JP7123355B2 - liquid herbicide composition - Google Patents

Description

[Cross reference to related applications]
This application claims the benefit of priority based on Korean Patent Application No. 10-2017-0153279 dated November 16, 2017, and all contents disclosed in the documents of the Korean Patent Application are incorporated herein by reference. included as

TECHNICAL FIELD The present invention relates to a liquid herbicidal composition, and more particularly to a liquid herbicidal composition containing a herbicidal active ingredient exhibiting excellent herbicidal activity.

BACKGROUND ART In crop cultivation technology, it is important to protect crops by controlling weeds that inhibit the growth of crops. In order to reduce damage such as stunted growth or reduced yield of crops caused by weeds grown in crop cultivation areas, herbicidal active substances capable of effectively controlling them and being safe for crops have been developed. A large number of herbicidally active substances developed to date are registered for specific crops and used for controlling weeds. Herbicidally active substances for use in controlling weeds that occur in such specific crop cultivation areas have high herbicidal activity and a wide herbicidal spectrum, but are safe for the environment and crops. things are preferred.

On the other hand, herbicidal compositions containing herbicidally active substances as described above include wettable powders, emulsifiable concentrates, water-dispersible granules, granules, and liquid water. It is developed as a dosage form such as a suspension concentrate and used as a herbicide. However, in the case of wettable powders, emulsified concentrates, and watertable granules, they are generally diluted with water to a predetermined concentration and manufactured as a spray solution. Attempts to evenly spread it over the entire surface of the substrate are problematic in that it is costly and time consuming. In the case of granules, since they can be used directly as they are, the problems of wettable powders, emulsifiable concentrates and wettable granules have been solved. Auxiliary agents must be included to form the agent, and the manufacturing process such as pulverization, mixing, kneading, granulation, drying, and classification is complicated, and there is a problem that stains are caused by spraying. . In order to overcome the above-mentioned problems of the dosage form, a liquid suspension concentrate dosage form has been developed which has a relatively simple manufacturing process, is environmentally friendly, and can be applied in a simple and efficient manner. On the other hand, when used as herbicides in various dosage forms, it is an important issue to ensure the stability of the herbicide composition even during long-term storage.

The compound of the following chemical formula a [ISO proposed name: flucetosulfuron] is a herbicidally active substance belonging to the sulfonylurea family, and has herbicidal activity in Korean Patent No. 10-0399366 (Application No. 10-2000-0059990) Already described as a substance.

The flucetosulfuron is used in soil or It is a substance known to be safe for these crops when foliage is applied, and to have excellent herbicidal effects on a wide range of grass species such as broadleaf weeds, grass weeds, sedge weeds, annual and perennial weeds.

However, ensuring the stability of herbicidal compositions containing herbicidally active substances belonging to the sulfonylurea family as described above remains a problem. In particular, in the case of a liquid wettable powder (suspension concentrate, SC), there is a problem in that it is difficult to store for a long period of time because its stability is further reduced due to hydrolysis when stored at high temperatures.

Korean Patent No. 10-0399366

An object of the present invention is to solve the problems of the prior art, and it has excellent herbicidal activity and excellent stability even in a liquid dosage form, so that it can be easily stored at high temperatures for a long period of time. An object of the present invention is to provide a liquid herbicidal composition.

前記化学式１中、
ｎは、１から３の整数であり、
Ｒは、水素又は炭素数１から４のアルキル基であり、
Ｒ’は、水素、炭素数１から４のアルキル基、炭素数１から３のハロアルキル基、ハロゲン基又は炭素数１から２のアルコキシ基であり、
Ｘ及びＹは、それぞれ独立して、炭素数１から２のアルキル基、炭素数１から２のアルコキシ基、炭素数１から２のハロアルコキシ基又はハロゲン基である。 The present invention provides a liquid herbicidal composition comprising an active ingredient comprising a pyridinesulfonylurea compound represented by Formula 1 below; and a buffer having a pH of 5.80 to 6.25.

