NO141777B - HERBICID AGENT. - Google Patents
HERBICID AGENT. Download PDFInfo
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- NO141777B NO141777B NO4775/73A NO477573A NO141777B NO 141777 B NO141777 B NO 141777B NO 4775/73 A NO4775/73 A NO 4775/73A NO 477573 A NO477573 A NO 477573A NO 141777 B NO141777 B NO 141777B
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- 239000000203 mixture Substances 0.000 claims description 24
- 230000002363 herbicidal effect Effects 0.000 claims description 12
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims description 12
- -1 trimethylcyclo-hexenylidene group Chemical group 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 239000011630 iodine Substances 0.000 claims description 2
- 125000006501 nitrophenyl group Chemical group 0.000 claims description 2
- 239000004009 herbicide Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 241000196324 Embryophyta Species 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 4
- QIIPQYDSKRYMFG-UHFFFAOYSA-N phenyl hydrogen carbonate Chemical compound OC(=O)OC1=CC=CC=C1 QIIPQYDSKRYMFG-UHFFFAOYSA-N 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 244000062793 Sorghum vulgare Species 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 235000019713 millet Nutrition 0.000 description 3
- JUUJGJKBAHKKSW-UHFFFAOYSA-N (2-cyanophenyl) hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1C#N JUUJGJKBAHKKSW-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- 241001232700 Carex aquatilis Species 0.000 description 2
- 240000004385 Centaurea cyanus Species 0.000 description 2
- 235000005940 Centaurea cyanus Nutrition 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940055577 oleyl alcohol Drugs 0.000 description 2
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 description 1
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
- 241001290610 Abildgaardia Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 244000042664 Matricaria chamomilla Species 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 241000209490 Nymphaea Species 0.000 description 1
- 235000016791 Nymphaea odorata subsp odorata Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 241000220286 Sedum Species 0.000 description 1
- 235000002634 Solanum Nutrition 0.000 description 1
- 241000207763 Solanum Species 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- RNWGYDIGXJHCHP-UHFFFAOYSA-L calcium;dodecane-1-sulfonate Chemical compound [Ca+2].CCCCCCCCCCCCS([O-])(=O)=O.CCCCCCCCCCCCS([O-])(=O)=O RNWGYDIGXJHCHP-UHFFFAOYSA-L 0.000 description 1
- HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- CLDLHEOVBBBZAF-UHFFFAOYSA-N cyano phenyl carbonate Chemical compound N#COC(=O)OC1=CC=CC=C1 CLDLHEOVBBBZAF-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical class ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000008234 soft water Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
Classifications
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- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
-
- 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
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
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- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines Containing Plant Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Foreliggende oppfinnelse angår herbicide blandinger inneholdende visse fenoxycarboxylsyre- The present invention relates to herbicidal mixtures containing certain phenoxycarboxylic acid
oximestere i blanding med isoforon og cyanfenylcarbonater, som kan anvendes til bekjempelse av ugress, særlig i kornkulturer. oximesters in a mixture with isophorone and cyanophenyl carbonates, which can be used to control weeds, especially in cereal crops.
Herbicide blandinger med forskjellige virkestoffer anvendes ofte. De tjener f.eks. til å odelegge et stort antall plantearter mere fullkomment ved en enkelt behandling enn dette er mulig ved anvendelse av enkeltbestanddelene. De fleste herbicider oppviser i blandinger imidlertid bare den virkning som de ville oppvise ved sin anvendelse alene. En utover virkningen av enkeltkomponentene gående og forskjellig virkning av slike blandinger er derimot temme-lig sjelden og er, på grunn av det hittil manglende kjennskap til den til grunn for en slik virkning liggende virkningsmekanisme, Herbicide mixtures with different active ingredients are often used. They serve e.g. to destroy a large number of plant species more completely with a single treatment than is possible when using the individual components. However, most herbicides exhibit in mixtures only the effect that they would exhibit when used alone. A different effect of such mixtures that goes beyond the effect of the individual components is, on the other hand, quite rare and, due to the hitherto lack of knowledge of the mechanism of action underlying such an effect, is
ennu ikke forutsebar. not yet predictable.
