Herbicide composition containing alkyl polyglycoside

Abstract

Provided is a herbicide composition containing a herbicide ingredient and an alkyl polyglycoside (APG) ingredient. This herbicide composition exhibits good stability without the need for C12-C16-alkyl ether sulfate, and has a low viscosity and low foaming property desirable for handling during preparation and application.

Description

Technical Field

[0001] The present invention relates generally to herbicide compositions, and more particularly to herbicide compositions comprising a herbicide component and an alkyl polyglycoside (APG) component.

Background Art

[0002] A wide variety of herbicide compositions are known. One problem with herbicide compositions is their storage stability, particularly in the presence of high concentrations of salts.

[0003] Alkyl ether sulfates are used as surfactants or synergists for herbicide compositions.

[0004] U.S. Patent No. 8,445,406 B2 discloses that in order to enhance the stability of such aqueous herbicide compositions containing high concentrations of glufosinate or glufosinate salts, a certain amount of sodium lauryl ether sulfate (SLES) is added in an amount ranging from 3 to 35% by weight.

[0005] However, sodium lauryl ether sulfate may enhance the undesirable foaming property of glufosinate in aqueous herbicide compositions containing high concentrations of glufosinate or glufosinate salts. Furthermore, since sodium lauryl ether sulfate generally has viscosity, it may increase the viscosity of such compositions, making dilution difficult, which is generally undesirable from the viewpoints of handling during production and application.

[0006] U.S. Patent No. 8,901,041 B2 discloses a low-foaming liquid aqueous herbicide composition comprising one or more water-soluble herbicidally active ingredients, an anionic surfactant, and a silicone-based defoaming agent.

[0007] U.S. Patent Application Publication No. 2005266999A1 discloses a liquid aqueous crop protection agent composition containing one or more water-soluble crop protection active ingredients (type (a) active ingredients), nonionic, cationic, anionic and / or zwitterionic surfactants, a nonionic surfactant from the group of alkyl polyglycosides, and an inorganic salt from the group of ammonium salts.

SUMMARY OF THE INVENTION

PROBLEMS TO BE SOLVED BY THE INVENTION

[0008] There is a continuing need for herbicide compositions having at least one, preferably all, of the advantages of high storage stability, low foaming properties, and low viscosity.

MEANS FOR SOLVING THE PROBLEMS

[0009] An object of the present invention is to provide a herbicide composition that can control gramineous weeds well and has at least one of storage stability, low foaming properties, and low viscosity.

[0010] An object of the present invention is C 12 ~C 16 -alkyl ether sulfate-free or substantially free herbicide composition comprising: a) a herbicide component and b) an alkyl polyglycoside (hereinafter referred to as "APG") component has been found to be achievable.

[0011] In one aspect, the present invention is a C 12 ~C 16 -alkyl ether sulfate-free or substantially free herbicide composition comprising: a) a herbicide component; and b) an alkyl polyglycoside component having the formula (I): R-O-(G 1 ) x -H (I) (wherein, R is a branched alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbons, more preferably 8 to 13 carbon atoms; G 1 is a group formed by removing an H2O molecule from a monosaccharide called a "reducing sugar", typically a hexose of formula C6H 12 O6 or a pentose of formula C5H 10 O5; x represents an average value and is a number in the range of 1.1 to 10, preferably in the range of 1.1 to 4, more preferably in the range of 1.1 to 2, most preferably in the range of 1.2 to 1.9, and particularly preferably in the range of 1.2 to 1.6), an alkyl polyglycoside component containing an alkyl polyglycoside represented by To provide a herbicide composition containing

[0012] In another aspect, the present invention provides a method for preparing a herbicide composition according to the present invention, which includes mixing the components of the herbicide composition.

[0013] In a further aspect, the present invention provides the use of the herbicide composition according to the present invention for controlling weeds.

[0014] Surprisingly, a herbicide composition containing a herbicide component and an alkyl polyglycoside component exhibits good stability without the need for C 12 ~C 16 -alkyl ether sulfate and has desirable low viscosity and low foaming properties during preparation and handling during application.

DETAILED DESCRIPTION OF THE INVENTION

[0015] Here, the present invention will be described in detail below. It should be understood that the present invention can be embodied in many different ways and should not be construed as limited to the embodiments described herein. Unless otherwise specified, all technical terms and scientific terms used herein have the same meaning as commonly understood by those skilled in the technical field to which the present invention belongs.

[0016] As used herein, the singular forms "a", "an", and "the" include plural referents unless the context clearly dictates otherwise.

[0017] As used herein, terms such as "comprise" and "comprising" may be used interchangeably with "contain" and "containing", and should be construed in a non-limiting, open-ended manner. In other words, for example, additional components or elements may be present. "Consists of", "consists essentially of", or similar expressions may be subsumed under "comprises" or similar expressions.

[0018] As used herein, the term "stable" is intended to mean that the composition exists in a substantially continuous single phase. In contrast, an unstable composition does not exist in a substantially continuous single phase. For example, an unstable composition may exhibit various degrees of phase separation.

[0019] As used herein, the term "substantially free of" means an amount in the range of less than the amount proposed for use of the specified component, for example, 2% by weight or less, preferably 1% by weight or less, more preferably 0.5% by weight or less, and most preferably 0.1% by weight or less, based on the total weight of the composition. For example, as used herein, the term "substantially free of C 12 ~C 16 -alkyl ether sulfate" means that C 12 ~C 16 -alkyl ether sulfate is not intentionally added to the herbicide composition. However, the herbicide composition of the present invention may contain C 12 ~C 16- An alkyl ether sulfate may be included in an amount in the range of 2% by weight or less, preferably 1% by weight or less, more preferably 0.5% by weight or less, and most preferably 0.1% by weight or less, based on the total weight of the herbicide composition, for example. Preferably, the herbicide composition of the present invention is C 12 ~C 16 - free of alkyl ether sulfate.

[0020] Herbicide component a) Suitable herbicides within the scope relevant to the present invention are acetamides, amino acid analogs, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridyls, carbamates and thiocarbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N - phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoramidates, phosphorodithioates, phthalamates, pyrazines, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, ureas, and their salts, particularly ammonium, sodium, potassium or alkylamine salts and combinations thereof.

[0021] In some embodiments, suitable herbicides are in the following classifications: - Acetamides: acetochlor, alachlor, butachlor, dimetachlor, dimethenamid, flufenacet, mefenacet, metolachlor, metazachlor, napropamide, naproanilide, petoxamid, pretilachlor, propachlor, tenilchlor; - Amino acid analogs: bilanafos, glyphosate, glufosinate, sulfosate; - Aryloxyphenoxypropionates: clodinafop, cyhalofop-butyl, fenoxaprop, fluazifop, haloxyfop, metamifop, propaquizafop, quizalofop, quizalofop-P-tefuryl; - Bipyridyls: diquat, paraquat; - Carbamates and thiocarbamates: asulam, butylate, carbethiamid, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb, triallate; - Phenylcarbamates: mefluizide; - Cyclohexanediones: butroxydim, clethodim, cycloxydim, profoxydim, Sethoxydim, tepraloxydim, tralkoxydim; - Dinitroanilines: benfluralin, ethalfluralin, oryzalin, pendimethalin, prodiamine, trifluralin; - Diphenyl ethers: acifluorfen, acronifen, biphenox, dichlofop, ethoxyfen, hinosafen, lactofen, oxyfluorfen; - Hydroxybenzonitriles: bromoxynil, dichlobenil, ioxynil; - Imidazolinones: imazamethabenz, imazamox, imazapic, imazapyr, imazakine, imazethapyr; - Phenoxyacetic acids: chlormepropp, 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, mecoprop, mecoprop-P; - Pyrazine: Chloridazon, Flufenpyr-ethyl, Fluthiacet, Norflurazon, Pyridate; - Pyridine: Aminopyralid, Clopyralid, Diflufenican, Dithiopyr, Fluridone, Fluroxypyr, Picloram, Picolinafen, Thiazopyr; - Sulfonylurea: Amidosulfuron, Azimsulfuron, Bensulfuron, Chlorimuron-ethyl, Chlorsulfuron, Cinosulfuron, Cyclosulfamuron, Ethoxysulfuron, Flazasulfuron, Flucetosulfuron, Flupyrsulfuron, Foramsulfuron, Halosulfuron, Imazosulfuron, Iodosulfuron, Mesosulfuron, Metsulfuron-methyl,nicosulfuron, Oxasulfuron, Primisulfuron, Prosulfuron, Pyrazosulfuron, Rimsulfuron, Sulfometuron, Sulfosulfuron, Thifensulfuron, Triasulfuron, Tributyluron, Trifloxysulfuron, Triflusulfuron, Tritosulfuron, 1-((2-Chloro-6-propylimidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-dimethoxypyrimidin-2-yl)urea; - Triazine: Ametryn, Atrazine, Cyanazine, Dimethametryn, Ethidimuron, Hexazinone, Metamitron, Metribuzin, Prometryn, Simazine, Terbuthylazine, Terbutryn, Triaziflam, Simetryn; - Urea: Chlortoluron, Daimuron, Diuron, Fluometuron, Isoproturon, Linuron, Metabenzthiazuron, Tebuthiuron; - Benzoic acid: Dicamba; - Benzothiadiazinone: Bentazone; - Other acetolactate synthase inhibitors: Bispyribac sodium, Chloransulam-methyl, Diclosulam, Florasulam, Flucarbazone, Flumetsulam, Metosulam, Orthosulfamuron, Penoxsulam, Propoxycarbazone, Pyribambenz-propyl, Pyribenzoxim, Pyriflufen, Pyribambenz-methyl, Pyrimisulfan, Pyribenzoxim, Pyribenzoxim, Pyribenzoxim, Pyroxasulfone, Pyroxasulam;- Him: Amicarbazone, Aminotriazole, Anilophos, Beflubutamid, Benazolin, Bencarbazone, Benfluresate, Benzofenap, Bentazone, Benzobicyclon, Bromacil, Bromobutide, Butaphenacil, Butamiphos, Cafestrol, Carfentrazone, Cinidon-ethyl, Chlorotal, Cinmethylin, Chromazone, Cumyluron, Cyprosulfamid, Difenzoate, Diflufenzo pyr, Drechslera monoceras, Endothal, Ethofumesate, Ethobenzanid, Fentrazamide, Flumiclorac-pentyl, Flumioxazin, Flupoxam, Fluorochloridon, Flurtamon, Indanofan, Isoxaben, Isoxafutole, Lenacil, Propanil, Propyzamide, Kinklorac, Kimmelac, Mesotrione, Methylarsenic acid, Naptalam, Oxadiargyl, Oxadiazone, Oxadi clomefone, Pentoxazone, Pinoxaden, Pyraclonil, Pyraflufen-ethyl, Pyrazosulfotole, Pyrazoxyfen, Pyrazolineate, Quinoclamine, Saffufenacil, Sulcotrione, Sulfentrazone, Terbacil, Tefluthrin, Tembotrione, Thiencarbazone, Topramezone, 4-hydroxy-3-[2-(2-methoxyethoxymethyl)-6-trifluoromethylpyridine-3-carbonyl]bicyclo[3.2.1] Oct-3-en-2-one, ethyl (3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)phenoxy]pyridin-2-yloxy)acetate, methyl 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylate, 6-chloro-3(2-cyclopropyl-6-methylphenoxy)pyridazin-4-ol, 4-amino-3-chloro-6-(4-chlorophenyl)-5-fluoropyridine-2-carboxylic acid, methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate, methyl 4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluorophenyl)pyridine-2-carboxylate;. are herbicides from and their salts, especially ammonium, sodium, potassium or alkylamine salts and combinations thereof are also included.

