JP4966529B2 - Herbicidal composition - Google Patents

Description

  The present invention provides at least one selected from the group consisting of (α) {a compound represented by the following formula (I) or a salt thereof} and (β) {a compound (B), (C) and (D)} The present invention relates to a herbicidal composition containing a seed compound as an active ingredient. Further, the present invention relates to a method for reducing an undesirable effect of (α) {a compound represented by the following formula (I) or a salt thereof} on useful crops.

  In recent years, so-called selective herbicides that combine the safety of useful crops with the herbicidal effects of unfavorable plants have been frequently used, but even with highly selective herbicides, there are practical situations. In some cases, chemical damage may occur depending on various conditions such as weather conditions, soil conditions, crop varieties, and timing of chemical treatment. The use of various safeners has been studied to deal with such unforeseen circumstances, but the selection depends on the type of herbicide to be used, so it depends on trial and error research. In addition, it is more desirable to reduce the amount of herbicide applied to crops as much as possible while exhibiting a broad herbicidal spectrum, which will reduce the burden on ecosystems such as rivers, land, and the ocean. The search for a novel herbicidal active ingredient has been made conventionally, but the search is not easy and requires a long period of time, so it has been attempted to synergistically develop the herbicidal effect by combining existing herbicides. ing. However, this point also depends on trial and error research as described above.

  WO 02/30921 or WO 92/14728 describes a compound represented by the following formula (I), and the latter can be used in combination with a compound in which the substituent R in the following formula (I) is a hydrogen atom. There are exemplifications of known herbicidal components, and some of the compounds in the compound group (β) are described in the exemplification. However, these are merely a list of known herbicidal ingredients, and cannot be specifically described with respect to the herbicidal composition of the present invention described later. Further, there is no description about a technique for reducing an undesirable effect of a compound represented by the following formula (I) or a salt thereof on a crop.

International Publication WO 02/30921 International Publication WO 92/14728

  Currently, many herbicidal compositions have been developed and used, but weeds to be controlled have many types and have long-lasting occurrences, so weeds have a broader herbicidal spectrum, high activity and long lasting effects. The appearance of a composition is desired. Further, (α) {the compound represented by the following formula (I) or a salt thereof} may cause undesirable effects on crops depending on various conditions in practical use. It is preferable to take measures to reduce the possibility of such a problem as much as possible.

  As a result of studies to solve the above-mentioned problems, the present inventors have found that (α) {a compound represented by the following formula (I) or a salt thereof} and (β) {a compound (B), (C It was found that a herbicidal composition having high practicality can be obtained by using at least one compound selected from the group consisting of (A) and (D)}. In addition, weeding to reduce undesirable effects on crops of (α) {compound represented by formula (I) below or a salt thereof} that may be caused depending on various conditions by combination with compound (D) below The inventors found that a composition can be obtained and completed the present invention.

  That is, the present invention relates to (α): {formula (I);

(Wherein R is a hydrogen atom or —COCH ₂ OCH ₃ ) or a salt thereof (hereinafter abbreviated as compound (α))}, and (β): [(B): {
(B1.1) bensulfuron-methyl, (B1.2) azimusulfuron, (B1.3) pyrazosulfuron-ethyl, (B1.4) imazosulfuron, (B1.5) ethoxysulfuron and (B1.6) halosulfuron. -At least one sulfonylurea compound selected from methyl;
At least one pyrimidinyl salicylic acid compound selected from (B2.1) pyriminobac-methyl and (B2.2) KUH-021;
At least one acetamide compound selected from (B3.1) pretilachlor and (B3.2) tenylchlor;
(B4.1) benzobicyclone, (B4.2) mesotrione, (B4.3) pyrazoxifene, (B4.4) AVH-301, (B4.5) pyrazolinate and (B4.6) benzophenap. At least one benzoyl compound;
(B5.1) cimetrine;
At least one cumylamine compound selected from (B6.1) bromobutide and (B6.2) cumyluron;
(B7.1) Bentazone;
(B8.1) Benfresate;
(B9.1) Café Troll;
(B10.1) Indanophan;
(B11.1) penox slam} (hereinafter abbreviated as compound (B)),
(C): {Formula (II);

Wherein W is a hydrogen atom or a methyl group, X is a chlorine atom or a methyl group, Y is a hydrogen atom or a methyl group, n is 0, 1 or 2, Z is —OH, — SH or —NT ₁ T ₂ , wherein T ₁ and T ₂ are each a hydrogen atom, an alkyl group or an optionally substituted phenyl group, a salt thereof or an ester thereof} (hereinafter referred to as compound (C And (D): {Compound (D1.1) 1- (1-Methyl-1-phenylethyl) -3-p-tolylurea (generic name: daimuron)
(D2.1) S-1-methyl-1-phenylethyl piperidine-1-carbothioate (generic name: dimepiperate)
(D2.2) S-ethyl azepan-1-carbothioate (generic name: molinate)
(D2.3) O-3-tertiarybutylphenyl 6-methoxy-2-pyridyl (methyl) thiocarbamate (generic name: pyributicarb) and salts thereof (hereinafter abbreviated as compound (D))] A herbicidal composition comprising at least one compound selected from the group (hereinafter abbreviated as compound (β)) as an active ingredient, and applying a herbicidally effective amount of these herbicidal compositions to control or suppress the growth of undesirable plants And a method of controlling an undesirable plant or suppressing its growth by applying a herbicidally effective amount of the compound (α) and a herbicidally effective amount of the compound (β).

  The present invention also relates to a method for reducing the undesired action of the compound (α) on the crop by the compound (D).

  The herbicidal composition of the present invention, that is, the herbicidal composition comprising the compound (α) and the compound (β) as active ingredients, can control a wide range of weeds generated in agricultural land or non-agricultural land. Surprisingly, each single herbicidal effect is more than just an additive effect, ie, synergistic herbicidal effect. Such a herbicidal composition of the present invention not only can be applied at a lower dose than when each drug is applied alone, but the herbicidal spectrum is expanded, and further, the herbicidal effect is sustained over a long period of time.

  When the herbicidal activity when the two active ingredients are combined is greater than the simple sum of the herbicidal activities of each of the two active ingredients (the expected activity), this is called synergism. The activity expected by the combination of the two active ingredients can be calculated as follows (see Colby S.R., “Weed” 15: 20-22, 1967).

E = p + q− (p × q ÷ 100)
p: Growth inhibition rate when the herbicide X is treated in an amount of xg / a
q: Growth inhibition rate E when herbicide Y is treated in the amount of yg / a; Growth inhibition rate expected when herbicide X is treated in the amount of xg / a and herbicide Y is treated in the amount of yg / a When the actual growth inhibition rate (actual value) is larger than the growth inhibition rate (calculated value) calculated above, it can be said that the activity of the combination exhibits a synergistic action. The herbicidal composition of the present invention exhibits a synergistic effect when calculated by the above formula.

  Since the compound represented by the formula (I) contains two asymmetric carbons, each isomer such as erythro or threo exists, but the compound of the formula (I) in the present invention Includes both isomers alone and mixtures of isomers.

  The salt of the compound represented by the formula (I) includes any agriculturally acceptable salt, for example, alkali metal salts such as sodium salt and potassium salt; Alkaline earth metal salts; ammonium salts such as dimethylammonium salts and triethylammonium salts; inorganic acid salts such as hydrochlorides, perchlorates, sulfates and nitrates; organics such as acetates and methanesulfonates Examples include acid salts.

Both the compound represented by the formula (I), that is, the compound in which the substituent R is a hydrogen atom (abbreviated as compound A1) and the compound in which R is —COCH ₂ OCH ₃ (abbreviated as compound A2) are used in the present invention. Among them, compound A2 (generic name: flucetosulfuron) in which R is —COCH ₂ OCH ₃ is more desirable in the present invention.

  Compound (B) includes compounds in which various isomers (geometric isomers, tautomers, etc.) exist, and in the present invention, both isomers alone and isomer mixtures are included.

  In addition, the compound (B) includes a compound in which a salt is present, and as the salt, any compound that is agriculturally acceptable is included. For example, the compound represented by the formula (I) And the like.

  As the salt of the compound contained in the compound (C), any salt that is agriculturally acceptable is included. For example, alkali metal salts such as sodium salt, potassium salt, lithium salt; magnesium salt, calcium salt And alkaline earth metal salts such as ammonium salt, dimethylammonium salt, diethylammonium salt, triethylammonium salt, diethanolammonium salt, triethanolammonium salt, and ammonium salt such as benzyltriethanolammonium salt.

  Examples of the ester of the compound (C) include any agriculturally acceptable ester, and examples thereof include alkyl esters and alkenyl esters. More specifically, linear esters having 1 to 10 carbon atoms. Or branched, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, isooctyl, nonyl, decanyl, vinyl, 1-propenyl, allyl, isopropenyl, Examples include esters with 1-butenyl, 1,3-butadienyl, 1-hexenyl and the like.

  The compound (C) may contain various isomers such as optical isomers depending on the type of substituent, but in the present invention, each isomer alone and isomer mixture are included.

  Among the compounds (D), pyributicarb can form a salt, and any salt can be used as long as it is agriculturally acceptable. For example, hydrochloride, perchlorate, sulfate, Inorganic acid salts such as nitrates; organic acid salts such as acetates and methanesulfonates.

The compound (B) will be described in more detail.
The compound (B1.1) has a general name bensulfuron-methyl and is a compound having the following chemical structure.

  The compound (B1.2) has a general name azimsulfuron and has the following chemical structure.

  The compound (B1.3) has a general name pyrazosulfuron-ethyl and is a compound having the following chemical structure.

  The compound (B1.4) has a general name imazosulfuron and has the following chemical structure.

  The compound (B1.5) is a general name ethoxysulfuron and is a compound having the following chemical structure.

  The compound (B1.6) has a general name halosulfuron-methyl and has the following chemical structure.

  The compound (B2.1) is a general name pyriminobac-methyl and is a compound having the following chemical structure.

  Compound (B2.2) is development code KUH-021 (pyrimisulfan: general name pending) and is a compound having the following chemical structure.

  The compound (B3.1) is a general name pretilachlor and is a compound having the following chemical structure.

  The compound (B3.2) has a general name of thenylchlor and is a compound having the following chemical structure.

  The compound (B4.1) has a general name benzobicyclon and has the following chemical structure.

  The compound (B4.2) has a general name mesotrione and is a compound having the following chemical structure.

  The compound (B4.3) has a general name pyrazoxifene and is a compound having the following chemical structure.

  The compound (B4.4) is a development code AVH-301 and is a compound having the following chemical structure.

  The compound (B4.5) is a general name pyrazolynate (or pyrazolate), and is a compound having the following chemical structure.

  The compound (B4.6) has a general name benzofenap and has the following chemical structure.

  The compound (B5.1) has a general name of simetryn and has the following chemical structure.

  The compound (B6.1) is a general name bromobutide and is a compound having the following chemical structure.

  The compound (B6.2) has the general name cumyluron and has the following chemical structure.

  The compound (B7.1) has a general name bentazone and has the following chemical structure.

  The compound (B8.1) is a general name benfuresate and is a compound having the following chemical structure.

  The compound (B9.1) has a general name cafenstrole, and has the following chemical structure.

  The compound (B10.1) has a general name indanofan and is a compound having the following chemical structure.

  The compound (B11.1) has a general name penoxsulam and is a compound having the following chemical structure.

  The compound (C) will be described in more detail.

In the present invention, among the compounds represented by the formula (II), W is a hydrogen atom, X is a methyl group, Y is a hydrogen atom or a methyl group, and n is 0, 1 or 2. , Z is —OH, —SH or —NT ₁ T ₂ , and T ₁ and T ₂ are each a hydrogen atom, an alkyl group or an optionally substituted phenyl group (the substituent of the phenyl group includes a halogen atom, An alkyl group, a haloalkyl group, etc.), a salt thereof or an ester thereof is desirable. Specific examples of these include the following compounds (generic names).

  (1) Compound, salt or ester thereof, wherein Y is a hydrogen atom, n is 0, and Z is —OH, MCP (or MCPA), MCP sodium, MCP potassium, MCP calcium, MCP lithium, MCP Examples include dimethylammonium, MCP benzyltriethanolammonium, MCP ethyl, MCP butyl, MCP isooctyl, and MCP allyl.

  (2) MCPP (or mecoprop), MCPP-P (or mecoprop-P: mecoprop-P) as a compound, salt or ester thereof, wherein Y is a methyl group, n is 0, and Z is -OH P), MCPP sodium, MCPP potassium, MCPP-P potassium, MCPP dimethyl ammonium, MCPP-P dimethyl ammonium, MCPP diethanol ammonium, MCPP-P isobutyl and the like.

  (3) MCPA thioethyl (or phenothiol) etc. are mentioned as a compound, its salt, or its ester whose Y is a hydrogen atom, n is 0, and Z is -SH.

(4) As a compound, salt or ester thereof, wherein Y is a hydrogen atom, n is 0, and Z is —NT ₁ T ₂ , MCPAN (T ₁ is a hydrogen atom, T ₂ is a phenyl group, MCPCA (T ₁ is a hydrogen atom and T ₂ is an ortho-chloro-phenyl group), MCPFA (T ₁ is a hydrogen atom and T ₂ is a meta-trifluoromethyl-phenyl group) Etc.

  (5) Examples of the compound, salt or ester thereof in which Y is a hydrogen atom, n is 2, and Z is -OH include MCPB, MCPB sodium, and MCPB ethyl.

In the present invention, among the compounds represented by formula (II), W is a hydrogen atom or a methyl group, X is a chlorine atom, Y is a hydrogen atom or a methyl group, and n is 0. 1 or 2, Z is —OH, —SH or —NT ₁ T ₂ , and T ₁ and T ₂ are each a hydrogen atom, an alkyl group or an optionally substituted phenyl group (as a substituent of the phenyl group) Is preferably a halogen atom, an alkyl group, a haloalkyl group or the like, a salt thereof or an ester thereof. Specific examples of these include the following compounds (generic names).

