HERBICIDAL COMPOSITION

• US 20080153704A1
• Filed: 11/30/2007
• Published: 06/26/2008
• Est. Priority Date: 12/21/2006
• Status: Active Grant

• Current Assignee: Kumiai Chemical Industry Company Limited
• Original Assignee: Kumiai Chemical Industry Company Limited
• Inventors: Kobayashi, Masanori, Hanai, Ryo, Yamaji, Yoshihiro, Honda, Hisashi
• Granted Patent: US 8,110,530 B2
• Time in Patent Office: Days
• US Class Current: 504/136
• 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 33/18 Nitro compounds
• CPC Class Codes: A01N 41/10 Sulfones; Sulfoxides
• CPC Class Codes: A01N 43/10 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/50 1,3-Diazoles; Hydrogenated 1,3-diazoles
• CPC Class Codes: A01N 43/58 1,2-Diazines; Hydrogenated 1,2-diazines
• 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 47/12 containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
• CPC Class Codes: A01N 47/30 Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
• CPC Class Codes: A01N 47/36 containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Abstract

To provide a herbicidal composition which is highly safe to crop plants and which is capable of controlling weeds problematic in e.g. paddy fields, upland fields and non-agricultural fields over a wide range of from preemergence to postemergence.

A herbicidal composition comprising the following Component A which is at least one compound selected from the group consisting of isoxazoline derivatives of the formula I and their salts, and the following Component B, as active ingredients:

wherein each of R¹ and R² which are independent of each other, is a hydrogen atom, a C₁-C₁₀ alkyl group, a C₃-C₈ cycloalkyl group or a C₃-C₈ cycloalkyl C₁-C₃ alkyl group, each of R³ and R⁴ which are independent of each other, is a hydrogen atom, a C₁-C₁₀ alkyl group, a C₃-C₈ cycloalkyl group, or R¹, R², R³ and R⁴ may form a 5- to 8-membered ring together with the carbon atoms to which they are bonded, each of R⁵ and R⁶ which are independent of each other, is a hydrogen atom or a C₁-C₁₀ alkyl group, Y is a 5- or 6-membered aromatic heterocyclic or aromatic condensed heterocyclic group having an optional hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom,
Component B:

Imazaquin, diuron, sulfentrazone, sulcotrione, norflurazon, clomazone, dimethenamid-P, prosulfocarb, isoproturon, trifluralin or triallate.

Claims

1. A herbicidal composition comprising the following Component A which is at least one compound selected from the group consisting of isoxazoline derivatives of the formula I and their salts, and the following Component B, as active ingredients:

2. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein Y is a 5- or 6-membered aromatic heterocyclic group having a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom.

3. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein Y is a thienyl group, a pyrazolyl group, an isoxazolyl group, an isothiazolyl group, a pyridyl group or a pyrimidinyl group.

4. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein Y is a thiophen-3-yl group, a pyrazol-4-yl group, a pyrazol-5-yl group, an isoxazol-4-yl group, an isothiazol-4-yl group, a pyridin-3-yl group or a pyrimidin-5-yl group.

5. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-4-yl group wherein the pyrazole ring is substituted at the 3- and 5-positions by the substituent group α

and at the 1-position by a hydroxyl group, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkyl group mono-substituted by an optional group selected from the substituent group β

, a C₁-C₄ haloalkyl group, a C₃-C₈ cycloalkyl group, a C₂-C₆ alkenyl group, a C₂-C₆ alkynyl group, a C₁-C₁₀ alkylsulfinyl group, a C₁-C₁₀ alkylsulfonyl group, a C₁-C₁₀ alkylsulfonyloxy group mono-substituted by an optional group selected from the substituent group γ

, a C₁-C₄ haloalkylsulfonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group which may be substituted, an acyl group, a C₁-C₄ haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C₁-C₁₀ alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C₁-C₁₀ alkyl group or a phenyl group which may be substituted), or an amino group (a nitrogen atom of this group may independently be substituted by a C₁-C₁₀ alkyl group, a phenyl group which may be substituted, an acyl group, a C₁-C₄ haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C₁-C₁₀ alkylsulfonyl group, a C₁-C₄ haloalkylsulfonyl group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted).

6. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-5-yl group wherein the pyrazole ring is substituted at the 4-position by the substituent group α

and at the 1-position by a hydroxyl group, a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkyl group mono-substituted by an optional group selected from the substituent group β

, a C₁-C₄ haloalkyl group, a C₃-C₈ cycloalkyl group, a C₂-C₆ alkenyl group, a C₂-C₆ alkynyl group, a C₁-C₁₀ alkylsulfinyl group, a C₁-C₁₀ alkylsulfonyl group, a C₁-C₁₀ alkylsulfonyl group mono-substituted by an optional group selected from the substituent group γ

, a C₁-C₄ haloalkylsulfonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group which may be substituted, an acyl group, a C₁-C₄ haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C₁-C₁₀ alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C₁-C₁₀ alkyl group or a phenyl group which may be substituted), or an amino group (a nitrogen atom of this group may independently be substituted by a C₁-C₁₀ alkyl group, a phenyl group which may be substituted, an acyl group, a C₁-C₄ haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C₁-C₁₀ alkylsulfonyl group, a C₁-C₄ haloalkylsulfonyl group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted).

7. The herbicidal composition according to claim 1, wherein Component A is a compound of the formula [I] wherein each of R¹ and R² is a methyl group, each of R³ and R⁴ is a hydrogen atom, and Y is a pyrazol-4-yl group wherein the pyrazole ring is substituted at the 1-, 3- and 5-positions independently by a C₁-C₄ alkyl group, a C₁-C₄ haloalkyl group or a C₁-C₄ haloalkoxy group.

8. The herbicidal composition according to claim 1, wherein Component A is 3-[(5-difluoromethoxy-1-methyl-3-trifluoromethylpyrazol-4-yl)methylsulfonyl]-4,5-dihydro-5,5-dimethylisoxazole.

9. The herbicidal composition according to claim 1, wherein Component B is at least one compound selected from the group consisting of quizafop-ethyl, quizafop-P-ethyl, sethoxydim, pyrithiobac-sodium, bispyribac-sodium, pyrimisulfan, imazethapyr, imazaquin, chlorimuron-ethyl, diuron, bentazone, paraquat, sulfentrazone, fluthiacet-methyl, sulcotrione, norflurazon, clomazone, bilanafos, asulam, flufenacet, dimethenamid-P, prosulfocarb, thiobencarb, 2,4-D, clopyralid, ametryn, isoproturon, picolinafen, trifluralin, acetochlor and triallate.

10. The herbicidal composition according to claim 1, wherein Component B is imazaquin, diuron, sulfentrazone, sulcotrione, norflurazon, clomazone, dimethenamid-P, prosulfocarb, isoproturon, trifluralin or triallate.

11. A herbicidal composition comprising the herbicidal composition as defined in claim 1 and the following Component C, as active ingredients:

Component C;

At least one compound selected from the group consisting of atrazine, simazine, cyanazine, isoxaflutole, mesotrione, flumetsulam, imazethapyr, imazapyr, dicamba, clopyralid, prosulfuron, halosulfuron-methyl, rimsulfuron, bentazon, carfentrazone-ethyl, metribuzin, thifensulfuron-methyl, nicosulfuron, primisulfuron, cloransulam-methyl, glufosinate, glyphosate, sulfosate, pendimethalin, linuron, prometryne, diflufenican, flumioxazin, metolachlor, their salts and analogues.

12. A herbicidal composition comprising the herbicidal composition as defined in claim 1 and the following Component D, as active ingredients:

Component D;

At least one compound selected from the group consisting of Cloquintocet-Mexyl, fenchlorazole, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, Flurazole, their salts and analogues.

13. A herbicidal composition comprising the herbicidal composition as defined in claim 11 and the following Component D, as active ingredients:

Component D;

At least one compound selected from the group consisting of Cloquintocet-Mexyl, fenchlorazole, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethy, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, Flurazole, their salts and analogues.

14. The herbicidal composition according to claim 1, wherein the weight ratio of Component A:

Component B is from 1;

0.001 to 1;

100.

15. The herbicidal composition according to claim 11, wherein the weight ratio of Component A:

Component B;

Component C is from 1;

0.001;

0.001 to 1;

100;

100.

16. The herbicidal composition according to claim 12, wherein the weight ratio of Component A:

Component B;

Component D is from 1;

0.001;

0.001 to 1;

100;

100.

17. The herbicidal composition according to claim 13, wherein the weight ratio of Component A:

Component B;

Component C;

Component D is from 1;

0.001;

0.001;

0.001 to 1;

100;

100;

100.

18. A herbicidal composition comprising the herbicidal composition as defined in claim 1 in an amount to show a herbicidal activity and at least one inert liquid carrier and/or solid carrier and, if necessary, further containing at least one surfactant.

19. A method for preparing the herbicidal composition as defined in claim 1, which comprises mixing Component A and Component B;

if necessary, Component C and/or Component D;

at least one inert liquid carrier and/or solid carrier; and

a surfactant.

20. A method for controlling unwanted plants, which comprises applying the active ingredients contained in the herbicidal composition as defined in claim 1, simultaneously or dividedly, before, during and/or after germination of the unwanted plants.