• 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:
    The invention relates to chemical plant protection agents and allows the insecticidal activity of the agent to be enhanced by using 2-methyl-5- (3-phenoxy-4-fluorophenyl) -1, 1-difluoro-2- (4- ethoxyphenyl) pentane of the formula C2HjOC6H4-C / CHFi / - / CH, / -. -; НдСН СН, -СбН,., The insecticide contains 20% by weight of the active substance, 75% by weight of the solvent of isophorone and 5% by weight of a mixture of calcium phenylsulfonate and a simple polyglycote of the left fatty alcohol as a surfactant , 1 tab.
    公开号:SU1470172A3
    申请号:SU864019299
    申请日:1986-02-10
    公开日:1989-03-30
    发明作者:Франке Хельга；Франке Хайнрих；Крюгер Ханс-Рудольф；Йоппиен Хартмут
    申请人:Шеринг А.Г. (Фирма)；
    IPC主号:
    专利说明:

    one .
    This invention relates to chemical plant protection products, namely, an insecticidal agent based on fluorinated pentane.
    The aim of the invention is to increase the insecticidal activity.
    The invention is illustrated by the following examples.
    Example 1. Preparation of 2-methyl- -5- (3-phenoxy-4-fluorophenyl-1,1-difluoro-; -2- (4-et hydroxyphenyl) pentane.
    First option.
    2.0 g (4.69 mmol) of 4- (4-ethoxyphenyl) -5,5-DIFTOR-1- (4-fluoropyl-3-4-L-x-phenyl-phenyl) -4-methyl-2-pentane is hydrogenated in 30 ml of ethanol with hydrogen with the addition of 0.2 g of Rene nickel at a temperature of the environment and normal atmospheric pressure. After consumption of the calculated amount of hydrogen, the catalyst is filtered off and the solvent is sucked off under reduced pressure.
    After chromatography on hexane-toluene on silica gel, 1.8 g of the expected product remain, which is 89.6% of theory. The refractive index is 1.5481.
    Calculated,%: C 72, 88; H 6.35; F 13.30.
    Found,%; C, 72.93; H 6.31; F13.31.
    Necessary starting materials or intermediates can be obtained as follows.
    .4- (4-Ethoxyphenyl) -4; 5-difluoro-1- (4-fluoro-3-phen9 Xifensh1) -4-methyl-2-pentenA
    To 6.37 g (mmol) of G2- (4-fluoro-3-phenoxyphenyl) -ethitH -triphenyl bromide phosphonium in 40 ml of absolute tetrahydrofuran is added dropwise at
    i4 vl
    s
    04
    ambient temperature under Nj for 5 min. 7., 15 ml of a 1.6 molar solution of butyllithium in n-hexane. After one hour of stirring, a solution of 2.58 g (11.2 mmol) of 2-difluoromethyl 2- (4-ethoxy-syphenyl) -propionaphenyldegyl in 10 ml of absolute tetrahydrofuran is added dropwise. Stir for 18 hours at ambient temperature. The solution is fed to ice water, extracted with ether, dried with sodium sulfate and evaporated. After chromatography j with a mixture of hexane-toluene on silica gel I, 2.07 g of A- (4-ethoxyphenyl) -5 remain: 5-difluoro-1- (4-fluoro-3-phenoxyphenyl) -4 metsh1-2-pentane, which makes up 43% of theory.
    The refractive index of p 1.5549. 2-Difluoromethyl-2- (4-ethoxyphenyl) propionaldehyde „
    To 7.5 g (33.3 mmol) 2 - difluoromethyl g2- (4-ethoxyphenyl) -2- (4-ethoxyphenyl) -1propionnitrile in 75 ml of topuol is added. drops in ice cooling in the atmospheric Ng 30.5 ml of a 1., 2 molar 1 solution of diisobutylaluminum hydride in toluene. After that, stirring is carried out for 1, 5 hours and the reaction mixture is hydrolyzed with 10% sulfuric acid, extracted with acetic acid ether, dried with sodium sulfate, and the solvent is removed under reduced pressure.
    : .6.47 g of the expected product are obtained in the form of a light yellow oil, which constitutes 93.1% of theory,
    Rf 0.57 (hexane-ether 1: 1). The second option for the preparation of compounds;
    1.5 g (3.75 mmol) of 1, 1-diphop-5-CH4-fluorop-3-phenoxyphenyl) -2- (4-hydroxy-| cyphenyl) -2-methylpentane5 10 MP dmethylformamide, 700 mg ( 4.5 mmol): ethyl iodide and 725 g (5.25 l / mol) K2CO, and heated with a catalytic amount of sodium iodide for 8 hours to
    80 ° C.
    The required starting product can be obtained as follows.
    1,1-Difluoro-5- (4-fluoro-3-phenoxy-5-nyl) -2- (4-hydroxyphenyl) 2-methylpentene
    27.22 g (65.68 mol) of 1,1-difluoro-5- (4-fluoro-3-phenoxyphenyl) -2- (4-methoxyphenyl) -2-methylpentane are heated to 10 from 75.92. g (657 mmol) pyridine hydrochloride for 7 h before, then poured into water, extracted with acetic acid, the organic phase is washed, dried with sodium sulfate and concentrated.
