WO2023104626A1 - Compositions herbicides - Google Patents
Compositions herbicides Download PDFInfo
- Publication number
- WO2023104626A1 WO2023104626A1 PCT/EP2022/084028 EP2022084028W WO2023104626A1 WO 2023104626 A1 WO2023104626 A1 WO 2023104626A1 EP 2022084028 W EP2022084028 W EP 2022084028W WO 2023104626 A1 WO2023104626 A1 WO 2023104626A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil
- composition according
- adjuvant
- pinoxaden
- mesosulfuron
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 101
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 14
- 239000002671 adjuvant Substances 0.000 claims abstract description 58
- 239000005597 Pinoxaden Substances 0.000 claims abstract description 29
- MGOHCFMYLBAPRN-UHFFFAOYSA-N pinoxaden Chemical compound CCC1=CC(C)=CC(CC)=C1C(C1=O)=C(OC(=O)C(C)(C)C)N2N1CCOCC2 MGOHCFMYLBAPRN-UHFFFAOYSA-N 0.000 claims abstract description 29
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000005577 Mesosulfuron Substances 0.000 claims abstract description 24
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 229920001451 polypropylene glycol Polymers 0.000 claims description 21
- -1 Cn-Cu Chemical compound 0.000 claims description 16
- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 8
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- 125000000217 alkyl group Chemical group 0.000 claims description 6
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- 125000004122 cyclic group Chemical group 0.000 claims description 4
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 claims description 4
- 230000002401 inhibitory effect Effects 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
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- MXHBQKVKHGQWRB-UHFFFAOYSA-N trihexyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCC)C(C(=O)OCCCCCC)=C1 MXHBQKVKHGQWRB-UHFFFAOYSA-N 0.000 description 2
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- DQKWXTIYGWPGOO-UHFFFAOYSA-N (2,6-dibromo-4-cyanophenyl) octanoate Chemical compound CCCCCCCC(=O)OC1=C(Br)C=C(C#N)C=C1Br DQKWXTIYGWPGOO-UHFFFAOYSA-N 0.000 description 1
- MZHCENGPTKEIGP-RXMQYKEDSA-N (R)-dichlorprop Chemical compound OC(=O)[C@@H](C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-RXMQYKEDSA-N 0.000 description 1
- RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 1
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- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 1
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical class O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- XFKBBSZEQRFVSL-UHFFFAOYSA-N dipropan-2-yl decanedioate Chemical compound CC(C)OC(=O)CCCCCCCCC(=O)OC(C)C XFKBBSZEQRFVSL-UHFFFAOYSA-N 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical class [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000013022 formulation composition Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229940100242 glycol stearate Drugs 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 description 1
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JCHMGYRXQDASJE-UHFFFAOYSA-N metcamifen Chemical compound C1=CC(NC(=O)NC)=CC=C1S(=O)(=O)NC(=O)C1=CC=CC=C1OC JCHMGYRXQDASJE-UHFFFAOYSA-N 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- CWKFPEBMTGKLKX-UHFFFAOYSA-N picolinafen Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CC=CC(OC=2C=C(C=CC=2)C(F)(F)F)=N1 CWKFPEBMTGKLKX-UHFFFAOYSA-N 0.000 description 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000004672 propanoic acids Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical compound OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 1
- LOQQVLXUKHKNIA-UHFFFAOYSA-N thifensulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C2=C(SC=C2)C(O)=O)=N1 LOQQVLXUKHKNIA-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 241001478887 unidentified soil bacteria Species 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 210000000707 wrist Anatomy 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Definitions
- the present invention relates to a liquid herbicidal composition, comprising pinoxaden, mesosulfuron, and a built-in oil-type adjuvant.
- the present invention also relates to methods for controlling and/or inhibiting the growth of weeds, such as monocotyledonous and/or dicotyledonous weeds, comprising applying to the weeds or to their locus a liquid herbicidal composition, comprising pinoxaden, mesosulfuron, and a built-in oil-type adjuvant.
- Liquid herbicidal compositions comprising an oil-type adjuvant are known from WO 2008/049618.
