![]() Pesticide compound
专利摘要:
Solutions and formulations of pesticidal carbamates having a high carbamate content and which are stable in the long run, as during storage, and can be exposed to temperatures of from 0 DEG C. to 54 DEG C. without undergoing alterations, i.e., without forming precipitates, etc., are disclosed. The stable solutions or formulations comprise, besides the carbamates, a solvent A which can be DMF, DMA or a mixture of the two and a solvent B which is any solvent, or mixture of solvents, mixable with solvent A, with the exception of alcohols, acids and aliphatic hydrocarbons. 公开号:SU1367835A3 申请号:SU802953004 申请日:1980-07-25 公开日:1988-01-15 发明作者:Дэл Моро Анаклето;Пинамонти Франко 申请人:Монтэдисон С.П.А. (Фирма); IPC主号:
专利说明:
O1 This invention relates to chemical plant protection products and can be used in agriculture. The purpose of the invention is to increase the stability of the active substance selected from the group of 0- (3-methoxycarbamiyo phenyl) -M-tolylcarbamate (phenmedipham), N-methyl-0- (naphthyl-1) -carbamate (carbaril), N-methyl- H, 5-dimethyl-4-cyanomethylaminophenylcarbamate (M 10445) in solution. The invention is illustrated by the following examples. Example 1. Preparation of 3,5-dimethyl-4 (N-cyanomethylamino) -phenyl-N-methylcarbamate. 8.4 g of sodium bicarbonate, 7.5 g of sodium iodide and 3.8 g of chloroacetonitrile dissolved in 5 ml of N, N-dimethyl formamide are introduced into a solution of 9.7 g of 3,5-dimethyl-4- aminophenyl-N-methylcarbamate in 30 ml of N, N-dimethylformamide. This mixture is maintained at 50 ° C. for 4 hours with vigorous stirring, after which it is cooled and filtered. The solution is poured into 100 ml of water and extracted three times with 100 ml of ethyl acetate. The combined organic extracts are washed with water, dehydrated with sodium sulfate and dried at 40 ° C and a pressure of 15 mm Hg. to give 11.5 solid residue. After crystallization of the crude product from benzene, 7.8 g of a crystalline white solid with mp. . Calculated,%: C, 61.79; H 6.48; N 18.01. C, H, 5N, 0. Found,%: C 61.58; H 6.69; N 17.72. Example2. 40 g of phenmedipham - methyl 3-m-tolyl-carbamoyloxyphenylcarbamate (herbicide) is dissolved in a mixture of 30 g of DMF and 30 g of xylene, with stirring for a few minutes and heating (endothermic process). 50 g of the obtained clear solution is incubated for 14 days at, and 50 g at 0 ° C for 48 h. After heating and cooling the i-, the solutions do not change. The analysis of two samples, performed according to the method of those, shows that that in both cases no noticeable decomposition of the active substance occurs. EXAMPLE 3: 40 g of M 10445-methyl-3,5-dimethyl-4-cyanmethylaminophenylcarbamate (insecticide) is dissolved in a mixture of 30 g of DMF and 30 g of xylene, with stirring in for several minutes, heating, if necessary, since the process is end (ethermic. You get a clear solution, 50 g of which is maintained at 54 ° C for 14 days, and 50 g at 0 ° C for 48 h. After heating and cooling, the sample solutions do not change. An analysis of the two samples, performed by the TLC method, indicates that in both cases there is no noticeable decomposition of the ac-. tive substance. Example 4: 30 g of carbaryl-methyl-1-naphthylcarbamate (insecticide) is dissolved in a mixture of 40 g of DMF and 30 g of Solvesso 50 (a mixture based on dimethylethylbenzene and tetramethylbenzene), with stirring in for several minutes, heat if necessary, since the process is endothermic. 50 g of the resulting solution is incubated for 14 days at 54 ° C, and 50 g - for 48 hours. After heating and cooling, the samples do not change. According to the procedures of Examples 2-4, the compositions listed in Table 2 are prepared. 2, and tested for stability. The deterioration of the properties of the active substance corresponds to the amount of the active substance that remains unchanged after accelerated tests for stability. In tab. 2 shows the results. comparative tests of compositions. As shown by the results of research when there is no deterioration.