  (1) 2,4-D, 2,4-D sodium as a compound, salt or ester thereof in which W is a hydrogen atom, Y is a hydrogen atom, n is 0, and Z is —OH 2,4-D dimethylammonium, 2,4-D diethylammonium, 2,4-D diethanolammonium, 2,4-D lithium, 2,4-D ethyl, 2,4-D isopropyl, 2,4- D butyl, 2,4-D isooctyl, etc. are mentioned.

  (2) 2,4-DP (or dichlorprop) as a compound, salt or ester thereof in which W is a hydrogen atom, Y is a methyl group, n is 0, and Z is —OH. ) 2,4-DP-P (or dichlorprop-P), 2,4-DP potassium, 2,4-DPdimethylammonium, 2,4-DPtriethanolammonium, 2,4- DP isooctyl and the like can be mentioned.

(3) 2,4-Damide (T ₁₎ as a compound, salt or ester thereof in which W is a hydrogen atom, Y is a hydrogen atom, n is 0, and Z is —NT ₁ T ₂ And T ₂ is a hydrogen atom).

  (4) 2,4-DB, 2,4-DB sodium as a compound, salt or ester thereof in which W is a hydrogen atom, Y is a hydrogen atom, n is 2, and Z is —OH. 2,4-DB potassium, 2,4-DB ammonium, 2,4-DB dimethyl ammonium, 2,4-DB butyl, 2,4-DB isooctyl and the like can be mentioned.

(5) W is a methyl group, Y is a methyl group, n is 0, compounds wherein Z is a -NT ₁ T _2, as a salt or ester thereof, clomeprop: clomeprop (T ₁ is a hydrogen atom And T ₂ is a phenyl group).

  Among the compounds represented by the formula (II), salts thereof or esters thereof, MCP (abbreviated as compound C1), MCP ethyl (abbreviated as compound C2), MCPB (abbreviated as compound C3), MCPB ethyl (compound) C4-), 2,4-D (abbreviated as compound C5), 2,4-D ethyl (abbreviated as compound C6) and the like are desirable.

  The compound (D) will be described in more detail.

  Compound (D1.1) 1- (1-methyl-1-phenylethyl) -3-p-tolylurea (generic name: daimuron) is classified as a cumylamine compound. Its chemical structural formula is as follows.

Compounds (D2.1) to (D2.3) are classified as carbamate compounds.
The chemical structural formula of S-1-methyl-1-phenylethyl piperidine-1-carbothioate (generic name: dimepiperate) of the compound (D2.1) is as follows.

  The chemical structural formula of S-ethyl azepane-1-carbothioate (generic name: molinate) of the compound (D2.2) is as follows.

  The chemical structural formula of O-3-tertiarybutylphenyl 6-methoxy-2-pyridyl (methyl) thiocarbamate (generic name: pyributicarb) of the compound (D2.3) is as follows.

  The mixing ratio of the compound (α), which is an active ingredient of the herbicidal composition of the present invention, and the compound (β) varies depending on various conditions such as the formulation form, weather conditions, the type of plant to be controlled and the growth status. Therefore, although it cannot be generally defined, the compound (B) is usually as follows with respect to 1 part by weight of the compound (α).

(B1.1) is 1 to 20 parts by weight, preferably 1 to 10 parts by weight.
(B1.2) is 0.005 to 1 part by weight, preferably 0.05 to 0.95 part by weight.
(B1.3) is 0.01 to 100 parts by weight, preferably 0.1 to 10 parts by weight.
(B1.4) is 1 to 100 parts by weight, preferably 1 to 20 parts by weight.
(B1.5) is 0.01 to 100 parts by weight, preferably 0.1 to 10 parts by weight.
(B1.6) is 1 to 20 parts by weight, preferably 1 to 10 parts by weight.
(B2.1) is 1 to 40 parts by weight, preferably 1 to 20 parts by weight.
(B2.2) is 1 to 20 parts by weight, preferably 1 to 10 parts by weight.
(B3.1) is 1 to 500 parts by weight, preferably 1 to 100 parts by weight.
(B3.2) is 1 to 500 parts by weight, preferably 1 to 100 parts by weight.
(B4.1) is 1 to 100 parts by weight, preferably 1 to 40 parts by weight.
(B4.2) is 1 to 20 parts by weight, preferably 1 to 10 parts by weight.
(B4.3) is 2 to 1,000 parts by weight, preferably 10 to 300 parts by weight.
(B4.4) is 0.1 to 500 parts by weight, preferably 1 to 50 parts by weight.
(B4.5) is 1 to 500 parts by weight, preferably 10 to 150 parts by weight.
(B4.6) is 1 to 500 parts by weight, preferably 10 to 150 parts by weight.
(B5.1) is 1 to 200 parts by weight, preferably 1 to 50 parts by weight.
(B6.1) is 1 to 500 parts by weight, preferably 10 to 150 parts by weight.
(B6.2) is 1 to 500 parts by weight, preferably 10 to 150 parts by weight.
(B7.1) is 1 to 5,000 parts by weight, preferably 20 to 1,000 parts by weight.
(B8.1) is 1 to 500 parts by weight, preferably 5 to 100 parts by weight.
(B9.1) is 0.1 to 500 parts by weight, preferably 1 to 50 parts by weight.
(B10.1) is 0.1 to 500 parts by weight, preferably 1 to 50 parts by weight.
(B11.1) is 0.001 to 200 parts by weight, preferably 0.01 to 20 parts by weight.

  The compound (C) is usually 0.1 to 200 parts by weight, preferably 1 to 150 parts by weight, and more preferably 5 to 100 parts by weight with respect to 1 part by weight of the compound (α).

  The mixing ratio (weight ratio) of the compound (α) and the compound (D) is usually in the range of 1: 1,000 to 50: 1, desirably 1: 500 to 50: 1.

  The mixing ratio (weight ratio) of the compound (α) and the compound (D1.1) is usually 1: 1,000 to 50: 1, preferably 1: 500 to 50: 1, more preferably 1: 200 to 10: 1. Range.

  In the present invention, when the mixing ratio (weight ratio) of the compound (α) and the compound (D1.1) is usually in the range of 1: 5 to 1: 200, preferably 1:10 to 1: 150, the compound The unfavorable action of (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  In the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D1.1) is usually 1: 200 to 50: 1, preferably 1: 150 to 10: 1, more preferably 1. When the ratio is in the range of 50 to 5: 1, the undesirable action of the compound (α) on the crop can be significantly reduced.

  Furthermore, in the present invention, the mixing ratio (weight ratio) of the compound (α) and the compound (D1.1) is usually in the range of 1: 5 to 1: 500, preferably 1:10 to 1: 200. In some cases, a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  The mixing ratio (weight ratio) of the compound (α) and the compound (D2.1), which is an active ingredient of the herbicidal composition of the present invention, is usually 1: 1,000 to 50: 1, preferably 1: 500 to 50: 1. More desirably, it is in the range of 1: 500 to 5: 1.

  In the present invention, when the mixing ratio (weight ratio) of the compound (α) and the compound (D2.1) is usually 1: 2 to 1: 500, preferably 1: 5 to 1: 250, the compound The unfavorable action of (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  In the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D2.1) is usually 1: 500 to 50: 1, preferably 1: 250 to 10: 1, more preferably 1. When the ratio is in the range of 50 to 5: 1, the undesirable action of the compound (α) on the crop can be significantly reduced.

  Furthermore, in the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D2.1) is usually in the range of 1: 2 to 1: 1,000, preferably 1: 5 to 1: 500. In some cases, a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  The mixing ratio (weight ratio) of the compound (α) and the compound (D2.2), which are the active ingredients of the herbicidal composition of the present invention, is usually 1: 1,000 to 50: 1, preferably 1: 500 to 50: 1. More desirably, it is in the range of 1: 500 to 5: 1.

  In the present invention, when the mixing ratio (weight ratio) of the compound (α) and the compound (D2.2) is usually in the range of 1: 2 to 1: 500, preferably 1: 5 to 1: 250, the compound The unfavorable action of (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  In the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D2.2) is usually 1: 500 to 50: 1, preferably 1: 250 to 10: 1, more preferably 1. When the ratio is in the range of 50 to 5: 1, the undesirable action of the compound (α) on the crop can be significantly reduced.

  Furthermore, in the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D2.2) is usually in the range of 1: 2 to 1: 1,000, preferably 1: 5 to 1: 500. In some cases, a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  The mixing ratio (weight ratio) of the compound (α) and the compound (D2.3), which are the active ingredients of the herbicidal composition of the present invention, is usually 1: 1,000 to 50: 1, preferably 1: 500 to 50: 1. More desirably, it is in the range of 1: 100 to 5: 1.

  In the present invention, when the mixing ratio (weight ratio) of the compound (α) and the compound (D2.3) is usually 1: 2 to 1: 500, preferably 1: 5 to 1: 250, the compound The unfavorable action of (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  In the present invention, the mixing ratio (weight ratio) of the compound (α) and the compound (D2.3) is usually 1: 500 to 50: 1, preferably 1: 250 to 10: 1, more preferably 1. When the ratio is in the range of 50 to 5: 1, the undesirable action of the compound (α) on the crop can be significantly reduced.

  Furthermore, in the present invention, the mixture ratio (weight ratio) of the compound (α) and the compound (D2.3) is usually in the range of 1: 2 to 1: 500, preferably 1: 5 to 1: 100. In some cases, a synergistic effect can be achieved when controlling undesirable plants or suppressing their growth.

  In the present invention, a herbicidal composition containing compound (α) and two other herbicidal active ingredients is also included. In this case, these ratios vary depending on various types of conditions such as the type of compound and target crop, further meteorological and soil conditions, crop varieties and chemical treatment timing, and pharmaceutical form. The ratio of α) to the other two herbicidal active ingredients is as follows.

  Usually, (compound (α)) :( B8.1) :( B5.1) = 1: 1 to 500: 1 to 200, preferably (compound (α)) :( B8.1) :( B5.1) = 1: 5 to 100: 1 to 50.

  Usually, (compound (α)) :( B8.1) :( B4.3) = 1: 1 to 500: 2 to 1,000, preferably (compound (α)) :( B8.1) :( B4.3) = 1: 5 to 100: 10 to 300.

  Usually, (compound (α)) :( B1.2) :( B5.1) = 1: 0.005 to 1: 1-200, preferably (compound (α)) :( B1.2) :( B5.1) = 1: 0.05-0.95: 1-50.

  Usually, (compound (α)) :( B3.1) :( B8.1) = 1: 1 to 500: 1 to 500, preferably (compound (α)) :( B3.1) :( B8.1) = 1: 1 to 100: 5 to 100.

  Usually, (compound (α)) :( B3.1) :( B4.1) = 1: 1 to 500: 1 to 100, preferably (compound (α)) :( B3.1) :( B4.1) = 1: 1 to 100: 1 to 40.

  Usually, (compound (α)) :( B3.1) :( B6.1) = 1: 1 to 500: 1 to 500, preferably (compound (α)) :( B3.1) :( B6.1) = 1: 1 to 100: 10 to 150.

  Usually, (compound (α)) :( B9.1) :( B8.1) = 1: 0.1 to 500: 1 to 500, preferably (compound (α)) :( B9.1) :( B8.1) = 1: 1 to 50: 5 to 100.

  Usually, (compound (α)) :( B9.1) :( B4.1) = 1: 0.1 to 500: 1 to 100, preferably (compound (α)) :( B9.1) :( B4.1) = 1: 1 to 50: 1 to 40.

  Usually, (compound (α)) :( B9.1) :( B6.1) = 1: 0.1 to 500: 1 to 500, preferably (compound (α)) :( B9.1) :( B6.1) = 1: 1 to 50:10 to 150.

  Usually, (compound (α)) :( B3.2) :( B8.1) = 1: 1 to 500: 1 to 500, preferably (compound (α)) :( B3.2) :( B8.1) = 1: 1 to 100: 5 to 100.

  Usually, (compound (α)) :( B3.2) :( B4.1) = 1: 1 to 500: 1 to 100, and desirably (compound (α)) :( B3.2) :( B4.1) = 1: 1 to 100: 1 to 40.

  Usually, (compound (α)) :( B3.2) :( B6.1) = 1: 1 to 500: 1 to 500, preferably (compound (α)) :( B3.2) :( B6.1) = 1: 1 to 100: 10 to 150.

  Usually, (compound (α)) :( D2.3) :( B8.1) = 1: 0.02 to 1,000: 1 to 500, preferably (compound (α)) :( D2.3) :( B8.1) = 1: 0.02 to 500: 5 to 100.

  Usually, (compound (α)) :( D2.3) :( B4.1) = 1: 0.02 to 1,000: 1 to 100, preferably (compound (α)) :( D2.3) :( B4.1) = 1: 0.02-500: 1-40.

  Usually, (compound (α)) :( D2.3) :( B6.1) = 1: 0.02 to 1,000: 1 to 500, preferably (compound (α)) :( D2.3) :( B6.1) = 1: 0.02 to 500: 10 to 150.

  Usually, (compound (α)) :( B10.1) :( B8.1) = 1: 0.1 to 500: 1 to 500, preferably (compound (α)) :( B10.1) :( B8.1) = 1: 1 to 50: 5 to 100.

  Usually, (compound (α)) :( B10.1) :( B4.1) = 1: 0.1 to 500: 1 to 100, preferably (compound (α)) :( B10.1) :( B4.1) = 1: 1 to 50: 1 to 40.

  Usually, (compound (α)) :( B10.1) :( B6.1) = 1: 0.1 to 500: 1 to 500, preferably (compound (α)) :( B10.1) :( B6.1) = 1: 1 to 50:10 to 150.

Usually, (compound (α)) :( D1.1) :( B4.1) = 1: 0.02 to 1,000: 1 to 100, preferably (compound (α)) :( D1.1) :( B4.1) = 1: 0.02-500: 1-40.

  Since each mixture ratio in each use scene differs depending on various conditions such as the type of compound, target crop, weather and soil conditions, crop varieties, timing of chemical treatment, formulation form, etc., it cannot be specified unconditionally. The optimum ratio can be determined individually by taking into account the above-mentioned various conditions, etc., and conducting a preliminary test as appropriate.

