Fungicidal composition in the form of emulsifiable concetrate
专利摘要:
FUNGICIDE MEANS in the form of an emulsifiable concentrate containing the active substance based on 1,2,4-triazole derivatives, the solvent is dimethylformamide. and an emulsifier, an alkylaryl polyglycol ether, characterized in that, in order to enhance the fungicidal activity, it contains as a 1,2,4-triazo-ga derivative a compound of the general formula CH-R-CO-CH-Y 2 -N 2 I where R - propargyl, cyclohexylmethyl, benzyl, 2-chlorobenzyl, 3-chlorobenzyl, 4-chlorobenzyl, 2,4-dichlorobenzyl, i 2,6-dyshorbenzyl, 3,4-Dichlorobenzyl, 4-fluorobenzyl, 4-chloro-3-trifluoromethylbenzyl, 4-nitrobenzyl, 4-trifluoromethoxybenzyl; X - hydrogen, fluorine, chlorine; Y - fluorine, chlorine, or its hydrochloride salt with R - propargyl, benzyl, 3,4-dichloro) benzium JJ, cyclohexylmethyl, as an alkyl aryl polyglycol of the LYL ester - nonylphenol polyglycol ether, containing on average 18 alcohol. groups per molecule, in the following ratio of components, parts by weight: Derivatives of 1,2,4-triazole. . .0.25 Dimethylformamide 25.00 Nonylphenol polyglycol ether, containing, on average, 18 alcohol groups per molecule0.06 公开号:SU1090253A3 申请号:SU803220057 申请日:1980-12-18 公开日:1984-04-30 发明作者:Крэмер Вольфганг;Гейнц Бюхель Карл;Фробергер Пауль-Эрнст;Брандес Вильгельм;Люрссен Клаус 申请人:Байер Аг (Фирма); IPC主号:
专利说明:
The invention relates to chemical means of controlling fungal diseases of plants, namely, a fungicidal agent based on 1,2,4-triazole derivatives. A fungicidal agent containing an active substance based on 1,2,4-triazole derivatives, for example 1- (2,4-dichlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl ) butan-2-one, and additives from the number of hard and liquid carriers f1j. However, this tool is not effective enough. The closest to that proposed by the technical essence. And according to the achieved result is a pound agent containing an active substance based on 1,2,4-triazole derivatives, for example 1- (4-chlorophenyl) -4,4-dimethyl-2- ( 1,2,4-triazol-1-yl) -pentan-3-one, a solvent, such as dimethylformamide, and an emulsifier, alkylaryl polyglycol ether z}. A disadvantage of the known agent is low activity. The purpose of the invention is the enhancement of fungicidal activity. This goal is achieved by the fact that the fungicidal agent in the form of an emulsifiable concentrate contains derivatives of 1,2,4-triazole of the general formula as an active substance. R-jai-CO-C-CH YV, i where R is yropargil, cyclohexylmethyl, benzyl, 2-chlorobenzyl, 3-chlorobenzyl, 4-5sorbenzyl, 2,4-dichlorobenzyl, 2,6-dichlorobenzyl, 3,4-dichlorobenzyl , 4-fluorobenzyl, 4-chloro-3-trifluoromethylbenzyl, 4-nitrobenzyl 4-trifluoromethoxybenzyl; X is hydrogen, fluoro, chlorine; ; Y is fluorine, chlorine, or its hydrochloride salt, pr R - propargyl, benzyl, 3,4-dichlorobenzyl, cyclohexylmethyl, as the solvent g of dimethyl forms of the emulsifier - nonylphenol polyglycol ether, containing on average 18 alcohol groups per molecule, with the following ratio of components , weight: Derived 1,2,4-triazole 0, 25 Dimethylformamide 25.00 Nonylphenol polyglycol ether, containing on average 18 alcohol groups per molecule 0.06 The proposed remedy is prepared by simply mixing the ingredients at the indicated ratio. The triazole derivatives of the formula i, as well as their acid addition salts, are obtained by reacting a compound of the formula CH3 HjC-CO-C-CHzY where X and Y have the above values with an alkylating agent of the general formula R - Z, III where R has the above values and Z removes an emulsifying group, in the presence of a base and an organic diluent, or in an aqueous-organic two-phase system in the presence of a phase transfer catalyst, and the resulting product, if necessary, is reacted with an acid. Triazolylmethyl-trET.