Background technology
Pyrrole aphid ketone (pymetrozine) is a kind of new pyridine heterocyclic sterilant.Extremely low to mammalian toxicity, rat oral LD50 is 5820 mg/kg, and rat is through skin LD50>2000 mg/kg.As safe as a house to most of non-target organisms such as arthropods, birds and fish, between insect, have the selectivity of height.Pyrrole aphid ketone can be degraded rapidly in environment, and the transformation period in soil is merely 2-29 days, and its main metabolites leaching property in soil is very low, only rests on after the use in the shallow topsoil, and under normal service condition, underground water does not have contaminated anxiety.Pyrrole aphid ketone is the representative of pyridines sterilant, is a brand-new insecticides, the sucking pest of various crop such as danger to vegetables, flowers, cotton, hops, fruit tree is shown the control effect of excellence.Pyrrole aphid ketone does not have direct toxicity to insect, and tool " is not knocked down " effect.Utilize electricity to penetrate figure (EPG) technology research and show no matter be drop, feed or test injection,, stop to get food at once, and final hungry moth causes death as long as aphid one touches pyrrole aphid ketone and almost produces the lancet blocking effect immediately.Although at present the caused lancet obstruction of pyrrole aphid ketone mechanism it be unclear that, existing research shows that this irreversible " stopping eating " is not because " food refusal effect " causes.It is very low that the initial mortality ratio of insect after pyrrole aphid ketone is handled is arranged, and insect " hungry moth " still can survive a few days before causing death, and the mortality ratio height is relevant with weather condition.Test shows, in the chemicals treatment 3 hours, the feeding activity of aphid reduces about 90%, handles back 48 hours, and mortality ratio can be near 100%.
Pyrrole aphid ketone has action of contace poison to insect, also has systemic activity simultaneously.Can also can be in plant materials in the phloem transporting in the xylem transporting; Therefore both can be used as foliar spray, also can be used for soil treating.Because its good transporting characteristic, the branches and leaves that after the cauline leaf spraying, newly grow also can be effectively protected.Pyrrole aphid ketone is to the extraordinary control effect of the nymph and the adult of homoptera pest.Trialeurodes vaporariorum nymph in 1 age and adult are the most responsive to this compound, and 2-4 nymph in age susceptibility significantly reduces.Compare with trialeurodes vaporariorum, aphid is more responsive to pyrrole aphid ketone, and when used in the field, using dosage only was 2/3rds of a control trialeurodes vaporariorum dose.In addition, pyrrole aphid ketone also has strong ideal control effect to leafhopper and plant hopper.
Acetamiprid belongs to the Nitromethylene heterocyclic compound; Be a kind of novel pesticide, act on the nAChR at insect neural system cynapse position, the neural stimulation conduction of interference insect; Cause the neural system path blockade; Cause the accumulation of neurotransmitter acetylcholine, thereby cause the insect paralysis at the cynapse position, final dead.Sucking pest such as aphid, thrips, aleyrodid etc. had unusual effect.Little to natural enemy lethality, lower to toxicity of fish, little to the honeybee influence, environmentally safe to people, animal, plant safety, is the desirable medicament in the non-environmental pollution control technical application.Be applicable to be used in the ornamental plant anti-eliminating aphis, homoptera pest such as leafhopper; Do soil treating with granule, can prevent and treat subterranean pest-insect.
Though these two kinds of insecticidal materials all have insecticidal effect preferably, yet, be difficult to further improve pesticide efficacy at present.
Summary of the invention
The object of the present invention is to provide a kind of Pesticidal compound, be used for the particularly control of sucking pest of insect pest of the plant.
The compounds of this invention is by C
nH
2n+1ArSO
2OX and pyrrole aphid ketone or acetamiprid reaction make, and its structural formula is:
Wherein, the n=1 in the molecular structure~18, Ar is an aromatic base.Used precursor compound C when forming molecular compound
nH
2n+1ArSO
2OX both can be an organic acid form (X=H), also can be that the form (X=Na, K etc.) of metal-salt is carried out molecule and combined having under the condition of water.Formed molecular compound is compared with acetamiprid with precursor compound pyrrole aphid ketone; The preparation processing performance of compound and moistening on plant, penetrating quality can significantly improve, thereby can bring into play the insecticidal activity of precursor compound pyrrole aphid ketone and acetamiprid more effectively.