  The present invention also includes a herbicidal composition having the above-mentioned blending ratio and a method of applying an effective herbicidal amount of the composition to control undesirable plants or suppress their growth. In application, it is possible to arbitrarily select application to an undesired plant and application to a place where the plant grows (before or after occurrence of the plant).

  The application rate of the herbicidal composition of the present invention is unambiguously specified because it varies depending on various conditions such as the mixing ratio of the compound (α) and the compound (β), the formulation form, the weather conditions, the type of plant to be controlled and the growth status. However, per 1 are, the compound represented by the formula (I) or a salt thereof is usually 0.001 to 50 g, preferably 0.01 to 1 g, and the compound (β) and the total application amount thereof are as follows. It is.

(B1.1) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total application amount with the compound represented by formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.
(B1.2) is 0.0001 to 3 g per are, preferably 0.001 to 0.3 g, and the total applicable amount with the compound represented by the formula (I) or a salt thereof is 0.0011 to 53 g. Is 0.011 to 1.3 g.
(B1.3) is 0.001 to 10 g per are, preferably 0.01 to 1 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.002 to 60 g, preferably 0.02 to 2 g.
(B1.4) is 0.001 to 50 g per are, preferably 0.01 to 5 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 6 g.
(B1.5) is 0.001 to 10 g per are, preferably 0.01 to 1 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.002 to 60 g, preferably 0.02 to 2 g.
(B1.6) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.
(B2.1) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.
(B2.2) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total applicable amount with the compound represented by the formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.
(B3.1) is 0.01 to 500 g per are, preferably 0.1 to 10 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 11 g.
(B3.2) is 0.01 to 500 g per are, preferably 0.1 to 10 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 11 g.
(B4.1) is 0.01 to 500 g per are, preferably 0.1 to 10 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 11 g.
(B4.2) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total application amount with the compound represented by formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.
(B4.3) is 0.1 to 200 g per 1 are, preferably 1 to 50 g, and the total application amount with the compound represented by formula (I) or a salt thereof is 0.101 to 250 g, preferably 1.01 to 51 g.
(B4.4) is 0.1 to 1,000 g per are, preferably 1 to 100 g, and the total applicable amount with the compound represented by the formula (I) or a salt thereof is 0.101 to 1,050 g, Desirably, it is 1.01 to 101 g.
(B4.5) is 0.05 to 2,000 g per are, preferably 0.5 to 50 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.051 to 2,050 g. Desirably 0.51 to 51 g.
(B4.6) is 0.05 to 2,000 g per are, preferably 0.5 to 50 g, and the total application amount with the compound represented by formula (I) or a salt thereof is 0.051 to 2,050 g. Desirably 0.51 to 51 g.
(B5.1) is 0.01 to 500 g per are, preferably 0.1 to 10 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 11 g.
(B6.1) is 0.05 to 2,000 g per are, preferably 0.5 to 50 g, and the total application amount with the compound represented by formula (I) or a salt thereof is 0.051 to 2,050 g. Desirably 0.51 to 51 g.
(B6.2) is 0.05 to 2,000 g per are, preferably 0.5 to 50 g, and the total applicable amount with the compound represented by the formula (I) or a salt thereof is 0.051 to 2,050 g. Desirably 0.51 to 51 g.
(B7.1) is 0.01 to 500 g per are, preferably 0.1 to 100 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 101 g.
(B8.1) is 0.01 to 500 g per are, preferably 0.1 to 20 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 550 g, preferably 0.11 to 21 g.
(B9.1) is 0.01 to 100 g per are, preferably 0.1 to 10 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 150 g, preferably 0.11 to 11 g.
(B10.1) is 0.01 to 200 g per are, preferably 0.1 to 20 g, and the total applicable amount with the compound represented by formula (I) or a salt thereof is 0.011 to 250 g, preferably 0.11 to 21 g.
(B11.1) is 0.001 to 50 g per are, preferably 0.01 to 1 g, and the total application amount with the compound represented by the formula (I) or a salt thereof is 0.002 to 100 g, preferably 0.02 to 2 g.

  The application rate of the herbicidal composition of the present invention is unambiguously specified because it varies depending on various conditions such as the mixing ratio of the compound (α) and the compound (C), the preparation form, the weather conditions, the type of plant to be controlled and the growth status. However, per 1 are, compound (C) is usually 0.01 to 500 g, preferably 1 to 10 g, and their total application amount is usually 0.011 to 500 g, preferably 0.5 to 10 g.

  Since the application rates of the compound (α) and the compound (D1.1) vary depending on various conditions such as the type of the compound and the target crop, as well as the weather and soil conditions, the variety of the crop and the treatment time of the drug, and the formulation form, Although it cannot be generally specified, the application rate of the compound (α) is usually 0.1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D1.1) is usually 100 to 50,000 g per hectare. Desirably, it can be 100 to 20,000 g. However, the optimum application rate can be determined individually by taking into consideration the above-mentioned various conditions and the like and conducting a preliminary test as appropriate.

  In the present invention, the application rate of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D1.1) is usually 100 to 2,000 g per hectare, preferably When the amount is in the range of 300 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved in controlling unwanted plants or suppressing their growth. Can play.

  In the present invention, the application amount of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application amount of the compound (D1.1) is usually 100 to 2,000 g per hectare. When it is desirably in the range of 100 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced.

  Furthermore, in the present invention, the application amount of the compound (α) is usually 0.1 to 5,000 g per hectare, preferably 1 to 100 g, and the application amount of the compound (D1.1) is usually 100 to 50,000 per hectare. g, desirably in the range of 300 to 20,000 g, can exert a synergistic effect in controlling undesirable plants or suppressing their growth.

  The application rates of compound (α) and compound (D2.1) vary depending on the type of compound and target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment times, and formulation forms. Although it cannot be generally specified, the application rate of the compound (α) is usually in the range of 0.1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D2.1) is usually 100 to 100,000 g per hectare. Desirably, it can be 100 to 20,000 g. However, the optimum application rate can be determined individually by taking into consideration the above-mentioned various conditions and the like and conducting a preliminary test as appropriate.

  In the present invention, the application rate of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D2.1) is usually 100 to 2,000 g per hectare, preferably When the amount is in the range of 500 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved in controlling unwanted plants or suppressing their growth. Can play.

  In the present invention, the application amount of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application amount of the compound (D2.1) is usually 100 to 2,000 g per hectare. When it is desirably in the range of 100 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced.

  Furthermore, in the present invention, the application amount of the compound (α) is usually 0.1 to 5,000 g per hectare, preferably 1 to 100 g, and the application amount of the compound (D2.1) is usually 100 to 100,000 per hectare. g, preferably in the range of 500 to 20,000 g, can exert a synergistic effect in controlling undesirable plants or suppressing their growth.

  The application amount of each compound in each use scene varies depending on the type of compound and the target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment timing, formulation form, etc. Since it cannot be defined, the optimum ratio can be determined individually by taking into account the above-mentioned various conditions and performing appropriate preliminary tests.

  The application rates of compound (α) and compound (D2.2) vary depending on the type of compound and target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment times, formulation forms, Although it cannot be generally specified, the application rate of compound (α) is usually 0.1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of compound (D2.2) is usually 100 to 100,000 g per hectare. Desirably, it can be 100 to 20,000 g. However, the optimum application rate can be determined individually by taking into consideration the above-mentioned various conditions and the like and conducting a preliminary test as appropriate.

  In the present invention, the application amount of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application amount of the compound (D2.2) is usually 100 to 2,000 g per hectare, preferably When the amount is in the range of 500 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved in controlling unwanted plants or suppressing their growth. Can play.

  In the present invention, the application amount of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application amount of the compound (D2.2) is usually 100 to 2,000 g per hectare. When it is desirably in the range of 100 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced.

  Furthermore, in the present invention, the application amount of the compound (α) is usually in the range of 0.1 to 5,000 g per hectare, preferably 1 to 100 g, and the application amount of the compound (D2.2) is usually 100 to 100,000 per hectare. g, preferably in the range of 500 to 20,000 g, can exert a synergistic effect in controlling undesirable plants or suppressing their growth.

  The application amount of each compound in each use scene varies depending on the type of compound and the target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment timing, formulation form, etc. Since it cannot be defined, the optimum ratio can be determined individually by taking into account the above-mentioned various conditions and performing appropriate preliminary tests.

  The application rate of compound (α) and compound (D2.3) varies depending on the type of compound and the target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment times, formulation forms, Although it cannot be generally specified, the application rate of the compound (α) is usually 0.1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D2.3) is usually 10 to 10,000 g per hectare. , Desirably 100-1,000 g. However, the optimum application rate can be determined individually by taking into consideration the above-mentioned various conditions and the like and conducting a preliminary test as appropriate.

  In the present invention, the application rate of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application rate of the compound (D2.3) is usually 100 to 2,000 g per hectare, preferably When the amount is in the range of 100 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced, and a synergistic effect can be achieved when controlling unwanted plants or suppressing their growth. Can play.

  In the present invention, the application amount of the compound (α) is usually 1 to 5,000 g per hectare, preferably 5 to 100 g, and the application amount of the compound (D2.3) is usually 100 to 2,000 g per hectare. When it is desirably in the range of 100 to 1,000 g, the undesirable action of the compound (α) on the crop can be remarkably reduced.

  Furthermore, in the present invention, the application rate of the compound (α) is usually in the range of 0.1 to 5,000 g per hectare, preferably 1 to 100 g, and the application rate of the compound (D2.3) is usually 10 to 10,000 per hectare. g, preferably in the range of 100 to 1,000 g, can exert a synergistic effect in controlling undesirable plants or suppressing their growth.

  In the present invention, a herbicidal composition containing compound (α) and two other herbicidal active ingredients is also included. In this case, their application rates vary depending on the types of compounds and target crops, as well as various conditions such as weather and soil conditions, crop varieties, drug treatment times, and pharmaceutical forms. Therefore, what cannot be generally specified, the application rate of the compound (α) and the application rates of the other two herbicidal active ingredients and their total application rates are as follows.

  When compounds (α), (B8.1) and (B5.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B8.1) is usually 0.01 to 500 g per 1 are, preferably 0.1 to 20 g, and the application amount of (B5.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 0.021 to 1,050 g, desirably 0.21 to 31 g.

  When compounds (α), (B8.1) and (B4.3) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B8.1) is usually 0.01 to 500 g, preferably 0.1 to 20 g per are, and the application amount of (B4.3) is usually 0.1 to 200 g per are, Desirably, it is 1 to 50 g, and the total application amount of these is 0.111 to 750 g, desirably 1.11 to 71 g.

  When compound (α), (B1.2) and (B5.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B1.2) is usually 0.0001 to 3 g per 1 are, preferably 0.001 to 0.3 g, and the application amount of (B5.1) is usually 0.01 to 500 g per 1 are. The total application amount is preferably 0.0111 to 553 g, and more preferably 0.111 to 11.3 g.

  When compounds (α), (B3.1) and (B8.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B3.1) is usually 0.01 to 500 g per 1 are, preferably 0.1 to 10 g, and the application amount of (B8.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total appropriate application amount thereof is 0.021 to 1,050 g, and desirably 0.21 to 21 g.

  When the compounds (α), (B3.1) and (B4.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B3.1) is usually 0.01 to 500 g, preferably 0.1 to 10 g per are, and the application amount of (B4.1) is usually 0.01 to 500 g per are, Desirably, the amount is 0.1 to 10 g, and the total appropriate application amount thereof is 0.021 to 1,050 g, and desirably 0.21 to 21 g.

  When the compounds (α), (B3.1) and (B6.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B3.1) is usually 0.01 to 500 g, preferably 0.1 to 10 g per are, and the application amount of (B6.1) is usually 0.05 to 2,000 g per are. The total application amount is preferably 0.061 to 2,550 g, and more preferably 0.61 to 61 g.

  When compounds (α), (B9.1) and (B8.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B9.1) is usually 0.01 to 100 g, preferably 0.1 to 10 g per are, and the application amount of (B8.1) is usually 0.01 to 500 g per are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 0.021 to 650 g, desirably 0.21 to 21 g.

  When compound (α), (B9.1) and (B4.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B9.1) is usually 0.01 to 100 g, preferably 0.1 to 10 g per are, and the application amount of (B4.1) is usually 0.01 to 500 g per are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 0.021 to 650 g, desirably 0.21 to 21 g.

  When compounds (α), (B9.1) and (B6.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B9.1) is usually 0.01 to 100 g per 1 are, preferably 0.1 to 10 g, and the application amount of (B6.1) is usually 0.05 to 2,000 g per 1 are. The total application amount is preferably from 0.061 to 2,150 g, and more preferably from 0.61 to 61 g.

  When compounds (α), (B3.2) and (B8.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B3.2) is usually 0.01 to 500 g per 1 are, preferably 0.1 to 10 g, and the application amount of (B8.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total appropriate application amount thereof is 0.021 to 1,050 g, and desirably 0.21 to 21 g.

  When the compounds (α), (B3.2) and (B4.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B3.2) is usually 0.01 to 500 g per 1 are, preferably 0.1 to 10 g, and the application amount of (B4.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total appropriate application amount thereof is 0.021 to 1,050 g, and desirably 0.21 to 21 g.

  When compounds (α), (B3.2) and (B6.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application rate of (B3.2) is usually 0.01 to 500 g, preferably 0.1 to 10 g per are, and the application amount of (B6.1) is usually 0.05 to 2,000 g per are. The total application amount is preferably 0.061 to 2,550 g, and more preferably 0.61 to 61 g.

  When compound (α), (D2.3) and (B8.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (D2.3) is usually 0.1 to 100 g per 1 are, preferably 1 to 10 g, and the application amount of (B8.1) is usually 0.01 to 500 g per 1 are, The preferred application amount is 0.111 to 650 g, preferably 1.11 to 21 g.

