KR0144674B1 - Herbicidal composition - Google Patents

Abstract

The present invention relates to N- [4,6-dimethoxy-pyrimidin-2-yl) aminocarbonyl] -1-methyl-4- (2-methyl-2H-tetrazol-5-yl) -1H as an active ingredient. It relates to a herbicide composition for paddy fields comprising -pyrazole-5-sulfonamide and dimron.

Description

Herbicide composition

The present invention relates to herbicide compositions used in the discussion. In particular, the present invention relates to a herbicide composition containing compound (a) of the following structural chamber (I) and compound (b) of the following structural formula (II) as active ingredients.

In order to effectively control a wide variety of all weed species such as perennial weeds, hardwood weeds and weeds, as well as perennial hardwood weeds and the recently growing dominant weeds, numerous herbicides used in rice paddies have recently been marketed and systematically several It is generally practiced to use chemicals in the form, or materials that are applicable over relatively long periods in the form of herbicidal chemicals or mixtures that are used in a relatively wide range.

In recent years, agricultural chemicals, especially paddy herbicides applied to the water surface in most cases, have not only an insecticidal effect but also can minimize environmental pollution. For this reason, there is a strong demand for the development of highly active compounds that can use less active ingredients.

As a chemical that satisfies these demands, bensulfron methyl has been proposed (see Japanese Patent Laid-Open No. 112379/82). This chemical, which is widely used in weeds, can be controlled at a small application rate, for example, at a very small rate, such as about 1/10 to about 1/50 of conventional chemicals used in the past. . However, annual weeds show little herbicidal activity and therefore must be used in the form of mixtures with conventional chemicals for practical purposes in controlling annual weeds.

As a result of extensive studies to find herbicide chemicals widely used in weeds including annual weeds, the inventors have discovered pyrazole-tetrazol sulfonylurea represented by the above-mentioned structural formula (I) as a possible chemical. This compound of formula (I) was used only in 16 g, a significantly lower proportion of active ingredient per hectare, as demonstrated in Experimental Examples 1, 3 and 4, which will be described later. Echinochloa oryzicola) has the greatest control against major weeds in rice fields. However, their selectivity for transplanted rice seedlings is not always sufficient as described above (see Experimental Example 2 below). The present inventors have continued the research in terms of improving this point.

As a result, the present inventors have come to the present invention, by using the compound of formula (I) in combination with the dimron of formula (II) to obtain an excellent effect of eliminating the above defects, as well as perennial herb and hardwood weeds The present invention has been accomplished by obtaining the widely used herbicidal activity effective for controlling weeds, herbaceous and hardwood weeds, and in fact not being phytotoxic to transplanted rice seedlings.

Accordingly, the present invention relates to the active ingredient (a) a compound of formula (I) as described above, namely N- [4,6-dimethoxy-pyramidin-2-yl) aminocarbonyl] -1-methyl-4- (2 -Methyl-2H-tetrazol-5-yl) -1H-pyrazol-5-sulfonamide and (b) a compound of formula (II) as described above, i.e. 1- (α, α-dimethylbenzyl) -3- ( It is to provide a herbicide composition for rice fields containing 4-methylphenyl) -urea (common name: dimron).

Hereinafter, the composition of the present invention will be described in more detail.

The compound of formula (I), which is one of the active ingredients of the herbicide composition of the present invention, is known per se, as described in Japanese Patent Laid-Open No. 185906/88. This document describes the characteristic properties of excellent herbicidal effects against annual and perennial hardwoods and forage weeds, as well as annual weeds (e.g., Echinochloacrus-galli) at very low rates. have. However, depending on conditions such as soil morphology, water temperature, atmospheric temperature, and the variety of rice planted rice fields, herbicides sometimes have a detrimental effect on tolerance transfer in the early stages of rice growth.

On the other hand, the compound of the formula (II) (dimron) has low herbicidal activity against annual and perennial weeds and broad-leaved weeds, but high herbicidal activity against annual and perennial weeds. It is also known that phytotoxicity to rice is low when used in normal proportions.

