LT3181B - Herbicidal composition - Google Patents

Abstract

Describes a herbicidal composition combining as active ingredients 1- (4,6-dimethoxypyramidin-2-yl) -3- (3-tri fluoromethyl-2-pyridylsulfonyl) urea or a salt thereof and at least one representative of the group consisting of homoalanine 4-yl (methyl) phosphinic acid, 2-amino-4 - [(hydroxy) (methyl) phosphinyl] is required for lalanylalanine and its salts.

Description

The present invention is directed to a herbicidal composition comprising as active ingredients I- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridinylsulfanyl) (hereinafter referred to as Compound A) or a salt thereof and at least one representative thereof. groups consisting of homoalanin-4-yl (methyl) phosphinic acid (hereinafter referred to as Compound B), 2-amino-4 - [(hydroxy) - (methyl) phosphinoyl] butyrylallyanylalanine (hereinafter referred to as Compound C) and salts thereof.

Many types of herbicides have been developed and are currently in use. Because herbicide suppressed and regulated objects are a variety of weeds with a long germination period, there is a need to develop a herbicide that has a broad herbicidal spectrum, high activity and a stable herbicidal effect.

With the aim of creating a herbicide with the above properties, after extensive research, the inventors have found that the herbicidal composition of the present invention can suppress a large amount of weeds appearing in arable crops as well as in uncultivated fields. Specifically, it has been found that the herbicidal composition of the present invention has an unexpectedly greater effect than the conventional combination of the individual components and, in short, a synergistic herbicidal effect, allows the herbicidal composition of the present invention to be used at lower levels of active ingredients. compared to any of the active components when used individually. In this way, the present invention is completed.

It is an object of the present invention to provide a herbicidal composition comprising as active ingredients Compound A or a salt thereof and at least one representative selected from the group consisting of Compound B, or salts thereof, Compound C and its salts.

Examples of Compound B and its salts, as well as examples of Compound C and its salts that can be used as active components in the herbicidal composition of the present invention include optical isomers, examples of which may be D, L-homoalanine-4'l (methyl) phosphinic acid (typically called D, Lglufosinate, hereinafter referred to as Compound BD, Lysomer), L-homoalanine-4-yl (methyl) phosphinic acid (commonly referred to as L-glufosinate, hereinafter referred to as the L-isomer of Compound B) and L-2-amino-4- [(hydroxy) (methyl) phosphinoyl] butyryl-L-alanyl-L-alanine (commonly referred to as bialafos, hereinafter referred to as the L-isomer of Compound C).

Examples of salts of Compound A which may be used as one of the active components of the herbicidal composition of the present invention include alkali metal salts such as sodium and potassium; alkaline earth metal salts such as magnesium and potassium salts such as monomethylamine, dimethylamine and triethylamine; and quaternary ammonium base salts such as trimethylammonium cation and tetramethylammonium cation. Examples of salts of Compounds B and C which may be used as another active ingredient include organic and inorganic bases of Compounds B and C, more preferably sodium salts, ammonium salts and alkyl-substituted ammonium salts of Compounds B and C.

In the extreme case, the amount of one agent selected from the group consisting of Compound B, Compound B Salts, Compound C and Compound C Salts (hereinafter referred to as another particular herbicidal compound or compounds) as the above active ingredient of Compound A or other herbicidal composition of the present invention. its salts, as one of the active ingredients mentioned above, when mixed with them, may be present in relatively wide ranges. The amount of the other particular herbicidal compound will generally be from 0.1 to 300 parts by weight, preferably from 4 to 100 parts by weight, and more preferably from 5 to 70 parts by weight per part of Compound A or its salts.

The proper amount of the herbicidal composition of the present invention cannot be determined unequivocally due to the fact that it varies with the ratio of the active ingredients when mixed, the formulation, the type of weed being treated, the weather conditions, and the like. However, an amount of 0.05 to 5 g and preferably 0.2 to 3 g of Compound A or salts thereof in combination with 0.3 to 30 g is generally used in an amount of 1.0 ares (100 ares). g and preferably from 2.5 to 15 g per acre of the particular herbicidal compound (s), in addition, the total amount of active ingredients is from 0.35 to 35 g, and preferably from 2.5 to 18 g per acre. Where appropriate, the herbicidal composition of the present invention is used in dilute water or, if desired, additional auxiliary agents can be used for its application.