When the compounds (α), (D2.3) and (B4.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (D2.3) is usually 0.1 to 100 g, preferably 1 to 10 g per are, and the application amount of (B4.1) is usually 0.01 to 500 g per are. Desirably 0.1-10 g,
These total application amounts are 0.111 to 650 g, preferably 1.11 to 21 g.

When compound (α), (D2.3) and (B6.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (D2.3) is usually 0.1 to 100 g, preferably 1 to 10 g per are, and the application amount of (B6.1) is usually 0.05 to 2,000 g per are. , Preferably 0.5-50g,
The total application amount is 0.151 to 2,150 g, preferably 1.51 to 61 g.

  When the compounds (α), (B10.1) and (B8.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B10.1) is usually 0.01 to 200 g per 1 are, preferably 0.1 to 20 g, and the application amount of (B8.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 0.021 to 750 g, desirably 0.21 to 31 g.

  When the compounds (α), (B10.1) and (B4.1) are applied, the application amount of the compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B10.1) is usually 0.01 to 200 g per 1 are, preferably 0.1 to 20 g, and the application amount of (B4.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 0.021 to 750 g, desirably 0.21 to 31 g.

  When compound (α), (B10.1) and (B6.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (B10.1) is usually 0.01 to 200 g per 1 are, preferably 0.1 to 20 g, and the application amount of (B6.1) is usually 0.05 to 2,000 g per 1 are. The total application amount is preferably 0.061 to 2,250 g, and more preferably 0.61 to 71 g.

  When compound (α), (D1.1) and (B4.1) are applied, the application amount of compound (α) is usually 0.001 to 50 g, preferably 0.01 to 1 g per are. The application amount of (D1.1) is usually 1 to 500 g per 1 are, preferably 1 to 200 g, and the application amount of (B4.1) is usually 0.01 to 500 g per 1 are, Desirably, the amount is 0.1 to 10 g, and the total application amount of these is 1.011 to 1,050 g, desirably 1.11 to 211 g.

  The application amount of each compound in each use scene varies depending on the type of compound and the target crop, as well as various conditions such as weather and soil conditions, crop varieties and drug treatment timing, formulation form, etc. Since it cannot be defined, the optimum ratio can be determined individually by taking into account the above-mentioned various conditions and performing appropriate preliminary tests.

  In the present invention, there is also provided a method of applying the compound (α) and the compound (β) at the application rates described above, or applying the total application amount as described above to control undesired plants or suppress their growth. included. In application, it is possible to arbitrarily select application to an undesired plant and application to a place where the plant grows (before or after occurrence of the plant).

  The herbicidal composition of the present invention has a low dosage and a wide range of harmful plants such as annual weeds and perennial weeds, e.g., Inobie, Tainubie, Agaricus, Enokorogusa, Akinoenokorogusa, Oshibiba, Osomugi, Seban Morokoshi, Shibamugi, Velor Millet, Paragrass, Azegaya, Gramineous weeds such as Itoazegaya, Prunus japonica, Prunus japonicus, Camellia japonica, Komegamegatsuri, Hamasuge, Kimasugage, Firefly, Firefly, Tuna cricket weed Other common weeds such as Spodopteraaceae, Azena, Abnomome, etc. Zodiac, Siberian, Blue-billed, Blue-billed, Ebisuusa, Dogwood, Sanaeta, Jacobe, Mizohakobe, Onamomi, Sunflower, Sunflower, Ragweed, Yamgra, Sunflower, Datura It is possible. Moreover, even if it is applied before or after germination of weeds, it is possible to exert a good effect.

  The herbicidal composition of the present invention can be selected from various spraying forms of soil treatment, foliage treatment, and flooding treatment, and can be selected from farmland such as upland, orchards, and paddy fields, or shores and fallow land. It is useful for the control of harmful plants in non-agricultural land such as playgrounds, vacant lots, forests, factory sites, tracksides, and roadsides.

  Further, as long as it meets the purpose of the present invention, other herbicidal active ingredients can be contained in addition to the above-mentioned active ingredients, whereby the range of applicable grass species, the timing of chemical treatment, the herbicidal activity, etc. are more preferable. May improve in the direction. Examples of the other herbicidal active ingredients include the following compounds (generic names; partially including those currently in ISO application, or development codes), but even if not specifically described, these compounds have salts, If an alkyl ester or the like is present, it is naturally included.

  (1) 2,4-D, 2,4-DB, 2,4-DP, MCPA, MCPB, MCPP, phenoxy such as naproanilide, 2,3,6-TBA, dicamba, Aromatic carboxylic acids such as dichlobenil, picloram, triclopyr, clopyralid, aminopyralid, other naptalam, benazolin, quinclorac, It is said to show herbicidal efficacy by disrupting the hormonal action of plants, such as quinmerac, diflufenzopyr, and thiazopyr.

  (2) urea systems such as chlorotoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron, simazine, Atrazine, atratone, simetrin, promethrin, dimethametryn, hexazinone, metribuzin, terbuthylazine, cyanazine, ametrine, ametrine Triazines such as cybutryne, triaziflam, propazine, uracils such as bromacil, lenacil, terbacil, propanil, cypromid Ani like Carbamates such as swep, desmedipham, phenmedipham, bromoxynil, bromoxynil-octanoate, hydroxybenzo such as ioxynil Nitriles, other pyridates, bentazon, amicarbazone, methazole, etc. are said to show herbicidal efficacy by inhibiting plant photosynthesis.

  (3) Quaternary ammonium salt systems such as paraquat and diquat, which are said to themselves become free radicals in the plant body and generate active oxygen to show rapid herbicidal efficacy.

  (4) Nitrofen, Chlomethoxyfen, bifenox, acifluorfen-sodium, fomesafen, oxyfluorfen, lactofen, ethoxyphenethyl Diphenyl ethers such as (ethoxyfen-ethyl), chlorphthalim, flumioxazin, flumiclorac-pentyl, cyclic imides such as fluthiacet-methyl, and other oxadiargyl ( oxadiargyl), oxadiazon, sulfentrazone, carfentrazone-ethyl, thidiazimin, pentoxazone, azafenidin, isopropazol Isopropazole, pyraflufen-ethyl, benzfendizone, benzfendizone, butafenacil, metobenzuron, cinidon-ethyl, flupoxam, fluazolate, Inhibits plant chlorophyll biosynthesis, such as profluazol, pyrachlonil, flufenpyr-ethyl, and bencarbazone, and provides photosensitized peroxides in plants It is said to show herbicidal efficacy by accumulating abnormally.

  (5) pyridazinones such as norflurazon, chloridazon, metflurazon, pyrazolate, pyrazoloxyphene, benzofenap, topramezone, BAS-670H, pyra Pyrazoles such as pyrasulfotole, other amitrol, fluridone, flurtamone, diflufenican, methoxyphenone, clomazone, sulcotrione, Mesotrione, AVH-301, isoxaflutole, difenzoquat, isoxachlortole, benzobicyclone, picolinafen, Furubutamido (beflubutamid) inhibiting dye biosynthesis of plants, such as carotenoids, such as, what is showing a herbicidal activity characterized by whitening effect.

  (6) Diclohopop-methyl, flamprop-M-methyl, pyriphenop-sodium, fluazifop-butyl, haloxyhop-methyl ( Aryloxyphenoxy such as haloxyfop-methyl, quizalofop-ethyl, cyhalofop-butyl, fenoxaprop-ethyl, metamifop-propyl Propionic acid, alloxydim-sodium, clethodim, sethoxydim, tralkoxydim, butroxydim, tepraloxydim, caloxydim, clefoxydim , Cyclohexanedione such as profoxydim What is specifically herbicidal activity to grasses are found strongly, such as.

  (7) Chlorimuron-ethyl, sulfometuron-methyl, primisulfuron-methyl, bensulfuron-methyl, chlorsulfuron, methos Methylsulfuron-methyl, Cinosulfuron, pyrazosulfuron-ethyl, azimsulfuron, flazasulfuron, rimsulfuron, nicosulfuron, imazosulfuron imazosulfuron, cyclosulfamuron, prosulfuron, flupirsulfuron, trisulfuron-methyl, halosulfuron-methyl, thifensulfuron-methyl ), Et Cissulfuron, oxasulfuron, ethametsulfuron, flupirsulfuron, iodosulfuron, sulfosulfuron, triasulfuron, tribenuron Methyl (tribenuron-methyl), tritosulfuron (tritosulfuron), forum sulphuron (foramsulfuron), trifloxysulfuron (trifloxysulfuron), isosulfuron-methyl (isosulfuron-methyl), mesosulfuron-methyl (mesosulfuron-methyl), orthosulfur Sulfonylureas such as orthosulfamuron, flumetsulam, metosulam, diclosulam, cloransulam-methyl, florasulam, metosulfam, penox Triazolopyrimidinesulfonamides like penoxsulam, imazapyr, imazethapyr, imazaquin, imazamox, imazameth, imazamethabenz, imazamethabenz, imazamethabenz, imazapica (im) Imidazolinones, pyrithiobac-sodium, bispyribac-sodium, pyriminobac-methyl, pyribenzoxim, pyriftalid, pyrimisulfurphan (Pyrimisulfan, KUH-021) such as pyrimidinyl salicylic acid, flucarbazone, sulfonylaminocarbonyltriazolinone such as procarbazone-sodium, other glyphosate, glyphosate, Plant amino acids such as glyphosate-ammonium, glyphosate-isopropylamine, sulphosate, glufosinate, glufosinate-ammonium, bilanafos What is said to show herbicidal efficacy by inhibiting biosynthesis.

  (8) Dinitroaniline series such as trifluralin, oryzalin, oryzalin, nitraline, pendimethalin, ethalfluralin, benfluralin, prodiamine, benzulide (Bensulide), amides such as napronamide, pronamide, amiprofos-methyl, butamifos, anilofos, organic phosphorus such as piperophos, Propham, chlorpropham, phenyl carbamates such as barban, daimuron, cumyluron, cumylamines such as bromobutide, other aslam, dithiopyr (Dithiopyr), thiazopyr (Thiazopyr), caffeentrol (cafenstrole), indanofan (indanofan), etc. that are said to show herbicidal efficacy by inhibiting plant cell mitosis.

  (9) alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, tenylchlor, petoxamide , Chloroacetamides such as acetochlor, propachlor, propisochlor, molinate, dimepiperate, carbamates such as pyributicarb, and other etobenzanid ), Mefenacet, flufenacet, tridiphane, fentrazamide, oxaziclomefone, dimethenamid, benfuresate, etc. What is showing the herbicidal effect by inhibiting protein biosynthesis or lipid biosynthesis of plants as.

  (10) EPTC, butyrate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, triarate Thiocarbamate such as (triallate), other MSMA, DSMA, endothal, etofumesate, sodium chlorate, pelargonic acid, fosamine, pinoxaden, HOK-201 etc.

(11) What is said to show herbicidal efficacy by infesting plants such as Xanthomonas campestris , Epicoccosurus nematosurus , Exserohilum monoseras , Drechsrela monoceras .

  The herbicidal composition of the present invention comprises a compound represented by the formula (I) as an active ingredient or a salt thereof, or a compound B mixed with various adjuvants in accordance with a usual method for preparing agricultural chemicals. Agents, granule wettable powders, wettable powders, tablets, pills, capsules (including forms packaged with water-soluble films), aqueous suspensions, oily suspensions, microemulsions, suspoemulsions, water Preparations can be prepared and applied in various forms such as solvents, emulsions, liquids, pastes, etc., but can be made into any conventional forms used in the art as long as they meet the purpose of the present invention. it can.

  In preparing the preparation, the compound represented by the formula (I) or a salt thereof and the compound B may be mixed together to prepare the preparation, or they may be prepared separately and mixed at the time of application. Good.

  Adjuvants used in the formulation include solid carriers such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, kaolinite and sericite, clay, sodium carbonate, sodium bicarbonate, sodium sulfate, zeolite, starch Solvents such as water, toluene, xylene, solvent naphtha, dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene, cyclohexane, dimethyl sulfoxide, N, N-dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone, alcohol Fatty acid salts, benzoates, polycarboxylates, alkyl sulfates, alkyl sulfates, alkylaryl sulfates, alkyl diglycol ether sulfates, alcohol sulfates, alkylsulfonates, al Kill aryl sulfonate, aryl sulfonate, lignin sulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate ester salt, alkyl aryl phosphate, styryl aryl phosphate, polyoxyethylene alkyl ether Sulfate ester salt, polyoxyethylene alkylaryl ether sulfate salt, polyoxyethylene alkylaryl ether sulfate salt, polyoxyethylene alkyl ether phosphate salt, polyoxyethylene alkylaryl phosphate ester salt, polyoxyethylene aryl ether phosphate ester Anionic surfactants and spreading agents such as salts, salt of naphthalene sulfonic acid formalin condensate, alkyl naphthalene sulfonic acid formalin condensate; sorbitan fatty acid ester Ter, glycerin fatty acid ester, fatty acid polyglyceride, fatty acid alcohol polyglycol ether, acetylene glycol, acetylene alcohol, oxyalkylene block polymer, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl aryl ether, polyoxyethylene Nonionic surfactants such as glycol alkyl ether, polyethylene glycol, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxypropylene fatty acid ester Spreading agent: olive oil, kapok oil, castor oil, palm oil, camellia oil, coconut oil, sesame oil, tomato Sorghum oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, tung oil, vegetable oil or mineral oil and the like, such as liquid paraffin. Each component of these adjuvants can be used by appropriately selecting one or two or more types without departing from the object of the present invention. In addition to the above-mentioned adjuvants, it can be used by appropriately selecting from those known in the art. For example, a bulking agent, a thickening agent, an anti-settling agent, an antifreezing agent, a dispersion stabilizer, a reduction in chemical damage. Various commonly used adjuvants such as an agent, an antifungal agent, a foaming agent, a disintegrant, and a binder can also be used. The blending ratio of the active ingredient and various adjuvants in the herbicidal composition of the present invention can be about 0.001: 99.999 to 95: 5, preferably about 0.005: 99.995 to 90:10.

  Next, some are illustrated as desirable aspects of the present invention. However, the present invention is not limited to these.

