FR2552626A1 - Insecticidal and/or acaricidal combination based on endosulfan. - Google Patents

Abstract

The invention relates to insecticidal and/or acaricidal compositions containing, as active ingredient, a combination based on endosulfan and N,N,4-trimethyl-2-(3-pyridyl)-5-thiazolecarboxamide. These compositions can be used for crop-protecting treatments of plants, in particular cotton plants.

Description

 The present invention relates to insecticidal and acaricidal compositions containing, as active ingredients, a synergetic combination of endosulfan and tert-trimethyl-2- (3-pyridyl) -5-thiazolecarboxamide. It also relates to a method for the phytosanitary treatment of plant diseases, in particular cotton plants using compositions containing this combination of active niatières.

 For the purpose of this text, the word "association" shall refer not only to ready-to-use combinations (that is, prepared in advance and intended for use after dilution) but also extemporaneous mixtures of active ingredients (c). that is, prepared before application to the crops in question).

décrite dans la demande de brevet français n 2 135 287.N, N, 4-trimethyl-2- (pyridyl-3) -5-thiazolecarboxamide is the active ingredient of the formula:

described in French Patent Application No. 2,135,287.

She presents a. good insecticidal activity against insects of the order Hemiptera (Hemiptera) and more particularly in this order with regard to the insects of the familiar Aphididae (aphids or aphids) Psyllidae (psyllids or false aphids) and Aleyrodidae (flies white).

Endosulfan or α , ss -1,2,3,4,7,7 hexachlorobicyclo [2,2, I] -hepten-2-bisoxymethylene-5,6-sulphite is the active ingredient of formula:

 It is described in US Pat. No. 2,799,685.

It has a good insecticidal activity vis-à-vis insects orders Hemiptera (Hemiptera)
Diptera (Diptera) Lepidoptera (Lepidoptera) and more particularly, cyans these orders, vis-à-vis the insects of the families Aphididae, Aleyrodidae and Noctuidae.

It has now been found, and this is the subject of the present invention, that certain combinations of these two active ingredients unexpectedly have a mutually enhanced insecticidal activity vis-à-vis certain insects of the family of
Aleyrouidae.

 The invention therefore relates firstly to insecticidal and acaricidal compositions characterized in that they contain a synergistic combination of N, N, 4-trimethyl-2- (3-pyridyl) -5 thiazolecarboxamide and endosulfan.

 The invention relates more particularly to the compositions for which said combination comprises from 0.1 to 200 parts by weight of N, N, 4-trimethyl-2- (3-pyridyl) -5 thiazolecarboxamide per one part by weight of endosulfan and preferably from 0.5 to 150 parts by weight of the first of these compounds for one part by weight of endosulfan.

 The content of active material (that is to say the content of combination of the two active ingredients) of the compositions according to the invention is usually between 0.001 and 95% by weight.

 The invention therefore also relates to the insecticidal and acaricidal compositions comprising, as an active ingredient from 0.001% to 95% by weight of the combination defined above, and furthermore containing an inert carrier, liquid or solid, acceptable in agriculture and / or one or more surfactants also acceptable in agriculture and, optionally, other adjuvants acceptable in agriculture.

 These compositions according to the invention may also contain all kinds of other ingredients such as, for example, protective colloids, adhesives, thickeners, thixotropic agents, penetration agents, these stabilizers; sequestering agents, etc., as well as other known active ingredients with pesticidal properties (especially insecticides or fungicides) or with properties promoting the growth of plants (especially fertilizers) or with properties regulating plant growth. More generally, the synergetic combination according to the invention can be combined with all the solid or liquid additives corresponding to the usual techniques of formulation.

The invention also relates to a phytosanitary plant treatment method for controlling pests or insects or pests. It concerns more particularly a process of cotton treatment with a view to combating their depradators and ravagers, in particular against Lepidoptera and
Hemiptera, characterized in that an effective amount of a composition containing a synergistic combination of N, N, 4-trimethyl-2 (3-pyridyl) -5 thiazolecarboxamide and endosulfan is applied to said plants or in their vicinity. preferably containing from 0.1 to 200 parts by weight of N, N, 4 trimethyl-2 (3-pyridyl) -5 thiazolecarboxamide per one part by weight of endosulfan.

 Advantageously, this treatment is carried out using a composition whose constitution and the application dose are such that N, N, 4-trimethyl-2 (3-pyridyl) -5 thiazolecarboxamioe is applied at a rate of 0.1 to 1 kg. / ha and enoosulfan at 0.5 to 1.5 kg / ha.