In the chemical formula 1,
n is an integer from 1 to 3;
R is hydrogen or an alkyl group having 1 to 4 carbon atoms,
R' is hydrogen, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 3 carbon atoms, a halogen group or an alkoxy group having 1 to 2 carbon atoms,
X and Y are each independently an alkyl group having 1 or 2 carbon atoms, an alkoxy group having 1 or 2 carbon atoms, a haloalkoxy group having 1 or 2 carbon atoms or a halogen group.

According to the present invention, the herbicidal composition has excellent herbicidal activity, has a low decomposition rate and excellent stability even in a liquid form, especially a liquid wettable powder (suspension concentrate, SC), and can be used as a herbicide for a long time at high temperatures. A liquid herbicidal composition that can be easily stored for a long period of time can be provided.

The present invention will be described in detail below.
Terms and words used in the specification and claims should not be construed as limited to their ordinary and lexical meaning, and the inventors have Based on the principle that the concepts of terms can be defined appropriately, they should be interpreted as meanings and concepts that conform to the technical idea of the present invention.

前記化学式１中、ｎは、１から３の整数であり、Ｒは、水素又は炭素数１から４のアルキル基であり、Ｒ’は、水素、炭素数１から４のアルキル基、炭素数１から３のハロアルキル基、ハロゲン基又は炭素数１から２のアルコキシ基であり、Ｘ及びＹは、それぞれ独立して、炭素数１から２のアルキル基、炭素数１から２のアルコキシ基、炭素数１から２のハロアルコキシ基又はハロゲン基である。 A liquid herbicidal composition according to an embodiment of the present invention may include an active ingredient including a pyridinesulfonylurea compound represented by Formula 1 below; and a buffer having a pH of 5.80 to 6.25. .

In the chemical formula 1, n is an integer of 1 to 3, R is hydrogen or an alkyl group having 1 to 4 carbon atoms, R' is hydrogen, an alkyl group having 1 to 4 carbon atoms, 1 carbon atom is a haloalkyl group having 3 to 3, a halogen group, or an alkoxy group having 1 to 2 carbon atoms, and X and Y are each independently an alkyl group having 1 to 2 carbon atoms, an alkoxy group having 1 to 2 carbon atoms, a carbon number 1 to 2 haloalkoxy groups or halogen groups.

More preferably, the pyridinesulfonylurea compound represented by Chemical Formula 1, wherein n is an integer of 1 or 2, R is hydrogen or a methyl group, and R' is hydrogen or a halogen group. or a methyl group, and X and Y are each independently a methoxy group, more preferably n is an integer of 1 or 2, R is a methyl group, R ' is hydrogen, chlorine (Cl), bromine (Br) or a methyl group, and X and Y may each independently be a methoxy group.

The pyridinesulfonylurea compound of Formula 1 according to one embodiment of the present invention is, for example, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-methoxyacetoxy-n -propyl)pyridine-3-sulfonamide, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-hydroxyacetoxy-n-propyl)pyridine-3-sulfone Amide, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-(3-hydroxypropion)oxy-n-propyl)pyridine-3-sulfonamide, N -[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-(3-methoxypropion)oxy-n-propyl)pyridine-3-sulfonamide, N-[( 4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-4-methyl-2-(2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6- dimethoxypyrimidin-2-yl)aminocarbonyl]-4-chloro-2-(2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide and N-[(4,6-dimethoxypyrimidine-2 -yl)aminocarbonyl]-4-bromo-2-(2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide.

More preferably, the pyridinesulfonylurea compound represented by Formula 1 may be the compound represented by Formula 2 below [ISO proposed name: flucetosulfuron].

In the liquid herbicidal composition according to one embodiment of the present invention, the active ingredient is 1 to 50 parts by weight, preferably 1 to 25 parts by weight, more preferably 1 to 25 parts by weight, based on 100 parts by weight of the liquid herbicide composition. may contain from 3 to 15 parts by weight. When the active ingredient of the liquid herbicidal composition is contained in an amount of less than 1 part by weight, the content of the active ingredient present in the herbicidal composition is too small. Since the decomposition rate (%) increases abruptly, there may be a problem that the herbicidal effect is reduced, and if the active ingredient exceeds 50 parts by weight, the physical properties of the product, such as increased viscosity, may be deteriorated. You may experience slowdown issues.

