Title of Invention: Herbicide composition
technical field
[One]
Cross Citation with Related Applications
[2]
This application claims the benefit of priority based on Korean Patent Application No. 10-2019-0173212 dated December 23, 2019, and all contents disclosed in the literature of the Korean patent application are incorporated as a part of this specification.
[3]
technical field
[4]
The present invention relates to a herbicide composition.
background
[5]
In the cultivation technology of crops, it is important to protect crops by controlling weeds that inhibit the growth of crops. In order to reduce damage such as poor growth of crops or decrease in yield due to weeds generated in crop cultivation areas, herbicidal active substances that can effectively control them and are safe for crops have been developed. Many herbicides developed so far have been registered for specific crops and are used for weed control. The herbicide for use for controlling weeds occurring in the cultivation area of ​​such specific crops has a high herbicidal activity and a wide weeding spectrum, but it is preferable that it is safe for the environment and crops. However, not all herbicides fully satisfy these conditions.
[6]
As a method for increasing the herbicidal activity of existing herbicides and broadening the herbicidal spectrum, the method most used is a method of mixing two or more herbicidal active substances having different herbicidal activities. In the case of mixing two or more herbicidal active substances as described above, there are cases in which a better herbicidal effect is exhibited than when the herbicides are individually treated (single treatment) to weeds. This case of exhibiting more than the level of potency or activity that would be expected according to the results of the individual potency of the constituents is referred to as "synergy". However, there are some cases where a synergistic action of herbicides appears when two or more herbicidal active substances are mixed. there are many In this way, a case in which the herbicidal effect is lower when the two herbicidal active substances are mixed than when the single agent is treated is referred to as "antagonism". In addition, the case where the herbicidal effect does not change when the herbicidal active substances are mixed with the single agent treatment is called "additive action".
[7]
Pyribenzoxim (PBX) is a herbicide from germination to postemergence and has the action of inhibiting Acetolactate synthase (ALS) activity. Due to its strong soil adsorption properties, it is mainly used for foliar treatment. Conventionally, Pyribenzoxim (PBX) was mainly developed as a single agent, but recently, research on the development of a combination with other herbicidal active substances is in progress for the emergence of resistant weeds and expansion of the weeding spectrum. On the other hand, Pyribenzoxim (PBX) has been studied for various formulations (WP, WG, OD, SC, etc.) seemed However, in the case of PBX, since a large amount of emulsifier is required for sufficient drug efficacy, the amount of solvent used is limited. There was a difficult problem.
[8]
Therefore, as a pyribenzoxim (Pyribenzoxim, PBX) mixture, it exhibits excellent herbicidal activity in synergy with pyribenzoxim (PBX), and it is required to develop a herbicide composition having excellent formulation stability of the emulsion (EC) formulation.
[9]
[Prior art literature]
[10]
[Patent Literature]
[11]
Chinese Laid-Open Patent No. 104186503
DETAILED DESCRIPTION OF THE INVENTION
technical challenge
[12]
The present invention is a pyribenzoxim (Pyribenzoxim, PBX) mixture, using a specific herbicidal active substance having a synergistic effect with pyribenzoxim (PBX), as well as showing excellent herbicidal activity, and excellent formulation stability (EC) It is intended to provide a formulation of a herbicide composition.
means of solving the problem
[13]
The present invention includes a pyribenzoxim (Pyribenzoxim, PBX), phenoxsulam (Penoxsulam, PNS), an organic solvent and an emulsifier, the organic solvent is gamma-Butyrolactone (gamma-Butyrolactone, GBL) provides a herbicide composition .
Effects of the Invention
[14]
According to the present invention, as a mixture comprising pyribenzoxim (PBX) and phenoxsulam (PNS), an emulsion ( EC) formulations of herbicide compositions.
Modes for carrying out the invention
[15]
Hereinafter, the present invention will be described in more detail to help the understanding of the present invention. At this time, the terms or words used in the present specification and claims should not be construed as being limited to conventional or dictionary meanings, and the inventor appropriately defines the concept of the term to describe his invention in the best way. It should be interpreted as meaning and concept consistent with the technical idea of ​​the present invention based on the principle that it can be done.
[16]
[17]
The present invention includes a pyribenzoxim (Pyribenzoxim, PBX), phenoxsulam (Penoxsulam, PNS), an organic solvent and an emulsifier, the organic solvent is gamma-Butyrolactone (gamma-Butyrolactone, GBL) provides a herbicide composition .
