AU2018236815B2

AU2018236815B2 - Weed control composition

Info

Publication number: AU2018236815B2
Application number: AU2018236815A
Authority: AU
Inventors: Hajime Ikeda
Original assignee: Sumitomo Chemical Co Ltd
Current assignee: Sumitomo Chemical Co Ltd
Priority date: 2013-12-19
Filing date: 2018-09-27
Publication date: 2020-07-09
Anticipated expiration: 2033-12-19
Also published as: AU2013273734A1; AU2018236815A1; AU2020223646A1

Abstract

The present invention relates to a composition comprising crystal of flumioxazin which is one selected from the group consisting of 1 St crystal, 2 crystal, 3 d crystal, 4th crystal, 5th crystal, 6 th crystal and 7th crystal, each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 20 values (°) shown in the corresponding right column of Table, Table 20 value (0) 1St crystal 7.5±0.1, 11.9±0.1, 15.3±0.1 2 d crystal 8.7±0.1, 9.4±0.1, 14.7±0.1, 18.8±0.1 3 d crystal 7.7±0.1, 10.9±0.1, 13.5±0.1, 14.6±0.1, 15.0±0.1 4th crystal 7.7±0.1, 10.7±0.1, 13.4±0.1, 14.3±0.1, 14.8±0.1 5th crystal 5.5±0.1, 10.3±0.1, 10.9±0.1, 13.2±0.1 6th crystal 7.7±0.1, 8.6±0.1, 11.0±0.1, 13.2±0.1, 14.7±0.1, 15.1±0.1, 7th crystal 14.5±0.1, 18.7±0.1 and one or more herbicidal compounds selected from the group B-1, B-2, B-3, B-4, B-5, B-6, B-7, B-8, B-9, B-10, B 11 and B-12 described in the specification. According to the present invention, a wide range of weeds can be controlled in a crop field, land under perennial crops, or non-crop land.

Description

WEED CONTROL COMPOSITION BACKGROUND OF THE INVENTION

0001]

This application is a divisional of Australian Patent

Application No. 2013273734 the entire content of which is

incorporated herein by reference.

Field of the Invention

0001A]

The present invention relates to a weed control

composition.

Description of the Related Art

00021

Many compounds are known as herbicides in order to control

weeds. Also, flumioxazin is known as a herbicide.

PRIOR ART DOCUMENT

[ 00031

NON-PATENT DOCUMENTS

Non-patent Document 1: Crop Protection Handbook, vol. 97

(2011) Meister Publishing Company, ISBN: 1-892829-23-1)

[ 00041

SUMMARY OF THE INVENTION

[ 00051

One aspectofthepresentinventionprovidesaweedcontrol

composition having high herbicidal effect against weeds.

00061

The inventors of the present invention have found that

a composition obtained by combining specified herbicides has

high herbicidal effect against weeds.

The present invention is as follows.

00071

[1] A composition comprising crystal of flumioxazin

which is one or more selected from the group consisting of

1St crystal, 2 crystal, 3 d crystal, 4th crystal, 5th crystal,

6th crystal and 7th crystal,

each of the crystals showing a powder X-Ray diffraction

pattern which has diffraction peaks with 20 values (°) shown

in the corresponding right column of Table 1,

Table 1

20 value (0)

1St crystal 7.5±0.1, 11.9±0.1, 15.3±0.1 2 d crystal 8.7±0.1, 9.4±0.1, 14.7±0.1, 18.8±0.1 3 d crystal 7.7±0.1, 10.9±0.1, 13.5±0.1, 14.6±0.1, 15.0±0.1 4th crystal 7.7±0.1, 10.7±0.1, 13.4±0.1, 14.3±0.1, 14.8±0.1

5th crystal 5.5±0.1, 10.3±0.1, 10.9±0.1, 13.2±0.1 6th crystal 7.7±0.1, 8.6±0.1, 11.0±0.1, 13.2±0.1, 14.7±0.1, 15.1±0.1,

7th crystal 14.5±0.1, 18.7±0.1 and one or more herbicidal compounds selected from the group

B:

Group B:

B-1. Acetolactic acid synthase inhibitors;

B-2. Acetyl CoA carboxylase inhibitors;

B-3. Protoporphyrinogen IX oxidase inhibitors;

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors;

B-5. Phytoene desaturase inhibitors;

B-6. Photosystem II inhibitors;

B-7. Very-long-chain fatty acid synthesis inhibitors;

B-8. Tubulin synthesis inhibitors;

B-9. Auxin type herbicides;

B-10. Enolpyruvylshikimate phosphate synthase

inhibitors;

B-11. Glutamine synthetase inhibitors; and

B-12. Other herbicides.

00081

[ 2] The weedcontrolcomposition according to[1], wherein

the compound of the group B is the following compound:

B-1. Acetolactic acid synthase inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac,

pyriminobac-methyl, bispyribac, bispyribac sodium salt,

pyribenzoxim, pyrimisulfan, pyriftalid, triafamone,

amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron, cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone, flucarbazone, flucarbazone-sodium salt, ipfencarbazone, propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone, thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt, imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammonium salt, imazaquin, imazaquin-ammoniumsalt, imazethapyr, andimazethapyr-ammonium salt.

B-2. Acetyl CoA carboxylase inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop,

cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop,

fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop,

fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop,

haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop,

propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,

quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim,

tepraloxydim, tralkoxydim, and pinoxaden.

B-3. Protoporphyrinogen IX oxidase inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone,

carfentrazone-ethyl, saflufenacil, cinidon, cinidon-ethyl,

sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl,

butafenacil, fluazolate, fluthiacet, fluthiacet-methyl,

flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl,

pentoxazone, oxyfluorfen, acifluorfen, aclonifen,

chlomethoxynil, chloronitrofen, nitrofen, bifenox,

fluoroglycofene, fluoroglycofene-ethyl, fomesafen,

fomesafen-sodium salt, and lactofen.

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione,

tefuryltrione, tembotrione, isoxachlorotole, isoxaflutole,

benzofenap, pyrasulfotole, pyrazolynate, pyrazoxyfen, and

topramezone.

B-5. Phytoene desaturase inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon,

fluridone, flurochloridone, and flurtamone.

B-6. Photosystem II inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate,

bromoxynil, bromoxynil octanoate, chlorotoluron, dimefuron,

diuron, linuron, fluometuron, isoproturon, isouron,

tebuthiuron, benzthiazuron, methabenzthiazuron, propanil,

metobromuron, metoxuron, monolinuron, siduron, simazine,

atrazine, propazine, cyanazine, ametryne, simetryn,

dimethametryn, prometryn, terbumeton, terbuthylazine,

terbutryn, trietazine, hexazinone, metamitron, metribuzin,

amicarbazone, bromacil, lenacil, terbacil, chloridazon,

desmedipham, and phenmedipham.

B-7. Very-long-chain fatty acid synthase inhibitors:

Propachlor, metazachlor, alachlor, acetochlor,

metolachlor, S-metolachlor, butachlor, pretilachlor,

thenylchlor, indanofan, cafenstrole, fentrazamide,

dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone,

fenoxasulfone, naproanilide, anilofos, and flufenacet.

B-8. Tubulin synthesis inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin,

prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, and

thiazopyr.

B-9. Auxin type herbicides:

Dicamba and a salt thereof (diglycolamine salt,

dimethylammonium salt, isopropylammonium salt, potassium salt,

sodium salt, and choline salt), 2,4-D and a salt or ester thereof

(butotyl ester, dimethylammonium salt, diolamine salt,

ethylhexyl ester, isooctyl ester, isopropylammonium salt,

sodium salt, and triisopropanolamine salt), 2,4-DB and a salt

or ester thereof (dimethylammonium salt, isooctyl ester, and

choline salt), MCPAandasaltorester thereof (dimethylammonium

salt, 2-ethylhexylester, isooctyl ester, sodium salt, and

choline salt), MCPB, mecoprop and a salt or ester thereof

(dimethylammonium salt, diolamine salt, ethadyl ester,

2-ethylhexylester, isooctylester,methylester, potassiumsalt,

sodium salt, tololamine salt, and choline salt), mecoprop-P and

a salt or ester thereof (dimethylammonium salt, 2-ethylhexyl

ester, isobutyl salt, potassium salt, and choline salt),

dichlorprop and a salt or ester thereof (butotyl ester,

dimethylammonium salt, 2-ethylhexyl ester, isooctyl ester,

methyl ester, potassium salt, sodium salt, and choline salt),

dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and

asaltorester thereof (butotylesterandtriethylammoniumsalt),

fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

quinclorac, quinmerac, aminopyralid and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

clopyralid and a salt thereof (olamine salt, potassium salt, triethylammonium salt, and choline salt), and clomeprop.

B-10. Enolpyruvylshikimate phosphate synthase

inhibitors:

Glyphosate, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, and glyphosate-guanidine salt.

B-11. Glutamine synthetase inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,

glufosinate-P-sodium salt, and bialaphos.

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate,

triallate, chlorpropham, asulam, phenisopham, benthiocarb,

molinate, esprocarb, pyributicarb, prosulfocarb, orbencarb,

EPTC, dimepiperate, Swep, aminocyclopyrachlor,

aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium,

difenoxuron, methyl dymron, bromobutide, dymron, cumyluron,

diflufenzopyr, etobenzanid, tridiphane, amitrole,

fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone,

cinmethylin, benfuresate, ACN, dalapon, chlorthiamid, flupoxam,

bensulide, paraquat, paraquat-dichloride, diquat, and

diquat-dibromide.

0 0 0 91

[ 3] The weedcontrolcomposition according to[1], wherein

thecompoundofthegroupBisacompoundselectedfromaglyphosate isopropylamine salt, glyphosate-trimesium salt, glyphosate-ammonium salt, glyphosate-diammonium salt, glyphosate-sodium salt, glyphosate-potassium salt, and glyphosate-guanidine salt.

[ 0101

[ 4] The weedcontrolcomposition according to[1], wherein

the compound of the group B is glufosinate-ammonium salt.

0011]

[ 5] The weedcontrolcomposition according to[1], wherein

the compound of the group B is chlorimuron-ethyl.

00121

[ 6] The weedcontrolcomposition according to[1], wherein

the compound of the group B is cloransulam-methyl.

00131

[ 7] The weedcontrolcomposition according to[1], wherein

the compound of the group B is pyroxasulfone.

00141

[ 8] The weedcontrolcomposition according to[1], wherein

the compound of the group B is a compound selected from dicamba,

dicamba-diglycolamine salt, dicamba-dimethylammonium salt,

dicamba-isopropylammonium salt, dicamba-potassium salt,

dicamba-sodium salt, and dicamba-choline salt.

