KR830001940B1 - Herbicide composition - Google Patents

Abstract

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Description

Herbicide composition

The present invention relates to a herbicide composition for controlling perennial weeds and hybrids.

More specifically, the present invention relates to a herbicide for perennial weeds and scrubs composed of the compound represented by the following general formula (I) or an acid-added salt thereof.

Wherein X and Y are the same or different and each is a hydrogen atom, a monovalent or divalent metal atom, ammonium, mono, di or tri-lower alkylammonium, mono, di or tri-ethanolammonium or mono, di or tri- Lower alkenylammonium.

The present invention also relates to a herbicide composition for perennial weeds and scrubs composed of L-isomer (ISOMER) or acid-addition salts of the compound of general formula (I).

Furthermore, the compound of general formula (I) or its acid-addition salt with herbicides or choline salts of marinade hydrazide, phenoxy herbicides, benzoic acid herbicides, 2, 3, 6-trichlorophenylacetic acid or its salts, (3, 5, 6-trichloro-2-pyridyl) oxy-acetic acid or its salt, N-phosphonomethylglycine or its salt, ethyl carbamoyl phosphate or its salt, 2- (1-allyloxyaminobutylidene) -5, 5 -Dimethyl-4-methoxycarbonyl-cyclohexane-1, 3-dione, 3- (3, 4-dichlorophenyl) -1-methoxy-1-methylurea, 3-amino-1, 2, 4- It relates to a herbicide composition for controlling perennial weeds and scrubs composed of triazoles, choline or salts thereof, and a herbicide selected from diethylamine or salts thereof.

In addition, the present invention relates to a herbicide composition for perennial weeds and hybrids composed of the L-isomer or its acid-addition salt and the herbicide or the herbicides listed above.

Monovalent or divalent metal atoms herein are, for example, sodium, potassium, lithium, copper, magnesium, calcium, zinc, nickel and manganese atoms.

Lower alkylammonium is alkylammonium having 1 to 5 carbon atoms, such as methylammonium, ethylammonium, propylammonium, isopropylammonium, butylammonium, isobutylammonium and pentylammonium.

Di-lower alkylammoniums include, for example, dimethylammonium, diethylammonium, dipropylammonium, diisopropylammonium, dibutylammonium and dipentylammonium. Lower alkenyl ammonium constitutes a double bond with three or four carbon atoms in each alkenyl.

Acids constituting salts with compounds of formula (I) include inorganic acids such as hydrochloric acid, sulfuric acid, hydrobromic acid, phosphoric acid, perchloric acid and nitric acid, and acetic acid, propionic acid, citric acid, tartaric acid, chloroacetic acid, trichloroacetic acid and trifluoroacetic acid. And organic acids.

Choline is a choline and its salt which have inorganic acids, such as salt, phosphoric acid, or a carbonic acid, or organic acids, such as acetic acid, a fish acid, or an ascorbic acid.

Diethylamines are choline and its salts which have inorganic acids, such as hydrochloric acid, phosphoric acid, or a carbonic acid, or organic acids, such as acetic acid, a fish acid, or ascorbic acid.

Examples of phenoxy herbicides include esters such as 2,4-dichlorophenoxy acetic acid or salts thereof, allyl esters thereof or ethyl esters thereof, 2-methyl-4-chlorophenoxy acetic acid or salts thereof or allyl esters thereof or ethyl esters; Esters of α- (3,4-dichlorophenoxy) -propionic acid or salts thereof, 2- (2-methyl-4-chlorophenoxy) propionic acid or salts thereof, γ- (2-methyl-4-chlorophenoxy) Butyric acid or salts thereof, 2- (2, 4, 5-trichlorophenoxy) propionic acid or salts thereof and γ- [4- (3,5-dichloropyridyl-2-oxy) phenoxy] propionic acid or salts thereof.

Benzoic acid herbicides include, for example, benzoic acid or salts thereof as 2, 3, 6-trichloro, 3, 6-dichloro-2-methoxy benzoic acid salts or salts thereof and 3-amino-2, 5-dichlorobenzoic acid or salts thereof.