[0022] In some preferred embodiments, suitable herbicides are in the following classifications: - Amino acid analogs: bilanafos, glyphosate, glufosinate, sulfosate; - Carbamates and thiocarbamates: asulam, butylate, carbethamid, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb, triallate; - Bipyridyls: diquat, paraquat; - Benzothiadiazinones: bentazone; - Phenoxyacetic acids: 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB; and - Benzoic acids: dicamba; are herbicides from and their salts, especially ammonium, sodium, potassium or alkylamine salts and combinations thereof are also included.

[0023] In some preferred embodiments, suitable herbicides are water-soluble herbicides from the group consisting of acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, napropamide, quinclorac, and combinations thereof.

[0024] In some particularly preferred embodiments, suitable herbicides are herbicides from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, and bentazone and salts thereof, particularly ammonium, sodium, potassium, or alkylamine salts and combinations thereof.

[0025] In some more specific preferred embodiments, the herbicide composition of the present invention comprises glufosinate and / or a salt thereof as a water-soluble herbicide component. The term "glufosinate" as defined in the present invention refers to (RS)-2-amino-4-(hydroxy(methyl)phosphonyl)butanoic acid and is specifically intended to include any of the individual stereoisomers or mixtures thereof (in any relative weight or number ratio), particularly the racemic mixture.

[0026] Salts suitable for the definition of salts of glufosinate can be ammonium, sodium, potassium, alkylamine salts, and combinations thereof. Suitable alkylamines include diethylamine and triethylamine.

[0027] The ammonium salts that can be used in the present invention are N(R)4 + (where the R groups may be the same or different and represent a hydrogen atom or a linear or branched saturated or unsaturated C1-C6 hydrocarbon group optionally substituted with a hydroxyl group) having a cation, such as an isopropylamine salt; a sulfonium salt; the salt may exist alone or in combination, in these mixtures or in an associated form. Ammonium salts that can be specifically mentioned include salts obtained from secondary or primary amines such as isopropylamine (IPA), dimethylamine, diamines such as ethylenediamine, or alkanolamines such as monoethanolamine (MEA). Trimethylsulfonium is a suitable sulfonium salt. Another exemplary glufosinate salt is the DL-phosphinothricin ammonium salt ((±)-2-amino-4-(methylphosphinato)butanoic acid ammonium), which may also be simply referred to as glufosinate ammonium.

[0028] In some embodiments, the herbicide component a) is present in an amount in the range of 5 to 60% by weight, preferably 6 to 55% by weight, more preferably 8 to 50% by weight, most preferably 9 to 45% by weight, such as 5 to 10% by weight, such as 10 to 20% by weight, such as 20 to 30% by weight, such as 30 to 40% by weight, such as 40 to 50% by weight, such as 50 to 60% by weight, based on the total weight of the herbicide composition.

[0029] In some embodiments, the herbicide component a) which is glufosinate is present in an amount in the range of 5 to 35% by weight, preferably 6 to 30% by weight, more preferably 8 to 25% by weight, most preferably 9 to 20% by weight, such as 5 to 10% by weight, such as 10 to 20% by weight, such as 20 to 30% by weight, such as 30 to 35% by weight, based on the total weight of the herbicide composition.

[0030] Alkyl polyglycoside component b) The alkyl polyglycoside (hereinafter referred to as "APG") component in the context of the present invention has the formula (I): R-O-(G 1 )x -H (I) (wherein R is a branched alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbons, more preferably 8 to 13 carbon atoms; G 1 is a monosaccharide called a "reducing sugar", typically a hexose of the formula C6H 12 O6 or a group formed by removing an H2O molecule from a pentose of the formula C5H 10 O5; x represents an average value and is a number in the range of 1.1 to 10, preferably in the range of 1.1 to 4, more preferably in the range of 1.1 to 2, most preferably in the range of 1.2 to 1.9, particularly preferably in the range of 1.2 to 1.6) and can contain an alkyl polyglycoside represented by the formula.

[0031] R of the alkyl polyglycoside of formula (I) can be, for example, 2-ethylhexyl, 2-propylheptyl, 2-butyloctyl, isononyl, isotridecyl or 5-methyl-2-isopropylhexyl. The reducing sugar that generates G 1 of the alkyl polyglycoside of formula (I) can be at least one selected from the group consisting of, for example, rhamnose, glucose, xylose and arabinose. Preferably, R in the alkyl polyglycoside of formula (I) is 2-ethylhexyl, 2-propylheptyl, 2-butyloctyl, isononyl, isotridecyl or 5-methyl-2-isopropylhexyl, and G 1 is a group formed by removing an H2O molecule from rhamnose, glucose, xylose, arabinose or any mixture thereof.

[0032] In some preferred embodiments of the present invention, the alkyl polyglycoside (I) has the formula (I-1):

Chemical formula

[0033] In formula (I-1), R 1 is a C1-C4-alkyl group or hydrogen, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; preferably, R 1 is a linear C1-C4-alkyl group; more preferably, R 1 is selected from ethyl and n-propyl, and most preferably, R 1 is selected from ethyl.

[0034] Preferably, in formula (I-1), R 2 is -CH2CH2-R 3 where R 3 is a C1-C4-alkyl group or hydrogen; more preferably, R 3 is the same as R 1 .

[0035] Particularly preferably, the variable elements R 1 and R 2 in formula (I-1) are defined as follows: R 1 is a C1-C4-alkyl group or hydrogen, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl, preferably, R 1 is a linear C1-C4-alkyl group, more preferably, R 1 is selected from ethyl and n-propyl; even more preferably, R 1 is ethyl; R2 is -CH2CH2-R 3 and R 3 is the same as R 1 is identical.

[0036] In particular, R 1 is selected from ethyl and n-propyl, preferably ethyl, and R 2 is -CH2CH2-R 3 and R 3 is the same as R 1 is identical, and examples of the alkyl polyglycoside represented by formula (I-1) can be given. Particularly preferably, R 1 is ethyl, and R 2 is -CH2CH2-R 3 and R 3 is the same as R 1 is identical, and examples of the alkyl polyglycoside represented by formula (I-1) can be given.

[0037] In both formula (I) and formula (I-1), G 1 represents a group formed by removing an H2O molecule from a monosaccharide called a "reducing sugar". The reducing sugar in the context of the present invention refers to a sugar having reducing properties such as aldose and ketose. The monosaccharide called a reducing sugar suitable for the intended purpose is, for example, a hexose of formula C6H 12 O6 and a pentose of formula C5H 10 O5, such as glucose, mannose, galactose, arabinose, xylose, ribose, etc. Similarly, a sugar or substituted sugar with a high degree of polymerization (higher) that can generate a monosaccharide by hydrolysis, such as starch, maltose, sucrose, lactose, maltotriose, methyl-, ethyl- or butyl glucoside, etc. can also be used.

[0038] Alkyl polyglycosides are usually in the form of a mixture of various compounds with different degrees of polymerization of each sugar. Although only an integer number of G 1 can exist in a single molecule, x is not necessarily an integer. The number of x is the G in a mixture containing a plurality of molecules of formula (I) or formula (I-1) having an integer number of G 1 groups1 It means the average value of the number of groups. The number of x can be in the range of 1.1 to 10, preferably in the range of 1.1 to 4, more preferably in the range of 1.1 to 2, particularly preferably in the range of 1.2 to 1.9, especially in the range of 1.2 to 1.6. The number of x is preferably measured by high-temperature gas chromatography (HT-GC).

