HERBICIDE COMPOSITION

• US 20100069247A1
• Filed: 03/10/2008
• Published: 03/18/2010
• Est. Priority Date: 03/16/2007
• Status: Active Grant

• Current Assignee: Kumiai Chemical Industry Company Limited
• Original Assignee: Kumiai Chemical Industry Company Limited
• Inventors: Yamaji, Yoshihiro, Hanai, Ryo, Ohno, Shuji
• Granted Patent: US 8,114,814 B2
• Time in Patent Office: Days
• US Class Current: 504/134
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 35/06 containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
• CPC Class Codes: A01N 41/10 Sulfones; Sulfoxides
• CPC Class Codes: A01N 43/56 1,2-Diazoles; Hydrogenated 1,2-diazoles
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 47/36 containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Abstract

A herbicide composition contains, as a component A, one or more compounds selected from the group consisting of specific isoxazoline derivatives represented by the general formula [I] (wherein R¹ to R⁴ represent each a hydrogen atom, an alkyl group, etc.; and Q represents —S(O)n-(CR⁵R⁶)m-, wherein n is an integer of 0 to 2, m is an integer of 1 to 3, and R⁵ and R⁶ represents each an alkyl group, etc.) and salts thereof; and, as a component B, a cyclohexanedione type compound, a phenylpyrazoline type compound or a sulfonyl aminocarbonyl triazine type compound and the like; as the active ingredients.

Claims

1. A herbicide composition characterized by containing, as active ingredients, a component A which is at least one kind of compound selected from the group consisting of isoxazoline derivatives represented by the formula [I] described below and salts thereof, and a component B described below.

Component A:

{In the formula, Q is a group —

S(O)_n—

(CR⁵R⁶)_m—

;

n is an integer of 0 to 2;

m is an integer of 1 to 3;

R⁵ and R⁶ are each independently a hydrogen atom, a cyano group, an alkoxycarbonyl group, or a C1 to C6 alkyl group;

R¹ and R² are a hydrogen atom, a C1 to C8 alkyl group [which may be substituted with C3 to 08 cycloalkyl group, C1 to C6 alkoxy group, C1 to C6 alkylcarbonyl group, C1 to C6 alkylthio group, C1 to C6 alkylsulfinyl group, C1 to C6 alkylsulfonyl group, C1 to C6 alkylamino group, di(C1 to C6 alkyl)amino group, cyano group, C1 to C6 alkoxycarbonyl group, C1 to C6 alkylaminocarbonyl group, di(C1 to C6 alkyl)aminocarbonyl group, (C1 to C6 alkylthio)carbonyl group, carboxyl group, benzyloxy group (which may be substituted), phenoxy group (which may be substituted) or phenyl group (which may be substituted)], a C3 to C8 cycloalkyl group, a C1 to C6 alkoxycarbonyl group, a C1 to C6 alkylaminocarbonyl group, a di(C1 to C6 alkyl)aminocarbonyl group, a C1 to C6 alkylthiocarbonyl group, a carboxyl group, or a phenyl group (which may be substituted);

or, R¹ and R² may form a C3 to C7 spiro ing together with the carbon atom to which they bond;

R³ and R⁴ are a hydrogen atom, a C1 to C8 alkyl group which may be substituted with same or different, 1 to 3 halogen atoms, C3 to 08 cycloalkyl group or C1 to C6 alkoxy group, or a C3 to C8 cycloalkyl group;

R³ and R⁴ may form a C3 to C7 spiro ring together with the carbon atom to which they bond;

or, either of R¹ and R² and either of R³ and R⁴ may form a 5- to 8-membered ring together with the carbon atoms to which they bond;

Y is a hydrogen atom, a C1 to C6 alkoxycarbonyl group, a carboxyl group, a C2 to C6 alkenyl group, a C1 to C10 alkyl group [which may be substituted with same or different, 1 to 3 halogen atoms, C1 to C6 alkoxy group, C2 to C6 alkenyloxy group, C2 to C6 alkinyloxy group, benzyloxy group (which may be substituted), C1 to C6 alkoxycarbonyl group, carboxyl group, hydroxyl group or formyl group], a phenyl group (substituted with same or different, 1 to 5 R⁷s), or a naphthyl group (substituted with same or different, 1 to 5 R⁷s;

