• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Phenoxyphenoxy-propionic acid derivatives of the formula <IMAGE> exhibit an outstanding herbicidal activity against a wide variety of weed grasses and are well tolerated by dicotyledonous crop plants and various cereals.
    公开号:SU741776A3
    申请号:SU772484304
    申请日:1977-05-25
    公开日:1980-06-15
    发明作者:Кох Манфред；Хандте Райнхард；Херляйн Герхард；Ледичке Хайнрих；Кехер Хельмут；Лангелюддеке Петер
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to chemical methods of controlling weeds and undesirable vegetation by treating it or the soil on which it is produced, with herbicides from the class of organic compounds. Weed control methods are known by using herbicides from the group of aryloxyscan carboxylic acid derivatives. These include, for example, methods using ok-1 4 - (4 triptoophermethylphenoxene) phenoxy-propanoic acid and its various derivatives I, 2. However, known methods are not effective in the fight against certain species of varietal plants. The aim of the invention is to develop a method of controlling weed plants by treating them or the soil on which they grow, with herbicides from the group of aryloxy-alkanecarboxylic acids. This goal is achieved by using the derivatives of aryloxyalkanecarboxylic acids of the general formula I. (C5) where R is chlorine, bromine as the active substance of the herbicide; n 1 or 2; Ri - a) () alkyl, substituted by halogen, hydroxyl, alkoxy, haloalkoxy, hydroxyalkoxy, hydroxyalkoxy, alkoxyalkoxyalkoxy, di- (lower alkyl) amino acid groups, tri- (lower alkyl) alumohalohydro group group, tri- (lower alkyl) alumohalo hydroxy group, tri- (lower alkyl) amino group, tri- (lower alkyl) alumohalohydro group, and hydroxyl alkoxy; , metilsulfinilgruppoy, metilsulfonilgruppoy, acetyl group, phenoxy, acetoxy cyclohexyl, 2,4-dihlorfenoksi- or 2-methyl-4-hporfenoksi group, b) methylcyclohexyl, chlorocyclohexyl tsiklogehsonil or c) (Cs-C) -alkeiil which is substituted chlorine, methoxy group or phenyl, d) lower quinil, which may be substituted by chlorine, methoxy or phenyl,
    Rn
    0 (1n ((1Нз) (} ОЕ О
    Continuation of table 1
    Continuation of table 1
    Example 1. (pre-emergence application). Grass seeds were sown in pots and sprayed onto the ground in various doses of the substance according to the invention, prepared as a 25 ka powder for spraying. Then the pots for 4 weeks were placed in a greenhouse. The result of the treatment (also in the following examples) was determined by means of an assessment according to the scheme given in Table. 2. 30 Table 2 Damage effect,% Sorn ki Cultural, ras-35m shadows with O Dovskhodov
    2.5 0.6
    2.5 0.6
    2.5 0.6
    2.5 0.6
    1.25 0.6
    1.25 0.6
    5 1.2 pt
    2 4
    eleven
    12
    eleven
    12
    one
    five
    13
    eleven
    one
    3
    3 3
    2
    13
    3
    2 2
    2 3
    one
    2
    one
    eleven
    one
    2
    one
    one
    eleven
    12
    1 Continuation of Table 2 2.5-5 395 - 97.5 5 - 10 490-95 10 - 15 585-90 15 - 25 675-85 25 - 35 765 - 75 35 - 67.5 832.5 - 65 67 , 5- 100 9О - 32.5 Similarly, they worked in the case of using the herbicidal comparative means of fluorodiphene 4-nitrophenyl- (2 nitro-4-trifluoromethylphenyl) ether and ecoprop 2- (4-chloro-2-methylphenoxy) -propionic acid. The results of the experiment are presented in the table 3. T abb and processing
    -, Continuation of table 3
    Example 2 (post-harvest application).
    Seeds of annual grasses were sown in pots and grown in a greenhouse. After 3 weeks after sowing, the compounds according to the invention, prepared as a powder for spraying, pollinated the plants in different doses and after 4 weeks of aging in the greenhouse, the effect of the preparations was determined.
