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DE1667964B2 - HERBICIDAL AGENT - Google Patents

HERBICIDAL AGENT

Info

Publication number
DE1667964B2
DE1667964B2 DE19641667964 DE1667964A DE1667964B2 DE 1667964 B2 DE1667964 B2 DE 1667964B2 DE 19641667964 DE19641667964 DE 19641667964 DE 1667964 A DE1667964 A DE 1667964A DE 1667964 B2 DE1667964 B2 DE 1667964B2
Authority
DE
Germany
Prior art keywords
weight
acid
dichloro
herbicidal
benzonitrile
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
DE19641667964
Other languages
German (de)
Other versions
DE1667964A1 (en
DE1667964C3 (en
Inventor
Kenneth Chalfont Pa. Bridge (V.StA.)
Original Assignee
Ausscheidung aus: 15 42 803 Amchem Products, Inc., Ambler, Pa. (V.StA.)
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ausscheidung aus: 15 42 803 Amchem Products, Inc., Ambler, Pa. (V.StA.) filed Critical Ausscheidung aus: 15 42 803 Amchem Products, Inc., Ambler, Pa. (V.StA.)
Publication of DE1667964A1 publication Critical patent/DE1667964A1/en
Publication of DE1667964B2 publication Critical patent/DE1667964B2/en
Application granted granted Critical
Publication of DE1667964C3 publication Critical patent/DE1667964C3/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • A01N37/40—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 having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same 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
    • 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
    • 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

Landscapes

  • 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)

Description

Gewichtsteile GewichtsteileParts by weight parts by weight

3,5-Dibrom-4-hydroxy· der zweiten Komponente
benzonitril3,5-dibromo-4-hydroxy of the second component
benzonitrile

a) 0,5 bis 1 0,75 bis 1,5 2,4-Dichlor-odera) 0.5 to 1 0.75 to 1.5 2,4-dichloro or