[0039] In a single molecule of formula (I) or formula (I-1), there is, for example, only 1 or 2 Gs per molecule 1 moieties or at most 15 G 1 moieties can be present. In a molecule of formula (I) or formula (I-1) containing only 1 G 1 group, the G 1 is preferably a group generated from either glucose or xylose. In a molecule of formula (I) or formula (I-1) containing 2 or more G 1 groups, all of these G 1 groups can preferably be groups generated from glucose or xylose or a combination of glucose and xylose.

[0040] In a single molecule of formula (I) or formula (I-1) containing 2 or more G 1 groups and where G 1 is a group generated from a hexose such as glucose, the glycosidic bond between monosaccharide units may have different anomeric configurations (α-; β-) and / or positions of the bond, for example, at the 1,2-position or 1,3-position and preferably at the 1,6-position or 1,4-position.

[0041] In some embodiments of the present invention, when G 1 is a group generated from glucose, this may contain rhamnose in an amount of 0.1 to 0.5% by weight based on the total percentage of glucose. In some other embodiments of the present invention, when G 1 is a group generated from xylose, this may contain arabinose in an amount of 0.1 to 0.5% by weight based on the total percentage of xylose.

[0042] As described above, alkyl polyglycosides are usually mixtures of various compounds with different degrees of polymerization of each saccharide. The x in formula (I) and formula (I-1) is the number average, and preferably, according to K. Hill et al., Alkyl Polyglycosides, VCH Weinheim, New York, Basel, Cambridge, Tokyo, 1997, especially from page 28 onwards, it is determined by high-temperature gas chromatography (HTGC) at, for example, 400 °C or determined by HPLC, and it is understood that it is determined based on the sugar distribution. In the HPLC method, the degree of polymerization can be determined by the Flory method. When the values obtained by HPLC and HTGC are different, the value based on HTGC is prioritized.

[0043] In some embodiments of the present invention, the APG can be used as a mixture containing at least one compound of formula (I-1) and at least one isomer thereof.

[0044] The isomer preferably refers to a compound in which the sugar moiety is the same as G in formula (I-1) according to the present invention, but the alkyl group is different. Therefore, it is an isomer related to -CH2CH(R 1 )(R 1 ), preferably -CH2CH(R 2 )CH2CH2R 1 ), more preferably -CH2CH(R 3 )CH2CH2R 1 )CH2CH2R 1 .

[0045] In some embodiments, the APG used according to the present invention has a variable element defined below, hereinafter referred to as component A: G 1 and x are the same as the respective variable elements of each compound of formula (I-1) according to the present invention, R 1 is a C1-C4 alkyl group, R 2 is -CH2CH2-R 1 ; at least one compound of formula (I-1) having The following variable element, referred to as Component B, defined below: G 1 and x are identical to the respective variable elements of each compound of formula (I-1) according to the present invention, R 1 is selected from -(CH2)2CH3 or -CH(CH3)2, R 2 is selected from -(CH2)4CH3, -(CH2)2CH(CH3)2, -CH2CH(CH3)-CH2CH3 and combinations thereof; and at least one compound of formula (I-1) having. Preferably, Component B can also be a mixture of compounds.

[0046] In one embodiment according to the present invention, Component B is preferably included in the range of 0.1 to 50% by weight, more preferably in the range of 0.2 to 30% by weight, particularly preferably in the range of 1 to 10% by weight, based on the total amount of APG, and the balance is Component A.

[0047] In the formula (I-1), the structure -OCH2-CH(R 1 )(R 2 ) When the alcohol giving is (CH3)2CH-(CH2)2-CH(iso-C3H7)-CH2-OH, an example of the isomer is CH3-CH(CH3)-(CH2)2-CH(iso-C3H7)-CH2-OH.

[0048] The alkyl polyglycoside of formula (I) used according to the present invention can be synthesized by a conventional method and is also commercially available. When synthesizing APG, usually, one or more monosaccharides selected from one or more monosaccharides called "reducing sugars", such as glucose and xylose, or their respective disaccharides or polysaccharides are reacted with an alcohol of formula R-OH (R is as defined for formula (I)).

[0049] It will be understood that the alkyl polyglycoside component b) may further contain an alkyl polyglycoside having a structure not represented by the formula (I). For example, the alkyl polyglycoside component b) is represented by the formula (II): R 4 -O-(G 1 ) x -H (II) (In the formula,[[]] R 4 is a linear alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbons, more preferably 8 to 13 carbon atoms, and most preferably 8 to 10 carbon atoms,[[]] G 1 and x are as defined for the formula (I)) may further contain an alkyl polyglycoside represented by the formula.[[]]

[0050] In some embodiments, the alkyl polyglycoside component b) is present in an amount in the range of 0.5 to 40% by weight, preferably 1 to 35% by weight, more preferably 1.5 to 30% by weight, most preferably 1.8 to 25% by weight, such as 0.5 to 10% by weight, such as 10 to 20% by weight, such as 20 to 30% by weight, such as 30 to 40% by weight, based on the total weight of the herbicide composition.[[]]

[0051] In some embodiments, the alkyl polyglycoside component b) is present in an amount in the range of 0.5 to 85% by weight, preferably 0.5 to 75% by weight, more preferably 1 to 65% by weight, more preferably 1 to 50% by weight, more preferably 1 to 40% by weight, more preferably 1 to 35% by weight, more preferably 1.5 to 30% by weight, most preferably 1.8 to 25% by weight, such as 0.5 to 10% by weight, such as 10 to 20% by weight, such as 20 to 30% by weight, such as 30 to 40% by weight, based on the total weight of the herbicide composition.[[]]

[0052] In some embodiments, the alkyl polyglycoside component b) comprises from 60 to 100% by weight, preferably from 65 to 98% by weight, more preferably from 68 to 95% by weight, most preferably from 70 to 90% by weight, for example from 65 to 70% by weight, for example from 70 to 75% by weight, for example from 75 to 80% by weight, for example from 80 to 85% by weight, for example from 85 to 90% by weight, for example from 90 to 95% by weight, for example from 95 to 100% by weight of the alkyl polyglycoside of formula (I), based on the total weight of the alkyl polyglycoside component b).

[0053] In some embodiments, the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) may vary within any range, for example in the range of 1:500 to 500:1, preferably in the range of 1:100 to 100:1, more preferably in the range of 1:50 to 50:1, most preferably in the range of 1:20 to 20:1, for example in the range of 1:10 to 10:1, for example in the range of 1:5 to 5:1, for example in the range of 1:2 to 2:1.

[0054] Herbicide composition Within the scope related to the present invention, the herbicide composition of the present invention does not contain or is essentially free of C 12 ~C 16 -alkyl ether sulfate. C 12 ~C 16 -alkyl ether sulfate is generally defined as a salt of a sulfate of an adduct of ethylene oxide and a fatty alcohol containing 12 to 16 carbon atoms. The degree of ethoxylation can be from 1 to 10 moles of ethylene oxide and is usually from 2 to 4 moles of ethylene oxide. Examples thereof include sodium lauryl ether sulfate, ammonium lauryl ether sulfate and other salts of lauryl ether sulfate, and in particular sodium lauryl ether sulfate (SLES). Sodium lauryl ether sulfate is typically commercially available as a solution of about 70% active substance and can be derived from either plant resources or petroleum resources.

[0055] In some embodiments, the herbicide composition of the present invention is C8-C 16- Free from or essentially free from C8 - C alkyl ether sulfate. 16 - Alkyl ether sulfates are generally defined as salts of sulfates of adducts of ethylene oxide and fatty alcohols containing 8 - 16 carbon atoms. The degree of ethoxylation can be 1 - 10 moles of ethylene oxide, usually 2 - 4 moles of ethylene oxide.

[0056] In some embodiments, the herbicidal composition of the present invention is free from or essentially free from alkyl ether sulfate.

[0057] The herbicidal composition of the present invention can contain c) water.

[0058] In some embodiments, water is present in an amount in the range of 5 - 85% by weight, preferably 10 - 84% by weight, more preferably 20 - 83% by weight, most preferably 30 - 82% by weight, such as 10 - 20% by weight, such as 20 - 30% by weight, such as 30 - 40% by weight, such as 40 - 50% by weight, such as 50 - 60% by weight, such as 50 - 60% by weight, such as 60 - 70% by weight, such as 70 - 80% by weight, such as 80 - 85% by weight, based on the total weight of the herbicidal composition. The herbicidal composition can be in the form of a liquid formulation and can be diluted with water at a dilution ratio of 1:50 (1 part of herbicidal formulation to 50 parts of water) to 1:250 (1 part of herbicidal formulation to 250 parts of water) in a spraying tank before application.

[0059] The following describes some preferred embodiments in which the herbicidal composition of the present invention is free from or essentially free from C 12 ~C 16 - alkyl ether sulfate.

