CN102334499A - Application of isothiocyanate compound in preparing agricultural herbicide for controlling farmland weeds and lawn weeds - Google Patents
Application of isothiocyanate compound in preparing agricultural herbicide for controlling farmland weeds and lawn weeds Download PDFInfo
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- CN102334499A CN102334499A CN2010102388244A CN201010238824A CN102334499A CN 102334499 A CN102334499 A CN 102334499A CN 2010102388244 A CN2010102388244 A CN 2010102388244A CN 201010238824 A CN201010238824 A CN 201010238824A CN 102334499 A CN102334499 A CN 102334499A
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Abstract
The invention provides applications of an isothiocyanate compound in preparing agricultural herbicide for controlling farmland weeds and lawn weeds. The isothiocyanate compound can be a single dose or a compound agent, and can be prepared into soluble liquid, emulsion in water, greese, creaming agent, and the like. The agricultural herbicide disclosed herein has the advantages of high activity towards weeds, and small dosage, and is economic, safe and practical.
Description
Technical field
The present invention relates to the agent of agricultural chemicals list and the composite dose of application in control farmland weed and turf weed.Specifically, the compound or derivatives thereof that relates to Cruciferae Armoracia and brassica plant source---isosulfocyanate compound is as single agent of weed killer herbicide controlling weeds or composite dose.
Background technology
Because weeds and crops strive fertilizer, win honour for, strive the space, seriously influence output and the quality of crops.And some weeds is the vector of diseases and pests of agronomic crop or the place that the pad volt is survived the winter, and encourages spreading and propagation of damage by disease and insect.Therefore, for guaranteeing the crops good harvest, weeding runs through from being seeded into the whole process of results.Viewing and admiring weeds in the lawn not only influences attractive in appearancely, also hinders the growth of turfgrass, therefore also needs weeding.
Along with the continuous development of China's lawn cause, the requirement of landscaping also improves day by day, weeds prevent and kill off an important step that becomes the lawn maintenance management process.In those early years, preventing and kill off of weeds is main with manual work generally, and artificial weeding is wasted time and energy, and efficient is low.Along with popularizing of science and technology, the application of weed killer herbicide agricultural chemicals is more and more general.The weed killer herbicide agricultural chemicals is a synthetic, in order to eliminate or the control weed growth cover crop and the chemical substance of viewing and admiring the lawn.Weed killer herbicide has quick, efficient, economic characteristics; It can increase substantially labor productivity; Be to realize the requisite advanced technology of agricultural modernization, become the important leverage of stable and high agricultural yields, the improvement that has cropping system now is had crucial meaning.
At present, method of controlling weeds is mainly leaned on the chemical control method.The chemical control method is through using chemical pesticide, with the medical instruments dispenser, with instant effect, efficient is high, method for using is easy, has unique application advantage.But use chemical pesticide to damage in a large number to ecotope, residue of pesticide, the time regular meeting biology of non-target is worked the mischief.Measure of biotic control has environmental friendliness, to characteristics such as natural beneficial organism safety, is the new approaches that control of weeds need be sought to deal with problems.
Isothiocyanates (being called for short ITCs) compounds extensively is present in the plant of Cruciferae, and especially rape genus and Armoracia plant quantum of output are more considerable.The kind of contained isosulfocyanate compound is different in the different plants, contains allyl group isosulfocyanate (being called for short AITC, down together) in wherein most of plant; The methylisothiocyanate ester, ethyl isothiocyanate, isopentene group isothiocyanates; The phenyl isothiocyanates; The benzyl isothiocyanates, 1-phenylethyl isothiocyanates, 2-phenylethyl isothiocyanates.
Once having proposed among the CN101133739A is several kinds of product formulation prescriptions that are respectively applied for soil, grain, textile and tobacco warehouse of main active with the allyl group isosulfocyanate; And the fumigating method very easily to the user is provided, also indicated concrete use object and the dosage of AITC as Pesticidal products.
With four kinds of common weeds is controlling object; The inventor has carried out unification compound bioactivity screening and compound screening seriatim to various concrete isosulfocyanate compounds; Find that one group of (totally ten six kinds) isothiocyanates has preventive effect preferably to four kinds of different weeds respectively, two or more ITCs combination can produce synergistic effect.
The complex preparation of agent of a kind of isothiocyanates list and two or more isothiocyanates is not seen public reported and applied for a patent as weed killer herbicide.
Summary of the invention
The purpose of this invention is to provide one group of isosulfocyanate compound in the application that is used for preparing the agricultural herbicide of preventing and treating farmland weed and turf weed.
In order to realize the object of the invention, the present invention provides one group of isosulfocyanate compound in the application that is used for preparing the agricultural herbicide of preventing and treating farmland weed and turf weed.
Isosulfocyanate compound of the present invention is the benzyl isothiocyanates; Ethyl isothiocyanate; 1-phenylethyl isothiocyanates; 2-phenylethyl isothiocyanates; The isopentene group isothiocyanates; Allyl group isosulfocyanate; The phenyl isothiocyanates; The methylisothiocyanate ester; Amino third isothiocyanates of 1-methyl-3-benzylthio-4-cyano pyrazole-5-; Amino third isothiocyanates of 1-methyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-; Amino third isothiocyanates of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-; Amino third isothiocyanates of 1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-; Amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-; Amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-; Amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-or amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-etc.
Described weeds are barnyard grass grass, butch clover, orchardgrass grass, cyperus iria, alternanthera philoxeroides, lady's-grass, kitchen garden, green foxtail, Siberian cocklebur etc.
Single agent that isosulfocyanate compound of the present invention can be prepared respectively, or with benzyl isothiocyanates (perhaps allyl group isosulfocyanate) the composite dose use composite respectively with other isothiocyanates.
The inventor has passed through lot of test, prepares methylisothiocyanate ester (A), ethyl isothiocyanate (B); Allyl group isosulfocyanate (C); Isopentene group isothiocyanates (D), phenyl isothiocyanates (E), benzyl isothiocyanates (F); 1-phenylethyl isothiocyanates (G); 2-phenylethyl isothiocyanates (H), p-methylphenyl isothiocyanates (I), amino third isothiocyanates (J) of 1-methyl-3-benzylthio-4-cyano pyrazole-5-; Amino third isothiocyanates (K) of 1-methyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-; Amino third isothiocyanates (L) of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-, amino third isothiocyanates (M) of 1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-, amino third isothiocyanates (N) of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-; Amino third isothiocyanates (O) of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-; Amino third isothiocyanates (P) of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-, amino third isothiocyanates isosulfocyanate compounds such as (Q) of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-, and respectively barnyard grass grass, butch clover, orchardgrass grass, cyperus iria, alternanthera philoxeroides etc. have been carried out screening active ingredients.
Former medicine involved in the present invention and extraction mother liquor all can commercially availablely obtain, such as Wuhan Le Liji bio tech ltd.