2-Methyl-2-methyl

4-chlor-phen-4-chloro-phen-

oxyessigsäureoxyacetic acid

b) 0,25 bis 0,5 2 bis 3 2,4-Dichlor-b) 0.25 to 0.5 2 to 3 2,4-dichloro

phenoxypropionsäure phenoxypropionic acid

Die erfindungsgemäßen herbiziden Mittel können Menge hängt von mehreren Faktoren, z. B. dem zwar als solche zur Bekämpfung von unerwünschtem 45 Bodentyp, der durchschnittlichen Regenmenge und Pflanzenwachstum eingesetzt werden, doch ist es im dem Alter des Unkrauts, ferner von den Bestandteilen allgemeinen günstiger, sie mit einem geeigneten Träger des herbiziden Mittels und ihrer mengenmäßigen Zuzu verwenden. Sie können beispielsweise mit einem sammensetzung ab. Auf jeden Fall sollte sie für eine inerten Feststoff, wie Talkum, Ton, Diatomeenerde, entsprechende Fläche bzw. zur Benetzung oder Be-Vermiculit, Walnußschalenmehl, Calciumcarbonat so stäubung des Unkrauts ausreichen. Im allgemeinen oder mit einer lösenden bzw. nichtlösenden inerten werden zur Erzielung einer geeigneten herbiziden Flüssigkeit gestreckt werden. Auch Emulgatoren, Wirkung weniger als etwa 5,6 kg/ha bis nur 0,56 kg/ha Netz- und/oder Dispergiermittel können zugesetzt oder 0,84 bis etwa 1,12 kg/ha ausreichen,
werden. Die Konzentration an aktivem herbizidem Es wurde festgestellt, daß die erfindungsgemäßen Mittel in den aufgeführten Zusammensetzungen kann 55 herbiziden Mittel besonders wirksam gegen uner-0,1 bzw. 95 Gewichtsprozent betragen, wobei die wünschtes Pflanzenwachstum solcher botanischer Ar-Konzentration von der mengenmäßigen Zusammen- ten sind, die gegen 3,5-Dibrom-4-hydroxy-benzonitril setzung und den Bestandteilen des herbiziden Mittels und dessen Derivate resistent sind. Sie sind jedoch abhängt. Vorzugsweise verwendet man etwa 0,5 bis allgemein anwendbar und erlauben eine gute bis 95 Gewichtsprozent des aktiven herbiziden Mittels. 60 hervorragende Unkrautkontrolle praktisch aller Un-Wäßrige Zusammensetzungen werden vorzugsweise krautarten in Getreidefeldern,
mit einem Gehalt von bis zu 360 g aktiven Bestand- Die folgenden Beispiele erläutern die Wirkung verteilen je Liter Lösung angesetzt. Zur Erleichterung von schiedener erfindungsgemäßer herbizider Mittel. Die Transport und Handhabung ist es darüber hinaus erhaltenen Ergebnisse sind in einer Wertskala von günstig, Konzentrate mit wenigstens 25 Gewichts- 65 0 bis 10 aufgeführt, wobei 0 keinen meßbaren Effekt, prozent und vorteilhaft unter etwa 90 Gewichteprozent der Wert 1 einer 10%igen, der Wert 2 einer 20%igen des herbiziden Mittels herzustellen. Die für die ge- Pflanzenvernichtung usw., der Wert 10 also einer wünschte herbizide Wirkung jeweils anzuwendende 100%igen Vernichtung entspricht.The herbicidal compositions according to the invention can amount depends on several factors, e.g. B. which are used as such to combat undesirable 45 soil type, the average amount of rain and plant growth, but at the age of the weeds, it is generally more favorable to use them with a suitable carrier of the herbicidal agent and their quantitative addition . For example, you can start with a composition. In any case, it should for inert solids such as talc, clay, diatomaceous earth, corresponding area or for wetting or Be vermiculite, walnut shell, calcium carbonate so dusting the weeds is sufficient. Generally or with a solvent or non-solvent inert will be stretched to achieve a suitable herbicidal liquid. Emulsifiers, effect less than about 5.6 kg / ha to only 0.56 kg / ha, wetting and / or dispersing agents can be added or 0.84 to about 1.12 kg / ha can be sufficient,
will. The concentration of active herbicidal It was found that the agents according to the invention in the compositions listed can be 55 herbicidal agents particularly effective against un-0.1 or 95 percent by weight, the desired plant growth of such botanical Ar concentration depending on the quantitative total are, the settlement against 3,5-dibromo-4-hydroxy-benzonitrile and the components of the herbicidal agent and its derivatives are resistant. You are, however, dependent. Preferably, from about 0.5 to generally applicable is used and allows as good as 95 percent by weight of the active herbicidal composition. 60 excellent weed control of practically all non-aqueous compositions are preferably herb species in grain fields,
with a content of up to 360 g of active ingredient- The following examples explain the effect of distributing per liter of solution. To facilitate various herbicidal compositions according to the invention. The transport and handling is moreover obtained results are on a scale of favorable, concentrates with at least 25 weight 65 0 to 10 listed, where 0 no measurable effect, percent and advantageously below about 90 weight percent the value 1 of a 10%, the value 2 to produce a 20% strength of the herbicidal agent. The 100% destruction to be applied in each case for plant destruction etc., ie the value 10 corresponds to a desired herbicidal effect.