[0060] In some preferred embodiments, the herbicidal composition of the present invention: a) Acetamide, amino acid analogs, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridyls, carbamates and thiocarbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycine, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N - phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoramidates, phosphorodithioates, phthalamates, pyrazines, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazinones, sulfonylureas, tetrazolinones, thiadiazoles, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, ureas (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and herbicidal components a) from these combinations; b) Formula (I - 1):

Chemical formula

[0061] In some preferred embodiments, the herbicidal composition of the present invention comprises: a) A herbicidal component selected from amino acid analogs, carbamates and thiocarbamates, bipyridyls, bentazones, phenoxyacetic acids (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof; b) A compound of formula (I-1):

Chemical formula

[0062] In some preferred embodiments, the herbicidal composition of the present invention comprises: a) A herbicidal component selected from amino acid analogs, carbamates and thiocarbamates, bipyridyls, bentazones, phenoxyacetic acids (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof; b) A compound of formula (I-1):

Chemical formula

[0063] In some preferred embodiments, the herbicide composition of the present invention is: a) acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, homomesafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalene acetic acid, quinclorac and a herbicide component selected from the group consisting of combinations thereof; b) formula (I-1):

Chemical formula

[0064] In some preferred embodiments, the herbicidal composition of the present invention is: a) Herbicidal components selected from the group consisting of acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, homomesafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalene acetic acid, quinclorac and combinations thereof; b) Formula (I-1):

Chemical formula

[0065] In some preferred embodiments, the herbicidal composition of the present invention is: a) a herbicidal component selected from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, bentazone and salts thereof and combinations thereof; b) Formula (I-1):

Chemical formula

[0066] In some preferred embodiments, the herbicidal composition of the present invention is: a) a herbicidal component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, sodium asulam, diquat, paraquat, sodium bentazone and combinations thereof; b) Formula (I-1):

Chemical formula

[0067] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, asulam sodium, diquat, paraquat, sodium bentazone and combinations thereof; b) Formula (I-1): [Chemical formula] (wherein, R 1 is ethyl; R 2 is -CH2CH2-R 3 and R 3 is the same as R 1 ; G 1 is a group generated from glucose; x is in the range of 1.1 to 2) an alkyl polyglycoside component containing an alkyl polyglycoside represented by; and containing.

[0068] In some preferred embodiments, the herbicide composition of the present invention is: a) Amino acid analogs, carbamates and thiocarbamates, bipyridyls, bentazones, phenoxyacetic acids (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and herbicidal components from combinations thereof; b) Formula (I-1):

Chemical formula

[0069] In some preferred embodiments, the herbicidal composition of the present invention is: a) Herbicidal components selected from the group consisting of asifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluizide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, napropamide, cinchonaclor, and combinations thereof; b) An alkyl polyglycoside component containing an alkyl polyglycoside represented by formula (I-1): [Chemical formula] (In the formula, R 1 is a C1-C4 alkyl group or hydrogen; R 2 is a C1-C6 alkyl group or hydrogen; G 1 is a group formed from rhamnose, glucose, xylose, arabinose, or any mixture thereof; x is in the range of 1.1 to 10; R 1 and R 2 do not simultaneously become hydrogen, and when one of R 1 and R 2 is hydrogen, the other of R 1 and R 2 is a branched alkyl group), and; including The weight ratio of the herbicidal component a) to the alkyl polyglycoside component b) is in the range of 1:100 to 100:1.

[0070] In some preferred embodiments, the herbicidal composition of the present invention is: a) Herbicidal components selected from the group consisting of asifluorfen sodium, asulam, bentazone, bilanaphos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, homosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalam, cinchonaclorac and combinations thereof; b) Formula (I-1): [Chemical formula] (In the formula, R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; R 2 is -CH2CH2-R 3 where R 3 is a C1-C4 alkyl group or hydrogen; G 1 is a group formed from rhamnose, glucose, xylose, arabinose or any mixture thereof; x is in the range of 1.1 to 10) and an alkyl polyglycoside component containing an alkyl polyglycoside represented by the formula; comprising, The weight ratio of the herbicidal component a) to the alkyl polyglycoside component b) is in the range of 1:50 to 50:1.

[0071] In some preferred embodiments, the herbicidal composition of the present invention is: a) Herbicidal components from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, bentazone and salts thereof and combinations thereof; b) Formula (I-1):

Chem.

[0072] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, sodium asulam, diquat, paraquat, sodium bentazone and combinations thereof; b) Formula (I-1):

Chem.

[0073] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, sodium asulam, diquat, paraquat, sodium bentazone and combinations thereof; b) a compound of formula (I-1):

Chemical formula

[0074] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P and combinations thereof; b) a compound of formula (I-1):

Chemical formula

[0075] In some preferred embodiments, the herbicide composition of the present invention is: a) A herbicide component from the classification of amino acid analogs, carbamates and thiocarbamates, bipyridyl, bentazone, phenoxyacetic acid (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof; b) Formula (I-1):

Chemical formula

[0076] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methylsulfate, dicamba, diquat dibromide, homomesafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalene acetic acid, quinclorac and combinations thereof; b) formula (I-1):

Chemical formula

[0077] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of asifluorofen sodium, asulam, bentazone, bilanaphos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxtynil, naphthalene acetic acid, quinclorac and combinations thereof; b) Formula (I-1): [Chemical formula] (wherein R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; R 2 is -CH2CH2-R 3 wherein R 3 is a C1-C4 alkyl group or hydrogen; G 1 is a group formed from rhamnose, glucose, xylose, arabinose or any mixture thereof; x is in the range of 1.1 to 10) of an alkyl polyglycoside and a compound of formula (II): R 4 -O-(G 1 ) x -H (II) (wherein R 4 is a linear alkyl having 8 to 13 carbon atoms, G 1 and x are as defined for formula (I-1)) of an alkyl polyglycoside comprising an alkyl polyglycoside component; comprising the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:50 to 50:1; The alkyl polyglycoside component b) contains 70 to 90% by weight of the alkyl polyglycoside of the formula (I-1) based on the total weight of the alkyl polyglycoside component b).

[0078] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, bentazone and salts thereof and combinations thereof; b) of the formula (I-1):

Chemical formula

[0079] In some preferred embodiments, the herbicide composition of the present invention comprises: a) a herbicide component selected from the group consisting of glufosinate ammonium, glufosinate-P ammonium, asulam sodium, diquat, paraquat, bentazone sodium and combinations thereof; b) a compound of formula (I-1):

Chemical formula

[0080] In some preferred embodiments, the herbicide composition of the present invention comprises: a) a herbicide component selected from the group consisting of glufosinate ammonium, glufosinate-P ammonium, asulam sodium, diquat, paraquat, bentazone sodium and combinations thereof; b) a compound of formula (I-1): [Chemical formula] (wherein, R 1 is ethyl; R 2 is -CH2CH2-R 3 and R 3 is the same as R 1 ; G 1 is a group generated from glucose; x is in the range of 1.1 to 2) an alkyl polyglycoside component containing an alkyl polyglycoside represented by the formula; including the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:10 to 10:1; The alkyl polyglycoside component b) contains 70 to 90% by weight of the alkyl polyglycoside of the formula (I-1) based on the total weight of the alkyl polyglycoside component b).

[0081] In some preferred embodiments, the herbicide composition of the present invention comprises a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P and combinations thereof; b) the formula (I-1): [Chemical formula] (wherein, R 1 is ethyl; R 2 is -CH2CH2-R 3 and R 3 is the same as R 1 ; G 1 is a group generated from glucose; x is in the range of 1.1 to 2) an alkyl polyglycoside component containing an alkyl polyglycoside represented by the formula; including the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:5 to 5:1; The alkyl polyglycoside component b) contains 70 to 90% by weight of the alkyl polyglycoside of the formula (I-1) based on the total weight of the alkyl polyglycoside component b).

[0082] In some preferred embodiments, the herbicidal composition of the present invention is: a) a herbicidal component selected from the group consisting of amino acid analogs, carbamates and thiocarbamates, bipyridyls, bentazones, phenoxyacetic acids (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof; b) an alkyl polyglycoside component containing an alkyl polyglycoside of the formula (I-1):

Chemical formula

[0083] In some preferred embodiments, the herbicidal composition of the present invention is: a) Herbicidal components selected from the group consisting of asifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalam, cinchonaclor, and combinations thereof; b) An alkyl polyglycoside component containing an alkyl polyglycoside represented by formula (I-1):

Chemical formula

[0084] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methylsulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalam, quinclorac and combinations thereof; b) an alkyl polyglycoside component containing an alkyl polyglycoside represented by formula (I-1): [Chemical formula] (wherein R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; R 2 is -CH2CH2-R 3 wherein R 3 is a C1-C4 alkyl group or hydrogen; G 1 is a group formed from rhamnose, glucose, xylose, arabinose or any mixture thereof; x is in the range of 1.1 to 10), and an alkyl polyglycoside component containing an alkyl polyglycoside; c) water; and the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:50 to 50:1; Water is present in an amount in the range of 20 to 83% by weight based on the total weight of the herbicide composition.

[0085] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, bentazone and salts thereof and combinations thereof; b) a compound of formula (I-1): [Chemical formula] (wherein, R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; R 2 is -CH2CH2-R 3 wherein R 3 is a C1-C4 alkyl group or hydrogen; G 1 is a group formed from glucose, xylose, arabinose or any mixture thereof; x is in the range of 1.1 to 4) and an alkyl polyglycoside component containing an alkyl polyglycoside; and the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:20 to 20:1; Water is present in an amount in the range of 30 to 82% by weight based on the total weight of the herbicide composition. In some preferred embodiments, the herbicide composition of the present invention is:

[0086] a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, sodium asulam, diquat, paraquat, sodium bentazone and combinations thereof; b) a compound of formula (I-1): b) a compound of formula (I-1): [Chemical formula] (wherein, R 1 is ethyl or n-propyl; R 2 is -CH2CH2-R3 and R 3 is the same as R 1 ; G 1 is a group formed from glucose, xylose or any mixture thereof; x is in the range of 1.1 to 2) an alkyl polyglycoside component containing an alkyl polyglycoside represented by; c) water; and includes, the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:10 to 10:1; water is present in an amount in the range of 5 to 85% by weight based on the total weight of the herbicide composition.