 Example 1 - Insecticidal activity on adult whiteflies (T-rialeurodes ~ vaeorariorum) Alrodidae family.

 In a preliminary test, the concentration leading to a mortality percentage close to 50 S. is determined for each of the two active substances taken in isolation.

 For this purpose, aqueous dispersions of each of the two active ingredients are prepared. These dispersions are then diluted with distilled water so as to obtain the aqueous dispersions of each of the active ingredients having different concentrations of active material.

 Each of the dispersions obtained is sprayed to runoff on bean plants of variety variety grown in the greenhouse.

 After drying, a leaf is taken from each plant and placed in a petri dish. The petiole of the leaf is surrounded by a piece of moist hydrophilic cotton, thus ensuring the survival of the leaf.

 Two petri dishes are used for each concentration of active ingredient so as to effect two repetitions. In each of the boxes 50 adult whiteflies are introduced.

 The boxes are kept closed in the laboratory at 250C, in ambient light, with lighting of 16 hours per 24 hours, at 70% relative humidity.

 48 hours after the introduction of whiteflies, the number of dead whiteflies is counted and the percentage of mortality is thus calculated: number of dead whiteflies relative to the total number of introduced whiteflies, average of the two tests.

From these tests one chooses among the tested concentrations that which causes a percentage of mortality close to 50%. The results are as follows:
N, N, 4-trimethyl-2 (3-pyridyl) -5 thiazolecarboxamide percentage of mortality equal to 30% at the concentration of 80g / hl. In what follows, for convenience, this compound will be designated by compound A.

 endosulfan: percentage of mortality equal to 75% at the concentration of 5g / hl. In what follows, for more com modity this compound will be designated by compound B.

 Aqueous dispersions containing mixtures of the two active ingredients are now prepared by varying the respective proportions of each of the active ingredients.

 For each of these mixtures, the mortality centering is determined as indicated above. In the same test, compound A was also tested at a concentration of 80 g / hl and compound B alone at a concentration of 5 g / hl.

 The results observed are recorded in the table below in which was indicated in the column "concentration of compound A", the concentration in g / hl of this compound in the aqueous dispersion used, and in the column "concentration of compound h the concentration in g / hl of this compound b in this same aqueous dispersion.

 Tests Nos. 1 and 12 were carried out with compounds A and B tested separately, tests 2-11 using combinations of these compounds according to the invention.

 In the right-hand column of this table, under the heading "Predictable Mortality", the percentages of mortality that would have been expected in the absence of .syneryie, calculated from the equation of the right joining the point representing the result obtained with compound A alone (x = 80 g / hl, y = 30 X) and that representing the result obtained with compound B alone (x = 5 g / hl, y = 75%) .

 This equation is as follows: Predictable% = 75-0.5625 (A concen in g / hl).

BOARD

endosulfan
<tb> Report
<tb> Concentration <SEP> Concentration <SEP>% <SEP> of <SEP> Mortality <SEP>% <SEP> of <SEP> Mortality
<tb> Weighted <SEP> test
<tb> in <SEP> compound <SEP> A <SEP> in <SEP> compound <SEP> B <SEP> observed <SEP> predictable
<tb> A / B
<tb> (g / hl) <SEP> (g / hl)
<tb> 1 <SEP> 80 <SEP> 0 <SEP> 30 <SEP>%
<tb> 2 <SEP> 72 <SEP> 0.5 <SEP> 144 <SEP> 55 <SEP>% <SEP> 34.5 <SEP>%
<tb> 3 <SEP> 64 <SEP> 1.0 <SEP> 64 <SEP> 65 <SEP>% <SEP> 39 <SEP>%
<tb> 4 <SEP> 56 <SEP> 1.5 <SEP> 37.3 <SEP> 95 <SEP>% <SEP> 43.5 <SEP>%
<tb> 5 <SEP> 48 <SEP> 2.0 <SEP> 24 <SEP> 80 <SEP>% <SEP> 48 <SEP>%
<tb> 6 <SEP> 40 <SEP> 2.5 <SEP> 16 <SEP> 75 <SEP>% <SEP> 52.5 <SEP>%
<tb> 7 <SEP> 32 <SEP> 3.0 <SEP> 10.7 <SEP> 85 <SEP>% <SEP> 57 <SEP>%
<tb> 8 <SEP> 24 <SEP> 3.5 <SEP> 6.9 <SEP> 70 <SEP>% <SEP> 61.5 <SEP>%
<tb> 9 <SEP> 16 <SEP> 4.0 <SEP> 4 <SEP> 75 <SEP>% <SE> 66 <SEP>%
<tb> 10 <SEP> 8 <SEP> 4.5 <SEP> 1.8 <SEP> 75 <SEP>% <SEP> 70.5 <SEP>%
<tb> 11 <SEP> 4 <SEP> 4.75 <SEP> 0.8 <SEP> 75 <SEP>% <SEP> 72.75 <SEP>%
<tb> 12 <SEP> 0 <SEP> 5 <SEP> 0 <SEP> 75 <SEP>%
<Tb>
It will be observed from this table that the percentages of the mortality observed in the case of the combinations according to the invention are always greater than the predicted mortality percentages in the absence of synergy, which clearly demonstrates the unexpected results observed in the case. said associations.