33 16671667 964964 44th Herbizidherbicide Beispielexample Menge, kg/haAmount, kg / ha Wirksamkeit gegenEffectiveness against a) Bromoxynila) bromoxynil AmsinckiaAmsinckia 11 b) MCPAb) MCPA 0,380.38 7,57.5 c)a+bc) a + b 1,121.12 2,02.0 a) Bromoxynila) bromoxynil 0,25/0,50.25 / 0.5 8,08.0 22 b) 2,4-DPb) 2,4-DP 0,380.38 7,57.5 c)a+bc) a + b 1,121.12 2,02.0 d)a+bd) a + b 0,38/0,380.38 / 0.38 8,08.0 0,25/0,50.25 / 0.5 10,010.0 GräserGrasses a) Bromoxynila) bromoxynil BreitblattBroad leaf 5,45.4 3 '3 ' b) 2,4-D/Aminb) 2,4-D / amine 0,40.4 4,34.3 5,55.5 d)a+bd) a + b 0,40.4 3,03.0 7,07.0 0,28/0,280.28 / 0.28 7,07.0

2,4-D = 2,4-Dichlorphenoxyessigsäure. 2,4-DP = 2,4-Dichlorphenoxypropionsäure. MCPA = 2-Methyl-4-chlor-phenoxyessigsäure.2,4-D = 2,4-dichlorophenoxyacetic acid. 2,4-DP = 2,4-dichlorophenoxypropionic acid. MCPA = 2-methyl-4-chlorophenoxyacetic acid.

Claims (1)

1 21 2 4-chlor-phenoxyessigsäure sowie deren Alkali-, quar-Patentanspruch: ternäre Ammonium· und niedermolekulare Aminsalze4-chloro-phenoxyacetic acid and its alkali, quar claims: ternary ammonium and low molecular weight amine salts herbizide Wirksamkeit besitzen.possess herbicidal activity. Herbizides Mittel, enthaltend einen Gewichts- Es wurde nun gefunden, daß 3,5-Dibrom-4-hy-Herbicidal agent containing a weight It has now been found that 3,5-dibromo-4-hy- teil 2,4-Dichlor-phenoxyessigsäure, 2,4-Dichlor- 5 droxy-benzonitril, das ebenfalls zur Bekämpfung von phenoxypropionsäure oder 2-MeUIyM-ChIOr-PhCn- unerwünschtem Pflanzenwachstum verwendet werden oxyessigsäure, deren Alkali-, quarternäre Ammo- kann, die herbizide Wirkung der obengenannten Vernium- oder niedermolekulare Aminsalze, da- bindungen in überraschende/ Weise synergistisch verdurch gekennzeichnet, daß es ferner stärkt.Partly 2,4-dichloro-phenoxyacetic acid, 2,4-dichloro-5-droxy-benzonitrile, which is also used to combat phenoxypropionic acid or 2-MeUIyM-ChIOr-PhCn- undesired plant growth can be used oxyacetic acid, whose alkali, quaternary ammo can, the herbicidal effect of the above-mentioned vernium or low molecular weight amine salts, surprisingly / synergistically digesting bonds characterized in that it also strengthens. 0,01 bis 10 Gewichtsteile 3,5-Dibrom-4-hydroxy- io Das Gewichtsverhältnis der Einzelkomponenten in benzonitril enthält. den erfindungsgemäßen herbiziden Mitteln hängt von0.01 to 10 parts by weight of 3,5-dibromo-4-hydroxy- io The weight ratio of the individual components in contains benzonitrile. the herbicidal compositions of the invention depends on der Art der zu bekämpfenden Pflanzen und den jeweils eingesetzten Verbindungen ab, doch werdenthe type of plants to be controlled and the compounds used in each case vorzugsweise 1 Gewichtsteil 3,5-Dibrom-4-hydroxy-preferably 1 part by weight of 3,5-dibromo-4-hydroxy 15 benzonitril und nicht mehr als etwa 70 Gewichtsteile der zweiten Komponente verwendet. Im allgemeinen15 benzonitrile and no more than about 70 parts by weight of the second component is used. In general Gegenstand der Erfindung ist ein herbizides Mittel wird das Benzonitril im Unterschuß eingesetzt,
mit einem Gehalt an einem Gewichtsteil 2,4-Dichlor- Vorzugsweise enthalten die herbiziden Mittel gemäßThe invention relates to a herbicidal agent if the benzonitrile is used in deficit,
with a content of one part by weight of 2,4-dichloro preferably contain the herbicidal agents according to phenoxyessigsäure, 2,4-Dichlor-phenoxypropionsäure der Erfindung die 2,4-Dichlor-phenoxyessigsäure, die oder 2-Methyl-4-chlor-phenoxyessigsäure, deren Al- »0 2,4-Dichlor-phenoxypropionsäure oder die 2-Methylkali-, quarternären Ammonium oder niedermoleku- 4-chlor-phenoxyessigsäure bzw. deren Salze in Mengen laren Aminsalzen, das dadurch gekennzeichnet ist, daß von 1 bis 10 und insbesondere von 1 bis 8 Gewichtses ferner 0,01 bis 10 Gewichtsteile 3,5-Dibrom-4-hy- teilen je Gewichtsteil 3,5-Dibrom-4-hydroxy-benzodroxy-benzonitril enthält. nitril. Die genau einzusetzende Menge läßt sich ohnephenoxyacetic acid, 2,4-dichloro-phenoxypropionic acid of the invention, the 2,4-dichloro-phenoxyacetic acid, the or 2-methyl-4-chlorophenoxyacetic acid, its Al- »0 2,4-dichlorophenoxypropionic acid or the 2-methyl potassium, quaternary ammonium or low molecular weight 4-chloro-phenoxyacetic acid or their salts in quantities laren amine salts, which is characterized in that from 1 to 10 and in particular from 1 to 8 weight furthermore 0.01 to 10 parts by weight of 3,5-dibromo-4-hy- parts per part by weight of 3,5-dibromo-4-hydroxy-benzodroxy-benzonitrile contains. nitrile. The exact amount to be used can be without Es ist bekannt, daß 2,4-Dichlor-phenoxyessigsäure, as weiteres durch Versuche ermitteln. Weitere bevorzugte 2,4-Dichlor-phenoxypropionsäure und 2-Methyl- Mengenverhältnisse sind:It is known that 2,4-dichloro-phenoxyacetic acid, as further determined by experiments. More preferred 2,4-dichlorophenoxypropionic acid and 2-methyl proportions are:
DE19641667964 1963-10-04 1964-09-30 Herbicidal agent Expired DE1667964C3 (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
GB39284/63A GB1106123A (en) 1963-10-04 1963-10-04 Herbicidal compositions
GB3928463 1963-10-04
GB4471763 1963-11-12
GB4471763 1963-11-12
GB4799663 1963-12-04
GB2252464 1964-06-01
DEA0057930 1964-09-30