[0087] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, sodium asulam, diquat, paraquat, sodium bentazone and combinations thereof; b) Formula (I-1):

Chemical formula

[0088] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, and combinations thereof; b) an alkyl polyglycoside component containing an alkyl polyglycoside represented by formula (I-1):

Chemical formula

[0089] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of amino acid analogs, carbamates and thiocarbamates, bipyridyls, bentazones, phenoxyacetic acids (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof; b) an alkyl polyglycoside component containing an alkyl polyglycoside represented by formula (I-1):

Chemical formula

[0090] In some preferred embodiments, the herbicide composition of the present invention is: a) Herbicidal components from the group consisting of asifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB - potassium, difenzoquat methylsulfate, dicamba, diquat dibromide, mesosulfen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop - P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, naphthalene acetic acid, quinclorac and combinations thereof; b) Formula (I - 1):

Chemical formula

[0091] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of asifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB-potassium, difenzoquat methyl sulfate, dicamba, diquat dibromide, hinosafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, napropamide, quinclorac and combinations thereof; b) formula (I-1):

Chemical formula

[0092] In some preferred embodiments, the herbicide composition of the present invention is: a) a herbicide component selected from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, bentazone and salts thereof and combinations thereof; b) the formula (I-1):

Chemical formula

[0093] In some preferred embodiments, the herbicide composition of the present invention comprises a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, asulam sodium, diquat, paraquat, sodium bentazone and combinations thereof; b) a compound of formula (I-1):

Chemical formula

[0094] In some preferred embodiments, the herbicide composition of the present invention comprises: a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P, asulam sodium, diquat, paraquat, sodium bentazone and combinations thereof; b) the formula (I-1):

Chemical formula

[0095] In some preferred embodiments, the herbicide composition of the present invention comprises a) a herbicide component selected from the group consisting of ammonium glufosinate, ammonium glufosinate-P and combinations thereof; and b) formula (I-1):

Chemical formula

[0096] The herbicide composition of the present invention may further contain a solvent other than water, which may be, for example, glycols such as water-miscible glycol ethers; water-miscible alcohols; water-miscible ketones; water-miscible aldehydes; water-miscible acetates; and any combination (mixture or association) thereof.

[0097] Suitable water-miscible glycol ethers that can be used include dipropylene glycol, alkylene glycol monoalkyl dialkyl ethers, for example, propylene glycol monomethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether, and ethylene glycol monoethyl ether. Suitable water-miscible glycols that can be used include dipropylene glycol, propylene glycol, hexylene glycol, ethylene glycol, neopentyl glycol, and glycerol. Suitable water-miscible ketones that can be used include acetophenone, gamma-butyrolactone, and N-methylpyrrolidone. Suitable water-miscible alcohols that can be used include methanol, ethanol, isopropanol, furfuryl alcohol, tetrahydrofurfuryl alcohol, and methoxymethyl butanol. Suitable water-miscible carbonates that can be used include propylene carbonate. Suitable water-miscible acetates that can be used include ethylene glycol monoacetate. Further other solvents that can be used include dimethylformamide; hexanediol; and glycol ether amine.

[0098] When these solvents other than water are included, they may be included in the herbicide composition in an amount in the range of 0.1 to 15% by weight, for example, in the range of 0.1 to 1% by weight, for example, in the range of 1 to 5% by weight, for example, in the range of 5 to 10% by weight, for example, in the range of 10 to 15% by weight, based on the total weight of the herbicide composition. In particular, when propylene glycol monomethyl ether or a similar alkylene glycol monoalkyl dialkyl ether is included, it can be used in an amount in the range of 0.1 to 10% by weight, for example, in the range of 0.1 to 1% by weight, for example, in the range of 1 to 5% by weight, for example, in the range of 5 to 10% by weight, based on the total weight of the herbicide composition.

[0099] In some embodiments, the herbicide composition of the present invention does not contain solvents other than water, such as glycols such as water-miscible glycol ethers, particularly propylene glycol monomethyl ether.

[0100] The herbicidal composition of the present invention can optionally contain further adjuvants.

[0101] Suitable adjuvants are solid carriers or extenders, surfactants, dispersants, emulsifiers, wetting agents, solubilizers, penetration promoters, protective colloids, adhesives, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, defoamers, colorants, tackifiers, drift inhibitors and binders.

[0102] Suitable solid carriers or extenders are mineral earths, such as silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, such as cellulose, starch; fertilizers, such as ammonium sulfate (AMS), ammonium phosphate, ammonium nitrate, urea; products of plant origin, such as cereal flours, bark flours, wood flours, nut shell flours and mixtures thereof.

[0103] Suitable surfactants are surfactant compounds such as anionic, cationic, nonionic and amphoteric surfactants. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

[0104] Suitable anionic surfactants are alkali metal salts, alkaline earth metal salts or ammonium salts of sulfonates, phosphates, carboxylates and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl and tridecyl benzenes, sulfonates of naphthalene and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates and carboxylated alcohol or alkylphenol ethoxylates.

[0105] Suitable cationic surfactants are quaternary surfactants, for example, quaternary ammonium compounds having one or two hydrophobic groups or salts of long-chain primary amines.

[0106] Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters alkoxylated with 1 to 50 equivalents. For alkoxylation, ethylene oxide and / or propylene oxide, preferably ethylene oxide, can be used. Examples of N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar-based surfactants are sorbitan, ethoxylated sorbitan, sucrose and glucose esters or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinyl pyrrolidone, vinyl alcohol or vinyl acetate.

[0107] Suitable amphoteric surfactants are alkyl betaines and imidazolines.

[0108] Suitable thickeners are polysaccharides (e.g., xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

[0109] Suitable bactericides are bronopol and isothiazolinone derivatives, such as alkyl isothiazolinone and benzisothiazolinone.

[0110] Suitable water retention agents are ethylene glycol, propylene glycol, urea, and glycerin.

[0111] Suitable defoamers are silicones, long-chain alcohols, and salts of fatty acids.

[0112] Suitable colorants (e.g., red, blue, or green) are low water-soluble pigments and water-soluble dyes. Examples thereof are inorganic colorants (e.g., iron oxide, titanium oxide, hexacyanoferrate) and organic colorants (e.g., alizarin, azo, and phthalocyanine colorants). Suitable tackifiers or binders are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylate, biologically derived or synthetic waxes, and cellulose ethers.

[0113] Suitable drift inhibitors can be understood as chemical agents that reduce drift due to wind when spraying an aqueous tank mix composition. Water-soluble polymers, especially polysaccharide polymers, such as guar, guar derivatives, and poly(acrylamide) polymers, etc., are known to be effective as drift inhibitors. Other examples of drift inhibitors are lecithin derivatives, linear nonionic polymers having a molecular weight of at least 20 kDa, or fatty alcohol alkoxylates; preferred fatty alcohol alkoxylates are fatty alcohol ethoxylates. This fatty alcohol is C 12~22 , preferably C 14~20 , especially C 16~18It may contain a fatty alcohol. The fatty alcohol ethoxylate can contain 1 to 15 equivalents, preferably 1 to 8 equivalents, particularly 2 to 6 equivalents of ethylene oxide. A particularly preferred fatty alcohol ethoxylate is a C14-20 fatty alcohol containing 2 to 6 equivalents of ethylene oxide.

[0114] When these adjuvants are included, they can be included in the herbicide composition in an amount in the range of 0.01 to 10% by weight, for example 0.05 to 1% by weight, for example 1 to 3% by weight, for example 3 to 5% by weight, for example 5 to 7% by weight, for example 7 to 8.5% by weight, for example 8.5 to 10% by weight, based on the total weight of the herbicide composition.

[0115] In some embodiments, the herbicide composition of the present invention does not contain an antifoaming agent.

[0116] In another aspect, the present invention provides a method for preparing the herbicide composition according to the present invention, the method comprising mixing the components of the herbicide composition.

[0117] In a further aspect, the present invention provides the use of the herbicide composition according to the present invention for controlling harmful plants, particularly weeds.

[0118] The herbicidal composition according to the present invention is suitable for controlling many harmful plants including monocotyledonous weeds, especially annual weeds, for example, species of the genus Echinochloa, such as Echinochloa crusgalli var. crus-galli, species of the genus Digitaria, such as Digitaria sanguinalis, species of the genus Setaria, such as Setaria viridis and Setaria faberii, species of the genus Sorghum, such as Sorghum halepense Pers., species of the genus Avena, such as Avena fatua, species of the genus Cenchrus, such as Cenchrus echinatus, species of the genus Bromus, species of the genus Lolium, species of the genus Phalaris, species of the genus Eriochloa, species of the genus Panicum, species of the genus Brachiaria, Poa annua, Alopecurus myosuroides, Aegilops cylindrica, Agropyron repens, Apera spica-venti, Eleusine indica, Cynodon dactylon, etc. (Poaceae plants).