It is often the case that the active ingredients have some disadvantages in terms of herbicidal activity when used alone. However, there may be cases where the two active ingredients used in combination give a greater herbicidal activity than their combined activity alone (i.e., the expected activity), in which case they are said to exhibit synergistic activity. The expected activity that a combination of two types of herbicides can give can be calculated using the equation described, for example, by S.R.Colby, Weeds. Calculating Synergistic and

Antagonistic Responses of Herbicide Combinations, vol. 15, p. 20-22 (1967).

a χ β

E = α + β - 100

In the given equation, a denotes the degree (%) of inhibition of the A herbicide-treated plant using a (g / ar); β represents the degree (%) of inhibition of the plant by B herbicide application using b (g / ar); and E - represents the expected degree of growth inhibition or inhibition (%) by using a (g / ar) A herbicide and b (g / ar) B herbicide.

Thus, if the actual degree of growth inhibition (amount found) is higher than the degree of growth inhibition (amount deducted) according to the above formula, it can be claimed that the herbicidal activity is achieved due to the synergistic action of the herbicides.

The herbicidal composition of the present invention is very useful because it completely kills a very wide variety of weeds, ranging from annuals to perennial weeds, even when used with small amounts of active ingredients. If applied before emergence of sprouts or when weeds have germinated, it is also active and may have a high herbicidal effect when used as proposed, or in soil or foliar application. It follows that the herbicidal composition of the present invention is useful for controlling weeds in agricultural and horticultural areas, including hillsides, gardens, etc., but also in non-agricultural areas, including playgrounds, open areas, forests and yards or areas with tanks (areas with tank park).

The herbicidal composition of the present invention is prepared by mixing various excipients with Compound A or a salt thereof and other specific herbicidal compound (s), and preparing it in a form such as wetting powder, suspension concentrate, water dispersible granules, granule dust, water soluble granules, powder or soluble concentrates in accordance with the usual preparation of agricultural chemicals. Compound A, or a salt thereof, and other specific herbicidal compound (s) may be either mixed together and either formulated in a formulation or formulated in individual formulations and then blended.

The above formulations of the herbicidal composition may contain from 1 to 98% by weight, preferably from 2 to 95% by weight. % of active ingredients.

Examples of the above-mentioned adjuvants include solid carriers such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon black, kaolin, bentonites, yoghurt, water-soluble starch, sodium carbonate, sodium bicarbonate, and sodium sulfate; antifreeze agents such as ethylene glycol and propylene glycol; Materials crumb to increase and surface active substances such as alkyl sulphates salts lkilbenzosulfatų salts, lignosulfonate salts, polyoxyethylene alkyl ethers, ethers polioksietilenriebios lensorbitan fatty acid esters polioksietilenstirilfenilo ethers, polycarboxylates salts dialkilsulfokcinatų salts alkildiglikolinių ether sulfates polioksietilenalkilarlnių sulphate ethers polioksietilenalkilarilfosfatų salt , polyoxyethylene hydrogenated castor oil, styrylphenylphosphates and naphthalenesulfonate and formalin condensates; vegetable oils and mineral oils such as olive oil, kapok oil (cotton tree oil), polyoxyethylene lauryl acids, polyoxyethylen 3181 B coconut oil, rice oil, oil, soybean oil, chemelia oil, sesame oil, corn oil, arachis oil seed oil, rapeseed oil, linseed oil, fennel oil, liquid paraffin; diluents such as propylene glycol monomethyl ether; thixotropic agents such as aluminum-magnesium silicate and bentonitalkylamine complexes; and hardeners such as xanthan gum. The above-mentioned adjuvants may be used, if necessary, for premixing. The herbicidal composition of the present invention obtained in the above manner may additionally incorporate other herbicides, insecticides, fungicides and / or plant growth promoters.

In the following description, the preparation forms of the herbicidal composition of the present invention will be provided, but are not limiting.

Example of Preparative Form I

(I) Ammonium of Compound B, D, L-Isomer salt 18.5 sv parts (2) Sodium salt of Compound A 1.3 sv parts (3) Sodium alkyldiglycol sulphate ether 30th sv parts (4) Propylene glycol monomethyl ether 20th sv parts (5) Water 30.2 sv parts

The above components are mixed together to give a water-soluble concentrate.