Various methods can be adopted as the application method of the herbicidal composition of the present invention, and it can be properly used depending on various conditions such as application place, formulation form, type of plant to be controlled and growth situation, for example, as follows: The method is mentioned.
1. The compound represented by the formula (I) or a salt thereof and the compound (B) are mixed together, and the prepared preparation is applied as it is.
2. The compound represented by the formula (I) or a salt thereof and the compound (B) are mixed together, and the preparation prepared is diluted with water or the like to a predetermined concentration. Applying agent, vegetable oil, mineral oil, etc.).
3. The compound represented by the formula (I) or a salt thereof and the compound (B) are separately prepared and applied as they are.
4). The compound represented by the formula (I) or a salt thereof and the compound (B) are prepared separately, each is diluted to a predetermined concentration with water or the like, and various spreading agents (surfactants, surfactants, Apply vegetable oil, mineral oil, etc.).
5. The compound represented by the formula (I) or a salt thereof and the compound (B) prepared separately are mixed when diluted to a predetermined concentration with water or the like, and various spreading agents (surfactant) Applying agent, vegetable oil, mineral oil, etc.).

(1) (A) a compound represented by the formula (I) or a salt thereof, and (B) amino acid biosynthesis inhibitory activity (B1.1) bensulfuron-methyl, (B1.2) azimusulfuron, (B1 .3) A group consisting of pyrazosulfuron-ethyl, (B1.4) imazosulfuron, (B1.5) ethoxysulfuron, (B2.1) pyriminobac-methyl, (B2.2) KUH-021 and (B11.1) penoxsulam. A herbicidal composition comprising at least one compound selected from the group consisting of an herbicidal composition, a herbicidal effective amount of the herbicidal composition, and a method for controlling undesirable plants or suppressing their growth.
(2) (A) a herbicidally effective amount of a compound represented by formula (I) or a salt thereof, (B) an amino acid biosynthesis inhibitory activity (B1.1) bensulfuron-methyl, (B1.2) azimuth Ruflon, (B1.3) pyrazosulfuron-ethyl, (B1.4) imazosulfuron, (B1.5) ethoxysulfuron, (B2.1) pyriminobac-methyl, (B2.2) KUH-021 and (B11.1) A method of controlling an undesirable plant or suppressing its growth by applying a herbicidally effective amount of at least one compound selected from the group consisting of penox slum.

(3) (A) a compound represented by the formula (I) or a salt thereof, and (B) pretilachlor, (B3.2) tenylchlor and (B8.1) benfrecetate exhibiting lipid biosynthesis inhibitory activity. A herbicidal composition comprising at least one compound selected from the group consisting of the herbicidal composition, a herbicidally effective amount of the herbicidal composition, and a method for controlling undesirable plants or suppressing their growth.
(4) (A) a herbicidally effective amount of a compound represented by formula (I) or a salt thereof, and (B) lipid biosynthesis inhibitory activity (B3.1) pretilachlor, (B3.2) tenylchlor and (B8) .1) A method of controlling an undesirable plant or suppressing its growth by applying a herbicidally effective amount of at least one compound selected from the group consisting of benfrate.

(5) (A) a compound represented by the formula (I) or a salt thereof, (B) (B4.1) benzobicyclone, (B4.2) mesotrione, (B4. 3) a herbicidal composition comprising, as an active ingredient, at least one compound selected from the group consisting of 3) pyrazoxifene, (B4.4) AVH-301, (B4.5) pyrazolinate, and (B4.6) benzophenap, A method of applying an herbicidally effective amount of a herbicidal composition to control undesired plants or suppress their growth.
(6) (A) a herbicidally effective amount of the compound represented by formula (I) or a salt thereof, and (B) a plant pigment biosynthesis inhibitory activity (B4.1) benzobicyclone, (B4.2) mesotrione A herbicidally effective amount of at least one compound selected from the group consisting of: (B4.3) pyrazoxiphene, (B4.4) AVH-301, (B4.5) pyrazolinate, and (B4.6) benzophenap And controlling undesirable plants or inhibiting their growth.

(7) At least one selected from the group consisting of (A) a compound represented by formula (I) or a salt thereof, (B) cimetrin showing photosynthesis inhibitory activity, and (B7.1) bentazone A herbicidal composition comprising the above compound as an active ingredient, a method of applying an herbicidally effective amount of the herbicidal composition to control unwanted plants or suppress their growth.
(8) (A) selected from the group consisting of a herbicidally effective amount of a compound represented by formula (I) or a salt thereof, and (B) a photosynthesis inhibitory activity (B5.1) cimetrin and (B7.1) bentazone And a herbicidally effective amount of at least one compound to control unwanted plants or suppress their growth.

(9) (A) a compound represented by the formula (I) or a salt thereof, (B) bromobutide, (B6.2) cumyluron, (B9.1) caffeentrol and (B10.1) applying a herbicidal composition containing at least one compound selected from the group consisting of indanophan as an active ingredient, a herbicidally effective amount of the herbicidal composition, and controlling or inhibiting the growth of undesirable plants Method.
(10) (A) a herbicidally effective amount of a compound represented by the formula (I) or a salt thereof, and (B) a cell division inhibitory activity (B6.1) bromobutide, (B6.2) cumylron, (B9. 1) A method of controlling an undesirable plant or inhibiting its growth by applying a herbicidal effective amount of at least one compound selected from the group consisting of 1) caffentrol and (B10.1) indanophane.

Various methods can be adopted as the application method of the herbicidal composition of the present invention, and it can be properly used depending on various conditions such as application place, formulation form, type of plant to be controlled and growth situation, for example, as follows: The method is mentioned.
(1) The compound represented by the formula (I) or a salt thereof and the compound represented by the formula (II), a salt thereof or an alkyl ester thereof are mixed together, and the preparation prepared is applied as it is.
(2) A compound represented by the formula (I) or a salt thereof and a compound represented by the formula (II), a salt thereof or an alkyl ester thereof are mixed together to prepare a pharmaceutical preparation at a predetermined concentration with water or the like. Diluted with 1 to 3 and added with various spreading agents (surfactant, vegetable oil, mineral oil, etc.) as necessary.
(3) A compound represented by the formula (I) or a salt thereof and a compound represented by the formula (II), a salt thereof or an alkyl ester thereof are separately prepared and applied as they are.
(4) A compound represented by formula (I) or a salt thereof and a compound represented by formula (II), a salt thereof or an alkyl ester thereof are separately prepared and diluted to a predetermined concentration with water or the like. If necessary, various spreading agents (surfactant, vegetable oil, mineral oil, etc.) are added and applied.
(5) Dilute a compound represented by formula (I) or a salt thereof and a compound represented by formula (II), a salt thereof or an alkyl ester thereof separately with water to a predetermined concentration. Mix occasionally and apply various spreading agents (surfactant, vegetable oil, mineral oil, etc.) as necessary.

When the compound (α) and the compound (D) are applied, they can be applied simultaneously or continuously in a desired order when applied to crops or soil, or when submerged. For example, the following 1. To 5. And the like.
1. Compound (α) and compound (D) are mixed together, and the preparation prepared is applied as it is.
2. The compound (α) and the compound (D) are mixed together, and the preparation prepared is diluted with water or the like to a predetermined concentration, and various spreading agents (surfactant, vegetable oil, mineral oil, etc.) as necessary. Add and apply.
3. Compound (α) and compound (D) are prepared separately and applied as they are.
4). Prepare compound (α) and compound (D) separately, dilute each with water to a prescribed concentration, and add various spreading agents (surfactant, vegetable oil, mineral oil, etc.) as necessary. And apply.
5. Compound (α) and compound (D) prepared separately are mixed when diluted to a predetermined concentration with water or the like, and various spreading agents (surfactant, vegetable oil, mineral oil, etc.) as necessary Add and apply.

  Moreover, when applying a compound ((alpha)) and a compound (D), it can also be used with the form which pre-processes (such as a seed immersion process) to the seed of a crop.

  Next, although the formulation example of this invention herbicidal composition is described, this invention is not limited only to these.

Formulation Example 1
(1) Compound A2 4.47g
(2) Compound (B1.1) 10.37 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.16g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 2
(1) Compound A2 11.18 g
(2) Compound (B1.2) 3.03g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.79g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 3
(1) Compound A2 11.18 g
(2) Compound (B1.3) 10.74 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.08g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 4
(1) Compound A2 4.47g
(2) Compound (B1.4) 18.52g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.01g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 5
(1) Compound A2 11.18 g
(2) Compound (B1.5) 10.85 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.97g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 6
(1) Compound A2 11.18 g
(2) Compound (B2.1) 23.20 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 59.62g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 7
(1) Compound A2 2.24 g
(2) Compound (B3.1) 20.83 g
(3) Polyoxyethylene styryl phenyl ether and dodecylbenzenesulfonate calcium salt 15.00 g
(Product name: Sorpol 3661S: Toho Chemical Industry Co., Ltd.)
(4) Aromatic solvent 51.93g
(Product name: Solvesso 150: Exxon Chemical Co., Ltd.)
(5) N-methyl-2-pyrrolidone 10.00g
Compound A2 is dissolved in N-methyl-2-pyrrolidone at room temperature, and Solvesso 150, Compound (B3.1) and Sorpol 3661S are mixed in the above blending ratio to obtain an emulsion.

Formulation Example 8
(1) Compound A2 2.24 g
(2) Compound (B3.2) 25.30 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 66.46g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 9
(1) Compound A2 2.24 g
(2) Compound (B4.1) 20.04g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.72g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 10
(1) Compound A2 4.47g
(2) Compound (B4.2) 10.31 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.22g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 11
(1) Compound A2 0.45g
(2) Compound (B4.3) 31.32 g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.23g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 12
(1) Compound A2 2.24 g
(2) Compound (B4.4) 30.6 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 61.16g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 13
(1) Compound A2 0.45g
(2) Compound (B4.4) 6.12g
(3) Polyoxyethylene tridecyl ether 10.0 g
(Product name: NOIGEN TDS-30: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Normal paraffin 83.43g
(Product name: N-13: Nippon Mining Co., Ltd.)
After mixing the above components, wet pulverization makes the average particle size 5 μm or less to obtain an oily suspension.

Formulation Example 14
(1) Compound A2 2.24 g
(2) Compound (B5.1) 45.78 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 45.98g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 15
(1) Compound A2 1.12g
(2) Compound (B6.1) 51.71 g
(3) Sodium naphthalene sulfonate formalin condensate 6.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 6.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 35.17g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 16
(1) Compound A2 0.45g
(2) Compound (B6.2) 30.93g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.62g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 17
(1) Compound A2 0.224g
(2) Compound (B7.1) 25.00g
(3) Sodium dialkylnaphthalenesulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(4) Sodium alkylnaphthalene sulfonate 3.0 g
(Product name: NK.WG-1: Takemoto Yushi Co., Ltd.)
(5) Bentonite 30.0g
(6) Calcium carbonate 38.776g
The above components are mixed at the above mixing ratio, and then pulverized and mixed with a centrifugal pulverizer (diameter 1.0 mm screen). The pulverized and mixed product is hydro-kneaded and granulated with a basket type extrusion granulator equipped with a screen having a diameter of 0.8 mm. The granulated product is dried for 30 minutes in a fluid dryer set at 60 ° C., and sized (14 to 60 mesh) to obtain granules.

Formulation Example 18
(1) Compound A2 0.224g
(2) Compound (B8.1) 3.086 g
(3) Sodium dialkylnaphthalenesulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(4) Sodium alkylnaphthalene sulfonate 3.0 g
(Product name: NK.WG-1: Takemoto Yushi Co., Ltd.)
(5) White carbon 10.0g
(6) Bentonite 30.0g
(7) Calcium carbonate 50.69g
Compound (B8.1) is warmed to 60 ° C. and white carbon is added. Thereto, compound A2, sodium dialkylnaphthalenesulfonate, sodium alkylnaphthalenesulfonate, bentonite and calcium carbonate are mixed at the above blending ratio, and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen). Thereafter, the pulverized product is hydro-kneaded and granulated by a basket type extrusion granulator equipped with a screen having a diameter of 0.8 mm. The granulated product is dried for 30 minutes in a fluid dryer set at 60 ° C. and sized (14 to 60 mesh) to obtain granules.

Formulation Example 19
(1) Compound A2 2.24 g
(2) Compound (B9.1) 20.32 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.44g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 20
(1) Compound A2 2.24 g
(2) Compound (B10.1) 15.13 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 76.63g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 21
(1) Compound A2 11.18 g
(2) Compound (B11.1) 15.38 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 67.44g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 22
(1) Compound A2 0.45g
(2) Compound (B11.1) 0.62 g
(3) Polyoxyethylene tristyryl phenyl ether phosphate (trade name: Soprophor 3D33, Rhodia Nikka Co., Ltd.)
5.0g
(4) Polydimethylsiloxane 0.1g
(Product name: Rhodorsil antifoam 432, Rhodia Nikka Co., Ltd.)
(5) Propylene glycol 5.0g
(6) Water 88.83g
After mixing the above components, an aqueous suspension is obtained by wet grinding to an average particle size of 5 μm or less.

Formulation Example 23
(1) Compound A2 1.52 g
(2) Compound C6 18.80 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00 g
(Product name: Labelin FA-N; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.00 g
(Product name: New Calgen BX-C; manufactured by Takemoto Yushi Co., Ltd.)
(5) White carbon 15.00g
(6) Kaolin 58.68g
After compound C6 is mixed with white carbon, the remaining components are mixed to obtain a wettable powder.

Formulation Example 24
(1) Compound A2 4.56g
(2) Compound C1 50.10 g
(3) Labelin FA-N (trade name) 3.00 g
(4) New Calgen BX-C (trade name) 3.00 g
(5) Kaolin 39.34g
The above ingredients are mixed to obtain a wettable powder.