-butyl-: ketones of formula II are obtained by the interaction of haloketones of formula “3. Hal - CHf CO - C - CHzYi CHzX where X and Y have the above values and Hal - chlorine or bromine with 1,2,4 triazole in the presence of a diluent, for example acetone, and a binding acid, for example potassium carbonate, at 20 -. Halogen n-ketones of formula 1U are obtained by mixing a compound of the formula of the formula CH3-Co-C-SNU where X and Y have the above values in an inert organic solvent at room temperature with chlorine or bromine; or it is reacted by conventional means of chlorination, for example, sulfuryl chloride, at 20-60 ° C. Means of alkylation of the formula. III are known compounds of organic chemistry. Inert organic solvents are used as diluents, for example, aromatic hydrocarbons (benzene, toluene or xylene) halogenated hydrocarbons (methylene chloride, carbon tetrachloride chloroform or chlorobenzene), ester (acetic acid), formamides (dimethylformamide), and also dimethyl sulfonic acid. in the presence of organic and inorganic bases, such as alkali metal hydroxides or alkali metal carbonates, such as potassium and sodium hydroxides j Reaction temperature from O to, preferably from 20. To the reaction, 1-1.2 mol of an alkylating agent is used per 1 mole of triazolylmethyl-tRET.-bu, of a til-ketone of the formula II.The separation of the target products of the formula t is carried out by known methods. The action can also be carried out in a two-phase system, for example, in sodium liquor or a solution of caustic potash and toluene, or in methylene chloride, with the addition of 0.11 mole of a phase transfer catalyst, for example, ammonium or phosphonium-benzyldodecyldimethyl chloride and ben zyl chloride ammo uh. The compounds obtained are given in table. one . R-pi-CO-C-CHzY R caijX Table 1 CIS78-79 2 n F112-120 F62-72 n F58-70 n F150 (decomp.) (X HC1) n OjH- jVcHj СН - С - С С С1 cis C1- / -СНг10 C1 Cl-f -CH211 C1 CHg12 G - / y SNG13 NU-cng Continued table. t F138-140 n F130 (decomp.) (X NF n n.С 102 F108 63-78 96-112 (xHC1) (decomp.) CE 58-78 n F88-98 (xHCl) n Ct 58-74 F86-88 n C1- / CH217 CPH / CHjIB F -53-63 n With Oil with PI and m e p 1. Beating treatment (mealy dew of grain), protective action (destroying the leaves of mycosis). Young plants of barley variety Amzel in the development stage of one leaf are sprayed to a moisture content of the dew with an aqueous fungicide preparation consisting of 0.25 weight parts. active substances listed in table. 1.25 parts by weight of dimethylformamide and 0.06 parts by weight give phenol polyglycol ether, containing on average 18 alcohol groups per molecule. After drying the plant, barley is struck with spores of Erypip graminis var. hordei. After 6 days of storage at 21-22 and. 80-90% of the air humidity is determined by the defeat of plants by pustules of powdery mildew. The extent of the lesion is expressed as a percentage of the lesion of untreated control plants. At the same time, 0% means no damage, and 100% - its compliance with the degree of damage of untreated control plants. The active substances of the funds and the results of the experiments are given in table 2. Damage at the concentration of the active substance in the preparation of 0.001%,% AS known) 78 66 10 B (known) 1 Continued table. 2 CH2-CH-CO-C (CH3) C 0-CH-CO-C (CH3) 5 n IT- Example 2. Experience .. with Podosphaera blon, protective action. Young plants in the developmental stage of one leaf are sprayed until a droplet is formulated with an aqueous solution of a fungicide consisting of 0.25 parts by weight. active substances listed in table. 3, 25 weight.h. dimethylformamide. and 0.06 weight.h. nonylphenol polyglycol ether containing in the medium 18 alcohol groups per molecule. After drying, the plants are inoculated with spores of blonium powdery mildew (Podosphaera lencotricha) and stored in a greenhouse at 23 ° C and 70% relative humidity for 9 days. The extent of damage to the treated plants is determined as a percentage of the damage to the untreated control plants. At the same time, 0% means no damage, and 100% means its identity as untreated control plants. The active substances and the results of the experiment are given in table 3. Table 3 . 9 1090253 Continuation of table 3 34 10 Continued table. 3 Gicidal agent has high activity.