00151

[ 9] The weedcontrolcomposition according to[1], wherein

the compound of the group B is a compound selected from 2,4-D,

2,4-D butotyl ester, 2,4-D dimethylammonium salt, 2,4-D

diolamine salt, 2,4-D ethylhexyl ester, 2,4-D isooctyl ester,

2,4-D isopropylammonium salt, 2,4-D sodium salt, and 2,4-D

triisopropanolammonium salt.

[00161

[10] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is imazethapyr-ammonium salt.

00171

[11] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is metribuzin.

00181

[12] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is isoxaflutole.

0019]

[13] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is mesotrione.

00201

[14] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is tembotrione.

[00211

[15] Theweedcontrolcompositionaccordingto[1], wherein

the compound of the group B is ametryne.

00221

[16] Amethod ofcontrolling weeds, the method comprising

applying an effective amount of flumioxazin constituted of crystals with crystal forms having diffraction peaks at the angles 20 (degrees) shown in Table 1 below in a powder X-ray diffraction pattern using Cu-Kc rays and one or more herbicidal compounds selected from the above group B to soilwhere the weeds are grown or to be grown, or weeds.

00231

[ 17] The method according to [ 16], wherein the compound

of the group B is the following compound:

B-1. Acetolactic acid synthase inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac,

pyriminobac-methyl, bispyribac, bispyribac sodium salt,

pyribenzoxim, pyrimisulfan, pyriftalid, triafamone,

amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl,

chlorimuron, chlorimuron-ethyl, cyclosulfamuron,

ethoxysulfuron, flazasulfuron, flucetosulfuron,

flupyrsulfuron, flupyrsulfuron methyl-sodium, foramsulfuron,

halosulfuron, halosulfuron-methyl, imazosulfuron,

mesosulfuron, mesosulfuron-methyl, metazosulfuron,

nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron,

primisulfuron-methyl, propyrisulfuron, pyrazosulfuron,

pyrazosulfuron-ethyl, rimsulfuron, sulfometuron,

sulfometuron-methyl, sulfosulfuron, trifloxysulfuron-sodium

salt, trifloxysulfuron, chlorsulfuron, cinosulfuron,

ethametsulfuron, ethametsulfuron-methyl, iodosulfuron,

iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone, flucarbazone, flucarbazone-sodium salt, ipfencarbazone, propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone, thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt, imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammonium salt, imazaquin, imazaquin-ammoniumsalt, imazethapyr, andimazethapyr-ammonium salt.

B-2. Acetyl CoA carboxylase inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop,

cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop,

fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop,

fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop,

haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop,

propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P,

quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim,

tepraloxydim, tralkoxydim, and pinoxaden.

B-3. Protoporphyrinogen IX oxidase inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone, carfentrazone-ethyl, saflufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl, butafenacil, fluazolate, fluthiacet, fluthiacet-methyl, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, pentoxazone, oxyfluorfen, acifluorfen, aclonifen, chlomethoxynil, chloronitrofen, nitrofen, bifenox, fluoroglycofene, fluoroglycofene-ethyl, fomesafen, fomesafen-sodium salt, and lactofen.

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione,

tefuryltrione, tembotrione, isoxachlorotole, isoxaflutole,

benzofenap, pyrasulfotole, pyrazolynate, pyrazoxyfen, and

topramezone.

B-5. Phytoene desaturase inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon,

fluridone, flurochloridone, and flurtamone.

B-6. Photosystem II inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate,

bromoxynil, bromoxynil octanoate, chlorotoluron, dimefuron,

diuron, linuron, fluometuron, isoproturon, isouron,

tebuthiuron, benzthiazuron, methabenzthiazuron, propanil,

metobromuron, metoxuron, monolinuron, siduron, simazine,

atrazine, propazine, cyanazine, ametryne, simetryn,

dimethametryn, prometryn, terbumeton, terbuthylazine,

terbutryn, trietazine, hexazinone, metamitron, metribuzin, amicarbazone, bromacil, lenacil, terbacil, chloridazon, desmedipham, and phenmedipham.

B-7. Very-long-chain fatty acid synthase inhibitors:

Propachlor, metazachlor, alachlor, acetochlor,

metolachlor, S-metolachlor, butachlor, pretilachlor,

thenylchlor, indanofan, cafenstrole, fentrazamide,

dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone,

fenoxasulfone, naproanilide, anilofos, and flufenacet.

B-8. Tubulin synthesis inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin,

prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, and

thiazopyr.

B-9. Auxin type herbicides:

Dicamba and a salt thereof (diglycolamine salt,

dimethylammonium salt, isopropylammonium salt, potassiumsalt,

sodium salt, and choline salt), 2,4-D and a salt or ester thereof

(butotyl ester, dimethylammonium salt, diolamine salt,

ethylhexyl ester, isooctyl ester, isopropylammonium salt,

sodium salt, and triisopropanolamine salt), 2,4-DB and a salt

or ester thereof (dimethylammonium salt, isooctyl ester, and

choline salt), MCPAandasaltorester thereof (dimethylammonium

salt, 2-ethylhexylester, isooctyl ester, sodium salt, and

choline salt), MCPB, mecoprop and a salt or ester thereof

(dimethylammonium salt, diolamine salt, ethadyl ester,

2-ethylhexylester, isooctylester, methylester, potassiumsalt, sodium salt, tololamine salt, and choline salt), mecoprop-P and a salt or ester thereof (dimethylammonium salt, 2-ethylhexyl ester, isobutyl salt, potassium salt, and choline salt), dichlorprop and a salt or ester thereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt, sodium salt, and choline salt), dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and asaltorester thereof (butotylesterandtriethylammoniumsalt), fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

quinclorac, quinmerac, aminopyralid and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

clopyralid and a salt thereof (olamine salt, potassium salt,

triethylammonium salt, and choline salt), and clomeprop.

B-10. Enolpyruvylshikimate phosphate synthase

inhibitors:

Glyphosate, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, and glyphosate-guanidine salt.

B-11. Glutamine synthetase inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,

glufosinate-P-sodium salt, and bialaphos.

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate, triallate, chlorpropham, asulam, phenisopham, benthiocarb, molinate, esprocarb, pyributicarb, prosulfocarb, orbencarb,

EPTC, dimepiperate, Swep, aminocyclopyrachlor,

aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium,

difenoxuron, methyl dymron, bromobutide, dymron, cumyluron,

diflufenzopyr, etobenzanid, tridiphane, amitrole,

fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone,

cinmethylin, benfuresate, ACN, dalapon, chlorthiamid, flupoxam,

bensulide, paraquat, paraquat-dichloride, diquat, and

diquat-dibromide.

00241

[ 18] The method according to [ 16], wherein the compound

of the group B is a compound selected from glyphosate

isopropylamine salt, glyphosate-trimesium salt,

glyphosate-ammonium salt, glyphosate-diammonium salt,

glyphosate-sodium salt, glyphosate-potassium salt, and

glyphosate-guanidine salt.

00251

[ 19] The method according to [ 16], wherein the compound

of the group B is glufosinate-ammonium salt.

00261

[ 20] The method according to [ 16], wherein the compound

of the group B is chlorimuron-ethyl.

00271

[ 21] The method according to [ 16], wherein the compound of the group B is cloransulam-methyl.

00281

[ 22] The method according to [ 161, wherein the compound

of the group B is pyroxasulfone.

[ 00291

[ 23] The method according to [ 16], wherein the compound

of the group B is a compound selected from dicamba,

dicamba-diglycolamine salt, dicamba-dimethylammonium salt,

dicamba-isopropylammonium salt, dicamba-potassium salt,

dicamba-sodium salt, and dicamba-choline salt.

00301

[ 24] The method according to [ 16], wherein the compound

of the group B is a compound selected from 2,4-D, 2,4-D butotyl

ester, 2,4-Ddimethylammoniumsalt, 2,4-Ddiolamine salt, 2,4-D

ethylhexylester, 2,4-Disooctylester, 2,4-Disopropylammonium

salt, 2,4-D sodium salt, and2,4-D triisopropanolammonium salt.

00311

[ 25] The method according to [ 16], wherein the compound

of the group B is imazethapyr-ammonium salt.

[ 00321

[ 26] The method according to [ 16], wherein the compound

of the group B is metribuzin.

00331

[ 27] The method according to [ 16], wherein the compound

of the group B is isoxaflutole.

[ 28] The method according to [ 161, wherein the compound

of the group B is mesotrione.

00351

[ 29] The method according to [ 161, wherein the compound

of the group B is tembotrione.

00361

[ 30] The method according to [ 16], wherein the compound

of the group B is ametryne.

[ 00371

[ 31] The method according to any one of[16] to[ 30], which

is a method of controlling weeds in a crop field, land under

perennial crops, or non-crop land.

00381

[ 32] The method according to [ 31] , wherein the crop field

isafieldforsoybean, peanut, corn, cotton, wheat, orsugarcane.

00391

[ 33] The method according to [ 31] , wherein the land under

perennial crops is an orchard.

[ 00401

EFFECT OF THE INVENTION

[ 00411

A wide range of weeds can be controlled by the use of the

weed control composition of the present invention.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

00421

A weed control composition of the present invention

(hereinafter referred to as the composition of the present

invention) contains crystal of flumioxazin

which is one or more selected from the group consisting of

1St crystal, 2 crystal, 3 d crystal, 4th crystal, 5th crystal,

6th crystal and 7th crystal,

each of the crystals showing a powder X-Ray diffraction

pattern which has diffraction peaks with 20 values (°) shown

in Table 1 above (hereinafter referred to asist crystal of

flumioxazin, 2 d crystal of flumioxazin, 3 d crystal of

flumioxazin, 4th crystal of flumioxazin, 5th crystal of

flumioxazin, 6th crystal of flumioxazin and 7th crystal of

flumioxazin, respectively) and one or more specific herbicidal

compounds as effective components.

00431

Generally, the substances to be used for herbicides or the

like are required to have high purity. Furthermore, required

are to maintain their crystal form during the heating treatment

step or the like steps for formulation, to show physical and

chemical properties advantageous on the productions of

formulations, and to maintain their properties for long-term

storage.

[ 00441

The 1't crystal of flumioxazin, 2 d crystal of flumioxazin,

3 r dcrystalofflumioxazin, 4 thcrystalofflumioxazin, 5 thcrystal

of flumioxazin, 6th crystal of flumioxazin and 7th crystal of

flumioxazin (hereinafter, referred to as 1't crystal of

flumioxaxin to 7th crystal of flumioxaxin) used in the method

ofthepresentinventioncanbeproducedby themethods disclosed

in Example and modified methods thereof.

00451

The 1't crystal of flumioxaxin to 7th crystal of flumioxaxin

in the present invention can be obtained, for example, by

conducting the following steps.