- Pinoxaden is a herbicide suitable for the control of grass weeds in certain cereals, and is known from WO 99/47525.
- Mesosulfuron is a herbicide suitable forthe control of grasses and otherweeds in cereals, and is known from WO 95/10507.
- formulated pinoxaden products are always applied in combination with adjuvants which may be built-in or added to the spray tank (so-called tank-mix adjuvants).
- tank-mix adjuvants The application of pinoxaden and tank-mix adjuvants is problematic in that physical incompatibilities often exist which may lead to poor biological efficacy and/or problematic application of the admixtures. These incompatibilities also lead to increased levels of flocculation which can result in the blocking of application equipment.
- Adjuvants may also be incorporated into the herbicide composition (so-called built-in adjuvants).
- built-in adjuvants provide the advantage of ensuring the correct dosage of the adjuvant is used in practice. Iftoo little adjuvant is used, the full efficacy potential of the formulation is not achieved. If too high a dose of adjuvant is administered, however, there is the possibility of damage to the crop.
- compositions of pinoxaden comprising a built-in adjuvant are challenging to formulate due to both the instability of pinoxaden, and also difficulties achieving physical compatibility between the built-in adjuvant and the rest of the formulation.
- compositions comprising the herbicides pinoxaden and mesosulfuron shows excellent biological efficacy as well as chemical and physical stability when oil-type adjuvants, in particular polypropylene glycol ethers, are used as built-in adjuvants, in a one-pack concept that does not require the use of a separate tank- mix adjuvant by the end user.
- oil-type adjuvants in particular polypropylene glycol ethers
- Such a composition results in easier handling, especially in markets where products are sold in bulk. It may also lead to significant cost savings during manufacture because the production and packaging of a separate tank-mix adjuvant is no longer required.
- a liquid herbicidal composition comprising:
- a method for inhibiting or controlling undesirable plant growth wherein a herbicida lly effective amount of the composition according to the invention, is applied to the plants or their habitat.
- Pinoxaden (known from WO 99/47525), may be present at a percentage (%) of weight/volume of from 0.5 to 50% w/v, preferably from 2 to 30% w/v, more preferably from 5 to 25% w/v, and most preferably from 10 to 15% w/v.
- Mesosulfuron (known from WO 95/10507) may be present at a percentage (%) of weight/volume of from 0.1 to 20% w/v, preferably from 0.5 to 15% w/v, more preferably from 1 to 10% w/v, and most preferably from 1 to 5% w/v.
- the composition according to the present invention may contain a safener.
- the safener is selected from cloquintocet, cloquintocet acid, cloquintocet-mexyl, mefenpyr-diethyl, cy prosulfa mid, metcamifen, and isoxadifen-ethyl. These safeners are known and are described, for example, in The Pesticide Manual, 18th Ed., British Crop Protection Council 2018, or other readily available resources.
- the safener is cloquintocet-mexyl or mefenpyr-diethyl.
- the safener is mefenpyr-diethyl.
- the safener may be present at a percentage (%) of weight/volume of from 0.1 to 50% w/v, preferably from 0.5 to 20% w/v, more preferably from 1 to 18% w/v, and most preferably from 3 to 12% w/v.
- polypropylene glycol ethers are a high-performance oil-type adjuvant which has allowed a chemically and physically stable, active one-pack composition to be developed.
- Polypropylene glycol ethers include polypropylene glycol stearyl ethers, polypropylene glycol butyl ethers, polypropylene glycol cetyl ethers, and polypropylene glycol myristyl ethers.
- the polypropylene glycol ethers useful in the new composition are polypropylene glycol stearyl ethers, which have been described, for example, in WO 03/022048. Their structure is described below:
- R-(O-CH 2 CH(CH 3 ))n-O-R 1 wherein R is a C12 to Cis straight- or branched-chain alkyl or alkenyl group, n is 1 to 30, and R 1 is H or methyl.
- R is a Cu to Cis straight- or branched-chain alkyl or alkenyl group, and more preferably R is a Cis to Cis straight- or branched-chain alkyl group.