In recent years, perennial weeds have been growing in paddy fields, fields, orchards and grasslands, and the reproduction of perennial weeds in the underground has been rapid and powerful and could not be controlled immediately.

In cropland, weeds grow and spread throughout the pavement through the cultivation, agitation, and movement of the soil.

In general, when perennial weeds grow and settle, these weeds dominate crops due to competition in nutrients, water and light.

Until now, N-phosphonomethylglycine (hereinafter referred to as glyphosate) has been known as a control agent of perennial weeds, but it has a disadvantage in that it is ineffective in broadleaf weeds.

Therefore, it was necessary to control a wide range of herbicides, and to control crops in non-crop, grassland and afforestation area was the biggest problem.

For example, most of the perennial weeds and raspberries, such as SaSa nipponica Makino et shibata and eulalia (Miscanthus sinensis Andress.), Berry (Rubus Crataegifolius Bunge), chestnut, and Viburnum dilatatum thunb. , Cedar (Cryptomeria japonica D. Don) and Cypress (Chamaecyporis obtusa Endl.) Dominated the competition of water and light.

In grassland also, control of peduncles has become a problem.

There are few herbicides that are effective for tree crops because of the difficulty in controlling them.

In other words, unlike herbaceous plants, woody plants have a hard skin that prevents penetration of control agents and are generally larger than herbaceous plants and have regeneration mechanisms or branches even after the leaves have fallen off.

All known herbicides require herbicides that can be decomposed immediately from the viewpoint of synthetic substances or environmental pollution.

2-Aminomethyl-4-phosphinobutyl acid is one of the compounds represented by the general formula (I), and is disclosed as a method for producing α-amino-γ-methylphosphinobutyl acid as AMPB. Antibiotic obtained by the methods disclosed in 85538 and SO 49-31890.

This compound has the characteristics of the abovementioned requirements, which are safely transformed and decomposed according to the natural material cycle.

AMPB is known to control a wide range of phytopathogenic microorganisms at low concentrations and can be used as an agricultural fungicide disclosed in Japanese Patent Publication No. 49-14644, as disclosed.

Further research into the use and biological activity of this material has shown that it has better herbicidal power when used at a high concentration of about 10 times than for controlling phytopathogenic microorganisms.

In other words, AMPB is effective in preventing the growing perennial weeds and scrubs by cultivating the underground and intensively inhibiting the regeneration.

The present inventors specifically investigated the action characteristics of AMPB on long-term perennial weeds and tree plants and found that AMPB had a contact killing effect and the following excellent characteristics.

In other words, when AMPB is used for foliar of perennial weeds, it moves to underground parts such as roots, tubers, bulbs, calibers, or roots, which are the basis of perennial weeds. Cure

As a result, perennial weeds are controlled by foliar use and prevent regeneration of the underground. This is extremely important but a difficult problem to be solved.

In the same way, scrubs are also controlled by foliar use of AMPB, which migrates to each part to kill and prevent its regeneration.

The newly discovered regeneration-control effects of AMPB on perennial weeds and shrubs have led to the production of AMPB, which has advantages over glyphosate.

For example, cliphosate exhibits poor control against perennial broadleaf weeds, while AMPB exhibits an extremely broad range of herbicidal power and controls almost all perennial weeds. Furthermore, AMPB is more rapidly absorbed and penetrated into plants than glyphosate, better resistance to rainfall, and faster control.

Even if the herbicide can kill perennial weeds and shrubs in growing season, they can be prevented when their aboveground areas grow and regeneration occurs.

In contrast, it was confirmed that AMPB can kill large weeds and shrubs.

Furthermore, the selective herbicidal power of AMPB is still unknown.

The present inventors have tested various crops and trees, which is a useful species. Cypresses, which account for 25% of Japanese plantation, are resistant to AMPB and thus kill perennial weeds and scrubs and prolong their regeneration. It has been found that AMPB can be used to control ground weeds in cypress plantation to suppress it.

Perennial weeds and scrubs can generally be found in non-cultivated land, orchards, plantations and grasslands. As mentioned above, AMPB has strong herbicidal activity against all perennial weeds and scrubs except cypress.