Herbicide midler på basis av diurethaner (tysk offentlig-gjorelsesskrift 1.567.151) og carbamatureaer (tysk offentliggjor-elsesskrift 1.593-520) har allerede vært foreslått til anvendelse som ugressbekjempelsesmiddel. Det har imidlertid vist seg at deres herbicide virkning ikke alltid tilstrekkelig har oppfylt de ford-ringer som stilles i praksis. Som ulempe har dessuten vært deres relative tungtopploselighet, som vanskeliggjør eller forhindrer fremstilling av de i praksis mest foretrukne konsentrater med hoy virkestoffkonsentrasjon. Herbicides based on diurethans (German Official Gazette 1,567,151) and carbamatureas (German Official Gazette 1,593-520) have already been proposed for use as herbicides. However, it has been shown that their herbicidal effect has not always sufficiently met the requirements set in practice. A disadvantage has also been their relative low solubility, which makes it difficult or prevents the production of the most preferred concentrates with a high active ingredient concentration in practice.
Til grunn for oppfinnelsen lå derfor den oppgave å overvinne ulempene ved de kjente herbicider og fremskaffe et ugressbekjempelsesmiddel som kunne opparbeides i hoy konsentrasjon, og som hadde en oket herbicid virkning. The basis for the invention was therefore the task of overcoming the disadvantages of the known herbicides and providing a weed control agent which could be worked up in high concentration, and which had an increased herbicidal effect.
Denne oppgave ble lost ifolge oppfinnelsen ved herbicide blandinger som inneholder (A) 10 - 75 vektdeler, fortrinnsvis 50 vektdeler, av minst en forbindelse med den generelle formel: This task was solved according to the invention by herbicidal mixtures containing (A) 10 - 75 parts by weight, preferably 50 parts by weight, of at least one compound with the general formula:
hvor R^ er alkyl med 1-4 carbonatomer, fenyl eller nitrofenyl, where R^ is alkyl with 1-4 carbon atoms, phenyl or nitrophenyl,
R2 er hydrogen, methyl eller fenyl, eller R^ og R2 kan sammen med det carbonatom til hvilket de er bundet, være en trimethylcyclo-hexenylidengruppe, R^ er hydrogen eller methyl, X er klor og/eller methyl, og n er 1, 2 eller 3, (B) 20-75 vektdeler, fortrinnsvis 35-45 vektdeler, isoforon med formelen: såvel som eventuelt 2-25 vektdeler, fortrinnsvis 4-5 vektdeler, av et overflateaktivt middel i blanding med (C) 1-50 vektdeler, fortrinnsvis 5~10 vektdeler, av en herbicid virksom forbindelse med den generelle formel: R2 is hydrogen, methyl or phenyl, or R^ and R2 together with the carbon atom to which they are attached can be a trimethylcyclo-hexenylidene group, R^ is hydrogen or methyl, X is chlorine and/or methyl, and n is 1, 2 or 3, (B) 20-75 parts by weight, preferably 35-45 parts by weight, isophorone with the formula: as well as optionally 2-25 parts by weight, preferably 4-5 parts by weight, of a surfactant in mixture with (C) 1-50 parts by weight , preferably 5~10 parts by weight, of a herbicidally active compound with the general formula:
hvor R^ er alkyl med 1-4 carbonatomer, R^ er hydrogen eller methyl, og X og Y, som er like eller forskjellige, er jod eller brom. where R^ is alkyl of 1-4 carbon atoms, R^ is hydrogen or methyl, and X and Y, which are the same or different, are iodine or bromine.
Blandingene som anvendes ifolge oppfinnelsen, oppviser over-raskende en herbicid virkning som ved samme anvendelsesmengder er The mixtures used according to the invention surprisingly exhibit a herbicidal effect which, at the same application quantities, is
storre enn virkningen av enkeltkomponentene, hvilket alene allerede utgjor et betydelig teknisk fremskritt. Som det videre ble funnet, kan disse blandinger imidlertid dessuten fremstilles i form av høy-konsentrerte, emulgerbare oppløsninger med et virkestoffinnhold greater than the effect of the individual components, which alone already constitutes a significant technical advance. As was further found, however, these mixtures can also be prepared in the form of highly concentrated, emulsifiable solutions with an active substance content
opp til ca. 80 vekt%, hvilket hittil ikke har vært oppnåelig, og er av stor betydning for formuleringen av disse herbicider. up to approx. 80% by weight, which has so far not been achievable, and is of great importance for the formulation of these herbicides.