    Rhizomes or young developed plants of multi-grasses, wheat grass and human herbs were transplanted into a pot. Continuation of the table.
    ki / about 4 weeks were grown and then at a growth rate of about 10-15 cm were treated with compounds according to the invention. The results were evaluated in approximately 4 weeks, after treatment. Fluorodiphen and mecoprop were also used as comparative agents in this experiment. The proposed compounds with this method of application are more active single and perennial herbs than both comparative means, as evidenced by the data table. 4. Pos Evskhodov processing
    T a b l. Some examples of the compounds mentioned above were tested using the same samaat method “multiple pre-emergence and after germination application of various cultivated plants. Results obtained approximately through Resistance of cultivated plants
    Note; Each compound of the formula of the invention
    A method of controlling weeds by treating them or the soil, they grow, with a herbicide based on derivatives of aryloxyalkanecarboxylic acids, characterized in that, for the purpose of increasing the efficiency of the method, as derivatives of aryloxyscan cannabone.
    Table 5
    eleven
    eleven
    1 1 1
    1 1 1 1 1 1 1 le at a dose of 2.5 kg / ha.
    acidic compounds use compounds of the general formula
    about oin (enz) s, about
    where R is chlorine, bromine, p 1 or 2,
    R - a) () -alktll, substituted by halogen, groups of hydroxyl, alkoxyl, ggshogengskoksil, hydro4 weeks, are given in table.5. The numbers show that the compounds according to the invention, even at a high dose of 2.5 kg / ha, do not damage or only slightly damage the cultivated plants.
    xy alkoxy, alkoko.ialkoksil, alkoksyalkoksialkoksila, di- (lower alkyl) amino group, tri- (lower alkyl) ammonium halohydrate group, di- (lower alkyl) aminoalkoxy group, methylthio group, methylsulfonyl group, methyl hydrosulfur sulfide, methylen sulfone, methyl acetate, methylsulfonyl, methyltioglu - or 2-methyl-4-chlorophenoxy, acetoxy or cyclohexyl,
    b) methylcyclohexyl, chlorocyclohexyl or cyclohexenyl,
    c) (Cz-C) alkenyl, which is substituted by chlorine, methoxy or phenyl,
    d) lower quinil, which can be mixed with chlorine, methoxy or phenyl, "
    e) phenyl, methylphenyl, dimethylphenyl, methoxyphenyl, 2-methyl-4-chlorophenyl, 2,4-dichlorobenzyl, phenylethyl, phenylpropyl, or naphthyl,
    e) furylmethyl, tetrahydrofurylmethyl, oxiranylmethyl, pyridylmethyl or pyridine ethyl, N-pyrrolidinyl ethyl, N-2-oxopyrrolidinyl ethyl, halohydrate, N-morpholinyl ethyl, 2-feiylcarbamoyloxyethyl,
    g) a group of formula
    - (jHz - JH-o., dH3
    ..
    CHt-O (jHs OR
    ten .
    SNCH-0-C-CH-O
      n I
    0 CH
    in which X is hydrogen or chlorine, and .Z is chlorine, bromine or trifluoromethyl, in an amount of 0.1-10 kg / ha.
    Sources of information taken into account in the examination 1. Patent of the USSR 578856, A 01 N 9/22, convention. prior
    CL, 1974.
    2
    For application FRG 2433067,
    cl. C 07 C 67/67, published 01/29/76 (priority).