- n is 2 to 20; more preferably 5 to 18; and even more preferably 8 to 15. More preferably still, n is 11 or 15.
- R 1 is H.
- Preferred polypropylene glycol stearyl ethers for use in the new compositions are stearyl ethers having between 10 and 20 polypropylene glycol units.
- Particularly preferred stearyl ethers include polypropylene- 15-stearyl ethers and polypropylene-1 1 -stearyl ethers.
- Polypropylene-15-stearyl ethers and polypropylene-11 -stearyl ethers include Acconon® E (ABITEC), ArlamolTM PS15 (Croda Chem.
- a particularly preferred polypropylene glycol stearyl ether is ArlamolTM PS15E, a stearyl ether having 11 polypropylene glycol units (Croda Chemicals Ltd. Goole, England).
- the oil-type adjuvant may be present at a percentage (%) of weight/volume of from 15 to 65% w/v, preferably from 20 to 55% w/v, more preferably from 25 to 40% w/v, even more preferably from 28 to 37% w/v, and more preferably still from 30 to 37% w/v.
- surfactants are included as emulsifiers, dispersants, and wetting agents.
- the surfactants useful in the new compositions are known in the art and comprise, for example, salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; salts of arylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products, such as nonylphenol ethoxylate; alcohol-alkylene oxide addition products, such as tridecyl alcohol ethoxylate; soaps, such as sodium stearate; salts of alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinate salts, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as ethoxylated sorbi
- Each surfactant may be present at a percentage (%) of weight/volume from 0.1 to 20%. Preferably from 0.5 to 10% w/v, more preferably from 0.75 to 8% w/v, and more preferably still from 1 to 6% w/v.
- the total amount of surfactant may be comprised from 3 to 30% w/v, preferably from 5 to 25% w/v, more preferably 10 to 20% w/v, and most preferably 14 to 18% w/v.
- Oil carriers serve as a medium to disperse active ingredients.
- Oil carriers suitable for use in the composition of the present invention may be selected from rape seed oil, methylated rape seed oil, synthetic paraffins (e.g. (C12-C16), (Cu-Cis), (C15-C21), and (C18-C26)) , dipropylene glycol dibenzoate, hydrocarbons (e.g. Cn-Cu, n-alkanes, isoalkanes, cyclics, and ⁇ 2% aromatics), aromatic hydrocarbons (e.g. C10-C13, and ⁇ 1 % naphthalene), aromatic hydrocarbons (e.g.
- the oil carrier is selected from rape seed oil, methylated rape seed oil, synthetic paraffins (e.g. (C12-C16), (Cu-Cu), (C15-C21), and (C18-C26)), dipropylene glycol dibenzoate, hydrocarbons (e.g. Cn-Cu, n-alkanes, isoalkanes, cyclics, and ⁇ 2% aromatics), aromatic hydrocarbons (e.g. C10-C13, and ⁇ 1 % naphthalene), aromatic hydrocarbons (e.g. Cg, and benzene ⁇ 0.1%), mixtures of petroleum extracts comprising solvent-dewaxed light paraffinic and solvent-dewaxed heavy paraffinic distillates, and isoparaffinic hydrocarbon, or mixtures thereof.
- synthetic paraffins e.g. (C12-C16), (Cu-Cu), (C15-C21), and (C18-C26)
- the oil carrier is selected from rape seed oil, methylated rape seed oil, and mixtures of petroleum extracts comprising solvent-dewaxed light paraffinic and solvent-dewaxed heavy paraffinic distillates, or mixtures thereof.
- the oil carrier is selected from synthetic paraffins (e.g. (C12-C16), (Cu-Cis) , (C15-C21), and (C18-C26)), dipropylene glycol dibenzoate, hydrocarbons (e.g. Cn-Cu, n-alkanes, isoalkanes, cyclics, and ⁇ 2% aromatics), aromatic hydrocarbons (e.g. C10-C13, and ⁇ 1% naphthalene), aromatic hydrocarbons (e.g.
- the oil carrier is a mixture of petroleum extracts comprising solvent-dewaxed light paraffinic and solvent-dewaxed heavy paraffinic distillates.