The synthetic route of amino third isothiocyanates of its substituted pyrazolecarboxylic is following:
Wherein, the preparation process of amino third isothiocyanates of substituted pyrazolecarboxylic: the first step, acetonitrile are solvent, 0 ℃ of stirring reaction 4 hours, and rate of charge NCCH
2R
1: CS
2: KOH=1: 1: 2, R
1Representative-CN perhaps-COOEt; Second step, the compound that obtains 1 is drained, be transferred to reaction vessel, add an amount of water and methanol mixed solvent, drip the PhCH of 2 times of amounts
2Cl or dimethyl suflfate, after 4 hours, behind the precipitation, ethyl alcohol recrystallization obtains compound 2 at 50 ℃ of stirring reactions; The 3rd step was a solvent with ethanol, added compound 2, stirred, and dripped R at 25 ℃
2NHNH
2(R
2Represent CH
3-or Ph-), 80 ℃ of backflows are after 5 hours, and precipitation, isopropyl alcohol are recrystallized and obtain compound 3; In the 4th step, 3 usefulness DMF are transferred to reaction vessel with compound, add equimolar KOH again, drip equimolarly 1 at 25 ℃, and the 3-dibromopropane drips and finishes, and reacts after 6 hours, is warming up to 45 ℃, adds equimolar NaN again
3, react 4 hours again after, precipitation obtains compound 5, with THF compound 5 is transferred in the reaction vessel once more, adds equimolar PhP
3, at room temperature drip equimolar CS
2, reacting after 5 hours, the decompression distillation precipitation obtains crystal 6 with the pure crystallization of ethyl acetate then.
Find after deliberation: independent fats isothiocyanates, independent aromatics isothiocyanates be to the influence of four kinds of weeds and not obvious, and the isothiocyanates list agent that is combined with isothiocyanate group by the pyrazoles ring is stronger to the biologically active of these four kinds of weeds.In addition, by fats isothiocyanates and aromatics isothiocyanates binary combination composite dose four kinds of weeds are also demonstrated activity of weeding preferably.
Screening through single agent and complex preparation; Discovery is with amino third isothiocyanates (L) of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-, amino third isothiocyanates (N) of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-; Or N, F; L, F, the activity of weeding of the binary built composition of N, C or C, L is more excellent.
Carry out composite test in addition and find that benzyl isothiocyanates (perhaps allyl group isosulfocyanate) and other isothiocyanates are composite; All more single agent synergy is remarkable, and has reduced the usage amount of single agent, and is more friendly to environment; To the person poultry safety, can form a kind of better biogenic fumigant.
Said benzyl isothiocyanates (perhaps allyl group isosulfocyanate) and the composite weight ratio of other isothiocyanates are 1: 9～9: 1, and being preferably is 1: 4～4: 1.
Wherein, preferably other isothiocyanates are benzyl isothiocyanates, ethyl isothiocyanate, allyl group isosulfocyanate, phenyl isothiocyanates, 2-phenylethyl isothiocyanates, amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-, amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-, methylisothiocyanate ester etc.
The present invention can process pesticidal preparations well known in the art with agent of isothiocyanates list and benzyl isothiocyanates (perhaps allyl group isosulfocyanate) for composite dose with other isothiocyanates, such as soluble liquid, aqueous emulsion, finish, emulsifiable concentrate etc.According to the different application occasion, can be made into different dosage form.
Wherein, when finish was processed in said single agent, each component and weight percentage were:
Isosulfocyanate compound 1～16%,
Antioxidant 0.1～2%,
Solvent 10～85%,
Vegetable oil polishing to 100%.
Said antioxidant is ascorbic acid class material or gallic acid pentyl ester.
Said solvent is toluene, xylol, ethyl acetate, Ethyl formate or cyclohexanone etc.
Said vegetable oil is thick rapeseed oil, castor oil, cotton oil or thick soya-bean oil etc.
Its preparation process is: fully mix thoroughly in the isosulfocyanate compound that earlier the antioxidant input is quantitatively taken by weighing; The vegetable oil and the abundant mixing of solvent that will accurately quantitatively take by weighing again; At last above-mentioned two kinds of solution are mixed in preparing tank and continue and stirred 1～3 hour.
The component of said aqueous emulsion and weight percentage are:
Isosulfocyanate compound 1～20%,
Emulsifier 4～28%,
Ascorbic acid 0.1～2%,
Solvent 10～30%,
Water polishing to 100%.
Wherein, said emulsifier is T4103 (production is changed very much in Nanjing), No. 500,602 (above two kinds of emulsifier are Zhong Mountain petrochemical iy produced), OP-10, Well201, Well205, M30 (above four kinds of emulsifier are Fujian Weir Chemical Manufacture); Said solvent is ethyl acetate or cyclohexanone.
Its preparation process is: fully mix thoroughly in the isosulfocyanate compound that earlier the ascorbic acid input is quantitatively taken by weighing; With the emulsifier and the abundant mixing of solvent that accurately quantitatively take by weighing; At last above-mentioned two kinds of solution are continued to stir 1～3 hour in preparing tank.
The component of said soluble liquid and weight percentage are:
Isosulfocyanate compound 1～20%,
Emulsifier 2～30%,
Ascorbic acid 1～10%,
Solvent polishing to 100%.
Said emulsifier is T4103 (production is changed very much in Nanjing), emulsifier No. 10, No. 500,602 (above three kinds are Zhong Mountain petrochemical iy produced), OP-10, Well201, Well205, M30 (above four kinds are Fujian Weir Chemical Manufacture); Said solvent is methyl alcohol, Ethyl formate, ethyl acetate, ethanol, xylol or line oil, is good with mixed solvent wherein, and xylol and a line oil are 1: 1 (V/V), and methyl alcohol and ethanol are 1: 1 (V/V).
Its preparation process is: fully mix thoroughly in the isosulfocyanate compound that earlier the ascorbic acid input is quantitatively taken by weighing; With the agricultural emulsifier and the abundant mixing of solvent that accurately quantitatively take by weighing; At last above-mentioned two kinds of solution are continued to stir 1～3 hour in preparing tank.
Said emulsifiable concentrate component and weight percentage are:
Isosulfocyanate compound: 1～40%,
Antioxidant: 0.1～2.5%,
Pesticide use emulsifier: 5～20%,
Mend to 100% with mixed solvent; Said emulsifier is one or more among agricultural newborn 100#, TX-10, No. 500,602, OP500, OP10, Tween 80 or the agricultural newborn 600#, and said mixed solvent is the two or more mixing in toluene, xylol, ethyl acetate or the line oil.
Process finish for said composite dose, each component and weight percentage are:
Benzyl isothiocyanates (perhaps allyl group isosulfocyanate) 1～60%,
Other isothiocyanates 0.25～20%,
Antioxidant 0.1～2%,
Solvent 10～85%,
Vegetable oil polishing to 100%;
Said antioxidant is ascorbic acid class material or gallic acid pentyl ester; Said solvent is toluene, xylol, ethyl acetate or cyclohexanone; Said vegetable oil is thick rapeseed oil, castor oil, cotton oil or thick soya-bean oil.