权利要求:
Claims (1) [1] As can be seen from the table. 2 compositions containing only dimethylformamide or dimethylacetamide are less stable than proposed. Formula from shadows A pesticidal composition based on carbamic acid derivatives, comprising a solvent and an emulsifier. A torus, characterized in that, in order to increase the stability of the active substance, it contains 0- (3-methoxycarbaminophenyl) -H-tolyl-carbamate, or K-methyl-0- (naphthyl-1) -carbamate, or N-methyl -3,5-dimethyl-4-cyanomethylaminophenylcarbamate as active substance, dimethylformamide or dimethylacetamide as solvent, acidic phosphorylated polyoxyethylated nonylphenol or its mixture with calcium dodecylbenzenesulfonate and polyoxyethylenated sorbitanthanol. and additionally contains a co-solvent, in Selected from group: 678354 a) xylene or its mixture with acetophenone (1: 1), or amylacetate (1: 3.1:: 1), or dioctyl phthalate (1: 1, 1: 3), or cellosolve acetate (1: 1), b a fraction of Cd-C aromatic hydrocarbons, g with a boiling point of 180-210 ° C or its mixture with dioctyl phthalate (1: 1) or amyl acetate (1: ten 15 : 1), or cellosolve acetate (1: 1), c) cyclohexanone, acetophenone, amylacetate, cellozrvat acetate, dioctyl phthalate. with the following content components, wt.%: Active substance 20-40 Solvent7-40 Emulsifier10 Co-solvent 14-50 Active substance composition, wt.%: Fenmedifam M 10445 Kar Baril Solvent DMF DMA Xylene Cyclohexanone Shellsol AB Dioctyl phthalate Cellose olvacetate Acetophenone Amyl acetate surfactant 20 20 20 40 34 40 25 20 20 10 40 20 20 20 5050 -1010 15 50 30 16 20 thirty Setrolen O Table 1 20 20 40 34 40 25 thirty 3.5 3.5 residual substance, wt.%: Fenmedifam .M 10445 Carbaryl solvent DMF DMA. Xylene Cyclohexanone shelleol AB Dioctyl phthalate Cellosolve acetate Acetophenone Amyl acetate 20 33 40 32 ten ten 50 thirty 38 " Setralen O Rolfen 10 D " Continuation of table 1 40 40 40 40 ten thirty thirty thirty ten 10 10 20 ten ten thirty thirty ten ten Agrol Worsening after vtserzhki at 54 C for 14 days,% 1.2 2 1.2 1.1 1.3 1.6 1.4 . 1and ( Setrolen O - sorbitanoleate - polyoxyethylate. Agrol - calcium dodecylbenzenesulfonate. Rolfen is an acidic phosphorylated polyoxyethylated nonylphenol. Active substance composition, May.%: Fenmedifam M 10445 Carbaryl Ras governor DMF DMA Xylol Cyclohexanone ShellSOL AB Dioctyl phthalate Cellosolve acetate Adetophenone Amyl acetate 40 40 ten 10 10 20 36 20 40 30 40 32 304010 10 10 thirty 14 28 ten thirty 1367835 8 Continuation of table 1 Continued. one 20 36 20 40 10 10 28 thirty 14 thirty 1.1 1.4 1.4 1.2 1.1 Shellsol AB:. 180-210 ° C; composition,%: C, - 1, C, - 50-55; С „- - 20; C, 2 - 2, indans - 17; naphthalenes - the rest table 2 20 20 20 20 40 40 Worsening after losing at 54 ° C for 14 days. 10.5 10.7 9.6 9.8 8.2 8.1 11.2 11 10.6 1.5 1.3 20 20 20 70 80 70 3.5 10 3,5 3
类似技术:
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同族专利:
公开号 | 公开日 ES8104794A1|1981-05-16| IL60665D0|1980-09-16| NL8004178A|1981-01-29| DE3027767A1|1981-02-19| PL225836A1|1981-05-22| IT1163687B|1987-04-08| JPS5620503A|1981-02-26| FR2462101A1|1981-02-13| CA1153694A|1983-09-13| US4452630A|1984-06-05| JPH0135801B2|1989-07-27| DK313480A|1981-01-28| DD152271A5|1981-11-25| ES493737A0|1981-05-16| CS236769B2|1985-05-15| PL125190B1|1983-04-30| FR2462101B1|1985-07-12| SE8005272L|1981-01-28| GR82410B|1984-12-13| IT7924733D0|1979-07-27| CH645511A5|1984-10-15| BE884482A|1981-01-26| FI802296A|1981-01-28|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 WO1989000380A1|1987-07-16|1989-01-26|Chinoin Gyógyszer és Vegyészeti Termékek Gyára Rt.