00461

First, a starting material is dissolved in an organic

solvent to obtain a solution which contains flumioxazin at the

concentration generallyin the range of2 mg to 200mg, preferably

in the range of 5 mg to 120 mg, per ml of the solvent, and setting

the temperature of the obtained solution generally within the

range of 400C to 800C, preferably within the range of 50°C to

75°C.

[ 00471

Then, the heated solution may be heated to rapidly

volatilizing its solvent, for example by dropping the solution

onto the heated glass plate or the like to form and isolate

crystals.

[ 00481

The heated solvent is preferably cooled to its temperature

generally fromabout0C toless than 250C, preferably fromabout

100C to 250C to form a crystal. Preferably the step of cooling

the heated solution is gradually conducted, specifically by

lowering the solution preferably at 50C to 150C per hour, more

preferably at around 100C per hour. Water or other solvent at

the same temperature as that of the heated solution can be added

to the solution before cooling for easily forming crystals.

After cooling the solution, the cooled solution is maintained

at the lowered temperature to form a crystal. The time of

maintenance for the solution depends on the scale, temperature

or other conditions of the solution, which can be arbitrarily

determined.

0049]

The crystals of the present invention can be collected

in a knownmanner, for example, by filtration, by concentration,

by centrifugation or by decantation. The crystalmay be washed

with an appropriate solvent, if necessary. The crystal may be

subjected to the method comprising the above-mentioned steps

or slurry filtration for improving its purity or quality.

0050]

It is possible to use, as the starting material for

producing the crystal of the present invention, a solution or

asuspensionofflumioxazin, oramixturecontainingflumioxazin.

Itisalsopossible touse asolutionorasuspensionofasynthetic reaction crude product containing flumioxazin.

00511

The organic solvent to be used for the crystallization

includes alcohols such as methanol, 2-methoxyethanol,

2-ethoxyethanol, ethers such as tetrahydrofuran, acetone,

1,4-dioxane, halogenated hydrocarbons such as chloroform,

1,2-dichloroethane or chlorobenzene, andaromatichydrocarbons

such as xylene or toluene.

00521

Itis alsopossible touse seedcrystalsincrystallization

for producing the crystal of the present invention. In that

case, it is preferred to use crystals having a crystal form to

be prepared. The amount of seed crystals to be added is

preferably from 0.0005 parts byweight to 0.02 parts byweight,

and more preferably from 0.001 part by weight to 0.01 part by

weight, based on 1 part by weight of flumioxazin.

The crystals of the present invention may be a solvate or

a non-solvate.

00531

When a specific hydrophilic organic solvent is used as a

crystallization solvent, the obtained crystals are sometimes

crystals of a solvate. The crystals of a non-solvate can be

obtainedbyheatingtodry the crystalsofasolvateunderreduced

pressure.

[ 00541

The degree of drying of the crystals can be determined by

analytical means such as gas chromatography.

00551

It is also possible to determine the purity of the crystal

formof the crystalby subjecting the crystalto the powder X-ray

diffractionmeasurement such as CuKarays diffraction analysis,

followed by analyzing the obtained diffraction pattern about

the presence or absence ofdiffractionpeaks peculiar to crystal

of a solvate, and the height of the peaks.

[ 00561

The crystal of the present invention can be produced with

high purity, can remain unchanged in crystal form even after

a heat treating step for formulation, can also exhibit physical

and chemical properties which are more advantageous for the

production of a formulation, and can maintain such properties

even after being stored for a long period.

00571

In the composition of the present invention, one or more

specificherbicidalcompounds selected from the groupB are used

in combination with the one or more crystals selected from the

group consisting of 1 St crystal of flumioxazin to 7th crystal

of flumioxazin.

Group B:

B-1. Acetolactic acid synthase inhibitors;

B-2. Acetyl CoA carboxylase inhibitors;

B-3. Protoporphyrinogen IX oxidase inhibitors;

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors;

B-5. Phytoene desaturase inhibitors;

B-6. Photosystem II inhibitors;

B-7. Very-long-chain fatty acid synthase inhibitors;

B-8. Tubulin synthesis inhibitors;

B-9. Auxin type herbicides;

B-10. Enolpyruvylshikimate phosphate synthase

inhibitors;

B-11. Glutamine synthetase inhibitors; and

B-12. Other herbicides.

00581

Specificexamples ofthe herbicidalcompounds ofthe group

B include the followings:

[ 00591

B-1. Acetolactic acid synthase inhibitors:

Pyrithiobac, pyrithiobac-sodium salt, pyriminobac,

pyriminobac-methyl, bispyribac, bispyribac sodium salt,

pyribenzoxim, pyrimisulfan, pyriftalid, triafamone,

amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl,

chlorimuron, chlorimuron-ethyl, cyclosulfamuron,

ethoxysulfuron, flazasulfuron, flucetosulfuron,

flupyrsulfuron, flupyrsulfuron methyl-sodium, foramsulfuron,

halosulfuron, halosulfuron-methyl, imazosulfuron,

mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfosulfuron, trifloxysulfuron-sodium salt, trifloxysulfuron, chlorsulfuron, cinosulfuron, ethametsulfuron, ethametsulfuron-methyl, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron, metsulfuron-methyl, prosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron, tribenuron-methyl, triflusulfuron, triflusulfuron-methyl, tritosulfuron, bencarbazone, flucarbazone, flucarbazone-sodium salt, ipfencarbazone, propoxycarbazone, propoxycarbazone-sodium salt, thiencarbazone, thiencarbazone-methyl, cloransulam, cloransulam-methyl, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, imazamethabenz, imazamethabenz-methyl, imazamox, imazamox-ammonium salt, imazapic, imazapic-ammonium salt, imazapyr, imazapyr-isopropylammonium salt, imazaquin, imazaquin-ammoniumsalt, imazethapyr, andimazethapyr-ammonium salt.

00601

B-2. Acetyl CoA carboxylase inhibitors:

Clodinafop, clodinafop-propargyl, cyhalofop,

cyhalofop-butyl, diclofop, diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metamifop, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, alloxydim, clethodim, sethoxydim, tepraloxydim, tralkoxydim, and pinoxaden.

00611

B-3. Protoporphyrinogen IX oxidase inhibitors:

Azafenidin, oxadiazone, oxadiargyl, carfentrazone,

carfentrazone-ethyl, saflufenacil, cinidon, cinidon-ethyl,

sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl,

butafenacil, fluazolate, fluthiacet, fluthiacet-methyl,

flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl,

pentoxazone, oxyfluorfen, acifluorfen, aclonifen,

chlomethoxynil, chloronitrofen, nitrofen, bifenox,

fluoroglycofene, fluoroglycofene-ethyl, fomesafen,

fomesafen-sodium salt, and lactofen.

B-4.4-Hydroxyphenylpyrubicaciddioxygenaseinhibitors:

Benzobicyclon, bicyclopyrone, mesotrione, sulcotrione,

tefuryltrione, tembotrione, isoxachlorotole, isoxaflutole,

benzofenap, pyrasulfotole, pyrazolynate, pyrazoxyfen, and

topramezone.

00621

B-5. Phytoene desaturase inhibitors:

Diflufenican, picolinafen, beflubutamid, norflurazon, fluridone, flurochloridone, and flurtamone.

00631

B-6. Photosystem II inhibitors:

Ioxynil, ioxynil octanoate, bentazone, pyridate,

bromoxynil, bromoxynil octanoate, chlorotoluron, dimefuron,

diuron, linuron, fluometuron, isoproturon, isouron,

tebuthiuron, benzthiazuron, methabenzthiazuron, propanil,

metobromuron, metoxuron, monolinuron, siduron, simazine,

atrazine, propazine, cyanazine, ametryne, simetryn,

dimethametryn, prometryn, terbumeton, terbuthylazine,

terbutryn, trietazine, hexazinone, metamitron, metribuzin,

amicarbazone, bromacil, lenacil, terbacil, chloridazon,

desmedipham, and phenmedipham.

00641

B-7. Very-long-chain fatty acid synthase inhibitors:

Propachlor, metazachlor, alachlor, acetochlor,

metolachlor, S-metolachlor, butachlor, pretilachlor,

thenylchlor, indanofan, cafenstrole, fentrazamide,

dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone,

fenoxasulfone, naproanilide, anilofos, and flufenacet.

00651

B-8. Tubulin synthesis inhibitors:

Trifluralin, pendimethalin, ethafluralin, benfluralin,

prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, and

thiazopyr.

B-9. Auxin type herbicides:

Dicamba and a salt thereof (diglycolamine salt,

dimethylammonium salt, isopropylammonium salt, potassium salt,

sodium salt, and choline salt), 2,4-D and a salt or ester thereof

(butotyl ester, dimethylammonium salt, diolamine salt,

ethylhexyl ester, isooctyl ester, isopropylammonium salt,

sodium salt, and triisopropanolamine salt), 2,4-DB and a salt

or ester thereof (dimethylammonium salt, isooctyl ester, and

choline salt), MCPAandasaltorester thereof (dimethylammonium

salt, 2-ethylhexylester, isooctyl ester, sodium salt, and

choline salt), MCPB, mecoprop and a salt or ester thereof

(dimethylammonium salt, diolamine salt, ethadyl ester,

2-ethylhexylester, isooctylester,methylester, potassiumsalt,

sodium salt, tololamine salt, and choline salt), mecoprop-P and

a salt or ester thereof (dimethylammonium salt, 2-ethylhexyl

ester, isobutyl salt, potassium salt, and choline salt),

dichlorprop and a salt or ester thereof (butotyl ester,

dimethylammonium salt, 2-ethylhexyl ester, isooctyl ester,

methyl ester, potassium salt, sodium salt, and choline salt),

dichlorprop-P, dichlorprop-P dimethylammonium, triclopyr and

asaltorester thereof (butotylesterandtriethylammoniumsalt),

fluroxypyr, fluroxypyr-meptyl, picloram and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

quinclorac, quinmerac, aminopyralid and a salt thereof

(potassium salt, triisopanolammonium salt, and choline salt),

clopyralid and a salt thereof (olamine salt, potassium salt,

triethylammonium salt, and choline salt), and clomeprop.

00671

B-10. Enolpyruvylshikimate phosphate synthase

inhibitors:

Glyphosate, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, and glyphosate-guanidine salt.

00681

B-11. Glutamine synthetase inhibitors:

Glufosinate, glufosinate-ammonium salt, glufosinate-P,

glufosinate-P-sodium salt, and bialaphos.

[ 00691

B-12. Other herbicides.