 The compositions according to the invention or that can be used in the process of the invention, as described above, usually comprise from 0.001 to 95% (by weight) of the combination of active ingredients according to the invention (this is that is, endosulfan + N, N-4-trimethyl-2- (3-pyridyl) -5-thiazolecarboxamide). As regards the compositions adapted for storage and transport, they advantageously contain from 10 to 95% (by weight) of this combination of active ingredients.

 According to what has already been said the compositions according to the invention generally contain in addition to the combination of active materials according to the invention at least one carrier and optionally at least one surfactant.

 By the term "carrier" in the present specification is meant an organic or inorganic material, natural or synthetic, with which the active ingredients are combined to facilitate their application on the plant, on seeds or on the ground. This support is therefore generally inert and it must be acceptable in agriculture, especially for the treated plant. The support may be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.) or liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons, liquefied gases , etc ...).

 The surfactant may be an emulsifier, dispersant or wetting agent of ionic or nonionic type. There may be mentioned, for example, salts of polyacrylic acids, salts of lignosulfonic acids, salts of phenolsulphonic or naphthalenesulphonic acids, polycondensates of ethylene oxide with fatty alcohols or with fatty acids or with fatty amines. substituted phenols (especially alkylphenols or arylphenols), salts of sulfosuccinic acid esters, taurine derivatives (especially alkyltaurates), dialkylphosphoric esters or polyoxyethylated phenols. The presence of at least one surfactant is generally inauspensable when the inert carrier is not soluble in water, and the carrier of the application is slug.

 The compositions according to the invention can be in quite diverse forms, solid or liquid.

 As forms of solid compositions, mention may be made of powders for dusting or dispersion (with an active material content of up to 100).

 As forms of compositions which are liquid or intended to constitute liquid compositions during application, mention may be made of solutions, in particular concentrates which are soluble in water, emulsifiable concentrates, Mulsions, concentrated suspensions, aerosols, powders wettable (or powder spray), pasta.

The emulsifiable or soluble concentrates most often comprise 10 to 80% by weight of the combination of active ingredients, the emulsions or solutions ready for application containing, for their part, 0.01 to 20% by weight of the combination of active ingredients. In addition to the solvent, the emulsifiable concentrates may contain, when necessary, 2 to 20% by weight of suitable additives, such as stabilizers, surfactants, penetrating agents, corrosion inhibitors, colorants, As an example, here is the composition of some concentrates:
- association of active ingredients
(A / B = 0.1) 400 g / l
alkaline dodecylbenzene sulfonate 24 g / l
- Nonylphenol oxyethylated to 10 molecules
9/1 ethylene oxide
cyclohexanone 200 g / l
- aromatic solvent qsp 1 liter
According to another formula of emulsifiable concentrate,
- association of active ingredients
(A / B = 1) 250 g
- epoxidized vegetable oil 25 g
- Alkylaryl sulfonate mixture and
of polyglycol ether and fatty alcohols 100
dimethylformamide 50 g
- xylene 575 g
From these concentrates, it is possible to obtain, by dilution with water, emulsions of any desired concentration, which are particularly suitable for application to the leaves.

 The concentrated suspensions, also applicable in spraying, are prepared in such a way as to obtain a stable fluid product that does not deposit and usually contain from 10 to 75% of active ingredients, from 0.5 to 15% of surfactants, from 0.1 to 10% of thixotropic agents, from 0 to 10% of suitable additives, such as antifoams, corrosion inhibitors, stabilizers, penetrants and adhesives and, as a carrier, water or an organic liquid in which the active ingredient is little or not soluble: some organic solids or mineral salts may be dissolved in the support to help prevent sedimentation or as antifreezes for water.

 Wettable powders (or spray powder) are usually prepared to contain from 20 to 95% active ingredients, and usually contain, in addition to the solid support, from 0 to 5% of a wetting agent, at 10% of a dispersing agent, and, when necessary, from 0 to 10% of one or more stabilizers and / or other additives, such as penetrating agents, adhesives, or anti-caking agents, coloring agents, etc ...