    After chromatography with a mixture of toluene-ether of acetic acid on silica gel, 24.5 g of the expected product remain, which is 93.1% of theory.
    0 The refractive index of p 1.5571. Example 2. Mix 20 MAH. 2-methyl-5- (3-phenoxy-4-fluoro-1) - -1,1-DIFTOR-2- (4-ethoxyphenyl) -pentane from May 75.4. isophorone and 5 ma.ch. emit 5 calcium phenylsulfonate and a fatty alcohol polyglycol ether to form an emulsion concentrate.
    In the insulated greenhouse, they infuse
    0 horse bean seedlings (Kicia faba) up to a height of about 6 cm, one plant per pot. Then the seeds are coated with the bean aphid culture (Aphis fabae). After infection of each ray with a shade of 100-200 oops, they are sprayed with the resulting composition diluted with water at various concentrations of the active substance and held in a greenhouse at. After 2 days, the number of dead aphids is determined. Taking into account the remaining untreated control pots, the Abbott agent insecticidal activity is calculated. The results obtained are presented
    5 in the table.
    After that, the mixture is poured into water, electrically heated with acetic acid, dried and concentrated. After chromatography with hexane-toluene on silica gel, 1.4 g of the expected product remain, i.e. 87.4% of theory. The physical data are identical to the data of the product obtained in the first embodiment.
    Proposition Invention Formula
    e ni
    Insecticidal agent, including fluorine-containing penta derivative, solvent. And surfactant at a mass ratio of 20: 75: 5, respectively, about t CHF7

     /
    C2H50-C-CH2-CH CH3
    isophorone is used as a solvent, and a mixture of phenylsulfonate is used as a surfactant
    In order to increase insecticidal activity, 2-methyl-5- (3-enoxy-4-fluorophenyl) -, 1-difluoro-2- (4-ethoxyphenyl) pentane is used as a fluorine-containing derivative of pentane. formulas
    calf and polyglycolic ether of fatty alcohol.
    权利要求:
    Claims (1)
    [1]
    Claim
    An insecticidal agent, including a fluorine derivative of pentane, a solvent and a surfactant in a mass ratio of 20: 75: 5, respectively, about tchf 2 с ^ о - ^ - с-СНг-СНг ч sn 3 as an isophorone as a solvent, and 'as a surfactant - a mixture of phenyl sulfonate kicking in that, in order to increase insecticidal activity, ova n 2-methyl-5- (3-phenoxy-4-fluorophenyl) - is used as a fluorine-containing pentane derivative! , 1-difluoro-2- (4-ethoxyphenyl) pentane of the formula kaledea and polyglycol ether of a fatty alcohol.
    类似技术:
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    同族专利:
    公开号 | 公开日
    DD246915A5|1987-06-24|
    ZA861127B|1986-09-24|
    PH22364A|1988-08-12|
    ES551957A0|1987-01-01|
    CN86100948A|1986-09-03|
    FI860399A0|1986-01-28|
    DK63786A|1986-08-15|
    AU5339686A|1986-08-21|
    BR8600619A|1986-10-29|
    EP0191723A1|1986-08-20|
    FI860399A|1986-08-15|
    KR860006428A|1986-09-11|
    HUT41211A|1987-04-28|
    JPS61189238A|1986-08-22|
    ES8701709A1|1987-01-01|
    DE3505370A1|1986-08-14|
    DK63786D0|1986-02-10|
    US4743622A|1988-05-10|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US4397864A|1980-05-02|1983-08-09|Mitsuitoatsu Chemicals Inc.|2-Arylpropyl ether or thioether derivatives and insecticidal and acaricidal agents containing said derivatives|
    JPS58201737A|1982-05-18|1983-11-24|Mitsui Toatsu Chem Inc|Novel aromatic alkane derivative, its preparation and insecticide and acaricide containing the same as active constituent|DE3602169A1|1986-01-22|1987-07-23|Schering Ag|NEW ALKANE AND ALKOXYAL CANDERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND INSECTICIDES AND ACARICIDES CONTAINING THESE COMPOUNDS|
    GB8605281D0|1986-03-04|1986-04-09|Ici Plc|Diphenyl ether derivatives|
    GB2187452A|1986-03-04|1987-09-09|Ici Plc|Insecticidal fluoroalkyl benzene derivatives|
    DE3628300A1|1986-08-21|1988-02-25|Schering Ag|ALKANE AND ALKOXYALKANE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND INSECTICIDES AND ACARICIDES CONTAINING THESE COMPOUNDS|
    GB8703653D0|1987-02-17|1987-03-25|Ici Plc|Preparation of insecticidally active compounds|
    GB8822792D0|1988-09-28|1988-11-02|Ici Plc|Insecticidal compounds|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19853505370|DE3505370A1|1985-02-14|1985-02-14|AROMATIC ALKANE DERIVATIVES, PEST CONTROLS CONTAINING THESE COMPOUNDS AND METHOD FOR THE PRODUCTION THEREOF|
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