Process aqueous emulsion for said composite dose, each component and weight percentage are:
Benzyl isothiocyanates (perhaps allyl group isosulfocyanate) 1～20%,
Other isothiocyanates 0.25～10%,
Emulsifier 4～28%,
Ascorbic acid 0.1～2%,
Solvent 10～30%,
Water polishing to 100%; Wherein, said emulsifier is T4103 (production is changed very much in Nanjing), No. 500,602 (above two kinds of emulsifier are Zhong Mountain petrochemical iy produced), OP-10, Well201, Well205, M30 (above four kinds of emulsifier are Fujian Weir Chemical Manufacture); Said solvent is ethyl acetate or cyclohexanone.
Process soluble liquid for said composite dose, each component and weight percentage are:
Benzyl isothiocyanates (perhaps allyl group isosulfocyanate) 1～20%,
Other isothiocyanates 0.2～20%,
Emulsifier 2～30%,
Ascorbic acid 1～10%,
Solvent polishing to 100%; Wherein emulsifier is T4103 (production is changed very much in Nanjing), No. 500,602 (above two kinds are Zhong Mountain petrochemical iy produced), OP-10, Well201, Well205, M30 (above four kinds are Fujian Weir Chemical Manufacture); Said solvent is Ethyl formate, ethyl acetate, methyl alcohol, ethanol, benzene or line oil.
Process emulsifiable concentrate for said composite dose, each component and weight percentage are:
Benzyl isothiocyanates (perhaps allyl group isosulfocyanate) 1～20%,
Other isothiocyanates 1～20%,
Antioxidant: 0.1～2.5%,
Pesticide use emulsifier: 5～20%,
Mend to 100% with mixed solvent; Said emulsifier is one or more among agricultural newborn 100#, TX-10, No. 500,602, OP500, OP10, Tween 80 or the agricultural newborn 600#, and said mixed solvent is the two or more mixing in toluene, xylol, ethyl acetate or the line oil.
Above production process is all accomplished by machine in confined conditions, avoid personnel directly to contact soup.
Isosulfocyanate compound according to the invention is processed the agent of control of weeds list or composite dose, can adopt the mode of spraying or soil treatment to implement.
Isosulfocyanate compound according to the invention can be used for preventing and treating farmland or turf weed, and active high to weeds, consumption is few, and economic security is suitable for.
Embodiment
Following examples are used to explain the present invention, but are not used for limiting scope of the present invention.
The production of embodiment 1 20% benzyl isothiocyanates soluble liquid " swep " P1
Accurately quantitatively take by weighing 10.64 kilograms of the former medicines of 94% benzyl isothiocyanates, at 0.2M
3Abundant mixing in the blend tank.Accurately take by weighing 0.5 kilogram in ascorbic acid, emulsifier T4103 drops in the blend tank and abundant once more mixing for 5 kilograms.In blend tank, accurately drop into 5.125 kilograms of Ethyl formates and 28.735 kilograms of ethyl acetate again, abundant mixing in blend tank.Continue to stir 1 hour.Preparation obtains 50kg " swep " soluble liquid P1 product.
Sampling analysis, the content of benzyl isothiocyanates accounts for 20.02% in the P1 product.Scribble in the aluminium pot of barrier material in the product branch packed into, 5 kilograms every jar, amount to 10 jars.The hermetically sealed can mouth, the labelled content that is is " swep " P1 product of 20%.
Amino third isothiocyanates emulsifiable concentrate " swep " P2 of embodiment 2 10%1-phenyl-3-benzylthio-4-cyano pyrazole-5-produces
Accurately quantitatively take by weighing 10.2 kilograms of the former medicines of amino third isothiocyanates (N) of 98%1-phenyl-3-benzylthio-4-cyano pyrazole-5-, at 2M
3Abundant mixing in the blend tank.Accurately take by weighing 10 kilograms in ascorbic acid, drop in the blend tank (1) and abundant once more mixing.In blend tank, accurately drop into 10 kilograms of ethyl acetate, 10 kilograms of castor oil again, Well205 3kg, No. 10 1kg of emulsifier, OP-10 2.5kg, remainder use the xylol polishing, abundant mixing in blend tank.Continue to stir 1 hour.Preparation obtains " swep " emulsifiable concentrate P2 semi-finished product that 50kg contains amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-(N) 10%.
Sampling analysis, wherein the content of amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-(N) is 9.99%.Scribble in the aluminium pot of barrier material in the product branch packed into, 5 kilograms every jar, amount to 10 jars.The hermetically sealed can mouth, the labelled content that is is " swep " P2 emulsifiable concentrate product of 10%.
Amino third isothiocyanates " swep " aqueous emulsion of embodiment 3 8%1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-P3 produces
Accurately quantitatively take by weighing 81.6 kilograms of the former medicines of amino third isothiocyanates (O) of 98%1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-, add 2M
3In the blend tank.Accurately take by weighing 18.4 kilograms in ascorbic acid, drop in the blend tank and abundant once more mixing.In blend tank, accurately drop into 900 kilograms of ethyl acetate again, abundant mixing in blend tank.Continue to stir 1 hour.Preparation obtains the aqua product of amino third isothiocyanates of 1000KG 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-(L).
Sampling analysis, wherein the content of amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-(L) is 8%.Scribble in the aluminium pot of barrier material in the product branch packed into, 5 kilograms every jar, amount to 200 jars.The hermetically sealed can mouth, the labelled content that is is amino third isothiocyanates (L) aqua product of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles of 8%-5-.
Embodiment 4 16% allyl group isosulfocyanate " swep " finish P4 produce
Accurately quantitatively take by weighing 8.51 kilograms of the former medicines of 94% allyl group isosulfocyanate, at 2M
3Abundant mixing in the blend tank.Accurately take by weighing 0.5 kilogram in ascorbic acid, drop in the blend tank and abundant once more mixing.In blend tank, accurately drop into 18.52 kilograms of Ethyl formates and 22.47 kilograms of cotton oils again, abundant mixing in blend tank.Continue to stir 1 hour.Preparation obtains 50kg " swep " finish P4 product.
Sampling analysis, wherein the content of allyl group isosulfocyanate is 16.02%.Scribble in the aluminium pot of barrier material in the product branch packed into, 5 kilograms every jar, amount to 10 jars.The hermetically sealed can mouth, the labelled content that is is " swep " P4 finish product of 20%.
The production of amino composite dose of finish synergy of third isothiocyanates " swep " emulsifiable concentrate of embodiment 5 12% allyl group isosulfocyanates and 1-phenyl-3-benzylthio-4-cyano pyrazole of 1.3%-5-P5
Accurately take by weighing about 12.75 kilograms of the former medicine of AITC of 94% content, 1.44 kilograms of the former medicines of amino third isothiocyanates of the 1-phenyl of content 90%-3-benzylthio-4-cyano pyrazole-5-, 1 kilogram in ascorbic acid stirs the three in blend tank.In blend tank, quantitatively add 10 kilograms of emulsifier TX-10 again, 5 kilograms of T4103,17.5 kilograms of thick cottonseed oils replenish ethyl acetate to 100kg, and the limit edged stirs, and after all material adds, continues to stir 1 hour with agitator.
The amount that contains AITC in the sample examination product is 11.98%, and the methylisothiocyanate ester content is 1.30%, finally obtains the active princlple total content and be 2 tons of " swep " emulsifiable concentrate products of 13.3%, product with the sealing of 500ml glass bottle bottleneck with embodiment 1.