[18]
The pyribenzoxim (Pyribenzoxim, PBX) has the action of inhibiting Acetolactate synthase (ALS) activity as a herbicide from germination to maturity (postemergence). The pyribenzoxim (Pyribenzoxim, PBX) is mainly used for foliage treatment because of its strong soil adsorption properties. Conventionally, Pyribenzoxim (PBX) was mainly developed as a single agent, but recently it was necessary to develop a combination with other herbicidal active substances due to the emergence of resistant weeds and limitations of the weeding spectrum. Accordingly, in the present invention, a mixture of pyribenzoxim (PBX) and phenoxsulam (PNS) was developed. The phenoxulam (Penoxsulam, PNS) can be absorbed through the leaves and roots, and can be used both before the germination of weeds and until maturity (postemergence) and before weed germination (preemergence). In addition, the phenoxsulam (Penoxsulam, PNS) has a wide control spectrum, such as hyacinth plants, broadleaf weeds, sedge plants. The mixture of the pyribenzoxim (Pyribenzoxim, PBX) and phenoxulam (Penoxsulam, PNS) is excellent in quick-acting and long-acting drug, the control spectrum is wide, and can show excellent herbicidal activity.
[19]
On the other hand, although research on various formulations (WP, WG, OD, SC, etc.) of the pyribenzoxim (PBX) and phenoxsulam (PNS) mixture has been conducted, an emulsifiable agent containing a large amount of a specific emulsifier (Emulsifiable) Concentrate, EC) showed the best efficacy. However, in the case of the emulsion (EC), the amount of the emulsifier is required, so the amount of the solvent is limited. There was a problem in that it was difficult to secure formulation stability. In addition, the pyribenzoxim (Pyribenzoxim, PBX) and phenoxsulam (Penoxsulam, PNS) both had difficulty in developing an emulsion (EC) formulation because their solubility in conventional organic solvents was not high. Therefore, in the present invention, by using gamma-butyrolactone (GBL) as an organic solvent, solubility is increased and pyribenzoxim (PBX) and phenoxylam (PBX) of an emulsion (EC) formulation with excellent formulation stability ( Penoxsulam, PNS) developed a combined herbicide composition.
[20]
According to an embodiment of the present invention, 0.1 to 10.0 parts by weight of pyribenzoxim (PBX) may be included with respect to 100 parts by weight of the herbicide composition, more preferably 1.0 to 5.0 parts by weight, more preferably It may contain 2.5 to 3.0 parts by weight. In addition, according to an embodiment of the present invention, 0.1 to 10.0 parts by weight of phenoxsulam (PNS) may be included with respect to 100 parts by weight of the herbicide composition, more preferably 1.0 to 5.0 parts by weight, more preferably may include 1.5 to 2.0 parts by weight. Most preferably, it may contain 2.5 to 3.0 parts by weight of pyribenzoxim (PBX) and 1.5 to 2.0 parts by weight of phenoxsulam (PNS) based on 100 parts by weight of the herbicide composition. In addition, the pyribenzoxim (Pyribenzoxim, PBX) and phenoxsulam (Penoxsulam, PNS) may be included in a weight ratio of 1:0.1 to 1:3.0, more preferably 1:0.2 to 1:1.0 by weight ratio. and more preferably 1:0.5 to 1:0.8 by weight. By including the pyribenzoxim (Pyribenzoxim, PBX) and phenoxulam (Penoxsulam, PNS) within the above weight range, the pyribenzoxim (Pyribenzoxim, PBX) and the phenoxulam (Penoxsulam, PNS) show excellent herbicidal activity due to synergism and may have excellent fast-acting and long-acting drug effects.
[21]
On the other hand, the herbicide composition of the present invention may be an emulsion (EC) formulation containing an organic solvent and an emulsifier, and excellent medicinal efficacy can be secured by forming the herbicide composition into an emulsion (EC) formulation. However, in the case of an emulsion (EC) formulation, the solubility of pyribenzoxim (PBX) and phenoxsulam (PNS) is not high, and there was a problem in that it was difficult to secure formulation stability, but the present invention is gamma-butyric as an organic solvent By including gamma-Butyrolactone (GBL), it is possible to dissolve well and secure excellent formulation stability. 50 to 70 parts by weight of the gamma-butyrolactone (GBL) with respect to 100 parts by weight of the herbicide composition, more preferably 60 to 68 parts by weight, more preferably 64 to 66 parts by weight may include wealth. By including the gamma-butyrolactone (gamma-Butyrolactone, GBL) within the above weight range, there is an effect of preventing the low-temperature precipitation of the original agent.
[22]
More preferably, as the emulsifier, polyoxyethylene lauryl ether and polyethylene-polypropylene copolymer may be included. The emulsifier makes the droplet size of the emulsion to a nanometer level, thereby maximizing the foliar penetration of pyribenzoxim (PBX). The emulsifier may be included in an amount of 15 to 45 parts by weight based on 100 parts by weight of the herbicide composition, and more preferably 25 to 35 parts by weight. By including the emulsifier in the above weight range, the droplet size of the emulsion is made at the nanometer level, thereby maximizing the foliar penetration of Pyribenzoxim (PBX) and Penoxsulam (PNS).
