• 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:
    This invention relates to chemical methods for controlling weeds and unwanted vegetation. The invention consists in the destruction of weeds by a method based on the use of a phosphinoyl-oxyacetic acid derivative of the general formula (CH 3 ) 2 P (O) CH (OH) C (O) R, where R is 4-nitrobenzyloxy or the OCH 2 C group ( O) R 1 in which R 1 is phenyl, 4-bromophenyl, hydroxyl, methyloxy, ethyloxy, n-propyloxy, tert-butyloxy, isoamyloxy, n-hexyloxy, n-decyloxy, n-dodecyloxy, n-octodecyloxy, 2- methylcyclohexyloxy, 2-bromoethyloxy, 3-bromopropyloxy, oleyloxy, propargyloxy, benzyloxy, 4-nitrobenzyloxy, 2,4-dichlorobenzyloxy, 3-phenoxybenzyloxy and 1- (ethoxycarbonyl) ethyloxy, α - (ethyloxycarbonyl) benzyloxy, α - (benzyloxycarbonyl) benzyloxy, ethylthio, n-hexylthio, benzylthio, benzylamino, phenylamino, 2,6-dichlorophenylamino, diethylamino. This compound at a dose of 0.15–2.5 kg / ha effectively affects such weeds as mustard, chrysanthemum, cinquefoil, chaff and surpasses the known herbicides to these plants — their analogues are butyl and hexyl esters of 2-dimethylphosphinoyl-2-hydroxyacetic acid. 3 tab.
    公开号:SU1494852A3
    申请号:SU864027167
    申请日:1986-03-26
    公开日:1989-07-15
    发明作者:Йозеф Леэр Хайнц；Бауер Клаус；Бирингер Херманн
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    one
    This invention relates to chemical methods for controlling weeds and unwanted vegetation.
    The purpose of the invention is to enhance the herbicidic action of a method for controlling undesirable vegetation based on the use of derivatives of phosphinoyl oxyacetic acid.
    The method of obtaining the active substances, their list and examples illustrating the effectiveness of the method according to the invention.
    Example 1. Preparation of 2-dimesh1-phosphinoyl-2-hydroxyacetic benzoyl methyl ester (compound 1). A mixture of 6.38 g (0.1 mol) of potassium fluoride, 9.95 g (0.06 mol) o (-phenone bromoacetog and 7.6 g (0.05 mol) of 2-dimethylphosphinoyl-2-hydroxyacetic acid Grow in 250 ml of dimethylformamide and stir for 4 hours at. After that, dimethylformamide is distilled off, the residue is stirred with methylene chloride and a crystalline solution is obtained14
    the society. The yield of 8.5 g (63%), so pl.
    ius.
    Under the conditions of Example 1, other active substances are obtained, a list of which is presented in Table 1.
    EXAMPLE 2: Determination of Herbicidal Action. Seeds of experimental plants or weed rhizomes are sown in sandy loam in special vessels and, under the conditions of a greenhouse, are grown for 3-5 weeks. After this, the experimental plants are treated with the formulations of the active substances and after 3 weeks. after treatment, a herbicidal effect is determined on a scale from 0 to 5: O — no effect; 5 - full of death of plants; -1-4 are intermediate values.
    The controls are untreated plants. For comparison, known herbicide analogues are used: butyl (A) and hexyl (B) 2-dimethylphosphino 1L-2-hydroxyacetic acid esters.
    The results of the experiments are presented in table. 3. (numbers of compounds correspond to the numbers in Table. 1).
    权利要求:
    Claims (1)
    [1]
    Formula of invention
    The way to combat unwanted vegetation by treating it
    149А852
    o
    five
    about
    0
    five
    a phosphinoyloxyacetic acid derivative, characterized in that, in order to enhance the herbicidal action, a compound of the general formula is used as a phosphinoyloxyacetic acid derivative
    P-CH-C-R
    SNCh I: Oh oh oh
    where R is 4-nitrobenzyloxy or
    OCHiC (0) R-rpynna, in which phenyl, 4-bromophenip, hydroxy, methyloxy, ethyloxy, n-propyloxy, tert-butyloxy, isoamyloxy, n-hexyloxy, n-decyloxy, n-dodecyloxy, n-octodecyloxy, 2-methylcyclohexyloxy, 2-bromoethesh1Oxy, 3-bromopropyloxy, oleyloxy, propargyloxy, benzyloxy, 4-nitrobenzyloxy, 2,4-dichlorobenzyloxy, 3-fepoxybenzyloxy, 1- (ethoxycarbonyl) ethyloxy, Y- ethyloxycarbonyl) benzyloxy, 0 (- (benzyloxycarbonyl) benzyloxy, methylthio, i-hexylthio, benzylthio, benzlamino, phenlylamino, 2,6-dichlorophenylamino, diethy-amino,
    in the amount of 0.15-2.5 kg / ha.