Thus AMPB can be used only specifically to inhibit the regeneration of perennial weeds and scrubs.

Therefore, AMPB can be used for clearing ground weeds and plantations to control perennial weeds of cypress plantations. AMPB can also be used in grasslands, orchards and non-cultivated land for the prevention of perennial weeds and scrubs.

Furthermore, AMPB is effective for use in paddy fields for the control of perennial weeds that grow in lowlands, and because it becomes relatively inert in soil, it can be used for fields for perennial weed control before sowing.

As is apparent from formula (I), AMPB has an asymmetric carbon atom in the second position and thus stereoisomers exist.

The present inventors further studied the high viability and regenerative-inhibitory activity of the plant ground of AMPB, and the L-isomer of AMPB (L-AMPB) was twice as strong as the herbicide of DL-isomer of AMPB (DL-AMPB). It was found that L-AMPB is present in the presence of DL-AMPB herbicide.

The action of DL-PAMB has been studied using microorganisms and it has become apparent that DL-AMPB competitively inhibits glutamine synthase (see Helvetica chemica Acts 55, Fase 1, PP.224-239 (1972)).

DL-AMPB is considered to be an enzyme instead of a specific amino acid-like gas, and it can be said to exhibit herbicidal power by stopping its function.

As is generally known, all natural amino acids are L-form, and enzymes composed of amino acids are highly specific. Therefore, L-AMPB between DL-AMPB is regarded as an enzyme instead of a gas, and can be said to exhibit herbicidal power.

This conjecture is consistent with the fact that L-AMPB has a twofold effect than DL-AMPB as found by the inventors.

The amount of AMPB required for the killing and suppression of perennial weeds and scrubs varies according to the climatic conditions such as temperature and intensity of daylight and the types of weeds and woody weeds.

DL-AMPB is 50g / 10are to 1200g / l for perennial weeds less than 1 meter in height such as Artemisia princeps, Rumex Japonicus Houtt and Cyperus rotundus L. It is usually used in the amount of 10, and it is 150g / 10ares to 1500g / 10are for perennial weeds of 1 meter or more, such as small crosses such as stalks and pampas grass, Torch azalea and wild strawberry. Perennial weeds and woody plants can be killed by using 300g / 10ares to 3000g / 10ares for large bases to prevent the emergence of hybrids and shoots, such as chestnut and Quercus Serrata Thumb. The reproduction can be prevented.

Such disciplines are possible without regard to the four seasons but are generally carried out in spring or summer or in autumn.

In order to make the best use of the characteristics of the herbicidal composition according to the present invention, the results of the investigation into the perennial weeds and scrubs of the leaves of the present invention by using the herbicide composition of the present invention in the fall It has been found to be strongly controlled (see Tables 12-16) and has also succeeded in extending the range of seasons by using the compositions of the present invention appropriately by taking the methods mentioned above. However, seasons suitable for treating with conventional herbicidal compositions are mainly spring and summer, and herbicides suitable for treating in autumn are limited to DPX-1108 and the like, and the present invention provides a novel composition excellent for treating in autumn.

The following examples are examples of compounds of general formula (I) and acid-addition salts used in the present invention.

AMPB: its sodium, potassium, lithium, ammonium, magnesium, calcium, nickel, manganese, zinc, copper, methylammonium, ethylammonium, propylammonium, isopropylammonium, n-butylammonium, allylammonium and ethanolammonium salts and Di-hydrochloride and its hydrochloric acid, hydrobromic acid, nitric acid, perchloric acid, sulfuric acid, acetic acid, propionic acid, citric acid, tartaric acid, chloroacetic acid, trichloroacetic acid and trifluoroacetic acid;

In this regard, AMPB and isodium, disodium, potassium, dipotassium, isopropylammonium, n-butylammonium and diammonium are more preferable.

It is understood from the above that L-AMPB and its salts are particularly preferred. AMPB, especially L-AMPB, exhibits strong regenerative-inhibiting ability by foliar application in addition to high contact force, but its effect is not necessarily satisfactory depending on environmental conditions.

