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GB598072A - Improvements in methods and compositions for killing weeds - Google Patents

Improvements in methods and compositions for killing weeds

Info

Publication number
GB598072A
GB598072A GB8730/45A GB873045A GB598072A GB 598072 A GB598072 A GB 598072A GB 8730/45 A GB8730/45 A GB 8730/45A GB 873045 A GB873045 A GB 873045A GB 598072 A GB598072 A GB 598072A
Authority
GB
United Kingdom
Prior art keywords
acid
acetic acid
alpha
acetic
naphthoxy
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.)
Expired
Application number
GB8730/45A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel Corp
Original Assignee
Amchem Products Inc
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 Amchem Products Inc filed Critical Amchem Products Inc
Publication of GB598072A publication Critical patent/GB598072A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
    • 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
    • A01N37/44—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 nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
    • C07C59/70—Ethers of hydroxy-acetic acid, e.g. substitutes on the ring

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Dentistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Compositions for the prevention and destruction of weeds comprise a phenoxy-, phenylmercapto-, phenylimino-, naphthoxy-, naphthylmercapto-, or naphthyl-imino-aliphatic monocarboxylic acid or a lower alkyl ester, alkali metal or ammonium salt or amide or thioamide thereof in association with a non-solvent carrier or diluent, the concentration of the acid or stated derivative thereof being at least 0.1 per cent by weight of the total composition. The phenyl and naphthyl nuclei may contain one or more substituents such as halogen, hydroxyl, NH2, HSO3, NO2, or an alkyl group, e.g. methyl, ethyl or propyl. The following representative compounds are specified: phenoxy acetic acid, parachloro phenoxy-acetic acid, sodium parachloroacetate, parachlorophenoxy acetamide, 2.3.4.6-tetrachlorophenoxy acetic acid, pentachlorophenoxy acetic acid, 2.4.6-tribromophenoxy acetic acid, phenoxy-alpha-propionic acid, 2.4.dichlorophenoxy-alpha-propionic acid, phenyl-imino-acetic acid, phenyl - mercapto - acetic acid, 1 - naphthoxy acetic acid, potassium 1-naphthoxy acetate, 1-naphthoxy-alpha-propionic acid, 1-naphthyl-imino-acetic acid, 1-naphthyl-imino-acetamide, 1-naphthyl-mercapto-acetic acid, b -naphthoxy-acetic, acid, b -naphthoxyacetamide, b -naphthoxy-alpha-propionamide, and the methyl and ethyl esters of any of the oxy, mercapto or imino monocarboxylic acids. In liquid form the compositions comprise also wetting, dispersing or emulsifying agents such as butyl alcohol, carbitol (diethyleneglycol), Aerosol, sulphonated vegetable oils (e.g. sulphonated castor oil, corn oil, peanut oil and soya bean oil), and polyalkylene products of the formula RO.(C2H4O)n.R1 where R is an alkyl, aryl, aralkyl, alkyl-aryl or acyl group of at least 10 carbon atoms, R1 is an alkyl, aryl, aralkyl, alkyl-aryl or acyl group or a hydrogen atom and n is an integer greater than 2, e.g. "Tween No. 20" and "Triton N.E." (Registered Trade Marks), and in the dry form they may contain conventional herbicides (e.g. sodium chlorate, ammonium sulphamate, sodium dinitro-orthocresylate or sodium arsenite) with smaller amounts of the herbicides of the invention, an inert filler such as talc or bentonite, a wetting agent in dry form such as Alkanol, an acidifying agent (e.g. citric, tartaric, succinic, malic, maleic, fumaric or sulphanic acid) and a buffer salt. Specifications 573,929, 574,274, 598,104 and 598,105 are referred to. The Specification as open to inspection under Sect. 91 comprises also the subject-matter of Specification 598,104 and 598,105 and herbicidal compositions comprising: benzoic acid, 2.4-dichlorobenzoic acid, 2.5-dichlorobenzoic acid, 3.5-dichlorobenzoic acid, 2.3.5-tri-iodobenzoic acid, 2-chloro-5-nitrobenzoic acid, 2-bromo-3-nitrobenzoic acid phenylacetic acid, 2-chloro phenylacetic acid, 4-chlorophenylacetic acid, 4-bromophenylacetic acid, 4-iodophenylacetic acid, phenyl-alpha-propionic acid, 4-chlorophenyl-alpha-propionic acid, phenyl-alpha and gamma-butyrate acids, 4-chloro-phenyl-alpha-acid-gamma-butyric acids, 4-methyl-phenoxyacetic acid, 2.4-dimethyl-phenoxyacetic acid, 3.4 - dimethylphenoxyacetic acid, 2.4.5 - trimethyl - phenoxyacetic acid, 4-methoxyphenoxyacetic acid, 2-chlorophenoxyacetic acid, 2.4.6 - trichlorophenoxyacetic acid, 4 - bromophenoxyacetic acid, 2.4-dibromophenoxyacetic acid, 4-iodophenoxyacetic acid, 4-fluoro-phenoxyacetic acid, 4-nitrophenoxyacetic acid, 2.4.5-trichlorophenoxy-alpha-propionic acid, 2.4-dichlorophenyliminoacetic acid, 4-chlorophenyl-mercaptoacetic acid, 2.4 - dichlorophenyl-mercaptoacetic acid, naphthalene-1-acetic acid, 2 - methylnaphthyl - 1 - acetic acid, 4 - methylnaphthyl - 1 - acetic acid, 4 - chloronaphthyl - 1 - acetic acid, 4-nitronaphthyl-1-acetic acid, 1-naphthoic acid, 2-naphthoic acid, 2-chloro-1-naphthoxyacetic acid, 2.4 - dichloro - 1 - naphthoxyacetic acid, 2-naphthyliminoacetic acid, 3 - chloro - 1 - naphthyliminoacetic acid, anthracylacetic acid, and their amides, thioamides, esters and salts; tetralyl-6-acetic acid and its salts, esters and amide; and the amide and thioamide of 2.4-dichloro-phenoxyacetic acid, with or without the following conventional herbicides: soluble chlorates, arsenic and its derivatives, carbon disulphide, boric acid, soluble borates, iron sulphate, copper sulphate, sulphuric acid, sulphanic acid, alkali sulphamates, ammonium sulphate, dinitroortho-cresylate, biuret and petroleum and coaltar and their distillates). Carbowax may be used as a dispersing, wetting or emulsifying agent. The compositions may be used in the form of fine-mists or aerosols by dissolving them in volatile solvents such as fluorinated hydrocarbons, e.g. tetrafluormethane, halogenated hydrocarbons containing both chlorine and fluorine, e.g. dichlorodifluoro-methane (Freon), or dimethyl ether. This subject-matter does not appear in the Specification as accepted.
GB8730/45A 1944-03-20 1945-04-09 Improvements in methods and compositions for killing weeds Expired GB598072A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US181117XA 1944-03-20 1944-03-20

