier may typically be inert, of organic or inorganic material and of natural or synthetic source. If the carrier is solid, it can be clay, silicates, silica, resins, waxes, cellulosic fibers, fertilizers or the like, and may be used separately or together. If the carrier is liquid, it may be water, C1- C14 alcohols, glycols, acetates, ketones, glycerides, saturated or unsaturated hydrocarbons, fatty acid esters, vegetable oils, mineral oils or the like, and may be used separately or together. Preferably, water is used as a carrier.
The surfactants can be anionic, nonionic, cationic or polymeric.
The anionic surfactants for use in the present invention may be: linear or branched dodecylbenzene sulfonate acid, in the acid form or neutralized, nitrogen derivatives, sulfonated aromatic polymers in acid form or neutralized, sulfonated naphthalene formaldehyde in acid form or neutralized, lignosulfonates, alkyl phenol phosphates in acid form or neutralized. Among them, preferably are nonylphenol phosphates in acid form or neutralized.
The nonionic surfactants for use in the present invention may be: alkoxylates, such as alkoxylated sorbitan esters, alkoxylated alcohols, alkoxylated vegetable oils, alkoxylated fatty acids, among others; fatty esters, such as esters of polyethylene glycol, glycerol or polyglycerol esters, sorbitan esters; amides, such as fatty amide of ethanolamine or ethyleneamines, fatty imidazolines, among others. Preferably, alkoxylated alcohols of capric, caprylic, isodecyl, isotridecyl, decyl, lauryl, stearyl, oleic, nonylphenyl chain, with a degree of alkoxylation of 1-16 moles of ethene oxide and/or propene oxide; alkoxylated vegetable oils such as alkoxylated castor oil with a degree of alkoxylation of 5-54 moles of ethene oxide or propene oxide; alkoxylated sorbitan esters with a degree of alkoxylation between 5 and 80 moles of ethene oxide and/or propene oxide.
The cationic surfactants which may be used in this invention are: alkyl trimethyl ammonium chlorides, dialkyl dimethyl ammonium chloride, alkyl hydroxyethyl dimethyl ammonium chloride, cetyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, quaternary esters, among others.
The polymeric surfactants which may be used in this invention are: block copolymers of ethene oxide and propene oxide, mainly of butyl chain, polyacrylate copolymers, methyl methacrylate copolymers, among others.
The present invention also relates to a process for preparing the formulations of the invention, which comprises the steps of:
- mixing, in a vessel, water, the surfactants and the additives;
- adding to this mixture molten bifenthrin, which will be stirred under a process of recrystallization;
- adding bifenthrin after the recrystallization process is complete; - after all raw materials are added, the formulation undergoes a grinding process, where there will be more interaction between the molecules and a reduction of the particle size of the active ingredients, thus increasing the synergy between the molecules and their efficacy in the field;
- after grinding, the formulation undergoes a de-aeration and compaction process in order to increase its physical stability, thus obtaining a stable and synergistic agrochemical formulation;
- the same is packaged in bottles or canisters of high-density polyethylene and is made available to the market.
The use of abamectin and bifenthrin in the preparation of formulations for controlling and/or combating plagues and diseases in vegetable cultures is another embodiment of the invention.
The invention also comprises the use of the formulations of the invention for controlling and/or combating plagues and diseases in vegetable cultures.
Another embodiment of the invention is a method of controlling and/or combating plagues and diseases in vegetable cultures, comprising the application of the formulations of the invention on these plagues, their habitats and/or vegetable cultures.
As previously mentioned, the invention has wide and effective applicability in soybean cultures, in controlling and combating plagues caused by Euchistus herus, Nezara viridula, Piezodorus guiidini, Dichelops furcatus, Edessa meios, Anticarsia gemmatalis, Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus, without limitation, and diseases caused by the same.
For a better understanding of the invention, some examples of formulations used in this invention are described below, and said examples intend to illustrate and not to limit the invention.