Isoxaben, dichlobenil, methiozolin, diallate, butyrate,

triallate, chlorpropham, asulam, phenisopham, benthiocarb,

molinate, esprocarb, pyributicarb, prosulfocarb, orbencarb,

EPTC, dimepiperate, Swep, aminocyclopyrachlor,

aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium,

difenoxuron, methyl dymron, bromobutide, dymron, cumyluron,

diflufenzopyr, etobenzanid, tridiphane, amitrole,

fenchlorazole, clomazone, maleic hydrazide, oxaziclomefone,

cinmethylin, benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat, paraquat-dichloride, diquat, and diquat-dibromide.

00701

The compounds given as examples of the compound of the

group B are compounds described in Non-patent Document 1, and

may be produced by publicly known production methods, and/or

are commercially available as preparations containing the

compounds.

00711

In the composition of the present invention, as the

compound to be combined with the one or more crystals selected

from the group consisting of 1 St crystal of flumioxazin to 7 th

crystal of flumioxazin and selected from the group B,

particularly, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, glyphosate-guanidine salt,

glufosinate-ammonium salt, chlorimuron-ethyl,

cloransulam-methyl, pyroxasulfone, imazethapyr-ammoniumsalt,

metribuzin, 2,4-D, 2,4-D butotylester, 2,4-D dimethylammonium

salt, 2,4-D diolamine salt, 2,4-D ethylhexyl ester, 2,4-D

isooctylester, 2,4-Disopropylammoniumsalt, 2,4-Dsodiumsalt,

2,4-Dtriisopropanolaminesalt, dicamba, dicamba-diglycolamine

salt, dicamba-dimethylammonium salt,

dicamba-isopropylammonium salt, dicamba-potassium salt, dicamba-sodium salt, dicamba-choline salt, mesotrione, tembotrione, isoxaflutole, and ametryne are preferable.

00721

In the composition of the present invention, a safener

may be further added to the combination of the one or more

crystals selected from the group consisting of 1 St crystal of

flumioxazin to 7th crystal of flumioxazin and the compound

selected from the group B for use.

Examples of the safener include the following compounds:

Benoxacor, cloquintocet, cloquintocet-mexyl,

cyometrinil, cyprosulfamide, dichlormid, dicyclonon,

dietholate, fenchlorazole, fenchlorazole-ethyl, fenclorim,

flurazole, fluxofenim, furilazole, isoxadifen,

isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, mephenate,

naphthalic anhydride, and oxabetrinil.

00731

Thosegiven specifically below are more preferable as the

composition of the present invention:

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-isopropylamine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-trimesium salt;

Combinationofone ormore crystals selectedfromthegroup consisting of 1" crystal of flumioxazin to 7th crystal of flumioxazin and glyphosate-ammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-diammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-sodium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-potassium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-guanidine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glufosinate-ammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and chlorimuron-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and cloransulam-methyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of flumioxazin, chlorimuron-ethyl and pyroxasulfone;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and pyroxasulfone;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and imazethapyr-ammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and metribuzin;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D butotyl ester;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D dimethylammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D diolamine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D ethylhexyl ester;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D isooctyl ester;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D isopropylammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D sodium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D triisopropanolamine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-diglycolamine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-dimethylammonium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-isopropylammonium salt;

Combinationofone ormore crystals selectedfromthegroup consisting of 1" crystal of flumioxazin to 7th crystal of flumioxazin and dicamba-potassium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-sodium salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-choline salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba, and isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-diglycolaminesalt, andisoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-dimethylammonium salt, and

isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-isopropylammonium salt, and

isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-potassium salt, and isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-sodium salt, and isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, dicamba-choline salt, and isoxadifen-ethyl;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and mesotrione;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and tembotrione;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and isoxaflutole;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and ametryne;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin, isoxaflutole, and cyprosulfamide;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, tembotrione, and isoxadifen;

Combinationofone ormore crystals selectedfromthegroup consisting of 1" crystal of flumioxazin to 7th crystal of flumioxazin and saflufenacil;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, saflufenacil, andglyphosate-isopropylamine salt;

Combinationofone ormore crystals selectedfromthegroup

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin, saflufenacil, and glyphosate-potassium salt; and

Combinationofone ormore crystals selectedfromthegroup

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin, saflufenacil, and glyphosate-guanidine salt.

00741

The composition of the present invention has herbicidal

effect against a wide range of weeds, and can control a wide

range of weeds efficiently in a crop field, land under perennial

crops, or non-crop land where usual tillage cultivation or

non-tillage cultivation is carried out.

00751

Examples ofthe cropfieldin thepresentinventioninclude

fieldsforfoodcropssuchassoybean, corn, cotton, wheat,barley,

rye, triticale, rice, peanut, commonbean, limabean, azukibean,

cowpeas, mung bean, black lentil, scarlet runner bean, vigna

umbellate, moth bean, tepary bean, broad bean, pea, garbanzo

bean, lentil, lupine, pigeon pea, and potato; forage crops such

as sorghum, oat, and alfalfa; industrial crops such as sugar beet, sunflower, rapeseed, and sugar cane; and garden crops including vegetables. Examples of the vegetables to which the presentinventionis appliedinclude Solanaceae vegetables (for example, eggplant, tomato, green pepper, bell pepper, and hot pepper); Cucurbitaceae vegetables (for example, cucumber, pumpkin, zucchini, watermelon, and melon); Cruciferous vegetables (for example, Japanese radish, turnip, horseradish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, and cauliflower); Compositae vegetables (for example, burdock, garland chrysanthemum, artichoke, and lettuce); Liliaceae vegetables (forexample, Welshonion, onion, garlic, asparagus);

Umbelliferaevegetables (carrot, parsley, celery, andparsnip);

Chenopodiaceae vegetables (for example, spinach and Swiss

chard); Labiatae vegetables (for example, Japanese mint, mint,

basil, and lavender); strawberry; sweet potato; yam; and aroid.

00761

Also, the crop fields in the present invention include

fields for cultivating so-called biomass crops such as Jatropha

curcas, switchglass, Miscanthus, Arundo, reed canarygrass,

bluestem, Erianthus, napier grass, and Spartina, used to produce

oil and fats or alcohols for fuels used in heat engines.

0 0771

The composition of the present invention is particularly

applied as a method efficiently controlling weeds in fields for

cultivating soybean, peanut, corn, cotton, wheat, or sugarcane among the above crop fields.

00781

When the composition of the present invention is applied

to a field for sugarcane, stem fragments cut so as to have one

stalk may be used as the stem fragment of sugar cane, or stem

fragments having a size of 2 cm to 15 cm may be used in the

cultivationofsugarcane. Sugarcane cultivationmethodsusing

suchstemfragmentsarepubliclyknown (WO09/000398, W009/000399,

W009/000400, W009/000401, andWO09/000402) andcarriedoutunder

the brand name of Plene (trademark).

00791

Examples of the land under perennial crops in the present

invention include orchards, tea gardens, mulberry gardens,

coffee plantations, banana gardens, coconut gardens,

flower/tree gardens, flower/tree fields, seeding fields,

breeding farms, woodlands, and gardenparks. Examples offruit

treesin thepresentinventioninclude kernelfruits (forexample,

apples, European pears, Japanese pears, Chinese quince, and

Quinces), stone fruits (forexample, peaches, plums, nectarines,

Japanese apricots, cherries, apricots, and prunes), citruses

(Citrus unshiu, oranges, lemons, limes, and grapefruits), nut

trees (for example, Japanese chest nuts, walnuts, hazel nuts,

almonds, pistachios, cashew nuts, and macadamia nuts), berry

fruits (for example, blueberries, cranberries, blackberries,

and raspberries), grapes, permissions, olives, and loquats.

The composition of the present invention is applied as

a method for efficiently controlling weeds, particularly, in

orchards among the above lands under perennial crops.

[ 00811

Examples of the non-crop lands in the present invention

include playgrounds, vacant lands, railroad sides, parks, car

parks, roadsides, river beds, areas under power cables, housing

sites, and sites for factories.

[ 00821

In the present invention, any type of crop may be used

as the crops cultivated in crop field without any particular

limitationinsofarasitisavarietyusuallycultivatedascrops.

Thisvarietyofplantsincludesplants towhichresistance

toprotoporphyrinogenIXoxidaseinhibitorssuchas flumioxazin;

4-hydroxyphenylpyrubic acid dioxygenase inhibitors such as

isoxaflutole; acetolactic acid synthase inhibitors such as

imazethapyr and thifensulfuron-methyl; acetyl-CoA carboxylase

inhibitors such as sethoxydim;

5-enolpyruvylshikimate-3-phosphoric acid synthase inhibitors

such as glyphosate; glutamine synthetase inhibitors such as

glufosinate; auxin type herbicides such as 2,4-D and dicamba;

and herbicides such as bromoxinyl are imparted by classical

breeding methods or genetic modification technologies.

[ 00831

As examples ofcrops to whichresistance has beenimparted

by classical breeding methods, corn resistant to imidazolinone

type acetolactic acid synthase inhibitory herbicides such as

imazethapyris givenandhas alreadybeencommerciallyavailable

under the trade name of Clearfield (trademark). Examples of

such crops include STS soybeans resistant to sulfonylurea type

acetolactic acid synthase inhibitory herbicides such as

thifensulfuron-methyl. Similarly, examples ofaplant towhich

resistance to an acetyl CoAcarboxylase inhibitor such as trione

oxime-based or aryloxyphenoxypropionic acid-based herbicide

hasbeenimpartedby classicalbreedingmethodsinclude SRcorn.

Examples of a plant to which resistance has been imparted

by geneticmodification technologiesinclude corn, soybeans and

cotton resistant to glyphosate, and they have already been

commercially available under the trade names of RoundupReady

(registered trade mark), Agrisure (registered trademark) GT,

Gly-Tol (registered trademark) and the like. Similarly, there

are corn, soybeans andcottonresistant toglufosinatebygenetic

modification technologies, and they have already been

commercially available under the trade names of LibertyLink

(registered trademark) and the like. There are varieties of

corn and soybeans under the trade names of Optimum (registered

trademark) GAT (registered trade mark), which are resistant to

both of glyphosate and acetolactic acid synthase inhibitors.

Similarly, there are soybeans resistant to imidazolinone type acetolactic acid synthase inhibitors by genetic modification technologies, and they have been developed under the name of

Cultivance. Similarly, thereis cottonresistant tobromoxynil

by geneticmodification technologies, and this has already been

commercially available under the trade name of BXN (registered

trademark). Similarly, there is a variety of soybean sold under

the trade name of RoundupReady (registered trademark) 2 Xtend

asasoybeanresistanttobothofglyphosateanddicambabygenetic

modificationtechnologies. Similarly, therehasbeendeveloped

cotton resistant to both of glyphosate and dicamba by genetic

modification technologies.