权利要求:
Claims (1) [1] FUNGICIDAL PRODUCT in the form of an emulsifiable concentrate containing the active substance based on derivatives of 1,2,4-triazole, the solvent is dimethylformamide. and emulsifier - alkylaryl polyglycol ether · characterized in that, in order to enhance fungicidal activity, it contains a compound of the general formula as a derivative of 1,2,4-triazole N. Where k is propargyl, sn 3 I r-ch-co-c-ch 2 y sn 2 x cyclohexylmethyl, benzyl, 2-chlorobenzyl, 3-chlorobenzyl, 4-chlorobenzyl, 2,4-dichlorobenzyl, i 2, 6-disatorbenzyl, 3,4-dichlorobenzyl, 4-fluorobenzyl, 4-chloro-3-trifluoromethylbenzyl, 4-nitrobenzyl, 4-trifluoromethoxybenzyl; X is hydrogen, fluorine, chlorine; U - fluorine, chlorine, or its hydrochloride salt with § R - propargyl, benzyl, 3,4-dichlorobenzyls, cyclohexylmethyl, as alkylaryl polyglycol ether - nonylphenol polyglycol ether containing on average 18 alcohol groups per molecule, in the following ratio of components, weight. hours: Derivatives of 1,2,4-triazole. 0.25 Dimethylformamide 25.00 Nonylphenol polyglycol ether, content. living on average 18 alcohol groups per molecule 0.06 gib 1090253> 10.
类似技术:
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同族专利:
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引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 DE2431407C2|1974-06-29|1982-12-02|Bayer Ag, 5090 Leverkusen|1,2,4-Triazol-1-yl-alkanones and alkanols, processes for their preparation and their use as fungicides| US4079143A|1975-08-26|1978-03-14|Imperial Chemical Industries Limited|Fungicidal 1H-1,2,4-triazoles| DE2613167A1|1976-03-27|1977-10-06|Bayer Ag|OXIME CARBAMATES, THE PROCESS FOR THEIR MANUFACTURING AND THEIR USE AS INSECTICIDES, ACARICIDES AND NEMATOCIDES| GB1533375A|1976-07-20|1978-11-22|Bayer Ag|Halogenated 1-azolyl-butane derivatives and their use as fungicides| BR7705001A|1976-07-29|1978-05-02|Ici Ltd|COMPOSITION TO COMBAT FUNGI AND PROCESS TO COMBAT DISEASES CAUSED BY FUNGI| IE45765B1|1976-08-19|1982-11-17|Ici Ltd|Triazoles and imidazoles useful as plant fungicides and growth regulating agents| NZ186369A|1977-02-08|1980-03-05|Ici Ltd|Method of regulating plant growth| US4267381A|1978-10-06|1981-05-12|Bayer Aktiengesellschaft|Preparation of side-chain fluorinated 3,3-dimethyl-butan-2-one| DE2905981A1|1979-02-16|1980-10-30|Bayer Ag|1-ALLYLTRIAZOLE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTION PRODUCT|AR228764A1|1980-12-20|1983-04-15|Bayer Ag|1-AZOLIL-3,3-DIMETILALCAN-2-ONAS Y-2-OLES, SUBSTITUTED, PROCEDURE FOR THEIR PRODUCTION AND PROTECTIVE COMPOSITIONS OF PLANTS FUNGICIDES AND REGULATORS OF THE GROWTH OF PLANTS BASED ON SUCH COMPOUNDS| DE3048266A1|1980-12-20|1982-07-29|Bayer Ag, 5090 Leverkusen|SUBSTITUTED 1-AZOLYL-BUTANE-2ONE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES AND AS INTERMEDIATE PRODUCTS| DE3209431A1|1982-03-16|1983-09-22|Bayer Ag, 5090 Leverkusen|PHENOXYPROPYLTRIAZOLYL KETONES AND CARBINOLS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS FUNGICIDES| DE3224129A1|1982-06-29|1983-12-29|Bayer Ag, 5090 Leverkusen|SUBSTITUTED AZOLYL KETONES AND ALCOHOLS| US4616027A|1982-08-14|1986-10-07|Pfizer Inc.|Antifungal 1-aryl-1-fluoroalkyl-2-ethanols| DE3234627A1|1982-09-18|1984-03-22|Bayer Ag, 5090 Leverkusen|SUBSTITUTED AZOLYLALKYL T-BUTYL KETONES AND CARBINOLS| DE3242222A1|1982-11-15|1984-05-17|Bayer Ag, 5090 Leverkusen|HYDROXYALKINYL-AZOLYL DERIVATIVES| GB8304282D0|1983-02-16|1983-03-23|Pfizer Ltd|Antifungal agents| GB2184113B|1985-08-07|1989-08-23|Ici Plc|Heterocyclic compounds| DE3540523A1|1985-11-15|1987-05-27|Bayer Ag|AZOLYLETHERKETONES AND ALCOHOLS| CN102659696B|2012-05-04|2014-07-16|北京颖泰嘉和生物科技有限公司|Method for improving anti-caking property of tebuconazole|
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申请号 | 申请日 | 专利标题 DE19792951164|DE2951164A1|1979-12-19|1979-12-19|SUBSTITUTED TRIAZOLYL METHYL-TERT.-BUTYL-KETONE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTANT AND AS AN INTERMEDIATE PRODUCT| 相关专利
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