|Plant-protective composition|US30578A|1860-11-06|Henry johnson | US3068142A|1962-12-11|Solvent system comprising dimethyl | GB852610A|1958-12-19|1960-10-26|Shell Res Ltd|Liquid seed dressing compositions| US3404975A|1964-12-18|1968-10-08|Fmc Corp|m--carbanilates as herbicides| BE683901A|1965-07-14|1967-01-09| NL6915231A|1968-10-24|1970-04-28| IL33580A|1968-12-25|1973-05-31|Philips Nv|Single-phase pesticidal u.l.v.preparations| NL6917222A|1969-11-14|1971-05-18| DE2128225C3|1971-06-07|1980-06-12|C.H. Boehringer Sohn, 6507 Ingelheim|Solution concentrates with fungicidal and acaricidal effects| US4093447A|1971-06-23|1978-06-06|Bayer Aktiengesellschaft|N-Arylcarbamic acid esters and plant growth regulant compositions and methods| US4163662A|1973-01-02|1979-08-07|E. I. Du Pont De Nemours And Company|Liquid formulations of 1--3-methoxy-3-methylurea and selected chloroacetamides| LU66864A1|1973-01-19|1974-08-19| NL178647C|1974-03-08|1986-05-01|Duphar Int Res|PROCESS FOR PREPARING A LIQUID COMPOSITION PROMOTING PLANT GROWTH| IT1111151B|1978-01-10|1986-01-13|Sipcam Spa|COMPOSITION LIQUID HERBICIDE EMULSIFIABLE IN WATER| CA1106202A|1978-12-13|1981-08-04|Lawrence J. Giilck|Herbicidal concentrate containing ketone and amide solvent|IT1195941B|1982-07-16|1988-11-03|Montedison Spa|STABLE LIQUID COMPOSITIONS OF META-BIS-CARBAMATE HERBICIDES| ES8604495A1|1983-09-20|1986-02-01|Koege Kemisk Vaerk|A process for the preparation of known herbicidally active phenyl carbamates.| US5246912A|1984-02-29|1993-09-21|Berol NobelS.A.|Herbicidal compositions of phenmedipham and desmedipham| CZ280059B6|1984-02-29|1995-10-18|Schering Aktiengesellschaft|Stabilized liquid herbicidal agent and method of fighting weeds| FR2577387B1|1985-02-19|1987-09-11|Raffineries Soufre Reunies|NEW HERBICIDE COMPOSITIONS BASED ON CARBAMOYLOXY-PHENYL-CARBAMATES AND PETROLEUM MINERAL OIL| FR2590119B1|1985-03-14|1988-07-29|Rhone Poulenc Agrochimie|STABILIZED LIQUID HERBICIDE COMPOSITIONS BASED ON BISCARBAMATE| FR2597720A1|1986-04-29|1987-10-30|Rhone Poulenc Agrochimie|Stabilised liquid herbicidal compositions based on m-biscarbamates and their use| FR2599593A1|1986-06-06|1987-12-11|Rhone Poulenc Agrochimie|Stabilised liquid herbicidal compositions based on m-biscarbamates and their use| IT1199818B|1986-12-19|1989-01-05|Agrimont Spa|COMPOSITIONS OF METHYL-3-PHENICLCARBAMATE STABLE IN WATER EMULSION| USRE35993E|1989-02-27|1998-12-15|Gierveld Beheer B.V.|Frame for a skate, method for the manufacture thereof, skating shoe and skate| GB8921515D0|1989-09-22|1989-11-08|Wellcome Found|Pesticidal compositions| GB2243551A|1990-05-01|1991-11-06|Kemira Oy|Herbicidal solution| DE19516522A1|1995-05-05|1996-11-07|Bayer Ag|New liquid formulations| GB2446644B|2007-02-15|2009-03-04|William Anthony Jonfia-Essien|An antifeedant agent with insecticidal effect| EA022368B1|2010-05-27|2015-12-30|Акцо Нобель Кемикалз Интернэшнл Б.В.|Agricultural formulations with acyl morpholines and polar aprotic co-solvents| AU2012342490B2|2011-11-24|2015-08-06|Akzo Nobel Chemicals International B.V.|Agricultural formulations with aromatic solvents and acyl morpholines| CN103945691B|2011-11-24|2015-10-14|阿克佐诺贝尔化学国际公司|There is the agricultural mixture of acid amides and acyl group morpholine| WO2013126947A1|2012-02-27|2013-09-06|Huntsman Corporation Australia Pty Limited|Emulsifiable concentrate formulation| CN103004756B|2012-12-28|2015-04-22|深圳诺普信农化股份有限公司|Pesticide solvent and preparation method and applications thereof| EP3240415A4|2014-12-30|2018-06-13|Dow AgroSciences LLC|Fungicidal compositions|
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申请号 | 申请日 | 专利标题 IT24733/79A|IT1163687B|1979-07-27|1979-07-27|SOLUTIONS AND FORMULATIONS OF PASTA CARBAMATES STABLE OVER TIME AND THAT RESIST TO LOW AND HIGH TEMPERATURES| 相关专利
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