JPH03161404A - Herbicide for upland field - Google Patents

Abstract

PURPOSE:To provide a herbicide for upland fields by containing 2-{2-[4-(3,5- dichloropyridin-2-yloxy)phenoxy]propionyl}isooxazoline and methyl N-(3,4- dichlorophenyl)carbamate, etc., as active ingredients. CONSTITUTION:1 pt.wt. of a compound of formula I and 50-2000 pts.wt. of a compound of formula II or 1-100 pts.wt. of isopropyl N-(3-chlorophenyl) carbamate of formula III are compounded with a solid or liquid carrier and various auxiliaries (e.g. a surfactant, a stabilizer, a sticking agent) and subsequently prepared into a water-dispersing agent, flowable agent, etc., to provide a herbicide for upland fields. The herbicide exhibits an excellent herbicidal activity not only against gramineous weeds and broad-leaf weeds ranged from the non-germination period to the approximately four-leaf period but also against slightly weeded dayflowers, field horsetails, Agropyron repens P. Beauv., etc., and does not injury crops. The herbicide may be employed by either one of a soil treating method and stem-leaf treating method and can durably continue to stop the regeneration of many weeds.

Description

[Detailed description of the invention] Application field of industry L The present invention relates to a herbicide for field use.

Conventional technical field herbicides have a wide killing spectrum and residual effect that can kill weeds ranging from annual weeds to perennial weeds with a small amount of application, and can be used at a wide range of treatment times from before the emergence of weeds. It is desired that it can be used, has low human rtzm resistance, and does not cause phytotoxicity to crops. However, in reality, there are few deflowering agents that meet these expectations. At present, there are almost no herbicides that are particularly effective against perennial weeds and can be used in a wide range of FP sowing periods.

-, the active ingredient of the present invention is 2- {2- (4(
3.5-Cyclorubiricin-2-yloxy)phenoxy)propionyl}inoxazolisine (This compound has a d-form, a mono-form, or a racemic form; unless otherwise specified, these are collectively referred to hereinafter. ``Compound A'') is known as a herbicide in Japanese Patent Publication No. 63-16389. Compound A can be applied to Enocoloccusa, Nobiae, and other plants by either soil treatment or stem treatment.
Grain family miscellaneous Il with sparrow gnome! It exhibits an excellent herbicidal effect on many species, and does not cause any phytotoxicity to broad-leaved crops such as sugar beets and tikon. However, for annual broad-leaved weeds, such as cylindrical weeds, Japanese knotweed, Japanese knotweed, and perennial weeds, such as Japanese horsetail and horsetail, even if these are treated during the germination period or during the growing season, It has the disadvantage of extremely low herbicidal effect. In addition, another active ingredient, methyl N- (3.
4-cyclophenyl) carbamate (hereinafter referred to as "Compound B")
”) is “Pesticide Hunt Book 1985 Edition”
(Japan Plant Protection Association, published on January 30, 1986), page 328, etc., lists known herbicides.

Compound B can be applied to barnyard grass before emergence or in the early stages of growth in areas where upland rice, dry-field direct-seeded paddy rice, corn 1 dice, watermelon, etc. are cultivated. Enochloxa, pigweed,
It is effective against annual problems such as Japanese cyperus. However, perennial V.
# It has a poor weeding effect on grass and annual weeds that have advanced in growth, and when treated with foliage, it causes chemical damage to crops.

Furthermore, isoprobyl-N~(3-chlorophenyl)carbamate (hereinafter referred to as ``compound f'lllcJ'') is listed in ``Pesticide Hunt Book 1985 Edition'' No. 330~:J43.
Known herbicides are listed on page 32 and elsewhere. Compound C is known to be effective against annual weeds such as sycamore, sycamore, chickweed, flea weed, and ashweed in areas where wheat, onions, sugar beets, and bean sprouts are grown. However, it has the disadvantage that it is less effective against perennial weeds such as grasshoppers, pampas grass, and Ezonogisigis, as well as annual weeds with advanced growth, and there is also a concern that phytotoxicity may occur when foliar treatments are used.

In addition, ethyl 2-(4-(6-chloro-2-quinoxanyloxy)phenoxy)probionate of phenoxyphenoxy herbicides related to Compound A and the compound The
The use of a mixture with and as a herbicide, JP-A-57-13
No. 1703. However, this mixture is not preferable due to the relationship between herbicidal effect and phytotoxicity to crops.