EXAMPLES:
Example 1 - Formulation of the invention (BF 427):
(Components) [concentration (g/100 ml_)]
Water qsp
Silicone Emulsion 0.5
EO/PO Copolymer 3
Nonylphenol phosphate 0.5
Benzisothiazolin 0.25
Monoethylene glycol 5.5
Xanthan gum 0.2
Abamectin 5
Bifenthrin 25
Example 2 - Formulation of the invention (BF 427):
(Components) [concentration (g/100 ml_)]
Water qsp
Silicone Emulsion 0.5
EO/PO Copolymer 4.5
Nonylphenol phosphate 1
Benzisothiazolin 0.25
Monoethylene glycol 8 Xanthan gum 0,25
Abamectin 5
Bifenthrin 25
Example 3 - Formulation of the invention (BF 427):
(Components) [concentration (g/100 ml_)]
Water qsp
Silicone Emulsion 0.5
Tristyrylphenol with 54 moles of ethylene oxide 3
Isotridecyl alcohol with 8 moles of ethylene oxide 1.5
Nonylphenol with 10 moles of ethylene oxide 1
Benzisothiazolin 0.25
Monoethylene glycol 6
Xanthan gum 0.2
Abamectin 5
Bifenthrin 25
Example 4 - Use of BF 427 on soybean cultures in combating mites:
BF 427 is used at a dose of 0.06 L/ha, composed of 15 gai/ha of bifenthrin + 3 gai/ha of abamectin. This dose is equivalent to 0.15 L/ha of Talstar® (trademark of Bifenthrin 100, marketed by FMC Quimica do Brasil Ltda.). Therefore, the same 15 gai/ha of bifenthrin was applied.
By analyzing the treatments, one can observe that there was better control for the treatment with BF 427, at the same ratio of active ingredient than Talstar® in the control of spider mite (T. urticae) and broad mite (P. latus), plagues on which bifenthrin is not effective when applied alone (see Tables 1 , 2 and 3 below).
To control these pests, three experiments were prepared in various regions of Brazil. In these experiments, the applied dose was 0.06 L/ha of formulated product BF 427 (bifenthrin + abamectin) and 0.15 L/ha Talstar (bifenthrin) for comparison purposes.
Table 1. Test made in Luiz Eduardo Magalhaes (BA), for the control of two- spotted spider mite (Γ. urticae) on soybean cultures. 2008/09 crop. Rate g ou ml/ha - %Contro1e - rnites fjT. urticae}
{Treatments ' a.i. ■ ' pi. ■ , 2 OAT 4 DAT 7 DAT 10 DAT - 15 DAT- l.Check* 275.3 108 131.8 125 106.3 1
2.BF427 + MO 12(10+2) 40 73.4 bed 83.9 a 65.3 cd 90.6 a 92.7 a
3.BF427 + MO 18 (15+3) 60 89.7 ab 88.3 a 89.6 abc 95.2 a 97.4 a
4.BF427 + MO 24 (20+4) 80 93.5 a 73 abc 92.6 ab 97 a 98.6 a
5.Vertimec l8 EC+ O 3 167 64.7 d 20 d 90.5 ab 99 a 99.3 a
6.Tamaron 600 600 1000 44.6 e O d 69.4 be 57.4 c 56 c
7.Talstar 15 150 64.1 d 55.4 c 65.8 cd 73 b 75.1 b
Average number of mites on check.
Table 2. Test carried out in Ibipora (PR), for the control of two-spotted spider mite (7". urticae) on soybean cultures. 2008/09 crop.
Rate g ou mi/ha
a.i. p£. 3 DAT ; 5 DAT 9 DAT 12 DAT l.Check* 8 17 52 35
2.BF427 + MO 12(10+2) 40 14,5 b 62,9 ab 91,2 a 73,0 a
3.BF427 + MO 18 (15+3) 60 65,5 a 47,1 ab 89 a 80 a
4.BF427 + MO 24 (20+4) 80 58,7 a 65,0 ab 92,4 a 84,7 a
5.Vertimec 18 EC + MO 3 167 55,9 a 83,2 a 98,5 a 93,0 a
6.Tamaron 600 600 1000 20,8 b 26,0 be 29,0 b 27,6 b
7.Talstar 15 150 3,2 b 33,2 abc 40,5 b 34,7 b
Average number of mites on check.
Table 3. Test carried out in Londrina (PR), for the control of broad mite (P. latus) in soybean cultures. 2008/09 crop.