On the other hand, in the case of a liquid dosage form, there is a problem that the hydrolysis of the active ingredient including the pyridinesulfonylurea compound represented by Chemical Formula 1 lowers the stability. However, in the liquid herbicidal composition according to an embodiment of the present invention, by appropriately adjusting the pH of the buffer solution, the decomposition rate was remarkably reduced and the stability was ensured even in the liquid form.

The liquid herbicidal composition according to one embodiment of the present invention may have a pH of 5.80 to 6.25, preferably pH 6.00 to pH 6.20, more preferably pH 6.10 to pH 6.20. and the pH can be adjusted with a buffer. That is, the liquid herbicidal composition of the present invention may contain a buffer having a pH of 5.80 to 6.25, preferably 6.00 to 6.20, more preferably 6.10 to 6.20. . The pH of the liquid herbicidal composition in the present invention is one of the factors affecting the hydrolytic decomposition rate of the liquid herbicidal composition, and when the pH satisfies the numerical range of 5.80 to 6.25. Since the decomposition rate of the liquid herbicide composition is low even during long-term storage at high temperatures, the stability is greatly improved.

The buffer is preferably a phosphate-based buffer, a mixture of carbonic acid and sodium bicarbonate (H ₂ CO ₃ /NaHCO ₃ mixture) or a Bis-Tris solution. Dipotassium hydrogen phosphate _{( K2HPO4} ), Potassium dihydrogen phosphate _{( KH2PO4} ), Disodium hydrogen phosphate _{( Na2HPO4} ), Sodium dihydrogen phosphate _{( NaH2PO4} ) , a mixture of carbonate and sodium bicarbonate (H ₂ CO ₃ /NaHCO ₃ mixture) and a Bis-Tris solution, more specifically, phosphoric acid It may be dipotassium hydrogen, potassium dihydrogen phosphate, disodium hydrogen phosphate, sodium dihydrogen phosphate or mixtures thereof.

Also, when the buffers are mixed, the mixing ratio of each buffer may be adjusted so that the pH of the entire buffer is 5.80 to 6.25.

A "Bis-Tris solution" as used herein is a solution containing Bis-Tris, which is a compound well known to those skilled in the art, and whose IUPAC name is It is 2-[bis(2-hydroxyethyl)amino]-2-(hydroxymethyl)propane-1,3-diol and has a CAS number of 6976-37-0.

Further, said buffer may be a solution with a concentration of 0.03M to 0.2M, preferably 0.05M to 0.1M. When the buffer solution satisfies the above numerical range, the decomposition rate of the liquid herbicidal composition is further reduced and the stability is improved. In addition, as in the present invention, when the concentration is 0.2 M or less, the herbicidal composition is excellent in viscosity property, so there is an advantage that the herbicidal composition can be easily produced.

The liquid herbicidal composition according to one embodiment of the present invention may further comprise a surfactant, which facilitates wettability and dispersibility of the active ingredient and improves suspension stability of the composition. Helps maintain long term.

Also, the surfactant may be included in an amount of 1 to 20 parts by weight, specifically 1 to 10 parts by weight, based on 100 parts by weight of the total liquid herbicide composition.

As for the types of surfactants, anionic surfactants, nonionic surfactants, and particularly among nonionic surfactants, polymeric surfactants may be used. The system surfactant includes dioctyl sulfosuccinate sodium salt, dioctyl sulfosuccinate calcium salt or alpha olefin sulfonate surfactant, nonionic surfactant As such, oxirane graft copolymers containing ethylene oxide units, copolymers of oxyethylene and oxypropylene, polyoxyethylene tristyrylphenyl ether or carboxylate-based polymers, sucrose laurate surfactants may be used.