[23]
[24]
The following examples are presented to provide those skilled in the art with a complete disclosure and description of how the compounds, compositions, and methods provided herein are made and evaluated, and are intended to be purely illustrative. Accordingly, the examples are in no way intended to limit the scope of what the inventors regard as their invention. There are many variations and combinations of reaction conditions, eg, component concentrations, desired solvents, solvent mixtures, temperature, pressure, and other reaction parameters and conditions that may be used to optimize product properties such as purity, yield, and the like. These are also considered to be within the scope of this application. Any combination of the elements described above in all possible variations is encompassed by the invention unless otherwise indicated herein or otherwise clearly contradicted by context.
[25]
[26]
[Experimental Example 1: Formulation stability evaluation]
[27]
3 g of pyribenzoxim (PBX) and 2 g of phenoxsulam (PNS) were mixed with 65 g of each solvent according to Table 1, and dissolved by stirring at 50 ° C. with a stirrer at 400 rpm. Thereafter, it was stored at a low temperature (0°C) for 2 weeks, and dissolution stability was evaluated by checking whether the original agent was precipitated.
[28]
[Table 1]
menstruum Whether the original agent is dissolved Precipitation of original agent
(2 weeks storage)
K-200S (solvent naphtha, heavy aromatic compound) X O
K-150 (solvent naphtha, heavy aromatic compound) X O
K-100 (solvent naphtha, light aromatic compound) X O
CR-MO (methyl oleate) X O
AG-1555 (propylene carbonate) X O
AG-1730 (morphine amide, C8-C10 fatty acid) X O
cotton seed oil X O
castor oil X O
NMP (N-methylpyrrolidone) O O
NOP (N-octylpyrollidone) X O
exxsol D-100 (Hydrocarbons, C12-C15, n-alkanes) X O
exxsol D-130 (Distillates (petroleum), hydrotreated middle) X O
AMD810 (C8-C10 fatty acid dimethylamide) X O
Xylene X O
GBL (gamma-Butyrolactone) O X
[29]
Referring to Table 1, NMP and gamma-butyrolactone (GBL) in various solvents dissolved the original agent, but precipitation of NMP occurred when stored at a low temperature. Gamma-butyrolactone (GBL) was not only well-dissolved, but also had excellent dissolution stability because precipitation did not occur when stored at a low temperature.
[30]
[31]
Example 1
[32]
Pyribenzoxim (PBX) 3g, phenoxsulam (Penoxsulam, PNS) 2g was mixed with gamma-butyrolactone (gamma-Butyrolactone, GBL) 65g, and dissolved by stirring at 50 ℃ with a stirrer 400rpm. After confirming that it is dissolved visually, and after stopping the heating, a total of 30 g of emulsifier polyoxyethylene lauryl ether and polyethylene-polypropylene copolymer are additionally added and stirred sufficiently with a stirrer 400rpm to prepare a herbicide composition of an emulsion (EC) formulation.
[33]
[34]
Comparative Example 1
[35]
Pyribenzoxim (Pyribenzoxim, PBX) single agent (trade name: pyanchor) of an emulsion (EC) formulation containing 5 g of pyribenzoxim (PBX) was prepared. In addition, a single drug (Penoxsulam, PNS) in the form of a suspension concentrate (SC) containing 3 g of Penoxsulam (PNS) was prepared. The pyribenzoxim (Pyribenzoxim, PBX) single agent and the phenoxsulam (Penoxsulam, PNS) single agent were mixed and used immediately before drug treatment.
[36]
[37]
Comparative Example 2
[38]
An emulsion (EC) herbicide composition (trade name: Pyanchor gold) containing 6 g of cyhalofop butyl (CHF) and 2.5 g of pyribenzoxim (PBX) was used.
[39]
[40]
Comparative Example 3
[41]
A herbicide composition (trade name: Topshot) of an oily wetting agent (OD) formulation containing 5 g of cyhalofop butyl (CHF) and 1 g of phenoxsulam (PNS) was used.
[42]
[43]
[Experimental Example 2: Efficacy evaluation]
[44]
Herbicidal efficacy was evaluated using the herbicide compositions of Example 1 and Comparative Examples 1 to 3. Specifically, for the target weeds, 3-4 leaf stages (resistance, susceptibility), dung beetle, algae, and honeysuckle were used. During treatment, weed growth period was around 4 leaf stage, and pre-emergence was 2 days after weed sowing. It was. The amount of water used when diluting the product was 300L/ha, and the herbicidal activity was observed with the naked eye on the 8th, 14th, and 26th days after the drug treatment. Before and after treatment, pot management was performed with foliage treatment after complete drainage, and freshwater depth of 1 cm was maintained 24 hours after treatment.