Figure imgf000010_0001
l.Check* 4 3 4 6
2.BF427 + MO 12(10+2) 40 68,5 ab 100 a 100 a 100 a
3.BF427 + MO 18 (15+3) 60 81,5 a 100 a 100 a 100 a
4.BF427 + MO 24 (20+4) 80 90 a 100 a 100 a 100 a
5.Vertimec 18 EC + MO 3 167 97,4 a 100 a 100 a 100 a
6.Tamaron 600 600 1000 62,8 ab 41,4 b 26,3 b 29,6 b
7.Talstar 15 150 51,4 b 52,7 b 30,3 b 40,8 b
Average number of mites on check.
Excellent controls were observed in Tables 1 and 2 above, aiming solely at controlling two-spotted spider mite (T. urticae). At 15 and 12 days after treatment (DAT), treatment with BF 427 at a dose of 0.06 IJha shows an efficiency of 97.4 and 80%, respectively, while Talstar applied alone shows control efficiencies of 75.1 and 34.7% over the same period.
In the case of broad mite (P. latus), good efficacy of BF 427 was observed at 12 DAT (see Table 3 above), with control efficiencies of 100%, while Talstar separately controlled only 40.8% in the same study period.
Example 5 - Use of BF 427 on soybean cultures in combating stink bugs and caterpillars:
The present invention also provides control of stink bugs and caterpillars, through the additive and synergistic effect of bifenthrin and abamectin.
Comparing the treatments (see Table 4 below), one can note that the combination of bifenthrin and abamectin provided good efficacy on the soybean looper (P includens), which was not observed with Vertimec 18 EC® (commercial product by Syngenta) attesting the additive and synergistic effect of bifenthrin over abamectin alone.
One can also observe an excellent action of pre-mixture BF 427 on stink bugs Euschistus hems and Nezara vi dula (see Tables 5 and 6 below).
Table 4. Summary of two tests performed in Palmeira de Goias (GO) and Silvania (GO), aiming to control Pseudoplusia includens in soybean cultures. 2007/08 crop. l.Check* 5 5 5 3 4
2.BF427 + MO 12(10+2) 40 85 a 90 a 92 ab 72 c 69 be
3.BF427 + MO 18 (15+3) 60 81 a 88 a 92 ab 70 c 70 be
4.BF427 + MO 24 (20+4) 80 86 a 90 a 94 a 92 ab 67 c
5.Vertimec 18 EC + MO 3 167 32 c 27 c 5 c O d 33 d
6.Tamaron 600 600 1000 66 b 60 b 43 b 61 c 46 c
'Average number of worms on check.
Table 5. Summary of the 5 tests carried out in Maua (PR), Rondonopolis (MT), Cezarina (GO), Palmeiras de Goias (GO) and Silvania (GO), aiming to
Figure imgf000011_0001
2.BF427 + MO 12(10+2) 40 77 ab 61 b 53 b 54 b 66 a
3.BF427 + MO 18 (15+3) 60 74 ab 75 ab 66 ab 55 b 63 a
4.BF427 + MO 24 (20+4) 80 81 ab 63 b 73 a 70 a 64 a
5.Vertimec 18 EC + MO 3 167 2 c 10 c 7 c 2 c 14 b
6.Tamaron 600 600 1000 86 a 78 a 78 a 65 ab 61 a
* Average number of worms on check.
Table 6. Summary of two tests performed in Cezarina (GO), Palmeiras de Goias (GO) and Silvania (GO), aiming to control Nezara viridula in soybean cultures. 2007/08 crop. -·;--' . Rate g o. iim|/h¾-. iControle - stink bugs (W vuidulo ) ·. τ· X
p.c. 3iDAT 5 DAT ,7 DAT 10 DAT J l.Check* 10 3 7 8 9
2.BF427 + MO 12(10+2) 40 63 c 48 b 57 be 60 ab 60 be
3.BF427 + MO 18 (15+3) 60 64 be 85 a 66 ab 68 ab 70 ab
4.BF427 + MO 24 (20+4) 80 73 abc 94 a 68 ab 65 ab 60 be
5.Vertimec 18 EC+ MO 3 167 li d 0 c O d 20 c 14 d
6.Tamaron 600 600 1000 81 a 86 a 75 a 64 ab 67 ab
•Average number of worms on check.
Another important factor is the insecticidal effect on caterpillars and stink bugs. In Tables 4, 5 and 6 above, it was possible to identify a good performance of pre-mixture BF 427, with control above 70% in the soybean looper (P. includens), brown stink bug (E. heros) and green stink bug (N viridula), whereas abamectin applied alone had low efficiency at around 10 to 30%.