In order to take advantage of the excellent properties of AMPB mentioned above, one of its properties, the regenerative-inhibiting effect of AMPB, can be greatly enhanced by using it together with transitional or slow-release herbicides or auxiliaries such as choline or diethylamine. The inventors have found that the results can be obtained.

For example, as shown in Table 4, 0.025% of mono-sodium salt of L-AMPB killed 40% of the bitter dock (Rumex obtusifolius L.) but did not inhibit its regeneration.

0.1% of 2,4-dichlorophenoxyacetic acid (referred to as 2, 4-D) bends the leaves of the swimmer, but does not inhibit the killing or its regeneration.

In contrast, a mixture of 0.025% of monosodium salt of L-AMPB and 0.1% of 2,4-D exhibits a synergistic effect, completely killing swimming and completely inhibiting its regeneration.

Similar effects can be observed in the case of perennial weed grass (zoysia japonica steud.) In the grameae.

In other words, 0.05% of the monosodium salt of L-AMPB kills 50% of the turf, which was regenerated three months after treatment to the extent that it was comparable to Mochirigu.

2,4-D 0.1% has little effect on poop and weed control, but the mixture of 0.05% monosodium salt of L-AMPB and 2,4-D 0.1% remarkably improves herbicidal power to completely control the ground area. Cure Regeneration was not observed at 3 months after jurisdiction.

Thus, when mixing 2, 4-D and L-AMPB, broad-leaved and conifer perennial weeds, especially 2,4-D substances with oxin-like activity against regenerative-inhibitory activity, are responsible for the high viability and contact of L-AMPB. Enhances sex killing.

Similar results can be obtained with the choline salt of maleic acid hydrazide (called CMH).

That is, 0.3% of CMH itself indicates little effect on the surface of swimming or inhibiting regeneration. In contrast, a mixture of 0.3% of CMH and 0.05% of the monosodium salt of AMPB kills about 90% of ground. Sulfur leaves, which have lost their vitality, suspend their continued growth. Thus, no regeneration was indicated.

In general, the effect of L-AMPB can reconsider 2 to 5 times the effect when applied in combination with CMH.

Similar results were obtained by applying AMPB in a mixture with choline or diethylamine as a transitional herbicide or adjuvant, greatly improving the effect of AMPB.

Another property of the mixture of AMPB and herbicides or auxiliaries mentioned above is to broaden the species of weeds to inhibit their regeneration.

In order for AMPB to fully exhibit its regeneration-inhibiting properties, it is necessary to implement AMPB at the ground level after foliar treatment and before the death of the ground.

However, in the case of weeds that have a fast, herbicidal effect, the leaves are killed before the transition of AMPB, making it difficult to suppress the regeneration of the underground.

When AMPB is used together with transgenic herbicides or slow-release herbicides mentioned above, the effect of herbicides is enhanced, and as a result, the regeneration-inhibitory effect is superior to a wider range of weeds than AMPB alone.

Among the mixtures of the present invention, a mixture of AMPB and CMH is most excellent in that it can sufficiently exhibit a wide range of herbicidal power and effects.

It is known that CMH is controlled perennial weeds by autumnal leaves as in Japanese Patent Laid-Open No. 49-55835.

However, it is a drawback of the use of CMH that timely control is limited to estimates and requires cutting of the ground after discipline when used in spring or summer.

When CMH is used in combination with AMPB, it gradually injures the ground and during that time the active ingredient of the mixture migrates to the underground, synergistically killing the underground of the weeds.

Therefore, it is possible to maximize the regenerative inhibitory power of CMH and to extend the period of time without regard for seasonality. The practical use of CMH has thus been improved.

In addition, another property of the mixture of AMPB and the above-mentioned herbicides is that these mixtures are highly effective in controlling aboveground weeds, particularly perennial weeds and scrubs, in cypresses.

In particular, both CMH and AMPB show no phytotoxicity against cypresses, so these combinations are extremely effective for practical control of ground weeds in cypress plantations.