Amino composite dose of synergy of third isothiocyanates " swep " soluble liquid of embodiment 6 1% benzyl isothiocyanates and 7%1-phenyl-3-benzylthio-4-cyano pyrazole-5-P6 produces
Accurately quantitatively taking by weighing 20%AITC, to extract 50 kilograms in mother liquor and amino third isothiocyanate content of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-be 77.8 kilograms of 90% former medicines.With two kinds of active soups abundant mixing in blend tank (1).Accurately take by weighing 15 kilograms in ascorbic acid again, drop into abundant once more mixing in the blend tank (1).In blend tank (2), add 40 kilograms of agricultural emulsifier NOs, No. 10 120 kgs of emulsifier, add 712.2 kilograms in ethyl acetate after the mixing again, fully mixing.872.2 kilograms of materials in the blend tank (2) are all moved in the allotment (1) through pipeline, start agitator behind the hermetically sealed can mouth and stirred 1 hour.Preparation obtains 1000 kilograms of soluble liquid products.
The content of AITC is 1.01% in the sampling analysis product; Amino third isothiocyanate content of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-is 6.99%; Be the hermetically sealed can mouth, the labelled content that is is 8% composite dose of product synergy " swep " soluble liquid P6 product.The product branch is packed in the plastic bottle of dual obstruct into every bottled medicine 500mL.
The production of amino composite dose of soluble liquid synergy of third isothiocyanates " swep " P7 of embodiment 7 2% benzyl isothiocyanates and 8% 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-
Accurately take by weighing 21.28 kilograms of the former medicines of AITC of 94% content, content is 89 kilograms of 90% former medicines, and 20 kilograms in ascorbic acid stirs the three in blend tank.In blend tank, quantitatively add 100 kilograms of agricultural emulsifier Well201 again, 180 kilograms of cyclohexanone, 180 kilograms of castor oil add 409.72 kilograms of entry, and the limit edged stirs, and after all material adds, continues to stir 1 hour with agitator.
The amount that contains AITC in the sample examination product is 2%; Amino third isothiocyanate content of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-is 8%; Finally obtain the active princlple total content and be 1 ton of " swep " P7 product of 10%, product with the sealing of 500mL glass bottle bottleneck with embodiment 1.
The production of embodiment 8 20% allyl group isosulfocyanate soluble liquid " swep " P8
Accurately take by weighing 10.64 kilograms of 94% allyl group isosulfocyanate crude oil, 0.5 kilogram in ascorbic acid, 4.5 kilograms of emulsifier well201 drop in the blend tank, fully mixing.In blend tank, accurately drop into methyl alcohol again: 34.36 kilograms of the mixed solvents of ethanol=1: 1, abundant mixing and continue to stir 1 hour in blend tank promptly obtains 50kg " swep " P8 product.
Sampling analysis, the content of allyl group isosulfocyanate is 19.98% in the P8 product.The product branch is packed in the aforementioned aluminium pot, and 1 liter every jar, totally 52 jars, the sealing paste label is final products.
The production of amino third isothiocyanates emulsifiable concentrate " swep " P9 of embodiment 9 40%1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-
Accurately take by weighing 22.2 kilograms of the former medicines of amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles of 90%-5-; 3 kilograms of No. 500, emulsifier, OP-103 kilogram, 10 kilograms of castor oil, 25.65 kilograms of xylol, 0.5 kilogram in ascorbic acid; Drop into the abundant mixing of 200L blend tank and continue and stirred 1 hour, promptly obtain 50 kilograms of " swep " P9 products.
Sampling analysis, the content of amino third isothiocyanates of 1-phenyl in the product-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-is 39.9%.Pack into the bilayer of 1000ml of product branch is intercepted in the plastic bottle, and the sealing paste label becomes the finished product of " swep " P9.
The production of amino isothiocyanates emulsifiable concentrate " swep " P10 of embodiment 10 12%1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-
Accurately take by weighing 6.65 kilograms of the amino isothiocyanates of 1-phenyl-3-methyl mercapto-4-cyano pyrazole of 90.5%-5-; 3 kilograms of No. 10,3 kilograms in No. 500,0.5 kilogram in ascorbic acid, emulsifier, emulsifier, 12 kilograms of rapeseed oils, 15 kilograms of xylol, 10.15 kilograms of methyl alcohol; Drop into 200L and allocate whole mixing and lasting the stirring 1 hour, get 50 kilograms of " swep " P10 products.
Sampling Detection contains the amino isothiocyanates 11.96% of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-in the product.Become final products by embodiment 9 packing decals.
The amino third isothiocyanates emulsifiable concentrate of embodiment 11 20%1-methyl-3-benzylthio-4-cyano pyrazole-5-(swep P11) is produced
Accurately take by weighing the amino former medicine of third isothiocyanates (content is 95%) 10.55 kilograms of 1-methyl-3-benzylthio-4-cyano pyrazole-5-, 0.5 kilogram in ascorbic acid, 4 kilograms of emulsifier " 602 "; 3 kilograms of well205; Xylol and line oil (1: 1, v/v) 32.0 kilograms, drop in the 200L blend tank; Fully stir, get 50 kilograms of " swep " P11 products.
Sampling Detection contains amino third isothiocyanates 20.0% of 1-methyl-3-benzylthio-4-cyano pyrazole-5-in the product.Labelling by embodiment 9 packing becomes " swep " P11 finished product.
Amino third isothiocyanates of embodiment 12 10%1-methyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-and 10% composite dose of benzyl isothiocyanic acid fat (missible oil), promptly " swep " P12 produces.
Accurately take by weighing the amino former medicine of third isothiocyanates (content 96%) 5.2 kilograms of 1-methyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-; 5.32 kilograms of the former medicines of benzyl isothiocyanates (content 94%); 0.5 kilogram in ascorbic acid, and the mixed solvent of 4 kilograms of No. 500, emulsifier, 3 kilograms of M30,1 kilogram of OP-10, xylol and line oil (1: 1, v/v) polishing to 100% by weight; Stir in the input blend tank, obtain 50 kilograms of " swep " P12 semi-finished product.
Sampling Detection, amino third isothiocyanate content of 1-methyl in the product-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-is 10.10%, the benzyl isothiocyanate content is 10.05%.Product becomes finished product by embodiment 9 packing.
Embodiment 13 10% allyl group isosulfocyanates add the production of the amino third different sulphur chlorate compounded cream agent (" swep " P13) of 5%1-methyl-3-methyl mercapto-4-cyano pyrazole-5-
Accurately take by weighing 5.32 kilograms in the former powder of allyl group isosulfocyanate (content 94%); The amino former medicine of the third different sulphur chlorate (content 91%) 2.75 kilograms of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-, 0.5 kilogram in ascorbic acid, 4 kilograms of No. 500, emulsifier; The OP-104 kilogram, xylol 33.43. kilogram.Raw material is dropped in the 200L blend tank, stir, promptly obtain 50 kilograms of the semi-finished product of " swep " P13.
Sampling Detection contains allyl group isosulfocyanate 10.07% in " swep " P13 product, contains the amino third different sulphur chlorate 4.98% of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-.Press embodiment 9 bottling decals, become " swep " P13 finished product.