The reduction of the applied dose provides advantages, such as, for example, less disposal of packaging materials and less environmental impact by reducing the dose/ha, besides preventing the emergence of resistant mites by using two different mechanisms of action.
The present invention also provides a product of broad spectrum, aiming to control mites, stink bugs and caterpillars, which are plagues that are more effectively controlled by bifenthrin and abamectin in association.
The test carried out to show the efficacy of BF 427 on the two- spotted spider mite (T. urticae) and broad mite (P. latus) has its results shown in Tables 1 , 2 and 3 above. The control obtained from the formulation at a dose that results in the application of 15 g/ha bifenthrin plus 3 g/ha abamectin is substantially higher than the control obtained with 15 g/ha bifenthrin with isolated application. Tables 4, 5 and 6 above show the results. The control efficacy at 10 days after treatment provided by a suspension concentrate formulation of the combination, applied at a dose of 15 g/ha bifenthrin plus 3 g/ha abamectin, provided control of the soybean looper (P. includens), brown stink bug (E. heros) and green stink bug (N viridula), far exceeding the 3 g/ha abamectin with isolated application.

Claims

1. An agrochemically synergistic formulation, characterized by comprising:
(i) abamectin;
(ii) bifenthrin; and
(iii) suitable adjuvants, carriers and/or excipients; wherein the ratio of abamectin:bifenthrin in the formulation is about 0.01-3:3- 7, preferably about 1 :5.
2. The formulation according to claim 1 , characterized in that it comprises about 1 to about 699 gai/L of bifenthrin and about 699 to about 1 gai/L of abamectin, preferably about 250 gai/L of bifenthrin and about 50 gai/L of abamectin.
3. The formulation according to claim 1 , characterized in that it comprises a total of about 10 to about 700 gai/L of bifenthrin and abamectin, preferably about 300 gai/L.
4. The formulation according to any one of claims 1 to 3, characterized in that the suitable adjuvants, carriers and/or excipients are selected from the group consisting of: water, surfactants, antifoaming agents, rheology modifiers, dispersing agents, wetting agents, bacteriostatic or bactericide agents, colorants/dyestuff, antiagglomerating agents, stabilizers, antifreezing agents, clay, silicates, silica, resins, waxes, cellulosic fibers, fertilizers, C1-C14 alcohols, glycols, acetates, ketones, glycerides, saturated or unsaturated hydrocarbons, fatty acid esters, vegetable oils, mineral oils, and mixtures hereof.
5. The formulation according to any one of claims 1 to 4, characterized in that it is in the solid or liquid form, preferably the solid form is a wet powder (PW) and/or water-dispersed granules (VVDG) and the liquid form is an emulsified concentrate (EC), concentrated suspension (SC), suspension-emulsion (SE) and/or concentrated emulsion (EW).
6. The formulation according to any one of claims 1 to 5, characterized in that it comprises: (components) [concentration (g/100mL)]
Water qsp
Silicone Emulsion 0.5
EO/PO Copolymer 3
Nonylphenol phosphate 0.5
Benzisothiazolin 0.25
Monoethylene glycol 5.5
Xanthan gum 0.2
Abamectin 5
Bifenthrin 25
7. The formulation according to any one of claims 1 to 6, characterized in that it comprises:
(components) [concentration (g/ 00ml_)]
Water qsp
Silicone Emulsion 0.5
EO/PO Copolymer 4.5
Nonylphenol phosphate 1
Benzisothiazolin 0.25
Monoethylene glycol 8
Xanthan gum 0.25
Abamectin 5
Bifenthrin 25
8. The formulation according to any one of claims 1 to 7, characterized in that it comprises:
(components) concentration (g/100ml_)]
Water qsp
Silicone Emulsion 0.5
Tristyrylphenol with 54 moles of ethylene oxide 3
Isotridecyl alcohol with 8 moles of ethylene oxide 1.5
Nonyl phenol with 10 moles of ethylene oxide 1
Benzisothiazolin 0.25 Monoethylene glycol 6
Xanthan gum 0.2
Abamectin 5
Bifenthrin 25
9. A process for preparing an agrochemically synergic formulation as defined in any one of claims 1 to 8, characterized by comprising the steps of:
mixing, within a vessel, abamectin and bifenthrin in a ratio of about 0.01-3 parts of abamectin and about 3-7 parts of bifenthrin; with suitable adjuvants, carriers and/or excipients;
obtaining the agrochemically synergistic formulation; and packing it into commercial packages.
