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Herbicidal Composition (19) TZZ ¥ ¥_T (11) EP 2 832 223 A1 (12) EUROPEAN PATENT APPLICATION published in accordance with Art. 153(4) EPC (43) Date of publication: (51) Int Cl.: 04.02.2015 Bulletin 2015/06 A01N 47/36 (2006.01) A01N 41/10 (2006.01) A01N 43/10 (2006.01) A01N 43/40 (2006.01) (2006.01) (2006.01) (21) Application number: 13769011.1 A01N 43/70 A01N 43/80 A01N 43/824 (2006.01) A01P 13/00 (2006.01) (22) Date of filing: 29.03.2013 (86) International application number: PCT/JP2013/059673 (87) International publication number: WO 2013/147225 (03.10.2013 Gazette 2013/40) (84) Designated Contracting States: • OKAMOTO, Hiroyuki AL AT BE BG CH CY CZ DE DK EE ES FI FR GB Kusatsu-shi GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO Shiga 525-0025 (JP) PL PT RO RS SE SI SK SM TR • TERADA, Takashi Designated Extension States: Kusatsu-shi BA ME Shiga 525-0025 (JP) (30) Priority: 30.03.2012 JP 2012079935 (74) Representative: Müller-Boré & Partner Patentanwälte PartG mbB (71) Applicant: Ishihara Sangyo Kaisha, Ltd. Friedenheimer Brücke 21 Osaka-shi, Osaka 550-0002 (JP) 80639 München (DE) (72) Inventors: • YAMADA, Ryu Kusatsu-shi Shiga 525-0025 (JP) (54) HERBICIDAL COMPOSITION (57) To provide a high active herbicidal composition at least one 4-hydroxyphenylpyruvate dioxygenase in- having a broad herbicidal spectrum. hibitor selected from the group consisting of sulcotrione, A herbicidal composition comprising, as active in- bicyclopyrone, mesotrione, topramezone and their salts; gredients, (a) nicosulfuron or its salt, (b) terbuthylazine and group C2 is at least one very long chain fatty acid or its salt and (c) compound C (compound C is at least biosynthesis inhibitor selected from the group consisting one herbicidal compound selected from the group con- of dimethenamid-P, flufenacet and their salts). sisting of group C1 and group C2 or its salt; Group C1 is EP 2 832 223 A1 Printed by Jouve, 75001 PARIS (FR) EP 2 832 223 A1 Description TECHNICAL FIELD 5 [0001] The present invention relates to a herbicidal composition comprising (a) nicosulfuron or its salt (hereinafter referred to as compound A), (b) terbuthylazine or its salt (hereinafter referred to as compound B) and (c) compound C (compound C is at least one compound selected from the group consisting of group C1 and group C2 or its salt; Group C1 is at least one 4-hydroxyphenylpyruvate dioxygenase inhibitor (hereinafter sometimes referred to as a 4-HPPD inhibitor) selected from the group consisting of sulcotrione, bicyclopyrone, mesotrione, topramezone and their salts, and 10 group C2 is at least one very long chain fatty acid biosynthesis inhibitor selected from the group consisting of dimeth- enamid-P, flufenacet and their salts). BACKGROUND ART 15 [0002] Patent Document 1 discloses a combination of herbicidally active ingredients comprising compound A and compound B. [0003] Further, Patent Document 2 discloses a combination of herbicidally active ingredients comprising a specific compound group containing topramezone, compound A and a photosynthesis inhibitor. [0004] However, Patent Documents 1 and 2 failed to disclose a specific combination of compound A, compound B 20 and compound C which are herbicidally active ingredients of the present invention, and failed to specifically disclose remarkable synergistic effects by a combination of them. PRIOR ART DOCUMENTS 25 PATENT DOCUMENTS [0005] Patent Document 1: WO2007/037152 30 Patent Document 2: WO2004/008849 DISCLOSURE OF INVENTION TECHNICAL PROBLEM 35 [0006] At present, many herbicidal compositions have been developed and used, but there are a variety of types of undesired plants represented by weeds to be controlled. Further, undesired plants having lowered sensitivity to herbicides (herbicide-resistant weeds) emerged, and in some applications, practically, herbicides have only insufficient effects. [0007] The object of the present invention is to provide a high active herbicidal composition having a broader herbicidal 40 spectrum, and a method for controlling undesired plants or inhibiting their growth using the herbicidal composition. SOLUTION TO PROBLEM [0008] The present inventors have conducted extensive studies to solve the above problems and as a result, found 45 that unexpectedly excellent herbicidal effects can be obtained by combination of specific compound A, compound B and compound C which are herbicidally active ingredients in the present invention, as compared with a case where the respective compounds are applied individually, or two of them are applied in combination (for example, compound A and compound B are used in combination). The present invention was made on the basis of such discoveries. [0009] That is, the present invention provides the following. 