The compounds of this invention can effectively be killed plant insects such as farm crop, fruit and vegetables, and particularly pierce-suck type insect pest is like aleyrodid, plant hopper, leafhopper and aphid or the like.
Can The compounds of this invention be prepared into the sterilant of various formulations according to mode known in the art; Like suspension agent, wettable powder, pulvis, granule, water dispersible granules and missible oil, specifically use formulation to select according to the environment of its intended purposes when using.
Wherein, said suspension agent can contain:
1 dispersion agent is selected from sulfonated alkyl naphathalene formaldehyde condensation products, sodium lignosulfonate, calcium lignin sulphonate, lauryl alcohol polyethylene glycol oxide base ether sodium sulfate, alkyl naphthalene formaldehyde condensate sulfonates, X 2073, sodium lauryl sulphate, potassium oleate, sodium oleate, alkyl polyoxyethylene ether sulphonate, alkylphenol-polyethenoxy base ether formaldehyde condensation products, alkylphenol-polyethenoxy base ether Nonyl pheno base ether or the polyoxyethylene polyoxypropylene base ether block copolymers one or more.Dispersant dosage 0.1-30%, preferred 1-10%.
2 wetting agents are selected from and draw back in powder, sodium lauryl sulphate or the X 2073 one or more.Wetting agent consumption 0.1-30%, preferred 1-10%.
3 thickening materials are selected from XG 550, Walocel MT 20.000PV, Natvosol, methylcellulose gum, Xylo-Mucine or the Z 150PH one or more.Thickening consumption 0.1-10%, preferred 1-5%.
4 stablizers are selected from pyrocatechol, butylglycidyl ether, phenyl glycidyl ether, cresyl glycidyl ether, polyethylene glycol diglycidylether, Epicholorohydrin, sodium sorbate, Sodium Benzoate, epoxidised soybean oil, oleum lini, quinhydrones, anthraquinone, Eugenol, Hydrocerol A, hydroxy benzoate or propylparaben, zeyssatite, potter's clay, wilkinite, kaolin, the attapulgite one or more.Stabilizing agent dosage 0.1-20%, preferred 1-5%.
5 skimmers are selected from silicone oil, silicone compound, C
10-20Saturated fatty acid compounds, C
8-10In aliphatic alcohols compound or the ∏-ethylhexanol one or more.Wherein silicone compound such as organosilicon etc., C
10-20Saturated fatty acid compounds such as undecanoic acid, tridecanoic acid, pentadecylic acid etc., C
8-10Aliphatic alcohols compound such as certain herbaceous plants with big flowers alcohol, ten alkanols etc.Skimmer consumption 0.1-10%, preferred 1-5%.
6 frostproofers are selected from terepthaloyl moietie, USP Kosher, Ucar 35, polyoxyethylene glycol, sorbyl alcohol or the urea one or more.Frostproofer consumption 1-10%, preferred 1-5%.
The 7pH regulator is selected from sodium hydroxide, ammoniacal liquor, acetic acid, Hydrocerol A or the phosphoric acid one or more.Using an amount of pH regulator agent to make the pH value of suspension agent is 6~9.
8 The compounds of this invention 1-80%.
Wherein, said wettable powder can contain:
1 dispersion agent is selected from sulfonated alkyl naphathalene formaldehyde condensation products, sodium lignosulfonate, calcium lignin sulphonate, lauryl alcohol polyethylene glycol oxide base ether sulfate, alkyl naphthalene formaldehyde condensate sulfonates, X 2073, sodium lauryl sulphate, alkyl polyoxyethylene ether sulphonate, alkylphenol-polyethenoxy base ether formaldehyde condensation products, alkylphenol-polyethenoxy base ether Nonyl pheno base ether sulfate or the polyoxyethylene polyoxypropylene base ether block copolymers one or more.Dispersant dosage 0.1-30%, preferred 1-15%.