Formulation Example 25
(1) Compound A2 1.52 g
(2) Compound C2 18.40 g
(3) Sodium naphthalene sulfonate formalin condensate 5.00 g
(Product name: New Calgen WG-2; Takemoto Yushi Co., Ltd.)
(4) Sodium alkyl naphthalene sulfonate 3.00 g
(Product name: New Calgen WG-1; Takemoto Yushi Co., Ltd.)
(5) White carbon 15.00g
(6) Starch 27.08g
(7) Calcium carbonate 30.00g
After compound C2 is mixed with white carbon, the remaining components are mixed and hydro-kneaded. After granulation with a basket type extrusion granulator with a 0.8 mmφ screen, it is dried for 30 minutes with a fluid dryer set at 60 ° C. and sized (14-60 mesh) to obtain a granulated wettable powder. .

Formulation Example 26
(1) 3.05 g of bentonite containing 10% by weight of compound A2
(2) 24.80 g of bentonite containing 10% by weight of compound C4
(3) New Calgen BX-C (trade name) 3.00 g
(4) New Calgen WG-1 (trade name) 3.00 g
(5) Bentonite 10.00g
(6) Calcium carbonate 56.15g
The above components are mixed and kneaded with water. After granulating with a basket type extrusion granulator equipped with a 0.8 mmφ screen, it is dried for 30 minutes with a fluid dryer set at 60 ° C. and sized (14-60 mesh) to obtain granules.

Formulation Example 27
(1) Compound A2 3.05 g
(2) Compound C3 21.80 g
(3) Labelin FA-N (trade name) 3.00 g
(4) New Calgen BX-C (trade name) 3.00 g
(5) Kaolin 69.15g
The above ingredients are mixed to obtain a wettable powder.

Formulation Example 28
(1) Compound A2 0.45g
(2) Compound (D1.1) 31.09 g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.46g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 29
(1) Compound A2 0.15 g
(2) Compound (D2.2) 16.49g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) White carbon 25.0g
(6) Clay 52.36g
The oily base molinate is mixed with white carbon and mixed with the remaining components, and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 30
(1) Compound A2 2.24 g
(2) Compound (D2.3) 51.71 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 40.05g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 31
(1) Compound A2 (purity 98.4%) 2.24g
(2) Compound (B2.2) (Purity 95.0%) 7.05g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 84.71g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 32
(1) Compound A2 (purity 98.4%) 2.24g
(2) Compound (B2.2) (Purity 95.0%) 7.05g
(3) Polyoxyethylene styryl phenyl ether and dodecylbenzene sulfonate calcium salt 15.00 g
(Product name: Sorpol 3661S: Toho Chemical Industry Co., Ltd.)
(4) Aromatic solvent 35.71g
(Product name: Solvesso 150: Exxon Chemical Co., Ltd.)
(5) N-methyl-2-pyrrolidone 40.00g
Compound A2 and Compound (B2.2) are dissolved in N-methyl-2-pyrrolidone at room temperature, and Solvesso150 and Sorpol 3661S are mixed in the above blending ratio to obtain an emulsion.

Formulation Example 33
(1) Compound A2 (purity 98.4%) 0.45 g
(2) Compound (B8.1) (Purity 97.0%) 12.37 g
(3) Compound (B5.1) (Purity 98.3%) 9.16 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 65.02g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then compound A2, compound (B5.1), sodium naphthalenesulfonate formalin condensate, sodium dialkylnaphthalenesulfonate and clay are mixed in the above proportions. After mixing, the mixture is pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 34
(1) Compound A2 (purity 98.4%) 0.45 g
(2) Compound (B8.1) (Purity 97.0%) 12.37 g
(3) Compound (B4.3) (Purity 95.8%) 37.58 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 36.60g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 35
(1) Compound A2 (purity 98.4%) 2.24 g
(2) Compound (B1.2) (Purity 99.0%) 0.61 g
(3) Compound (B5.1) (Purity 98.3%) 45.78 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 45.37g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 36
(1) Compound A2 (purity 98.4%) 2.24 g
(2) Compound (B1.2) (Purity 99.0%) 1.01g
(3) Compound (B5.1) (Purity 98.3%) 45.78 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 44.97g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 37
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 12.00g
(7) Clay 61.00g
Compound (B3.1) and Compound (B8.1) are heated to 60 ° C. and mixed with white carbon, and the remaining components are mixed in the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen). To obtain a wettable powder.

Formulation Example 38
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B4.1) (Purity 99.8%) 4.01 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan) 5.00g
(7) Clay 76.36g
Compound (B3.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 39
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B6.1) (Purity 96.7%) 20.68 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan) 5.00g
(7) Clay 59.69g
Compound (B3.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 40
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B9.1) (Purity 98.4%) 4.27 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 70.06g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 41
(1) Compound A2 (purity 98.4%) 1.52 g
(2) Compound (B9.1) (Purity 98.4%) 21.34 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.10g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 42
(1) Compound A2 (purity 98.4%) 0.51 g
(2) Compound (B9.1) (Purity 98.4%) 7.11 g
(3) Compound (B6.1) (Purity 96.7%) 34.47 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.91g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 43
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B3.2) (Purity 95.0%) 5.26 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 69.07g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 44
(1) Compound A2 (purity 98.4%) 1.52 g
(2) Compound (B3.2) (Purity 95.0%) 26.32 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 46.12g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 45
(1) Compound A2 (purity 98.4%) 0.76 g
(2) Compound (B3.2) (Purity 95.0%) 13.16 g
(3) Compound (B6.1) (Purity 96.7%) 51.71 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 28.37g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 46
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (D2.3) (Purity 96.0%) 13.02 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 61.31g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 47
(1) Compound A2 (purity 98.4%) 0.76 g
(2) Compound (D2.3) (Purity 96.0%) 31.25 g
(3) Compound (B4.1) (Purity 99.8%) 10.02 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.97g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 48
(1) Compound A2 (purity 98.4%) 0.51 g
(2) Compound (D2.3) (Purity 96.0%) 20.83 g
(3) Compound (B6.1) (Purity 96.7%) 34.47 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 38.19g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 49
(1) Compound A2 (purity 98.4%) 0.30 g
(2) Compound (B10.1) (Purity 98.4%) 3.05g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 71.28g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 50
(1) Compound A2 (purity 98.4%) 1.52 g
(2) Compound (B10.1) (Purity 98.4%) 15.24 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 57.20g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 51
(1) Compound A2 (purity 98.4%) 0.76 g
(2) Compound (B10.1) (Purity 98.4%) 7.62 g
(3) Compound (B6.1) Bromobutide (Purity 96.7%) 51.71 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 33.91g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 52
(1) Compound A2 (purity 98.4%) 2.24 g
(2) Compound (B1.6) (Purity 95.0%) 6.32 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 85.44g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 53
(1) Compound A2 (purity 98.4%) 0.45 g
(2) Compound (B4.5) (Purity 96.0%) 20.83 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.72g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 54
(1) Compound A2 (purity 98.4%) 0.75 g
(2) Compound (B4.6) (Purity 96.0%) 20.83 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.42g
After mixing the above components in the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a hydrating agent.

Formulation Example 55
(1) Compound A1 4.47g
(2) Compound (B1.1) 10.37 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.16g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 56
(1) Compound A1 11.18 g
(2) Compound (B1.2) 3.03g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.79g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 57
(1) Compound A1 11.18 g
(2) Compound (B1.3) 10.74 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.08g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 58
(1) Compound A1 4.47g
(2) Compound (B1.4) 18.52g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.01g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 59
(1) Compound A1 11.18 g
(2) Compound (B1.5) 10.85 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.97g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 60
(1) Compound A1 11.18 g
(2) Compound (B2.1) 23.20 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 59.62g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 61
(1) Compound A1 2.24g
(2) Compound (B3.1) 20.83 g
(3) Polyoxyethylene styryl phenyl ether and dodecylbenzenesulfonate calcium salt 15.00 g
(Product name: Sorpol 3661S: Toho Chemical Industry Co., Ltd.)
(4) Aromatic solvent 51.93g
(Product name: Solvesso 150: Exxon Chemical Co., Ltd.)
(5) N-methyl-2-pyrrolidone 10.00g
Compound A1 is dissolved in N-methyl-2-pyrrolidone at room temperature, and Solvesso 150, Compound (B3.1) and Sorpol 3661S are mixed in the above blending ratio to obtain an emulsion.

Formulation Example 62
(1) Compound A1 2.24g
(2) Compound (B3.2) 25.30 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 66.46g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 63
(1) Compound A1 2.24g
(2) Compound (B4.1) 20.04g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.72g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 64
(1) Compound A1 4.47g
(2) Compound (B4.2) 10.31 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 79.22g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 65
(1) Compound A1 0.45g
(2) Compound (B4.3) 31.32 g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.23g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 66
(1) Compound A1 2.24g
(2) Compound (B4.4) 30.6 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 61.16g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 67
(1) Compound A1 0.45g
(2) Compound (B4.4) 6.12g
(3) Polyoxyethylene tridecyl ether 10.0 g
(Product name: NOIGEN TDS-30: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Normal paraffin 83.43g
(Product name: N-13: Nippon Mining Co., Ltd.)
After mixing the above components, wet pulverization makes the average particle size 5 μm or less to obtain an oily suspension.

Formulation Example 68
(1) Compound A1 2.24g
(2) Compound (B5.1) 45.78 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 45.98g
The above components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 69
(1) Compound A1 1.12g
(2) Compound (B6.1) 51.71 g
(3) Sodium naphthalene sulfonate formalin condensate 6.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 6.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 35.17g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 70
(1) Compound A1 0.45g
(2) Compound (B6.2) 30.93g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.62g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 71
(1) Compound A1 0.224g
(2) Compound (B7.1) 25.00g
(3) Sodium dialkylnaphthalenesulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(4) Sodium alkylnaphthalene sulfonate 3.0 g
(Product name: NK.WG-1: Takemoto Yushi Co., Ltd.)
(5) Bentonite 30.0g
(6) Calcium carbonate 38.776g
The above components are mixed at the above mixing ratio, and then pulverized and mixed with a centrifugal pulverizer (diameter 1.0 mm screen). The pulverized and mixed product is hydro-kneaded and granulated with a basket type extrusion granulator equipped with a screen having a diameter of 0.8 mm. The granulated product is dried for 30 minutes in a fluid dryer set at 60 ° C., and sized (14 to 60 mesh) to obtain granules.

Formulation Example 72
(1) Compound A1 0.224g
(2) Compound (B8.1) 3.086 g
(3) Sodium dialkylnaphthalenesulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(4) Sodium alkylnaphthalene sulfonate 3.0 g
(Product name: NK.WG-1: Takemoto Yushi Co., Ltd.)
(5) White carbon 10.0g
(6) Bentonite 30.0g
(7) Calcium carbonate 50.69g
Compound (B8.1) is warmed to 60 ° C. and white carbon is added. Thereto, compound A1, sodium dialkylnaphthalenesulfonate, sodium alkylnaphthalenesulfonate, bentonite and calcium carbonate are mixed at the above blending ratio, and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen). Thereafter, the pulverized product is hydro-kneaded and granulated by a basket type extrusion granulator equipped with a screen having a diameter of 0.8 mm. The granulated product is dried for 30 minutes in a fluid dryer set at 60 ° C. and sized (14 to 60 mesh) to obtain granules.

Formulation Example 73
(1) Compound A1 2.24g
(2) Compound (B9.1) 20.32 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 71.44g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 74
(1) Compound A1 2.24g
(2) Compound (B10.1) 15.13 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 76.63g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 75
(1) Compound A1 11.18 g
(2) Compound (B11.1) 15.38 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 67.44g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 76
(1) Compound A1 0.45g
(2) Compound (B11.1) 0.62 g
(3) Polyoxyethylene tristyryl phenyl ether phosphate (trade name: Soprophor 3D33, Rhodia Nikka Co., Ltd.)
5.0g
(4) Polydimethylsiloxane 0.1g
(Product name: Rhodorsil antifoam 432, Rhodia Nikka Co., Ltd.)
(5) Propylene glycol 5.0g
(6) Water 88.83g
After mixing the above components, an aqueous suspension is obtained by wet grinding to an average particle size of 5 μm or less.

Formulation Example 77
(1) 1.52 g of compound A1
(2) Compound C6 18.80 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00 g
(Product name: Labelin FA-N; manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.00 g
(Product name: New Calgen BX-C; manufactured by Takemoto Yushi Co., Ltd.)
(5) White carbon 15.00g
(6) Kaolin 58.68g
After compound C6 is mixed with white carbon, the remaining components are mixed to obtain a wettable powder.

Formulation Example 78
(1) 4.51 g of compound A1
(2) Compound C1 50.10 g
(3) Labelin FA-N (trade name) 3.00 g
(4) New Calgen BX-C (trade name) 3.00 g
(5) Kaolin 39.34g
The above ingredients are mixed to obtain a wettable powder.

Formulation Example 79
(1) 1.52 g of compound A1
(2) Compound C2 18.40 g
(3) Sodium naphthalene sulfonate formalin condensate 5.00 g
(Product name: New Calgen WG-2; Takemoto Yushi Co., Ltd.)
(4) Sodium alkyl naphthalene sulfonate 3.00 g
(Product name: New Calgen WG-1; Takemoto Yushi Co., Ltd.)
(5) White carbon 15.00g
(6) Starch 27.08g
(7) Calcium carbonate 30.00g
After compound C2 is mixed with white carbon, the remaining components are mixed and hydro-kneaded. After granulation with a basket type extrusion granulator with a 0.8 mmφ screen, it is dried for 30 minutes with a fluid dryer set at 60 ° C. and sized (14-60 mesh) to obtain a granulated wettable powder. .

Formulation Example 80
(1) 3.05 g of bentonite containing 10% by weight of compound A1
(2) 24.80 g of bentonite containing 10% by weight of compound C4
(3) New Calgen BX-C (trade name) 3.00 g
(4) New Calgen WG-1 (trade name) 3.00 g
(5) Bentonite 10.00g
(6) Calcium carbonate 56.15g
The above components are mixed and kneaded with water. After granulating with a basket type extrusion granulator equipped with a 0.8 mmφ screen, it is dried for 30 minutes with a fluid dryer set at 60 ° C. and sized (14-60 mesh) to obtain granules.