R⁷ is a hydrogen atom, a C1 to C6 alkyl group [which may be substituted with same or different, 1 to 3 halogen atoms, C1 to C6 alkoxy group, hydroxyl group, C1 to C6 alkylthio group, C1 to C6 alkylsulfinyl group, C1 to C6 alkylsulfonyl group, C1 to C6 alkylamino group, di (C1 to C6 alkyl)amino group, cyano group or phenoxy group (which may be substituted)], a C1 to C6 alkoxy group (which may be substituted with same or different, 1 to 3 halogen atoms, C1 to C6 alkoxy group, C2 to C6 alkenyl group, C2 to C6 alkinyl group, C2 to C6 alkenyloxy group, C2 to C6 alkinyloxy group, C1 to C6 alkoxycarbonyl group, C1 to C6 alkylcarbonyl group or C3 to C8 cycloalkyl group), a C3 to C8 cycloalkyloxy group, a C1 to C6 alkylthio group (which may be substituted with same or different, 1 to 3 halogen atoms or C1 to C6 alkoxy group), a C1 to C6 alkylsulfinyl group (which may be substituted with same or different, 1 to 3 halogen atoms or C1 to C6 alkoxy group), a C1 to C6 alkylsulfonyl group (which may be substituted with same or different, 1 to 3 halogen atoms or C1 to C6 alkoxy group), a benzyloxy group (which may be substituted), an amino group [which may be substituted with C1 to C6 alkyl group, C1 to C6 alkylsulfonyl group, C1 to C6 alkylcarbonyl(C1 to C6 alkyl) group or C1 to C6 alkylsulfonyl(C1 to C6 alkyl) group], a halogen atom, a cyano group, a nitro group, a C1 to C6 alkoxycarbonyl group, a C3 to C8 cycloalkyloxycarbonyl group, a carboxyl group, a C2 to C6 alkenyloxycarbonyl group, a C2 to C6 alkinyloxycarbonyl group, a benzyloxycarbonyl group (which may be substituted), a phenoxycarbonyl group (which may be substituted), or a C1 to C6 alkylcarbonyloxy group.]

Component B

At least one kind of compound selected from the group consisting of cyclohexanedione type compounds, phenylpyrazoline type compounds, sulfonylaminocarbonyltriazolinone type compounds, triazolinone type compounds (photosynthesis II inhibitor), uracil type compounds, pyridazinone type compounds, phenyl carbamate type compounds, urea type compounds (photosynthesis II inhibitor), hydroxybenzonitrile type compounds, phenylpyridazine type compounds, bipyridium type compounds, phenylphthalimide type compounds, thiadiazole type compounds, pyrimidinedione type compounds, phenylpyrazole type compounds, pyridazinone type compounds, triazole type compounds, isoxazolidinone type compounds, pyridinecarboxamide type compounds, diphenyl ether type compounds, (4-hydroxyphenylpyruvic acid dioxygenase inhibitor, carotenoid synthesis inhibitor), urea type compounds, (4-hydroxyphenylpyruvic acid dioxygenase inhibitor, carotenoid synthesis inhibitor), carbamate type compounds (folic acid synthesis inhibitor), dinitroaniline type compounds, benzenedicarboxylic acid type compounds, benzamide type compounds (cell division inhibitor, ultra-long chain fatty acid synthesis inhibitor), carbamate type compounds (cell division inhibitor, ultra-long chain fatty acid synthesis inhibitor), benzonitrile type compounds, benzamide type compounds (cellulose synthesis inhibitor), triazolocarboxamide type compounds, dinitrophenol type compounds, chlorocarboxylic acid type compounds, phosphorodithioate type compounds, pyridinecarboxylic acid type compounds, benzothiazolone type compounds, semicarbazone type compounds, phthalamate type compounds, profluazol, flufenpyr-ethyl, beflubutamid, fluridone, fluorochloridone, flurtamone, piperophos, difenzoquat, flamprop-M, cinmethylin, fosamine, cumyluron, daimuron, methyl-diamuron, HC-252, forchlorfenuron, thidiazuron, pyrasulfotole, maleic hydrazide, diflumetorim, ancymidol, flurprimidol, chlormequat chloride, mepiquat chloride, quinmerac, propoxycarbazone-sodium, propoxycarbazone, flucetosulfuron, karbutilate, metobenzuron, prodiamine, triaziflam, pinoxaden, bencarbazone, topramezone, tembotrione;