[0119] The herbicidal composition according to the present invention also has herbicidal activity against many dicotyledonous plants, especially species of the genus Polygonum, such as Polygonum convolvolus, species of the genus Amaranthus, such as Amaranthus retroflexus, species of the genus Chenopodium, such as Chenopodium album L., species of the genus Sida, such as Sida spinosa L., species of the genus Ambrosia, such as Ambrosia artemisiifolia, species of the genus Acanthospermum, species of the genus Anthemis, species of the genus Atriplex, species of the genus Cirsium, species of the genus Convolvulus, species of the genus Conyza, species of the genus Cassia, species of the genus Commelina, species of the genus Datura, species of the genus Euphorbia, species of the genus Geranium, species of the genus Galinsoga, species of the genus Ipomoea (sweet potato), species of the genus Lamium, species of the genus Malva, species of the genus Matricaria, species of the genus Sysimbrium, species of the genus Solanum, species of the genus Xanthium, species of the genus Veronica, species of the genus Viola, Stellaria media, Abutilon theophrasti, Sesbania exaltata Cory, Anoda cristata, Bidens pilosa, Brassica kaber, Capsella bursa-pastoris, Centaurea cyanus, Galeopsis tetrahit, Galium aparine, HelianthusIt is also suitable for controlling broadleaf weeds such as sunflower (Helianthus annuus), Desmodium tortuosum, Kochia scoparia, Mercurialis annua, Myosotis arvensis, Papaver rhoeas, Raphanus raphanistrum, Salsola kali, Sinapis arvensis, Sonchus arvensis, Thlaspi arvense, Tagetes minuta, and Richardia brasiliensis. The composition of the present invention is also suitable for controlling many annual and perennial Cyperaceae weeds of the genus Cyperus, such as Cyperus rotundus L., Cyperus esculentus L., Cyperus brevifolius H., Cyperus microiria Steud, and Cyperus iria L.

[0120] Surprisingly, the herbicidal composition containing alkyl polyglycoside exhibits good stability without the need for C 12 ~C 16 -alkyl ether sulfate, and has a low viscosity and low foaming property desirable for handling during preparation and application.

[0121] The following embodiments and examples are intended to illustrate the present invention and should not be regarded as limiting the scope of the present invention in any way.

[0122] Embodiment 1: A herbicidal composition that does not contain or is essentially free of C 12 ~C 16 -alkyl ether sulfate, comprising: a) a herbicidal component, and b) An alkyl polyglycoside component represented by the formula (I): R-O-(G 1 ) x -H (I) (wherein R is a branched alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbons, more preferably 8 to 13 carbon atoms; G 1 is a monosaccharide called a "reducing sugar", typically a hexose of the formula C6H 12 O6 or a group formed by removing an H2O molecule from a pentose of the formula C5H 10 O5; x represents an average value and is a number in the range of 1.1 to 10, preferably in the range of 1.1 to 4, more preferably in the range of 1.1 to 2, most preferably in the range of 1.2 to 1.9, particularly preferably in the range of 1.2 to 1.6) and an alkyl polyglycoside component containing an alkyl polyglycoside represented by the formula, A herbicide composition comprising

[0123] Embodiment 2: The herbicide composition according to Embodiment 1, wherein the alkyl polyglycoside is of the formula (I-1):

Chemical formula

[0124] Embodiment 3: The herbicide composition according to Embodiment 2, wherein R 2 is -CH2CH2-R 3 and R 3 is a linear or branched C1-C4 alkyl group or hydrogen; preferably, R 3 is the same as R 1 . The herbicide composition

[0125] Embodiment 4: The herbicide composition according to Embodiment 2 or 3, wherein R 1 is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl or sec-butyl; preferably ethyl or n-propyl; more preferably ethyl. The herbicide composition

[0126] Embodiment 5: The herbicide composition according to any one of Embodiments 1 to 4, wherein the monosaccharide called reducing sugar is at least one selected from the group consisting of glucose, mannose, galactose, arabinose, xylose and ribose. The herbicide composition

[0127] Embodiment 6: The herbicide composition according to any one of Embodiments 1 to 5, wherein the alkyl polyglycoside is selected from 2-ethylhexyl polyglycoside and 2-propylheptyl polyglycoside, preferably from 2-ethylhexyl polyglycoside. The herbicide composition

[0128] Embodiment 7: The herbicide composition according to any one of Embodiments 1 to 6, wherein the alkyl polyglycoside component b) has the formula (II): R 4 -O-(G 1 ) x -H (II) (wherein R 4 is a linear alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbons, more preferably 8 to 13 carbon atoms, most preferably 8 to 10 carbon atoms, G 1A herbicidal composition further comprising an alkyl polyglycoside represented by (wherein x is as defined for formula (I)).

[0129] Embodiment 8: The herbicidal composition according to any one of Embodiments 1 to 7, wherein the herbicide is selected from the group consisting of acetamides, amino acid analogs, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, bipyridyls, carbamates and thiocarbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N-phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoramidates, phosphorodithioates, phthalamates, pyrazines, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridinecarboxamides, pyrimidinediones, pyrimidinyl(thio)benzoates, quinolinecarboxylic acids, semicarbazones, sulfonylaminocarbonyltriazolinones, sulfonylureas, tetrazolinones, thiadiazoles, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triketones, uracils, ureas (including salts thereof, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof.

[0130] Embodiment 9: The herbicidal composition according to any one of Embodiments 1 to 8, wherein the herbicide is: - Amino acid analogs: bilanafos, glyphosate, glufosinate, sulfosate; - Carbamates and thiocarbamates: asulam, butylate, carbetamide, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham, prosulfocarb, pyributicarb, thiobencarb, triallate; - Bipyridyl: Diquat, Paraquat; - Benzothiadiazinone: Bentazone; - Phenoxyacetic acid: 2,4-Dichlorophenoxyacetic acid (2,4-D), 2,4-DB; and - Benzoic acid: Dicamba; A herbicidal composition selected from the classifications of these (including their salts, especially ammonium, sodium, potassium or alkylamine salts) and combinations thereof.

[0131] Embodiment 10: A herbicidal composition according to any one of Embodiments 1 to 9, wherein the herbicide is selected from the group consisting of acifluorfen sodium, asulam, bentazone, bilanafos, bispyribac sodium, bromoxynil, clopyralid, 2,4-D, 2,4-DB - potassium, difenzoquat methylsulfate, dicamba, diquat dibromide, homomesafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapic, imazapyr, imazakine, imazethapyr, MCPA, MCPB, mecoprop, mecoprop - P, mefluidide, paraquat dichloride, phenmedipham, picloram potassium, pyrithiobac sodium, simetryn, aminopyralid, benazolin, dichlorprop, fenoxaprop, flumiclorac, imazamethabenz, ioxynil, napropamide, quinclorac, and combinations thereof.

[0132] Embodiment 11: A herbicidal composition according to any one of Embodiments 1 to 10, wherein the herbicide is selected from the group consisting of glyphosate, glufosinate, asulam, diquat, paraquat, 2,4-D, dicamba, and bentazone and their salts, especially ammonium, sodium, potassium or alkylamine salts and combinations thereof.

[0133] Embodiment 12: A herbicidal composition according to any one of Embodiments 1 to 11, wherein the herbicidal composition does not contain or is essentially free of C8 - C 16 - alkyl ether sulfate, preferably C8 - C16 - A herbicide composition that does not contain alkyl ether sulfate.

[0134] Embodiment 13: The herbicide composition according to any one of Embodiments 1 to 12, wherein the herbicide composition does not contain or is essentially free of alkyl ether sulfate, preferably does not contain alkyl ether sulfate.

[0135] Embodiment 14: The herbicide composition according to any one of Embodiments 1 to 13, wherein the alkyl polyglycoside component b) is present in an amount in the range of 0.5 to 85% by weight, preferably 0.5 to 75% by weight, more preferably 1 to 65% by weight, still more preferably 1 to 50% by weight, still more preferably 1 to 40% by weight, more preferably 1.5 to 30% by weight, most preferably 1.8 to 25% by weight, for example 0.5 to 10% by weight, for example 10 to 20% by weight, for example 20 to 30% by weight, for example 30 to 40% by weight, based on the total weight of the herbicide composition.

[0136] Embodiment 15: The herbicide composition according to any one of Embodiments 1 to 14, wherein the alkyl polyglycoside component b) contains the alkyl polyglycoside of formula (I) in an amount of 60 to 100% by weight, preferably 65 to 98% by weight, more preferably 68 to 95% by weight, most preferably 70 to 90% by weight, for example 65 to 70% by weight, for example 70 to 75% by weight, for example 75 to 80% by weight, for example 80 to 85% by weight, for example 85 to 90% by weight, for example 90 to 95% by weight, for example 95 to 100% by weight, based on the total weight of the alkyl polyglycoside component b).

[0137] Embodiment 16: The herbicide composition according to any one of Embodiments 1 to 15, wherein the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:500 to 500:1, preferably in the range of 1:100 to 100:1, more preferably in the range of 1:50 to 50:1, most preferably in the range of 1:20 to 20:1, for example in the range of 1:10 to 10:1, for example in the range of 1:5 to 5:1, for example in the range of 1:2 to 2:1.

[0138] Embodiment 17: A method for preparing the herbicide composition according to any one of Embodiments 1 to 16, the method comprising mixing the components of the herbicide composition.

[0139] Embodiment 18: Use of the herbicide composition according to any one of Embodiments 1 to 16 for controlling harmful plants, particularly weeds.