2 wetting agents are selected from and draw back in powder, sodium lauryl sulphate or the X 2073 one or more.The consumption 0.1-30% of wetting agent, preferred 1-15%.
3 stablizers are selected from one or more in XG 550, hydroxypropylcellulose, Xylo-Mucine or the ZX-I.Wetting agent consumption 0.1-10%, preferred 1-5%.
4 carriers are selected from zeyssatite, potter's clay, wilkinite, kaolin or the attapulgite one or more.Carrier consumption 5-90%.
5 The compounds of this invention 1-90%
Wherein, said pulvis can contain:
1 wetting agent is selected from and draws back in powder, sodium lauryl sulphate or the X 2073 one or more.The consumption 0.1-30% of wetting agent, preferred 1-15%.
2 carriers are selected from zeyssatite, potter's clay, wilkinite, kaolin or the attapulgite one or more.Carrier consumption 5-90%.
3 The compounds of this invention 1-90%.
Wherein, said granule can contain:
1 wetting agent is selected from and draws back in powder, sodium lauryl sulphate or the X 2073 one or more.The consumption 0.1-30% of wetting agent, preferred 1-15%
2 stickers are selected from XG 550, Xylo-Mucine, Z 150PH or the starch one or more.The consumption 0.1-10% of sticker, preferred 1-7%
3 carriers are selected from zeyssatite, potter's clay, wilkinite, kaolin, attapulgite, river sand or the corncob cellulose one or more.Carrier consumption 5-90%
4 The compounds of this invention 1-90%.
Wherein, said water dispersible granules can contain:
1 dispersion agent is selected from alkyl polyoxyethylene ether sulphonate, alkylphenol-polyethenoxy base ether formaldehyde condensation products, alkylphenol-polyethenoxy base ether Nonyl pheno base ether or the polyoxyethylene polyoxypropylene base ether block copolymers one or more.Dispersant dosage 0.1-30%, preferred 3-15%
2 wetting agents are selected from and draw back in powder, sodium lauryl sulphate or the X 2073 one or more.The consumption 0.1-30% of wetting agent, preferred 1-15%
3 disintegrating agents are selected from sodium starch glycolate, sodium sulfate or the Microcrystalline Cellulose etc. one or more.The consumption 0.1-30% of disintegrating agent, preferred 1-15%
4 stickers are selected from Xylo-Mucine, the Z 150PH etc. one or more.The consumption 0.1-10% of sticker, preferred 1-3%
5 fillers are selected from zeyssatite, potter's clay, wilkinite, kaolin or the attapulgite one or more.Replenish straight 100% with filler
6 The compounds of this invention 1-90%.
If not dated especially, the per-cent that relates among the present invention (%) is weight percentage; But the per-cent of solution except as otherwise herein provided, is meant and contains the some grams of solute among the solution 100ml.
Experiment shows, The compounds of this invention can significantly improve than the preparation processing performance of its precursor compound and moistening on plant, penetrating quality, to insect pest of the plant particularly the preventive effect of pierce-suck type insect pest significantly improve.
Embodiment
Following examples further specify content of the present invention, but should not be construed as limitation of the present invention.Under the situation that does not deviate from the present invention's spirit and essence, modification or replacement to the inventive method, step or condition are done all belong to scope of the present invention.
If do not specialize the conventional means that used technique means is well known to those skilled in the art among the embodiment.
The preparation of embodiment 1 The compounds of this invention
At 1L N; Add 0.5Mol pyrrole aphid ketone in the dinethylformamide; Heating is dissolved it fully, adds the 0.5Mol Witco 1298 Soft Acid more gradually, steams organic solvent after adding; With 100mL 50% washing with alcohol, product is pyrrole aphid ketone Witco 1298 Soft Acid molecular compound with the gained solid.
The same operation can get acetamiprid Witco 1298 Soft Acid molecular compound with 0.5Mol acetamiprid and the stirring of 1.0Mol Witco 1298 Soft Acid.