salts thereof; and

analogues thereof.

2. A herbicide composition according to claim 1, wherein the component A is at least one kind of compound selected from the group consisting of isoxazoline derivatives of the formula [I] in which Q is a group S(O)_n(CR⁵R⁶)_m—

,

n is an integer of 0 to 2,

m is 1,

R⁵ and R⁶ are a hydrogen atom,

R¹ and R² is a C1 to C8 alkyl group, R³ and R⁴ are a hydrogen atom,

Y is a phenyl group (substituted with same or different, 1 to 5 R⁷s),

R⁷ is a hydrogen atom, a C1 to C6 alkyl group (which may be substituted with same or different, 1 to 3 halogen atoms or C1 to C6 alkoxy group), a C1 to C6 alkoxy group (which may be substituted with same or different, 1 to 3 halogen atoms or C1 to C6 alkoxy group), a C1 to C6 alkoxycarbonyl group, a C2 to C6 alkenyloxy group, a C2 to C6 alkinyloxy group, a halogen atom, a nitro group or a cyano group, or salts thereof.

3. A herbicide composition according to claim 1, wherein the component A is at least one kind of compound selected from the group consisting of isoxazoline derivatives of the formula [I] in which Q is a group —

S(O)_n(CR⁶R⁶)_m—

,

n is 2,

m is 1,

R⁵ and R⁶ are a hydrogen atom,

R¹ and R² is a C1 to C8 alkyl group,

R³ and R⁴ are a hydrogen atom,

Y is a phenyl group (substituted with same or different, 1 to 5 R⁷s),

R⁷ is a hydrogen atom, a C1 to C6 alkyl group (which may be substituted with same or different, 1 to 3 halogen atoms), a C1 to C6 alkoxy group (which may be substituted with same or different, 1 to 3 halogen atoms), a C1 to C6 alkoxycarbonyl group, a C2 to C6 alkinyloxy group, a halogen atom, a nitro group or a cyano group, or salts thereof.

4. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 3 and a component C

selected from the group consisting of aryloxyphenoxypropionic acid type compounds, sulfonylurea type compounds, imidazolinone type compounds, triazolopyrimidine type compounds, pyrimidinyloxy(thio)benzoic acid type compounds, triazine type compounds, triazinone type compounds, triazolinone type compounds, anilide type compounds, benzothiadiazinone type compounds, diphenyl ether type compounds (protoporphyrin synthesis inhibitor), oxadiazole type compounds, triazolinone type compounds, oxazolidinedione type compounds, pyraclonil, triketone type compounds, isoxazole type compounds, pyrazole type compounds, benzobicyclon, glycine type compounds, phosphinic acid type compounds, pyridine type compounds, phosphoroamidate type compounds, chloroacetamide type compounds, oxyacetamide type compounds, tetrazolinone type compounds, alkaneamide type compounds, anilofos, cafenstrole, thiocarbamate type compounds, benzofuran type compounds, phenoxycarboxylic acid type compounds, benzoic acid type compounds, quinolinecarboxylic acid type compounds, bromobutide, oxaziclomefone, etobenzanid, indanofan, pyributicarb, pyrimisulfan, tefuryltrion, salts thereof and analogues thereof.

5. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 3 and a component D

selected from the group consisting of cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.

6. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 4 and a component D selected from the group consisting of cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.

7. A herbicide composition according to claim 3, which contains the component A and the component B at a weight ratio of 1:

0.001 to 1;

200.