Amino third isothiocyanates of embodiment 14 10%1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-adds the production of the composite finish of 6% methylisothiocyanate ester (" swep " P14)
Accurately take by weighing the amino former medicine of third isothiocyanates (content 90%) 5.56 kilograms of 1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-; 3.30 kilograms of the former medicines of methylisothiocyanate ester (91% content); 0.5 kilogram of gallic acid pentyl ester, 3 kilograms in ethyl acetate, 37.64 kilograms of thick rapeseed oils; Stir in the input 200L blend tank, obtain 50 kilograms of " swep " P14 semi-finished product.
The content detection result is amino third isothiocyanates 10.03% of 1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-in the product, methylisothiocyanate ester 5.99%.Obtain " swep " P14 finished product by embodiment 9 packing.
The production of the 1-phenylethyl isothiocyanates of embodiment 15 10% and 2.5% allyl group isosulfocyanate compounded cream agent " swep " P15
Accurately take by weighing 5.27 kilograms of the former medicines of 1-phenylethyl isothiocyanates (content 95%), 1.33 kilograms of the former medicines of allyl group isosulfocyanate (content 94%), 0.5 kilogram of gallic acid pentyl ester; 4.5 kilograms of emulsifier well205; 3.5 kilograms of OP-10,12.5 kilograms in ethyl acetate, 22.4 kilograms of methyl alcohol; Drop into blend tank after stirring " swep " P15 semi-finished product, this example is prepared 50 kilograms of " swep " P15 semi-finished product.
The content of two kinds of effective ingredients is in the sampling Detection product: 1-phenylethyl isothiocyanates 9.97%, allyl group isosulfocyanate 2.51%.Be " swep " P15 finished product by embodiment 9 packings.
The production of the 2-phenylethyl isothiocyanates emulsifiable concentrate (" swep " P16) of embodiment 16 25%
Accurately take by weighing 13.45 kilograms of the former medicines (content 93%) of 2-phenylethyl isothiocyanates, 0.5 kilogram in ascorbic acid, 4 kilograms of No. 500, emulsifier; 2 kilograms of OP-10; 10 kilograms in ethyl acetate, 20.05 kilograms of xylol drop into blend tank; Stir, obtain 50 kilograms of " swep " P16 semi-finished product.
Sampling Detection, 2-phenylethyl isothiocyanate content is 25.06% in the product.By the embodiment double-deck plastic bottle that intercepts of 500ml of packing in 9 minutes, be " swep " P16 product.Embodiment 1715% ethyl isothiocyanate adds 5% benzyl isothiocyanates compounded cream (" swep " P17)
Accurately take by weighing 7.90 kilograms of the former medicines of ethyl isothiocyanate (content 95%), 2.66 kilograms of the former medicines of benzyl isothiocyanates (content 94%), 0.5 kilogram in ascorbic acid; 5 kilograms of No. 10, emulsifier, 5 kilograms of OP-10,10 kilograms of xylol; 18.94 kilograms of methyl alcohol; Drop in the 200L blend tank, stir, become effective component content and be " swep " P17 semi-finished product of 20%.
Through detecting, contain ethyl isothiocyanate 15.02% in the product, benzyl isothiocyanates 5.00%.Product is pressed embodiment 16 packing, becomes the finished product of " swep " P17.
Embodiment 18 10% phenyl isothiocyanates add 2% benzyl isothiocyanates compounded cream (" swep " P18)
Accurately take by weighing 5.22 kilograms of the former medicines of phenyl isothiocyanates (content 96%); 1.07 kilograms of the former medicines of benzyl isothiocyanates (content 94%); 0.5 kilogram of gallic acid pentyl ester, well2055 kilogram, 5 kilograms of OP-10; Mixed solvent (xylol: line oil=1: 1v/v) 33.21 kilograms, drop into the abundant mixing of blend tank and obtain 50 kilograms of " swep " P18 semi-finished product afterwards.
Two kinds of effective component contents in testing product are respectively: phenyl isothiocyanates 10.10%, benzyl isothiocyanates 2.03%.Product is packaged into product P 18 by embodiment 16.
Embodiment 19 2.5% benzyl isothiocyanates add 15% methylisothiocyanate ester soluble liquid (" swep " P19)
Accurately take by weighing 1.33 kilograms of the former medicines of benzyl isothiocyanates (content 94%); Methylisothiocyanate 7.5kg; Add emulsifier T41035kg, methyl alcohol and alcohol mixed solvent (1: 1v/v) 36.17 kilograms, drop into blend tank; Stir, obtain 50 kilograms of total effective ingredients and be " swep " P19 semi-finished product of 17.5%.
Product is through sampling Detection, and wherein effective component content is: benzyl isothiocyanates 2.51%, methylisothiocyanate ester 15.04%.The bilayer that is sub-packed in 500ml intercepts in the plastic bottle and decals, becomes " swep " P19 finished product.
Embodiment 20 20% isopentene group isothiocyanates add 4% allyl group isosulfocyanate missible oil (" swep " P20)
Accurately take by weighing 10.42 kilograms of the former medicines of isopentene group isothiocyanates (content 96%); 2.13 kilograms of the former medicines of allyl group isosulfocyanate (content 94%), 0.5 kilogram in ascorbic acid, 8 kilograms of No. 500, emulsifier; The mixed solvent (1: 1v/v) 22.95 kilograms that xylol and line oil are formed; 6 kilograms of castor oil drop in the 200 liter blend tanks and to continue to stir 1 hour, obtain 50 kilograms of total effective component contents and be " swep " P20 semi-finished product of 24%.
The product content testing result is: isopentene group isothiocyanates 19.97%, allyl group isosulfocyanate 4.09%.With the Aluminum Bottle packing that is coated with barrier layer in the 500ml, become " swep " P20 finished product.
Embodiment 21 10% benzyl isothiocyanates add 3% p-methylphenyl isothiocyanates compounded cream agent (" swep " P21)
Accurately take by weighing 5.32 kilograms of the former medicines of benzyl isothiocyanates (content 94%), 1.57 kilograms of the former medicines of p-methylphenyl isothiocyanates (content 96%), 0.5 kilogram in ascorbic acid; 5 kilograms of No. 10, emulsifier, OP-10 number 3 kilograms, 5 kilograms in ethyl acetate; 5 kilograms of xylol, 24.61 kilograms of methyl alcohol drop into blend tank; Continue to stir 1 hour, promptly get 50 kilograms of " swep " P21 semi-finished product.
The product sampling Detection, two kinds of active ingredient content among " swep " P21 are benzyl isothiocyanates 10.02%, p-methylphenyl isothiocyanates 3.00%.Be packed as the 500ml/ bottle with the double-deck plastic bottle that intercepts, promptly obtain the active ingredient total content and be " swep " P21 product of 13%.
The production of embodiment 22 1% allyl group isosulfocyanates and 10% the composite aqueous emulsion of phenyl isothiocyanates " swep " P22
Accurately take by weighing AITC content and be about 100 kilograms in 10% plant extract mother liquor, 108.7 kilograms of phenyl isothiocyanate content 92% former medicines, 20 kilograms in ascorbic acid stirs the three in blend tank.In blend tank, quantitatively add agricultural emulsifier Well201120 kilogram again, 200 kilograms of cyclohexanone, 180 kilograms of castor oil add 271.3 kilograms of entry, and the limit edged stirs, and after all material adds, continues to stir 1 hour with agitator.