    权利要求:
    Claims (1)
    [1]
    Claim
    A method of controlling weeds by treating them or the soil on which they are grown with a herbicide based on derivatives of aryloxyalkanecarboxylic acids, characterized in that, in order to increase the efficiency of the method, compounds of the general formula where R is chloro, bromo are used as derivatives of aryloxyalkanecarboxylic acids , η = 1 or 2,
    R * - a) (C * -C-alkyl substituted with halogen / hydroxyl groups, 65 alkoxyl, haloalkoxyl, hydroxyapcoxyl, alkoxyalkoxyl, alkoxyalkoxyalkoxy, di- (lower alkyl) amino group, tri- (lower alkyl) ammonium dihydrate lower alkyl) aminoalkoxy, methylthio group, methylsulfonyl group, methylsulfonyl group, acetyl group, phenoxy group, 2,4-dichlorophenoxy or 2-methyl-4-chlorophenoxy group, acetoxy 'or t cyclohexyl group,
    b) methylcyclohexyl, chlorocyclohexyl or cyclohexenyl,
    c) (C 3 -C 4 ) alkenyl which is substituted with chlorine, methoxy or phenyl,
    d) lower alkynyl, which may be substituted by chlorine, methoxy or phenyl, ’
    e) phenyl, methylphenyl, dimethylphenyl, methoxyphenyl, 2-methyl-4-chlorophenyl, 2,4-dichlorobenzyl, phenylethyl, phenylpropyl, or naphthyl,
    f) furylmethyl, tetrahydrofurylmethyl, oxiranylmethyl, pyridylmethyl or pyridylethyl, Y-pyrrolidinyl ethyl, N-2-oxopyrrolidinyl ethyl, halide rat, N-morpholinyl ethyl, 2-phenylcarbamoyloxyethyl,
    g) a group of the formula. _ in which X is hydrogen or chlorine, and • Z is chlorine, bromine or trifluoromethyl, in an amount of 0.1-10 kg / ha.
    类似技术:
    公开号 | 公开日 | 专利标题
    SU741776A3|1980-06-15|Method of weedy plant control
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    EP0014684B1|1982-05-19|2-substituted 5-phenoxy-phenylphosphonic acid derivatives, process for preparing them and their use as herbicides
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    US4622060A|1986-11-11|Herbicidal compositions and herbicidal processes
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    SU628799A3|1978-10-15|Herbicide composition
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    SU503484A3|1976-02-15|Herbicide
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    DE3300056C2|1985-06-27|3-Nitrobenzenesulfonanilide derivatives and fungicidal agents containing them
    SU988191A3|1983-01-07|Process for producing acetic acid anilides
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    SU598539A3|1978-03-15|Herbicide composition
    SU1715191A3|1992-02-23|Undesirable vegetation control method
    JPS5589293A|1980-07-05|Bisphosphonic acid compound and herbicide consisting of it as active ingredient
    同族专利:
    公开号 | 公开日
    IT1078981B|1985-05-08|
    BR7703368A|1978-02-21|
    IL52150A|1985-03-31|
    JPS6353176B2|1988-10-21|
    GB1571632A|1980-07-16|
    EG12712A|1981-06-30|
    PT66596B|1979-01-22|
    AU2546477A|1978-11-30|
    CH632733A5|1982-10-29|
    PT66596A|1977-06-01|
    BE855094A|1977-11-28|
    IE44934B1|1982-05-19|
    DE2623558A1|1977-12-15|
    PL114445B1|1981-01-31|
    IL52150D0|1977-07-31|
    PL198404A1|1978-03-28|
    GR78332B|1984-09-26|
    FR2352785A1|1977-12-23|
    OA05674A|1981-05-31|
    DE2623558C2|1984-12-06|
    ZA773139B|1978-05-30|
    AU511372B2|1980-08-14|
    AT360798B|1981-01-26|
    FR2352785B1|1983-11-25|
    IE44934L|1977-11-26|
    DD129857A5|1978-02-15|
    US4227009A|1980-10-07|
    KE3213A|1982-07-09|
    JPS52144637A|1977-12-02|
    HU184128B|1984-07-30|
    ES459004A1|1978-11-01|
    NL7705574A|1977-11-29|
    CA1109480A|1981-09-22|
    ATA365777A|1980-06-15|
    BG27875A3|1980-01-15|
    引用文献:
