PT86065B - PROCESS FOR THE PREPARATION OF HERBICIDAL COMPOSITIONS CONTAINING AMINOTRIAZOL AND A DERIVATIVE OF 2-NITRO-5-PHENOXY- (SUBSTITUTED) -BENZOIC ACID USED FOR THE TREATMENT OF WEEDS - Google Patents

Abstract

Herbicidal compositions comprising aminotriazole (I) and at least one 2-nitro -5- phenoxy benzoic acid of formula (II), optionally in combination with an inert support, are new. Z6 = Cl or CF3 Z5 = H, Cl, or F Z7 = H, Cl or F Z8 = nitro p = 0 or 1 R13 and R14 = H or methyl, and are the same or different Z9 = OH, O-alkoxy, OM, or lower alkyl sulphonamide, in which the alkoxy groups pref. have 1-6 C atoms and M = alkali or alkaline earth atom.

Description

Process for the preparation of herbicidal compositions containing aminotriazole and a derivative of 2-nitro-5-phenoxy (substituted) -benzoic acid usable for the treatment of weeds

The present invention concerns a process for the preparation of new herbicidal compositions as well as methods for treating vegetables with the compositions thus obtained. The compositions according to the present invention are prepared by combining an aminotriazole and one or more 2-nitro-5-phenoxy-benzoic acids or their derivatives.

Aminotriazole is the common name for the compound whose chemical name is 1H-1,2,4-triazolyl-3-amine.

2-nitro-5-phenoxy-benzoic acids and their derivatives (hereinafter referred to as phenoxy-benzoic acid derivatives) respond to the general formula.

in which:

Ζθ represents a chlorine atom or a CF ^ radical,

Z (- represents a hydrogen, chlorine or fluorine atom,

Z ^ represents a hydrogen, chlorine or fluorine atom,

Ζθ represents a radical N0 ₂ , ο

ç.

ρ represents a number equal to 0 or 1, Κ _Ί , and E _v , the same or different, each represents a hydrogen atom or a methyl group,

Zg represents a hydroxy or alkoxy group, preferably lower alkoxy (comprising one to six atoms of caz-bono), or a group of general formula CM (in which M represents an atom of an alkali or alkaline earth metal, preferably sodium or potassium) or a (lower) sulfonamide group.

In addition to the active ingredients, the compositions may optionally contain conventional adjuvants known in the art, such as solid or liquid supports, acceptable in agriculture, and surfactants equally acceptable in agriculture. In particular, the usual inert supports and the usual surfactants are usable. These compositions are also part of the present invention.

These compositions may also contain any kind of other ingredients such as, for example, protective colloids, adhesives, thickeners, thixotropic agents, penetrating agents, sterilizers, sequestrants, etc., as well as other known active ingredients with pesticidal properties ( particularly insecticides, fungicides, or herbicides) or with plant growth regulating properties. Generally, the compounds used in the present invention can be combined with any solid or liquid additives corresponding to the usual formulation techniques.

It is convenient to mix the compositions according to the present invention well in order to make them homogeneous. These compositions may be in a ready-to-use form or be formed out of time.

The present invention also relates to a method of treatment which consists of applying an effective amount of compositions according to the present invention to the vegetables to be destroyed.

These compositions can be applied on leaves and, preferably, on weeds with green leaves. These compositions can also be applied just before harvest in order to destroy weeds whose roots persist in the soil after harvest. It is also possible to plant very quickly after harvesting without having to carry out mechanical cleaning operations (manual or otherwise). However, this method is reserved for cases where the herbicides applied are not persistent and / or are selective against the crops in question.

The compositions according to the present invention are intended for simultaneous, separate or time-staggered use in herbicidal treatments of vegetables, particularly post-emergence weed herbicide.

In the case of simultaneous use, ready-to-use combinations containing the combination of the active ingredients described above are advantageously used. It is also possible to use compositions prepared immediately before use, by extemporaneous mixing of the active ingredients or compositions containing each of the active ingredients as described above.

The usage can also be spaced in time.

You can also use the compositions by treating the crops to be protected successively with one and then with gold.

active in order to form in situ compositions according to the present invention aminotriazole is applied to vegetables at between 0.001 and 2 kg / ha, preferably between benzoic acid and preferably the ingredients on the plant.

In general, doses comprised

0.25 and 1.2 kg / ha.

The derivatives bifenox, benzofluorfen, vantage, acifluorfen or a salts and esters of six carbon atoms, of lactofen, fomesfen or, with its derivatives, particularly lower alkyl, with a reference to the sodium salt.

is bifenox or pr

When the benzoic acid derivative is lactofen or benzofluorfen, or fomesfen or a mixture of these, it is applied in doses preferably between 0.020 and 0.35 kg / ha, with the weight ratio being between aminotri. azole and the derivative of benzoic acid comprised between 1/70 and 60, preferably between 1/6 and 15.