10. An use of abamectin and bifenthrin, characterized by being in the manufacture of an agrochemically synergistic formulation for controlling and/or combating plagues and diseases caused therefrom in vegetable cultures.
11. An use of the agrochemically synergistic formulation as defined in any one of claims 1 to 8, characterized by being for controlling and/or combating plagues and diseases caused therefrom in vegetable cultures.
12. The use according to any one of claims 10 and 11 , characterized in that the cultures are selected from soybean and the plagues are selected from Euchistus herus, Nezara viridula, Piezodorus guildini, Dichelops furcatus, Edessa meditabunda, Anticarsia gemmatalis, Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus.
13. A method for controlling and/or combating plagues and diseases in vegetable cultures, characterized by comprising applying the agrochemically synergistic formulation as defined in any one of claims 1 to 8, over said plagues, their habitat and/or vegetable cultures.
14. The method according to claim 13, characterized in that the cultures are selected from soybean, and the plagues are selected from Euchistus hews, Nezara viridula, Piezodorus guildini, Dichelops furcatus, Edessa meditabunda, Anticarsia gemmatalis, Pseudoplusia includens, Tetranichus urticae and Polyphagotersunemus latus.
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015021991A1 (en) * 2013-08-16 2015-02-19 Cheminova A/S Combination of 2-methylbiphenyl-3-ylmethyl (z)-(1r)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate with at least one insecticide, acaricide, nematicide and/or fungicide.
CN105265427A (en) * 2014-10-12 2016-01-27 安徽迪邦药业有限公司 Preparation method for insecticide
CN106508918A (en) * 2016-08-31 2017-03-22 陕西西大华特科技实业有限公司 Application of benziothiazolinone-containing chemical agent for prevention and treatment of potato black shank and prevention and treatment method
WO2017061959A1 (en) 2014-12-04 2017-04-13 Entovest İlaç Κi̇μυα Ve Teknoloji̇ Araştirma Merkezi̇ Sanayi̇ Ti̇caret Li̇mi̇ted Şi̇rketi̇ A pesticide composition comprising a combination of bifenthrin and abamectin molecules in capsule form
WO2017176836A1 (en) * 2016-04-06 2017-10-12 Fmc Corporation Compositions and methods for controlling fecundity of arachnida species
WO2020075167A1 (en) 2018-10-07 2020-04-16 Adama Makhteshim Ltd. Ternary insecticidal mixture

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4238505A (en) 1978-01-20 1980-12-09 Fmc Corporation Insecticidal biphenylmethyl perhaloalkylvinylcyclopropanecarboxylates

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4238505A (en) 1978-01-20 1980-12-09 Fmc Corporation Insecticidal biphenylmethyl perhaloalkylvinylcyclopropanecarboxylates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CDS THOMAS: "The Pesticide Manual", vol. 88, 2003

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015021991A1 (en) * 2013-08-16 2015-02-19 Cheminova A/S Combination of 2-methylbiphenyl-3-ylmethyl (z)-(1r)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate with at least one insecticide, acaricide, nematicide and/or fungicide.
CN105265427A (en) * 2014-10-12 2016-01-27 安徽迪邦药业有限公司 Preparation method for insecticide
WO2017061959A1 (en) 2014-12-04 2017-04-13 Entovest İlaç Κi̇μυα Ve Teknoloji̇ Araştirma Merkezi̇ Sanayi̇ Ti̇caret Li̇mi̇ted Şi̇rketi̇ A pesticide composition comprising a combination of bifenthrin and abamectin molecules in capsule form
WO2017176836A1 (en) * 2016-04-06 2017-10-12 Fmc Corporation Compositions and methods for controlling fecundity of arachnida species
CN109475126A (en) * 2016-04-06 2019-03-15 Fmc有限公司 Control the composition and method of spider type guiding principle species fecundity
CN106508918A (en) * 2016-08-31 2017-03-22 陕西西大华特科技实业有限公司 Application of benziothiazolinone-containing chemical agent for prevention and treatment of potato black shank and prevention and treatment method
WO2020075167A1 (en) 2018-10-07 2020-04-16 Adama Makhteshim Ltd. Ternary insecticidal mixture

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