The liquid herbicide composition according to one embodiment of the present invention may further include an antifreeze agent, and the antifreeze agent is 0.01 to 10 parts by weight based on 100 parts by weight of the total liquid herbicide composition. , specifically from 1.0 parts by weight to 6.0 parts by weight, more specifically from 2.0 parts by weight to 4.0 parts by weight, which has an antifreezing effect and greatly improves the decomposition rate In this aspect, it may more specifically contain from 2.0 parts by weight to 3.0 parts by weight.

In addition, the antifreeze agent may include an alcohol-based compound, specifically, a glycol-based compound such as propylene glycol (PG), ethylene glycol, diethylene glycol, dipropylene glycol, tripropylene glycol, etc. compound, may contain glycerin, isopropanol, or a mixture thereof as an alcohol-based compound other than the glycol-based compound, more preferably propylene glycol in terms of improving stability while ensuring an excellent antifreeze effect may contain

In the present invention, when the antifreezing agent of the above type is contained within the above numerical range, not only is the antifreezing effect excellent, but also the decomposition rate of the liquid herbicide composition is reduced. In other words, when the content ratio of the antifreezing agent exceeds the above numerical range, the decomposition rate of the liquid herbicide composition increases, which may cause a problem of reduced stability. If the content is less than the above numerical range, the content is so small that it may not be possible to achieve a sufficient antifreeze effect.

The liquid herbicide composition according to one embodiment of the present invention may contain a thickening agent, and the thickening agent is 0.001 to 1.2 parts by weight based on 100 parts by weight of the total liquid herbicide composition. parts or less, specifically 0.05 to 1.0 parts by weight, more specifically 0.05 to 0.15 parts by weight.

In addition, the thickening agent may be any thickening agent commonly used in the related art without limitation, specifically xanthan gum, bentonite, smectite clay, montmorillonite, gum arabic, guar gum, cellulosic compound, sodium alginate, starch or mixtures thereof, preferably xanthan gum, montmorillonite or mixtures thereof.

According to one embodiment of the present invention, when the thickening agent is contained within the above numerical range, the thickening effect is improved and at the same time, the decomposition rate of the liquid herbicide composition is reduced.

According to one embodiment of the present invention, the liquid herbicidal composition may further contain antifoaming agents, preservatives, stabilizers, pigments, etc., as necessary, in addition to the above components.

Further, according to one embodiment of the present invention, the liquid herbicidal composition comprises the compound represented by Chemical Formula 1, which is the active ingredient, a surfactant, an antifreeze agent, a thickener, an antifoaming agent, and an antiseptic. Excluding the content of additives such as agents, stabilizers, etc., all remaining content may be made from the buffer solution. That is, the content of the buffer solution may be the remainder of 100% by weight of the liquid herbicidal composition excluding the content of other components.

In addition, according to one embodiment of the present invention, the dosage form of the liquid herbicidal composition is not limited as long as it is a liquid dosage form. It may be in the form of a wettable powder (suspension concentrate, SC), more specifically, in the form of a liquid wettable powder. Here, the dosage form of a liquid wettable powder may mean a water-dispersed suspension dosage form.

If the herbicidal composition containing the above-mentioned active ingredient is produced in the form of a liquid wettable powder, the decomposition rate by hydrolysis is high, so long-term storage is easy even after the herbicidal composition is produced. However, in the present invention, the stability is improved by adjusting the pH of the liquid herbicide composition, making it possible to produce a liquid herbicide composition that can be easily stored for a long period of time. .

The liquid herbicidal composition according to one embodiment of the present invention comprises a pH-controlled buffer to adjust the pH range of the liquid herbicidal composition so that pyridinesulfonylurea is added despite being in a liquid dosage form. Since the sulfonylurea group of the compound is protected from hydrolysis, the degradation rate due to hydrolysis can be significantly reduced to ensure the stability of the liquid dosage form and facilitate long-term storage. Thus, according to the present invention, since the hydrolysis rate of conventional liquid herbicide compositions containing a small amount of active ingredient is very high, most of the active ingredient is hydrolyzed to ensure stability. Able to solve difficult problems.