When using acifluorfen and / or acifluorfen in the form of salt or ester, preferably sodium acifluorfen, it should be applied with advantage between 0.002 and 0.25 ICg / ha thereof and preferably between 0.01 and 0.1 Kg / ha, with the weight ratio between aminotriazole and acifluorfen in the form of salt or ester, advantageously between 1/40 and 150 and preferably between 1/3 and 15.

The method according to the present invention makes it possible to control a wide variety of annual and perennial weeds, mono- or dicotyledons. This method therefore allows to obtain one. good base, for the further cultivation of crops such as cereals, corn, rice, cotton, soy, beets, par

- 5 sugar beet, sunflower, rapeseed, sugar cane, leguminous crops. It also allows a good cleaning of fields of perennial culture (orchards, grapes).

The compositions according to the present invention have unexpected quality characteristics, particularly synergism and / or immediate effectiveness (that is, quick action after application).

In principle, normal doses for aminotriazole are greater than 3.5 kg / ha.

The following examples illustrate the present invention:

Examples 1 to 3 ^: application in post-germination of plant species.

In 7x7x8 cm pots full of light agricultural land, a number of seeds is sown according to the plant species and the size of the plant. seed.

The seeds are then covered with a layer of soil about 3 mm thick and the seed is allowed to germinate until it gives rise to a seedling at the appropriate stage. The treatment stage for grasses is the second leaf stage, in formation. The treatment stage for dicots is the exposed cotyledon stage, the first real leaf in development.

The pots are then treated by spraying syrup in an amount corresponding to an application volume dose of 500 l / ha. and containing the active ingredient in the desired concentration.

The syrup used for the treatment is the direct mixture of the commercialized formulation f

- from aminotriazole

- sodium acifluorfen and 240 g / 1 aqueous solution (240 g / l restored with acid).

The pots are then placed in vats intended to receive irrigation water, in sub-irrigation, and are kept for 24 days at room temperature under 70% relative humidity.

After 24 days, the number of live plants in the pots treated with the drop containing the active ingredient to be tested and the number of live plants in a control pot treated in the same conditions, but using a lime, are counted. without active ingredient. This determines the percentage of destruction of the treated plants in relation to the untreated control. A percentage of destruction equal to 100 $ indicates that there has been complete destruction of the plant species considered and a percentage of 0 $ indicates that the number of live plants in the treated pot is identical to that of the control pot.

The plants used in examples 1 to 3 are;

Ipomea purpurea or

Purple bell

Abutilon theophrasti ”or

Marsh-mallow

Sinapis arvensis or

Mustard

Tables (l) to (VI) shown below indicate the dose of active ingredient applied (alone and in combination) and the results obtained on plant species as a percentage of destruction (0 $ indicates that the number of live plants in the treated vessel is identical to the control vessel and

$ 100 indicates complete destruction of the. species considered). Tables (l), (III) and (V) show the results observed on the 6th day after spraying; Tables (II), (IV) and (VI) show the results observed 27 days after spraying.

These examples show the remarkable properties of the compositions according to the present invention for post-emergence treatments; the synergistic effect appears either immediately after spraying or a little later. In any case it is very advantageous.

TABLE I

Ipomea purpurea ”days after spraying

0 5 10 20 4th 60 120 240 Dose g / ha Acif luor fen 0 0 0 0 0 0 0 80 $ Destruction 500 0 0 0 0 50 40 50 1000 0 0 0 80 80 4th 100 2000 0 0 30 20 50 100 60 4000 0 Dose g / ha % Destruction Amino tri az o1

TABLE II

Ipomea purpurea ”days after spraying

0 5 10 20 40 60 120 24C Dose g / ha Acifluor fen 0 0 0 0 0 0 0 100 % Des- truition 500 0 0 0 20 60 50 20 1000 0 0 0 100 80 60 80 2000 0 50 80 50 80 100 80 4000 0 Dose g / ha % Destroy dog Amino triazole

TABLE III

Abutilon theophrasti days after spraying

0 5 10 20 1 40 60 120 240 Dose g / ha Acifluor fen r ----- 0 0 0 0 0 0 0 10 Destruction 500 0 10 10 20 30 10 20 1000 0 10 20 30 60 50 80 2000 0 40 80 70 80 90 100 4000 0 Dose g / ha % Destroy dog Aminotriazole

TABLE IV

Abutilon theophrasti ”days after spraying

0 5 10 20 4th 60 120 240 Dose g / ha Acifluor fen 0 0 0 0 0 0 0 10 fo Destruction, tion “ 500 70 90 80 80 90 80 60 1000 80 90 100 90 100 100 80 2000 100 100 100 100 100 98 100 4000 100 Dose g / ha $ Destruction Aminotriazole