Regardless of the invention or the problem to be solved, the present invention is applicable to field crops such as soybeans and adzuki beans. The object of the present invention is to provide a novel field herbicide that is highly effective against annual weeds and perennial 3I grasses in cultivated areas such as wheat, and can be used in a wide range of treatment periods from before weed emergence to the growing season.

f to solve 5 problems Kizuka I! The I1 Police Department and others considered ways to resolve the above issues. As a result, they discovered that the combination of compound QA and compound elB or compound 11llIC shown below produces excellent properties that cannot be imagined from the single circle of each compound, and the present invention was completed. .

Chemical name 1 2- <2- (4- (3.5-Cyclolpisocin-2-yloxy)phenoxy)propionyl}isoxazolisine Chemical name: Methyl N-(3 4-cyclolphenyl)carbamate Chemical name Isopropyl N- (3-Chlorphenyl) carbamate raw'' Compound A, compound B, or compound C used in the tree invention acts as an active ingredient of the field herbicide of the present invention.

Examples (method of formulation) The herbicide for field use of the present invention is prepared by preparing a wettable powder, a wettable powder, It can be used in formulations such as floorful (sol). The carriers used include solid carriers such as clay, talc, bentonite, kaolin, diatom, silica sucrose, etc., or solid carriers such as wood, alcohols (methanol, ethanol, improbanol, etc.), glycols (ethylene glycol, phlopylene, etc.) Liquid carriers such as glycols are used. These can be mixed with suitable surfactants and other auxiliary agents, such as stabilizers and spreading agents, to form a formulation and use it.

The mixing ratio of the active ingredients in the wood invention is appropriate, such as 1 part of compound ThA, 50 to 200 parts of compound B, and 1 to 10 parts of compound C by weight.
However, the blending ratio can be changed as appropriate depending on the conditions at the time of application. Other herbicides, fungicides, insecticides, plant control agents, etc. can also be used in combination.

Compound A (d-form, d-form, racemic d-form) can be produced by the method described in Japanese Patent Publication No. 16389/1989. Then, the compound ThA is d-style, writing style,
It can be effectively used in any racemic form.

Next, an example of formulation of the herbicide for field use according to the invention will be shown. However, in the examples, all the parts indicated as "center" are the re-attached parts.

Example 1 (Eiwa N) Compound ThA (racemic form) 2 parts, Compound 8 40 parts
5 parts of polyoxyethylene alkylaryl edel,
3 parts of calcium ligninsulfonate and 5 parts of clay
Mix 0 parts and thoroughly crush to remove the wettable powder.

Example 2 (Irrigation agent) Compound A (d form) 0.5 parts, Compound C 20 parts, polyoxyethylene alkylaryl edel 5 parts 1
3 parts of calcium ricninsulfonate, 10 parts of white carbon, and 61.5 parts of clay are mixed and thoroughly ground to obtain a wettable powder.

'2 Example 3 <Flowable> Compound elA (racemic form) 2 parts, compound Th8 40 parts, sodium alkylnaphthalene sulfonate 1 part, sodium lignin sulfonate 3 parts, xanthan gum 0
．． 3 parts and 53.7 parts of water are evenly mixed to obtain floorall.

Example 4 (Flowable) Compounding? 40.4 parts of 99 parts of TJIC, 1 part of white carbon added, and pulverized
Compound ThACd compound) 1 part, sodium alkylnaphthalene sulfonate 1 part, sodium likunin sulfonate 3 parts, xanthan gum 0.3 part and water 54.
Mix the three parts evenly to get a floorful.

The hydrating powders of Examples 1 to 4 in Section E, Floorful, are diluted with water and adjusted to have an active ingredient of 10 to 100 g per 10 ares, and processed with a chemical solution of 5 to 150 grams per 10 ares. , a high weeding effect can be obtained.

Effects of the Invention When the field herbicide of the present invention is used as a mixture of Compound A and Compound B or Compound C on field crop cultivation areas, it exhibits a superior herbicidal effect compared to when each is used alone. That is, first of all, weeds of the grass family that grew from before the emergence (L) to around the 41i stage (sparrow grass, grasshopper, hackberry, grasshopper, etc.) and broad-leaved weeds (chickweed, chickweed, etc.)
It has an excellent weeding effect on not only the difficult-to-weed common weeds, but also the perennial weeds such as Japanese horsetail, horsetail, Japanese horsetail, and Japanese horsetail, and does not cause them to die. Close.