Preferred examples are presented below to aid understanding of the present invention. However, the following examples are merely illustrative of the present invention, and it is obvious to those skilled in the art that various changes and modifications are possible within the scope and technical idea of the present invention. It goes without saying that such variations and modifications fall within the scope of the claims.

Example 1
The manufacturing process is roughly divided into two parts, a wet part and a thickening part, and is carried out at room temperature.

Dipotassium hydrogen phosphate (K ₂ HPO ₄ ) and potassium dihydrogen phosphate (KH ₂ PO ₄ ) supplemented with water to make a 1 L solution, 0.1 M, pH 6.15 phosphate buffer A liquid was produced. Then, 3.0 parts by weight of CR-DOS70P (di (2-ethylhexyl) sulfosuccinate; Di (2-ethylhexyl) sulfosuccinate, sodium salt, cas no. 577-11-7) was added to 65.8 parts by weight of the buffer solution. , NK-SU500 (sucrose laurate, cas no. 25339-99-5) 1.0 parts by weight and 0.2 parts by weight of antifoaming agent SAG-622 (manufactured by Momentive) were added and mixed thoroughly. , homogeneously 1-(3-{[(4,6-dimethoxy-pyrimidin-2-yl)carbamoyl]sulfamoyl}-2-pyridinyl)-2-fluoropropylmethoxyacetate (Flucetosulfuron, FTS) 10.0 wt. The parts were added and mixed well using a stirrer. Glass beads were put therein and pulverized until the average particle size was 1-2 μm to produce a wet part.

Next, 0.1 weight of xanthan gum (XG; Xanthan Gum, cas no. 11138-66-2) is added to 3.0 parts by weight of propylene glycol (PG; propylene glycol, cas no. 57-55-6). department, M. V [5-chloro-2-methyl-4-isothiazolin-3-one (cas no.26172-55-4) and 2-methyl-4-isothiazolin-3-one (cas no.2682-20-4)] 0.2 parts by weight of 0.1 M, pH 6.15 phosphate, then dipotassium hydrogen phosphate (K ₂ HPO ₄ ) and potassium dihydrogen phosphate (KH ₂ PO ₄ ) mixed in water. ) Add 16.7 parts by weight of the buffer solution and stir thoroughly.

After adding 20 parts by weight of the thickening part to 80 parts by weight of the wet part and sufficiently stirring the mixture, a herbicidal composition in the form of a liquid wettable powder was produced.

Example 2
A herbicidal composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that the pH of the buffer solution in the wet part and the thickening part was changed to 5.8.

Example 3
A herbicide composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that 2 parts by weight of propylene glycol and 17.7 parts by weight of a thickening phosphate buffer solution were added. manufactured things.

Example 4

A herbicide composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that 4 parts by weight of propylene glycol and 15.7 parts by weight of a thickening phosphate buffer solution were added. manufactured things.

Comparative example 1
A herbicidal composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that the pH of the buffer solution in the wet part and the thickening part was changed to 5.5.

Comparative example 2
A herbicidal composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that the pH of the buffer solution in the wet part and the thickening part was changed to 6.3.

Comparative example 3
A herbicidal composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that the pH of the buffer solution in the wet part and the thickening part was changed to 6.8.

Comparative example 4
A herbicidal composition in the form of a liquid wettable powder was prepared in the same manner as in Example 1, except that the pH of the buffer solution in the wet part and the thickening part was changed to 7.4.

Experimental Example: Evaluation of Storage Stability of Liquid Herbicide Composition In order to evaluate the storage stability of the liquid herbicide compositions of the Examples of the present invention and Comparative Examples, about 100 ml of the sample was filled in a polyethylene bottle, which was then capped. After being stored in an oven maintained at 54 (±2)° C. for 4 weeks, the area value of the active ingredient was measured by HPLC (manufacturer: waters) to evaluate the decomposition rate, which is shown in Table 1 below.