Formulation Example 81
(1) Compound A1 3.05 g
(2) Compound C3 21.80 g
(3) Labelin FA-N (trade name) 3.00 g
(4) New Calgen BX-C (trade name) 3.00 g
(5) Kaolin 69.15g
The above ingredients are mixed to obtain a wettable powder.

Formulation Example 82
(1) Compound A1 0.45g
(2) Compound (D1.1) 31.09 g
(3) Naphthalene sulfonate sodium formalin condensate 5.0 g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 60.46g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 83
(1) Compound A1 0.15 g
(2) Compound (D2.2) 16.49g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) White carbon 25.0g
(6) Clay 52.36g
The oily base molinate is mixed with white carbon and mixed with the remaining components, and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 84
(1) Compound A1 2.24g
(2) Compound (D2.3) 51.71 g
(3) Naphthalenesulfonic acid sodium formalin condensate 3.0g
(Product name: Labelin FA-N, Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalene sulfonate 3.0 g
(Product name: NK.BX-C, Takemoto Yushi Co., Ltd.)
(5) Clay 40.05g
After mixing the above components, the wettable powder is obtained by grinding with a centrifugal grinder (diameter 1.0 mm screen).

Formulation Example 85
(1) Compound A1 (purity 98.4%) 2.24g
(2) Compound (B2.2) (Purity 95.0%) 7.05g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 84.71g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 86
(1) Compound A1 (purity 98.4%) 2.24g
(2) Compound (B2.2) (Purity 95.0%) 7.05g
(3) Polyoxyethylene styryl phenyl ether and dodecylbenzene sulfonate calcium salt 15.00 g
(Product name: Sorpol 3661S: Toho Chemical Industry Co., Ltd.)
(4) Aromatic solvent 35.71g
(Product name: Solvesso 150: Exxon Chemical Co., Ltd.)
(5) N-methyl-2-pyrrolidone 40.00g
Compound A1 and Compound (B2.2) are dissolved in N-methyl-2-pyrrolidone at room temperature, and Solvesso150 and Sorpol 3661S are mixed in the above blending ratio to obtain an emulsion.

Formulation Example 87
(1) Compound A1 (purity 98.4%) 0.45 g
(2) Compound (B8.1) (Purity 97.0%) 12.37 g
(3) Compound (B5.1) (Purity 98.3%) 9.16 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 65.02g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then compound A1, compound (B5.1), sodium naphthalenesulfonate formalin condensate, sodium dialkylnaphthalenesulfonate and clay are mixed in the above proportions. After mixing, the mixture is pulverized with a centrifugal pulverizer (1.0 mm diameter screen) to obtain a wettable powder.

Formulation Example 88
(1) Compound A1 (purity 98.4%) 0.45 g
(2) Compound (B8.1) (Purity 97.0%) 12.37 g
(3) Compound (B4.3) (Purity 95.8%) 37.58 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 36.60g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 89
(1) Compound A1 (purity 98.4%) 2.24 g
(2) Compound (B1.2) (Purity 99.0%) 0.61 g
(3) Compound (B5.1) (Purity 98.3%) 45.78 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 45.37g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 90
(1) Compound A1 (purity 98.4%) 2.24 g
(2) Compound (B1.2) (Purity 99.0%) 1.01g
(3) Compound (B5.1) (Purity 98.3%) 45.78 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 44.97g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 91
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 12.00g
(7) Clay 61.00g
Compound (B3.1) and Compound (B8.1) are heated to 60 ° C. and mixed with white carbon, and the remaining components are mixed in the above blending ratio and then pulverized with a centrifugal pulverizer (1.0 mm diameter screen). To obtain a wettable powder.

Formulation Example 92
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B4.1) (Purity 99.8%) 4.01 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan) 5.00g
(7) Clay 76.36g
Compound (B3.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 93
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B3.1) (Purity 96.0%) 8.33 g
(3) Compound (B6.1) (Purity 96.7%) 20.68 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan) 5.00g
(7) Clay 59.69g
Compound (B3.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 94
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B9.1) (Purity 98.4%) 4.27 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 70.06g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 95
(1) Compound A1 (purity 98.4%) 1.52 g
(2) Compound (B9.1) (Purity 98.4%) 21.34 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.10g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 96
(1) Compound A1 (purity 98.4%) 0.51 g
(2) Compound (B9.1) (Purity 98.4%) 7.11 g
(3) Compound (B6.1) (Purity 96.7%) 34.47 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.91g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 97
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B3.2) (Purity 95.0%) 5.26 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 69.07g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 98
(1) Compound A1 (purity 98.4%) 1.52 g
(2) Compound (B3.2) (Purity 95.0%) 26.32 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 46.12g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 99
(1) Compound A1 (purity 98.4%) 0.76 g
(2) Compound (B3.2) (Purity 95.0%) 13.16 g
(3) Compound (B6.1) (Purity 96.7%) 51.71 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 28.37g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 100
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B2.3) (Purity 96.0%) 13.02 g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 61.31g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 101
(1) Compound A1 (purity 98.4%) 0.76 g
(2) Compound (B2.3) (Purity 96.0%) 31.25g
(3) Compound (B4.1) (Purity 99.8%) 10.02 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 51.97g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 102
(1) Compound A1 (purity 98.4%) 0.51 g
(2) Compound (B2.3) (Purity 96.0%) 20.83 g
(3) Compound (B6.1) (Purity 96.7%) 34.47 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 38.19g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 103
(1) Compound A1 (purity 98.4%) 0.30 g
(2) Compound (B10.1) (Purity 98.4%) 3.05g
(3) Compound (B8.1) (Purity 97.0%) 12.37 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) White carbon (Product name: Carplex # 80: DSL Japan Co., Ltd.) 7.00g
(7) Clay 71.28g
Compound (B8.1) is heated to 60 ° C. and mixed with white carbon, and then the remaining components are mixed at the above blending ratio and then pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder. .

Formulation Example 104
(1) Compound A1 (purity 98.4%) 1.52 g
(2) Compound (B10.1) (Purity 98.4%) 15.24 g
(3) Compound (B4.1) (Purity 99.8%) 20.04 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 57.20g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 105
(1) Compound A1 (purity 98.4%) 0.76 g
(2) Compound (B10.1) (Purity 98.4%) 7.62 g
(3) Compound (B6.1) (Purity 96.7%) 51.71 g
(4) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(5) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(6) Clay 33.91g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 106
(1) Compound A1 (purity 98.4%) 2.24 g
(2) Compound (B1.6) (Purity 95.0%) 6.32 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 85.44g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 107
(1) Compound A1 (purity 98.4%) 0.45 g
(2) Compound (B4.5) (Purity 96.0%) 20.83 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.72g
After mixing the above components at the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a wettable powder.

Formulation Example 108
(1) Compound A1 (purity 98.4%) 0.75 g
(2) Compound (B4.6) (Purity 96.0%) 20.83 g
(3) Sodium naphthalene sulfonate formalin condensate 3.00g
(Product name: Labelin FA-N: Daiichi Kogyo Seiyaku Co., Ltd.)
(4) Sodium dialkylnaphthalenesulfonate 3.00g
(Product name: NK.BX-C: Takemoto Yushi Co., Ltd.)
(5) Clay 72.42g
After mixing the above components in the above blending ratio, the mixture is pulverized with a centrifugal pulverizer (diameter 1.0 mm screen) to obtain a hydrating agent.

Test examples of the present invention will be described.
Test example 1
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaf stages, the wettable powders of compound A2 and compound (B1.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated according to the following evaluation criteria (actual value) and the growth inhibition rate (%) calculated by the Colby method [calculation] Values] are shown in Table 1.

  Growth inhibition rate (%) = 0% (equivalent to untreated area) to 100% (complete death)

Test example 2
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaves, the wettable powders of compound A2 and compound (B2.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 2.

Test example 3
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reached 2.0 to 2.5 leaf stages, Compound A2 was diluted with a wettable powder and Compound (B3.1) was diluted with water. Then, each of them was dropped to give a predetermined dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 3.

Test example 4
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaf stages, the wettable powders of compound A2 and compound (B4.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 4.

Test Example 5
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaves, Compound A2 is a wettable powder and Compound (B4.2) is an oily suspension. The solution was diluted with a solution, and each was dropped to give a predetermined dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 5.

Test Example 6
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaf stages, the wettable powders of compound A2 and compound (B5.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 6.

Test Example 7
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When the Tainubier leaf age reaches 2.0 to 2.5 leaf stage, the wettable powders of Compound A2 and Compound (B6.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 7.

Test Example 8
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.0 to 2.5 leaf stages, the wettable powders of Compound A2 and Compound (B6.2) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results in Table 8.

Test Example 9
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions with a water depth of 3.5 cm and the leaf age of firefly has reached 2.3 to 2.6, the compound A2 is diluted with water and the compound (B7.1) is diluted with water. And it was dripped so that it might become each predetermined dosage. On the 10th day after the treatment, the growth state was observed with the naked eye, evaluated and calculated in the same manner as in Test Example 1, and the results shown in Table 9 were obtained.

Test Example 10
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reached 2.0 to 2.5 leaf stages, Compound A2 was diluted with a wettable powder, and Compound (B8.1) was diluted with water. Then, each of them was dropped to give a predetermined dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 10.

Test Example 11
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm and the firefly leaf age reached 2.3-2.6 leaves, compound A2 diluted the wettable powder and compound (B3.1) diluted the emulsion with water. Then, each of them was dropped to give a predetermined dosage. On the 10th day after the treatment, the growth state was observed with the naked eye, evaluated and calculated in the same manner as in Test Example 1, and the results shown in Table 11 were obtained.

Test Example 12
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.5 to 3.0 leaf stage, the wettable powders of compound A2 and compound (B1.2) are diluted with water, respectively The dripping process was carried out so that it might become a dosage. On the 22nd day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 12.

Test Example 13
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions with a depth of 3.5 cm and the leaf age of Tainubier reaches 2.5-3.0 leaf stages, the wettable powders of compound A2 and compound (B1.3) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 22nd day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 13.

Test Example 14
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions with a depth of 3.5 cm and the leaf age of Tainubier reaches the 2.5 to 3.0 leaf stage, the wettable powders of Compound A2 and Compound (B1.4) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 22nd day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 14.

Test Example 15
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.5-3.0 leaf stages, Compound A2 is a wettable powder and Compound (B1.5) is a granular wettable powder. The solution was diluted with a solution, and each was dropped to give a predetermined dosage. On the 22nd day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 15.

Test Example 16
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.5 to 3.0 leaf stage, the wettable powder of each of compound A2 and compound (B4.3) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 22nd day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 16.

Test Example 17
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of Tainubier reaches 2.1 to 3.2 leaf stages, the wettable powders of compound A2 and compound (B9.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed with the naked eye, evaluated and calculated in the same manner as in Test Example 1, and the results shown in Table 17 were obtained.

Test Example 18
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.1 to 3.2 leaf stage, the wettable powders of compound A2 and compound (B10.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 22nd day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 18.

Test Example 19
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.1 to 3.2 leaf stages, the wettable powders of compound A2 and compound (B4.4) are diluted with water, The dripping process was carried out so that it might become a dosage. On the 22nd day after the treatment, the growth state was observed with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 19.

Test Example 20
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions with a water depth of 3.5 cm and the leaf age of Tainubier reaches 1.0-3.0 leaves, the wettable powders of compound A1 and compound (B5.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 20.

Test Example 21
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.8-3.2 leaf stage, the wettable powder of each of compound A2 and compound (B9.1) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 21.

Test Example 22
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.8-3.2 leaf stage, the wettable powder of each of compound A2 and compound (B10.1) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 22.

Test Example 23
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.8-3.2 leaf stage, the wettable powders of Compound A2 and Compound (B3.2) are diluted with water, The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed with the naked eye, evaluated and calculated in the same manner as in Test Example 1, and the results shown in Table 23 were obtained.

Test Example 24
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under a submerged condition of 3.5 cm in depth and the leaf age of Tainubier reaches 3.0 to 3.3 leaves, Compound A2 is a wettable powder, Compound (B11.1) is an aqueous suspension, 1 Diluted in 1000 liters of water per hectare and treated with a small spray. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 24.

Test Example 25
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When the Tainubier leaves age reached 3.0-3.3 leaf stage, dilute the wettable powders of Compound A1 and Compound (B1.2) with water, The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 25.

Test Example 26
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reached 3.0-3.3 leaves, compound A1 diluted the wettable powder, and compound (B8.1) diluted the emulsion with water. Then, each of them was dropped to give a predetermined dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 26.

Test Example 27
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 3.0-3.3 leaf stages, compound A1 is diluted with water and compound (B7.1) is diluted with water. And it was dripped so that it might become each predetermined dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 27.

Test Example 28
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When the Tainubier leaf age reaches 3.0-3.3 leaf stage, dilute the wettable powders of Compound A1 and Compound (B1.3) with water, The dripping process was carried out so that it might become a dosage. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 28.

Test Example 29
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm, and when the leaf age of the white pods reaches 2.8-3.2 leaf stages, the wettable powders of compound A2 and compound (B1.2) are diluted with water, respectively The dripping process was carried out so that it might become a dosage. On the 29th day after the treatment, the growth state was observed with the naked eye, evaluated and calculated in the same manner as in Test Example 1, and the results shown in Table 29 were obtained.

Test Example 30
Paddy soil was put into 1 / 1,700 arepots, and seeds of Azena, Abnome, Mizo-Hakobe, and Kakashigusa were mixed. When standing in submerged conditions at a water depth of 3.5 cm and the leaves of Azena reach a pair, the wettable powders of Compound A2 and Compound (B1.2) are diluted with water to give a prescribed dosage. The dripping process was performed. On the 21st day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 30.

Test Example 31
Paddy soil was put into 1 / 1,700 arepots, and seeds of Azena, Abnome, Mizo-Hakobe, and Kakashigusa were mixed. When standing in submerged conditions of 3.5 cm water depth, and two pairs of leaves of Azena were reached, Compound A2 was diluted with a hydrating agent, and Compound (B8.1) was diluted with water. The dripping process was carried out so that it might become a dosage. On the 22nd day after treatment, the growth state was observed and examined with the naked eye, and evaluated and calculated in the same manner as in Test Example 1 to obtain the results shown in Table 31.