Preparation Form II Example (1) Ammonium salt of Compound B, D, L-Isomer (2) Compound A sv. parts 2 wt. parts (3) Soya bean oil (4) Bentonite-alkylamine complex (New D Orben®: manufactured by Shiraishi Kogyo Kaisha, Ltd.) (5) Polyoxyethylene alkylaryl ether, polyoxyethylene hydroxylated castor oil, polyoxyethylene alkylaryl phosphate, sodium dialkyl sulphoxylic acid and polyoxyethylene fatty acid (Sorpol 3747K®: manufactured by Toho Chemical Industry Co., Ltd.). parts sv. parts sv. parts

The above components are evenly mixed together to give a suspension concentrate in oil.

III an example of a preparative form (I) Ammonium D, L-isomer of compound B salt 30th sv parts (2) Jungian A 2 sv components (3) Liquid normal paraffin 51 sv components (4) Bentonite-alkylamine complex {New D Orben: Made by Shiraishi Kogyo Kaisha, Ltd.) 2 sv components (5) Polyoxyethylene sorbitan trioleate (Sorbon T-85®: manufactured by Toho Chemical Industry Co., Ltd.) 15th sv parts

The above components are mixed together using a nebulizer to give a suspension concentrate in the form of an oil.

Example of Preparative Form IV

(I) Ammonium salt of the L-isomer of compound B 30th sv parts (2) Compound A 2 sv components (3) Jiclite 51 sv part

(4) Sodium naphthalenesulphate and formalin condensate (Lavelin S: manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) (5) White Soot (6) Sodium Polyoxyethylene Alkylaryl Sulfate Ether with White Soot (Sorpol 5039®: manufactured by Toho Chemical Industry Co., Ltd.). , Ltd.) sv. parts 10 sv. parts weight components

The above components are blended to form a wetting powder.

together and

Example of Form V

(I) Ammonium salt of D, L-isomer of compound B 80 sv parts (2) Compound A 5 sv components (3) Surface active special poly- of the carbonic acid polymer type material (Demol EP: Made by Kao Corporation) 8th sv components (4) Sodium sulphate 7th sv components

The above components are dissolved or suspended in three times the volume of water and then spray dried in a dryer to give water dispersible granules.

Example of Preparative Form VI

(I) Ammonium salt of D, L-isomer of compound B 40 sv parts (2) Sodium salt of Compound A 2 sv components (3) Water-soluble starch 53 sv components (4) Sodium lignosulfonate 5 sv components

The above components are mixed together to give a water-soluble powder.

VII 9th an example of a preparative form (I) Sodium salt of compound D, L-isomer of compound C 45 sv components (2) Compound A 3 sv components (3) Sodium alkyl sulfate (Monogen Y- 500: Made by Dai-ichi Kogyo Seiyaku Co., Ltd.) 20th sv parts (4) Sodium naphthalenesulfonate and formaldehyde Malin Condensate (Lavelin FAN: made by Dai-ichi Kogyo Seiyaku Co., Ltd.) 5 sv components (5) Sodium lignosulfate 10th sv parts (6) Sodium sulphate 17th sv parts

The above components are mixed together and 5 to form a wetting powder

VIII an example of a preparative form (I) Ammonium D, L-isomer of compound B salt 2 sv components (2) Compound A 0.2 sv parts (3) Calcium carbonate (fine granules) 92.8 sv components (4) Sodium dialkylsulfosuccinate (Neocol YSK: manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) I sv part (5) Polyoxyethylenoctylphenyl ether (Noigen EA-92®: manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) 2 sv components (6) White soot 2 sv components

The above components are mixed together to form granules.

Example IX Preparation Form (I) Ammonium salt of Compound B, D, L-Isomer, m.p. parts (2) Compound A (3) Sodium naphthalenesulfonate and formalin condensate (Lavelin FAN :) sv. parts sv. components

The above components are mixed together to give a wetting powder.

Example of Form X

(I) Ammonium D, L-isomer of compound B salt 82.5 sv components (2) Compound A 5.5 sv components (3) Sodium bicarbonate 7th sv components (4) Sodium alkyl sulfate (Monogen V-500® :) 5 sv components

The above components are mixed together to give a water-soluble powder.