When the compounds of the structural formulas (I) and (II) are mixed in accordance with the present invention, the detrimental effect of the compounds of the structural formula (I) on the growth of rice is significantly higher than that of the compounds of the structural formula (I) alone. A surprising synergistic decrease is shown, and the synergistic effect is evident when used in combination with the compound of formula (II) in very small amounts, such as about 1/7 or 2/7 of the effective amount of the compound of formula (II).

In addition, the phytotoxicity reduction effect obtained by mixing the compounds of formulas (I) and (II) is markedly observed under poor cultivation conditions, such as water leakage or shallow planting asthma, which tends to attract phytotoxicity of herbicides. Experimental Examples 7 and 8 to be described later)

The herbicide compositions of the present invention show another advantage that shows surprisingly high stability even for direct sown rice crops that are thought to be several times more sensitive than transplanted rice (see Experimental Example 9).

Such various excellent synergistic effects can be achieved by mixing the ratio of the compounds of the formulas (I) and (II) to 750 to 10,000 parts by weight of the compound of the formula (II) per 100 parts by weight of the compound of the formula (I). It is obtained by mixing extensively in parts by weight, especially 1,500 to 4,000 parts by weight, to provide useful herbicide compositions. When the formulated herbicide composition of the present invention is used in soil before or after germination of weeds, it can exhibit excellent effects.

The compositions of the present invention can be sprayed as is or used in commonly used herbicide forms (e.g. powders, granules, fine powders, pills, wetting powders, emulsions, solvents, oil suspensions, etc.) mixed with a carrier and any other auxiliaries. Can be.

Suitable solid support agents used to prepare the herbicidal compositions of the present invention typically include clays such as kaolinite, montmorillonite and attapulgite; Inorganic substances such as talc, mica, pyrophyllite, pumice, vermiculite, gypsum, calcium carbonate, dolomite, diatomaceous earth, magnesium lime, phosphorus lime, zeolite, silicon dioxide and synthetic calcium silicate; Vegetable organic substances (eg, soybean powder, tobacco powder, hodo powder, flour, wood powder, starch and crystalline cellulose); Synthetic and natural high molecular weight materials such as coumarone resins, petroleum resins, alkyd resins, polyvinyl chlorides, polyalkylene alcohols, ketone resins, ester gums, copearl gums and gumdam marges; Waxes such as carnauba wax and beeswax; And urea.

Suitable liquid support agents include paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil and white oil; Aromatic hydrocarbons (eg benzene, toluene, xylene, ethylbenzene, cumene, methylnaphthalene); chlorinated hydrocarbons (eg carbon tetrachloride, chloroform, trichloroethylene, mono chlorobenzene, 0-chlorotoluene); Ethers such as dioxane, tetra hydrofuran; Ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone and isophorone; Esters such as ethyl acetate, amyl acetate, ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate and diethyl succinate; Alcohols such as methanol, n-hexanol, ethylene glycol, diethylene glycol, cyclohexanol, and benzyl alcohol; Ether alcohols such as ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether and diethylene glycol butyl ether; Polar solvents such as dimethylformamide and dimethylsulfoxide and water.

Surfactants included in the composition for purposes such as emulsifying, dispersing, wetting, swelling, mixing, inhibiting degradation, stabilizing effective components, improving fluidity, and preventing rust, are nonionic, anionic, cationic or amphoteric, but are usually Nonionic and / or anionic surfactants are used. Suitable nonionic surfactants include heavy adducts of ethylene osides to higher alcohols such as lauryl alcohol, stearyl alcohol and oleyl alcohol; Heavy adducts of ethylene oxide for alkyl phenols such as isooctyl phenol and nonyl phenol; Heavy adducts of ethylene oxide to alkyl naphthol (eg, butyl naphthol and octyl naphthol); Heavy adducts of ethylene oxide for higher fatty acids (eg, 'palmitic acid, stearic acid, oleic acid); Heavy adducts of ethylene oxide with respect to mono- or di-alkylphosphonic acids (eg, stearyl phosphoric acid and dilauryl phosphoric acid); Heavy adducts of ethylene oxide for amines such as dodecyl amine and stearyl amine; Higher fatty acid esters of polyhydric alcohols such as sorbitol, and polyadditions thereof with ethylene oxide; And heavy adducts of ethylene oxide and propylene oxide. Examples of suitable anionic surfactants include alkyl sulfates (eg, amine salts of sodium lauryl sulfate, oleyl alcohol sulfate); Altyl sulfonate (eg, sodium dioctylsulfosuccinate and sodium 2-ethylhexenesulfonate); And aryl sulfonates (eg, sodium isopropyl naphthalene sulfonate, sodium methylene-bis-naphthalene sulfonate, sodium lignin sulfonate and sodium dodecylbenzenesulfonate).

