IP Library Granted Patent US 11,202,447
Granted Patent B2
US 11,202,447 · App. 13/965,855 · Granted Dec 21, 2021

Herbicides based on substituted thien-3-yl-sulphonylamino(thio)carbonyl-triazolin(thi)ones and 4-HPPD-inhibitors

Inventors: Markus Dollinger (Lyons, FR); Hans-Joachim Santel (Leverkusen, DE); Ernst Rudolf Gesing (Erkrath, DE); Erwin Hacker (Hochheim, DE)
Assignee: Bayer Intellectual Property GmbH
A01N43/653A01N43/56A01N47/38
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Quick Facts
Patent No.
US 11,202,447
App. No.
13/965,855
Granted
Dec 21, 2021
Kind
B2
Abstract

The invention relates to herbicidal compositions comprising an effective amount of an active ingredient combination composed of (a) at least one substituted thien-3-ylsulfonylamino(thio)carbonyl-triazolin(thi) one of the formula (I) in which R 1 , R 2 and R 3 are as defined in the description, —or salts of the compounds of the formula (I)— and (b) one or more compounds from a second group of herbicides which comprises selected 4-HPPD inhibitors, and, if desired, additionally (c) a crop plant tolerance promoter compound. The invention further relates to the use of the compositions for controlling unwanted plant growth and to a process for producing the compositions.

Claims (38)

1. A composition comprising a combination composed of

(a) at least one substituted thien-3-ylsulfonylamino(thio)carbonyl-triazolin(thi)one of formula (I)

in which

R 1 is CH 3 ,

R 2 is —O—CH 3 ,

R 3 is CH 3 ,

or a salt of the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of formula (I)

and

wherein there are 0.1 to 500 parts by weight of Compound B.2 per part by weight of the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of formula (I).

2. The composition according to claim 1 , further comprising

(c) a crop plant tolerance promoter compound selected from the group consisting of 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacor), 5-chloroquinoxalin-8-oxyacetic acid 1-methylhexyl ester (cloquintocet-mexyl), 2,4-dichlorophenoxyacetic acid (2,4-D), 2,2-dichloro-N,N-di-2-propenylacetamide (dichlormid), N-(4-methylphenyl)-N′-(1-methyl-1-phenylethyl)urea (daimuron), 4,6-dichloro-2-phenylpyrimidine (fenclorim), 1-(2,4-dichlorophenyl)-5-trichloromethyl-1H-1,2,4-triazole-3-carboxylic acid ethyl ester (fenchlorazole-ethyl), 2-chloro-4-trifluoromethylthiazole-5-carboxylic acid phenylmethyl ester (flurazole), 4-chloro-N-(1,3-dioxolan-2-ylmethoxy)-α-trifluoroacetophenone oxime (fluxofenim), 3-dichloroacetyl-5-(2-furanyl)-2,2-dimethyloxazolidine (furilazole), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), (4-chloro-2-methylphenoxy)acetic acid (MCPA), (+−)-2-(4-chloro-2-methylphenoxy)propanoic acid (mecoprop), diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191, CAS Reg. No. 96420-72-3), 1,8-naphthalic anhydride, α-(1,3-dioxolan-2-ylmethoximino)phenylacetonitrile (oxabetrinil), 2,2-dichloro-N-(1,3-dioxolan-2-ylmethyl)-N-(2-propenyl)acetamide (PPG-1292), 3-dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148), N-cyclopropyl-4-[[(2-methoxy-5-methylbenzoyl)amino]sulfonyl]benzamide, N-[[(4-methylaminocarbonylamino)phenyl]-sulfonyl-2-methoxybenzamide, and compounds of the formula (II) below,

in which

R 21 and R 22 are as defined in the following table:

R 21

R 22

cyclopropyl

2-OCH 3

cyclopropyl

2-OCH 3 , 5-Cl

ethyl

2-OCH 3

isopropyl

2-OCH 3 , 5-Cl

isopropyl

2-OCH 3 .

3. The composition as claimed in claim 2 , wherein the crop plant tolerance promoter compund is selected from the group consisting of benoxacor, mefenpyr-diethyl, fenchlorazole-ethyl, isoxadifen-ethyl, cloquintocet-mexyl, and N-cyclopropyl-4-[[2-methoxybenzoyl)amino]sulfonyl]benzamide.

4. The composition according to claim 2 , wherein substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of Formula I or a salt thereof, compound B.2, and the crop plant tolerance promoter compound are the only active compounds in the composition.

5. The composition according to claim 1 , wherein the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of Formula (I) or salt thereof and compound B.2 are the only active compounds in the composition.

6. The composition according to claim 1 , wherein (a) and (b) display synergistic effects.

7. The composition according to claim 1 , wherein there are 0.1 to 50 parts by weight of Compound B.2 per part by weight of the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of formula (I) or salt thereof.

8. The composition as claimed in claim 1 , wherein a crop plant tolerance promoter compound is not present.

9. A method of controlling weeds, comprising applying the composition of claim 1 to the weeds and/or their habitat, wherein said composition further comprises surface active agents and/or extenders.

10. The method according to claim 9 , wherein the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of formula (I) or salt thereof is applied at a rate of 0.25 to 2 g ai/ha.

11. The method according to claim 9 , wherein Compound B.2 is applied at a rate of 5 to 100 g ai/ha.

12. The method according to claim 9 , wherein the substituted thien-3-ylsulfonylaminocarbonyl-triazolinone of formula (I) or salt thereof is applied at a rate of 0.25 to 2 g ai/ha, and Compound B.2 is applied at a rate of 5 to 100 g ai/ha.

13. The method according to claim 9 , wherein the composition is applied by dipping, spraying, evaporating, fogging, broadcasting, spreading, or, in the case of propagation material, additionally by single or multiple coating.

14. The method according to claim 9 , wherein the composition is applied by spraying.

15. A process for producing a herbicidal composition comprising, mixing a composition of claim 1 with surface-active agents and/or extenders.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2018
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER CROPSCIENCE AKTIENGESELLSCHAFT
Reel/Frame 047403/0243 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 18, 2016
From: DOLLINGER, MARKUS; SANTEL, HANS-JOACHIM; GESING, ERNST RUDOLF; HACKER, ERWIN
To: BAYER CROPSCIENCE AG
Reel/Frame 039474/0117 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2015
From: BAYER CROPSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 034990/0879 →