- the oil carrier or mixtures thereof may be present at a percentage (%) of weight/volume (w/v) from 10 to 90% w/v, preferably from 15 to 40% w/v, more preferably from 17 to 35% w/v, and more preferably still from 20 to 25% w/v.
- the new compositions may also comprise additional formulation aids known in the art such as crystallisation inhibitors, viscosity-modifying substances, suspending agents, dyes, anti-oxidants, foaming agents, light absorbers, mixing aids, anti-foams, complexing agents, neutralising or pH- modifying substances and buffers, corrosion-inhibitors, fragrances, wetting agents, absorption improvers, micronutrients, plasticisers, glidants, lubricants, dispersants, thickeners, anti-freezes, microbiocides, and also liquid and solid fertilisers.
- additional formulation aids known in the art such as crystallisation inhibitors, viscosity-modifying substances, suspending agents, dyes, anti-oxidants, foaming agents, light absorbers, mixing aids, anti-foams, complexing agents, neutralising or pH- modifying substances and buffers, corrosion-inhibitors, fragrances, wetting agents, absorption improvers, micronutrients, plasticisers, glidants, lubricants
- Each additional formulation ingredient may be present at a percentage (%) of weight/volume of from 0.01 to 5% w/v, preferably from 0.05 to 4% w/v, more preferably from 0.1 to 3% w/v, and more preferably still from 0.5 to 1 .5% w/v.
- an additional co-herbicide for pinoxaden and mesosulfuron may be incorporated into the compositions according to the present invention. It is preferred to select the co-herbicide from the group consisting of aryloxyphenoxy and heteroaryloxyphenoxy propionic acids, cyclohexandiones, sulfonyl urea, triazolopyrimidines, nitriles, thiocarbamates, dinitroanilines, benzoic acids, phenoxy acids and pyridine carboxylic acids.
- compositions according to the present invention are prepared in the form of an oil dispersion (OD).
- OD oil dispersion
- the compositions according to the present invention may also be prepared in the form of a suspo-emulsion (SE) or suspension concentrate (SC).
- SE suspo-emulsion
- SC suspension concentrate
- Diluted formulations can be prepared, for example, with water, liquid fertilisers, micronutrients, biological organisms, oil, or solvents.
- compositions according to the present invention are biologically highly effective and chemically and physically stable.
- the compositions are characterized by a breakdown of less than 10% pinoxaden and 10% mesosulfuron after 8 weeks storage at a temperature of 40 °C.
- the compositions according to the invention may also be characterized in a 10% reduction in crystal growth.
- a liquid herbicidal composition comprising:
- liquid herbicidal composition comprising:
- liquid herbicidal composition comprising:
- composition according to the present invention comprises:
- composition according to the present invention comprises:
- oil carrier Different from the oil-type adjuvant.
- composition according to the present invention comprises:
- composition according to the present invention comprises:
- the formulations may be prepared, for example, by mixing the active ingredients (i.e. pinoxaden and mesosulfuron, optionally in combination with a safener) with formulation adjuvants and other co- formulants in order to obtain compositions in the form of solutions or dispersions.
- active ingredients i.e. pinoxaden and mesosulfuron, optionally in combination with a safener
- formulation adjuvants and other co- formulants in order to obtain compositions in the form of solutions or dispersions.
- the invention also relates to a method for inhibiting or controlling undesirable plant growth, wherein a herbicidally effective amount of the composition according to the present invention is applied to the plants or their habitat.
- Crops of useful plants in which the compositions according to the invention can be used include especially cereals, in particular wheat, durum wheat, triticale, rye and barley.
- the term "crops” is to be understood as also including crops that have been rendered tolerant to herbicides or classes of herbicides (for example ALS, GS, EPSPS, PPO and HPPD inhibitors) as a result of conventional methods of breeding or genetic engineering.
- herbicides or classes of herbicides for example ALS, GS, EPSPS, PPO and HPPD inhibitors
- An example of a crop that has been rendered tolerant e.g. to imidazolinones, such as imazamox, by conventional methods of breeding is Clearfield® summer rape (Canola).