The preparation of embodiment 2 suspension agents
Than aphid ketone Witco 1298 Soft Acid molecular compound 25%
Calcium lignin sulphonate 3.0%
Tersperse?2700?2.5%
Wilkinite 3.7%
Terepthaloyl moietie 4.0%
Water complements to 100%
The preparation of embodiment 3 wettable powders
Preparation 1
SOPA?2704.0%
Terwet?1004?3.0
Attapulgite 53.0%
Preparation 2
Acetamiprid Witco 1298 Soft Acid molecular compound 60.0%
SOPA?270?5.0%
Xylo-Mucine 1.5%
Zeyssatite 33.5%
The preparation of embodiment 4 pulvis
Pyrrole aphid ketone Witco 1298 Soft Acid molecular compound 10.0%
Nekal BX 5.0%
Potter's clay 85.0%
The preparation of embodiment 5 granules
Pyrrole aphid ketone Witco 1298 Soft Acid molecular compound 6.5%
Wilkinite 10.0%
Starch 8.0%
River sand 75.5%
The preparation of embodiment 6 dispersible granules
Acetamiprid Witco 1298 Soft Acid molecular compound 70%
Morwet?EFW?2.5%
Sodium starch glycolate 1.5%
Kaolin 26.0%
Effect experiment
1 material and method
1.1 supply the reagent agent
1.1.1 25% pyrrole aphid ketone Witco 1298 Soft Acid molecular compound SC (embodiment 2)
1.1.2 25% pyrrole aphid ketone SC (preparation is with embodiment 2, but effective component is a pyrrole aphid ketone)
1.2 using dosage
25% pyrrole aphid ketone Witco 1298 Soft Acid molecular compound SC 20a.i.g/667m2;
25% pyrrole aphid ketone SC 20a.i.g/667m2;
1.2.3 blank clear water
1.3 TP
Establish 3 processing altogether, each handles repetition 3 times, sub-district area 60m
2Local rice field four generations brown paddy plant hopper nymph peak period dispenser in 1 age on August 17th, 2007, every 667m
2Press above-mentioned design dosage to water 45kg.Aim at manually evenly complete stool spraying of rice seedling, during dispenser and behind the medicine in the week field keep water layer.
This experimental plot rice varieties is for raising the spoke round-grained rice No. 7.During dispenser, field brown paddy plant hopper hundred cave worms are measured average 4118, wherein 1 age nymph account for 79.8%.
1.4 investigation method
1.4.1 security survey
Sub-district rice seedling growing state is respectively handled in irregular observation after the dispenser, and the record rice shoot is analyzed the security of medicament to rice seedling to the reaction or the symptom of chemical damage of medicament.
1.4.2 preventive effect effect research
Investigation insect population radix before the dispenser was respectively looked into one time the residual worm amount in field in 1,3,7,10,15 day behind the medicine.3 samplings in every sub-district, every some company looks into 6 caves, and 18 caves are looked in every sub-district.Calculate control effect with the insect population survival rate, calculation formula is following:
Proofread and correct preventive effect (%)=(check plot insect population survival rate-applying area insect population survival rate) ÷ check plot insect population survival rate * 100
2 medicaments are to the security of rice seedling
Observe after the dispenser, it is normal that each handles sub-district rice seedling growth, any poisoning situation do not occur.
3 results and analysis
25% pyrrole aphid ketone Witco 1298 Soft Acid molecular compound SC and 25% pyrrole aphid ketone SC are obvious to paddy rice brown paddy plant hopper preventive effect effect, are all showing aspect quick-acting and the Sustainable Control well, and the paddy rice growing way obviously is better than 25% pyrrole aphid ketone SC and clear water contrast.Testing data representes that the correction preventive effect of 25% pyrrole aphid ketone Witco 1298 Soft Acid molecular compound SC obviously is superior to 25% pyrrole aphid ketone SC (seeing table 1 in detail).
Table 1 The compounds of this invention is to paddy rice brown paddy plant hopper preventive effect effect