Secondly, it shows a high defoliation effect in both soil treatment and stem nest treatment, and is persistent, so it can continue to prevent the reproduction of many of the weeds mentioned above.

Third, there are drugs for field crops such as soybeans, adzuki beans, wheat, etc., as well as for many varieties of these crops.
I can't give you anything.

Fourthly, the field herbicide of the present invention comprises compound A and compound IB.
Or compound C, which strengthens each other and exhibits high herbicidal effects without compromising the strengths of each. Moreover, its effects are stronger when used in small doses. Therefore, the present invention exhibits high heritability and high herbicidal effect against various grass weeds and broadleaf 1# without worrying about phytotoxicity to field crops by using a small amount of chemical, and does not lead to withering. I can close it.

Therefore, the combination of compound A and compound B or compound C in the present invention has been used in 44 cases as a field herbicide. Next, the usefulness of the field herbicide of the present invention will be explained using test examples.

Test Example 1 Weeding effect test by treatment during the growing season (Fill field soil (alluvial loam) into a plastic bottle with a size of 1/2000 are, and fill this L with grasshopper, blackberry, crow, I sowed 20 seeds each of Esonogishikishi and Asiatic dayflower.Then, about 1
cm of soil and these seeds were uniformly mixed and the surface layer was lightly pressed.

In addition, 10 rhizomes of Sukina were embedded, and wheat, barley, etc.
Overall, 10 red bean seeds were sown. Then, when each 2 IN reached the 2 to 4 leaf stage, the wheat reached the 3 leaf stage, the barley reached the 3 leaf stage, the dog grain reached the 2 stage, the 1 adzuki bean reached the II stage, and a wettable powder was prepared according to Example 1. The solution was diluted with water to give the amount of active ingredient used in 10 ares as shown in Table 1: A, and this chemical solution was sprayed on the stems and leaves of weeds at a rate of 40 times per 10 ares. C. This test was conducted with 3 bottles per 1 chemical solution treatment area.

Then, 30 days after the chemical treatment, the surviving weeds and crops were extracted from the area E, and the dry weight (g) was measured.
The average weeding rate (%) for the three plots was calculated using the following formula. Also, 1'1 for wheat, barley, Onishi, and adzuki beans! Section E was cut out, its dry weight ffi (g) was measured, and the degree of chemical damage (inhibition rate (%)) was determined according to the method for calculating the herbicidal rate (%).

The results are shown in Table 1.

Test Example 2 Soil treatment cape effect test (bott treatment cape) Fill a plastic bond with a size of 1/5000 are with field loam (alluvial loam), and place soil treatment on top of it.
30tl. Sparrow gnome (30 years old, 7+. Oat (30 grains), Ezonogigishi (20 grains), Tsuyukusa (20 grains), Hakohe (30 grains), Mehishiha (30 grains)
, Japanese knotweed (30 grains) each 31F. t seeds were sown, and these seeds were evenly mixed with about 1 cm of surface waste soil to press the surface layer well.

Also, other pots similar to this one include wheat, Daishi, Inuq,
10 seeds of each adzuki bean were sown at a depth of 2 cm. Then, on the day after sowing, the irrigation agent prepared according to Example 1 was diluted with water to adjust the amount to 10 ar dust or the amount shown in Table 2, and this medicinal solution was The soil surface of each pot was sprayed at a rate of 100 seeds per pot. This test was conducted using a system of 3 bots per 1 chemical solution treatment area.

and weeds and wheat that survived 30 days after chemical treatment;
Cut the above-ground parts of barley, soybeans, and adzuki beans, and cut their dry weight (
g) was measured in the same manner as Test Example 1, and the herbicidal rate (%) and the degree of chemical damage to wheat, barley, soybeans and adzuki beans (inhibition rate (%)) were measured.
) was sought.

The results are shown in Table 2.