Example of Preparative Form XI

(I) Ammonium D, L-isomer of compound B salt 60 sv parts (2) Compound A 4 sv components (3) Sodium alkyl sulphate (Monogen Ϊ-500®) 15th sv parts (4) Calcium lignosulfate 10th sv parts (5) Sodium sulphate II sv parts The above components are mixed together and a wetting powder is obtained.

The herbicidal activity of the herbicidal composition of the present invention will be demonstrated by the following test examples.

Test Example I (Leaf Processing Test) u

The soil of the upland area was filled with Wagner cups of 1/5000 aro (ar (a) = 100 m ² ) and planted with stumps of Solidago altissima collected from the fields and then stumps were grown in a greenhouse. When the plants reached a height of 20 - 30 cm, using a small sprayer, the leaves of the plants were sprayed with a fixed amount of each composition, which was previously diluted with water for 15 liters and then mixed with

0.05 volume% sprider (Shin Rino ^@ : made by Nihon

Nohyaku Co., Ltd.). The weight of fresh leaves was determined 25 days after leaf processing. The degree of growth inhibition (%) was calculated from the following equation and is shown in Table 1:

Weight of fresh leaves in the treated area

Growth (%) inhibition = (I- - x 100 degree

Weight of fresh leaves in untreated area

TABLE I

Active ingredients recovery quantity (g / y) Growth degree of inhibition (%) Compound A I 63 0.5 51 0.25 46th Ammonium D, L-isomer of compound B 10th 84 salt (trade name 5 72 Basta) 2.5 55 Ammonium salt of the L-isomer of compound B 5 77

Active ingredients recovery quantity (g / y) 2.5 1.25 Growth degree of inhibition (%) 68 48 Sodium salt of compound C L-isomer 10th 79 (Trade name: Herbi-Ace) 5 70 2.5 51 I 10 100 I 5 100 I 2.5 100 Compound A 0.5 + 10 100 + 0.5 + 5 100 0.5 + 2.5 88 Ammonium of the L-isomer of compound B D 0.25 + 10 97 salt (trade name: 0.25 + 5 94 Basta) 0.25 + 2.5 85 I + 10 100 1 + 5 100 I + 2.5 98 Compound A 0.5 + 10 100 + 0.5 + 5 100 0.5 + 2.5 92 Ammonium salt of the L-isomer of compound B 0.25 + 10 96 0.25 + 5 91 0.25 + 2.5 83 Compound A I + 10 100 + 1 + 5 100 I + 2.5 91 Sodium salt of compound C L-isomer 0.5 + 10 100 (trade name: Herbi-Ace) 0.5 + 5 100 0.5 + 2.5 89 0.25 + 10 99 0.25 + 5 93 0.25 + 2.5 85

test sample (leaf processing test)

The soil of the uphill fields was filled with cups of 1/10000 aro and inoculated with Digitaria sanguinalis. When the plants reached the 4-leaf stage, their leaves were treated with a predetermined amount of each composition using a small spray, the composition was diluted with water for 15 liters per acre and then mixed with 0.2 vol% sprinkle (Shin Rino). 20 days after leaf processing, the weight of the fresh above-ground plant part was measured. The degree of growth inhibition (%) is calculated from the equation in Test Example I (value found) and the degree of growth inhibition (%) is calculated from the above Kolbi equation (calculated value) shown in Table 2.

table

Active of gradients using the imo quantity (g / y) Inhibition of growth degree (%) Found Estimated chalkboard 5 99.4 I 67.3 0.6 47.4 Compound A 0.4 16.9 0.2 5.3 0.1 3.5 0.05 0 The D, L-isomer of compound B 10th 100 ammonium salt (commercial 4 90 title: Basta) 3 85 2 52.3 I 35.8 0.5 12.8

0.3 0.9 I + 0.5 99.4 71.5 I + 0.3 90.3 67.6 0.6 + 0.5 95.0 54.1 0.6 + 0.3 96.3 47.9 0.4 + 0.5 95.7 27.5 0.4 + 0.3 91.9 17.6 0.2 + 4 96.9 90.5 Compound A + 0.2 + 3 95.4 85.8 0.2 + 2 86.9 54.8 The D, L-isomer of compound B 0.2 + 1 81.3 39.2 ammonium salt (commercial 0.2 + 0.5 78.8 17.4 title: Basta) 0.2 + 0.3 72.3 6.2 0.1 + 4 97.2 90.4 0.1 + 3 87.2 85.5 0.1 + 2 75.4 54.0 0.1 + 1 74.1 38.0 0.1 + 0.5 72.3 15.9 0.1 + 0.3 62.0 4.4 0.05 + 4 96.6 90.0 0.05 + 3 89.7 85.0 0.05 + 2 72.0 52.3 0.05 + 1 70.4 35.8 0.05 + 0.5 70.4 12.8 0.05 + 0.3 57.0 0.9

test sample (leaf processing test)

