• 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:
    HOE 79/F 023 HERBICIDAL COMPOSITIONS of the disclosure: Liquid emulsifiable herbicidal compositions containing linuron as the active ingredient, organic solvents and emulsifiers, which are characterized by a content of compounds inhibiting a crystallization of active ingredient in the aqueous emulsions of the concentrates, of from 0.2 to 5 weight %, these compounds being phthalic acid dialkyl ester or phthalic acid alkyd resins or oil-modified phthalic acid alkyd resins or terpene-phenol resins or mixtures thereof.
    公开号:SU1079159A3
    申请号:SU802878002
    申请日:1980-02-08
    公开日:1984-03-07
    发明作者:Альбрехт Конрад；Френш Хайнц；Шумахер Ханс
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    The invention relates to agriculture, namely to emulsifiable herbicidal concentrates. A preparation capable of emulsifying is known, which contains a large amount of cyclohexylidene cyclohexgjone as a solids. Thus, it is possible to confirm that the linuron is cleared from droplets of the aqueous emulsion in the sprayed layer on plants, if the emulsifiable concentrate, along with 20 wt.% Linuron, contains .1530 wt.% Cyclohexylidene-cyclohexanone l. However, cyclohexylidene-cyclohexane does not prevent completely the crystallization of linuron from the aqueous emulsion in the container, at which time the preparation is sprayed. Herbicles are known as a single agent in the form of an emulsion concentrate containing the active ingredient 3- (3.4dichlorophenyl) -l-methyl-l-methoxy-symol (linuron), an organic solvent and an emulsifier selected from the group consisting of castor oil polyglycol ether, polyglycol ether, and more. alcohol, calcium dodecylbenzenesulphonic acid, chlorinated C, -C (5-alkanesulphonic acid calcium 2j. However, in practice, the known emulsifying concentrate of linuron does not find use, since when applying its aqueous emulsions, Difficulties: An emulsifiable concentrate of linuron, which contains common solvents or solvent mixtures, when diluted with water, forms emulsions, however, from these emulsions, after a short time, for example, 5-15 minutes and especially when diluted with cold water, 10-15 ° C A solid linuron in the form of IGH1 crystals with a length of 100-250 microns is precipitated. This crystallization is accelerated if the emulsion for spraying is mixed in. Applying this type of aqueous emulsions of linuron for spraying may cause contamination. flat syringe with precipitated particles of crystals. But above all, this type of emulsion broths for spraying are less effective than the same concentrated aqueous suspensions of wettable powders, which can be compared, since in linuron emulsions, the substance is an effective substance; the crystallization of the latter is in a coarser and more inhomogeneous distribution than in the suspension of the wettable powder. The purpose of the invention is to increase the stability of the agent by preventing the active ingredient from crystallizing. This goal is achieved by the fact that, as a solvent, the herbicidal agent contains isophorone and xylene or technical aromatic distillate with a boiling point. 183-312®С at a ratio of 1: 0.8-4.2 and additionally a crystallization inhibitor selected from the group consisting of di-phthalic acid alkyl ester, phthalic acid alkyd resin or PG same as oil-modified resin , terpentine phenol resin, in the following ratio of components, wt.%: 3- (3,4-Dichlorophenite 1-methyl-1-methoxyurea 10-20 Isophorone and xylene or technical aromatic distillate C. KIP. 163-312 C at ratio of 1: 0.8-4.2 65-78 Emulsifier, selected from the specified group 10 Anti-crystallization additive, selected from the above group 2 to 5. Preferred crystallization retarding agents are phthalic acid alkyd resin and terpenphenol resin. Particularly preferred solvents are combinations of isophorone and xylene. As an aromatic solvent, for example, alkyl benzenes, preferably xylene, and also high boiling point are used. technical aromatic distillates, for example, based on mineral oils, which show a boiling point in the range, for example, 156-312s. Aliphatic or cycloaliphatic ketones are used as ketones, especially liquid ketones, whose flash point (measured in a confined space) is higher. Ketones serve to improve the solubility of linuron in an aromatic solvent, as well as to improve the cold stability of an emulsifiable concentrate of linuron, for example, at a temperature from 0 to. Particularly suitable ketones are, for example, isophorone and c: ogexanone. Emulsifiable concentrates can be obtained, for example, by dissolving the effective substance in an organic solvent or in a mixture of solvents, such as xylene and isophorone with the addition of an emulsifier. By emulsifiers should be understood all known and used in
    as auxiliary substances for the preparation of emulsifiable concentrates, xylene-soluble surfactants, such as calcium salts of dodecylbenzenesulfonic acid or calcium salts of chlorinated C, -C15-alkanesulfonic acids, along with polyglycol ethers, for example, polyphenols and alkanesulfonic acids, along with polyglycol ethers, for example, polyphenols and alkanesulfonic acids, as well as polyglycol ethers, for example, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycol ethers, polyglycolic ethers, polyglycol alcohols or products of the interaction of castor oil with ethylene oxide.