Publications (3)

Publication Number Publication Date
DE1667964A1 DE1667964A1 (en) 1971-09-16
DE1667964B2 true DE1667964B2 (en) 1976-03-25
DE1667964C3 DE1667964C3 (en) 1976-11-04

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Also Published As

Publication number Publication date
BR6462968D0 (en) 1973-08-07
FI40591B (en) 1968-11-30
CH497832A (en) 1970-10-31
DE1667965A1 (en) 1971-09-02
AT304149B (en) 1972-12-27
DE1542659A1 (en) 1970-06-18
DE1542804A1 (en) 1970-03-26
BE653699A (en) 1965-01-18
SE338690B (en) 1971-09-13
AT284536B (en) 1970-09-25
FI45289B (en) 1972-01-31
DE1542803A1 (en) 1970-06-04
DE1542804B2 (en) 1975-11-20
DE1667964A1 (en) 1971-09-16
AT301248B (en) 1972-07-15
FI45289C (en) 1972-05-10
IL22126A (en) 1969-11-12
DE1667966A1 (en) 1971-08-12
MY7100084A (en) 1971-12-31
NL6411452A (en) 1965-04-05
DE1667965B2 (en) 1976-01-02
GB1106123A (en) 1968-03-13
DK120672B (en) 1971-06-28

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)
E77 Valid patent as to the heymanns-index 1977
EGA New person/name/address of the applicant