In a field where weeds such as Solidago 5 altissima, Agropyron smithii and Digitaria sanguinalis grew, and when the average height of these weeds reached 20 to 40 cm, a fixed amount of each herbicidal composition was diluted with water at 15 1 / a and then mixed. with 0.05% v / v Sprin (Shin Rino®) by small spray application. 30 days after leaf application, the herbicidal effect of the herbicidal composition was visually tested according to the following criteria. The results are shown in Table 3.

Grade inhibition (%)

1 0-19 2 20th - 29th 3 30th - 39 4 40 - 49 5 50 - 59 6th 60 - 69 7th 70 - 79 8th 80 - 89 9th 90 - 99 10th 100

table

Quantity of active ingredient gradients (g / a) Estimated and I Compound A 1 6th 0.5 5 The D, L-isomer of compound B 10th 7th ammonium salt (commercial 5 5 title: Basta) Ammonium of the L-isomer of compound B 10th 6th salt 5 5 Sodium of compound C L-isomer 10th 6th salt (commercial 5 5 title: Herbi-Ace) Compound A + 1 + 10 10th 1 + 5 10th The D, L-isomer of compound B 0.5 + 10 10th ammonium salt (commercial 0.5 + 5 9th title: Basta) Compound A + 1 + 10 10th

1 + 5 10th Ammonium of the L-isomer of compound B 0.5 + 5 10th salt 0.5 + 5 8th Compound A + 1 + 10 10th 1 + 5 10th Sodium of compound C L-isomer 0.5 + 10 10th salt (commercial 0.5 + 5 8th title: Herbi-Ace)

While the present invention has been described in detail with reference to specific examples of how it is used, it will be understood by those skilled in the art that various modifications thereof can be made without departing from the spirit and scope thereof.

Claims (7)

A herbicidal composition, characterized in that it contains as active ingredients 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) urea or a salt thereof and at least one representative selected from the group consisting of consisting of homoalanin-4-yl (methyl) phosphinic acid, 2-amino-4 [(hydroxy) (methyl) phosphinoyl] butyrylallylalanine and their salts. 2. The herbicidal composition according to claim 1, wherein the active ingredient is 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyrimidinesulfonyl) urea or a salt thereof and homoalanin-4-yl (2). methyl) phosphinic acid or its salt. 3. The herbicidal composition according to claim 1, wherein the active ingredient comprises 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) -urea or a salt thereof and 2-amino-4 [ (hydroxy) (methyl) phosphinoyl] butyrylallylalanine or a salt thereof. 4. The herbicidal composition according to claim 2, wherein the active ingredient comprises 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) urea and D, L-homoalanin-4-yl. (methyl) ammonium phosphinate. 5. The herbicidal composition according to claim 3, wherein the active ingredient comprises 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) -urea and L-2-amino-4- [ (hydroxy) methyl) phosphinoyl] butyryl-L-alanyl-L-alanine sodium salt. ^18th 6. The herbicidal composition according to claim 1, characterized in that it contains from 0.1 to 300 parts by weight of homoalanin-4-yl- (methyl) phosphinic acid, 2-amino-4 - [(hydroxy) (methyl) phosphinoyl] butyrylallyl 5 nin or its salts mixed with 1 part by weight of 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulphonyl) urea or its salt. 7. The herbicidal composition according to claim 1, characterized in that from 0.05 to 5 g of arui, 1- (4,6-dimethoxypyrimidin-2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl). urea or its salts are used in combination with 0.3-30 g of arui homoalanine-4yl (methyl) phosphinic acid, 2-amino-4 - [(hydroxy) (methyl) 15 phosphinoyl] butyrylallylalanine or their salts, in addition, the total amount of the two active ingredients is 0.35 to 35 g per ar.