Publications (1)

Publication Number Publication Date
GB598072A true GB598072A (en) 1948-02-10

Family

ID=41566075

Family Applications (2)

Application Number Title Priority Date Filing Date
GB21421/47A Expired GB598105A (en) 1944-03-20 1945-04-09 Improvements in compositions for the prevention and destruction of weeds
GB8730/45A Expired GB598072A (en) 1944-03-20 1945-04-09 Improvements in methods and compositions for killing weeds

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB21421/47A Expired GB598105A (en) 1944-03-20 1945-04-09 Improvements in compositions for the prevention and destruction of weeds

Country Status (4)

Country Link
AT (1) AT181117B (en)
DE (1) DE915876C (en)
DK (1) DK82966C (en)
GB (2) GB598105A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3004844A (en) * 1953-11-27 1961-10-17 United States Borax Chem Composition and method for control of vegetation
US3472646A (en) * 1965-04-17 1969-10-14 Bayer Ag Wild oat control with alpha-chloro-beta-(4-chlorophenyl) propionic acid esters

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2543397A (en) * 1949-08-15 1951-02-27 American Chem Paint Co Herbicidal compositions containing esters of chlorinated phenoxyacetic acids
DE955375C (en) * 1953-10-02 1957-01-03 Hoechst Ag Weedkillers that remain spreadable, in particular those that kill tree roots
US2754188A (en) * 1954-02-04 1956-07-10 Exxon Research Engineering Co Herbicidal composition
US2876089A (en) * 1954-12-06 1959-03-03 Exxon Research Engineering Co Herbicidal composition
NL103837C (en) * 1956-05-18
DE1060185B (en) * 1956-06-15 1959-06-25 American Chem Paint Co Sprayable herbicide
GB860859A (en) * 1958-03-21 1961-02-08 Amchem Prod Herbicidal compositions
US3137562A (en) * 1960-09-28 1964-06-16 Lilly Co Eli Herbicidal compositions and methods
GB1266172A (en) * 1968-03-13 1972-03-08

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA431348A (en) * 1945-11-20 W. Zimmerman Percy Plant hormone
US2129598A (en) * 1936-04-01 1938-09-06 Thompson Boyce Plant Res Propagation of plants
NL52429C (en) * 1937-10-25
NL61761C (en) * 1938-12-23
US2314091A (en) * 1940-08-04 1943-03-16 American Chem Paint Co Art of regulating the growth of plants
US2297904A (en) * 1940-10-04 1942-10-06 Du Pont Propagation
US2322761A (en) * 1942-02-20 1943-06-29 Du Pont Composition and method
US2322760A (en) * 1942-02-20 1943-06-29 Du Pont Composition and method
US2390941A (en) * 1944-06-02 1945-12-11 American Chem Paint Co Methods and compositions for killing weeds

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3004844A (en) * 1953-11-27 1961-10-17 United States Borax Chem Composition and method for control of vegetation
US3472646A (en) * 1965-04-17 1969-10-14 Bayer Ag Wild oat control with alpha-chloro-beta-(4-chlorophenyl) propionic acid esters

Also Published As

Publication number Publication date
AT181117B (en) 1955-02-25
DE915876C (en) 1954-07-29
DK82966C (en) 1957-07-15
GB598105A (en) 1948-02-10

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