    T Compounds of general formula
    , / P-CH-C-R CHi II I "
     oh oh oh
    Nzoamyloxycarbonylmethyloxy Oil
    tert-Butyloxycarbonylmethyloxy118
    2-methylcyclohexyloxycarbonylmethyloxy130-134
    Propargyloxycarbonidmethyloxy oil
    2-Bromoethyloxycarbonylmethyloxy Oil
    3-Bromopropyloxycarbonylmethyloxy Same
    1- (Ethoxycarbonyl) ethyloxycarbonylmethyuxy-V- (Ethoxycarbonyl) beisyloxycarbonylmethyloxy o - (Benzyloxycarbonyl) benzuyuxycarbonylmethyloxy-Beisyloxycarbonylmethyloxy95 4-nitrobenzyloxycarbonylmethyloxy147
    2,4-DichlorobenzyloxycarbonylmethyloxyOil
    3-) enoxybenzyloxycarbons1 methyloxy133
    Ethylthiocarbonylmethyloxy83-86
    BenzylthiocarbonylmethyloxyOil
    Benzi / 1 Aminocarbonylmethyloxy Oil
    Phenylaminocarbonylmethyloxy Same
    n-Hexylthiocarbopylmethyloxy-Diethylaminocarbonylmethyloxy104-106
    2,6-Dichlorophenylaminocarbonylmethyloxy198
    The compounds isolated in the form of oil are characterized by NMR spectra (presented in Table 2).
    Continuation of table 1
    Herbicidal action
    Continuation of table 3
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    同族专利:
    公开号 | 公开日
    JPS61229890A|1986-10-14|
    DE3663666D1|1989-07-06|
    EP0196026A1|1986-10-01|
    HUT42296A|1987-07-28|
    ZA862314B|1986-11-26|
    AU5555586A|1986-10-02|
    KR860007274A|1986-10-10|
    US4776875A|1988-10-11|
    EP0196026B1|1989-05-31|
    DD246698A5|1987-06-17|
    IL78265D0|1986-07-31|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE2111672A1|1971-03-11|1972-09-21|Basf Ag|Phosphonoglyoxylic acid esters - with insecticidal activity|
    JPS5489027A|1977-12-27|1979-07-14|Nissan Chem Ind Ltd|Organo-phosphorus herbicide|
    DE3238958A1|1982-09-10|1984-03-15|Hoechst Ag, 6230 Frankfurt|FUNCTIONAL ACETIC ACID DERIVATIVES CONTAINING PHOSPHORUS, METHOD FOR THE PRODUCTION THEREOF, AND HERIBICIDES CONTAINING THEM AND GROWTH-REGULATING AGENTS|US5051413A|1986-02-13|1991-09-24|Ciba-Geigy Corporation|Unsaturated amino acids|
    US5175344A|1986-02-13|1992-12-29|Ciba-Geigy Corporation|Unsaturated amino acids|
    DE59007300D1|1989-04-07|1994-11-03|Ciba Geigy Ag|Unsaturated aminodicarboxylic acid derivatives.|
    US5488140A|1989-09-26|1996-01-30|Ciba-Geigy Corporation|4-substituted 2-aminoalk-3-enoic|
    US5294734A|1989-09-26|1994-03-15|Ciba-Geigy Corp.|4-substituted 2-aminoalk-3-enoic acids|
    EP0481407A1|1990-10-18|1992-04-22|Hoechst Aktiengesellschaft|Process for enhancing the formation of carbohydrates in plants|
    DE4241478A1|1992-12-09|1994-06-16|Bayer Ag|Fluorinated carboxylic acid esters of phosphono- and phosphinocarboxylic acids and their use|
    FR2829363B1|2001-09-10|2005-11-04|Aventis Cropscience Sa|USES OF ACETOHYDROXYACIDE ISOMEROREDUCTASE INHIBITORS FOR THE TREATMENT OF FUNGAL DISEASES OF CULTURES|
    CN100375748C|2005-04-26|2008-03-19|华中师范大学|Substituted phenoxy-acetoxy-aromatic heterocyclic radical-alkyl ester phisphinic acid possessing bactericidal and herbicidal activity, and preparation|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE3511198|1985-03-28|
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