As mentioned above, the use of AMPB and the herbicides mentioned above has practically desirable properties, and the following application examples can be considered according to these properties.

That is, the mixture of AMPB and herbicides can be used for a wide variety of annual weeds, perennial weeds and weeds, especially low-growing perennial weeds after harvesting, perennial weeds in planting fields, and perennial weeds and trees in plantable plantations. Perennial weeds and grasshoppers, perennial weeds in non-cultivated areas such as plants, railroads, parks, public facilities, riverbeds, return homes, highways, golf links, and recreational areas; Can be used for algae control.

Like CMH, tilcarbamoyl phosphate (called DPX-1108), choline and diethylamine in ammonium show no phytotoxicity against cypresses, and therefore combined with AMPB to control the ground weeds of cypress plantations. It can be applied.

Mixtures of AMPB and CMH are also extremely useful for controlling perennial weeds in fields that are difficult to control before sowing.

When AMPB or L-AMPB is mixed with the other herbicides listed above, the ratio is changed to a weight ratio of 1: 0.1-20 or depending on the herbicide to be mixed as shown in Table 1 below.

Depending on the application, the composition may be diluted with water to the concentrations indicated in the table and treated at a rate of 25 to 250 l / 10 ar, preferably 50 to 150 l / 10 ar.

TABLE 1

* Molar ratio

NP-48: 2- (1-allyloxy amino butylidene) -5, 5-dimethyl-4-methoxy carbonyl cyclohexane-1, 3 dione

SL-501: α-4 (3, -diclopyridyl-2-hydroxy) phenoxy-propionic acid

Dowco-233: 3, 5, 6-trichloro-2-pyridyloxy acetate

linuron: 3- (3, 4-dichlorophenyl) -1-methoxy-1-methylurea

MCP: 2-methyl-4-chlorophenoxy acetic acid

3, 4-DP: α- (3,4-dichlorophenoxy) propionic acid

MCPP: 2- (2-methyl-4-chlorophenoxy) propionic acid

MCPB: γ: (2-methyl-4-chlorophenoxy) butyl acid

2, 4, 5-T: 2- (2, 4, 5-trichlorophenoxy) propionic acid

2, 3, 6-TBA: 2, 3, 6-trichloro benzoic acid

Banvel-D: 3, 6-dichloro-2-methoxy benzoic acid

amiben: 3-amino-2,5-5 dichlorobenzoic acid

TPA2, 3, 6-trichlorophenylacetic acid

ATA: 3-amino-1, 2, 4-triazole

AMPBS or L-AMPBS, or a mixture of these and herbicides or auxiliaries mentioned above, may be formulated as water soluble powders, solutions, hydrating agents, emulsions, powders or granules as suitable diluents.

These preparations include surfactants such as polyoxyethylene octylphenylether, polyoxyethylene dodecylether, polyoxyethylene fatty acid esters and polyoxyethylene alkylaryl ethers to improve spraying, adhesion and dispersion and enhance their effectiveness. .

The following is an example of a formulation that does not limit the limits of the present invention.

Pharmacy 1

Liquid

30.0 wt% monosodium salt of AMPB, 15.0 wt% polyoxyethylene octylphenylether, 0.15 wt% methyl P-hydrooxybenzoate and 54.85 wt% water were mixed and dissolved to prepare.

Depending on the application, dilute with water and do foliar treatment.

Pharmacy 2

Hydrating agent

50.0 wt% monosodium salt of L-AMPB, 45.0 wt% diatomaceous earth and 5.0 wt% nonionic / anionic surfactant were prepared by pulverizing and uniformly mixing.

Depending on the application, dilute with water and do foliar treatment.

Pharmacy 3

Powder

5.0% by weight of monoisopropylamine salt of AMPB, 10.0% by weight of CMH and 85.0% by weight of talc were ground to prepare a mixture.

According to the application, foliar treatment is carried out at a dosage of 0.4-6 kg per 10 ar.

Pharmacy 4

Liquid

10.0% by weight of monosodium salt of L-AMPB, 20.0% by weight of CMH, 15.0% by weight of polyoxyethylene octylphenylether, 00.15% by weight of methyl P-hydrooxybenzoate, and 54.85% by weight of water were mixed and dissolved to prepare.