Test Example 3 Herbicidal effect and phytotoxicity test in IITj Field As a test method, a test plot with an area of 1 plot or 10 m' was prepared, and per plot, Sparrow gnome (5 g). Shibagi (5)
g). Chickweed (5g). Ezonogishigishi (5g). Oats (5 g) were sown and underground rhizomes of horsetail were embedded. We also sowed spring seeds of wheat and Japanese daisies. When the weeds have reached the 2-3 leaf stage, dilute the floor vines prepared according to 4i in water with water, and add the amount of active ingredient used per 10 ares or the amount shown in Table 3. This chemical solution was sprayed onto the stems and leaves of weeds for 1'Q at a concentration of 20 M/lO are.

This test was carried out in three consecutive tests using one chemical treatment area. Then, 30 days after treatment with drug N1, the surviving 3I plants were extracted from three locations within the test area within a total of 3 m', their dry weight (g) was measured, and the herbicidal rate was determined in the same manner as in Test Example 1. In addition, similar to Test Example 1, the degree of chemical damage to wheat and barley (inhibition rate (%)
)) was calculated. The results are shown in Table 3.

In addition, The numbers in parentheses in the table are Residue of untreated area as well as wheat dry weight of barley (g/m’) shows vinegar.

Test Example 4 Weed control in the field Fruit and damage test One stem and foliage treatment As a test method, a test medium with an area of 1 plot or 10 m' was prepared, and 5 barnyard grass (5 g) per plot. Mehishiha (5g)
．． Japanese knotweed (5g). I sowed Asiatic dayflower (10g) and embedded the underground rhizomes of Chigaya japonica. Seeds of large beans and adzuki beans were also sown. When the weeds reach 2 to 3 moss, dilute the tA-produced Floorful with water according to Example 4 so that the active ingredient availability per 10 ares is as shown in Table 4. This chemical solution was sprayed onto the stem nest of 1Q at a ratio of 100 cm per 10 are.

This test was conducted in triplicate per chemical treatment area. Then, 30 days after the chemical treatment, weeds that survived in a total of 31 Tr' were extracted from three locations in the test plot, and the weeds were dried rjfl (g).
was measured, and the weeding rate (%) was determined in the same manner as in Test Example 1. In addition, the degree of chemical damage (inhibition rate (%)) to soybeans and adzuki beans was determined in the same manner as in Test Example 1. The results are shown in Table 4.

The numbers in parentheses in the table indicate the dry weight (g/rn') of remaining grass, wheat, and barley in the untreated area.

λ Experimental Example 5 Ii 1M Field Herb Efficacy and Harm Test 2 Appropriate amount 421 test plots with an area of 1 or 1 plots were prepared, 1 plot was divided, and 5 g of white berry. Susumenoteppo (5g), oat (5g). Sow chickweed (5g) and horsetail (2
0 plants) and Ezonogisigigi (20 plants) were planted. Wheat (75 g) and barley (75 g) were also sown at the same time. The day after sowing, the flowable prepared according to Example 3 was diluted with ice, and the amount of active ingredient used per 10 are adjusted to the acid shown in Table 5.
It was sprayed evenly at a rate of 0.00 m. This test was conducted three times per 1 chemical treatment area.

After 30 days of treatment, a total of 3 m was collected from 3 locations in the test area.
The surviving weeds and the above-ground parts of wheat and barley were cut out, and their dry weight (g) was measured. As in Test Example 1, weeding (lA<%) and degree of chemical damage to wheat and barley [inhibition rate] %〉] was calculated.

The results are shown in Table 5.

Test Example 6 Herb efficacy and chemical damage test in the field - Soil treatment - A test plot of 10rn' was made with 1 plot of dust, and 5g of Japanese millet. Dayflower (5g). Mehishiha (5
g). Japanese knotweed (5g). Shiroza (5glf: sow,
I planted Chigaya (20 plants).

In addition, soybeans (75 g) and adzuki beans (75 g) were sown at the same time. On the day after sowing, the Florful prepared according to Example 3 was diluted with water and adjusted to the amount of active ingredient used per 10 are, or the amount shown in Table 6, and this chemical solution was added to 1001 per 10 are. It was sprayed uniformly at a ratio of

Claims (1)

[Claims] 2-{2-[4-(3,5-dichloropyridin-2-yloxy)phenoxy]propionyl}isoxazolidine and methyl N-(3,4-dichlorophenyl)carbamate or isopropyl N -(3-chlorophenyl)
A field herbicide characterized by containing a mixture of two types with a carbamate as an active ingredient.