A gene encoding aryloxyalkanoate dioxygenase may be

introduced to produce a crop which becomes resistant to phenoxy

acid type herbicides such as 2,4-D, MCPA, dichlorprop and

mecoprop, andaryloxyphenoxypropionicacidtypeherbicides such

as quizalofop, haloxyfop, fluazifop, diclofop, fenoxaprop,

metamifop, cyhalofop and clodinafop (Wright et al. 2010:

Proceedings of National Academy of Science. 107 (47):

20240-20245). Cultivars of soybean and cotton, which show the

resistance to 2,4-D, have been developed under the brand of

Enlist.

00841

Ageneencodinga4-hydroxyphenylpyruvicaciddioxygenase

(hereinafter referred to as HPPD) inhibitor, the gene having

resistance to HPPD, maybe introduced to create aplant resistant to a HPPD inhibitor (US2004/0058427). A gene capable of synthesizing homogentisic acid which is a product of HPPD in a separate metabolicpathway even if HPPD is inhibited by a HPPD inhibitor is introduced, with the result that a plant having resistance to the HPPD inhibitor can be created (WO02/036787).

A gene expressing excess HPPD may be introduced to produce HPPD

in such an amount as not to adversely affect the growth of plants

even in the presence of a HPPD inhibitor, with the result that

a plant having resistance to the HPPD inhibitor can be created

(W096/38567). Besides introduction of the gene expressing

excess HPPD, a gene encoding prephenate dehydrogenase is

introduced in order to increase the yield of p-hydroxyphenyl

pyruvicacidwhichis asubstrate ofHPPD tocreate aplanthaving

resistance to the HPPD inhibitor (Rippert P et. al., 2004

Engineering plant shikimate pathway for production of

tocotrienol andimprovingherbicide resistance. Plant Physiol.

134: 92-100).

00851

Examples of a method of producing crops resistant to

herbicides include, other than the above, the gene introducing

methods described in W098/20144, W02002/46387, and

US2005/0246800.

00861

The above crops include, for example, crops which can

synthesize selective toxins and the like known as the genus

Bacillus by using genetic modification technologies.

Examples of the toxins developed in such genetically

modified plants include insecticidal proteins derived from

Bacillus cereus and Bacillus popilliae; 6-endotoxins such as

CrylAb, CrylAc, Cry1F, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl, Cry9C,

Cry34, and Cry35ab derived from Bacillus thuringiensis;

insecticidal proteins such as VIP1, VIP2, VIP3, and VIP3A;

insecticidal proteins derived from nematodes; toxins produced

by animals such as scorpion toxins, spider toxins, bee toxins,

andneurotoxins specifictoinsects; filamentous fungus toxins;

plant lectins; agglutinin; trypsin inhibitors, serine protease

inhibitors, and protease inhibitors such as patatin, cystatin,

andpapaininhibitors;ribosomeinactivatingproteins (RIP) such

as lysine, corn-RIP, abrin, lufin, saporin, andbryodin; steroid

metabolic enzymes such as 3-hydroxysteroid oxidase,

ecdysteroid-UDP-glucosyltransferase, andcholesteroloxidase;

ecdysone inhibitors; HMG-CoA reductase; ion channelinhibitors

such as sodium channel and calcium channelinhibitors; juvenile

hormone esterase; diuretic hormone receptors; stilbene

synthase; bibenzyl synthase; chitinase; and glucanase.

The toxins expressed in these transgenic plants include

hybrid toxins, partially deficient toxins and modified toxins ,

which derive from 5-endotoxin proteins such as CryAb, CrylAc,

Cry1F, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl, Cry9C, Cry34Ab and

Cry35Ab, and insecticidal proteins such as VIP1, VIP2, VIP3 and

VIP3A. The hybrid toxins are created by new combinations of

domains havingdifferentproteinsbyusinggeneticmodification

technologies. As the partially defective toxins, CrylAb in

which part of the amino acid sequences is missing is known. In

the modified toxin, one or more of amino acids of a natural type

toxin is replaced. Examples of these toxins and genetically

modified plants capable of synthesizing these toxins are

describedin, forexample,EP-A-0374753, WO93/07278,WO95/34656,

EP-A-0427529, EP-A-451878, and WO 03/052073. Resistance to

noxious insects belonging to order Coleoptera, order Diptera,

and order Lepidoptera is imparted to plants by toxins contained

in these genetically modified plants.

Also, genetically modified plants which contain one or

moreinsecticidalgenesresistant toharmfulinsects anddevelop

one or more toxins have been already known and some of these

plantshavebeenputonthemarket. Examplesofthesegenetically

modified plants include YieldGard (registered trademark) (corn

variety expressing CrylAb toxin), YieldGard Rootworm

(registered trademark) (cornvarietyexpressingCry3Bbltoxin),

YieldGardPlus (registered trademark) (corn variety expressing

CrylAb and Cry3Bbl toxins), Herculex I (registered trademark)

(corn variety expressing phosphinothricin N-acetyltransferase

(PAT) for imparting resistance to a CrylFa2 toxin and

glufosinate), NatureGard (registered trademark), AGRISURE

(registeredtrademark) CBAdvantage (Btllcornborer (CB) trait),

Protecta (registered trademark); and the like.

Also, genetically modified cotton which contains one or

moreinsecticidalgenesresistanttoharmfulinsectsanddevelops

one or more toxins has been already known and some of cotton

have been put on the market. Examples of these genetically

modifiedcottoninclude BollGard (registeredtrademark) (cotton

variety expressing CrylAc toxin), BollGard (registered

trademark) II (cotton variety expressing CrylAc and Cry2Ab

toxins), BollGard (registered trademark) III (cotton variety

expressingCrylAc, Cry2Ab andVIP3Atoxins), VipCot (registered

trademark) (cottonvarietyexpressingVIP3AandCrylAb toxins),

WideStrike (registered trademark) (cotton variety expressing

CrylAc and Cry1F toxins) and the like.

Examples of the plant used in the present invention also

include plants such as soybeans into which a Rag1 (Resistance

AphidGene 1) geneisintroduced toimpartresistance toanaphid.

The plants to be used in the present invention include

those provided with resistance to nematodes byusing a classical

breedingmethodorgeneticmodificationtechnologies. Examples

of the genetic modification technologies used to provide the

resistance to nematodes include RNAi.

00871

The above crops include those to which the ability to

produce antipathogenic substances having a selective effect is

impartedusinggeneticmodificationtechnologies. Forexample,

PR proteins are known as an example of the antipathogenic

substance (PRPs, EP-A-0392225). Such antipathogenic

substances and genetically modified plants producing these

antipathogenic substances are described in, for example,

EP-A-0392225, WO 95/33818, and EP-A-0353191. Examples of the

antipathogenic substances developed in such genetically

modified plants include ion channel inhibitors such as a sodium

channel inhibitor and calcium channel inhibitor (KP1, KP4, and

KP6 toxins produced by virus are known); stilbene synthase;

bibenzyl synthase; chitinase; glucanase; PR protein;

antipathogenic substances produced by microorganisms such as

peptide antibiotics, antibiotics having a heteroring, and a

protein factor (referred to as a plant disease resistant gene

and described in WO 03/000906) relating to plant disease

resistance.

The above cropsinclude plants to whichusefultraits such

as an oil component reformation and amino acid-content

reinforcingtraitaregivenbygeneticmodificationtechnologies.

Examples of these plants include VISTIVE (trademark) (low

linolenic soybean having a reduced linolenic content),

high-lysine (high oil) corn (corn having an increased lysine

or oil content) and the like.

Moreover, theabovecropsinclude stuckvarietiesobtained

bycombiningtwoormoreusefultraits suchas the above classical

herbicide trait or herbicide resistant gene, gene resistant to insecticidal noxious insects, antipathogenic substance-producing gene, oil component reformation, and amino acid-content reinforcing trait, and allergen reduction trait.

00881

As the weeds which can be controlled by the composition

of the present invention, the following examples are given.

00891

Weeds of the family Urticaceae: Urtica urens;

weeds of the family Polygonaceae: Polygonum convolvulus,

Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum

persicaria, Polygonum longisetum, Polygonum aviculare,

Polygonum arenastrum, Polygonum cuspidatum, Rumex japonicas,

Rumex crispus, Rumex obtusifolius, and Rumex acetosa;

weeds of the family Portulacaceae: Portulaca oleracea;

weeds of the family Caryophyllaceae: Stellaria media,

Cerastium holosteoides, Cerastium glomeratum, Spergula

arvensis, and Silene gallica;

weeds of the family Molluginaceae: Mollugo verticillata;

weeds of the family Chenopodiaceae: Chenopodium album,

Chenopodium ambrosioides, Kochia scoparia, Salsola kali, and

Atriplex spp.;

00901

weeds ofthe familyAmaranthaceae:Amaranthusretroflexus,

Amaranthus viridis, Amaranthus lividus, Amaranthus spinosus,

Amaranthus hybridus, Amaranthus palmeri, Amaranthus rudis,

Amaranthus patulus, Amaranthus tuberculatos, Amaranthus

blitoides, Amaranthus deflexus, Amaranthus quitensis,

Alternanthera philoxeroides, Alternanthera sessilis, and

Alternanthera tenella;

weeds of the family Papaveraceae: Papaver rhoeas and

Argemone mexicana;

weeds of the family Brassicaceae: Raphanus raphanistrum,

Raphanus sativus, Sinapis arvensis, Capsella bursa-pastoris,

Brassica juncea, Brassica campestris, Descurainia pinnata,

Rorippaislandica, Rorippasylvestris, Thlaspiarvense, Myagrum

rugosum, Lepidium virginicum, and Coronopus didymus;

weeds of the family Capparaceae: Cleome affinis;

0091]

weeds of the family Fabaceae: Aeschynomene indica,

Aeschynomene rudis, Sesbania exaltata, Cassia obtusifolia,

Cassiaoccidentalis, Desmodiumtortuosum, Desmodiumadscendens,

Trifolium repens, Pueraria lobata, Vicia angustifolia,

Indigofera hirsute, Indigofera truxillensis, and Vigna

sinensis;

weeds of the family Oxalidaceae: Oxalis corniculata,

Oxalis strica, and Oxalis oxyptera;

weeds of the familyGeraniaceae: Geraniumcarolinense and

Erodium cicutarium;

weeds ofthe familyEuphorbiaceae:Euphorbiahelioscopia,

Euphorbia maculate, Euphorbia humistrata, Euphorbia esula,

Euphorbia heterophylla, Euphorbia brasiliensis, Acalypha

australis, Croton glandulosus, Croton lobatus, Phyllanthus

corcovadensis, and Ricinus communis;