The amount that contains AITC in the sample examination product is 1.01%, and the phenyl isothiocyanate content is 10.0%, finally obtains the active princlple total content and be 1 ton of " swep " P22 product of 11.01%, product with the sealing of 500mL glass bottle bottleneck with embodiment 16.
Experimental example 1
In booth vegetable ground, Wuhan Le Liji company proving ground, choose the field piece of three long-term growing vegetables, every field piece 100m
2Adopt the mode of trench digging dispenser, every separated 1m opens a ditch, the 20% allyl group isosulfocyanate soluble liquid (P1) that directly uses embodiment 1 to produce, and consumption is 125ml.Use 20% napropamide missible oil to make medicament contrast, every 100m
2Consumption is 100ml.Two kinds of processing spray earthing, add water, spread thick film immediately, and after airtight 14 days, spacious gas four days is checked the strain number of weeds after two months, and added up its preventive effect.The result shows that the stifling soil of handling can significantly reduce the rampant again of weeds, and preventive effect reaches about 80%.
The field test results that table 1 " swep " P1 prevents and kill off upland weeds
Experimental example 2
There are aquatic weeds such as a large amount of barnyard grass grass, water peanut, nutgrass flatsedge, dayflower in farmland, Jiangxia District township, Hubei, so that hazard rice production.Spray formulated " swep " P2 by embodiment 2, the contrast medicament adopts 10% Bentazon aqua, adopts small plot experiment at random, and the result is following.Each sub-district 25m
2, 5 points are investigated in every sub-district, and investigation area is 1m
2Spray medicine in the paddy rice 4-6 leaf phase, can not cause poisoning paddy rice.30 days investigation pesticide supplying effects behind the medicine, preventive effect reaches 60-70% when the P2 medicament uses 100g/ mu, is significantly higher than 10% Bentazon aqua.
The field test results that table 2 " swep " P2 prevents and kill off farmland weed
Experimental example 3
Dongxihu District farm, Wuhan City, Hubei Province, water peanut grows in a large number, chooses the uniform field of a growth piece, is divided into 1m
2The experimental plot, each handles four repetitions, carries out randomized block experiment.Spray according to 8% " swep " aqueous emulsion P3 that implements 3 configurations, every mu of consumption 120g dilutes 1000 times.The contrast medicament adopts the phonetic semi-annular jade pendant mamaplasty of 20% fluorine oil formulation, and blank is the clear water contrast, and 30 days statisticses are following behind the medicine.
The field test results that table 3 " swep " P3 prevents and kill off water peanut
The result shows that 8%L " swep " aqueous emulsion P3 is using 120g/ mu, and effect obviously is better than the grand 120g/ mu of the phonetic semi-annular jade pendant of 20% fluorine.
Experimental example 4
Farm, Yichang City, Hubei Province corn field, spring is weedy.Spray formulated " swep " P1,2,3,8,9,10,11,16 by embodiment 1,2,3,8,9,10,11,16, the contrast medicament uses 30% gyphosate solution, adopts small plot experiment at random, divides each sub-district 4m
2, 4 points are investigated in every sub-district, and investigation area is 0.25m
2The result is following, and the preventive effect of medicament P2 is higher than the medicament contrast, and the preventive effect of medicament P8 significantly is lower than the medicament contrast.
The field test results that the single agent series of table 4 " swep " is prevented and kill off corn ground weed
Experimental example 5
In Dongxihu District booth base, Wuhan, Hubei, choose the luxuriant soil block of weeds in former years, harvesting crops finishes, and weeds are all sliced off; Before seedling, carry out soil treatment, blank, the agent of athomin list, " grass go out spirit " P5 are set, 200 times of " swep " P5 dilutions of then embodiment 5 being produced; Add 300ml in each cave; Cover nylon film, behind the stifling 14d, spacious gas 5d.Add up the weeds weight of three field pieces after two months, the agent of athomin list, chemicals treatment group, preventive effect is merely 80%, 92% respectively, and compound drug contrast, single agent AITC has improved 12%.
Experimental example 6
Cheng Ningshi farm, Hubei Province corn field, weedy.Spray formulated " swep " P6 by embodiment 6, the contrast medicament adopts press " swep " P6 medicament that embodiment 2 prepares, and adopts small plot experiment at random, and the result is following.Divide each sub-district 64m
2, 4 points are investigated in every sub-district, and investigation area is 1m
2Spray medicine in the corn 3-5 leaf phase, can not cause poisoning corn.30 days investigation pesticide supplying effects behind the medicine, preventive effect reaches 90% when the P6 medicament uses 100g/ mu, is significantly higher than single agent.
The field test results that corn ground weed is prevented and kill off in the composite system of table 5 " swep " P6 and single agent agent
Experimental example 7
In 20 mu of soybeans of suburb township, Chengdu, Sichuan a slice, many weeds that growing are adopted small plot experiment at random, and the result is following.Divide each sub-district 64m
2, 4 points are investigated in every sub-district, and investigation area is 1m
2The fresh weight efficiency test that is used for the soybeans weeds; Soybean is the 4-5 leaf phase during dispenser; Weeds 2-3 leaf phase dispenser sprays by medicaments such as formulated " swep " P2 of embodiment 7, " swep " P6, " swep " P7,20% Brominal missible oil, 50% atrazine wetting powders, and investigation in 32 days is to weeds fresh weight preventive effect behind the medicine.30 days investigation pesticide supplying effects when the P7 pharmacy control efficacy is the highest, reach the purpose of eliminating weeds basically behind the medicine, and reduce the consumption of single agent.
Table 6 " swep " P7 prevents and kill off the field test results of soybeans weeds
Experimental example 8
Xiangfan City, Hubei Province farm soybeans; Spray formulated " swep " P5, P6, P7, P12, P13, P14, P15, P17, P18, P19, P20, P21 by embodiment 5,6,7,12,13,14,15,17,18,19,20,21; The contrast medicament uses 14.5% benazolin efficient haloxyfop-methyl spirit ethametsulfuron wetting powder; Adopt small plot experiment at random, divide each sub-district 64m
2, 4 points are investigated in every sub-district, and investigation area is 1m
2The result is following, and the preventive effect of medicament P6 is higher than the medicament contrast.
Composite dose of series of table 7 " swep " is prevented and kill off the field test results of soybeans weeds
The stifling influence of handling suppressing weed seed germination of experimental example 9 compounds
In each container, add the different compounds medicament, make the amount of active ingredient and stifling volume of a container ratio be: 12.5 μ g/ml, airtight stifling.3 repetitions are established in each processing, and the clear water contrast is set.The stifling processing after 7 days opened wide container and placed 4 days, obtains 100 of seed samples from each container then and is used as germination test.The germination rate experimental condition is 26 ± 1 ℃, keeps seed moistening, keeps germination condition 3-6 days, and inspection seed sprouting situation is calculated germination rate, and result of the test is seen table 8.