Depending on the application, dilute with water and do foliar treatment.

The following is an embodiment of the present invention.

Example 1

Salts of DL-AMPB or L-AMPB, or a mixture of these and CMH, were diluted to the concentrations shown in Table 2 to a 100 l test volume per 10 l and sprayed for foliar application into a swim implanted in a 20 cm diameter pot.

After 21 days, the groundwater index and regeneration-inhibition effect (-: no regeneration, +++: regeneration maximum) were determined.

One specific evaluation in this embodiment is as follows.

Regeneration was assessed at 4 months post treatment.

The sign is represented from (-) to (+++), where (-) indicates that there is no playback, that is, completely inhibited playback, (±) indicates that playback is significantly suppressed, and (+) Significantly suppressed regeneration, (++) indicates that mediation is inhibited to the middle, and (+++) indicates no repression.

As the surfactant, 0.1% of polyoxyethylene octylphenyl ether was added to each spray solution. The results are shown in Table 2.

TABLE 2

As shown in Table 2, DL-AMPB 0.05% alone significantly killed the ground after 21 days, and L-AMPB 0.05% alone significantly killed the ground after 21 days and 4 months, as well as inhibited its regeneration to some extent.

The mixture of L-AMPB and CMH showed about two times the killing effect and the regeneration-inhibitory effect compared to the mixture of DL-AMPB and CMH.

Comparing the mixture of L-AMPB and CMH to L-AMPB, 0.025% of L-AMPB kills 40-50% of swimmers after 21 days but did not inhibit its regeneration.

CMH 0.3% showed no killing effect and no regenerative-inhibitory effect.

On the other hand, a mixture of 0.025% L-AMPB and 0.3% CMH 0.3% after 4 months swelled 80-90% of the swimmers and sulphated the remnant leaves, lost their activity and inhibited regeneration.

As mentioned above, the effect of the mixture of L-AMPB and CMH is more pronounced than the mixture of CMH and DL-AMPB and is sufficient for practical control of swimming.

Example 2

Sodium salts of DL-AMPB or L-AMPB or glyphosate were sprayed on wild perennial weeds for foliar application in an amount of 150 l per 10 ars.

As the surfactant, 0.1% of polyoxyethylene octylphenyl ether was added to each spray solution.

The killing index and regeneration inhibitory effects were determined after 21 days and 4 months, respectively, according to the evaluation period as in Example 1.

The length of weeds is 100cm of haejangjuk, 50cm of Worm wood, 30cm of swimming, 20-30cm of beggar, Imperata cylindrica Beauv. About 70cm, 칡 (Pueraria thunbergiana Benth.) About 5m , Athyrium niponicum Hance 40 cm, Solanum Carolinense L. 40-50 cm, and 15 cm sterile.

The results are shown in Table 3.

TABLE 3

Example 3

After germination, two- and three-year-old wild swims and perennial grasses and weed grass were transplanted into pots and sprayed by foliar application, respectively, as shown in Table 4 in the amount of 100 l per 10 ars.

The killing index after 21 days and the regeneration-inhibiting effect after 3 months were determined according to the evaluation criteria of Example 1.

The results are shown in Table 4.

In this table, A is the sodium salt of DL-AMPB, and represents LA, L-AMPB, and sodium salt.

TABLE 4

☆: Inhibit elongation at ground level.

Example 4

Sodium salts of DL-AMPB, L-AMPB, CMH or mixtures thereof were diluted and sprayed to wild perennial weeds for foliar application at 150 l per 10 ars. Each spray solution contained 001% of polyoxyethylene octylphenylether as a surfactant.

The 21-day post-mortality index and 1 month post-regeneration-inhibitory effect were determined according to the evaluation criteria of Example 1.

The results are shown in Tables 5 and 6.

In the table, the symbols A, B, C, D, E, F, G, H, I and J have the same meanings as in Example 2.