Overfor sammenlignbare blandinger med substituerte fenoxy-carboxylsyreestere av kjent konstitusjon opplost i isoforon oppviser de dessuten (ien ikke forutsebare ' fordel at blandingene ifolge oppfinnelsen ikke utvikler noe damptrykk. Derved blir forurensningen av luften og risikoen for å bringe i fare omfintlige kulturer som står på nabofelter, unngått. Compared to comparable mixtures with substituted phenoxy-carboxylic acid esters of known constitution dissolved in isophorone, they also have the (unforeseeable) advantage that the mixtures according to the invention do not develop any vapor pressure. Thereby, the pollution of the air and the risk of endangering valuable crops standing on neighboring fields , avoided.
Som særlig egnede bestanddeler til fremstilling av blandingene som anvendes ifolge oppfinnelsen, nevnes eksempelvis folgende: A. Fenoxycarboxylsyreoximestere med den generelle formel ( I) As particularly suitable ingredients for the preparation of the mixtures used according to the invention, the following are mentioned for example: A. Phenoxycarboxylic acid oximesters with the general formula (I)
Foretrukne forbindelser med denne formel er oppført i den følgende tabell. Preferred compounds of this formula are listed in the following table.
Disse forbindelser kan fremstilles på i og for seg kjent vis, f.eks. ved omsetning av tilsvarende oxiraer med fenoxycarboxyl-syreklorider eller -syreanhydrider, eventuelt i nærvær av en syre-akseptor og et oppløsningsmiddel. De nevnte forbindelser kan enten anvendes alene eller i blanding med hverandre. These compounds can be prepared in a manner known per se, e.g. by reaction of corresponding oxiras with phenoxycarboxylic acid chlorides or acid anhydrides, optionally in the presence of an acid acceptor and a solvent. The aforementioned compounds can either be used alone or in admixture with each other.
B Isoforon med formelen ( II) B Isophorone with the formula ( II)
Denne i og for seg kjente forbindelse kan likeledes fremstilles ved i og for seg kjente fremgangsmåter. This per se known compound can likewise be produced by per se known methods.
Som overflateaktive stoffer kan f.eks. anvendes: calciumdodecylsulfonat, oleylalkoholpolyglycolether, ethoxylert isooctylfenol, ethoxylert octylfenol, ethoxylert nonyl-fenol, alkylfenolpolyglycolether, tributylfenylpolyglycolether, alkylarylsulfonater , alkylarylpolyetheralkoholer, isotridecylalko-hol, alkylsulfater, laurylethersulfater, fettalkoholethylenoxyd-kondensater, ethoxylert risinusolje, polyoxyethylenalkylether, ethoxylert polyoxypropylen, sorbitestere og laurylalkohol-poly-glycoletheracetal. As surfactants, e.g. used: calcium dodecyl sulfonate, oleyl alcohol polyglycol ether, ethoxylated isooctylphenol, ethoxylated octylphenol, ethoxylated nonyl phenol, alkylphenol polyglycol ether, tributylphenyl polyglycol ether, alkylarylsulfonates, alkylaryl polyether alcohols, isotridecyl alcohol, alkyl sulfates, lauryl ether sulfates, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylated polyorbitester and lauryl polyoxypropylene alcohol, -glycoletheracetal.
C Cyanfenylcarbonater med de n generelle formel ( III) C Cyanophenyl carbonates with the n general formula ( III)
Foretrukne forbindelser med denne formel er: Preferred compounds of this formula are:
Disse forbindelser lar seg f.eks. på i og for seg kjent vis fremstille ved omsetning av tilsvarende hydroxybenzonitriler med halogenformyloximer, eventuelt under tilsetning av en base. These connections can be e.g. prepared in a manner known per se by reaction of corresponding hydroxybenzonitriles with haloformyl oximes, optionally with the addition of a base.