The herbicidal compositions of the present invention are high molecular weight compounds (e.g. casein, geladine, albumin, glue, sodium alginate, carboxymeltyl cellulose, methyl cellulose, hydroxyethyl cellulose in view of improving the formulation properties and increasing the biological effect). , Polyiniyl alcohol, etc.) and other adjuvants may be optionally used simultaneously.

The supporting agents and auxiliaries may optionally be used alone or in combination depending on the purpose of the formulation and the circumstances in which it is used.

For example, the powder usually contains 1 to 7.5 parts by weight of the active ingredient compound and the residual amount of the solid support. Wetting powders usually contain 20 to 90 parts by weight of active ingredient compound and residual amounts of solid support and dispersant and wetting agent. If necessary, protective colloidal agents, thixotropes, defoamers and the like are added.

The pills usually contain 1 to 7.5 parts by weight of the active ingredient compound, with most of them being solid support. The active ingredient compound is mixed uniformly with the solid support or uniformly attached to or absorbed by the surface of the solid support. The diameter of the pills is 0.2 to 1.5 mm.

For example, emulsions usually contain about 5-30 parts by weight of active ingredient compound, about 5-20 parts by weight of emulsifier and residual amount of liquid support. If necessary, add a rust inhibitor.

Specific formulation examples of the herbicide compositions of the present invention are shown below, and are expressed in parts by weight unless otherwise specified.

[Example 1]

Wetting powder

1 part of compound of formula (1)

30 parts of compound of formula (2)

Sodium Lignin Sulfonate Part 3

Senior Stone 65

Sodium Dioctylsulfosuccinate 1 part

The ingredients are mixed well and ground in a hammer mill so that the particle diameter does not exceed 5 mm and mixed again to form a wet powder.

[Example 2]

Pill

0.03 parts of compound of formula (1)

1 part of compound of formula (2)

Neocall 0.5 part

Bentonite Part 35

Talc 63.47

The mixture is mixed well, pulverized in a hammer mill and then about 20% water is added, mixed and cut into lengths of about 3 mm by means of an extrusion cyclization machine having a diameter of about 1 mm to obtain pills.

The herbicide composition of the present invention is a herbicide for rice paddy, which may be used on paddy water surface completely immersed in paddy soil or water before transplanting rice seedlings, or on the water surface on paddy field under conditions completely immersed in water. It can be used at any time before or after germination of weeds. Usually, it is used 3 to 15 days after transplanting rice seedlings.

The herbicidal compositions of the present invention, each containing much less active ingredient compounds than normal usage, exhibit excellent herbicidal efficacy as described, and these superior effects also have a wide range of herbicidal properties against annual and perennial weeds with high resistance over a long period of time. And very effectively inhibits germination of the weeds after being used.

The application rate of the herbicide composition of the present invention does not have to be strictly limited, and can be varied widely depending on the application time, the mixing method and ratio of the effective ingredient mixture, the soil properties and conditions of the rice field, the natural conditions, the area, and the variables of rice growth. . However, as a total of effective component compounds, usually about 156 to 2,196 g / ha, preferably about 206 to 1,264 g / ha, in particular 309 to 632 g / ha are suitable.