TABLE V

Sinapis arvensis ”days after spraying

0 5 10 20 4th 6th 120 240 Dose g / ha Acylfluor fen 0 0 0 10 20 30 20 80 % Destruction 500 0 0 10 10 90 90 80 1000 0 0 20 20 95 8th 95 2000 0 0 50 30 80 80 100 4000 0 Dose g / ha $ Destruction Amino triazole

TABLE VI

Sinapis arvensis ¹¹ days after spraying

0 5 10 20 4th 60 120 24th Dose g / ha Acifluor fen 0 10 30 80 100 100 100 100 % Destruction 500 20 60 95 98 100 100 100 1000 30 98 100 100 100 100 100 2000 80 98 100 1CC 100 100 100 4000 90 Dose g / ha % Destruction Aminotriazole

Claims (6)

Claims 1.- Process for the preparation of herbicidal compositions, characterized by the fact that aminotriazole is mixed with at least one acid derivative 2-nitro-5-phenoxy (substituted) -benzoic of general formula in ^Z 6 ^Z 5 Z ^Z 8 which: represents represents represents represents represents different one one one atom atom of chlorine atom or a hydrogen, hydrogen, CF4 radical, or fluorine, chlorine chlorine or fluorine, N0 ₂ radical, number equal to 0 or 1, each represents a hydrogen atom or a one and R4, the same or a methyl group, ^Z 9 represents a hydroxy or alkoxy group preferably alkoxy having one to six carbon atoms or a group of general formula OM (in which M represents a carbon atom) alkaline or alkaline earth metal, preferably sodium or potassium) or an alkyl- (lower) -sulfonamide group, and eventually an inert support is combined, using a weight ratio between aminotriazole and the benzoic acid derivative between 1/70 and 150. 2. Process according to claim 1, characterized in that the 2-nitro-5-phenoxy (substituted) -benzoic acid is chosen from bifenox, benzofluorfen, lactofen, fomesfen preferably, weight ratio between the aminotriazole and the benzoic acid derivative mentioned above, comprised between 1/70 and 60, preferably between 1/6 and 15. Process according to Claim 1, characterized in that the 2-nitro-5-phenoxy (substituted) -benzoic acid is chosen from acifluorfen or one of its derivatives, particularly the lower alkyl salts and esters comprising one to six carbon atoms, advantageously the sodium salt, preferably in a weight ratio between 1/40 and 150 and advantageously between 1/3 and 15. 4. - Method for the treatment of weeds, characterized in that a composition prepared by the process according to claim 2 is applied, particularly in the case of weeds, at the rate of 0.001 to 2 kg / ha of aminotriazole, preferably between 0.25 and 1.2 kg / ha, and between 0.020 to 0.35 kg / ha of phenoxy-benzoic acid derivative. 5. - Method for the treatment of weeds, characterized in that a composition prepared by the process according to claim 3 is applied, at the rate of 0.001 to 2 kg / ha of aminotriazole, preferably between 0.25 and 1, 2 Kg / ha and between 0.002 a 0.25 kg / ha preferably between 0.01 and 0.1 kg / ha of acifluorfen and / or acifluorfen in the form of salts or esters. 6. - Method according to claims 4 and 5, for the treatment of weeds in post-emergence of crops, characterized by the fact that crops are chosen from cereals, maize, rice, cotton, soybeans, beets, particularly beets saccharins, sunflower, rapeseed, sugar cane and leguminous crops. Lisbon, November 3, 1987 The Official Industrial Property Agent I RESUME Process for the preparation of herbicidal compositions containing aminotriazole and a derivative of 2-nitro-5-phenoxy (substituted) -benzoic acid usable for the treatment of weeds A process for the preparation of herbicidal compositions is described which consists of mixing aminotriazole with at least one derivative of the 2-nitro-5-phenoxy (substituted) -benzoic acid of general formula ^ ^CR 13 ^R 14 “ ^C0 ^ p” ^Z 9 in which: Ζθ represents a chlorine atom or a CFg group, Zg represents a hydrogen, chlorine or fluorine atom, Z ^ represents a hydrogen, chlorine or fluorine atom, Ζθ represents a radical p represents a number equal to 0 or 1, R ^ θ and R ₁₄ , the same or different, each represent a hydrogen atom or a methyl group, Z ₉ represents a hydroxy or alkoxy group, preferably alkoxy having one to six carbon atoms, or a group of general formula OM (in which M represents an alkali or alkaline earth metal atom, preferably sodium or potassium) or a group (lower) alkylsulfonamide, and possibly associating an inert support, using a weight ratio between aminotriazole and the benzoic acid derivative between 1/70 and 150.