Komponentene bringes sammen og blandes intensivt med hverandre ved egnede røre- eller blandemetoder. Herved dann«s de ønskede høykonsentrerte virkestoffoppløsninger, som selv ved lavere temperaturer ikke er tilbøyelige til å krystallisere og er overordentlig lagringsstabile. The components are brought together and mixed intensively with each other using suitable stirring or mixing methods. In this way, the desired highly concentrated active ingredient solutions are formed, which even at lower temperatures are not prone to crystallisation and are extremely stable on storage.
Disse oppløsninger gir ved fortynning med vann vandige emulsjoner av utmerket kvalitet. When diluted with water, these solutions give aqueous emulsions of excellent quality.
Særlig egnet er slike oppløsninger hvori komponenten C foreligger i mengder på 5 - 25 vektdeler, fortrinnsvis 5 eller IO vektdeler. Particularly suitable are such solutions in which the component C is present in amounts of 5 - 25 parts by weight, preferably 5 or 10 parts by weight.
Anvendelsen av blandingene skjer i regelen ved post-emergensmetoden, idet påføringsmengden alt efter forbindelsene utgjør 0,5 - 2 kg virkestoff/ha. The application of the mixtures usually takes place by the post-emergence method, with the amount of application depending on the compounds being 0.5 - 2 kg of active substance/ha.
Med samme virkningsgrad kan påføringsmengden herved over-raskende nok være betraktelig lavere enn ved enkeltkomponentene. With the same degree of effectiveness, the amount of application can surprisingly be considerably lower than with the individual components.
<p>åføringen av blandingen skjer på vanlig vis, f.eks. med vann som bærer i sprøytevæskemengder på lOO-lOOO l/ha. For total ugressbekjempelse kan også uten videre den delvise vanlige sprøyte-væskeaengde på over 1000 l/ha påføres. Anvendelse av midlene i den såkalte "ultra-lavvolumsmetode" er også mulig. <p>the mixture is applied in the usual way, e.g. with water carrying in spray liquid amounts of lOO-lOOO l/ha. For total weed control, the partial normal spray liquid volume of over 1000 l/ha can also be applied without further ado. Application of the funds in the so-called "ultra-low volume method" is also possible.
De følgende eksempler tjener til å belyse oppfinnelsen. The following examples serve to illustrate the invention.
Eksempel 1 Example 1
50 vektdeler av en fenoxycarboxylsyreoximester fra gruppen 2 - (2,4-diklorfenoxy)-propionsyre-acetonoximester, (2-methyl-4-klorfenoxy)-eddiksyre-(3 >5>5-trimethyl-2-cyclohexenonoxim)-ester, 2 -(2,4-diklorf enoxy)-propionsyre-(3,5,5-trimethyl-2-cyclohexenon-oxim)-ester, 2-(2,4-diklorfenoxy)-propionsyre-acetofenonoxim-est er, 2 -(2,4-diklorf enoxy)-propionsyre-methylisobutyl-ketoxim-ester, 2-(2,4-diklorf enoxy)-propionsyre-(3-nit robenzaldoxim)-est er, 2-(2,4-diklorf enoxy)-propionsyre-benzofenonoximester, 2 -(2 —methy1-4-klorf enoxy)-propionsyre-acetonoximester, (2,4-diklorfenoxy)-eddiksyre-acetonoximester, (2,4>5-triklor-fenoxy)-eddiksyre-acetonoximester, (2-methyl-4-klorfenoxy)-eddiksyre-acetonoximester, 2-(2,4,5-triklorfenoxy)-propionsyre-acetonoximester 50 parts by weight of a phenoxycarboxylic acid oximester from group 2 - (2,4-dichlorophenoxy)-propionic acid-acetone oximester, (2-methyl-4-chlorophenoxy)-acetic acid-(3 >5>5-trimethyl-2-cyclohexenone oxime)-ester, 2 -(2,4-dichlorophenoxy)-propionic acid-(3,5,5-trimethyl-2-cyclohexenone-oxime)-ester, 2-(2,4-dichlorophenoxy)-propionic acid-acetophenone-oxime-ester, 2 -( 2,4-dichlorophenoxy)-propionic acid methylisobutyl-ketoxime ester, 2-(2,4-dichlorophenoxy)-propionic acid-(3-nitrobenzaldoxime)-ester, 2-(2,4-dichlorophenoxy)- propionic acid benzophenoneoxy ester, 2 -(2 —methy1-4-chlorophenoxy)-propionic acid acetoneoxy ester, (2,4-dichlorophenoxy)-acetic acid acetoneoxy ester, (2,4>5-trichlorophenoxy)-acetic acid acetoneoxy ester, ( 2-methyl-4-chlorophenoxy)-acetic acid-acetoneoxy ester, 2-(2,4,5-trichlorophenoxy)-propionic acid-acetoneoxy ester