TABLE 5

TABLE 6

As shown in Tables 5 and 6, the regenerative-inhibition of AMPB was greatly reconsidered and confirmed by mixing the herbicidal range with CMH.

Example 5

Sodium salt of DL-AMPB, L-AMPB, CMH, or mixtures thereof were diluted and sprayed at 150 l per 10 arbors for foliar application on cypress plantations.

The hunger index after 30 days and 3 months was determined according to the evaluation criteria of Example 7.

The results are shown in Tables 8 and 7.

TABLE 7

TABLE 8

Example 6

DL-AMPB or L-AMPB sodium salts or glyphosate were sprayed on natural hybrids for foliar application at 150 l per 10 arts.

Each spray solution contained 0.1% of polyoxyethylene octylphenyl ether as a surfactant.

The killing index after 1 month and 3 months and the regeneration-inhibition effect after 3 months were determined based on the same evaluation criteria as in Example 1.

The results are shown in Table 9.

TABLE 9

Example 7

Sodium salts of DL-AMPB or CMH, or mixtures thereof, were sprayed for foliar application on shrubs of about 60-70 cm tall.

Each spray solution contained 0.1% of polyoxyethylene octylphenylether as a surfactant.

The killing index after 21 days and the regeneration-inhibiting effect after 4 months were determined according to the evaluation criteria of Example 1.

The results of the results are shown in Table 10.

TABLE 10

Example 8

Sodium salts of DL-AMPB, L-AMPB, CMH or mixtures thereof were sprayed at 150 l per 10 arbors for foliar application on October 25.

Each test zone was 4 m ² and each spray solution contained 0.1% polyoxyethylene octylphenylether as surfactant.

The regenerative-inhibitory effect was determined on May 23 of the following year according to the evaluation criteria of Example 1.

The results of the results are shown in Table 12 and Table 13.

TABLE 12

TABLE 13

Example 9

To evaluate the effect of AMPB on evergreen shrubs, sodium salt of L-AMPB, Mare hydrazide (MH) and mixtures thereof were called Japanese privet (Ligustrum japonica Thunb., I '), cedar ( Ternstroemia Japonica Thunb., J ') and Japanese hawthorn (Rhaphiolepsis umbellata Makino a Vr. Mertensii Makino, K') were sprayed by foliar application at 100 l per 10 ar.

Each spray solution contained 0.1% polyoxyethylene octylphenylether as surfactant.

Trials and surveys were conducted on December 14 and May 22 of the following year, respectively.

The regenerative-inhibitory effect was determined according to the evaluation criteria of Example 1.

The results of the results are shown in Tables 14 and 15.

TABLE 14

TABLE 15

Example 10

Sodium salt or glyphosate of DL-AMPB or L-AMPB was sprayed into foliar stage at 100 l per 10 ars on a flastage growing in 1/5000 Ar Wagnerport for the late October. .

Each spray solution contained 0.1% polyoxyethylene octylphenylether as surfactant.

Three months later, the tubers were cut and germinated in a large Petri dish.

The germination inhibitory effect (0: harmless, 5: no exit) was determined 21 days after the beginning of the germination test.

The results are shown in Table 16.

TABLE 16

Claims (1)

1 wt% of the following General Formula (I) compound or L-isomer compound thereof, and Marei hydrazide; Phenoxy herbicides; Benzoic acid herbicides; 2, 3, 6-trichloro phenylacetic acid; (3, 5, 6-trichloro-2-pyridyl); Oxyacetic acid; N-phosphonomethylglycine; Ethyl carbamoyl phosphate; 2- (1-allyloxy amino burylidene) -5, 5-dimethyl-4-methoxycarbonyl-cyclohexane-1, 3-dione; 3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea; 3-amino-1, 2, 4-triazole; Choline; A herbicidal composition, characterized in that the composition of 0.1-20wt% of one herbicide selected from dimethylamine.

Wherein X and Y are the same or different and each represents a hydrogen atom, a monovalent or divalent metal salt; Mono, di or tri-lower alkylammonium; Mono, di or tri-ethanol ammonium; Or mono, di or tri-lower alkenylammonium, m and n are the valences of X and Y, respectively.