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    US2728653A|1951-05-01|1955-12-27|Pittsburgh Coke & Chemical Co|Tetrahydrofurfuryl ester of 4-chloro-2-methylphenoxyacetic acid|
    GB720838A|1952-06-02|1954-12-29|Dow Chemical Co|Esters of ª‡-2,4,5-trichlorophenoxypropionic acid|
    CH511786A|1968-01-11|1971-08-31|Hoechst Ag|Process for the preparation of phenoxyalkanecarboxylic acids, their salts and esters|
    DE2223894C3|1972-05-17|1981-07-23|Hoechst Ag, 6000 Frankfurt|Herbicidal agents based on phenoxycarboxylic acid derivatives|
    DE2342118C2|1973-08-21|1982-09-23|Merck Patent Gmbh, 6100 Darmstadt|Phenoxypropionic acid derivatives, processes for their preparation and pharmaceutical preparations containing these compounds|
    CS185694B2|1974-07-17|1978-10-31|Ishihara Sangyo Kaisha|Herbicidal agent|
    US4070178A|1975-09-03|1978-01-24|Rohm And Haas Company|Herbicidal diphenyl ethers|
    NZ181994A|1975-09-27|1978-09-20|Ishihara Sangyo Kaisha|-phenoxy acids,esters,ethers,amides and nitriles and herbicidal compositions|US3948073A|1974-09-27|1976-04-06|Robert Lovell|Apparatus and method of metal forming|
    CH650493A5|1977-12-24|1985-07-31|Hoechst Ag|D--alpha-phenoxypropionic acid derivatives|
    EP0003114B1|1978-01-18|1982-01-27|Ciba-Geigy Ag|Herbicidal active unsaturated esters of 4- -oxy)-alpha-phenoxy propionic acids, process for their preparation, herbicidal compositions containing them and their use|
    GR67685B|1979-04-09|1981-09-04|Hoechst Ag|
    DE3000076A1|1980-01-03|1981-09-03|Hoechst Ag, 6000 Frankfurt|GROWTH-PROMOTING AND PLANT-PROTECTING AGENTS|
    DE3170423D1|1980-11-26|1985-06-13|Hoffmann La Roche|Oxime esters, processes for their preparation, their use and compositions containing these esters|
    US4329488A|1980-12-05|1982-05-11|Hoffmann-La Roche Inc.|Propionic acid esters and herbicidal use thereof|
    DE3150233A1|1981-12-18|1983-06-30|Basf Ag, 6700 Ludwigshafen|METHOD FOR PRODUCING 2-CARBONIC ACID ESTERS|
    JPS58131977A|1981-12-29|1983-08-06|Mitsubishi Chem Ind Ltd|N--n-aralkylsulfonamide and selective herbicide containing said compound as active component|
    JPS58183666A|1982-04-20|1983-10-26|Nippon Tokushu Noyaku Seizo Kk|Substituted phenoxypropionic ester, intermediate for preparing the same, preparation of said ester and intermediate and herbicide|
    US4544399A|1983-07-01|1985-10-01|Stauffer Chemical Company|Certain 1,3-cyclohexanedione adducts of substituted phenoxyphenoxypropionic acids and their use as an herbicide|
    US4550192A|1983-09-01|1985-10-29|The Dow Chemical Company|Fluorophenoxyphenoxypropionates and derivatives thereof|
    JPH0479336B2|1984-02-10|1992-12-15|Sumitomo Chemical Co|
    US5207819A|1987-04-20|1993-05-04|Agro-Kanesho Co., Ltd|Phenoxypropionic acid ester derivatives|
    NZ224297A|1987-04-20|1990-07-26|Agro Kanesho Co Ltd|Phenoxypropionic acid ester derivatives and herbicidal compositions|
    US5120348A|1988-01-06|1992-06-09|Uniroyal Chemical Company, Inc.|Heterocyclic-alkylene quinoxalinyloxyphenoxypropanoate herbicides|
    US5319102A|1988-01-06|1994-06-07|Uniroyal Chemical Company, Inc.|Heterocyclic-alkylene quinoxalinyloxyphenoxypropanoate herbicides|
    EP0323727B1|1988-01-06|1993-09-01|UNIROYAL CHEMICAL COMPANY, Inc.|Heterocyclic-alkylene quinoxalinyloxyphenoxy propanoate herbicides|
    DE4126996A1|1991-08-16|1993-03-25|Basf Ag|OPTICALLY ACTIVE PHENOXI PROPIONIC ACID ESTER|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE2623558A|DE2623558C2|1976-05-26|1976-05-26|2- [4'-Phenoxyphenoxy] propionic acid derivatives, process for their preparation and herbicidal compositions containing them|
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