Examples

[0140] 1. Materials: Herbicides: Glufosinate TK: Glufosinate ammonium TK 30%, from Lier Chemical Co., Ltd. Glufosinate TC: Glufosinate ammonium TC95%, from Lier Chemical Co., Ltd. Glufosinate-P TC: Glufosinate-P ammonium (L-glufosinate isomer which is the active ingredient of glufosinate technical grade) TC88.7%, from Lier, Chemical Co., Ltd. Asulam; Prepared from asulam sodium 52% and asulam acid 96% TC from CAC Nantong Co., Ltd. Bentazone; Prepared from bentazone sodium 62% TK and bentazone acid 96% TC from Zhejiang Tianfeng Co., Ltd. Diquat: Diquat 40% TK, from Red Sun Co., Ltd. Paraquat: Paraquat 33.4% TK, from Syngenta Nantong Co., Ltd. Alkyl polyglycoside: APG-1: 2-Ethylhexyl polyglycoside, average degree of polymerization 1.3 - 1.5, active substance content 63%, commercially available from BASF SE APG-2: Linear C8 - C 10 -alkyl polyglycoside, average degree of polymerization 1.5, active substance content 63%, commercially available from BASF SE APG-3: Linear C8 - C14 - Alkyl polyglycoside, average degree of polymerization 1.5, active substance content 53%, commercially available from BASF SE APG-4: linear C8-C 10 - Alkyl polyglycoside, average degree of polymerization 1.7, active substance content 70%, commercially available from BASF SE Defoaming agent: SAG TM 1572, silicone defoaming agent emulsion, 15%, from Momentive Solvent: PM: propylene glycol monomethyl ether, 100%, from Sinopharm Isopropanol, 100%, from Sinopharm Alkyl ether sulfate: SLES: sodium lauryl ether sulfate, 2EO, 70%, from BASF

[0141] 2. Test results and analysis 2.1 Formulation and testing of herbicide compositions using glufosinate TK 2.1.1 Formulation of herbicide compositions using glufosinate TK The herbicide compositions were formulated as shown below. The weight percentages of the components and the preparation times are shown in Table 1. The amount of water represents the total of the individual additions. The shorter the preparation time, the easier it is to mix the components. In the case of Examples 1 to 5 and Comparative Example 12 without SLES, all components were mixed by low-shear mixing with magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Examples 1 to 11 containing SLES, SLES, PM and water were mixed, mechanically stirred at 500 rpm and diluted with water to prepare a homogeneous solution. Then, all the other components were added while mixing at 200 rpm with low-shear mixing until a homogeneous solution was obtained.

[0142] 2.1.2 Residual foaming property As shown in Table 1, the residual foaming properties of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C were tested according to CIPAC MT 47.3.

[0143] 2.1.3 Storage stability and appearance The formulation was allowed to stand until foaming stopped, and the initial appearance was examined. Then, the formulation was divided into 3 × 30 ml samples for use in storage stability tests at 0 °C for 7 days (in accordance with CIPAC MT 39.3), at room temperature (23 °C) for 7 days, and at 54 °C for 2 weeks (in accordance with CIPAC MT 46.3) as shown in Table 1.

[0144] 2.1.4 Viscosity The viscosities measured with a rotational viscometer in accordance with CIPAC MT 192 are shown in Table 1.

[0145] [Table 1]

[0146] 2.2 Formulation and testing of herbicide compositions using glufosinate TC 2.2.1 Formulation of herbicide compositions using glufosinate TC The herbicide compositions were formulated as shown below. The weight percentages of the components and the preparation times are shown in Table 2. The amount of water represents the sum of the individual additions. In the case of Examples 6 to 8 and Comparative Example 20 without SLES, after dissolving glufosinate TC in water, while magnetically stirring until a homogeneous solution was obtained, all other components were mixed while performing low-shear mixing. In the case of Comparative Examples 13 to 19 containing SLES, SLES, PM, and water were mixed, mechanically stirred at 500 rpm, and diluted with water to prepare a homogeneous solution. Then, glufosinate TC was dissolved in water, and all other components were added while performing low-shear mixing at 200 rpm until a homogeneous solution was obtained.

[0147] 2.2.2 Residual foaming property As shown in Table 2, the residual foaming properties of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C were tested in accordance with CIPAC MT 47.3.

[0148] 2.2.3 Viscosity According to CIPAC MT 192, the viscosities measured with a rotational viscometer are shown in Table 2.

[0149] [Table 2]

[0150] 2.3 Formulation and testing of herbicide compositions using glufosinate-P TC 2.3.1 Formulation of herbicide compositions using glufosinate-P TC The herbicide compositions were formulated as shown below. The weight percentages of the components and the preparation times are shown in Table 3. The amount of water represents the total of the individual additions. In the case of Examples 9 to 11 and Comparative Example 28 without SLES, after dissolving glufosinate-P in water, while low-shear mixing by magnetic stirring until a homogeneous solution was obtained, all other components were mixed together. In the case of Comparative Examples 21 to 27 containing SLES, SLES, PM and water were mixed and mechanically stirred at 500 rpm and diluted with water to prepare a homogeneous solution. Then, glufosinate-P TC was dissolved in water, and while low-shear mixing at 200 rpm until a homogeneous solution was obtained, all other components were added.

[0151] 2.3.2 Foam persistence As shown in Table 3, the foam persistence of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C was tested according to CIPAC MT 47.3.

[0152] 2.3.3 Viscosity According to CIPAC MT 192, the viscosities measured with a rotational viscometer are shown in Table 3.

[0153] [Table 3]

[0154] 2.4 Formulation and testing of herbicide compositions using asulam 2.4.1 Formulation of herbicide compositions containing asulam The herbicide composition was formulated as shown below. Table 4 shows the weight percentages of the components and the preparation time. The amount of water represents the total of the individual additions. In the case of Examples 12 to 14 without SLES, all the components were mixed by low-shear mixing with magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Examples 29 to 31 containing SLES, a homogeneous solution was prepared by mixing SLES, PM, and water, mechanically stirring at 500 rpm, and diluting with water. Then, all the other components were added while mixing at 200 rpm with low-shear mixing until a homogeneous solution was obtained.

[0155] 2.4.2 Residual foamability As shown in Table 4, the residual foamability of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C was tested according to CIPAC MT 47.3.

[0156] 2.4.3 Viscosity Table 4 shows the viscosity measured with a rotational viscometer according to CIPAC MT 192.

[0157]

Table 4

[0158] 2.5 Formulation and testing of herbicide compositions using bentazone 2.5.1 Formulation of herbicide compositions using bentazone The herbicide composition was formulated as shown below. Table 5 shows the weight percentages of the components and the preparation time. The amount of water represents the total of the individual additions. In the case of Examples 15 to 17 without SLES, all the components were mixed by low-shear mixing with magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Examples 32 to 34 containing SLES, a homogeneous solution was prepared by mixing SLES, PM, and water, mechanically stirring at 500 rpm, and diluting with water. Then, all the other components were added while mixing at 200 rpm with low-shear mixing until a homogeneous solution was obtained.

[0159] 2.5.2 Foam residue property As shown in Table 5, the foam residue properties of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C were tested according to CIPAC MT 47.3.

[0160] 2.5.3 Viscosity Table 5 shows the viscosity measured with a rotational viscometer according to CIPAC MT 192.

[0161]

Table 5

[0162] 2.6 Formulation and testing of herbicide compositions containing diquat 2.6.1 Formulation of herbicide compositions containing diquat The herbicide compositions were formulated as shown below. Table 6 shows the weight percentages of the components and the preparation time. The amount of water represents the total of the individual additions. In the case of Examples 18 to 20 without SLES, all the components were mixed by low-shear mixing with magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Examples 35 to 40 containing SLES, a homogeneous solution was prepared by mixing SLES, PM and water, mechanically stirring at 500 rpm and diluting with water. Then, all the other components were added while mixing at 200 rpm with low-shear mixing until a homogeneous solution was obtained.

[0163] 2.6.2 Foam residue property As shown in Table 6, the foam residue properties of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C were tested according to CIPAC MT 47.3.

[0164] 2.6.3 Viscosity Table 6 shows the viscosity measured with a rotational viscometer according to CIPAC MT 192.

[0165]

Table 6

[0166] 2.7 Formulation and Testing of Herbicidal Compositions Using Paraquat 2.7.1 Formulation of Herbicidal Compositions Using Paraquat The herbicidal compositions were formulated as shown below. The weight percentages of the components and the preparation times are shown in Table 7. The amount of water represents the total of the individual additions. In the case of Examples 21 to 23 without SLES, all components were mixed by low-shear mixing with magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Examples 41 to 46 containing SLES, a homogeneous solution was prepared by mixing SLES, PM and water, mechanically stirring at 500 rpm and diluting with water. Then, all other components were added while mixing at 200 rpm with low-shear mixing until a homogeneous solution was obtained.

[0167] 2.7.2 Residual Foaming Property As shown in Table 7, the residual foaming properties of the samples at the initial stage and after 2 weeks at a high temperature of 54 °C were tested according to CIPAC MT 47.3.

[0168] 2.7.3 Viscosity The viscosities measured with a rotational viscometer according to CIPAC MT 192 are shown in Table 7.

[0169] [Table 7]

[0170] 2.8 Biological Test (Bio test) / Field Test 2.8.1 Formulation of Herbicidal Compositions Using Glufosinate TC The herbicidal compositions were formulated as shown below. The weight percentages of the components and the preparation times are shown in Table 8. The amount of water represents the total of the individual additions. In the case of Example 24 without SLES, after dissolving glufosinate TC in water, it was mixed with all other components while performing low-shear mixing by magnetic stirring until a homogeneous solution was obtained. In the case of Comparative Example 47 containing SLES, SLES, PM and water were mixed and mechanically stirred at 500 rpm and diluted with water to prepare a homogeneous solution. Then, glufosinate TC was dissolved in water, and while low-shear mixing was carried out at 200 rpm until a homogeneous solution was obtained, all other components were added.