    Phthalic acid esters are preferably used with phthalic acid dialkyl esters with alkyl groups having respectively up to 18 C atoms, preferably up to 12 C atoms, which can be substituted, for example, dimethyl ester or preferably diisooctyl phthalic ester, which are used in as a softener in the processing of synthetic materials. In plant protection products, such phthalic acid esters are sometimes used as well as additives that prevent / evaporation in the manufacture of effective substances of phosphoric esters. Their use as agents preventing crystallization of the effective substance in aqueous emulsions of emulsifiable concentrates of these effective substances, especially linuron is new.
    As regards the anti-crystallization effect of phthalic acid esters with respect to linuron in aqueous emulsions according to the invention, phthalic acid dialkyl ethers are particularly suitable for this purpose, especially polycondensates containing phthalic acid ester groups and soluble in organic solvents. x, which, for example, are known as alkyd resins of phthalic acids or oil-modified alkyd resins of phthalic acid.
    By oil-modified phthalic acid alkyd resins should be understood to be soluble in organic solvents and containing ester groups of phthalic acid polyethers, which are obtained if, for example phthalic acid or phthalic anhydride, are esterified with aliphatic fatty acids and polyalcohols, such as, for example, glycerol, sorbitol, pentaerythritol erite, in a one-step process or in that, first, phthalic acid triglycerides are reacted with ethanol alcohol (alcoholysis) immediately after this BCCH reaction in the second process step is esterified with phthalic acid or phthalic anhydride.
    Fatty acids or fatty acids used for esterification from fatty oils may be saturated or unsaturated.
    Phthalic acid alkyd resins, which are modified with oils, are particularly suitable.
    for example, for synthesis
    among which, for example, 40% by weight of castor oil is used, inter alia, with 37% by weight of phthalic anhydride (alkyd resin A), or
    For the synthesis of which, specially selected, unsaturated, dried oils are used (for example, cotton seed oil in an amount of 45 wt.% along with 2-7 wt.% of anhydride
    phthalic acid (alkyd B resin) or for the synthesis of which 37% by weight of isononanoic acid, including triglyceride, and 40% by weight of phthalic anhydride (alkyd resin 6) are used, inter alia.
    In addition, to prevent crystallization stabilization of emulsifiable concentrates of linuron, terpene-phenol resins are applicable in organic solvents. They can be obtained by condensation of terpene hydrocarbons, in particular od-pinene or terpetin oil with phenols or alkylphenols. in the presence of catalysts, such as boron trifluoro.
    Preferred are non-hardened, oil-soluble terpenophenol resins (terpenophenol
    resin A).
    Able to emulsify, crystallization stabilized linuron concentrates according to the invention are
    chemically, physically, and also in the application of stable, as shown by the test for storage under difficult conditions, such as, for example, when stored for 3 months. at or in the cold test at.