For example, here are various compositions of wettable powders
- combination of active ingredients
(A / B = 0.1) 50 X
- calcium lignosulfonate (deflocculant) 5 X
- isopropylnaphthalene sulfonate (agent
anionic wetting agent) 1 X
- anti-caking silica 5 X
- kaolin (charge) 39 X
Another composition of 70 X spraying powder uses the following constituents
- association of active ingredients
(A / B = 1) 700 g
sodium dibutylnaphthylsulfonate 50 g
- condensation product in proportions
3/2/1 naphthalene sulphonic acid,
of phenolsulfonic acid and
formaldehyde 30 g
- kaolin 100 g
- chalk of champagne 120 g
Another composition of 40 X spraying powder uses the following constituents:
- association of active ingredients
(A / B = 50) 400 g
- sodium lignosulfonate - 50 g
- dibutylnaphthalenesulfonate spdium 10 g
- silica; 540 g
Another 25X powder composition uses the following components:
- - association of active ingredients
(A / B = 100) 250 g
- Calcium lignosulfonate 45 g
- equiponderal mixture of Champagne chalk
and hydroxythylcellulose 19 g
sodium dibutylnaphthalenesulphonate 15 g
silica 195 g
- Champagne chalk 195 g
- kaolin 281 g
Another composition of 25% spraying powder uses the following constituents
- association of active ingredients
(A / B = 150) 250 g
isooctylphenoxypolyoxyethylene ethanol 25 g
- Equal-weight mixture of chalk
Champagne and hydroxyethylcellulose 17 9
- sodium aluminosilicate 543 g
- kieselguhr 165 g
Another composition of pulveriser powder at 10 uses the following constituents
- association of active ingredients
(A / 8 = 200) 100 g
- mixture of sodium salts of sulphates
of saturated fatty acids 30 g
- condensation product of naphtha acid
sulfonic acid and formaldehyde 50 g
- kaolin 820 g
In order to obtain these sprayable powders or wettable powders, the active ingredients are intimately mixed in appropriate mixers with the additional substances and milled with the appropriate mills or other mills. Spray powders are thus obtained, the wettability and suspension of which are advantageous; they can be suspended with water at any desired concentration and this suspension can be used very advantageously especially for application to the leaves of plants.

 In place of wettable powders, pasta can be made. The conditions and methods of production and use of these pasta are similar to those of wettable powders or powders to be sprayed.

 As already mentioned, aqueous dispersions and emulsions, for example compositions obtained by diluting with water a wettable powder or an emulsifiable concentrate according to the invention, are included in the general scope of the compositions that can be used. in the present invention. The emulsions may be of the water-in-oil or oil-in-water type and may have a thick consistency such as that of a "mayonnaise".

Claims (7)

REVENDICA FIONS 1) Insecticidal and acaricidal composition characterized in that  it comprises a combination of N, N, 4-trimethyl-2 (3-pyridyl) -5-thiazolecarboxamide and endosulfan. 2) Composition according to claim 1) characterized in that  that said association comprises from 0.1 to 200 parts of  N, N, -trimethyl-2- (3-pyridyl) -5 thiazolecarboxamide for  part by weight otendosulfan. 3) Composition according to claim 2) characterized in that  that said association comprises from 0.5 to 150 parts in  N, N, 4-trimethyl-2- (3-pyridyl) -5 thiazolecarbo  xamide, for part of endosulfan. 4) Composition according to one of claims 1, 2 or 3) characterized in that it comprises from 0.001 X to 95% by weight of the combination according to the invention and an inert carrier acceptable in agriculture and / or at least one surfactant acceptable in agriculture and possibly at least one adjuvant acceptable in agriculture. 5) Phytosanitary treatment process of plants in view  to control their pests, characterized in that  an effective amount is applied to these plants  of a composition containing a synergistic association  N, N, 4-trimethyl-2- (3-pyridyl) -5 thiazolecarboxamide and endosulfan. 6) Method according to claim 5) characterized in that  the combination comprises from 0.1 to 200 parts by weight of  N, N, 4-trimethyl-2- (3-pyridyl) -5 thiazolecarboxamide for  part of endosulfan. 7) Method according to claim 6) characterized in that  the constitution of the composition and its application  are such that N, N, 4-trimethyl-2- (3-pyridyl) -5  thiazolecarboxamide is applied at 0.1 to 1  kg / ha and endosulfan at 0.5 to 1.5 kg / ha.