- crops that have been rendered tolerant to herbicides by genetic engineering methods include e.g.
- the weeds to be controlled may be both monocotyledonous and dicotyledonous weeds, such as, for example, Stellaria, Apera, Avena, Setaria, Sinapis, Lolium, Echinochloa, Bromus, Alopecurus, Phalaris, Amaranthus, Chenopodium, Convolvulus, Chrysanthemum, Papaver, Cirsium, Polygonum, Matricaria, Galium, Viola and Veronica.
- Stellaria Apera, Avena, Setaria, Sinapis, Lolium, Echinochloa, Bromus, Alopecurus, Phalaris, Amaranthus, Chenopodium, Convolvulus, Chrysanthemum, Papaver, Cirsium, Polygonum, Matricaria, Galium, Viola and Veronica.
- Crops are also to be understood as being those which have been rendered resistant to harmful insects by genetic engineering methods, for example Bt maize (resistant to European corn borer), Bt cotton (resistant to cotton boll weevil) and also Bt potatoes (resistant to Colorado beetle).
- Bt maize are the Bt-176 maize hybrids of NK® (Syngenta Seeds).
- the Bt toxin is a protein that is formed naturally by Bacillus thuringiensis soil bacteria. Examples of toxins and transgenic plants able to synthesise such toxins are described in EP-A-451 878, EP-A-374 753, WO 93/07278, WO 95/34656, WO 03/052073 and EP-A-427 529.
- transgenic plants that contain one or more genes which code for an insecticidal resistance and express one or more toxins are KnockOut® (maize), Yield Gard® (maize), NuCOTIN33BC (cotton), Bollgard® (cotton), NewLeaf® (potatoes), NatureGard® and Protexcta®.
- Plant crops and their seed material can be resistant to herbicides and at the same time also to insect feeding ("stacked" transgenic events). Seed can, for example, have the ability to express an insecticidally active Cry3 protein and at the same time be glyphosate-tolerant.
- the term "crops" is to be understood as also including crops obtained as a result of conventional methods of breeding or genetic engineering which contain so-called output traits (e.g. improved flavour, storage stability, nutritional content).
- Areas under cultivation are to be understood as including land where the crop plants are already growing as well as land intended for the cultivation of those crop plants.
- Example 1 A.I./Co-formulant Compatibility - It is well known that pinoxaden is incompatible with certain chemicals. The below table shows the loss of active ingredients pinoxaden and mesosulfuron in the presence of various co-formulants. Each composition comprised 10% w/w of each A. I. at the start ofthe study, the compositions were stored fortwo weeks at 54 °C after which the percentage (%) of A. I. loss was measured, as shown below in Table 1 .
- the thickener system was activated in the adjuvant/oil carrier blend with high shear mixing.
- the surfactants were added and the safener solubilized in the blend before the active ingredients were dispersed during high shear.
- the resulting mixtures were ground in a bead mill.
- Table 3 Decomposition (%) of formulation examples after storage for 8 weeks at 40 °C
- compositions comprising polypropylene glycol stearyl ether (adjuvant) and an appropriate co-formulant system compared to compositions devoid of polypropylene glycol stearyl ether.
- the chemical stability of a formulation is an important criterion, but equally important is the physical stability.
- the following table summarises physical stability of the various compositions after storage. Table 4: Physical Properties of Formulation Examples
- Table 6 Control of weeds (%) The test plants were sprayed with formulations F1 to F7 using a 200 L/ha spray volume. The results were obtained by visual assessments 21 to 28 days are summarized below in Table 6.
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- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Chemical & Material Sciences (AREA)
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Abstract
L'invention concerne une composition herbicide liquide comprenant du pinoxaden, du mésosulfuron et un adjuvant, l'adjuvant étant un adjuvant de type à huile intégrée.