    The manufacture of an emulsifiable concentrate of linuron is carried out in a simple manner in that linuron, emulsifiers and phthalic acid esters according to the invention are metered into the solvent, phthalic acid esters, oil-modified phthalic acid ester resin, terpenphthalic acid or mixture
    of the compounds mentioned and dissolved with stirring. Capable of emulsion. The concentrates of linurun in accordance with the invention (at comparable expenditure rates) have a significantly better herbicidal action. linuron wettable powder, —speed comparable finished products in water are used suspended or emulsified, which is practically possible to save an effective substance. To combat weeds, the proposed herbicidal concentrates are applied from aqueous emulsions in an effective amount to the surface, for example, approximately with consumable rates from 0 , 03 to 0.13 to the effective substance per hectare. These examples demonstrate the effectiveness of the anti-crystallisation component, as well as the biological effectiveness of the emulsifiable lipuron concentrate. For comparative experience, those capable of emulsifying with concentrates that contain 10-20% by weight of linuron are taken. Corresponding results are also obtained if the concentration of linuron in the concentrates is, for example, 15 or 25 wt.% ,. moreover, the concentration of the amount of solvent can also be changed at the same time. Testing the effectiveness of the crystallization inhibiting component with respect to the crystallisation of linuron in an aqueous emulsion of an emulsifiable concentrate is carried out by examining the emulsions under a microscope for the appearance of crystals and accordingly determining the size of the crystals. For this, emulsions are obtained which contain respectively 2.5 parts by weight. emulsifiable concentrate in 97.5 parts by weight. water with a hardness of 342 parts per million (ppm) and 10 or 30 C. The emulsions were mixed at 10 or 2 hours, while after 15, 30 and 120 minutes, and after an additional three-hour hour, they were tested under a microscope for the linuron crystal and, accordingly, the size of the crystals was determined. Example 1 (comparative). Substance, wt.%: Linuron 10; xylene 70, a mixture of emulsifiers 20, consisting of polyoxyethylene ether and low soluble oil sulfonates. After 15 minutes of mixing with a 2.5% aqueous emulsion, needles of linuron crystals of 7080 microns are formed, after 30 minutes they are 220-240 microns in size. Etc. and meper 2 (comparative). Substance, wt.%: Linuron 20; 2-cycle lhexylidene-cyclohexanone 20, xylene 50, calcium-chlorinated Cf-Ct-alkanesulfonate 5, polyglycolic ester of oleic alcohol (8 AeO) 1; polyglycol ether (40 AeO) of castor oil 4. After stirring for 2.5 minutes with a 2.5% aqueous emulsion, linuron crystals with a size of 90-140 microns are formed, after 30 minutes the crystals have a size of 190-240. um Example 3 (comparative). Substance, wt.%: Linuron 20, xylene 35, isophorone 35; polyglycol ether (40 AeO) castor oil 4, 51 polyglycol ether (8 AeO) oleic alcohol 2, O calcium-dodecyl benzene sulfonic acid 3,5. After mixing for 10 minutes with a 2.5% emulsion wave, linuron crystals with sizes of 90-150 microns are formed; after 30 minutes the crystals have sizes of 200-260 microns. Example 4 (comparative). Substance, wt.%: Linuron 20; xylene 35, cyclohexanone 35; polyglycol ether (40 AeO) of castor oil 4.5; oleic alcohol polyglycol ether (8 AeO) 2.0, calcium chlorinated GCJ-Cfg-alkanesulfonic acid 3.5. After mixing a 2.5% aqueous emulsion for 10 minutes, linuron crystals having a size of 90-110 microns are formed, and crystals with a size of 200-250 microns are formed after 30 minutes. Example 5 (comparative). For a biological comparison, a wettable linuron-50 powder (with 50 wt.% Of an effective substance) is obtained by the fact that the mixture indicated below is crushed twice with a pin mill at a grinding speed of 150 m / s to a ton of milled less than 10 microns. 50.0% by weight of linuron, 30.0% by weight of finely dispersed synthetic silicic acid, 10.0% by weight of sodium dinaphthylmethanedisulfonic acid, 0.5% by weight of oleylmethylnauri sodium, 2.0% by weight of sodium dibutylnaphthalenesulfonic acid, 7.5% by weight % diatomaceous earth. In contrast, the finished products listed below are obtained. Example 1. The drug, wt.%: Linuron 10, isophorone 15; technical distillate of aromatic compounds 183-207 with 63; calcium dodecylbenzene sulfonic acid 4,5, polyglycol ether (40 AeO) castor oil 4,5-, polyglycol ether of oleic alcohol (8 AeO) 1.0; alkyd resin A 2.0. After stirring for 2 hours. A 2.5% aqueous emulsion was not installed. The formation of crystals, they were not detected even after an additional three-hour stand. Example 2. The drug, wt.%: Linuron 20; Isophorone 35.0; xylene
    33.0, polyglycolic alcohol of castor oil (40 AeO) 4.5; polyglycol ether (8 AeO) oleic alcohol 2, OJ calcium-dodecylbenzenesulfonic acid 3,5; alkyd resin B 2.0.
    After stirring for 4 hours and standing immediately thereafter for 4 hours, the formation of crystals was not detected in a 2.5% aqueous emulsion.
    Examples 3, 4, 5 and 6, as in Example 2, however, instead of 2 wt.% Alkyd resin A, 2 wt.% Alkyd resin C or alkyd resin B or terpene phenol resin A or 1 wt.% Alkyd resin A, 1 wt.% Are used. terpenophenol resin A.
    In a 2.5% aqueous emulsion, after stirring for 3 hours and standing for 4 hours in all examples, no crystals were formed.