Test Example 32
Paddy soil was put in 1 / 3,000 Earl Pot, and a tuber of Mitsugayatsuri was planted. When the leaves were left standing under submerged conditions at a depth of 3.5 cm and the leaf age of the white pods reached the 4th leaf stage, Compound A2 was diluted with water and Compound C4 was diluted with water to give a predetermined concentration. Each was treated dropwise. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate (%) calculated by the Colby method (%) ) [Calculated values] are shown in Table 32.

Test Example 33
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm, and when the firefly leaf age reaches the second leaf stage, compounds A2, C2 and C4 are each given a wettable powder, and compound C6 is given a predetermined concentration of granules. Diluted with water and treated dropwise. On the 19th day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual measurement value) and the growth inhibition rate calculated by the Colby method (%) ) [Calculated values] are shown in Tables 33, 34 and 35.

Test Example 34
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm, and when the firefly leaf age reaches the second leaf stage, compounds A2, C2 and C4 are each given a wettable powder, and compound C6 is given a predetermined concentration of granules. Diluted with water and treated dropwise. On the 19th day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual measurement value) and the growth inhibition rate calculated by the Colby method (%) ) [Calculated values] are shown in Tables 36, 37 and 38.

Test Example 35
Paddy soil was stuffed into 1 / 500,000 hectare pots and pricked to a depth of 3 cm. The next day, two-leaf rice (variety: Nipponbare) was transplanted to a transplantation depth of 3 cm. On the fifth day after transplantation, the wettable powder of Compound A2 and the wettable powder of Compound D were each diluted with water to a predetermined concentration, and each was treated dropwise. On the 7th and 21st days after the treatment, the growth state of rice was observed with the naked eye, and the growth inhibition rate (%) was evaluated in the same manner as in Test Example 1 (average value of 6 continuous regimes) is shown in Table 39. .

Test Example 36
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the third leaf stage, dilute each of the wettable powders of Compound A2 and Compound (D1.1) with water, and each will have a prescribed dosage. The dropping process was performed. On the 22nd day after the treatment, the growth state was observed and examined with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (%) ) [Calculated values] are shown in Table 40.

Test Example 37
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of firefly reaches the third leaf stage, dilute each of the wettable powders of Compound A2 and Compound (D2.2) with water. The dropping process was performed. On the 19th day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 41.

Test Example 38
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the third leaf stage, dilute each of the wettable powders of Compound A2 and Compound (D2.3) with water, and each will have a prescribed dosage. The dropping process was performed. On the 22nd day after the treatment, the growth state was observed and examined with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (%) ) [Calculated values] are shown in Table 42.

Test Example 39
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches 2.8-3.2 leaf stages, the wettable powder of compound A2 and the emulsion of compound (B2.2) are diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 43.

Test Example 40
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reached the 2.8-3.2 leaf stage, the wettable powder of Compound A1 and the emulsion of Compound (B2.2) were diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 44.

Test Example 41
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of Tainubier reaches the 2.8-3.2 leaf stage, the wettable powder of each of compound A1 and compound (D2.3) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 45.

Test Example 42
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of Tainubier reached 2.8-3.2 leaf stages, the wettable powder of compound A1 and the emulsion of compound (B3.1) were each diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 46.

Test Example 43
Paddy soil was put in a 1 / 10,000 arepot, and seeds of Tainubier were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of Tainubier reaches 2.8-3.2 leaf stages, the wettable powder of compound A1 and the emulsion of compound (B3.2) are each diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 21st day after the treatment, the growth state was observed with the naked eye, and the growth inhibition rate (%) evaluated in the same manner as in Test Example 1 (actual value) and the growth inhibition rate calculated by the Colby method (% ) [Calculated values] are shown in Table 47.

Test Example 44
Paddy soil was put in 1 / 1,700 arepots, and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of firefly reaches 2.2-2.8 leaf stages, Compound A2 is a wettable powder, Compound (B8.1) is an emulsion, Compound (B5.1) Dilute each of the wettable powder with water and drop-treated each to a predetermined dosage. On the 29th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 48.

Test Example 45
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reached 2.4-3.2 leaf stages, the wettable powder of each of compound A2, compound (B1.2) and compound (B5.1) was added. It was diluted with water and dropped to give a predetermined dosage. On the 29th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 49.

Test Example 46
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When left standing under submerged conditions at a water depth of 3.5 cm, and when the leaf age of the white bite reaches 2.5-3.0 leaf stage, each wettable powder of compound A2, compound (D2.3) and compound (B4.1) Were diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 50.

Test Example 47
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white bite reaches 2.5-3.0 leaf stages, each of the wettable powders of Compound A2, Compound (D2.3) and Compound (B6.1) Were diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 51.

Test Example 48
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white pods reaches 2.5-3.0 leaf stages, the wettable powders of compound A2, compound (D2.3) and compound (B8.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 52.

Test Example 49
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white pods reaches 2.5-3.0 leaf stages, the wettable powders of compound A2, compound (B3.2) and compound (B4.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 53.

Test Example 50
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of firefly reaches 2.6 to 3.1 leaf stages, the wettable powder of each of compound A2, compound (B3.2) and compound (B6.1) is added. It was diluted with water and dropped to give a predetermined dosage. On the 22nd day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 54.

Test Example 51
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of the white bite reaches 2.5-3.0 leaf stages, the wettable powders of compound A2, compound (B3.2) and compound (B8.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 55.

Test Example 52
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm, and when the leaf age of the white bite reaches 2.5-3.0 leaf stages, the wettable powder of each of compound A2, compound (B10.1) and compound (B4.1) is added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 56.

Test Example 53
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When it is left standing under submerged conditions at a depth of 3.5 cm, and when the leaf age of the white bite reaches 2.5-3.0 leaves, compound A2, compound (B10.1) and compound (B8.1) are diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 57.

Test Example 54
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white pods reaches 2.5-3.0 leaf stages, the wettable powders of compound A2, compound (B9.1) and compound (B4.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 58.

Test Example 55
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white pods reaches the 2.5 to 3.0 leaf stage, the wettable powder of each of compound A2, compound (B9.1) and compound (B6.1) is added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 59.

Test Example 56
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When it is left standing under submerged conditions at a water depth of 3.5 cm, and the leaf age of the white pods reaches 2.5-3.0 leaves, compound A2, compound (B9.1) and compound (B8.1) are diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 60.

Test Example 57
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the white pods reaches 2.5-3.0 leaf stages, the wettable powders of each of compound A2, compound (B3.1) and compound (B4.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 61.

Test Example 58
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of firefly reaches 2.6 to 3.1 leaf stages, the wettable powder of each of compound A2, compound (B3.1) and compound (B6.1) is added. It was diluted with water and dropped to give a predetermined dosage. On the 22nd day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 62.

Test Example 59
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm, and when the leaf age of the white bite reaches 2.5-3.0 leaf stages, the wettable powders of compound A2, compound (B3.1) and compound (B8.1) are added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 63.

Test Example 60
Paddy soil was put in a 1 / 10,000 arepot, and a tuber of a bittersweet tree was planted. When standing under submerged conditions at a water depth of 3.5 cm, and when the leaf age of the white bite reaches 2.5-3.0 leaf stages, the wettable powder of each of compound A2, compound (D1.1) and compound (B4.1) is added. It was diluted with water and dropped to give a predetermined dosage. On the 30th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 64.

Test Example 61
Paddy soil was put in a 1 / 10,000 arepot and seeds of firefly were sown. When standing under submerged conditions with a water depth of 3.5 cm and the firefly leaf age reaches 3.8-4.2 leaf stages, the wettable powder of compound A1 and the granule of compound (B7.1) are each diluted with water. Then, each of them was dropped to give a predetermined dosage. On the 21st day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 65.

Test Example 62
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.2 leaf stages, the wettable powder of each of compound A1 and compound (B9.1) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 19th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 66.

Test Example 63
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.2 leaf stages, the wettable powder of each of compound A2 and compound (B1.6) is diluted with water, The dripping process was carried out so that it might become a dosage. On the 19th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 67.

Test Example 64
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.2 leaf stages, the wettable powders of Compound A2 and Compound (B4.5) (Pyrazolate) are diluted with water. Then, each of them was dropped to give a predetermined dosage. On the 19th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 68.

Test Example 65
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions with a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.2 leaf stages, the wettable powders of compound A2 and compound (B4.6) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 19th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 69.

Test Example 66
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions with a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.4 leaf stage, the wettable powders of compound A1 and compound (B1.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 70.

Test Example 67
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8 to 3.4 leaf stages, the wettable powders of compound A1 and compound (B1.4) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 71.

Test Example 68
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.4 leaf stages, the wettable powders of compound A1 and compound (B1.5) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 72.

Test Example 69
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions with a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.4 leaf stage, the wettable powders of compound A1 and compound (B2.1) are diluted with water, respectively. The dripping process was carried out so that it might become a dosage. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 73.

Test Example 70
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reached 2.8-3.4 leaf stage, the wettable powder of compound A1 and the emulsion of compound (B4.2) were each diluted with water, The dropping treatment was carried out so as to obtain a predetermined dosage amount. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 74.

Test Example 71
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.4 leaves, the wettable powders of compound A1 and compound (B4.4) are diluted with water, The dropping treatment was carried out so as to obtain a dose. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 75.

Test Example 72
Paddy soil was put into a 1 / 10,000 arepot, and seeds of millet were sown. When standing under submerged conditions at a water depth of 3.5 cm and the leaf age of the millet reaches 2.8-3.4 leaf stages, the wettable powders of compound A1 and compound (B6.1) are diluted with water, The dripping process was carried out so that it might become a dosage. On the 14th day after the treatment, the growth state was observed with the naked eye and evaluated in the same manner as in Test Example 1. The results are shown in Table 76.

Claims (16)

(Α): {Formula (I);

(Wherein R is a hydrogen atom or —COCH ₂ OCH ₃ ) or a salt thereof},
(Β): [(B): {(B3.1) at least one acetamide compound selected from pretilachlor and (B3.2) tenyl chlor;
At least one cumylamine compound selected from (B6.1) bromobutide and (B6.2) cumyluron;
(B8.1) Benfresate},
(C): {Formula (II);

Wherein W is a hydrogen atom or a methyl group, X is a chlorine atom or a methyl group, Y is a hydrogen atom or a methyl group, n is 0, 1 or 2, Z is —OH, — SH or —NT ₁ T ₂ , wherein T ₁ and T ₂ are each a hydrogen atom, an alkyl group or an optionally substituted phenyl group), a salt thereof or an ester thereof} and (D): {(D1.1) 1- (1-methyl-1-phenylethyl) -3-p-tolylurea}]
A herbicidal composition comprising as an active ingredient at least one compound selected from the group consisting of:


The compound (β) is at least one compound selected from the group consisting of (B3.1) pretilachlor, (B3.2) tenylchlor, and (B8.1) benfrecetate that exhibits lipid biosynthesis inhibitory activity. Herbicidal composition. 2. The herbicidal composition according to claim 1, wherein the compound (β) is at least one compound selected from the group consisting of (B6.1) bromobutide and cumyluron, which exhibits cell mitosis inhibitory activity. The compound of (β) is (C): {formula (II);

Wherein W is a hydrogen atom or a methyl group, X is a chlorine atom or a methyl group, Y is a hydrogen atom or a methyl group, n is 0, 1 or 2, Z is —OH, — SH or —NT ₁ T ₂ , where T ₁ and T ₂ are each a hydrogen atom, an alkyl group or an optionally substituted phenyl group), a salt thereof, or an ester thereof} The herbicidal composition according to claim 1, wherein said herbicidal composition is at least one compound. The compound of (β) is from {(C1) MCP, (C2) MCP ethyl, (C3) MCPB, (C4) MCPB ethyl, (C5) 2,4-D, (C6) 2,4-Dethyl} The herbicidal composition according to claim 1, which is at least one compound selected from the group consisting of: The herbicidal composition according to claim 1, wherein the compound (β) is at least one compound selected from the group consisting of {(C2) MCP ethyl, (C4) MCPB ethyl, and (C6) 2,4-D ethyl}. .   The herbicidal composition according to claim 1, wherein the compound (β) is (D1.1) 1- (1-methyl-1-phenylethyl) -3-p-tolylurea.   Applying an effective amount of the herbicidal composition containing the compound of (α) and the compound of (D1.1) according to claim 7 to reduce the undesirable effect of the compound of (α) on the crop. And a method for controlling undesirable plants or controlling their growth.   Applying an effective amount of the compound of (α) and an effective amount of the compound of (D1.1) according to claim 7 to reduce the undesirable effects of the compound of (α) on the crop, and desirably A method to control or suppress the growth of plants that are not present.   8. Applying an effective amount of a herbicidal composition containing the compound of (α) and the compound of (D1.1) according to claim 7 to reduce the undesirable effects of the compound of (α) on the crop. Method.   A method for reducing an undesirable effect of the compound (α) on a crop by applying an effective amount of the compound (α) and an effective amount of the compound (D1.1) according to claim 7.   A method for controlling an undesirable plant or suppressing its growth by applying an effective amount of a herbicidal composition containing the compound (α) and the compound (D1.1) according to claim 7.   A method of controlling an undesirable plant or suppressing its growth by applying an effective amount of the compound (α) according to claim 7 and an effective amount of the compound (D1.1). (Α): {Formula (I);

A compound represented by the formula (wherein R is a hydrogen atom or —COCH ₂ OCH ₃ or a salt thereof) on a crop, (D1.1): {1- (1-methyl-1- how to further reduce the phenylethyl) -3-p-Toriruure a.   A method for applying an herbicidally effective amount of the herbicidal composition according to claim 1 to control undesired plants or suppress their growth.   A method for controlling an undesirable plant or inhibiting its growth by applying the herbicidally effective amount of the compound (α) or a salt thereof according to claim 1 and the herbicidally effective amount of the compound (β).