og and
IO vektdeler av et cyanfenylcarbonat fra gruppen isopropylidenamino-(2,6-dijod-4-cyanfenyl)-carbonat, 1-sek-buty1-ethylidenamino-(2,6-dijod-4-cyanfenyl)-carbonat, 1-ethylethylidenamino-(2,6-dijod-4-cyanfenyl)-carbonat, 1-isopropylethylidenamino-(2,6-dijod-4-cyanfenyl)-carbonat, 1-methylpropylidenamino-(2,6-dibrom-4-cyanfenyl)-carbonat og 10 parts by weight of a cyanophenyl carbonate from the group isopropylideneamino-(2,6-diiodo-4-cyanophenyl)-carbonate, 1-sec-buty1-ethylideneamino-(2,6-diiodo-4-cyanophenyl)-carbonate, 1-ethylethylideneamino-( 2,6-diiodo-4-cyanophenyl)-carbonate, 1-isopropylethylideneamino-(2,6-diiodo-4-cyanophenyl)-carbonate, 1-methylpropylideneamino-(2,6-dibromo-4-cyanophenyl)-carbonate and
36 vektdeler isoforon, 2 vektdeler alkylbenzen og 2 vektdeler av en blanding av calciumdodecylbenzensulfonat og oleylalkoholpolyglycolether 36 parts by weight of isophorone, 2 parts by weight of alkylbenzene and 2 parts by weight of a mixture of calcium dodecylbenzene sulphonate and oleyl alcohol polyglycol ether
ble blandet med hverandre. Produktet tjente som. emulsjonskonsen-trat og kan fortynnes med vann til en emulsjon. were mixed with each other. The product served as. emulsion concentrate and can be diluted with water to form an emulsion.
Den herbicide virkning av disse blandinger fremgår av det følgende eksempel. The herbicidal effect of these mixtures can be seen from the following example.
Eksempel 2 Example 2
I drivhus ble kamillebrom, myktvetann, klengeinaure og hønsehirse behandlet med de i tabellen anførte midler og påfør-ingsmengder ved post-emergensmetoden. Midlene ble påsprøytet jevnt på plantene som vandige emulsjoner med 500 1 vann/ha. 14 dager efter sprøytingen ble behandlingsresultatet be-stemt efter et lineært boniturskjerna, idet O betegner total til-intetgjørelse og 100 betegner ikke skadet. In greenhouses, camomile bromide, soft sedum, klengeinaure and hen's millet were treated with the agents and application amounts listed in the table using the post-emergence method. The agents were sprayed evenly on the plants as aqueous emulsions with 500 1 water/ha. 14 days after the spraying, the treatment result was determined according to a linear scoring kernel, with O denoting total destruction and 100 denoting no damage.
Til bestemmelse av den synergiske virkning ble den av To determine the synergistic effect, it was
S. R. Colby beskrevne metode anvendt (S. R. Colby "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations" Weeds 15, 1, 1967). S. R. Colby described method used (S. R. Colby "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations" Weeds 15, 1, 1967).
Beregningen skjedde efter følgende formel: The calculation took place according to the following formula:
x = tilvekst i forhold til kontroUforsøk ved behandling med herbicid A ved p kg påføringsmengde pr. hektar. Kontroll-prøven satt lik lOO. x = growth in relation to the control trial when treated with herbicide A at p kg application quantity per hectares. The control sample was set equal to lOO.
y = tilvekst i forhold til kontrollforsøk ved behandling med herbicid B ved q kg påføringsmengde pr. hektar. Kontrollen satt lik 100. y = growth in relation to the control trial when treated with herbicide B at q kg application quantity per hectares. The control was set equal to 100.