[0171] 2.8.2 Field Test A field test was carried out on the Poaceae weed SETVI (abbreviation of Setaria viridis by CVH on the Internet): application rate: 450 L / ha, test plot area: 20 m 2 , number of replicates: 3 times. Surveys were carried out to evaluate the biological performance of the samples 3, 7, 15, and 30 days after application (DAA) of the herbicide composition.

[0172]

Table 8

[0173] - Glufosinate formulation containing high concentrations of alkyl polyglycosides Materials and Methods: Glufosinate ammonium TC 95%, from Lier Chemical Co., Ltd. Break-thru S 200, S 240, S 233, alkoxylated trisiloxane surfactant, from Evonik Lutensit A-BO, sodium dioctyl sulfosuccinate, from BASF

[0174] Test Results and Analysis The test results are shown in Table 9. Preparation of Samples Refer to the details described in Table 3.1.1 for the preparation method.

[0175]

Table 9

[0176] Storage Stability and Appearance The final sample was allowed to stand until foaming ceased, and the appearance of the initial sample was examined; then the sample was divided into 3 × 30 ml portions for use in storage stability tests at 0 °C for 7 days, and at room temperature (23 °C) and 54 °C for 2 weeks.

[0177] Persistent foam In accordance with CIPAC MT 37.2, the persistent foam of the samples was tested. All examples of the present invention showed less foaming initially and after 2 weeks at 54 °C.

Claims

1. C １２ ~C １６ - Herbicide compositions that do not contain alkyl ether sulfates or are essentially free of them: a) Herbicide components, b) Alkyl polyglycoside component, formula (I): R-O-(G １ ) ｘ -H (I) (In the formula, R is a branched alkyl group having 3 to 20 carbon atoms, preferably 5 to 18 carbon atoms, more preferably 8 to 13 carbon atoms; G １ is a group generated by removing H ６ H １２ O ６ from a hexose of the formula C ５ H １０ O ５ or a pentose of the formula C ２ and is called a "reducing sugar"; An alkyl polyglycoside component comprising an alkyl polyglycoside represented by x (where x represents the average value and is a number in the range of 1.1 to 10, preferably 1.1 to 4, more preferably 1.1 to 2, most preferably 1.2 to 1.9, and particularly preferably 1.2 to 1.6), A herbicide composition containing the following:

2. The alkyl polyglycoside is of formula (I-1): 【Chemistry 1】 (In the formula, R １ C １ ~C ４ - Alkyl alkyl group or hydrogen; R ２ C １ ~C ６ - Alkyl alkyl group or hydrogen; G １ This is defined with respect to equation (I); x is defined as in relation to equation (I); R １ and R ２ They do not become hydrogen at the same time, R １ and R ２ If one of them is hydrogen, then R １ and R ２ The herbicide composition according to claim 1, wherein the other is a branched alkyl group.

3. R ２ is, -CH ２ CH ２ -R ３ And R ３ C is either linear or branched. １ ~C ４ It is an alkyl group or hydrogen; preferably, R ３ is R １ The herbicide composition according to claim 2, which is identical to the one described above.

4. R １ The herbicide composition according to claim 2, wherein is methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, or sec-butyl; preferably ethyl or n-propyl; more preferably ethyl.

5. The herbicide composition according to claim 1, wherein the monosaccharide referred to as a reducing sugar is at least one selected from the group consisting of glucose, mannose, galactose, arabinose, xylose, and ribose.

6. The herbicide composition according to claim 1, wherein the alkyl polyglycoside is selected from 2-ethylhexyl polyglycoside and 2-propylheptyl polyglycoside, preferably from 2-ethylhexyl polyglycoside.

7. The alkyl polyglycoside component b) is of formula (II): ( ４ _____ １ ) ｘ  (().) (In the formula, R ４ This is a linear alkyl having 3 to 20 carbon atoms, preferably 5 to 18 carbon atoms, more preferably 8 to 13 carbon atoms, and most preferably 8 to 10 carbon atoms. G １ The herbicide composition according to claim 1, further comprising an alkyl polyglycoside represented by (and x as defined with respect to formula (I)).

8. The aforementioned herbicides include acetamide, amino acid analogs, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acid, benzothiadiazinon, bipyridyl, carbamates and thiocarbamates, chloroacetamide, chlorocarboxylic acid, cyclohexanedione, dinitroaniline, dinitrophenol, diphenyl ether, glycine, imidazolinone, isoxazole, isosazolidinone, nitriles, N-phenylphthalimide, oxadiazole, oxazolidinedione, oxyacetamide, phenoxycarboxylic acid, phenylcarbamate, phenylpyrazole, phenylpyrazoline, phenylpyridazine, phosphinic acid, phosphor A herbicide composition according to claim 1, selected from the classification of amidate, phosphorodithioate, phthalamate, pyrazine, pyrazole, pyridazinone, pyridine, pyridinecarboxylic acid, pyridinecarboxamide, pyrimidinedione, pyrimidinyl(thio)benzoate, quinolinecarboxylic acid, semicarbazone, sulfonylaminocarbonyltriazolinone, sulfonylurea, tetrazolinone, thiadiazole, triazine, triazinon, triazole, triazolinone, triazolocarboxamide, triazolopyrimidine, triketone, uracil, urea (including salts thereof, particularly ammonium, sodium, potassium, or alkylamine salts) and combinations thereof.

9. The aforementioned herbicide is: - Amino acid analogs: viranaphos, glyphosate, glufosinate, sulfocate; - Carbamates and thiocarbamates: Ashram, butyrate, carbetamide, desmedifam, dimepiperate, eptam (EPTC), esprocarb, molinate, olbencarb, fenmedifam, prosulfocarb, pyributicarb, thiobencarb, trialate; - Bipyridil: Diquat, Paraquat; - Benzothiadiazinon: Bentazone; - Phenoxyacetic acid: 2,4-dichlorophenoxyacetic acid (2,4-D), 2,4-DB; and - Benzoic acid: Dicanba; The herbicide composition according to claim 1, selected from the classification of these salts (including ammonium, sodium, potassium, or alkylamine salts) and combinations thereof.

10. The aforementioned herbicides include asifluorphen sodium, asharam, bentazone, biranafos, bispiribac sodium, bromoxynil, clopyralide, 2,4-D, 2,4-DB-potassium, and diphenzocoat methyl sulfate. A herbicide composition according to claim 1, selected from the group consisting of metilsulfate, dicamba, diquat dibromide, homeafen, glyphosate, glufosinate ammonium, hexazinone, imazamox, imazapick, imazapyr, imazakine, imazetapir, MCPA, MCPB, mecoprop, mecoprop-P, mefluidide, paraquat dichloride, fenmedifam, picloram potassium, pyrithiobac sodium, simetrin, aminopyralide, benazoline, dichlorprop, phenoxaprop, flumimicrolac, imazametabenz, ioxynil, naptalam, quinchlorac, and combinations thereof.

11. The herbicide composition according to claim 1, wherein the herbicide is selected from the group consisting of glyphosate, glufosinate, ashram, diquat, paraquat, 2,4-D, dicamba, and bentazone, and salts thereof, particularly ammonium, sodium, potassium, or alkylamine salts, and combinations thereof.

12. The aforementioned herbicide tatami mat, C ８ ~C １６ - Free from alkyl ether sulfates or essentially free from alkyl ether sulfates, preferably C ８ ~C １６ - The herbicide composition according to claim 1, which does not contain alkyl ether sulfate.

13. The herbicide composition according to claim 1, wherein the herbicide composition does not contain alkyl ether sulfate or is essentially free of alkyl ether sulfate, preferably free of alkyl ether sulfate.

14. The herbicide composition according to claim 1, wherein the alkyl polyglycoside component b) is present in an amount of 0.5 to 85% by weight, preferably 0.5 to 75% by weight, more preferably 1 to 65% by weight, even more preferably 1 to 50% by weight, even more preferably 1 to 40% by weight, more preferably 1.5 to 30% by weight, most preferably 1.8 to 25% by weight, for example 0.5 to 10% by weight, for example 10 to 20% by weight, for example 20 to 30% by weight, for example 30 to 40% by weight, based on the total weight of the herbicide composition.

15. The herbicide composition according to claim 1, wherein the alkyl polyglycoside component b) comprises the alkyl polyglycoside of formula (I) in an amount of 60 to 100% by weight, preferably 65 to 98% by weight, more preferably 68 to 95% by weight, most preferably 70 to 90% by weight, for example 65 to 70% by weight, for example 70 to 75% by weight, for example 75 to 80% by weight, for example 80 to 85% by weight, for example 85 to 90% by weight, for example 90 to 95% by weight, for example 95 to 100% by weight, based on the total weight of the alkyl polyglycoside component b).

16. The herbicide composition according to claim 1, wherein the weight ratio of the herbicide component a) to the alkyl polyglycoside component b) is in the range of 1:500 to 500:1, preferably in the range of 1:100 to 100:1, more preferably in the range of 1:50 to 50:1, most preferably in the range of 1:20 to 20:1, for example in the range of 1:10 to 10:1, for example in the range of 1:5 to 5:1, for example in the range of 1:2 to 2:

1.

17. A method for preparing a herbicide composition according to any one of claims 1 to 16, comprising mixing the components of the herbicide composition.

18. Use of the herbicide composition according to any one of claims 1 to 16 for controlling harmful plants, particularly weeds.

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