The herbicide composition of the present invention is widely used, and is very safe for rice (does not cause plant poisoning), and has the advantage of effectively controlling annual and perennial weeds in rice fields. Examples of annual weeds that can be effectively controlled with the herbicide compositions of the present invention include Echinochloa oryzicola, Cyperus difformis, Monochoria vaginalis, Rotala indica, Lindernia pyxidaria, Dopartrium junceum, and Elatine triandra. Examples of perennial weeds include Sagittaria pygmaea, Sagittaria trifolia, Scirpus hotarui, Cyperus serotinus, and Eleocharis aki. Eleocharis acicularis, Eleocharis Kuroguwai, Oenanthe javanica, Scirpus Nipponicus, Potamogeton Distinktus and Ali Alisma canaliculatum and the like.

The use of the herbicide compositions of the present invention is described more precisely below with reference to experimental examples.

Experimental Example 1

Herbicidal effect under immersion conditions

Fill a plastic bottle with an inner diameter of 12 cm each with an alluvial soil, then mix with water and submerge the water on it to a depth of 1 cm. Seeds of Echinocchia original Cola, MonoKorea Baginalis, Cyprus deformis, and Skirpus Hotarui were germinated and germinated, respectively, Transfer tubers to the soil. Place the bottle in a room at 25 to 30 ° C. and increase the depth of submersion to 3 cm at the stage where 1 and 2.5 leaves of Echinoloa origola and Cyprus serinus were released, respectively, The mold is dissolved in acetone, diluted with water and added dropwise into a bottle with a pipette. About 4 weeks after the chemical treatment, the herbicidal effects on various weed species were graded according to the grading system as follows.

Grading system (visual observation)

(Grade) (control costs)

0: (compared to untreated area

Survival of weeds) 90-100%

1: 80-90%

2: 70-80%

3: 60-70%

4: 50-60%

5: 40-50%

6: 30-40%

7: 20-30%

8: 10-20%

8.5: 5-10%

9: 2.5-5%

9.5: 2-2.5%

10: 0%

The results are shown in Table 1 below.

The abbreviations of weed species presented in the table are as follows:

Eo ... Echinochloa oryzicola

Mv ... Monochoria vaginalis

Cd ... Cyperus difformis

Sh ... Scirpus hotarui

Sp ... Sagittaria pygmaea

Cs ... Cyperus serotinus

Experimental Example 2

Phytotoxicity Test Using Rice Transplanted Under Submerged Condition

Wagner pots each 16 cm in diameter are filled with an alluvial soil, and 1 g of granular fertilizer containing 15% of N, P and K is added to each bottle and mixed. The depth of immersion is 1 cm. Four stumps of rice seedlings grown separately at room temperature (variant: NIHONBARE, about 2.2 leaves) are transplanted to each bottle by single planting.

5-10 days after implantation, the soaked water depth is increased to 3 cm and the desired amount of each chemical is dissolved in acetone and diluted with water and added drop wise to the bottle with a pipette.

Observe the effects of chemicals on rice growth with the naked eye and measure the height of the plants. The leaves of the stem are cut just above the ground, dried at about 80 ° C. for 48 hours, and the dry weight of the ground is measured. Phytotoxicity of chemicals according to rice growth was divided into 10 levels.

Evaluation criteria for phytotoxicity against rice (visual observation)

0: grow same as untreated area

1: Observed very little adjustments in plant height and leaf color, quickly recovered.

2: Observed weakly adjusted plant height and leaf color, quickly recovered.

2.5: observed slight adjustments in plant height, powder and leaf color, more slowly recovering; slowly; Practically acceptable limits

3: Observe clear adjustments in plant height, powder and leaf color, recover more slowly

4: Observe distinctly controlled plant height, powder and leaf color; Growth delay

5: Observe distinctly controlled plant height, powder and leaf color; Stop growing

6: plant height and powder to be not more than 50% of untreated area; Stop growing

7: plant height and powder are adjusted; Significantly reduced growth after chemical treatment

8: little growth after chemical treatment; Observe stems tapering or withering

9: Most leaves wither and expect no recovery

10: complete destruction

The results are shown in Table 2 below.