00921

weeds of the family Malvaceae: Abutilon theophrasti, Sida

rhombiforia, Sidacordifolia, Sidaspinosa, Sidaglaziovii, Sida

santaremnensis, Hibiscus trionum, Anoda cristata, and

Malvastrum coromandelianum;

weeds of the family Sterculiaceae: Waltheria indica;

weeds of the family Violaceae: Viola arvensis, and Viola

tricolor;

weeds of the family Cucurbitaceae: Sicyos angulatus,

Echinocystis lobata, and Momordica charantia;

weeds of the family Lythraceae: Lythrum salicaria;

weeds ofthe familyApiaceae:Hydrocotyle sibthorpioides;

weeds of the family Sapindaceae: Cardiospermum

halicacabum;

weeds of the family Primulaceae: Anagallis arvensis;

weeds of the family Asclepiadaceae: Asclepias syriaca and

Ampelamus albidus;

weeds of the family Rubiaceae: Galium aparine, Galium

spurium var. echinospermon, Spermacoce latifolia, Richardia

brasiliensis, and Borreria alata;

00931

weeds of the family Convolvulaceae: Ipomoea nil, Ipomoea hederacea, Ipomoea purpurea, Ipomoea hederacea var.

integriuscula, Ipomoea lacunose, Ipomoea triloba, Ipomoea

acuminate, Ipomoea hederifolia, Ipomoea coccinea, Ipomoea

quamoclit, Ipomoea grandifolia, Ipomoea aristolochiafolia,

Ipomoea cairica, Convolvulus arvensis, Calystegia hederacea,

Calystegia japonica, Merremia hedeacea, Merremia aegyptia,

Merremia cissoids, and Jacquemontia tamnifolia;

weeds of the family Boraginaceae: Myosotis arvensis;

weeds of the family Lamiaceae: Lamium purpureum, Lamium

amplexicaule, Leonotis nepetaefolia, Hyptis suaveolens, Hyptis

lophanta, Leonurus sibiricus, and Stachys arvensis;

00941

weedsofthe familySolanaceae:Daturastramonium, Solanum

nigrum, Solanum americanum, Solanum ptycanthum, Solanum

sarrachoides, Solanum rostratum, Solanum aculeatissimum,

Solanum sisymbriifolium, Solanum carolinense, Physalis

angulata, Physalis subglabrata, and Nicandra physaloides;

weeds of the family Scrophulariaceae: Veronica

hederaefolia, Veronica persica, and Veronica arvensis;

weeds of the family Plantaginaceae: Plantago asiatica;

00951

weeds of the family Asteraceae: Xanthium pensylvanicum,

Xanthiumoccidentale, Helianthus annuus, Matricariachamomilla,

Matricaria perforate, Chrysanthemum segetum, Matricaria

matricarioides, Artemisia princeps, Artemisia vulgaris,

Artemisiaverlotorum, Solidago altissima, Taraxacumofficinale,

Galinsoga ciliate, Galinsoga parviflora, Senecio vulgaris,

Senecio brasiliensis, Senecio grisebachii, Conyzabonariensis,

ConyzaCanadensis, Ambrosiaartemisiaefolia, Ambrosia trifida,

Bidens pilosa, Bidens frondosa, Bidens subalternans, Cirsium

arvense, Cirsium vulgare, Silybum marianum, Carduus nutans,

Lactuca serriola, Sonchus oleraceus, Sonchus asper, Wedelia

glauca, Melampodium perfoliatum, Emilia sonchifolia, Tagetes

minuta, Blainvillea latifolia, Tridax procumbens, Porophyllum

ruderale, Acanthospermum australe, Acanthospermum hispidum,

Cardiospermum halicacabum, Ageratum conyzoides, Eupatorium

perfoliatum, Ecliptaalba, Erechtiteshieracifolia, Gamochaeta

spicata, Gnaphalium spicatum, Jaegeria hirta, Parthenium

hysterophorus, Siegesbeckia orientalis, and Soliva sessilis;

[ 00961

weeds ofthe familyLiliaceae:Alliumcanadense andAllium

vineale;

weeds of the family Commelinaceae: Commelina communis,

Commelina bengharensis, and Commelina erecta;

[ 00971

weeds of the family Poaceae: Echinochloa crus-galli,

Setaria viridis, Setaria faberi, Setaria glauca, Setaria

geniculata, Digitaria ciliaris, Digitaria sanguinalis,

Digitaria horizontalis, Digitaria insularis, Eleusine indica,

Poa annua, Alospecurus aequalis, Alopecurus myosuroides, Avena fatua, Sorghum halepense, Sorghum vulgare, Agropyron repens,

Lolium multiflorum, Lolium perenne, Lolium rigidum, Bromus

secalinus, Bromus tectorum, Hordeum jubatum, Aegilops

cylindrica, Phalaris arundinacea, Phalaris minor, Apera

spica-venti, Panicumdichotomiflorum, Panicumtexanum, Panicum

maximum, Brachiaria platyphylla, Brachiaria ruziziensis,

Brachiaria plantaginea, Brachiaria decumbens, Brachiaria

brizantha, Brachiariahumidicola, Cenchrusechinatus, Cenchrus

pauciflorus, Eriochloa villosa, Pennisetum setosum, Chloris

gayana, Eragrostis pilosa, Rhynchelitrum repens,

Dactyloctenium aegyptium, Ischaemum rugosum, Oryza sativa,

Paspalumnotatum, Paspalummaritimum, Pennisetumclandestinum,

Pennisetum setosum, and Rottboellia cochinchinensis;

00981

weedsofthe familyCyperaceae:Cyperusmicroiria, Cyperus

iria, Cyperus odoratus, Cyperus rotundus, Cyperus esculentus,

and Kyllinga gracillima; and

weeds of the family Equisetaceae: Equisetum arvense and

Equisetum palustre; and the like.

[ 00991

In the composition of the present invention, the mixing

ratio by weight of the one or more crystals selected from the

group consisting of 1 St crystal of flumioxazin to 7th crystal

of flumioxazin to the compound selected from the group B is in

a range from 1 : 0.01 to 1 : 500, preferably 1 : 0.05 to 1

200, and more preferably 1 : 0.1 to 1 : 100.

01001

The composition of the presentinventionis usuallymixed

with a solid carrier, liquid carrier, or the like and, according

to the need, formulated with surfactants and other preparation

aids into preparations such as an emulsion, water-dispersible

powder, suspension, and granule. These preparations each

contain the one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and the compound selected from the groupBin a total

amount of usually 0.1 to 90% by weight and preferably 1 to 80%

by weight.

0101]

Examples of the solid carrier used for formulating the

composition ofthe presentinventioninclude microparticles and

granules of compounds such as clays (for example, Kaolinite,

diatomaceous earth, synthetic water-containing silicon oxide,

Fubasami clay, bentonite, and acid clay), talc, other inorganic

minerals (for example, sericite, quartz powder, sulfur powder,

activated carbon, and calcium carbonate), and chemical

fertilizers (ammonium sulfate, ammonium phosphate, ammonium

nitrate, ammoniumchloride, andurea), andexamplesoftheliquid

carrier include water, alcohols (for example, methanol and

ethanol), ketones (for example, acetone, methyl ethyl ketone,

andcyclohexanone), aromatichydrocarbons (forexample, toluene, xylene, ethylbenzene, and methylnaphthalene), non-aromatic hydrocarbons (hexane, cyclohexane, and kerosene), esters (for example,ethylacetateandbutylacetate), nitriles (forexample, acetonitrile and isobutyronitrile), ethers (for example, dioxane and diisopropyl ether), acid amides (for example, dimethylformamide and dimethylacetamide), and halogenated hydrocarbons (for example, dichloroethane and trichloroethylene).

01021

Examples of the surfactant used for formulating the

composition of the present invention include alkyl sulfates,

alkyl sulfonates, alkylaryl sulfonates, alkyl aryl ethers and

polyoxyethylene products thereof, polyethylene glycol ethers,

polyhydric alcohol esters, and sugar alcohol derivatives.

Examples of the other preparation aids include binders and

dispersants such as casein, gelatin, polysaccharides (for

example, starch, gumarabic, cellulose derivatives, andalginic

acid), lignin derivatives, bentonite, synthetic water-soluble

polymers (forexample, polyvinylalcohol, polyvinylpyrrolidone,

and polyacrylic acids), and stabilizers such as PAP (acidic

isopropylphosphate), BHT (2,6-tert-butyl-4-methylphenol), BHA

(2-/3-tert-butyl-4-methoxyphenol), vegetableoil, mineraloil,

fatty acid, and fatty acid ester.

01031

The composition of the present invention is prepared by formulating each component into a preparation by the aforementioned preparation methods, followed by mixing each preparation.

The composition of the present invention formulated into

a preparation in this manner may be sprayed on soil or plant

body either as it is, or after it is made into a dilute solution

by diluting it with water or the like. The composition of the

present invention may be further mixed with other herbicides

for use, so that an increase in herbicidal effect is expected.

Also, the composition of the present invention may be further

usedtogetherwith, forexample, insecticides, germicides, plant

growth regulators, fertilizers, and soil conditioners.

01041

The amount of the composition to be used is usually 1 to

3000 g in terms of total amount of each compound/ha though this

differs depending on the mixing ratio of the one ormore crystals

selected from the group consisting of 1 St crystal of flumioxazin

to 7th crystal of flumioxazin to the compound selected from the

group B, weather conditions, preparation form, time of use,

method of use, place of use, weeds to be controlled, and object

crop. When the composition of the present invention is used

in the form of emulsion, water-dispersible powder, suspension,

or the like, a specified amount of the emulsion,

water-dispersible powder, suspension, or the like is usually

dilutedwith100 to2000L/haforuse. Also, when thecomposition ofthe presentinventionisused toperformstemleaves treatment of weeds, adjuvants are added to the dilute solution of the composition of the present invention in order to increase the herbicidal effect against weeds.

[01051

Weedsorplaceswhereweedsareexpectedtogroware treated

with the composition of the present invention. Examples of the

treatment of weeds include treatment of weeds themselves and

treatment of soil after weeds grow. The treatment of the place

whereweedsareexpectedtogrowincludes treatmentofthe surface

of soil before weeds grow. Also, examples of the method of

controlling weeds according to the present invention include

methods in which the one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazinandthecompoundselectedfromthegroupBareapplied

separately to weeds or places where weeds are expected to grow.

01061

The following aspects are given as examples of the method

of treatment with the compound of the present invention:

a method in which the compound of the present invention

is sprayed on the surface of soil before crops are sowed and

before weeds grow;

a method in which the compound of the present invention

is sprayed on the surface of soil before crops are sowed and

after weeds grow; a method in which the compound of the present invention is sprayed on weeds before crops are sowed and after the weeds grow; a method in which the compound of the present invention is sprayedon the surface ofsoilafter crops are sowedbutbefore they germinate, and before weeds grow; a method in which the compound of the present invention is sprayedon the surface ofsoilafter crops are sowedbutbefore they germinate, and after weeds grow; a method in which the compound of the present invention issprayedonweedsaftercropsare sowedbutbefore theygerminate, and after the weeds grow; a method in which the compound of the present invention is sprayed on the surface of soil in the presence of crops before germination of weeds; a method in which the compound of the present invention is sprayed on the surface of soil in the presence of crops after weeds grow; and/or a method in which the compound of the present invention is sprayed on the surface of soil in the presence of crops after germination of the weeds.