The HPLC analysis conditions are as follows.
Column: 100mm x 4.6mm i. d. "Capcell Pak" _C18 column, 3 μm particles
Mobile Phase: acetonitrile/water (0.02M ammonia acetate + 0.1M acetic acid) = 32/68
Flow: 1.0 mL/min.
Column temperature: 30°C
Injection volume: 10 μl
Detector Wavelength: 254nm
Run time: 20min.

As shown in Table 1 above, from Example 1, which is a liquid herbicidal composition comprising a pyridinesulfonylurea compound as an active ingredient and a buffer having a pH of 5.80 to 6.25 according to one embodiment of the present invention. 4 has a lower decomposition rate than Comparative Examples 1 to 4, in which the pH range of the buffer exceeds the present invention, so it can be confirmed that it has excellent stability even during long-term high-temperature storage.

In addition, among the examples, when the pH of the buffer solution is the same, it can be seen that the decomposition rates of Examples 1 and 3, which contain 2.0 to 3.0 parts by weight of the antifreeze, are lower.

Although the present invention has been described above with specific details, such as specific components, and with limited examples and drawings, this is provided to aid in a more general understanding of the invention. However, the present invention is not limited to the above-described embodiments, and a person having ordinary knowledge in the technical field to which the present invention belongs can make various modifications and variations from such descriptions. can.

Therefore, the spirit of the present invention should not be limited to the above-described embodiments, and should not be limited to the scope of the claims which will be described later, but can also be modified equally or equivalently to the scope of the claims. All of them can be said to belong to the scope of the idea of the present invention.

Claims (8)

an active _{ingredient comprising} a pyridinesulfonylurea compound represented by the following chemical _{formula 1} ; A liquid herbicide composition comprising a phosphate buffer containing
The liquid herbicidal composition further comprises propylene glycol,
The liquid herbicidal composition, wherein the propylene glycol is contained in an amount of 2.0 to 3.0 parts by weight based on 100 parts by weight of the liquid herbicidal composition .

In the chemical formula 1,
n is an integer from 1 to 3;
R is hydrogen or an alkyl group having 1 to 4 carbon atoms,
R' is hydrogen, an alkyl group having 1 to 4 carbon atoms, a haloalkyl group having 1 to 3 carbon atoms, a halogen group or an alkoxy group having 1 to 2 carbon atoms,
X and Y are each independently an alkyl group having 1 or 2 carbon atoms, an alkoxy group having 1 or 2 carbon atoms, a haloalkoxy group having 1 or 2 carbon atoms or a halogen group. 2. The liquid herbicidal composition according to claim 1, wherein the pH of said buffer is from 6.0 to 6.2. 2. The liquid herbicidal composition according to claim 1, wherein said buffer has a concentration of 0.03M to 0.2M. In the chemical formula 1,
n is an integer of 1 or 2,
R is hydrogen or a methyl group,
R' is hydrogen, a halogen group or a methyl group,
2. The liquid herbicidal composition according to claim 1, wherein X and Y are each independently a methoxy group. The pyridinesulfonylurea compound represented by Chemical Formula 1 is
N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6- Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-(2-fluoro-1-hydroxyacetoxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6-dimethoxypyrimidin-2-yl)amino carbonyl]-2-(2-fluoro-1-(3-hydroxypropion)oxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]- 2-(2-fluoro-1-(3-methoxypropion)oxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-4-methyl -2-(2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide, N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-4-chloro-2-( 2-fluoro-1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide and N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-4-bromo-2-(2-fluoro- The liquid herbicidal composition according to claim 1, comprising one or more selected from the group consisting of 1-methoxyacetoxy-n-propyl)pyridine-3-sulfonamide. The liquid herbicidal composition according to claim 1, wherein the pyridinesulfonylurea compound represented by Chemical Formula 1 is a compound represented by Chemical Formula 2 below.

2. The liquid herbicidal composition according to claim 1, comprising the active ingredient in an amount of 1 to 50 parts by weight based on 100 parts by weight of the liquid herbicidal composition. 2. The liquid herbicidal composition according to claim 1, wherein said liquid herbicidal composition is in the form of a liquid wettable powder (suspension concentrate, SC).