E = ventet tilvekst i prosent av kontrollforsøk efter behandling med den herbicide blanding (A + B) ved (p + q) kg påføringsmengde pr. hektar. E = expected increase in percentage of control trials after treatment with the herbicidal mixture (A + B) at (p + q) kg application quantity per hectares.
Er den iakttatte verdi lavere enn den ventede verdi E, har blandingen synergisk virkning. If the observed value is lower than the expected value E, the mixture has a synergistic effect.
De i det følgende beskrevne eksempler erholdte virknings-data er alltid mindre enn den ifølge Colby beregnede additive virkning av blandingene ifølge oppfinnelsen, og deres synergiske virkning er derved bevist. The effect data obtained in the examples described below are always less than the additive effect calculated according to Colby of the mixtures according to the invention, and their synergistic effect is thereby proven.
Eksempel 3Example 3
De 1 den fdlgende tabell oppforte midler ble sproytet på vassarve, kornblomst, klengemaure, Solanum ssp. og stor busthirse. Behandling og bedommelse skjedde som i eksempel 2. The agents listed in the following table were sprayed on water sedge, cornflower, sedge ants, Solanum ssp. and large bush millet. Treatment and assessment took place as in example 2.
Også i dette forsok er de iakttatte verdier mindre enn de beregnede verdier efter formelen til Colby. Also in this experiment, the observed values are smaller than the calculated values according to Colby's formula.
Den synergiske virkning av blandingene ifolge oppfinnelsen er derved likeledes bevist. The synergistic effect of the mixtures according to the invention is thereby also proven.
Eksempel U Example U
Vassarve, åkersvineblom, kamilleblom, myktvetann, kornblomst Water sedge, field pig flower, chamomile flower, soft water lily, cornflower
og honsehirse ble ved post-emergensmetoden behandlet jevnt med de i den folgende Tabell anfcrte midler og doseringer i 500 liter vann/ha. and honse millet were treated evenly with the agents and dosages listed in the following table in 500 liters of water/ha using the post-emergence method.
De lh dager efter behandlingen fundne verdier for disse forsok var mindre enn verdiene beregnet efter Colby's formel. Således fikk man også med disse blandinger en synergisk virkning. The values found lh days after the treatment for these trials were less than the values calculated according to Colby's formula. Thus, a synergistic effect was also obtained with these mixtures.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2303336A DE2303336A1 (en) | 1973-01-20 | 1973-01-20 | HERBICIDAL MIXTURES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO141777B true NO141777B (en) | 1980-02-04 |
| NO141777C NO141777C (en) | 1980-05-21 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO4775/73A NO141777C (en) | 1973-01-20 | 1973-12-14 | HERBICID AGENT. |
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| AR (1) | AR216883A1 (en) |
| AT (1) | AT331555B (en) |
| BE (1) | BE809928A (en) |
| BG (2) | BG21180A3 (en) |
| BR (1) | BR7400375D0 (en) |
| CA (1) | CA1013961A (en) |
| CH (1) | CH584505A5 (en) |
| CS (2) | CS178442B2 (en) |
| DD (1) | DD107571A5 (en) |
| DE (1) | DE2303336A1 (en) |
| DK (1) | DK137421C (en) |
| FI (1) | FI56472C (en) |
| FR (1) | FR2214407B1 (en) |
| GB (1) | GB1460663A (en) |
| HU (1) | HU170900B (en) |
| IE (1) | IE38761B1 (en) |
| IL (1) | IL44031A (en) |
| IT (1) | IT1049215B (en) |
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| NL (1) | NL7400739A (en) |
| NO (1) | NO141777C (en) |
| PL (2) | PL91646B1 (en) |
| RO (2) | RO69339A (en) |
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-
1973
- 1973-01-20 DE DE2303336A patent/DE2303336A1/en not_active Withdrawn
- 1973-11-22 DK DK631173A patent/DK137421C/en active
- 1973-12-03 DD DD175058*A patent/DD107571A5/xx unknown
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- 1973-12-12 TR TR18484A patent/TR18484A/en unknown
- 1973-12-14 NO NO4775/73A patent/NO141777C/en unknown
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1974
- 1974-01-04 LU LU69116A patent/LU69116A1/xx unknown
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- 1974-01-18 NL NL7400739A patent/NL7400739A/xx not_active Application Discontinuation
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1975
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