Examples

01071

Hereinbelow, the present invention will be described in detailbywayofexamples, butthepresentinventionisnotlimited to these examples.

[ 01081

[Production Example]

Production Examples of 1 St crystal of flumioxazin to 7th

crystalofflumioxazinusedinthemethodofthepresentinvention

will be shown below.

The powder X-ray diffractionpatterns ofthe obtainedcrystals

were measured by X'Pert Pro MPD (manufactured by PANalytical

B.V., Netherland) at a scanning range from 2.00 to 40.0° (20)

using CuKa rays (40 kV, 30 mA).

[ 0109]

Production Example 1

Flumioxazin (100 mg) was dissolved in 2-methoxyethanol

at 600C so as to adjust its concentration to 16.8 mg/mL. Then

10 times volumes of water relative to the volume of

2-methoxyethanol were heated to 600C and gradually added to the

obtained solution. The obtained mixture was gradually cooled

to 200C at the rate of 100C per hour and then left to stand,

followed by filtrating it to collect crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 2 to find them 1 St crystals of

flumioxazin.

Table 2

20 value (0) d value (A) Relative intensity (%) 7.5 11.7774 22.5 11.9 7.4308 61.9 15.3 5.8241 11.0 The 1 st crystals of flumioxazin were obtained by the same method

as mentioned above except that methanol or 2-ethoxyethanol was

used instead of 2-methoxyethanol.

[ 01101

Production Example 2

Flumioxazin (100 mg) was dissolved in tetrahydrofuran

THF] at 60°C so as to adjust its concentration to 51.0 mg/mL.

The obtained mixture was gradually dropped onto a glass plate

heated at 1000C to rapidly volatilize its solvent therefrom,

to obtain crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 3 to find them 2 crystals of

flumioxazin.

Table 3

20 value (0) d value (A) Relative intensity (%) 8.7 10.1555 20.4 9.4 9.4007 43.5 14.7 6.0211 62.0 18.8 4.7162 100.0

The 2 d crystals of flumioxazin were obtained by the same method

as mentioned above except that acetone was used instead of THF.

The crystals were obtained by adding methanol instead of THF

to flumioxazin, gradually cooling to 200C, followed by leaving it to stand.

[ 0111]

Production Example 3

Flumioxazin (100 mg) was dissolvedin1, 2-dichloroethane

at 60°C so as to adjust its concentration to 50.9 mg/mL. Then

the obtained solution was gradually cooled to 20°C at the rate

of 10°C per hour and then left to stand, followed by blow its

solvent with nitrogen gas to obtain crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 4 to find them 3 d crystals of

flumioxazin.

Table 4

20 value () d value (A) Relative intensity (%) 7.7 11.4720 100.0 10.9 8.1102 21.5 13.5 6.5535 41.1 14.6 6.0621 9.5 15.0 5.9013 12.6 The 3 d crystals of flumioxazin were obtained by the same method

as mentioned above except that chlorobenzene was used instead

of 1,2-dichloroethane.

[ 01121

Production Example 4

Flumioxazin (100 mg) was dissolved in toluene at 60°C so

as to adjustits concentration to 13.3mg/mL. Then the obtained

solution was gradually cooled to 20°C at the rate of 10°C per hour and then left to stand, followed by blow its solvent with nitrogen gas to obtain crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 5 to find them 4th crystals of

flumioxazin.

Table 5

20 value () d value (A) Relative intensity (%) 7.7 5.9013 100.0 10.7 8.2613 13.9 13.4 6.6022 25.5 14.3 6.1886 4.6 14.8 5.9806 6.8 01131

Production Example 5

Flumioxazin (100 mg) was dissolved in xylene at 60°C so

as to adjustits concentration to 10.0mg/mL. Then the obtained

solution was gradually cooled to 20°C at the rate of 10°C per

hour and then left to stand, followed by blow its solvent with

nitrogen gas at 200C to obtain crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 6 to find them 5th crystals of

flumioxazin.

Table 6

20 value (0) d value (A) Relative intensity (%) 5.5 16.0548 23.1 10.3 8.5812 68.2 10.9 8.1102 29.7 13.2 6.7018 37.6 01141

Production Example 6

Flumioxazin (100 mg) was dissolved in chloroform at 600C

so as to adjustits concentration to l02.8mg/mL. Thechloroform

solution was added gradually to 10 times volumes of heptane

relative to the volume of chloroform at 600C. The obtained

mixture was gradually cooled to 200C at the rate of 100C per

hour and then left to stand, followedby filtratingit to collect

crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 7 to find them 6th crystals of

flumioxazin.

Table 7

20 value (0) d value (A) Relative intensity (%) 7.7 11.4720 100.0 8.6 10.2733 5.8 11.0 8.0367 14.4 13.2 6.7018 6.7 14.7 6.0211 7.4 15.1 5.8625 9.2

The 6th crystals of flumioxazin were obtained by the same method asmentionedaboveexceptthatTHFwasusedinsteadofchloroform.

The solution obtained by adding 2 times volumes of THF relative

to thevolume ofchloroformtoflumioxazininsteadofchloroform,

was added to 10 times volumes of water relative to the volume

of THF and gradually cooled to 200C, followed by leaving it to

stand.

The crystalswere obtainedbyaddingTHF, 1,4-dioxaneorpyridine

instead of chloroform to flumioxazin and, gradually cooling to

200C, followed by concentrating it.

[ 01151

Production Example 7

Flumioxazin (100 mg) was dissolved in 1,4-dioxane at 600C

so as to adjustits concentration to 50.9mg/mL. Thel,4-dioxane

solutionwasaddedgraduallytol0 timesvolumesofwaterrelative

to the volume of 1,4-dioxane at 60C. The obtained mixture was

gradually cooled to 20°C at the rate of 100C per hour and then

left to stand, followed by filtrating it to collect crystals.

The pattern of the obtained crystals had the peaks with

20 values as shown in Table 8 to find them 7th crystals of

flumioxazin.

Table 8

20 value (0) d value (A) Relative intensity (%) 14.5 6.1037 15.6 18.7 4.7412 36.4

The 7th crystals of flumioxazin were obtained by the same method

asmentionedabove except thatheptane wasusedinsteadofwater.

[ 01161

[Preparation Examples]

PreparationExampleswillbe shownbelow. Here, theparts

represent parts by weight.

[ 01171

Preparation Example 1

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (1

part), a glyphosate-isopropylamine salt (20 parts),

polyoxyethylene sorbitan monooleate (3 parts), CMC

(carboxymethyl cellulose, the same shall apply hereinbelow) (3

parts), and water (73 parts) are mixed with one another and the

mixture is wet-milled to the extent that it has a grain size

of 5 micrometer or less to obtain a suspension.

[ 01181

Preparation Example 2

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (1

part), a glufosinate-ammonium salt (20 parts), polyoxyethylene

sorbitan monooleate (3 parts), CMC (3 parts) , and water (73

parts) are mixed with one another and the mixture is wet-milled

to the extent that it has a grain size of 5 micrometer or less

to obtain a suspension.

[ 0119]

Preparation Example 3

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (0.2

parts), a 2,4-D isopropylamine salt (4 parts), polyoxyethylene

sterylphenylether (14parts), calciumdodecylbenzenesulfonate

(6 parts), xylene (30 parts), and N,N-dimethylformamide (45.8

parts) are mixed to obtain an emulsion.

Preparation Example 4

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (0.2

parts), dicamba-glycolammonium (4 parts), polyoxyethylene

sterylphenylether (14 parts), calciumdodecylbenzenesulfonate

(6 parts), xylene (30 parts), and N,N-dimethylformamide (45.8

parts) are mixed to obtain an emulsion.

[ 01201

Preparation Example 5

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (0.5

parts), cloransulam-methyl (0.8 parts), polyoxyethylene

sterylphenylether (14parts), calciumdodecylbenzenesulfonate

(6 parts), xylene (30 parts), and N,N-dimethylformamide (48.7

parts) are mixed to obtain an emulsion.

[ 01211

Preparation Example 6

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (3 parts), pyroxasulfone (4parts), sodiumlaurylsulfate (2parts), and synthetic water-containing silicon oxide (91 parts) are thoroughly milled and mixed to obtain a hydrate.

[ 01221

Preparation Example 7

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (30

parts), chlorimuron-ethyl (10 parts), sodium laurylsulfate (2

parts), and syntheticwater-containingsilicon oxide (58 parts)

are thoroughly milled and mixed to obtain a hydrate.

[ 01231

Preparation Example 8

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (3

parts), chlorimuron-ethyl (1 part), pyroxasulfone (4 parts),

sodium laurylsulfate (2parts), and syntheticwater-containing

siliconoxide (90parts) are thoroughlymilledandmixedtoobtain

a hydrate.

[ 01241

Preparation Example 9

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (2

parts), metribuzin (10 parts), sodium laurylsulfate (2 parts),

and synthetic water-containing silicon oxide (86 parts) are

thoroughly milled and mixed to obtain a hydrate.

[ 01251

Preparation Example 10

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (10

parts), isoxaflutole (10parts), sodiumlaurylsulfate (2parts),

and synthetic water-containing silicon oxide (78 parts) are

thoroughly milled and mixed to obtain a hydrate.

[ 01261

Preparation Example 11

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (10

parts), mesotrione (10 parts), sodium laurylsulfate (2 parts),

and synthetic water-containing silicon oxide (78 parts) are

thoroughly milled and mixed to obtain a hydrate.

[ 01271

Preparation Example 12

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (10

parts), tembotrione (10parts), sodiumlaurylsulfate (2 parts),

and synthetic water-containing silicon oxide (78 parts) are

thoroughly milled and mixed to obtain a hydrate.

[ 01281

Preparation Example 13

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (2 parts), an imazethapyr-ammonium salt (20 parts), polyoxyethylene sorbitan monooleate (3 parts), CMC (3 parts), and water (72 parts) are mixed with one another and the mixture iswet-milledtotheextent thatithasagrainsizeof5micrometer or less to obtain a suspension.

[ 01291

Preparation Example 14

One or more crystals selected from the group consisting

of 1't crystal of flumioxazin to 7th crystal of flumioxazin (1

part), saflufenacil (1 part), a glyphosate-isopropylamine salt

(20 parts), polyoxyethylene sorbitan monooleate (3 parts), CMC

(3 parts), and water (72 parts) are mixed with one another and

the mixture is wet-milled to the extent that it has a grain size

of 5 micrometer or less to obtain a suspension.