The stifling result of the test that the germination rate of weed seed is influenced of table 8 12.5 μ g/ml ITCs
Can find out various seed after the stifling processing of ITCs from table 8, its germination rate has significant difference, but stifling concentration of treatment is all had strict boundary, and most of seed germination rate all can have obvious decline in a week.The allyl group isosulfocyanate fumigation activity is the highest, can low concentration under the sprouting of better inhibited seed.
Experimental example 10 compounds are to the influence of seed germination
Prepare 16 kinds of compounds and be mixed with the solution that concentration is 50 μ g/ml, take by weighing each seed 200g and be immersed in the medicament, be immersed in the medicament after seven days, take out 120 of each seed and make germination test, four repetitions are set, each handles 30.The germination rate experimental condition is 26 ± 1 ℃, keeps seed moistening, keeps germination condition 3-6 days, and inspection seed sprouting situation is calculated germination rate, and result of the test is seen table 9.
Can find out from the result of table 9; Suppressing the highest compound of suppressing weed seed germination activity is amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-; Secondly be amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-, the benzyl isothiocyanates.
The ITCs of table 9 50 μ g/ml soaks the result of the test of the germination rate influence behind the weed seed
Experimental example 11 cauline leafs are handled
1) to the activity test of barnyard grass grass
The final singling of barnyard grass behind germination and emergence grass is handled sub-district 20 strains to each, and it is 1000 μ g/ml that medicament supplies examination concentration, adopts the cauline leaf spray-on process to handle.Each handles repetition 4 times, and establishes clear water contrast and solvent control respectively.The result sees table 10, the mean value that remaining strain number is 4 repetitions in the table, and remaining strain fresh weight is the strain mean value of remaining plant.
Ten kinds of compounds of table 10 are to the activity test of barnyard grass grass
* annotate: lowercase indicates 0.05 significant difference.
Can know by table 10; Growth all has certain inhibitory action to 10 kinds of compounds to the barnyard grass grass under 1000mg/kg concentration; Wherein the correction strain preventive effect of G and E reaches 83.42% and 77.64% respectively, and the inhibition activity that the barnyard grass grass is become to live is N＞L＞O＞K＞Q＞P＞M＞J＞I＞C, and has significant difference with solvent control; To the inhibitory action of barnyard grass grass fresh weight relatively a little less than, it suppresses active size is N＞L＞O＞I＞C＞M＞K＞J＞Q＞P.
2) to the activity test of cyperus iria
Cyperus iria final singling behind the germination and emergence is handled sub-district 20 strains to each, and it is 1000mg/kg that medicament supplies examination concentration, adopts the cauline leaf spray-on process to handle.Each handles repetition 4 times, and establishes solvent control and clear water contrast respectively.The result sees table 11, the mean value that remaining strain number is 4 repetitions in the table, and remaining strain fresh weight is the mean value of remaining plant.
Ten kinds of compounds of table 11 are to the activity test of cyperus iria
* annotate: lowercase indicates 0.05 significant difference.
Can know by table 11; Growth all has certain inhibitory action to 10 kinds of compounds to cyperus iria under 1000mg/kg concentration; The inhibition activity that cyperus iria is become to live is N＞L＞O＞Q＞M＞P＞K＞I＞J＞C; To the inhibitory action of cyperus iria fresh weight relatively a little less than, it suppresses active size is N＞Q＞O＞L＞P＞J＞K＞C＞M＞I.
3) to the activity test of orchardgrass
Orchardgrass final singling behind the germination and emergence is handled sub-district 20 strains to each, and it is 1000mg/kg that medicament supplies examination concentration, adopts the cauline leaf spray-on process to handle.Each handles repetition 4 times, and establishes solvent control and clear water contrast respectively.The result sees table 12, the mean value that remaining strain number is 4 repetitions in the table, and remaining strain fresh weight is the mean value of remaining plant.
Ten kinds of compounds of table 12 are to the activity test of orchardgrass
* annotate: lowercase indicates 0.05 significant difference.
Can know by table 12; Growth all has certain inhibitory action to 10 kinds of compounds to the orchardgrass grass under 1000mg/kg concentration; The inhibition activity that the orchardgrass grass is become to live is N＞L＞O＞Q＞M＞P＞K＞I＞C＞J; To the inhibitory action of orchardgrass grass fresh weight relatively a little less than, it suppresses active size is N＞L＞M＞P＞Q＞O＞K＞I＞J＞C.
4) activity test of dialogue three leaves
Bai Sanye final singling behind the germination and emergence is handled sub-district 20 strains to each, and it is 500mg/kg that medicament supplies examination concentration, adopts the cauline leaf spray-on process to handle.Each handles repetition 4 times, and establishes solvent control and clear water contrast respectively.The result sees table 13, the mean value that remaining strain number is 4 repetitions in the table, and remaining strain fresh weight is the mean value of remaining plant.
The activity test of ten kinds of compound dialogue three leaves of table 13
* annotate: lowercase indicates 0.05 significant difference.
Can know by table 13; Growth all has certain inhibitory action to 10 kinds of compounds to the orchardgrass grass under 1000mg/kg concentration; The inhibition activity that the orchardgrass grass is become to live is N＞L＞Q＞O＞M＞P＞K＞I＞J＞C; To the inhibitory action of orchardgrass grass fresh weight relatively a little less than, it suppresses active size is N＞Q＞L＞P＞O＞M＞K＞I＞J＞C.
Experimental example 12 soil-fumigatings are handled
The blue or green sandstorm of gathering is shone a week get rid of all weeds, be incubated, preserve moisture, after after a while, then above-mentioned sand (absolute water content about 20%) is mixed, and in the flowerpot of packing into, every basin 2kg.50,125,250mg/kg (active ingredient with soil weight than) then, by following concentration gradient:, respectively complex preparation is imbedded about 5cm place in the basin, the while, every basin was broadcast into 20mg barnyard grass grass seed, poured into a spot of clear water again.At last, the basin alms bowl of having executed medicine and sand are sealed 7d with plastic membrane of polyvinyl chloride, behind the unlimited 4d, do not execute the blank that is treated to of any medicament simultaneously, each handles repetition 4 times.Statistics after 15 days, the result is following.
Table 14 barnyard grass grass efficiency test result statistics
N representes amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-in the notes table, and A representes allyl group isosulfocyanate.
From The above results, can find out; The control efficiency of single agent AITC, amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-, when 125mg/kg handled, the average preventive effect of remaining plant reached 46%, 57% respectively; The weight ratio of compound drug allyl group isosulfocyanate and N is 4: during 1125mg/kg; Preventive effect can reach 78%, has significantly improved the control efficiency of AITC, has reduced the usage amount of AITC management of weeds.
Experimental example 5, cauline leaf spray composite processing
Gather the alternanthera philoxeroides seedling from Hua Zhong Agriculture University teaching practice farm, the plant of choosing big or small basically identical is subsequent use; In each basin, planting quantity alternanthera philoxeroides seedling about equally cultivated 20 days.Benzyl isothiocyanates and two kinds of former medicines of compound of amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-are pressed (9: 1,4: 1,2: 1; 1: 1,1: 2,1: 4; 1: 9) ratio carries out the screening of best proportioning, and blank is set simultaneously, and each is handled 5 concentration gradients is set respectively during screening; Each concentration is provided with three repetitions, the alternanthera philoxeroides of each reprocessing one basin growing way homogeneous.Filter out the synergy proportioning through measuring processed group alternanthera philoxeroides lethality.