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GBGB2117598.9A GB202117598D0 (en) | 2021-12-06 | 2021-12-06 | Herbicidal compositions |
GB2117598.9 | 2021-12-06 |
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AR (1) | AR127849A1 (fr) |
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Citations (15)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0374753A2 (fr) | 1988-12-19 | 1990-06-27 | American Cyanamid Company | Toxines insecticides, gènes les codant, anticorps les liant, ainsi que cellules végétales et plantes transgéniques exprimant ces toxines |
EP0427529A1 (fr) | 1989-11-07 | 1991-05-15 | Pioneer Hi-Bred International, Inc. | Lectines larvicides, et résistance induite des plantes aux insectes |
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WO2003052073A2 (fr) | 2001-12-17 | 2003-06-26 | Syngenta Participations Ag | Nouvel evenement du mais |
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WO2008049618A2 (fr) | 2006-10-27 | 2008-05-02 | Syngenta Participations Ag | Compositions herbicides |
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WO2014140227A1 (fr) * | 2013-03-14 | 2014-09-18 | Syngenta Participations Ag | Composition herbicide comprenant des microparticules de polymère contenant une auxine synthétique ou un inhibiteur d'acétolactate synthase (als), et procédé de lutte contre les mauvaises herbes |
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-
2021
- 2021-12-06 GB GBGB2117598.9A patent/GB202117598D0/en not_active Ceased
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EP0451878A1 (fr) | 1985-01-18 | 1991-10-16 | Plant Genetic Systems, N.V. | Modification de plantes par techniques de génie génétique pour combattre ou contrôler les insectes |
EP0374753A2 (fr) | 1988-12-19 | 1990-06-27 | American Cyanamid Company | Toxines insecticides, gènes les codant, anticorps les liant, ainsi que cellules végétales et plantes transgéniques exprimant ces toxines |
EP0427529A1 (fr) | 1989-11-07 | 1991-05-15 | Pioneer Hi-Bred International, Inc. | Lectines larvicides, et résistance induite des plantes aux insectes |
WO1993007278A1 (fr) | 1991-10-04 | 1993-04-15 | Ciba-Geigy Ag | Sequence d'adn synthetique ayant une action insecticide accrue dans le mais |
WO1995010507A1 (fr) | 1993-10-15 | 1995-04-20 | Hoechst Schering Agrevo Gmbh | Urees de phenylsulfonyle, leur procede de preration et leur utilisation comme herbicides et comme regulateurs de la croissance vegetale |
WO1995034656A1 (fr) | 1994-06-10 | 1995-12-21 | Ciba-Geigy Ag | Nouveaux genes du bacillus thuringiensis codant pour des toxines actives contre les lepidopteres |
WO1999047525A1 (fr) | 1998-03-13 | 1999-09-23 | Novartis Ag | Derives de 3-hydroxy-4-aryl-5-oxopyrazoline a activite herbicide |
WO2001011958A1 (fr) * | 1999-08-18 | 2001-02-22 | Huntsman Petrochemical Corporation | Adjuvants tensioactifs a base d'ester de phosphate et leurs compositions |
WO2003022048A1 (fr) | 2001-09-06 | 2003-03-20 | Syngenta Limited | Nouveaux composes |
US7241720B2 (en) * | 2001-09-27 | 2007-07-10 | Syngenta Crop Protection, Inc. | Herbicidal composition |
WO2003052073A2 (fr) | 2001-12-17 | 2003-06-26 | Syngenta Participations Ag | Nouvel evenement du mais |
WO2008049618A2 (fr) | 2006-10-27 | 2008-05-02 | Syngenta Participations Ag | Compositions herbicides |
WO2009152827A2 (fr) * | 2008-05-28 | 2009-12-23 | Gat Microencapsulation, Ag | Suspensions concentrées dans de l'huile de sulfonylurées et combinaisons avec du fluroxypyr ou d'autres produits agrochimiques |
WO2014140227A1 (fr) * | 2013-03-14 | 2014-09-18 | Syngenta Participations Ag | Composition herbicide comprenant des microparticules de polymère contenant une auxine synthétique ou un inhibiteur d'acétolactate synthase (als), et procédé de lutte contre les mauvaises herbes |
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Also Published As
Publication number | Publication date |
---|---|
GB202117598D0 (en) | 2022-01-19 |
AR127849A1 (es) | 2024-03-06 |
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