[45]
The results are shown in Table 2 below.
[46]
[Table 2]
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 8
Hard skin (resistance) 3-4 LS (leaf stage) 93 88 82 50
Hard skin (susceptibility) 3-4LS 93 88 80 85
Dungeon 4~6LS 70 40 95 90
Albang Dongsani 4~5LS 97 85 30 40
Switch needle 3~3.5LS 99 80 100 30
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 8
Hard skin (resistance) pre-E 99 99 98 85
Hard skin (susceptibility) pre-E 99 97 98 30
dung beetle pre-E 99 100 99 17
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 14
Hard skin (resistance) 3-4LS 100 100 94 70
Hard skin (susceptibility) 3-4LS 100 100 100 85
Dungeon 4~6LS 70 35 97 100
Albang Dongsani 4~5LS 100 99 50 30
Switch needle 3~3.5LS 100 100 100 30
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 14
Hard skin (resistance) pre-E 100 100 100 33
Hard skin (susceptibility) pre-E 100 100 100 7
dung beetle pre-E 100 100 100 13
albangdongsanni pre-E 100 100 93 80
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 26
Hard skin (resistance) 3-4LS 100 100 93 40
Hard skin (susceptibility) 3-4LS 100 100 100 69
Dungeon 4~6LS 60 40 83 100
Albang Dongsani 4~5LS 100 100 55 20
Switch needle 3~3.5LS 100 100 100 20
Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3
Day 26
Hard skin (resistance) pre-E 100 100 100 27
Hard skin (susceptibility) pre-E 100 100 100 3
dung beetle pre-E 100 100 100 13
albangdongsanni pre-E 100 100 100 92
[47]
Referring to Table 2, the herbicidal composition according to Example 1 was superior to that of Comparative Example 1 in herbicidal activity. In addition, compared to Comparative Examples 2 to 3, the herbicidal composition according to Example 1 exhibited fast and excellent herbicidal activity against lice (resistance), lichen (susceptibility), algae, and chrysanthemum. was low.
Claims
[Claim 1]
Pyribenzoxim (Pyribenzoxim, PBX), phenoxsulam (Penoxsulam, PNS), comprising an organic solvent and an emulsifier, the organic solvent is gamma-butyrolactone (gamma-Butyrolactone, GBL) herbicide composition.
[Claim 2]
The herbicide composition according to claim 1, wherein the herbicide composition is an Emulsifiable Concentrate (EC) formulation.
[Claim 3]
According to claim 1, The herbicide composition comprising 0.1 to 10 parts by weight of pyribenzoxim (Pyribenzoxim, PBX) with respect to 100 parts by weight of the herbicide composition.
[Claim 4]
The herbicide composition according to claim 1, comprising 0.1 to 10 parts by weight of phenoxsulam (PNS) based on 100 parts by weight of the herbicide composition.
[Claim 5]
The herbicidal composition of claim 1, wherein the pyribenzoxim (Pyribenzoxim, PBX) and phenoxsulam (PNS) are included in a weight ratio of 1:0.1 to 1:3.0.
[Claim 6]
The herbicide composition according to claim 1, comprising 2.5 to 3.0 parts by weight of pyribenzoxim (PBX) and 1.5 to 2.0 parts by weight of phenoxsulam (PNS) based on 100 parts by weight of the herbicide composition.
[Claim 7]
According to claim 1, The herbicide composition comprising 50 to 70 parts by weight of gamma-butyrolactone (gamma-Butyrolactone, GBL) based on 100 parts by weight of the herbicide composition.
[Claim 8]
According to claim 1, wherein the emulsifier is an alkylaryl ether sulfate salt (Alkylaryl ether sulfate salt), phosphate ester salt (phosphate ester salt), sulfosuccinate salt (Sulfosuccinate salt), alcohol ether ethoxylate (alcohol ether ethoxylate) , alcohol ether alkoxylate, alkylphenol ether ethoxylate, alkylphenol ether alkoxylate, block co-polymer, fatty acid alkoxylate ( fatty acid alkoxylate, fatty amine alkoxylate, alkyl polyglucoside, alkoxylated vegetable oil, sorbitol ester alkoxylate, amine oxide , aliphatic amine alkoxylate (fatty amine alkoxylate), and quaternary ammonium salt (Quaternary ammonium salt) at least one herbicide composition selected from the group consisting of.
[Claim 9]
The herbicide composition according to claim 1, wherein the emulsifier comprises polyoxyethylene lauryl ether and polyethylene-polypropylene copolymer.
[Claim 10]
The herbicide composition according to claim 1, comprising 15 to 45 parts by weight of an emulsifier based on 100 parts by weight of the herbicide composition.