Experimental Example 3

Control of the Leaves Formation Stages of Echinoloa Original Cola

Seeds of Echinolo C. origola are seeded in a laboratory bottle prepared in a similar manner to Experimental Example 1. The submerged depth of the bottle is adjusted to 3 cm in the leaf stages of 1, 1.5, 2, 2.5, 3 and 3.5, and at each time a predetermined amount of active compound is fed in the indicated manner. The conditions up to the final experiment, the experimental method and the grading system used were the same as in Experimental Example 1. The results are shown in Table 3 below.

Experimental Example 4

Leaf Generation Stage Control Experiments on Perennial Weed Species

Seeds of Skirpus hotarui were seeded in an experimental bottle prepared in the same manner as in Experimental Example 1, and tubers of germinated porphyria pigmaea, cyperus serotonin, eleokaris kuroguwai, and porphyria trifolia were planted. Implant each. The submerged depths are 10, 20, and 30 cm in heights of Eleocharis kuroguwai when two, three, and four leaves of Skirpus Hotarui, Sagittarius Pygmaeea, and Cyprus serotonus emerge. And 4 and 5 leaves of Porphyria trifolia, increased to 3 cm. Subsequently, chemical treatment is carried out by the method shown. The conditions up to the final experiment, the experimental method and the grading system used were the same as in Experimental Example 1. The results are shown in Table 4 below.

Experimental Example 5

Stability improvement effect by mixing and using the compound of formula (I) and the compound of formula (II)

Rice seedlings are transplanted into the experimental bottles prepared similarly to Experimental Example 2. Five to fourteen days after implantation, the compounds of formulas (I) and (II) are prepared, respectively, and added dropwise into a bottle with a pipette. After 14 days of treatment, the results are visually observed and the plant height and dry weight of the ground are measured. The results are shown in Table 5 below.

Experimental Example 6

Effect of herbicidal effects when the compounds of structural formulas (I) and (II) are used simultaneously

Seeding or transplanting seedlings of Echinolo Chloria original Cola, Mono Korea Baginalis, Skirpus Hotarui, Porphyria pigmaea and Cyprus serotonus in a laboratory bottle prepared similarly to Experimental Example 2 do. The eroded water depth is 2 to 3 leaves of Echinocoloa origincola, and 1.5 to 2, 2 to 3 leaves of Skirpus hotarui, Porphyria pigmaea and Cyprus serotonus. In the case of dogs, increase to 3 cm and treat with a given chemical. The results of visual observation for 4 weeks after each treatment are shown in Table 6 below.

Experimental Example 7

Stability Improvement Effect by Simultaneous Use of Compounds of Structural Formulas (I) and (II) Under Leakage Conditions

Place a 3 cm thick sponge on the bottom of the Wagner bottle, each 16 cm in diameter, and fill it with alluvial soil. After adding fertilizer, pour water and mix. Each bottle inside recognizes four rice seedling stumps. On the sixth day after transplantation, the soaked water is chemically treated at 3 cm. Leak from the bottom of the bottle so that the depth of the submersion on the first and second days after the furry is reduced by 2 cm for 8 hours. After the leak is finished, the submerged depth is 3 cm. Three weeks after the treatment, the condition of the bottle is visually observed and the dry weight of the ground portion is measured. The progress is reported in Table 7 below.

Experimental Example 8

Stability improvement effect under shallow planting asthma conditions

Rice seedlings are transplanted into a laboratory bottle prepared in a similar manner to Experimental Example 7 at 0.5 cm deep (asthma) and 2 cm deep (normal planting). Five days after implantation, the submerged depth is 3 cm and chemically treated. Three weeks after the treatment, the bottle is visually observed and the plant height and dry weight of the ground are measured. The progress is shown in Table 8 below.

Experimental Example 9

Improved Stability of Rice Sown under Soaking Conditions

Similarly to Experimental Example 7, seeded germinated rice is first placed in a bottle filled with experimental soil (10 seeds in each bottle). The next day, at the stage of 1, 2 and 3 leaves, the water depth is adjusted to 3 cm and treated chemically. About one month after each treatment, the bottle is visually observed and the dry weight of the ground is measured. The results are shown in Table 9 below.

Claims (1)

The herbicide composition for rice fields containing the compound (a) of following formula (I) and the compound (b) of following formula (II) as an active ingredient.