Can find out from table 15, when amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-: when the ratio of benzyl isothiocyanates is 4: 1, prevent and kill off the EC of alternanthera philoxeroides
50Be 320 μ g/ml, CTC reaches 140, and synergy is remarkable, has reduced the consumption of compound N.
The composite alternanthera philoxeroides results from pot experiment test of preventing and kill off of two kinds of compounds of table 15
Annotate: N representes amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-in the table, and B representes the benzyl isothiocyanates.
Gather the alternanthera philoxeroides seedling from Hua Zhong Agriculture University teaching practice farm, the plant of choosing big or small basically identical is subsequent use; In each basin, planting quantity alternanthera philoxeroides seedling about equally cultivated 20 days.With benzyl isothiocyanates and two kinds of former medicines of weed killer herbicide by (9: 1,4: 1,2: 1; 1: 1,1: 2,1: 4; 1: 9) ratio carries out the screening of best proportioning, and blank is set simultaneously, and each is handled 5 concentration gradients is set respectively during screening; Each concentration is provided with three repetitions, the alternanthera philoxeroides of each reprocessing one basin growing way homogeneous.Filter out the synergy proportioning through measuring processed group alternanthera philoxeroides lethality.
Can find out from table 16, when amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-: when the ratio of benzyl isothiocyanates is 4: 1, prevent and kill off the EC of alternanthera philoxeroides
50Be 300 μ g/ml, CTC reaches 150, and synergy is remarkable, has reduced the consumption of compound N.
The composite alternanthera philoxeroides results from pot experiment test of preventing and kill off of two kinds of compounds of table 16
Annotate: in the table " L " expression 1-phenyl-amino third isothiocyanates of 3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-, " B " expression benzyl isothiocyanic acid.
Though, the present invention has been done detailed description in the preceding text with general explanation and specific embodiments, on basis of the present invention, can to some modifications of do or improvement, this will be apparent to those skilled in the art.Therefore, these modifications or the improvement on the basis of not departing from spirit of the present invention, made all belong to the scope that requirement of the present invention is protected.
Claims (10)
1. the application of isosulfocyanate compound in the agricultural herbicide of preparation control farmland weed and turf weed; It is characterized in that said isosulfocyanate compound comprises single agent or composite dose of one or more compositions in amino third isothiocyanates of benzyl isothiocyanates, ethyl isothiocyanate, 1-phenylethyl isothiocyanates, 2-phenylethyl isothiocyanates, isopentene group isothiocyanates, allyl group isosulfocyanate, phenyl isothiocyanates, methylisothiocyanate ester, 1-methyl-3-benzylthio-4-cyano pyrazole-5-, amino third isothiocyanates of 1-methyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-, amino third isothiocyanates of 1-methyl-3-methyl mercapto-4-cyano pyrazole-5-, amino third isothiocyanates of 1-methyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-, amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-, amino third isothiocyanates of 1-phenyl-3-benzylthio-4-ethoxycarbonyl pyrazoles-5-, amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-, amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-ethoxycarbonyl pyrazoles-5-.
2. application according to claim 1 is characterized in that, said composite dose for benzyl isothiocyanates/allyl group isosulfocyanate and other isothiocyanates by weight being to carry out composite in 1: 9～9: 1.
3. application according to claim 1 and 2 is characterized in that, said composite dose for benzyl isothiocyanates/allyl group isosulfocyanate and other isothiocyanates by weight being to carry out composite in 1: 4～4: 1.
4. according to claim 2 or 3 described application; It is characterized in that said other isothiocyanates are benzyl isothiocyanates, ethyl isothiocyanate, allyl group isosulfocyanate, phenyl isothiocyanates, 2-phenylethyl isothiocyanates, amino third isothiocyanates of 1-phenyl-3-benzylthio-4-cyano pyrazole-5-, amino third isothiocyanates of 1-phenyl-3-methyl mercapto-4-cyano pyrazole-5-, methylisothiocyanate ester.
5. according to any described application of claim 1-4, it is characterized in that the formulation of said agricultural herbicide is finish, aqueous emulsion, soluble liquid or emulsifiable concentrate.
6. application according to claim 5 is characterized in that, during said finish, each component and weight percentage are:
Isosulfocyanate compound 1～16%,
Antioxidant 0.1～2%,
Solvent 10～85%,
Vegetable oil polishing to 100%.
7. application according to claim 5 is characterized in that, during said aqueous emulsion, each component and weight percentage are:
Isosulfocyanate compound 1～20%,
Emulsifier 4～28%,
Ascorbic acid 0.1～2%,
Solvent 10～30%,
Water polishing to 100%.
8. application according to claim 5 is characterized in that, the component of said soluble liquid and weight percentage are:
Isosulfocyanate compound 1～20%,
Emulsifier 2～30%,
Ascorbic acid 1～10%,
Solvent polishing to 100%.
9. application according to claim 5 is characterized in that, said finish, and each component and weight percentage are:
Benzyl isothiocyanates/allyl group isosulfocyanate 1～60%,
Other isothiocyanates 0.25～20%,
Antioxidant 0.1～2%,
Solvent 10～85%,
Vegetable oil polishing to 100%.
10. application according to claim 5 is characterized in that, said aqueous emulsion, and each component and weight percentage are:
Benzyl isothiocyanates/allyl group isosulfocyanate 1～20%,
Other isothiocyanates 0.25～10%,
Emulsifier 4～28%,
Ascorbic acid 0.1～2%,
Solvent 10～30%,
Water polishing to 100%.
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| CN201010238824.4A Active CN102334499B (en) | 2010-07-26 | 2010-07-26 | Application of isothiocyanate compound in preparing agricultural herbicide for controlling farmland weeds and lawn weeds |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2021077214A1 (en) * | 2019-10-21 | 2021-04-29 | Mustgrow Biologics Corp. | Methods for weed growth control |
| CN114040676A (en) * | 2019-07-05 | 2022-02-11 | 伊萨格罗股份公司 | Emulsifiable concentrate containing allyl isothiocyanate and application of emulsifiable concentrate as nematicide in crops |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114040676A (en) * | 2019-07-05 | 2022-02-11 | 伊萨格罗股份公司 | Emulsifiable concentrate containing allyl isothiocyanate and application of emulsifiable concentrate as nematicide in crops |
| WO2021077214A1 (en) * | 2019-10-21 | 2021-04-29 | Mustgrow Biologics Corp. | Methods for weed growth control |
| CN114845553A (en) * | 2019-10-21 | 2022-08-02 | 马斯特格罗生物制品公司 | Method for weed growth control |
| EP4048075A4 (en) * | 2019-10-21 | 2023-11-01 | Mustgrow Biologics Corp. | Methods for weed growth control |
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| CN102334499B (en) | 2014-02-12 |
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