8. A herbicide composition according to claim 4, which contains the component A, the component B and the component C at a weight ratio of 1:

0.001;

0.001 to 1;

200;

200.

9. A herbicide composition according to claim 5, which contains the component A, the component B and the component D at a weight ratio of 1:

0.001;

0.001 to 1;

200;

100.

10. herbicide composition according to claim 6, which contains the component A, the component B, the component C and the component D at a weight ratio of 1:

0.001;

0.001;

0.001 to 1;

200;

200;

100.

11. A herbicide composition containing a herbicide composition set forth in claim 1, in an amount showing a herbicidal activity, at least one kind of inactive liquid carrier and/or solid carrier and, as necessary, at least one kind of surfactant.

12. A method for preparing a herbicide composition set forth in claim 6, which comprises mixing

a component A and a component B and, as necessary, a component C and/or a component D, at least one kind of inactive liquid carrier and/or solid carrier, and a surfactant.

13. A method for controlling undesired vegetation, which comprises applying the active ingredients contained in a herbicide composition set forth in claim 1, at one time or in portions before the budding of the undesired vegetation, and/or during the budding, and/or after the budding.

14. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 1 and a component C selected from the group consisting of aryloxyphenoxypropionic acid type compounds, sulfonylurea type compounds, imidazolinone type compounds, triazolopyrimidine type compounds, pyrimidinyloxy(thio)benzoic acid type compounds, triazine type compounds, triazinone type compounds, triazolinone type compounds, anilide type compounds, benzothiadiazinone type compounds, diphenyl ether type compounds (protoporphyrin synthesis inhibitor), oxadiazole type compounds, triazolinone type compounds, oxazolidinedione type compounds, pyraclonil, triketone type compounds, isoxazole type compounds, pyrazole type compounds, benzobicyclon, glycine type compounds, phosphinic acid type compounds, pyridine type compounds, phosphoroamidate type compounds, chloroacetamide type compounds, oxyacetamide type compounds, tetrazolinone type compounds, alkaneamide type compounds, anilofos, cafenstrole, thiocarbamate type compounds, benzofuran type compounds, phenoxycarboxylic acid type compounds, benzoic acid type compounds, quinolinecarboxylic acid type compounds, bromobutide, oxaziclomefone, etobenzanid, indanofan, pyributicarb, pyrimisulfan, tefuryltrion, salts thereof and analogues thereof.

15. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 14 and a component D selected from the group consisting of cloquintocet-mexyl, fenchiorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.

16. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 2 and a component C selected from the group consisting of aryloxyphenoxypropionic acid type compounds, sulfonylurea type compounds, imidazolinone type compounds, triazolopyrimidine type compounds, pyrimidinyloxy(thio)benzoic acid type compounds, triazine type compounds, triazinone type compounds, triazolinone type compounds, anilide type compounds, benzothiadiazinone type compounds, diphenyl ether type compounds (protoporphyrin synthesis inhibitor), oxadiazole type compounds, triazolinone type compounds, oxazolidinedione type compounds, pyraclonil, triketone type compounds, isoxazole type compounds, pyrazole type compounds, benzobicyclon, glycine type compounds, phosphinic acid type compounds, pyridine type compounds, phosphoroamidate type compounds, chloroacetamide type compounds, oxyacetamide type compounds, tetrazotinone type compounds, alkaneamide type compounds, anilofos, cafenstrole, thiocarbamate type compounds, benzofuran type compounds, phenoxycarboxylic acid type compounds, benzoic acid type compounds, quinolinecarboxylic acid type compounds, bromobutide, oxaziclomefone, etobenzanid, indanofan, pyributicarb, pyrimisulfan, tefuryltrion, salts thereof and analogues thereof.

17. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 16 and a component D selected from the group consisting of cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.

18. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 1 and a component D selected from the group consisting of cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.

19. A herbicide composition containing, as active ingredients, a herbicide composition set forth in claim 2 and a component D selected from the group consisting of cloquintocet-mexyl, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, flurazole, salts thereof and analogues thereof.