50 [1] A herbicidal composition comprising, as active ingredients, (a) nicosulfuron or its salt, (b) terbuthylazine or its salt and (c) compound C (compound C is at least one herbicidal compound selected from the group consisting of group C1 and group C2 or its salt; Group C1 is at least one 4-hydroxyphenylpyruvate dioxygenase inhibitor selected from the group consisting of sulcotrione, bicyclopyrone, mesotrione, topramezone and their salts; and group C2 is 55 at least one very long chain fatty acid biosynthesis inhibitor selected from the group consisting of dimethenamid-P, flufenacet and their salts). [2] The herbicidal composition according to the above [1], wherein the mixing ratio of (a) to (b) is from 1:0.5 to 1:800 by the weight ratio, and the mixing ratio of (a) to (c) is from 1:0.03 to 1:800 by the weight ratio. 2 EP 2 832 223 A1 [3] The herbicidal composition according to the above [1], wherein (c) is at least one 4-hydroxyphenylpyruvate dioxygenase inhibitor selected from the group consisting of sulcotrione, bicyclopyrone, mesotrione, topramezone and their salts. [4] The herbicidal composition according to the above [1], wherein (c) is at least one very long chain fatty acid 5 biosynthesis inhibitor selected from the group consisting of dimethenamid-P, flufenacet and their salts. [5] The herbicidal composition according to the above [1], wherein (c) is at least one member selected from the group consisting of sulcotrione, bicyclopyrone, topramezone, dimethenamid-P and their salts. [6] The herbicidal composition according to the above [1], wherein (c) is at least one member selected from the group consisting of sulcotrione, bicyclopyrone, dimethenamid-P and their salts. 10 [7] A method for controlling undesired plants or inhibiting their growth, which comprises applying a herbicidally effective amount of the herbicidal composition as defined in the above [1] to the undesired plants or to a place where they grow. [8] A method for controlling undesired plants or inhibiting their growth, which comprises applying a herbicidally effective amount of (a) nicosulfuron or its salt, a herbicidally effective amount of (b) terbuthylazine or its salt, and a 15 herbicidally effective amount of (c) compound C (compound C is at least one herbicidal compound selected from the group consisting of group C1 and group C2 or its salt; Group C1 is at least one 4-hydroxyphenylpyruvate dioxygenase inhibitor selected from the group consisting of sulcotrione, bicyclopyrone, mesotrione, topramezone and their salts; and group C2 is at least one very long chain fatty acid biosynthesis inhibitor selected from the group consisting of dimethenamid-P, flufenacet and their salts), to the undesired plants or to a place where they grow. 20 [9] The method according to the above [8], wherein (a) is applied in an amount of from 5 to 150 g/ha, (b) is applied in an amount of from 100 to 4,000 g/ha, and (c) is applied in an amount of from 5 to 4,000 g/ha. [10] The method according to the above [8], wherein (a) is applied in an amount of from 10 to 100 g/ha, (b) is applied in an amount of from 200 to 2,000 g/ha, and (c) is applied in an amount of from 10 to 2,000 g/ha. [11] The method according to the above [8], wherein the undesired plants are weeds having lowered sensitivity to 25 herbicidal compounds. ADVANTAGEOUS EFFECTS OF INVENTION [0010] The herbicidal composition of the present invention is capable of controlling a wide range of undesired plants 30 emerging in agricultural fields or non-agricultural fields. It represents a synergistic effect i.e. a herbicidal effect higher than the mere addition of the respective herbicidal effects of the active ingredients. [0011] Further, the herbicidal composition of the present invention can be applied at a low dose as compared with a case where the respective active ingredients are applied individually. Thus, it is effective to reduce the environmental load on an area where the composition is applied or a surrounding area thereof. 35 [0012] In the present invention, a synergistic effect means a higher herbicidal activity of three active ingredients combined, than the simple sum of the respective herbicidal activities of the three active ingredients (the expected activity). The activity expected by the combination of three active ingredients can be calculated as follows (Colby S.R., "Weed", vol. 15, p. 20-22, 1967). 40 where 45 α: growth inhibition rate when treated with x (g/ha) of herbicide X, β: growth inhibition rate when treated with y (g/ha) of herbicide Y, γ: growth inhibition rate when treated with z (g/ha) of herbicide Z, E: growth inhibition rate expected when treated with x (g/ha) of herbicide X, y (g/ha) of herbicide Y and z (g/ha) of herbicide Z. 50 [0013] That is, when the actual growth inhibition rate (measured value) is higher than the growth inhibition rate by the above calculation (calculated value), the activity by the combination can be regarded as showing a synergistic effect. [0014] The herbicidal composition of the present invention shows a synergistic effect when calculated by the above formula.
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