[ 01301

[Test Examples]

In Test Examples, the herbicidal effect is evaluated as

follows.

[Herbicidal effect]

Intheevaluationoftheherbicidaleffect, thegermination

orgrowthconditionofeachtestweedinatreatedareaiscompared

with that in an untreated area and when there is no or almost

no difference in germination or growth condition between the

treatedareaand theuntreatedareaat the time ofinvestigation,

the case is given "0", and when the test plant perfectly withers and dies, or the germination or growth of the plant is perfectly restricted at the time of investigation, the case is given "100", thereby grading each sample between 0 to 100.

[ 01311

Example 1

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-isopropylamine salt is uniformly

sprayed fromabove germinatedplants three weeks after the weeds

are sowed. After the mixture solution is sprayed, soybean,

peanut, corn, cotton, or wheat is sowed and the pot is brought

in a greenhouse. As a result, high herbicidal effect is found.

[ 01321

Example 2

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glyphosate-potassium salt is uniformly sprayed

from above germinated plants three weeks after the weeds are

sowed. After the mixture solutionis sprayed, soybean, peanut,

corn, cotton, or wheat is sowed and the pot is brought in a

greenhouse. As a result, high herbicidal effect is found.

[ 01331

Example 3

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and glufosinate-ammonium salt is uniformly sprayed

from above germinated plants three weeks after the weeds are

sowed. After the mixture solution is sprayed, soybean, peanut,

corn, cotton, or wheat is sowed and the pot is brought in a

greenhouse. As a result, high herbicidal effect is found.

[ 01341

Example 4

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-glycolamine salt is uniformly sprayed

onto the surface of the soil or from above germinated plants

on the day when or three weeks after the weeds are sowed. After

the mixture solution is sprayed, corn is sowed and the pot is

brought in a greenhouse. As a result, high herbicidal effect

is found.

[ 01351

Example 5

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1't crystal of flumioxazin to 7 th crystal of

flumioxazin and dicamba-dimethylammonium salt is uniformly sprayed onto the surface of the soil or from above germinated plants on the day when or three weeks after the weeds are sowed.

After the mixture solution is sprayed, corn is sowed and the

pot is brought in a greenhouse. As a result, high herbicidal

effect is found.

[ 01361

Example 6

Weeds are sowed in a plastic pot filled with soil. A

mixture solution of one or more crystals selected from the group

consisting of 1St crystal of flumioxazin to 7 th crystal of

flumioxazin and 2,4-D isopropylamine salt is uniformly sprayed

from above germinated plants three weeks after the weeds are

sowed. After the mixture solution is sprayed, corn is sowed

and the pot is brought in a greenhouse. As a result, high

herbicidal effect is found.

[ 01371

Example 7

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution of one or more crystals selected

from the group consisting of 1st crystal of flumioxazin to 7 th

crystal of flumioxazin and chlorimuron-ethyl is uniformly

sprayed onto the surface of the soil on the day when the soybeans

and weeds are sowed. After the mixture solution is sprayed,

the potisbroughtin agreenhouse. As aresult, highherbicidal

effect is found.

[ 01381

Example 8

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1 St crystal of flumioxazin to 7 th

crystal of flumioxazin and cloransulam-methyl is uniformly

sprayed onto the surface of the soil on the day when the soybeans

and weeds are sowed. After the mixture solution is sprayed,

the potisbroughtin agreenhouse. As aresult, highherbicidal

effect is found.

[ 01391

Example 9

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1st crystal of flumioxazin to 7 th

crystal of flumioxazin and metribuzin is uniformly sprayed onto

the surface of the soil on the day when the soybeans and weeds

are sowed. After the mixture solution is sprayed, the pot is

brought in a greenhouse. As a result, high herbicidal effect

is found.

[ 01401

Example 10

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1st crystal of flumioxazin to 7 th crystal of flumioxazin and pyroxasulfone is uniformly sprayed onto the surface of the soil on the day when the soybeans and weeds are sowed. After the mixture solution is sprayed, the pot is brought in a greenhouse. As a result, high herbicidal effect is found.

[ 01411

Example 11

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1st crystal of flumioxazin to 7 th

crystal of flumioxazin, chlorimuron-ethyl and pyroxasulfone is

uniformly sprayed onto the surface of the soil on the day when

the soybeans and weeds are sowed. After the mixture solution

is sprayed, the pot is brought in a greenhouse. As a result,

high herbicidal effect is found.

[ 01421

Example 12

Soybeans and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1st crystal of flumioxazin to 7 th

crystal of flumioxazin and imazethapyr-ammonium salt is

uniformly sprayed onto the surface of the soil on the day when

the soybeans and weeds are sowed. After the mixture solution

is sprayed, the pot is brought in a greenhouse. As a result,

high herbicidal effect is found.

[ 01431

Example 13

Sugarcane and weeds are sowed in a plastic pot filled with

soil. Then, amixture solution ofone or more crystals selected

from the group consisting of 1 St crystal of flumioxazin to 7 th

crystal of flumioxazin and ametryne is uniformly sprayed onto

the surface of the soil on the day when the soybeans and weeds

are sowed. After the mixture solution is sprayed, the pot is

brought in a greenhouse. As a result, high herbicidal effect

is found.

[ 01441

Example 14

Weeds are sowed in a plastic pot filled with soil. Then,

a mixture solution of one or more crystals selected from the

group consisting of 1't crystal of flumioxazin to 7th crystal

of flumioxazin and isoxaflutole is uniformly sprayed onto the

surface of the soil on the day when the weeds are sowed. After

the mixture solution is sprayed, corn is sowed and the pot is

brought in a greenhouse. As a result, high herbicidal effect

is found.

[ 01451

Example 15

Weeds are sowed in a plastic pot filled with soil. Then,

a mixture solution of one or more crystals selected from the

group consisting of 1't crystal of flumioxazin to 7th crystal of flumioxazin and mesotrione is uniformly sprayed onto the surface of the soil on the day when the weeds are sowed. After the mixture solution is sprayed, corn is sowed and the pot is brought in a greenhouse. As a result, high herbicidal effect is found.

[ 01461

Example 16

Weeds are sowed in a plastic pot filled with soil. Then,

a mixture solution of one or more crystals selected from the

group consisting of 1't crystal of flumioxazin to 7th crystal

of flumioxazin and tembotrione is uniformly sprayed onto the

surface of the soil on the day when the weeds are sowed. After

the mixture solution is sprayed, corn is sowed and the pot is

brought in a greenhouse. As a result, high herbicidal effect

is found.

[ 01471

Example 17

Weeds are sowed in a plastic pot filled with soil. Then,

a mixture solution of one or more crystals selected from the

group consisting of 1't crystal of flumioxazin to 7th crystal

of flumioxazin, saflufenacil, and glyphosate-potassium salt is

uniformly sprayed on the surface of the soil three weeks after

the weeds are sowed. After the mixture solution is sprayed,

soybean, peanut, corn, cotton, and wheat are sowed and the pot

is broughtin agreenhouse. As a result, highherbicidaleffect is found.

[ 01481

Example 18

A mixture solution of one or more crystals selected from

the group consisting of 1St crystal of flumioxazin to 7th crystal

of flumioxazin and glyphosate-isopropyl salt is uniformly

sprayed onto the surface of soil in a pot where grapes, Citrus

unshiu, peaches, oralmondsarecultivated. Theplantsaregrown

in the open. As a result, high herbicidal effect is found.

[ 01491

Example 19

A mixture solution of one or more crystals selected from

the group consisting of 1st crystal of flumioxazin to 7th crystal

of flumioxazin and glyphosate-potassium salt is uniformly

sprayed onto the surface of soil in a pot where grapes, Citrus

unshiu, peaches, oralmondsarecultivated. Theplantsaregrown

in the open. As a result, high herbicidal effect is found.

[ 01501

Example 20

A mixture solution of one or more crystals selected from

the group consisting of 1't crystal of flumioxazin to 7th crystal

of flumioxazin and glufosinate-ammonium salt is uniformly

sprayed onto the surface of soil in a pot where grapes, Citrus

unshiu, peaches, oralmondsarecultivated. Theplantsaregrown

in the open. As a result, high herbicidal effect is found.

According to the present invention, a wide range of weeds

can be controlled in a crop field, land under perennial crops,

or non-crop land.

[01521

Throughoutthisspecificationandtheclaimswhichfollow,

unless the context requires otherwise, the word "comprise", and

variations such as "comprises" and "comprising", will be

understood to imply the inclusion of a stated integer or step

or group of integers or steps but not the exclusion of any other

integer or step or group of integers or steps.

01531

The reference in this specification to any prior

publication (or information derived from it), or to any matter

whichisknown,isnot, andshouldnotbetakenasanacknowledgment

oradmissionoranyformofsuggestionthatthatpriorpublication

(or information derived from it) or known matter forms part of

the common general knowledge in the field of endeavour to which

this specification relates.

Claims

THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS:

1. A weed control composition comprising a crystal of

flumioxazin

which is 2 nd crystal, showing a powder X-Ray diffraction

pattern which has diffraction peaks with 20 values (°) shown

in the corresponding right column of the following Table,

Table

20 value (0)

2nd crystal 8.7±0.1, 9.4±0.1, 14.7±0.1, 18.8±0.1 and one or more herbicidal compounds selected from group B-10:

GroupB-10.Enolpyruvylshikimate phosphate synthase inhibitors,

wherein the crystal of flumioxazin in solid form is suspended

in the composition.

2. The weed control composition according to claim 1,

wherein the compoundofgroupB-10is selectedfromthe following

compounds:

Glyphosate, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, and glyphosate-guanidine salt.

3. A method of controlling weeds, the method comprising

applying an effective amount of crystal of flumioxazin defined in claim 1 and one or more herbicidal compounds selected from group B-10 defined in claim 1 to soil where the weeds are grown or to be grown, or weeds, wherein the crystal of flumioxazin in solid form is applied in the form of a suspension.

4. The method according to claim 3, wherein the compound

of group B-10 is selected from the following compounds:

Glyphosate, glyphosate-isopropylamine salt,

glyphosate-trimesium salt, glyphosate-ammonium salt,

glyphosate-diammonium salt, glyphosate-sodium salt,

glyphosate-potassium salt, and glyphosate-guanidine salt.

5. The method according to claim 3 or claim 4, which is

amethodofcontrollingweedsinacropfield, landunderperennial

crops, or non-crop land.

6. Themethodaccordingtoclaim5, wherein the cropfield

isafieldforsoybean, peanut, corn, cotton, wheat, orsugarcane.

7. Themethodaccordingtoclaim5, wherein the landunder

perennial crops is an orchard.