    Example 7. The drug, wt.%: Linuron 20, isophorone 35,0, technical aromatic distillate with BP. 183-312 ° C 33.0; polyglycol ether (AEO 40) castor oil 4,5; Calcium-dodecylbenzenesulfonic acid 3.2; polyglycol ether (8 AeO) oleic alcohol 2,3; Stock Resin B 2.0.
    In a 2.5% aqueous emulsion, after two hours of stirring, no crystal formation was detected, they were not even after standing for 3 hours.
    Examples 8 and 9. The drug, wt.%: Linuron 20,0; isophorone 35.0 / xylene 30.0 diisooctyl
    or phthalic acid dimethyl ester 5.0, polyglycol ether (40 AeO) castor oil 4.0, polyglycol ether (8 AeO) oleic alcohol 2,0; calcium-chlorinated C | -15 elkansulfonic acid 4.0.
    In a 2.5% emulsion, after stirring for 1.5 hours, there were no crystals.
    Example 10. The drug, wt.% Linuron 15, cyclohexanone 36; xylene 36, polycarboxylic ester of cathori pasla (40 AeO) 4.5; polyglycol ether oleic alcohol 2,5; calcium salt dodecylbenzene sulfonic acid 4.0; alkyd resin A 2.0.
    .In a 2.5% emulsion concentrate of the above composition after 3 hours of mixing and 4 hours, crystal formation is absent.
    An example (biological). Comparative test of linuron: 20% emulsion concentrate (EC) with a linuron 50% wettable powder (WP) ..
    Cultivated plants oats, mustard (mustard taken as a test plant for dichotomous weed spit) and beans were planted in experimental alumina pots and the agent was sprinkled in 300 l / ha of water at a pressure of 3 bar, the adverse effect was set after 4 weeks and expressed in percents.
    The table shows the experimental data.
    EC 2)
    0.03 0.06 O, 13
    Linuron 50% wettable
    7
    10 13
    权利要求:
    Claims (3)
    [1]
    A HERBICIDE AGENT IN THE FORM OF AN EMULSION CONCENTRATE, containing the active ingredient 3- (3,4-dichlorophenyl) -1-methyl-1-methoxyurea, an organic solvent and an emulsifier selected from the group consisting of castor oil polyglycol ether, polyolefin oleic benzene alcohol polyglycol ether chlorinated acid
    C | 3 -C ^ alkanesulfonic calcium, characterized in that, in order to increase the stability of the agent by preventing crystallization of the active ingredient, it contains isophorone and xylene or a technical aromatic distillate with a boiling point as a solvent. 183-312 ° C with a ratio of 1: 0.8-4,
    [2]
    2 and additionally an anti-crystallization additive selected from the group comprising di = C, ^ “
    C.-phthalic acid alkyl ester, phthalic acid alkyd resin or the same oil-modified resin, terpenthenol resin, in the following ratio, May.%:
    [3]
    3- (3,4-Dichlorfe nyl) -
    1-methyl-1-methoxyurea Isophorone and xylene or a technical aromatic distillate with t’.knp. 183-312 ° C with a ratio of 1: 0.8-4.4 Emulsifier selected from the specified group Additive that prevents crystallization selected from the specified group
    类似技术:
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    同族专利:
    公开号 | 公开日
    HU185782B|1985-03-28|
    FR2448293A1|1980-09-05|
    IT1147303B|1986-11-19|
    DE2905122A1|1980-08-14|
    AU5534580A|1980-08-14|
    CA1142771A|1983-03-15|
    FR2448293B1|1983-04-01|
    IT8019820D0|1980-02-08|
    NZ192834A|1982-03-09|
    AU529280B2|1983-06-02|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    DE3203779A1|1982-02-04|1983-08-11|Hoechst Ag, 6230 Frankfurt|HERBICIDAL AGENTS|
    GB8308749D0|1983-03-30|1983-05-11|Dow Chemical Co|Emulsifiable concentrate formulations of pesticides|
    RU2067831C1|1987-06-24|1996-10-20|Мицуи Тоацу Кемикалз Инк.|Liquid pesticide composition|
    AU749607B2|1997-04-14|2002-06-27|Dow Agrosciences Llc|Pesticide compositions|
    US9578874B2|2012-07-12|2017-02-28|Adjuvants Unlimited, LLC|Methods and compositions for reducing or inhibiting spray drift and driftable fines|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19792905122|DE2905122A1|1979-02-10|1979-02-10|HERBICIDAL AGENTS|
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